From cf37a82534d63642cd240a63e5b7119d339100dc Mon Sep 17 00:00:00 2001
From: Ian Eaves <ian.k.eaves@gmail.com>
Date: Fri, 27 Oct 2023 22:15:45 -0500
Subject: [PATCH 01/18] some query functionality

---
 .../app/connections/adapters/schemas.py       |   6 +
 grai-server/app/grAI/chat_implementations.py  | 130 +++++++++++++++++-
 grai-server/app/grAI/consumers.py             |   2 +-
 3 files changed, 130 insertions(+), 8 deletions(-)

diff --git a/grai-server/app/connections/adapters/schemas.py b/grai-server/app/connections/adapters/schemas.py
index efaba0767..130b24826 100644
--- a/grai-server/app/connections/adapters/schemas.py
+++ b/grai-server/app/connections/adapters/schemas.py
@@ -216,3 +216,9 @@ def edge_model_to_edge_v1_schema(model: Edge, schema_type: Literal["EdgeV1"]) ->
     model_dict["destination"] = NodeNamedID(**model.destination.__dict__)
     model_dict["destination"] = {"id": model_dict.pop("destination_id")}
     return EdgeV1.from_spec(model_dict)
+
+
+@model_to_schema.register
+def sequence_model_to_sequence_v1_schema(models: list | tuple, schema_type: str) -> list | tuple:
+    iter = (model_to_schema(model, schema_type) for model in models)
+    return type(models)(iter)
diff --git a/grai-server/app/grAI/chat_implementations.py b/grai-server/app/grAI/chat_implementations.py
index 2595a0f8f..f447eec23 100644
--- a/grai-server/app/grAI/chat_implementations.py
+++ b/grai-server/app/grAI/chat_implementations.py
@@ -2,15 +2,25 @@
 import uuid
 from abc import ABC, abstractmethod
 from functools import partial
-from typing import Callable
+from typing import Callable, Any
 
 import openai
 from django.conf import settings
 from django.core.cache import cache
 from grai_schemas.serializers import GraiYamlSerializer
-from pydantic import BaseModel
-
+from pydantic import BaseModel, Field
+from lineage.models import Node, Edge
 from grAI.models import Message
+from django.db.models import Q
+from functools import reduce
+import operator
+import logging
+from connections.adapters.schemas import model_to_schema
+
+logging.basicConfig(level=logging.DEBUG)
+
+
+MAX_RETURN_LIMIT = 20
 
 
 class API(ABC):
@@ -19,7 +29,7 @@ class API(ABC):
     id: str
 
     @abstractmethod
-    def call(self, **kwargs):
+    def call(self, **kwargs) -> (Any, str):
         pass
 
     def serialize(self, result) -> str:
@@ -29,12 +39,112 @@ def serialize(self, result) -> str:
         return GraiYamlSerializer.dump(result)
 
     def response(self, **kwargs) -> str:
-        return self.serialize(self.call(**kwargs))
+        logging.info(f"Calling {self.id} with {kwargs}")
+        obj, message = self.call(**kwargs)
+
+        logging.info(f"Building Response message for {self.id} with {kwargs}")
+        if message is None:
+            return self.serialize(obj)
+        else:
+            return f"{self.serialize(obj)}\n{message}"
 
     def gpt_definition(self) -> dict:
         return {"name": self.id, "description": self.description, "parameters": self.schema_model.schema()}
 
 
+class NodeLookupSchema(BaseModel):
+    name: str | None = Field(description="The name of the node to lookup", default=None)
+    name__contains: str | None = Field(
+        description="The name of the node to lookup perform a fuzzy search on", default=None
+    )
+    namespace: str | None = Field(description="The namespace of the node to lookup", default=None)
+    namespace__contains: str | None = Field(
+        description="The namespace of the node to lookup perform a fuzzy search on", default=None
+    )
+    is_active: bool | None = Field(description="Whether or not the node is active", default=True)
+
+
+class MultiNodeLookup(BaseModel):
+    nodes: list[NodeLookupSchema] = Field(description="List of queries to perform")
+
+
+class NodeLookupAPI(API):
+    id = "node_lookup"
+    description = f"""
+    This function Supports looking up nodes from a data lineage graph. For example, a query with name=Test but no
+    namespace value will return all nodes explicitly named "Test" regardless of namespace. If you're unable to find a
+    named result you should use fuzzy search capabilities.
+    The `__contains` suffix indicates that the field should be searched using a fuzzy search.
+    """
+    schema_model = MultiNodeLookup
+
+    def __init__(self, workspace: str | uuid.UUID):
+        self.workspace = workspace
+        self.query_limit = MAX_RETURN_LIMIT
+
+    def call(self, **kwargs) -> (list[Node], str | None):
+        validation = self.schema_model(**kwargs)
+        q_objects = (Q(**node.dict(exclude_none=True)) for node in validation.nodes)
+        query = reduce(operator.or_, q_objects)
+        result_set = Node.objects.filter(workspace=self.workspace).filter(query).order_by("-created_at").all()
+        total_results = len(result_set)
+        if total_results > self.query_limit:
+            message = f"Returned {self.query_limit} of {total_results} results. You might need to narrow your search."
+        else:
+            message = None
+        return model_to_schema(result_set[: self.query_limit], "NodeV1"), message
+
+
+class EdgeLookupSchema(BaseModel):
+    name: str | None = Field(description="The name of the edge to lookup", default=None)
+    name__contains: str | None = Field(
+        description="The name of the edge to lookup perform a fuzzy search on", default=None
+    )
+    namespace: str | None = Field(description="The namespace of the edge to lookup", default=None)
+    namespace__contains: str | None = Field(
+        description="The namespace of the edge to lookup perform a fuzzy search on", default=None
+    )
+    is_active: bool | None = Field(description="Whether or not the edge is active", default=True)
+    source: uuid.UUID | None = Field(description="The primary key of the source node on an edge", default=None)
+    destination: uuid.UUID | None = Field(
+        description="The primary key of the destination node on an edge", default=None
+    )
+
+
+class MultiEdgeLookup(BaseModel):
+    edges: list[EdgeLookupSchema] = Field(
+        description="List of edges to lookup. Edges can be uniquely identified by a (name, namespace) tuple, or by a (source, destination) tuple of the nodes the edge connects"
+    )
+
+
+class EdgeLookupAPI(API):
+    id = "edge_lookup"
+    description = """
+    This function Supports looking up edges from a data lineage graph. For example, a query with name=Test but no
+    namespace value will return all edges explicitly named "Test" regardless of namespace.
+    The `__contains` suffix indicates that the field should be searched using a fuzzy search. If you're unable to find a
+    named result you should use fuzzy search capabilities. Edges are uniquely
+    identified both by their (name, namespace), and by the (source, destination) nodes they connect.
+    """
+    schema_model = MultiEdgeLookup
+
+    def __init__(self, workspace: str | uuid.UUID):
+        self.workspace = workspace
+        self.query_limit = MAX_RETURN_LIMIT
+
+    def call(self, **kwargs) -> (list[Edge], str | None):
+        validation = self.schema_model(**kwargs)
+        q_objects = (Q(**node.dict(exclude_none=True)) for node in validation.nodes)
+        query = reduce(operator.or_, q_objects)
+        result_set = Edge.objects.filter(workspace=self.workspace).filter(query).all()[: self.query_limit]
+        total_results = len(result_set)
+        if total_results > self.query_limit:
+            message = f"Returned {self.query_limit} of {total_results} results. You might need to narrow your search."
+        else:
+            message = None
+        return model_to_schema(result_set[: self.query_limit], "EdgeV1"), message
+
+
 class NodeEdgeSerializer:
     def __init__(self, nodes, edges):
         self.nodes = nodes
@@ -100,9 +210,11 @@ def cached_messages(self, values):
         cache.set(self.cache_id, values)
 
     def hydrate_chat(self):
+        logging.info(f"Hydrating chat history for conversations: {self.chat_id}")
         messages = cache.get(self.cache_id, None)
 
         if messages is None:
+            logging.info(f"Loading chat history for chat {self.chat_id} from database")
             model_messages = Message.objects.filter(chat_id=self.chat_id).order_by("-created_at").all()
             messages = [{"role": m.role, "content": m.message} for m in model_messages]
             self.cached_messages = messages
@@ -115,6 +227,7 @@ def summarize(self, messages):
         """
         message = {"role": "user", "content": summary_prompt}
 
+        logging.info(f"Summarizing conversation for chat: {self.chat_id}")
         response = openai.ChatCompletion.create(model=self.model_type, user=self.user, messages=[*messages, message])
 
         # this is hacky for now
@@ -136,6 +249,7 @@ def model(self) -> Callable:
         return model
 
     def request(self, user_input: str) -> str:
+        logging.info(f"Responding to request for: {self.chat_id}")
         messages = [self.prompt_message, *self.cached_messages, {"role": "user", "content": user_input}]
 
         stop = False
@@ -173,7 +287,9 @@ def request(self, user_input: str) -> str:
         return result.message.content
 
 
-def get_chat_conversation(chat_id: str | uuid.UUID, model_type: str = settings.OPENAI_PREFERRED_MODEL):
+def get_chat_conversation(
+    chat_id: str | uuid.UUID, workspace: str | uuid.UUID, model_type: str = settings.OPENAI_PREFERRED_MODEL
+):
     chat_prompt = """
     You are a helpful assistant with domain expertise about an organizations data and data infrastructure.
     You know how to query for additional context and metadata about any data in the organization.
@@ -181,7 +297,7 @@ def get_chat_conversation(chat_id: str | uuid.UUID, model_type: str = settings.O
     You can help users discover new data or identify and correct issues such as broken data pipelines,
     and BI dashboards.
     """
-    functions = []
+    functions = [NodeLookupAPI(workspace=workspace), EdgeLookupAPI(workspace=workspace)]
 
     conversation = BaseConversation(
         prompt=chat_prompt, model_type=model_type, functions=functions, chat_id=str(chat_id)
diff --git a/grai-server/app/grAI/consumers.py b/grai-server/app/grAI/consumers.py
index 837e9801f..9659e64d1 100644
--- a/grai-server/app/grAI/consumers.py
+++ b/grai-server/app/grAI/consumers.py
@@ -88,7 +88,7 @@ def chat_message(self, event: dict):
             agent = MessageRoles.SYSTEM.value
         else:
             if payload.chat_id not in self.conversations:
-                self.conversations[payload.chat_id] = get_chat_conversation(payload.chat_id)
+                self.conversations[payload.chat_id] = get_chat_conversation(payload.chat_id, workspace=self.workspace)
 
             response = self.conversations[payload.chat_id].request(payload.message)
             agent = MessageRoles.AGENT.value

From f88f57c7c45fdb60ab3da288bb46f61373d544ba Mon Sep 17 00:00:00 2001
From: Ian Eaves <ian.k.eaves@gmail.com>
Date: Tue, 31 Oct 2023 16:11:29 -0500
Subject: [PATCH 02/18] embeddings

---
 grai-server/app/Dockerfile                    |   1 +
 grai-server/app/grAI/chat_implementations.py  | 130 ++++++++++---
 .../migrations/0018_vector_embeddings.py      |  41 +++++
 grai-server/app/lineage/models.py             |  36 +++-
 grai-server/app/lineage/tasks.py              |  46 +++++
 grai-server/app/poetry.lock                   | 174 ++++++++++++++++--
 grai-server/app/pyproject.toml                |   2 +
 grai-server/app/the_guide/celery.py           |   9 +-
 grai-server/app/the_guide/settings/base.py    |  51 ++---
 grai-server/docker-compose.yml                |   6 +-
 10 files changed, 417 insertions(+), 79 deletions(-)
 create mode 100644 grai-server/app/lineage/migrations/0018_vector_embeddings.py
 create mode 100644 grai-server/app/lineage/tasks.py

diff --git a/grai-server/app/Dockerfile b/grai-server/app/Dockerfile
index 43a6d082a..58c92386d 100755
--- a/grai-server/app/Dockerfile
+++ b/grai-server/app/Dockerfile
@@ -71,6 +71,7 @@ RUN apt update \
     && ACCEPT_EULA=Y apt-get install -y msodbcsql18 \
     && rm -rf /var/lib/apt/lists/*
 
+
 ENTRYPOINT ["/usr/src/app/entrypoint.sh"]
 
 # --------- final images --------------- #
diff --git a/grai-server/app/grAI/chat_implementations.py b/grai-server/app/grAI/chat_implementations.py
index f447eec23..b5e275371 100644
--- a/grai-server/app/grAI/chat_implementations.py
+++ b/grai-server/app/grAI/chat_implementations.py
@@ -16,6 +16,7 @@
 import operator
 import logging
 from connections.adapters.schemas import model_to_schema
+import tiktoken
 
 logging.basicConfig(level=logging.DEBUG)
 
@@ -23,6 +24,30 @@
 MAX_RETURN_LIMIT = 20
 
 
+class BaseMessage(ABC):
+    role: str
+
+    def __init__(self, content, model):
+        self.content = content
+        self.encoding = tiktoken.encoding_for_model(model)
+        self.token_length = len(self.encoding)
+
+    def representation(self):
+        return {"role": self.role, "content": self.content}
+
+
+class UserMessage(BaseMessage):
+    role = "user"
+
+
+class SystemMessage(BaseMessage):
+    role = "system"
+
+
+class AIMessage(BaseMessage):
+    role = "assistant"
+
+
 class API(ABC):
     schema_model: BaseModel
     description: str
@@ -52,31 +77,21 @@ def gpt_definition(self) -> dict:
         return {"name": self.id, "description": self.description, "parameters": self.schema_model.schema()}
 
 
-class NodeLookupSchema(BaseModel):
-    name: str | None = Field(description="The name of the node to lookup", default=None)
-    name__contains: str | None = Field(
-        description="The name of the node to lookup perform a fuzzy search on", default=None
-    )
-    namespace: str | None = Field(description="The namespace of the node to lookup", default=None)
-    namespace__contains: str | None = Field(
-        description="The namespace of the node to lookup perform a fuzzy search on", default=None
-    )
-    is_active: bool | None = Field(description="Whether or not the node is active", default=True)
+class NodeIdentifier(BaseModel):
+    name: str = Field(description="The name of the node to query for")
+    namespace: str = Field(description="The namespace of the node to query for")
 
 
-class MultiNodeLookup(BaseModel):
-    nodes: list[NodeLookupSchema] = Field(description="List of queries to perform")
+class NodeLookup(BaseModel):
+    nodes: list[NodeIdentifier] = Field(description="A list of nodes to lookup")
 
 
 class NodeLookupAPI(API):
     id = "node_lookup"
-    description = f"""
-    This function Supports looking up nodes from a data lineage graph. For example, a query with name=Test but no
-    namespace value will return all nodes explicitly named "Test" regardless of namespace. If you're unable to find a
-    named result you should use fuzzy search capabilities.
-    The `__contains` suffix indicates that the field should be searched using a fuzzy search.
-    """
-    schema_model = MultiNodeLookup
+    description = (
+        "A function to lookup metadata about one or more nodes. Results will be returned in the order requested."
+    )
+    schema_model = NodeLookup
 
     def __init__(self, workspace: str | uuid.UUID):
         self.workspace = workspace
@@ -95,15 +110,29 @@ def call(self, **kwargs) -> (list[Node], str | None):
         return model_to_schema(result_set[: self.query_limit], "NodeV1"), message
 
 
+class FuzzyMatchQuery(BaseModel):
+    string: str = Field(description="The fuzzy string used to search amongst node names")
+
+
+class FuzzyMatchNodesAPI(API):
+    id = "node_fuzzy_lookup"
+    description = "Performs a fuzzy search for nodes matching a name regardless of namespace"
+    schema_model = FuzzyMatchQuery
+
+    def __init__(self, workspace: str | uuid.UUID):
+        self.workspace = workspace
+        self.query_limit = MAX_RETURN_LIMIT
+
+    def call(self, string: str) -> (list, str | None):
+        result_set = (
+            Node.objects.filter(workspace=self.workspace).filter(name__contains=string).order_by("-created_at").all()
+        )
+        return [{"name": node.name, "namespace": node.namespace} for node in result_set], ""
+
+
 class EdgeLookupSchema(BaseModel):
     name: str | None = Field(description="The name of the edge to lookup", default=None)
-    name__contains: str | None = Field(
-        description="The name of the edge to lookup perform a fuzzy search on", default=None
-    )
     namespace: str | None = Field(description="The namespace of the edge to lookup", default=None)
-    namespace__contains: str | None = Field(
-        description="The namespace of the edge to lookup perform a fuzzy search on", default=None
-    )
     is_active: bool | None = Field(description="Whether or not the edge is active", default=True)
     source: uuid.UUID | None = Field(description="The primary key of the source node on an edge", default=None)
     destination: uuid.UUID | None = Field(
@@ -122,9 +151,7 @@ class EdgeLookupAPI(API):
     description = """
     This function Supports looking up edges from a data lineage graph. For example, a query with name=Test but no
     namespace value will return all edges explicitly named "Test" regardless of namespace.
-    The `__contains` suffix indicates that the field should be searched using a fuzzy search. If you're unable to find a
-    named result you should use fuzzy search capabilities. Edges are uniquely
-    identified both by their (name, namespace), and by the (source, destination) nodes they connect.
+    Edges are uniquely identified both by their (name, namespace), and by the (source, destination) nodes they connect.
     """
     schema_model = MultiEdgeLookup
 
@@ -145,6 +172,32 @@ def call(self, **kwargs) -> (list[Edge], str | None):
         return model_to_schema(result_set[: self.query_limit], "EdgeV1"), message
 
 
+class EdgeFuzzyLookupSchema(BaseModel):
+    name__contains: str | None = Field(
+        description="The name of the edge to lookup perform a fuzzy search on", default=None
+    )
+    namespace__contains: str | None = Field(
+        description="The namespace of the edge to lookup perform a fuzzy search on", default=None
+    )
+    is_active: bool | None = Field(description="Whether or not the edge is active", default=True)
+
+
+class MultiFuzzyEdgeLookup(BaseModel):
+    edges: list[EdgeLookupSchema] = Field(
+        description="List of edges to lookup. Edges can be uniquely identified by a (name, namespace) tuple, or by a (source, destination) tuple of the nodes the edge connects"
+    )
+
+
+class EdgeFuzzyLookupAPI(EdgeLookupAPI):
+    id = "edge_fuzzy_lookup"
+    description = """
+    This function Supports looking up edges from a data lineage graph. For example, a query with name__contains=test
+    but no namespace value will return all edges whose names contain the substring "test" regardless of namespace.
+    Edges are uniquely identified both by their (name, namespace), and by the (source, destination) nodes they connect.
+    """
+    schema_model = MultiFuzzyEdgeLookup
+
+
 class NodeEdgeSerializer:
     def __init__(self, nodes, edges):
         self.nodes = nodes
@@ -191,6 +244,7 @@ def __init__(
             functions = []
 
         self.model_type = model_type
+        self.encoding = tiktoken.encoding_for_model(self.model_type)
         self.chat_id = chat_id
         self.cache_id = f"grAI:chat_id:{chat_id}"
         self.system_context = prompt
@@ -234,6 +288,10 @@ def summarize(self, messages):
         summary_message = {"role": "assistant", "content": response.choices[0].message.content}
         return summary_message
 
+    def token_length(self, messages: list):
+        length = [len(self.encoding.encode(message)) for message in messages]
+        return sum(length), length
+
     @property
     def functions(self):
         return [func.gpt_definition() for func in self.api_functions.values()]
@@ -252,8 +310,10 @@ def request(self, user_input: str) -> str:
         logging.info(f"Responding to request for: {self.chat_id}")
         messages = [self.prompt_message, *self.cached_messages, {"role": "user", "content": user_input}]
 
+        result = None
         stop = False
         while not stop:
+            tokens, lengths = self.token_length(messages)
             try:
                 response = self.model(messages=messages)
             except openai.InvalidRequestError:
@@ -262,7 +322,13 @@ def request(self, user_input: str) -> str:
                 messages = [self.prompt_message, summary, messages[-1]]
                 response = self.model(messages=messages)
 
-            result = response.choices[0]
+            if result:
+                for choice in response.choices:
+                    if result != choice:
+                        result = choice
+                        break
+            else:
+                result = response.choices[0]
 
             if stop := result.finish_reason == "stop":
                 messages.append({"role": "assistant", "content": result.message.content})
@@ -297,7 +363,11 @@ def get_chat_conversation(
     You can help users discover new data or identify and correct issues such as broken data pipelines,
     and BI dashboards.
     """
-    functions = [NodeLookupAPI(workspace=workspace), EdgeLookupAPI(workspace=workspace)]
+    functions = [
+        NodeLookupAPI(workspace=workspace),
+        EdgeLookupAPI(workspace=workspace),
+        FuzzyMatchNodesAPI(workspace=workspace),
+    ]
 
     conversation = BaseConversation(
         prompt=chat_prompt, model_type=model_type, functions=functions, chat_id=str(chat_id)
diff --git a/grai-server/app/lineage/migrations/0018_vector_embeddings.py b/grai-server/app/lineage/migrations/0018_vector_embeddings.py
new file mode 100644
index 000000000..16dee4d63
--- /dev/null
+++ b/grai-server/app/lineage/migrations/0018_vector_embeddings.py
@@ -0,0 +1,41 @@
+# Generated by Django 4.2.6 on 2023-10-31 17:27
+
+from django.db import migrations, models
+import django.db.models.deletion
+import pgvector.django
+
+
+class Migration(migrations.Migration):
+    dependencies = [
+        ("lineage", "0017_invalid_source_lineage_state"),
+    ]
+
+    operations = [
+        pgvector.django.VectorExtension(),
+        migrations.CreateModel(
+            name="NodeEmbeddings",
+            fields=[
+                ("embedding", pgvector.django.VectorField(dimensions=1536)),
+                (
+                    "node",
+                    models.OneToOneField(
+                        on_delete=django.db.models.deletion.CASCADE,
+                        primary_key=True,
+                        serialize=False,
+                        to="lineage.node",
+                    ),
+                ),
+            ],
+            options={
+                "indexes": [
+                    pgvector.django.HnswIndex(
+                        ef_construction=128,
+                        fields=["embedding"],
+                        m=64,
+                        name="node_embedding_index",
+                        opclasses=["vector_ip_ops"],
+                    )
+                ],
+            },
+        ),
+    ]
diff --git a/grai-server/app/lineage/models.py b/grai-server/app/lineage/models.py
index 52b5a27d2..fee60cfd5 100755
--- a/grai-server/app/lineage/models.py
+++ b/grai-server/app/lineage/models.py
@@ -1,24 +1,19 @@
-import json
-import pathlib
 import uuid
-from datetime import date, datetime, timezone
-from enum import Enum
-from typing import Any
-from uuid import UUID
 
-from django.core.serializers.json import DjangoJSONEncoder
 from django.db import models
 from django.db.models import F, Q
 from django_multitenant.models import TenantModel
 from grai_schemas.serializers import GraiEncoder
-from pydantic import BaseModel
+
 
 from .graph_cache import GraphCache
 from .graph_tasks import cache_edge, cache_node
 from .managers import CacheManager, SourceManager
+from pgvector.django import VectorField, HnswIndex
+from django.conf import settings
+from lineage.tasks import update_node_vector_index
 
 
-# Create your models here.
 class Node(TenantModel):
     objects = CacheManager()
 
@@ -60,6 +55,9 @@ def save(self, *args, **kwargs):
         super().save(*args, **kwargs)
         self.cache_model()
 
+        if self.workspace.ai_enabled and settings.HAS_OPENAI:
+            update_node_vector_index.delay(self.id)
+
     def delete(self, *args, **kwargs):
         super().delete(*args, **kwargs)
         self.cache_model(delete=True)
@@ -98,6 +96,26 @@ class Meta:
         ]
 
 
+class NodeEmbeddings(models.Model):
+    embedding = VectorField(dimensions=1536)
+    node = models.OneToOneField(
+        Node,
+        on_delete=models.CASCADE,
+        primary_key=True,
+    )
+
+    class Meta:
+        indexes = [
+            HnswIndex(
+                name="node_embedding_index",
+                fields=["embedding"],
+                m=64,
+                ef_construction=128,  # should be at least 2x m.
+                opclasses=["vector_ip_ops"],
+            )
+        ]
+
+
 class Edge(TenantModel):
     objects = CacheManager()
 
diff --git a/grai-server/app/lineage/tasks.py b/grai-server/app/lineage/tasks.py
new file mode 100644
index 000000000..e3a077764
--- /dev/null
+++ b/grai-server/app/lineage/tasks.py
@@ -0,0 +1,46 @@
+from celery import shared_task
+from uuid import UUID
+import openai
+import logging
+from grai_schemas.serializers import GraiYamlSerializer
+from django_celery_beat.models import PeriodicTask, PeriodicTasks
+from datetime import datetime
+from typing import TYPE_CHECKING
+from django.apps import apps
+
+if TYPE_CHECKING:
+    from lineage.models import Node
+
+
+def create_node_vector_index(node: "Node"):
+    from connections.adapters.schemas import model_to_schema
+    from lineage.models import NodeEmbeddings
+
+    schema = model_to_schema(node, "NodeV1")
+    content = GraiYamlSerializer.dump(schema)
+    try:
+        embedding_resp = openai.Embedding.create(input=content, model="text-embedding-ada-002")
+    except:
+        raise Exception(f"Encountered openai API error while creating embedding for {node_id}")
+
+    NodeEmbeddings.objects.update_or_create(node=node, embedding=embedding_resp.data[0].embedding)
+
+
+@shared_task
+def update_node_vector_index(node_id: UUID):
+    from lineage.models import Node
+
+    logging.info(f"Creating embedding for node {node_id}")
+    node = Node.objects.get(id=node_id)
+    create_node_vector_index(node)
+
+
+@shared_task
+def bulk_update_embeddings():
+    from lineage.models import Node
+
+    task = PeriodicTask.objects.get(name="lineage:Node:bulk_update_embeddings")
+    last_run_at = task.last_run_at if task.last_run_at is not None else datetime.min
+
+    for node in Node.objects.filter(updated_at__gt=last_run_at).all():
+        update_node_vector_index.delay(node.id)
diff --git a/grai-server/app/poetry.lock b/grai-server/app/poetry.lock
index aeea50f51..5156cf1af 100644
--- a/grai-server/app/poetry.lock
+++ b/grai-server/app/poetry.lock
@@ -1,4 +1,4 @@
-# This file is automatically @generated by Poetry 1.5.1 and should not be changed by hand.
+# This file is automatically @generated by Poetry 1.6.1 and should not be changed by hand.
 
 [[package]]
 name = "aiohttp"
@@ -1831,14 +1831,8 @@ files = [
 [package.dependencies]
 google-auth = ">=2.14.1,<3.0.dev0"
 googleapis-common-protos = ">=1.56.2,<2.0.dev0"
-grpcio = [
-    {version = ">=1.33.2,<2.0dev", optional = true, markers = "extra == \"grpc\""},
-    {version = ">=1.49.1,<2.0dev", optional = true, markers = "python_version >= \"3.11\" and extra == \"grpc\""},
-]
-grpcio-status = [
-    {version = ">=1.33.2,<2.0.dev0", optional = true, markers = "extra == \"grpc\""},
-    {version = ">=1.49.1,<2.0.dev0", optional = true, markers = "python_version >= \"3.11\" and extra == \"grpc\""},
-]
+grpcio = {version = ">=1.49.1,<2.0dev", optional = true, markers = "python_version >= \"3.11\" and extra == \"grpc\""}
+grpcio-status = {version = ">=1.49.1,<2.0.dev0", optional = true, markers = "python_version >= \"3.11\" and extra == \"grpc\""}
 protobuf = ">=3.19.5,<3.20.0 || >3.20.0,<3.20.1 || >3.20.1,<4.21.0 || >4.21.0,<4.21.1 || >4.21.1,<4.21.2 || >4.21.2,<4.21.3 || >4.21.3,<4.21.4 || >4.21.4,<4.21.5 || >4.21.5,<5.0.0.dev0"
 requests = ">=2.18.0,<3.0.0.dev0"
 
@@ -3600,10 +3594,7 @@ files = [
 ]
 
 [package.dependencies]
-numpy = [
-    {version = ">=1.21.0", markers = "python_version >= \"3.10\""},
-    {version = ">=1.23.2", markers = "python_version >= \"3.11\""},
-]
+numpy = {version = ">=1.23.2", markers = "python_version >= \"3.11\""}
 python-dateutil = ">=2.8.1"
 pytz = ">=2020.1"
 
@@ -3632,6 +3623,19 @@ files = [
     {file = "pathspec-0.11.2.tar.gz", hash = "sha256:e0d8d0ac2f12da61956eb2306b69f9469b42f4deb0f3cb6ed47b9cce9996ced3"},
 ]
 
+[[package]]
+name = "pgvector"
+version = "0.2.3"
+description = "pgvector support for Python"
+optional = false
+python-versions = ">=3.8"
+files = [
+    {file = "pgvector-0.2.3-py2.py3-none-any.whl", hash = "sha256:9d53dc01138ecc7c9aca64e4680cfa9edf4c38f9cb8ed7098317871fdd211824"},
+]
+
+[package.dependencies]
+numpy = "*"
+
 [[package]]
 name = "phonenumberslite"
 version = "8.13.23"
@@ -4469,6 +4473,103 @@ setuptools = "*"
 [package.extras]
 full = ["numpy", "pandas"]
 
+[[package]]
+name = "regex"
+version = "2023.10.3"
+description = "Alternative regular expression module, to replace re."
+optional = false
+python-versions = ">=3.7"
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+    {file = "regex-2023.10.3-cp39-cp39-macosx_10_9_x86_64.whl", hash = "sha256:2c54e23836650bdf2c18222c87f6f840d4943944146ca479858404fedeb9f9af"},
+    {file = "regex-2023.10.3-cp39-cp39-macosx_11_0_arm64.whl", hash = "sha256:69c0771ca5653c7d4b65203cbfc5e66db9375f1078689459fe196fe08b7b4930"},
+    {file = "regex-2023.10.3-cp39-cp39-manylinux_2_17_aarch64.manylinux2014_aarch64.whl", hash = "sha256:6ac965a998e1388e6ff2e9781f499ad1eaa41e962a40d11c7823c9952c77123e"},
+    {file = "regex-2023.10.3-cp39-cp39-manylinux_2_17_ppc64le.manylinux2014_ppc64le.whl", hash = "sha256:1c0e8fae5b27caa34177bdfa5a960c46ff2f78ee2d45c6db15ae3f64ecadde14"},
+    {file = "regex-2023.10.3-cp39-cp39-manylinux_2_17_s390x.manylinux2014_s390x.whl", hash = "sha256:6c56c3d47da04f921b73ff9415fbaa939f684d47293f071aa9cbb13c94afc17d"},
+    {file = "regex-2023.10.3-cp39-cp39-manylinux_2_17_x86_64.manylinux2014_x86_64.whl", hash = "sha256:7ef1e014eed78ab650bef9a6a9cbe50b052c0aebe553fb2881e0453717573f52"},
+    {file = "regex-2023.10.3-cp39-cp39-manylinux_2_5_i686.manylinux1_i686.manylinux_2_17_i686.manylinux2014_i686.whl", hash = "sha256:d29338556a59423d9ff7b6eb0cb89ead2b0875e08fe522f3e068b955c3e7b59b"},
+    {file = "regex-2023.10.3-cp39-cp39-manylinux_2_5_x86_64.manylinux1_x86_64.manylinux_2_12_x86_64.manylinux2010_x86_64.whl", hash = "sha256:9c6d0ced3c06d0f183b73d3c5920727268d2201aa0fe6d55c60d68c792ff3588"},
+    {file = "regex-2023.10.3-cp39-cp39-musllinux_1_1_aarch64.whl", hash = "sha256:994645a46c6a740ee8ce8df7911d4aee458d9b1bc5639bc968226763d07f00fa"},
+    {file = "regex-2023.10.3-cp39-cp39-musllinux_1_1_i686.whl", hash = "sha256:66e2fe786ef28da2b28e222c89502b2af984858091675044d93cb50e6f46d7af"},
+    {file = "regex-2023.10.3-cp39-cp39-musllinux_1_1_ppc64le.whl", hash = "sha256:11175910f62b2b8c055f2b089e0fedd694fe2be3941b3e2633653bc51064c528"},
+    {file = "regex-2023.10.3-cp39-cp39-musllinux_1_1_s390x.whl", hash = "sha256:06e9abc0e4c9ab4779c74ad99c3fc10d3967d03114449acc2c2762ad4472b8ca"},
+    {file = "regex-2023.10.3-cp39-cp39-musllinux_1_1_x86_64.whl", hash = "sha256:fb02e4257376ae25c6dd95a5aec377f9b18c09be6ebdefa7ad209b9137b73d48"},
+    {file = "regex-2023.10.3-cp39-cp39-win32.whl", hash = "sha256:3b2c3502603fab52d7619b882c25a6850b766ebd1b18de3df23b2f939360e1bd"},
+    {file = "regex-2023.10.3-cp39-cp39-win_amd64.whl", hash = "sha256:adbccd17dcaff65704c856bd29951c58a1bd4b2b0f8ad6b826dbd543fe740988"},
+    {file = "regex-2023.10.3.tar.gz", hash = "sha256:3fef4f844d2290ee0ba57addcec17eec9e3df73f10a2748485dfd6a3a188cc0f"},
+]
+
 [[package]]
 name = "requests"
 version = "2.31.0"
@@ -5062,6 +5163,51 @@ strawberry-graphql = ">=0.199.0"
 debug-toolbar = ["django-debug-toolbar (>=3.4)"]
 enum = ["django-choices-field (>=2.2.2)"]
 
+[[package]]
+name = "tiktoken"
+version = "0.5.1"
+description = "tiktoken is a fast BPE tokeniser for use with OpenAI's models"
+optional = false
+python-versions = ">=3.8"
+files = [
+    {file = "tiktoken-0.5.1-cp310-cp310-macosx_10_9_x86_64.whl", hash = "sha256:2b0bae3fd56de1c0a5874fb6577667a3c75bf231a6cef599338820210c16e40a"},
+    {file = "tiktoken-0.5.1-cp310-cp310-macosx_11_0_arm64.whl", hash = "sha256:e529578d017045e2f0ed12d2e00e7e99f780f477234da4aae799ec4afca89f37"},
+    {file = "tiktoken-0.5.1-cp310-cp310-manylinux_2_17_aarch64.manylinux2014_aarch64.whl", hash = "sha256:edd2ffbb789712d83fee19ab009949f998a35c51ad9f9beb39109357416344ff"},
+    {file = "tiktoken-0.5.1-cp310-cp310-manylinux_2_17_x86_64.manylinux2014_x86_64.whl", hash = "sha256:e4c73d47bdc1a3f1f66ffa019af0386c48effdc6e8797e5e76875f6388ff72e9"},
+    {file = "tiktoken-0.5.1-cp310-cp310-musllinux_1_1_aarch64.whl", hash = "sha256:46b8554b9f351561b1989157c6bb54462056f3d44e43aa4e671367c5d62535fc"},
+    {file = "tiktoken-0.5.1-cp310-cp310-musllinux_1_1_x86_64.whl", hash = "sha256:92ed3bbf71a175a6a4e5fbfcdb2c422bdd72d9b20407e00f435cf22a68b4ea9b"},
+    {file = "tiktoken-0.5.1-cp310-cp310-win_amd64.whl", hash = "sha256:714efb2f4a082635d9f5afe0bf7e62989b72b65ac52f004eb7ac939f506c03a4"},
+    {file = "tiktoken-0.5.1-cp311-cp311-macosx_10_9_x86_64.whl", hash = "sha256:a10488d1d1a5f9c9d2b2052fdb4cf807bba545818cb1ef724a7f5d44d9f7c3d4"},
+    {file = "tiktoken-0.5.1-cp311-cp311-macosx_11_0_arm64.whl", hash = "sha256:8079ac065572fe0e7c696dbd63e1fdc12ce4cdca9933935d038689d4732451df"},
+    {file = "tiktoken-0.5.1-cp311-cp311-manylinux_2_17_aarch64.manylinux2014_aarch64.whl", hash = "sha256:7ef730db4097f5b13df8d960f7fdda2744fe21d203ea2bb80c120bb58661b155"},
+    {file = "tiktoken-0.5.1-cp311-cp311-manylinux_2_17_x86_64.manylinux2014_x86_64.whl", hash = "sha256:426e7def5f3f23645dada816be119fa61e587dfb4755de250e136b47a045c365"},
+    {file = "tiktoken-0.5.1-cp311-cp311-musllinux_1_1_aarch64.whl", hash = "sha256:323cec0031358bc09aa965c2c5c1f9f59baf76e5b17e62dcc06d1bb9bc3a3c7c"},
+    {file = "tiktoken-0.5.1-cp311-cp311-musllinux_1_1_x86_64.whl", hash = "sha256:5abd9436f02e2c8eda5cce2ff8015ce91f33e782a7423de2a1859f772928f714"},
+    {file = "tiktoken-0.5.1-cp311-cp311-win_amd64.whl", hash = "sha256:1fe99953b63aabc0c9536fbc91c3c9000d78e4755edc28cc2e10825372046a2d"},
+    {file = "tiktoken-0.5.1-cp38-cp38-macosx_10_9_x86_64.whl", hash = "sha256:dcdc630461927718b317e6f8be7707bd0fc768cee1fdc78ddaa1e93f4dc6b2b1"},
+    {file = "tiktoken-0.5.1-cp38-cp38-macosx_11_0_arm64.whl", hash = "sha256:1f2b3b253e22322b7f53a111e1f6d7ecfa199b4f08f3efdeb0480f4033b5cdc6"},
+    {file = "tiktoken-0.5.1-cp38-cp38-manylinux_2_17_aarch64.manylinux2014_aarch64.whl", hash = "sha256:43ce0199f315776dec3ea7bf86f35df86d24b6fcde1babd3e53c38f17352442f"},
+    {file = "tiktoken-0.5.1-cp38-cp38-manylinux_2_17_x86_64.manylinux2014_x86_64.whl", hash = "sha256:a84657c083d458593c0235926b5c993eec0b586a2508d6a2020556e5347c2f0d"},
+    {file = "tiktoken-0.5.1-cp38-cp38-musllinux_1_1_aarch64.whl", hash = "sha256:c008375c0f3d97c36e81725308699116cd5804fdac0f9b7afc732056329d2790"},
+    {file = "tiktoken-0.5.1-cp38-cp38-musllinux_1_1_x86_64.whl", hash = "sha256:779c4dea5edd1d3178734d144d32231e0b814976bec1ec09636d1003ffe4725f"},
+    {file = "tiktoken-0.5.1-cp38-cp38-win_amd64.whl", hash = "sha256:b5dcfcf9bfb798e86fbce76d40a1d5d9e3f92131aecfa3d1e5c9ea1a20f1ef1a"},
+    {file = "tiktoken-0.5.1-cp39-cp39-macosx_10_9_x86_64.whl", hash = "sha256:9b180a22db0bbcc447f691ffc3cf7a580e9e0587d87379e35e58b826ebf5bc7b"},
+    {file = "tiktoken-0.5.1-cp39-cp39-macosx_11_0_arm64.whl", hash = "sha256:2b756a65d98b7cf760617a6b68762a23ab8b6ef79922be5afdb00f5e8a9f4e76"},
+    {file = "tiktoken-0.5.1-cp39-cp39-manylinux_2_17_aarch64.manylinux2014_aarch64.whl", hash = "sha256:ba9873c253ca1f670e662192a0afcb72b41e0ba3e730f16c665099e12f4dac2d"},
+    {file = "tiktoken-0.5.1-cp39-cp39-manylinux_2_17_x86_64.manylinux2014_x86_64.whl", hash = "sha256:74c90d2be0b4c1a2b3f7dde95cd976757817d4df080d6af0ee8d461568c2e2ad"},
+    {file = "tiktoken-0.5.1-cp39-cp39-musllinux_1_1_aarch64.whl", hash = "sha256:709a5220891f2b56caad8327fab86281787704931ed484d9548f65598dea9ce4"},
+    {file = "tiktoken-0.5.1-cp39-cp39-musllinux_1_1_x86_64.whl", hash = "sha256:5d5a187ff9c786fae6aadd49f47f019ff19e99071dc5b0fe91bfecc94d37c686"},
+    {file = "tiktoken-0.5.1-cp39-cp39-win_amd64.whl", hash = "sha256:e21840043dbe2e280e99ad41951c00eff8ee3b63daf57cd4c1508a3fd8583ea2"},
+    {file = "tiktoken-0.5.1.tar.gz", hash = "sha256:27e773564232004f4f810fd1f85236673ec3a56ed7f1206fc9ed8670ebedb97a"},
+]
+
+[package.dependencies]
+regex = ">=2022.1.18"
+requests = ">=2.26.0"
+
+[package.extras]
+blobfile = ["blobfile (>=2)"]
+
 [[package]]
 name = "toml"
 version = "0.10.2"
@@ -5780,4 +5926,4 @@ testing = ["coverage (>=5.0.3)", "zope.event", "zope.testing"]
 [metadata]
 lock-version = "2.0"
 python-versions = "^3.11"
-content-hash = "d4bf9d8f013a6ac0e2b0df9e0bd738fa844895c3cac2c18af35d9501a9daf99c"
+content-hash = "3d81c11cd26fb035a245c2e77576519b11e799c99407ce655b05446c5adc3c57"
diff --git a/grai-server/app/pyproject.toml b/grai-server/app/pyproject.toml
index 3bfcd0758..c931d29a0 100644
--- a/grai-server/app/pyproject.toml
+++ b/grai-server/app/pyproject.toml
@@ -73,6 +73,8 @@ asgi-cors-strawberry = "^0.2.0"
 overrides = "^7.4.0"
 wsproto = "^1.2.0"
 openai = "^0.28.1"
+tiktoken = "^0.5.1"
+pgvector = "^0.2.3"
 
 [tool.poetry.group.dev.dependencies]
 isort = "^5.10.1"
diff --git a/grai-server/app/the_guide/celery.py b/grai-server/app/the_guide/celery.py
index cc8034c13..3345f74b3 100644
--- a/grai-server/app/the_guide/celery.py
+++ b/grai-server/app/the_guide/celery.py
@@ -1,5 +1,5 @@
 import os
-
+from datetime import timedelta
 from celery import Celery
 
 # Set the default Django settings module for the 'celery' program.
@@ -13,5 +13,12 @@
 #   should have a `CELERY_` prefix.
 app.config_from_object("django.conf:settings", namespace="CELERY")
 
+app.conf.beat_schedule = {
+    "lineage:Node:bulk_update_embeddings": {
+        "task": "lineage.tasks.bulk_update_embeddings",
+        "schedule": timedelta(minutes=1),
+    },
+}
+
 # Load task modules from all registered Django apps.
 app.autodiscover_tasks()
diff --git a/grai-server/app/the_guide/settings/base.py b/grai-server/app/the_guide/settings/base.py
index 88a111a35..81777bf2d 100755
--- a/grai-server/app/the_guide/settings/base.py
+++ b/grai-server/app/the_guide/settings/base.py
@@ -2,7 +2,7 @@
 import subprocess
 import warnings
 from pathlib import Path
-
+import logging
 import openai
 from decouple import config
 
@@ -373,31 +373,34 @@ def inner(value: str | bool) -> bool:
 openai.organization = OPENAI_ORG_ID
 openai.api_key = OPENAI_API_KEY
 
-try:
-    models = [item["id"] for item in openai.Model.list()["data"]]
-except openai.error.AuthenticationError as e:
-    HAS_OPENAI = False
-else:
-    if len(models) == 0:
-        message = f"Provided OpenAI API key does not have access to any models as a result we've disabled OpenAI."
-        warnings.warn(message)
-
+if OPENAI_API_KEY is not None and OPENAI_ORG_ID is not None:
+    try:
+        models = [item["id"] for item in openai.Model.list()["data"]]
+    except openai.error.AuthenticationError as e:
+        warnings.warn("Could not authenticate with OpenAI API key and organization id.")
         HAS_OPENAI = False
-        OPENAI_PREFERRED_MODEL = ""
-    elif OPENAI_PREFERRED_MODEL not in models:
-        default_model = models[0]
-        message = (
-            f"Provided OpenAI API key does not have access to the preferred model {OPENAI_PREFERRED_MODEL}. "
-            f"If you wish to use {OPENAI_PREFERRED_MODEL} please provide an API key with appropriate permissions. "
-            f"In the mean time we've defaulted to {default_model}."
-        )
-        warnings.warn(message)
-
-        HAS_OPENAI = True
-        OPENAI_PREFERRED_MODEL = default_model
     else:
-        HAS_OPENAI = True
-
+        if len(models) == 0:
+            message = f"Provided OpenAI API key does not have access to any models as a result we've disabled OpenAI."
+            warnings.warn(message)
+
+            HAS_OPENAI = False
+            OPENAI_PREFERRED_MODEL = ""
+        elif OPENAI_PREFERRED_MODEL not in models:
+            default_model = models[0]
+            message = (
+                f"Provided OpenAI API key does not have access to the preferred model {OPENAI_PREFERRED_MODEL}. "
+                f"If you wish to use {OPENAI_PREFERRED_MODEL} please provide an API key with appropriate permissions. "
+                f"In the mean time we've defaulted to {default_model}."
+            )
+            warnings.warn(message)
+
+            HAS_OPENAI = True
+            OPENAI_PREFERRED_MODEL = default_model
+        else:
+            HAS_OPENAI = True
+else:
+    HAS_OPENAI = False
 
 SPECTACULAR_SETTINGS = {
     "TITLE": "Grai Server",
diff --git a/grai-server/docker-compose.yml b/grai-server/docker-compose.yml
index f954e4404..25dabb13c 100755
--- a/grai-server/docker-compose.yml
+++ b/grai-server/docker-compose.yml
@@ -38,6 +38,8 @@ services:
       - DB_HOST=db
       - REDIS_HOST=redis
       - DJANGO_SETTINGS_MODULE=the_guide.settings.dev
+      - OPENAI_API_KEY=${OPENAI_API_KEY}
+      - OPENAI_ORG_ID=${OPENAI_ORG_ID}
     depends_on:
       - redis
       - db
@@ -53,6 +55,8 @@ services:
       - DB_HOST=db
       - REDIS_HOST=redis
       - DJANGO_SETTINGS_MODULE=the_guide.settings.dev
+      - OPENAI_API_KEY=${OPENAI_API_KEY}
+      - OPENAI_ORG_ID=${OPENAI_ORG_ID}
     depends_on:
       - redis
       - db
@@ -67,7 +71,7 @@ services:
       - the_guide
 
   db:
-    image: postgres:14.3-alpine
+    image: ankane/pgvector:latest
     shm_size: 1g
     environment:
       - POSTGRES_USER=grai

From 87066d89e2ae0b8a23c3e552d061048d8002bf30 Mon Sep 17 00:00:00 2001
From: Ian Eaves <ian.k.eaves@gmail.com>
Date: Tue, 31 Oct 2023 16:12:34 -0500
Subject: [PATCH 03/18] longer beat schedule

---
 grai-server/app/the_guide/celery.py | 2 +-
 1 file changed, 1 insertion(+), 1 deletion(-)

diff --git a/grai-server/app/the_guide/celery.py b/grai-server/app/the_guide/celery.py
index 3345f74b3..f96f29f10 100644
--- a/grai-server/app/the_guide/celery.py
+++ b/grai-server/app/the_guide/celery.py
@@ -16,7 +16,7 @@
 app.conf.beat_schedule = {
     "lineage:Node:bulk_update_embeddings": {
         "task": "lineage.tasks.bulk_update_embeddings",
-        "schedule": timedelta(minutes=1),
+        "schedule": timedelta(minutes=5),
     },
 }
 

From c1fe5ff880ca0c9633afc4d231ddbd5ff1e4d9d6 Mon Sep 17 00:00:00 2001
From: Ian Eaves <ian.k.eaves@gmail.com>
Date: Wed, 1 Nov 2023 16:03:44 -0500
Subject: [PATCH 04/18] updated managers

---
 grai-server/app/lineage/managers.py | 67 +++++++++++++++++++++++------
 grai-server/app/lineage/models.py   |  4 +-
 grai-server/app/lineage/tasks.py    | 38 ++++++++++++----
 grai-server/app/the_guide/celery.py |  8 ++--
 4 files changed, 89 insertions(+), 28 deletions(-)

diff --git a/grai-server/app/lineage/managers.py b/grai-server/app/lineage/managers.py
index 3bf52d71f..778664da4 100644
--- a/grai-server/app/lineage/managers.py
+++ b/grai-server/app/lineage/managers.py
@@ -5,25 +5,38 @@
 from psqlextra.manager import PostgresManager
 
 from .graph_cache import GraphCache
+from lineage.tasks import update_node_vector_index, EmbeddingTaskStatus
+from django.core.cache import cache
+from typing import TYPE_CHECKING, Iterator
+import uuid
+
+if TYPE_CHECKING:
+    from lineage.models import Node
 
 
 class CacheManager(TenantManagerMixin, models.Manager):
+    @staticmethod
+    def update_cache(objs: list):
+        workspace = objs[0].workspace
+        cache = GraphCache(workspace)
+
+        for obj in objs:
+            obj.cache_model(cache)
+
+        cache.layout_graph()
+
     def bulk_create(
         self,
         objs: Iterable[Any],
         batch_size: int | None = None,
         **kwargs,
     ) -> List:
-        result = super().bulk_create(objs, **kwargs)
-
-        if len(list(objs)) > 0:
-            workspace = objs[0].workspace
-            cache = GraphCache(workspace)
+        objs = list(objs)
 
-            for obj in objs:
-                obj.cache_model(cache)
+        result = super().bulk_create(objs, **kwargs)
 
-            cache.layout_graph()
+        if len(objs) > 0:
+            self.update_cache(objs)
 
         return result
 
@@ -33,23 +46,49 @@ def bulk_update(
         fields: Sequence[str],
         **kwargs,
     ) -> int:
+        objs = list(objs)
+
         result = super().bulk_update(
             objs,
             fields,
             **kwargs,
         )
 
-        if len(list(objs)) > 0:
-            workspace = objs[0].workspace
-            cache = GraphCache(workspace)
+        if len(objs) > 0:
+            self.update_cache(objs)
 
-            for obj in objs:
-                obj.cache_model(cache)
+        return result
+
+
+class NodeEmbeddingManager(models.Manager):
+    @staticmethod
+    def obj_generator(objs: Iterable["Node"], task_id: uuid.UUID) -> Iterator["Node"]:
+        cache.set(f"lineage:NodeEmbeddingTasks:{task_id}", EmbeddingTaskStatus.WAIT, timeout=60 * 60 * 24)
+        for obj in objs:
+            yield obj
+            update_node_vector_index.delay(obj.id)
+
+    @staticmethod
+    def start_task(task_id: uuid.UUID):
+        cache_key = f"lineage:NodeEmbeddingTasks:{task_id}"
+        cache.delete(cache_key)
 
-            cache.layout_graph()
+    def bulk_create(self, objs: Iterable[Any], **kwargs) -> List:
+        task_id = uuid.uuid4()
+        result = super().bulk_create(self.obj_generator(objs, task_id), **kwargs)
+        self.start_task(task_id)
+        return result
 
+    def bulk_update(self, objs: Iterable[Any], fields: Sequence[str], **kwargs) -> int:
+        task_id = uuid.uuid4()
+        result = super().bulk_update(self.obj_generator(objs, task_id), fields, **kwargs)
+        self.start_task(task_id)
         return result
 
 
+class NodeManager(NodeEmbeddingManager, CacheManager):
+    pass
+
+
 class SourceManager(TenantManagerMixin, PostgresManager):
     pass
diff --git a/grai-server/app/lineage/models.py b/grai-server/app/lineage/models.py
index fee60cfd5..63a305cce 100755
--- a/grai-server/app/lineage/models.py
+++ b/grai-server/app/lineage/models.py
@@ -8,14 +8,14 @@
 
 from .graph_cache import GraphCache
 from .graph_tasks import cache_edge, cache_node
-from .managers import CacheManager, SourceManager
+from .managers import CacheManager, SourceManager, NodeManager
 from pgvector.django import VectorField, HnswIndex
 from django.conf import settings
 from lineage.tasks import update_node_vector_index
 
 
 class Node(TenantModel):
-    objects = CacheManager()
+    objects = NodeManager()
 
     id = models.UUIDField(primary_key=True, default=uuid.uuid4, editable=False)
     namespace = models.TextField(default="default")
diff --git a/grai-server/app/lineage/tasks.py b/grai-server/app/lineage/tasks.py
index e3a077764..758511df0 100644
--- a/grai-server/app/lineage/tasks.py
+++ b/grai-server/app/lineage/tasks.py
@@ -7,32 +7,54 @@
 from datetime import datetime
 from typing import TYPE_CHECKING
 from django.apps import apps
+from django.core.cache import cache
+
 
 if TYPE_CHECKING:
     from lineage.models import Node
 
 
+class EmbeddingTaskStatus:
+    WAIT = 0
+
+
 def create_node_vector_index(node: "Node"):
     from connections.adapters.schemas import model_to_schema
     from lineage.models import NodeEmbeddings
 
     schema = model_to_schema(node, "NodeV1")
     content = GraiYamlSerializer.dump(schema)
-    try:
-        embedding_resp = openai.Embedding.create(input=content, model="text-embedding-ada-002")
-    except:
-        raise Exception(f"Encountered openai API error while creating embedding for {node_id}")
-
+    embedding_resp = openai.Embedding.create(input=content, model="text-embedding-ada-002")
     NodeEmbeddings.objects.update_or_create(node=node, embedding=embedding_resp.data[0].embedding)
 
 
-@shared_task
-def update_node_vector_index(node_id: UUID):
+def get_embedding_task_state(task_id: UUID | None) -> int | None:
+    if task_id is None:
+        return task_id
+
+    cache_key = f"lineage:NodeEmbeddingTasks:{task_id}"
+    return cache.get(cache_key, None)
+
+
+@shared_task(bind=True, max_retries=None)
+def update_node_vector_index(self, node_id: UUID, task_id: UUID | None = None):
     from lineage.models import Node
 
     logging.info(f"Creating embedding for node {node_id}")
+
+    task_status = get_embedding_task_state(task_id)
+    if task_status == EmbeddingTaskStatus.WAIT:
+        logging.info(f"Task {task_id} is waiting")
+        self.retry(countdown=10)
+        return
+
     node = Node.objects.get(id=node_id)
-    create_node_vector_index(node)
+    try:
+        create_node_vector_index(node)
+    except openai.error.RateLimitError:
+        logging.info(f"Openai rate limit reach retrying in 10 seconds")
+        self.retry(countdown=10)
+        return
 
 
 @shared_task
diff --git a/grai-server/app/the_guide/celery.py b/grai-server/app/the_guide/celery.py
index f96f29f10..ddbc509d9 100644
--- a/grai-server/app/the_guide/celery.py
+++ b/grai-server/app/the_guide/celery.py
@@ -14,10 +14,10 @@
 app.config_from_object("django.conf:settings", namespace="CELERY")
 
 app.conf.beat_schedule = {
-    "lineage:Node:bulk_update_embeddings": {
-        "task": "lineage.tasks.bulk_update_embeddings",
-        "schedule": timedelta(minutes=5),
-    },
+    # "lineage:Node:bulk_update_embeddings": {
+    #     "task": "lineage.tasks.bulk_update_embeddings",
+    #     "schedule": timedelta(minutes=5),
+    # },
 }
 
 # Load task modules from all registered Django apps.

From 0576595db1025028ead73b7adfdc66d093065326 Mon Sep 17 00:00:00 2001
From: Ian Eaves <ian.k.eaves@gmail.com>
Date: Wed, 1 Nov 2023 16:09:59 -0500
Subject: [PATCH 05/18] lock

---
 grai-server/app/poetry.lock | 680 ++++++++++++++++++++----------------
 1 file changed, 388 insertions(+), 292 deletions(-)

diff --git a/grai-server/app/poetry.lock b/grai-server/app/poetry.lock
index 5156cf1af..959c22243 100644
--- a/grai-server/app/poetry.lock
+++ b/grai-server/app/poetry.lock
@@ -187,13 +187,13 @@ trio = ["trio (>=0.22)"]
 
 [[package]]
 name = "argcomplete"
-version = "3.1.2"
+version = "3.1.3"
 description = "Bash tab completion for argparse"
 optional = false
-python-versions = ">=3.6"
+python-versions = ">=3.8"
 files = [
-    {file = "argcomplete-3.1.2-py3-none-any.whl", hash = "sha256:d97c036d12a752d1079f190bc1521c545b941fda89ad85d15afa909b4d1b9a99"},
-    {file = "argcomplete-3.1.2.tar.gz", hash = "sha256:d5d1e5efd41435260b8f85673b74ea2e883affcbec9f4230c582689e8e78251b"},
+    {file = "argcomplete-3.1.3-py3-none-any.whl", hash = "sha256:611c9d068f7a06e71d840d3bea59171aa7c927cb22c9a58557f74dc194f18b4d"},
+    {file = "argcomplete-3.1.3.tar.gz", hash = "sha256:0ded993e146148e0fe4ebafd3563d56fbcd0adbe39bc3001b351739e599e9223"},
 ]
 
 [package.extras]
@@ -391,17 +391,17 @@ uvloop = ["uvloop (>=0.15.2)"]
 
 [[package]]
 name = "boto3"
-version = "1.28.71"
+version = "1.28.76"
 description = "The AWS SDK for Python"
 optional = false
 python-versions = ">= 3.7"
 files = [
-    {file = "boto3-1.28.71-py3-none-any.whl", hash = "sha256:cf54d6da6d348317da896235e9850c7e550dbc18bd5cb16cce1b035e90d0166f"},
-    {file = "boto3-1.28.71.tar.gz", hash = "sha256:8d1b50127b20b817fdcec3ce6a625c5057b5a722acf1cfa64cf3824ff40b1e75"},
+    {file = "boto3-1.28.76-py3-none-any.whl", hash = "sha256:85e2fa361ad3210d30800bad311688261f2673a9b301e0edab56463d89609761"},
+    {file = "boto3-1.28.76.tar.gz", hash = "sha256:d18688bc5d688decf3cc404430a3ac3ec317be653cdcfbc51104c01f38a66434"},
 ]
 
 [package.dependencies]
-botocore = ">=1.31.71,<1.32.0"
+botocore = ">=1.31.76,<1.32.0"
 jmespath = ">=0.7.1,<2.0.0"
 s3transfer = ">=0.7.0,<0.8.0"
 
@@ -410,13 +410,13 @@ crt = ["botocore[crt] (>=1.21.0,<2.0a0)"]
 
 [[package]]
 name = "botocore"
-version = "1.31.71"
+version = "1.31.76"
 description = "Low-level, data-driven core of boto 3."
 optional = false
 python-versions = ">= 3.7"
 files = [
-    {file = "botocore-1.31.71-py3-none-any.whl", hash = "sha256:505cae827536a7400c3faaca8aeefd2e7618134a8644df6b3077fa487fe2b783"},
-    {file = "botocore-1.31.71.tar.gz", hash = "sha256:223e95e8d44ffd85d6baa5c9fc67b029ff087484d304a4478c4dfe38bd433f3f"},
+    {file = "botocore-1.31.76-py3-none-any.whl", hash = "sha256:74e0a4515d61b2860b24dc208ca89a68d79dc00147125d531746d3ba808822ad"},
+    {file = "botocore-1.31.76.tar.gz", hash = "sha256:479abb5a1ee03eb00faa1ea176bc595b2f46f7494777807681a9df45ed99ea18"},
 ]
 
 [package.dependencies]
@@ -736,101 +736,101 @@ files = [
 
 [[package]]
 name = "charset-normalizer"
-version = "3.3.1"
+version = "3.3.2"
 description = "The Real First Universal Charset Detector. Open, modern and actively maintained alternative to Chardet."
 optional = false
 python-versions = ">=3.7.0"
 files = [
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-    {file = "charset_normalizer-3.3.1-cp310-cp310-macosx_10_9_universal2.whl", hash = "sha256:8aee051c89e13565c6bd366813c386939f8e928af93c29fda4af86d25b73d8f8"},
-    {file = "charset_normalizer-3.3.1-cp310-cp310-macosx_10_9_x86_64.whl", hash = "sha256:352a88c3df0d1fa886562384b86f9a9e27563d4704ee0e9d56ec6fcd270ea690"},
-    {file = "charset_normalizer-3.3.1-cp310-cp310-macosx_11_0_arm64.whl", hash = "sha256:223b4d54561c01048f657fa6ce41461d5ad8ff128b9678cfe8b2ecd951e3f8a2"},
-    {file = "charset_normalizer-3.3.1-cp310-cp310-manylinux_2_17_aarch64.manylinux2014_aarch64.whl", hash = "sha256:4f861d94c2a450b974b86093c6c027888627b8082f1299dfd5a4bae8e2292821"},
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 ]
 
 [[package]]
@@ -923,13 +923,13 @@ test = ["flake8 (==3.7.8)", "hypothesis (==3.55.3)"]
 
 [[package]]
 name = "constantly"
-version = "15.1.0"
+version = "23.10.4"
 description = "Symbolic constants in Python"
 optional = false
-python-versions = "*"
+python-versions = ">=3.8"
 files = [
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 ]
 
 [[package]]
@@ -1151,13 +1151,13 @@ files = [
 
 [[package]]
 name = "django"
-version = "4.2.6"
+version = "4.2.7"
 description = "A high-level Python web framework that encourages rapid development and clean, pragmatic design."
 optional = false
 python-versions = ">=3.8"
 files = [
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-    {file = "Django-4.2.6.tar.gz", hash = "sha256:08f41f468b63335aea0d904c5729e0250300f6a1907bf293a65499496cdbc68f"},
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 ]
 
 [package.dependencies]
@@ -1646,13 +1646,13 @@ idna = ">=2.0.0"
 
 [[package]]
 name = "faker"
-version = "19.12.0"
+version = "19.13.0"
 description = "Faker is a Python package that generates fake data for you."
 optional = false
 python-versions = ">=3.8"
 files = [
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 ]
 
 [package.dependencies]
@@ -1678,19 +1678,19 @@ dev = ["jupyterlab", "matplotlib", "nbdev (>=0.2.39)", "numpy", "pandas", "pillo
 
 [[package]]
 name = "filelock"
-version = "3.12.4"
+version = "3.13.1"
 description = "A platform independent file lock."
 optional = false
 python-versions = ">=3.8"
 files = [
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 ]
 
 [package.extras]
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-testing = ["covdefaults (>=2.3)", "coverage (>=7.3)", "diff-cover (>=7.7)", "pytest (>=7.4)", "pytest-cov (>=4.1)", "pytest-mock (>=3.11.1)", "pytest-timeout (>=2.1)"]
-typing = ["typing-extensions (>=4.7.1)"]
+docs = ["furo (>=2023.9.10)", "sphinx (>=7.2.6)", "sphinx-autodoc-typehints (>=1.24)"]
+testing = ["covdefaults (>=2.3)", "coverage (>=7.3.2)", "diff-cover (>=8)", "pytest (>=7.4.3)", "pytest-cov (>=4.1)", "pytest-mock (>=3.12)", "pytest-timeout (>=2.2)"]
+typing = ["typing-extensions (>=4.8)"]
 
 [[package]]
 name = "fivetran"
@@ -1843,13 +1843,13 @@ grpcio-gcp = ["grpcio-gcp (>=0.2.2,<1.0.dev0)"]
 
 [[package]]
 name = "google-auth"
-version = "2.23.3"
+version = "2.23.4"
 description = "Google Authentication Library"
 optional = false
 python-versions = ">=3.7"
 files = [
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 ]
 
 [package.dependencies]
@@ -1897,13 +1897,13 @@ protobuf = ">=3.19.5,<3.20.0 || >3.20.0,<3.20.1 || >3.20.1,<4.21.1 || >4.21.1,<4
 
 [[package]]
 name = "google-cloud-bigquery"
-version = "3.12.0"
+version = "3.13.0"
 description = "Google BigQuery API client library"
 optional = false
 python-versions = ">=3.7"
 files = [
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 ]
 
 [package.dependencies]
@@ -1918,9 +1918,9 @@ python-dateutil = ">=2.7.2,<3.0dev"
 requests = ">=2.21.0,<3.0.0dev"
 
 [package.extras]
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-geopandas = ["Shapely (>=1.8.4,<2.0dev)", "geopandas (>=0.9.0,<1.0dev)"]
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 ipython = ["ipykernel (>=6.0.0)", "ipython (>=7.23.1,!=8.1.0)"]
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 opentelemetry = ["opentelemetry-api (>=1.1.0)", "opentelemetry-instrumentation (>=0.20b0)", "opentelemetry-sdk (>=1.1.0)"]
@@ -2419,84 +2419,84 @@ protobuf = ">=3.19.5,<3.20.0 || >3.20.0,<3.20.1 || >3.20.1,<4.21.1 || >4.21.1,<4
 
 [[package]]
 name = "grpcio"
-version = "1.59.0"
+version = "1.59.2"
 description = "HTTP/2-based RPC framework"
 optional = false
 python-versions = ">=3.7"
 files = [
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 [package.extras]
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 [[package]]
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-grpcio = ">=1.59.0"
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 protobuf = ">=4.21.6"
 
 [[package]]
@@ -2784,18 +2784,20 @@ files = [
 
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 description = "An implementation of JSON Schema validation for Python"
 optional = false
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+python-versions = ">=3.8"
 files = [
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+    {file = "jsonschema-4.19.2-py3-none-any.whl", hash = "sha256:eee9e502c788e89cb166d4d37f43084e3b64ab405c795c03d343a4dbc2c810fc"},
+    {file = "jsonschema-4.19.2.tar.gz", hash = "sha256:c9ff4d7447eed9592c23a12ccee508baf0dd0d59650615e847feb6cdca74f392"},
 ]
 
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-pyrsistent = ">=0.14.0,<0.17.0 || >0.17.0,<0.17.1 || >0.17.1,<0.17.2 || >0.17.2"
+attrs = ">=22.2.0"
+jsonschema-specifications = ">=2023.03.6"
+referencing = ">=0.28.4"
+rpds-py = ">=0.7.1"
 
 [package.extras]
 format = ["fqdn", "idna", "isoduration", "jsonpointer (>1.13)", "rfc3339-validator", "rfc3987", "uri-template", "webcolors (>=1.11)"]
@@ -2803,20 +2805,34 @@ format-nongpl = ["fqdn", "idna", "isoduration", "jsonpointer (>1.13)", "rfc3339-
 
 [[package]]
 name = "jsonschema-spec"
-version = "0.1.6"
+version = "0.1.3"
 description = "JSONSchema Spec with object-oriented paths"
 optional = false
 python-versions = ">=3.7.0,<4.0.0"
 files = [
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 ]
 
 [package.dependencies]
-jsonschema = ">=4.0.0,<4.18.0"
+jsonschema = ">=4.0.0,<5.0.0"
 pathable = ">=0.4.1,<0.5.0"
 PyYAML = ">=5.1"
-requests = ">=2.31.0,<3.0.0"
+typing-extensions = ">=4.3.0,<5.0.0"
+
+[[package]]
+name = "jsonschema-specifications"
+version = "2023.7.1"
+description = "The JSON Schema meta-schemas and vocabularies, exposed as a Registry"
+optional = false
+python-versions = ">=3.8"
+files = [
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+]
+
+[package.dependencies]
+referencing = ">=0.28.0"
 
 [[package]]
 name = "jwt"
@@ -3474,39 +3490,39 @@ wandb = ["numpy", "openpyxl (>=3.0.7)", "pandas (>=1.2.3)", "pandas-stubs (>=1.1
 
 [[package]]
 name = "openapi-schema-validator"
-version = "0.4.4"
+version = "0.4.3"
 description = "OpenAPI schema validation for Python"
 optional = false
 python-versions = ">=3.7.0,<4.0.0"
 files = [
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 ]
 
 [package.dependencies]
-jsonschema = ">=4.0.0,<4.18.0"
+jsonschema = ">=4.0.0,<5.0.0"
 rfc3339-validator = "*"
 
-[package.extras]
-docs = ["sphinx (>=5.3.0,<6.0.0)", "sphinx-immaterial (>=0.11.0,<0.12.0)"]
-
 [[package]]
 name = "openapi-spec-validator"
-version = "0.5.7"
+version = "0.5.5"
 description = "OpenAPI 2.0 (aka Swagger) and OpenAPI 3 spec validator"
 optional = false
 python-versions = ">=3.7.0,<4.0.0"
 files = [
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 [package.dependencies]
-jsonschema = ">=4.0.0,<4.18.0"
+jsonschema = ">=4.0.0,<5.0.0"
 jsonschema-spec = ">=0.1.1,<0.2.0"
 lazy-object-proxy = ">=1.7.1,<2.0.0"
 openapi-schema-validator = ">=0.4.2,<0.5.0"
 
+[package.extras]
+requests = ["requests"]
+
 [[package]]
 name = "orderedmultidict"
 version = "1.0.1"
@@ -3638,13 +3654,13 @@ numpy = "*"
 
 [[package]]
 name = "phonenumberslite"
-version = "8.13.23"
+version = "8.13.24"
 description = "Python version of Google's common library for parsing, formatting, storing and validating international phone numbers."
 optional = false
 python-versions = "*"
 files = [
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 ]
 
 [[package]]
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 ]
 
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-python-versions = ">=3.8"
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-
 [[package]]
 name = "pysnooper"
 version = "1.2.0"
@@ -4216,17 +4191,17 @@ testing = ["coverage (>=6.2)", "flaky (>=3.5.0)", "hypothesis (>=5.7.1)", "mypy
 
 [[package]]
 name = "pytest-django"
-version = "4.5.2"
+version = "4.6.0"
 description = "A Django plugin for pytest."
 optional = false
-python-versions = ">=3.5"
+python-versions = ">=3.8"
 files = [
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 ]
 
 [package.dependencies]
-pytest = ">=5.4.0"
+pytest = ">=7.0.0"
 
 [package.extras]
 docs = ["sphinx", "sphinx-rtd-theme"]
@@ -4473,6 +4448,21 @@ setuptools = "*"
 [package.extras]
 full = ["numpy", "pandas"]
 
+[[package]]
+name = "referencing"
+version = "0.30.2"
+description = "JSON Referencing + Python"
+optional = false
+python-versions = ">=3.8"
+files = [
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+[package.dependencies]
+attrs = ">=22.2.0"
+rpds-py = ">=0.7.0"
+
 [[package]]
 name = "regex"
 version = "2023.10.3"
@@ -4694,6 +4684,114 @@ pygments = ">=2.6.0,<3.0.0"
 [package.extras]
 jupyter = ["ipywidgets (>=7.5.1,<8.0.0)"]
 
+[[package]]
+name = "rpds-py"
+version = "0.10.6"
+description = "Python bindings to Rust's persistent data structures (rpds)"
+optional = false
+python-versions = ">=3.8"
+files = [
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-    {file = "ruamel.yaml-0.18.2.tar.gz", hash = "sha256:9bce33f7a814cea4c29a9c62fe872d2363d6220b767891d956eacea8fa5e6fe8"},
+    {file = "ruamel.yaml-0.18.4-py3-none-any.whl", hash = "sha256:ca864776af7b0cbcbb223c38707a440bfabea926ba5b4163b2ef4991aae8f8c1"},
+    {file = "ruamel.yaml-0.18.4.tar.gz", hash = "sha256:a2778930d2573358f7c43f26e4bd5715015dccebf53c9943ed611200c1e2adcd"},
 ]
 
 [package.dependencies]
@@ -4819,13 +4917,13 @@ asn1crypto = ">=1.5.1"
 
 [[package]]
 name = "sentry-sdk"
-version = "1.32.0"
+version = "1.33.1"
 description = "Python client for Sentry (https://sentry.io)"
 optional = false
 python-versions = "*"
 files = [
-    {file = "sentry-sdk-1.32.0.tar.gz", hash = "sha256:935e8fbd7787a3702457393b74b13d89a5afb67185bc0af85c00cb27cbd42e7c"},
-    {file = "sentry_sdk-1.32.0-py2.py3-none-any.whl", hash = "sha256:eeb0b3550536f3bbc05bb1c7e0feb3a78d74acb43b607159a606ed2ec0a33a4d"},
+    {file = "sentry-sdk-1.33.1.tar.gz", hash = "sha256:816aeb900a54bba2d9346bad8ffac2d258c4fa09271b95a6533a714e9000f074"},
+    {file = "sentry_sdk-1.33.1-py2.py3-none-any.whl", hash = "sha256:1cce906dc86afda1ecd22c4716b0c846639151a3c3b59e23826711c6525c5642"},
 ]
 
 [package.dependencies]
@@ -4851,7 +4949,7 @@ huey = ["huey (>=2)"]
 loguru = ["loguru (>=0.5)"]
 opentelemetry = ["opentelemetry-distro (>=0.35b0)"]
 opentelemetry-experimental = ["opentelemetry-distro (>=0.40b0,<1.0)", "opentelemetry-instrumentation-aiohttp-client (>=0.40b0,<1.0)", "opentelemetry-instrumentation-django (>=0.40b0,<1.0)", "opentelemetry-instrumentation-fastapi (>=0.40b0,<1.0)", "opentelemetry-instrumentation-flask (>=0.40b0,<1.0)", "opentelemetry-instrumentation-requests (>=0.40b0,<1.0)", "opentelemetry-instrumentation-sqlite3 (>=0.40b0,<1.0)", "opentelemetry-instrumentation-urllib (>=0.40b0,<1.0)"]
-pure-eval = ["asttokens", "executing", "pure-eval"]
+pure-eval = ["asttokens", "executing", "pure_eval"]
 pymongo = ["pymongo (>=3.1)"]
 pyspark = ["pyspark (>=2.4.4)"]
 quart = ["blinker (>=1.1)", "quart (>=0.16.1)"]
@@ -5027,29 +5125,28 @@ social-auth-core = ">=4.4.1"
 
 [[package]]
 name = "social-auth-core"
-version = "4.4.2"
+version = "4.5.0"
 description = "Python social authentication made simple."
 optional = false
-python-versions = ">=3.6"
+python-versions = ">=3.8"
 files = [
-    {file = "social-auth-core-4.4.2.tar.gz", hash = "sha256:9791d7c7aee2ac8517fe7a2ea2f942a8a5492b3a4ccb44a9b0dacc87d182f2aa"},
-    {file = "social_auth_core-4.4.2-py3-none-any.whl", hash = "sha256:ea7a19c46b791b767e95f467881b53c5fd0d1efb40048d9ed3dbc46daa05c954"},
+    {file = "social-auth-core-4.5.0.tar.gz", hash = "sha256:3d4154f45c0bacffe54ccf4361bce7e66cf5f5cd1bb0ebb7507ad09a1b07d9d9"},
+    {file = "social_auth_core-4.5.0-py3-none-any.whl", hash = "sha256:f4ae5d8e503a401f319498bcad59fd1f6c473517eeae89c22299250f63c33365"},
 ]
 
 [package.dependencies]
 cryptography = ">=1.4"
 defusedxml = ">=0.5.0rc1"
 oauthlib = ">=1.0.3"
-PyJWT = ">=2.0.0"
+PyJWT = ">=2.7.0"
 python3-openid = ">=3.0.10"
 requests = ">=2.9.1"
 requests-oauthlib = ">=0.6.1"
 
 [package.extras]
-all = ["cryptography (>=2.1.1)", "python-jose (>=3.0.0)", "python3-saml (>=1.5.0)"]
-allpy3 = ["cryptography (>=2.1.1)", "python-jose (>=3.0.0)", "python3-saml (>=1.5.0)"]
+all = ["cryptography (>=2.1.1)", "python3-saml (>=1.5.0)"]
+allpy3 = ["cryptography (>=2.1.1)", "python3-saml (>=1.5.0)"]
 azuread = ["cryptography (>=2.1.1)"]
-openidconnect = ["python-jose (>=3.0.0)"]
 saml = ["python3-saml (>=1.5.0)"]
 
 [[package]]
@@ -5263,13 +5360,13 @@ telegram = ["requests"]
 
 [[package]]
 name = "twisted"
-version = "23.8.0"
+version = "23.10.0"
 description = "An asynchronous networking framework written in Python"
 optional = false
-python-versions = ">=3.7.1"
+python-versions = ">=3.8.0"
 files = [
-    {file = "twisted-23.8.0-py3-none-any.whl", hash = "sha256:b8bdba145de120ffb36c20e6e071cce984e89fba798611ed0704216fb7f884cd"},
-    {file = "twisted-23.8.0.tar.gz", hash = "sha256:3c73360add17336a622c0d811c2a2ce29866b6e59b1125fd6509b17252098a24"},
+    {file = "twisted-23.10.0-py3-none-any.whl", hash = "sha256:4ae8bce12999a35f7fe6443e7f1893e6fe09588c8d2bed9c35cdce8ff2d5b444"},
+    {file = "twisted-23.10.0.tar.gz", hash = "sha256:987847a0790a2c597197613686e2784fd54167df3a55d0fb17c8412305d76ce5"},
 ]
 
 [package.dependencies]
@@ -5282,19 +5379,18 @@ incremental = ">=22.10.0"
 pyopenssl = {version = ">=21.0.0", optional = true, markers = "extra == \"tls\""}
 service-identity = {version = ">=18.1.0", optional = true, markers = "extra == \"tls\""}
 twisted-iocpsupport = {version = ">=1.0.2,<2", markers = "platform_system == \"Windows\""}
-typing-extensions = ">=3.10.0"
+typing-extensions = ">=4.2.0"
 zope-interface = ">=5"
 
 [package.extras]
-all-non-platform = ["twisted[conch,contextvars,http2,serial,test,tls]", "twisted[conch,contextvars,http2,serial,test,tls]"]
+all-non-platform = ["twisted[conch,http2,serial,test,tls]", "twisted[conch,http2,serial,test,tls]"]
 conch = ["appdirs (>=1.4.0)", "bcrypt (>=3.1.3)", "cryptography (>=3.3)"]
-contextvars = ["contextvars (>=2.4,<3)"]
 dev = ["coverage (>=6b1,<7)", "pyflakes (>=2.2,<3.0)", "python-subunit (>=1.4,<2.0)", "twisted[dev-release]", "twistedchecker (>=0.7,<1.0)"]
-dev-release = ["pydoctor (>=23.4.0,<23.5.0)", "pydoctor (>=23.4.0,<23.5.0)", "readthedocs-sphinx-ext (>=2.2,<3.0)", "readthedocs-sphinx-ext (>=2.2,<3.0)", "sphinx (>=5,<7)", "sphinx (>=5,<7)", "sphinx-rtd-theme (>=1.2,<2.0)", "sphinx-rtd-theme (>=1.2,<2.0)", "towncrier (>=22.12,<23.0)", "towncrier (>=22.12,<23.0)", "urllib3 (<2)", "urllib3 (<2)"]
+dev-release = ["pydoctor (>=23.9.0,<23.10.0)", "pydoctor (>=23.9.0,<23.10.0)", "sphinx (>=6,<7)", "sphinx (>=6,<7)", "sphinx-rtd-theme (>=1.3,<2.0)", "sphinx-rtd-theme (>=1.3,<2.0)", "towncrier (>=23.6,<24.0)", "towncrier (>=23.6,<24.0)"]
 gtk-platform = ["pygobject", "pygobject", "twisted[all-non-platform]", "twisted[all-non-platform]"]
 http2 = ["h2 (>=3.0,<5.0)", "priority (>=1.1.0,<2.0)"]
 macos-platform = ["pyobjc-core", "pyobjc-core", "pyobjc-framework-cfnetwork", "pyobjc-framework-cfnetwork", "pyobjc-framework-cocoa", "pyobjc-framework-cocoa", "twisted[all-non-platform]", "twisted[all-non-platform]"]
-mypy = ["mypy (==0.981)", "mypy-extensions (==0.4.3)", "mypy-zope (==0.3.11)", "twisted[all-non-platform,dev]", "types-pyopenssl", "types-setuptools"]
+mypy = ["mypy (>=1.5.1,<1.6.0)", "mypy-zope (>=1.0.1,<1.1.0)", "twisted[all-non-platform,dev]", "types-pyopenssl", "types-setuptools"]
 osx-platform = ["twisted[macos-platform]", "twisted[macos-platform]"]
 serial = ["pyserial (>=3.0)", "pywin32 (!=226)"]
 test = ["cython-test-exception-raiser (>=1.0.2,<2)", "hypothesis (>=6.56)", "pyhamcrest (>=2)"]
@@ -5370,13 +5466,13 @@ test = ["black (>=22.3.0,<23.0.0)", "coverage (>=5.2,<6.0)", "isort (>=5.0.6,<6.
 
 [[package]]
 name = "types-pyopenssl"
-version = "23.2.0.2"
+version = "23.3.0.0"
 description = "Typing stubs for pyOpenSSL"
 optional = false
-python-versions = "*"
+python-versions = ">=3.7"
 files = [
-    {file = "types-pyOpenSSL-23.2.0.2.tar.gz", hash = "sha256:6a010dac9ecd42b582d7dd2cc3e9e40486b79b3b64bb2fffba1474ff96af906d"},
-    {file = "types_pyOpenSSL-23.2.0.2-py3-none-any.whl", hash = "sha256:19536aa3debfbe25a918cf0d898e9f5fbbe6f3594a429da7914bf331deb1b342"},
+    {file = "types-pyOpenSSL-23.3.0.0.tar.gz", hash = "sha256:5ffb077fe70b699c88d5caab999ae80e192fe28bf6cda7989b7e79b1e4e2dcd3"},
+    {file = "types_pyOpenSSL-23.3.0.0-py3-none-any.whl", hash = "sha256:00171433653265843b7469ddb9f3c86d698668064cc33ef10537822156130ebf"},
 ]
 
 [package.dependencies]
@@ -5406,13 +5502,13 @@ files = [
 
 [[package]]
 name = "types-redis"
-version = "4.6.0.7"
+version = "4.6.0.8"
 description = "Typing stubs for redis"
 optional = false
-python-versions = "*"
+python-versions = ">=3.7"
 files = [
-    {file = "types-redis-4.6.0.7.tar.gz", hash = "sha256:28c4153ddb5c9d4f10def44a2454673c361d2d5fc3cd867cf3bb1520f3f59a38"},
-    {file = "types_redis-4.6.0.7-py3-none-any.whl", hash = "sha256:05b1bf92879b25df20433fa1af07784a0d7928c616dc2ebf9087618db77ccbd0"},
+    {file = "types-redis-4.6.0.8.tar.gz", hash = "sha256:1abb2859bbf9b171a22ef69d1ece0e35ef93e642fba97538497add884ad75b5e"},
+    {file = "types_redis-4.6.0.8-py3-none-any.whl", hash = "sha256:4839923b4cce77bbf987290ca83710f8218529eebe1d2c3a0f067416c86847f5"},
 ]
 
 [package.dependencies]
@@ -5662,13 +5758,13 @@ anyio = ">=3.0.0"
 
 [[package]]
 name = "wcwidth"
-version = "0.2.8"
+version = "0.2.9"
 description = "Measures the displayed width of unicode strings in a terminal"
 optional = false
 python-versions = "*"
 files = [
-    {file = "wcwidth-0.2.8-py2.py3-none-any.whl", hash = "sha256:77f719e01648ed600dfa5402c347481c0992263b81a027344f3e1ba25493a704"},
-    {file = "wcwidth-0.2.8.tar.gz", hash = "sha256:8705c569999ffbb4f6a87c6d1b80f324bd6db952f5eb0b95bc07517f4c1813d4"},
+    {file = "wcwidth-0.2.9-py2.py3-none-any.whl", hash = "sha256:9a929bd8380f6cd9571a968a9c8f4353ca58d7cd812a4822bba831f8d685b223"},
+    {file = "wcwidth-0.2.9.tar.gz", hash = "sha256:a675d1a4a2d24ef67096a04b85b02deeecd8e226f57b5e3a72dbb9ed99d27da8"},
 ]
 
 [[package]]

From 96e9a22ac2f663171a08dac7d6c968a7c73e0dbf Mon Sep 17 00:00:00 2001
From: Ian Eaves <ian.k.eaves@gmail.com>
Date: Fri, 10 Nov 2023 15:04:19 -0600
Subject: [PATCH 06/18] deactivated embeddings

---
 grai-server/app/lineage/managers.py | 2 +-
 grai-server/app/lineage/models.py   | 4 ++--
 2 files changed, 3 insertions(+), 3 deletions(-)

diff --git a/grai-server/app/lineage/managers.py b/grai-server/app/lineage/managers.py
index 778664da4..3ef57e838 100644
--- a/grai-server/app/lineage/managers.py
+++ b/grai-server/app/lineage/managers.py
@@ -86,7 +86,7 @@ def bulk_update(self, objs: Iterable[Any], fields: Sequence[str], **kwargs) -> i
         return result
 
 
-class NodeManager(NodeEmbeddingManager, CacheManager):
+class NodeManager(CacheManager):  # (NodeEmbeddingManager, CacheManager):
     pass
 
 
diff --git a/grai-server/app/lineage/models.py b/grai-server/app/lineage/models.py
index 63a305cce..e3eb0e47f 100755
--- a/grai-server/app/lineage/models.py
+++ b/grai-server/app/lineage/models.py
@@ -55,8 +55,8 @@ def save(self, *args, **kwargs):
         super().save(*args, **kwargs)
         self.cache_model()
 
-        if self.workspace.ai_enabled and settings.HAS_OPENAI:
-            update_node_vector_index.delay(self.id)
+        # if self.workspace.ai_enabled and settings.HAS_OPENAI:
+        #     update_node_vector_index.delay(self.id)
 
     def delete(self, *args, **kwargs):
         super().delete(*args, **kwargs)

From 21e31d45a3ccf5a56b5599bfa39c61d7c8090cd2 Mon Sep 17 00:00:00 2001
From: Ian Eaves <ian.k.eaves@gmail.com>
Date: Fri, 10 Nov 2023 15:07:06 -0600
Subject: [PATCH 07/18] need to configure new postgres image

---
 ...beddings.py => 0018_vector_embeddings.bak} |  0
 grai-server/app/lineage/models.py             | 36 +++++++++----------
 2 files changed, 18 insertions(+), 18 deletions(-)
 rename grai-server/app/lineage/migrations/{0018_vector_embeddings.py => 0018_vector_embeddings.bak} (100%)

diff --git a/grai-server/app/lineage/migrations/0018_vector_embeddings.py b/grai-server/app/lineage/migrations/0018_vector_embeddings.bak
similarity index 100%
rename from grai-server/app/lineage/migrations/0018_vector_embeddings.py
rename to grai-server/app/lineage/migrations/0018_vector_embeddings.bak
diff --git a/grai-server/app/lineage/models.py b/grai-server/app/lineage/models.py
index e3eb0e47f..93a842905 100755
--- a/grai-server/app/lineage/models.py
+++ b/grai-server/app/lineage/models.py
@@ -96,24 +96,24 @@ class Meta:
         ]
 
 
-class NodeEmbeddings(models.Model):
-    embedding = VectorField(dimensions=1536)
-    node = models.OneToOneField(
-        Node,
-        on_delete=models.CASCADE,
-        primary_key=True,
-    )
-
-    class Meta:
-        indexes = [
-            HnswIndex(
-                name="node_embedding_index",
-                fields=["embedding"],
-                m=64,
-                ef_construction=128,  # should be at least 2x m.
-                opclasses=["vector_ip_ops"],
-            )
-        ]
+# class NodeEmbeddings(models.Model):
+#     embedding = VectorField(dimensions=1536)
+#     node = models.OneToOneField(
+#         Node,
+#         on_delete=models.CASCADE,
+#         primary_key=True,
+#     )
+#
+#     class Meta:
+#         indexes = [
+#             HnswIndex(
+#                 name="node_embedding_index",
+#                 fields=["embedding"],
+#                 m=64,
+#                 ef_construction=128,  # should be at least 2x m.
+#                 opclasses=["vector_ip_ops"],
+#             )
+#         ]
 
 
 class Edge(TenantModel):

From 5b178a79fa23332f65a34cfbc74049804e18aa26 Mon Sep 17 00:00:00 2001
From: Ian Eaves <ian.k.eaves@gmail.com>
Date: Fri, 10 Nov 2023 15:43:02 -0600
Subject: [PATCH 08/18] token length fix

---
 grai-server/app/grAI/chat_implementations.py | 7 +------
 1 file changed, 1 insertion(+), 6 deletions(-)

diff --git a/grai-server/app/grAI/chat_implementations.py b/grai-server/app/grAI/chat_implementations.py
index b5e275371..ada773894 100644
--- a/grai-server/app/grAI/chat_implementations.py
+++ b/grai-server/app/grAI/chat_implementations.py
@@ -29,7 +29,7 @@ class BaseMessage(ABC):
 
     def __init__(self, content, model):
         self.content = content
-        self.encoding = tiktoken.encoding_for_model(model)
+        self.encoding = tiktoken.encoding_for_model(model).encode(self.content)
         self.token_length = len(self.encoding)
 
     def representation(self):
@@ -288,10 +288,6 @@ def summarize(self, messages):
         summary_message = {"role": "assistant", "content": response.choices[0].message.content}
         return summary_message
 
-    def token_length(self, messages: list):
-        length = [len(self.encoding.encode(message)) for message in messages]
-        return sum(length), length
-
     @property
     def functions(self):
         return [func.gpt_definition() for func in self.api_functions.values()]
@@ -313,7 +309,6 @@ def request(self, user_input: str) -> str:
         result = None
         stop = False
         while not stop:
-            tokens, lengths = self.token_length(messages)
             try:
                 response = self.model(messages=messages)
             except openai.InvalidRequestError:

From c3c260349f7518691a2eb071372876ad8791e111 Mon Sep 17 00:00:00 2001
From: Ian Eaves <ian.k.eaves@gmail.com>
Date: Fri, 10 Nov 2023 18:19:46 -0600
Subject: [PATCH 09/18] multiple query fix

---
 .../app/connections/adapters/schemas.py       |   7 +-
 grai-server/app/grAI/chat_implementations.py  | 169 ++++++++++++------
 grai-server/app/the_guide/settings/base.py    |  16 ++
 3 files changed, 141 insertions(+), 51 deletions(-)

diff --git a/grai-server/app/connections/adapters/schemas.py b/grai-server/app/connections/adapters/schemas.py
index 130b24826..f90dad9ce 100644
--- a/grai-server/app/connections/adapters/schemas.py
+++ b/grai-server/app/connections/adapters/schemas.py
@@ -1,7 +1,7 @@
 import pprint
 from typing import Any, List, Literal, Optional, Sequence, Type
 from uuid import UUID
-
+from django.db.models.query import QuerySet
 from django.db.models import Q
 from grai_schemas.v1.edge import EdgeSpec, EdgeV1, SourcedEdgeSpec, SourcedEdgeV1
 from grai_schemas.v1.node import (
@@ -222,3 +222,8 @@ def edge_model_to_edge_v1_schema(model: Edge, schema_type: Literal["EdgeV1"]) ->
 def sequence_model_to_sequence_v1_schema(models: list | tuple, schema_type: str) -> list | tuple:
     iter = (model_to_schema(model, schema_type) for model in models)
     return type(models)(iter)
+
+
+@model_to_schema.register
+def queryset_to_sequence_v1_schema(models: QuerySet, schema_type: str) -> list:
+    return [model_to_schema(model, schema_type) for model in models]
diff --git a/grai-server/app/grAI/chat_implementations.py b/grai-server/app/grAI/chat_implementations.py
index ada773894..d6815b292 100644
--- a/grai-server/app/grAI/chat_implementations.py
+++ b/grai-server/app/grAI/chat_implementations.py
@@ -2,7 +2,7 @@
 import uuid
 from abc import ABC, abstractmethod
 from functools import partial
-from typing import Callable, Any
+from typing import Callable, Any, Literal, Union, Annotated
 
 import openai
 from django.conf import settings
@@ -17,35 +17,66 @@
 import logging
 from connections.adapters.schemas import model_to_schema
 import tiktoken
+from pydantic import BaseModel
 
 logging.basicConfig(level=logging.DEBUG)
 
 
 MAX_RETURN_LIMIT = 20
 
+RoleType = Union[Literal["user"], Literal["system"], Literal["assistant"]]
 
-class BaseMessage(ABC):
-    role: str
 
-    def __init__(self, content, model):
-        self.content = content
-        self.encoding = tiktoken.encoding_for_model(model).encode(self.content)
-        self.token_length = len(self.encoding)
+class BaseMessage(BaseModel):
+    role: str
+    content: str
+    token_length: int | None = None
 
     def representation(self):
         return {"role": self.role, "content": self.content}
 
 
 class UserMessage(BaseMessage):
-    role = "user"
+    role: Literal["user"] = "user"
 
 
 class SystemMessage(BaseMessage):
-    role = "system"
+    role: Literal["system"] = "system"
 
 
 class AIMessage(BaseMessage):
-    role = "assistant"
+    role: Literal["assistant"] = "assistant"
+
+
+class FunctionMessage(BaseMessage):
+    role: Literal["function"] = "function"
+    name: str
+
+    def representation(self):
+        return {"role": self.role, "content": self.content, "name": self.name}
+
+
+class ChatMessage(BaseModel):
+    message: Union[UserMessage, SystemMessage, AIMessage, FunctionMessage]
+
+
+class ChatMessages(BaseModel):
+    messages: list[BaseMessage]
+
+    def to_gpt(self):
+        return [message.representation() for message in self.messages]
+
+    def __getitem__(self, index):
+        return self.messages[index]
+
+    def __len__(self):
+        return len(self.messages)
+
+    def append(self, item):
+        self.messages.append(item)
+
+    def extend(self, items):
+        self.messages.extend(items)
 
 
 class API(ABC):
@@ -97,17 +128,27 @@ def __init__(self, workspace: str | uuid.UUID):
         self.workspace = workspace
         self.query_limit = MAX_RETURN_LIMIT
 
-    def call(self, **kwargs) -> (list[Node], str | None):
-        validation = self.schema_model(**kwargs)
-        q_objects = (Q(**node.dict(exclude_none=True)) for node in validation.nodes)
-        query = reduce(operator.or_, q_objects)
-        result_set = Node.objects.filter(workspace=self.workspace).filter(query).order_by("-created_at").all()
+    def response_message(self, result_set: list[Node]) -> str | None:
         total_results = len(result_set)
         if total_results > self.query_limit:
             message = f"Returned {self.query_limit} of {total_results} results. You might need to narrow your search."
+        elif total_results == 0:
+            message = "No results found matching these query conditions."
         else:
             message = None
-        return model_to_schema(result_set[: self.query_limit], "NodeV1"), message
+
+        return message
+
+    def call(self, **kwargs) -> (list[Node], str | None):
+        try:
+            validation = self.schema_model(**kwargs)
+        except:
+            return [], "Invalid input. Please check your input and try again."
+        q_objects = (Q(**node.dict(exclude_none=True)) for node in validation.nodes)
+        query = reduce(operator.or_, q_objects)
+        result_set = Node.objects.filter(workspace=self.workspace).filter(query).order_by("-created_at").all()
+        response_items = model_to_schema(result_set[: self.query_limit], "NodeV1")
+        return response_items, self.response_message(result_set)
 
 
 class FuzzyMatchQuery(BaseModel):
@@ -123,17 +164,27 @@ def __init__(self, workspace: str | uuid.UUID):
         self.workspace = workspace
         self.query_limit = MAX_RETURN_LIMIT
 
+    def response_message(self, result_set: list[Node]) -> str | None:
+        total_results = len(result_set)
+        if total_results > self.query_limit:
+            message = f"Returned {self.query_limit} of {total_results} results. You might need to narrow your search."
+        elif total_results == 0:
+            message = "No results found matching these query conditions."
+        else:
+            message = None
+
+        return message
+
     def call(self, string: str) -> (list, str | None):
         result_set = (
             Node.objects.filter(workspace=self.workspace).filter(name__contains=string).order_by("-created_at").all()
         )
-        return [{"name": node.name, "namespace": node.namespace} for node in result_set], ""
+        response_items = [{"name": node.name, "namespace": node.namespace} for node in result_set]
+
+        return response_items, self.response_message(result_set)
 
 
 class EdgeLookupSchema(BaseModel):
-    name: str | None = Field(description="The name of the edge to lookup", default=None)
-    namespace: str | None = Field(description="The namespace of the edge to lookup", default=None)
-    is_active: bool | None = Field(description="Whether or not the edge is active", default=True)
     source: uuid.UUID | None = Field(description="The primary key of the source node on an edge", default=None)
     destination: uuid.UUID | None = Field(
         description="The primary key of the destination node on an edge", default=None
@@ -159,17 +210,23 @@ def __init__(self, workspace: str | uuid.UUID):
         self.workspace = workspace
         self.query_limit = MAX_RETURN_LIMIT
 
-    def call(self, **kwargs) -> (list[Edge], str | None):
-        validation = self.schema_model(**kwargs)
-        q_objects = (Q(**node.dict(exclude_none=True)) for node in validation.nodes)
-        query = reduce(operator.or_, q_objects)
-        result_set = Edge.objects.filter(workspace=self.workspace).filter(query).all()[: self.query_limit]
+    def response_message(self, result_set: list[Edge]) -> str | None:
         total_results = len(result_set)
         if total_results > self.query_limit:
             message = f"Returned {self.query_limit} of {total_results} results. You might need to narrow your search."
+        elif total_results == 0:
+            message = "No results found matching these query conditions."
         else:
             message = None
-        return model_to_schema(result_set[: self.query_limit], "EdgeV1"), message
+
+        return message
+
+    def call(self, **kwargs) -> (list[Edge], str | None):
+        validation = self.schema_model(**kwargs)
+        q_objects = (Q(**node.dict(exclude_none=True)) for node in validation.edges)
+        query = reduce(operator.or_, q_objects)
+        result_set = Edge.objects.filter(workspace=self.workspace).filter(query).all()[: self.query_limit]
+        return model_to_schema(result_set[: self.query_limit], "EdgeV1"), self.response_message(result_set)
 
 
 class EdgeFuzzyLookupSchema(BaseModel):
@@ -230,6 +287,11 @@ def serialize(self, result):
         return result
 
 
+class FakeEncoder:
+    def encode(self, text):
+        return [1, 2, 3, 4]
+
+
 class BaseConversation:
     def __init__(
         self,
@@ -244,7 +306,7 @@ def __init__(
             functions = []
 
         self.model_type = model_type
-        self.encoding = tiktoken.encoding_for_model(self.model_type)
+        self.encoder = FakeEncoder()  # tiktoken.encoding_for_model(self.model_type)
         self.chat_id = chat_id
         self.cache_id = f"grAI:chat_id:{chat_id}"
         self.system_context = prompt
@@ -252,16 +314,17 @@ def __init__(
         self.api_functions = {func.id: func for func in functions}
         self.verbose = verbose
 
-        self.prompt_message = {"role": "system", "content": self.system_context}
+        self.prompt_message = SystemMessage(content=self.system_context)
         self.hydrate_chat()
 
     @property
-    def cached_messages(self) -> list:
-        return cache.get(self.cache_id)
+    def cached_messages(self) -> list[BaseMessage]:
+        messages = [ChatMessage(message=message).message for message in cache.get(self.cache_id)]
+        return messages
 
     @cached_messages.setter
-    def cached_messages(self, values):
-        cache.set(self.cache_id, values)
+    def cached_messages(self, values: list[BaseMessage]):
+        cache.set(self.cache_id, [v.dict() for v in values])
 
     def hydrate_chat(self):
         logging.info(f"Hydrating chat history for conversations: {self.chat_id}")
@@ -269,23 +332,28 @@ def hydrate_chat(self):
 
         if messages is None:
             logging.info(f"Loading chat history for chat {self.chat_id} from database")
-            model_messages = Message.objects.filter(chat_id=self.chat_id).order_by("-created_at").all()
-            messages = [{"role": m.role, "content": m.message} for m in model_messages]
-            self.cached_messages = messages
+            messages_iter = (
+                {"role": m.role, "content": m.message, "token_length": len(self.encoder.encode(m.message))}
+                for m in Message.objects.filter(chat_id=self.chat_id).order_by("-created_at").all()
+            )
+            messages_list = [ChatMessage(message=message).message for message in messages_iter]
+            self.cached_messages = messages_list
 
-    def summarize(self, messages):
+    def summarize(self, messages: list[BaseMessage]) -> AIMessage:
         summary_prompt = """
         Please summarize this conversation encoding the most important information a future agent would need to continue
         working on the problem with me. Please insure you do not call any functions providing an exclusively
         text based summary of the conversation to this point with all relevant context for the next agent.
         """
-        message = {"role": "user", "content": summary_prompt}
-
+        message = UserMessage(content=summary_prompt)
+        summary_messages = ChatMessages(messages=[*messages, message])
         logging.info(f"Summarizing conversation for chat: {self.chat_id}")
-        response = openai.ChatCompletion.create(model=self.model_type, user=self.user, messages=[*messages, message])
+        response = openai.ChatCompletion.create(
+            model=self.model_type, user=self.user, messages=summary_messages.to_gpt()
+        )
 
         # this is hacky for now
-        summary_message = {"role": "assistant", "content": response.choices[0].message.content}
+        summary_message = AIMessage(content=response.choices[0].message.content)
         return summary_message
 
     @property
@@ -304,18 +372,19 @@ def model(self) -> Callable:
 
     def request(self, user_input: str) -> str:
         logging.info(f"Responding to request for: {self.chat_id}")
-        messages = [self.prompt_message, *self.cached_messages, {"role": "user", "content": user_input}]
+        messages = ChatMessages(messages=[self.prompt_message, *self.cached_messages, UserMessage(content=user_input)])
 
         result = None
         stop = False
         while not stop:
             try:
-                response = self.model(messages=messages)
+                response = self.model(messages=messages.to_gpt())
             except openai.InvalidRequestError:
                 # If it hits the token limit try to summarize
                 summary = self.summarize(messages[:-1])
-                messages = [self.prompt_message, summary, messages[-1]]
-                response = self.model(messages=messages)
+
+                messages = ChatMessages(messages=[self.prompt_message, summary, messages[-1]])
+                response = self.model(messages=messages.to_gpt())
 
             if result:
                 for choice in response.choices:
@@ -326,7 +395,7 @@ def request(self, user_input: str) -> str:
                 result = response.choices[0]
 
             if stop := result.finish_reason == "stop":
-                messages.append({"role": "assistant", "content": result.message.content})
+                messages.append(AIMessage(content=result.message.content))
             elif result.finish_reason == "function_call":
                 func_id = result.message.function_call.name
                 func_kwargs = json.loads(result.message.function_call.arguments)
@@ -334,17 +403,17 @@ def request(self, user_input: str) -> str:
                 response = api.response(**func_kwargs)
 
                 if isinstance(api, InvalidAPI):
-                    messages.append({"role": "system", "content": response})
+                    messages.append(SystemMessage(content=response))
                 else:
-                    messages.append({"role": "function", "name": func_id, "content": response})
+                    messages.append(FunctionMessage(name=func_id, content=response))
             elif result.finish_reason == "length":
                 summary = self.summarize(messages[:-1])
-                messages = [self.prompt_message, summary, messages[-1]]
+                messages = ChatMessages(messages=[self.prompt_message, summary, messages[-1]])
             else:
                 # valid values include length, content_filter, null
                 raise NotImplementedError(f"No stop reason for {result.finish_reason}")
 
-        self.cached_messages = messages
+        self.cached_messages = messages.messages
         return result.message.content
 
 
@@ -360,7 +429,7 @@ def get_chat_conversation(
     """
     functions = [
         NodeLookupAPI(workspace=workspace),
-        EdgeLookupAPI(workspace=workspace),
+        # EdgeLookupAPI(workspace=workspace),
         FuzzyMatchNodesAPI(workspace=workspace),
     ]
 
diff --git a/grai-server/app/the_guide/settings/base.py b/grai-server/app/the_guide/settings/base.py
index cc33059d1..46b60a46a 100755
--- a/grai-server/app/the_guide/settings/base.py
+++ b/grai-server/app/the_guide/settings/base.py
@@ -402,6 +402,22 @@ def inner(value: str | bool) -> bool:
 else:
     HAS_OPENAI = False
 
+
+if HAS_OPENAI:
+    pass
+    # TODO: Need to bake the encodings into the docker image otherwise it gets fetched every time
+    TIKTOKEN_CACHE_DIR = "/TIKTOKEN_CACHE_DIR"
+    # if not os.path.exists(TIKTOKEN_CACHE_DIR):
+    #     os.makedirs(TIKTOKEN_CACHE_DIR)
+
+    # os.environ["TIKTOKEN_CACHE_DIR"] = TIKTOKEN_CACHE_DIR
+    # import tiktoken
+    # # download the OpenAI preferred model encoder
+    # try:
+    #     tiktoken.encoding_for_model(OPENAI_PREFERRED_MODEL)
+    # except:
+    #     logging.error("Could not download OpenAI preferred model encoder with tiktoken")
+
 SPECTACULAR_SETTINGS = {
     "TITLE": "Grai Server",
     "DESCRIPTION": "Grai Server API",

From 38e71064c3d05967a0b22770b4be7a2f8fd5a880 Mon Sep 17 00:00:00 2001
From: Ian Eaves <ian.k.eaves@gmail.com>
Date: Fri, 10 Nov 2023 18:24:31 -0600
Subject: [PATCH 10/18] markdown

---
 grai-server/app/grAI/chat_implementations.py | 9 +++++----
 1 file changed, 5 insertions(+), 4 deletions(-)

diff --git a/grai-server/app/grAI/chat_implementations.py b/grai-server/app/grAI/chat_implementations.py
index d6815b292..74dd66040 100644
--- a/grai-server/app/grAI/chat_implementations.py
+++ b/grai-server/app/grAI/chat_implementations.py
@@ -422,10 +422,11 @@ def get_chat_conversation(
 ):
     chat_prompt = """
     You are a helpful assistant with domain expertise about an organizations data and data infrastructure.
-    You know how to query for additional context and metadata about any data in the organization.
-    Unique pieces of data like a column in a database is identified by a (name, namespace) tuple or a unique uuid.
-    You can help users discover new data or identify and correct issues such as broken data pipelines,
-    and BI dashboards.
+
+    * You know how to query for additional context and metadata about any data in the organization.
+    * Unique pieces of data like a column in a database is identified by a (name, namespace) tuple or a unique uuid.
+    * You can help users discover new data or identify and correct issues such as broken data pipelines, and BI dashboards.
+    * Your responses must use Markdown syntax
     """
     functions = [
         NodeLookupAPI(workspace=workspace),

From ce6ee70ecd922756aca5e39bb766bab01555fa34 Mon Sep 17 00:00:00 2001
From: Ian Eaves <ian.k.eaves@gmail.com>
Date: Sat, 11 Nov 2023 12:29:03 -0600
Subject: [PATCH 11/18] markdown

---
 grai-frontend/package-lock.json               | 1779 +++++++++++++----
 grai-frontend/package.json                    |    6 +-
 .../src/components/chat/ChatInput.tsx         |   15 +-
 .../src/components/chat/ChatMessage.tsx       |   30 +-
 .../src/components/chat/WebsocketChat.tsx     |    2 +-
 5 files changed, 1492 insertions(+), 340 deletions(-)

diff --git a/grai-frontend/package-lock.json b/grai-frontend/package-lock.json
index 67b0f2ef5..4b56ebfcb 100644
--- a/grai-frontend/package-lock.json
+++ b/grai-frontend/package-lock.json
@@ -1,12 +1,12 @@
 {
   "name": "grai-frontend",
-  "version": "0.1.4",
+  "version": "0.1.5",
   "lockfileVersion": 3,
   "requires": true,
   "packages": {
     "": {
       "name": "grai-frontend",
-      "version": "0.1.4",
+      "version": "0.1.5",
       "dependencies": {
         "@algolia/autocomplete-js": "^1.8.3",
         "@apollo/client": "^3.7.2",
@@ -32,6 +32,7 @@
         "@types/react": "^18.0.23",
         "@types/react-dom": "^18.0.7",
         "@types/react-router-dom": "^5.3.3",
+        "@types/react-syntax-highlighter": "^15.5.10",
         "@typescript-eslint/parser": "^6.0.0",
         "@vitejs/plugin-react": "^4.0.0",
         "algoliasearch": "^4.15.0",
@@ -62,11 +63,14 @@
         "react-helmet-async": "^1.3.0",
         "react-instantsearch-hooks-web": "^6.41.0",
         "react-json-view-lite": "^1.1.0",
+        "react-markdown": "^9.0.0",
         "react-qr-code": "^2.0.12",
         "react-router-dom": "^6.0.0",
         "react-shepherd": "^4.2.0",
+        "react-syntax-highlighter": "^15.5.0",
         "react-use-websocket": "^4.5.0",
         "reactflow": "^11.0.0",
+        "remark-gfm": "^4.0.0",
         "source-map-explorer": "^2.5.3",
         "typescript": "^4.8.4",
         "vite": "^4.3.9",
@@ -2809,51 +2813,6 @@
       "resolved": "https://registry.npmjs.org/@emotion/weak-memoize/-/weak-memoize-0.3.1.tgz",
       "integrity": "sha512-EsBwpc7hBUJWAsNPBmJy4hxWx12v6bshQsldrVmjxJoc3isbxhOrF2IcCpaXxfvq03NwkI7sbsOLXbYuqF/8Ww=="
     },
-    "node_modules/@esbuild/android-arm": {
-      "version": "0.18.20",
-      "resolved": "https://registry.npmjs.org/@esbuild/android-arm/-/android-arm-0.18.20.tgz",
-      "integrity": "sha512-fyi7TDI/ijKKNZTUJAQqiG5T7YjJXgnzkURqmGj13C6dCqckZBLdl4h7bkhHt/t0WP+zO9/zwroDvANaOqO5Sw==",
-      "cpu": [
-        "arm"
-      ],
-      "optional": true,
-      "os": [
-        "android"
-      ],
-      "engines": {
-        "node": ">=12"
-      }
-    },
-    "node_modules/@esbuild/android-arm64": {
-      "version": "0.18.20",
-      "resolved": "https://registry.npmjs.org/@esbuild/android-arm64/-/android-arm64-0.18.20.tgz",
-      "integrity": "sha512-Nz4rJcchGDtENV0eMKUNa6L12zz2zBDXuhj/Vjh18zGqB44Bi7MBMSXjgunJgjRhCmKOjnPuZp4Mb6OKqtMHLQ==",
-      "cpu": [
-        "arm64"
-      ],
-      "optional": true,
-      "os": [
-        "android"
-      ],
-      "engines": {
-        "node": ">=12"
-      }
-    },
-    "node_modules/@esbuild/android-x64": {
-      "version": "0.18.20",
-      "resolved": "https://registry.npmjs.org/@esbuild/android-x64/-/android-x64-0.18.20.tgz",
-      "integrity": "sha512-8GDdlePJA8D6zlZYJV/jnrRAi6rOiNaCC/JclcXpB+KIuvfBN4owLtgzY2bsxnx666XjJx2kDPUmnTtR8qKQUg==",
-      "cpu": [
-        "x64"
-      ],
-      "optional": true,
-      "os": [
-        "android"
-      ],
-      "engines": {
-        "node": ">=12"
-      }
-    },
     "node_modules/@esbuild/darwin-arm64": {
       "version": "0.18.20",
       "resolved": "https://registry.npmjs.org/@esbuild/darwin-arm64/-/darwin-arm64-0.18.20.tgz",
@@ -2869,276 +2828,6 @@
         "node": ">=12"
       }
     },
-    "node_modules/@esbuild/darwin-x64": {
-      "version": "0.18.20",
-      "resolved": "https://registry.npmjs.org/@esbuild/darwin-x64/-/darwin-x64-0.18.20.tgz",
-      "integrity": "sha512-pc5gxlMDxzm513qPGbCbDukOdsGtKhfxD1zJKXjCCcU7ju50O7MeAZ8c4krSJcOIJGFR+qx21yMMVYwiQvyTyQ==",
-      "cpu": [
-        "x64"
-      ],
-      "optional": true,
-      "os": [
-        "darwin"
-      ],
-      "engines": {
-        "node": ">=12"
-      }
-    },
-    "node_modules/@esbuild/freebsd-arm64": {
-      "version": "0.18.20",
-      "resolved": "https://registry.npmjs.org/@esbuild/freebsd-arm64/-/freebsd-arm64-0.18.20.tgz",
-      "integrity": "sha512-yqDQHy4QHevpMAaxhhIwYPMv1NECwOvIpGCZkECn8w2WFHXjEwrBn3CeNIYsibZ/iZEUemj++M26W3cNR5h+Tw==",
-      "cpu": [
-        "arm64"
-      ],
-      "optional": true,
-      "os": [
-        "freebsd"
-      ],
-      "engines": {
-        "node": ">=12"
-      }
-    },
-    "node_modules/@esbuild/freebsd-x64": {
-      "version": "0.18.20",
-      "resolved": "https://registry.npmjs.org/@esbuild/freebsd-x64/-/freebsd-x64-0.18.20.tgz",
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-        "x64"
-      ],
-      "optional": true,
-      "os": [
-        "freebsd"
-      ],
-      "engines": {
-        "node": ">=12"
-      }
-    },
-    "node_modules/@esbuild/linux-arm": {
-      "version": "0.18.20",
-      "resolved": "https://registry.npmjs.org/@esbuild/linux-arm/-/linux-arm-0.18.20.tgz",
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-    "node_modules/@esbuild/linux-arm64": {
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-      "optional": true,
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+      "integrity": "sha512-fucsC7HjXvkB5R3kTCO7kUjRdrS0BJt3M/FPxmHMBOm8JQi2BsHAHFsy27E0EolP8rp0NzXsJ+jNPyDWvOJZPA==",
+      "dependencies": {
+        "@types/unist": "^3.0.0"
+      },
+      "funding": {
+        "type": "opencollective",
+        "url": "https://opencollective.com/unified"
+      }
+    },
+    "node_modules/unist-util-stringify-position": {
+      "version": "4.0.0",
+      "resolved": "https://registry.npmjs.org/unist-util-stringify-position/-/unist-util-stringify-position-4.0.0.tgz",
+      "integrity": "sha512-0ASV06AAoKCDkS2+xw5RXJywruurpbC4JZSm7nr7MOt1ojAzvyyaO+UxZf18j8FCF6kmzCZKcAgN/yu2gm2XgQ==",
+      "dependencies": {
+        "@types/unist": "^3.0.0"
+      },
+      "funding": {
+        "type": "opencollective",
+        "url": "https://opencollective.com/unified"
+      }
+    },
+    "node_modules/unist-util-visit": {
+      "version": "5.0.0",
+      "resolved": "https://registry.npmjs.org/unist-util-visit/-/unist-util-visit-5.0.0.tgz",
+      "integrity": "sha512-MR04uvD+07cwl/yhVuVWAtw+3GOR/knlL55Nd/wAdblk27GCVt3lqpTivy/tkJcZoNPzTwS1Y+KMojlLDhoTzg==",
+      "dependencies": {
+        "@types/unist": "^3.0.0",
+        "unist-util-is": "^6.0.0",
+        "unist-util-visit-parents": "^6.0.0"
+      },
+      "funding": {
+        "type": "opencollective",
+        "url": "https://opencollective.com/unified"
+      }
+    },
+    "node_modules/unist-util-visit-parents": {
+      "version": "6.0.1",
+      "resolved": "https://registry.npmjs.org/unist-util-visit-parents/-/unist-util-visit-parents-6.0.1.tgz",
+      "integrity": "sha512-L/PqWzfTP9lzzEa6CKs0k2nARxTdZduw3zyh8d2NVBnsyvHjSX4TWse388YrrQKbvI8w20fGjGlhgT96WwKykw==",
+      "dependencies": {
+        "@types/unist": "^3.0.0",
+        "unist-util-is": "^6.0.0"
+      },
+      "funding": {
+        "type": "opencollective",
+        "url": "https://opencollective.com/unified"
+      }
+    },
     "node_modules/universalify": {
       "version": "2.0.1",
       "resolved": "https://registry.npmjs.org/universalify/-/universalify-2.0.1.tgz",
@@ -24115,6 +25178,33 @@
         "node": ">= 0.8"
       }
     },
+    "node_modules/vfile": {
+      "version": "6.0.1",
+      "resolved": "https://registry.npmjs.org/vfile/-/vfile-6.0.1.tgz",
+      "integrity": "sha512-1bYqc7pt6NIADBJ98UiG0Bn/CHIVOoZ/IyEkqIruLg0mE1BKzkOXY2D6CSqQIcKqgadppE5lrxgWXJmXd7zZJw==",
+      "dependencies": {
+        "@types/unist": "^3.0.0",
+        "unist-util-stringify-position": "^4.0.0",
+        "vfile-message": "^4.0.0"
+      },
+      "funding": {
+        "type": "opencollective",
+        "url": "https://opencollective.com/unified"
+      }
+    },
+    "node_modules/vfile-message": {
+      "version": "4.0.2",
+      "resolved": "https://registry.npmjs.org/vfile-message/-/vfile-message-4.0.2.tgz",
+      "integrity": "sha512-jRDZ1IMLttGj41KcZvlrYAaI3CfqpLpfpf+Mfig13viT6NKvRzWZ+lXz0Y5D60w6uJIBAOGq9mSHf0gktF0duw==",
+      "dependencies": {
+        "@types/unist": "^3.0.0",
+        "unist-util-stringify-position": "^4.0.0"
+      },
+      "funding": {
+        "type": "opencollective",
+        "url": "https://opencollective.com/unified"
+      }
+    },
     "node_modules/vite": {
       "version": "4.5.0",
       "resolved": "https://registry.npmjs.org/vite/-/vite-4.5.0.tgz",
@@ -25336,6 +26426,14 @@
       "integrity": "sha512-JZnDKK8B0RCDw84FNdDAIpZK+JuJw+s7Lz8nksI7SIuU3UXJJslUthsi+uWBUYOwPFwW7W7PRLRfUKpxjtjFCw==",
       "dev": true
     },
+    "node_modules/xtend": {
+      "version": "4.0.2",
+      "resolved": "https://registry.npmjs.org/xtend/-/xtend-4.0.2.tgz",
+      "integrity": "sha512-LKYU1iAXJXUgAXn9URjiu+MWhyUXHsvfp7mcuYm9dSUKK0/CjtrUwFAxD82/mCWbtLsGjFIad0wIsod4zrTAEQ==",
+      "engines": {
+        "node": ">=0.4"
+      }
+    },
     "node_modules/y18n": {
       "version": "5.0.8",
       "resolved": "https://registry.npmjs.org/y18n/-/y18n-5.0.8.tgz",
@@ -25432,6 +26530,15 @@
           "optional": true
         }
       }
+    },
+    "node_modules/zwitch": {
+      "version": "2.0.4",
+      "resolved": "https://registry.npmjs.org/zwitch/-/zwitch-2.0.4.tgz",
+      "integrity": "sha512-bXE4cR/kVZhKZX/RjPEflHaKVhUVl85noU3v6b8apfQEc1x4A+zBxjZ4lN8LqGd6WZ3dl98pY4o717VFmoPp+A==",
+      "funding": {
+        "type": "github",
+        "url": "https://github.com/sponsors/wooorm"
+      }
     }
   }
 }
diff --git a/grai-frontend/package.json b/grai-frontend/package.json
index c54741b76..a1afd86ec 100644
--- a/grai-frontend/package.json
+++ b/grai-frontend/package.json
@@ -1,6 +1,6 @@
 {
   "name": "grai-frontend",
-  "version": "0.1.4",
+  "version": "0.1.5",
   "private": true,
   "dependencies": {
     "@algolia/autocomplete-js": "^1.8.3",
@@ -27,6 +27,7 @@
     "@types/react": "^18.0.23",
     "@types/react-dom": "^18.0.7",
     "@types/react-router-dom": "^5.3.3",
+    "@types/react-syntax-highlighter": "^15.5.10",
     "@typescript-eslint/parser": "^6.0.0",
     "@vitejs/plugin-react": "^4.0.0",
     "algoliasearch": "^4.15.0",
@@ -57,11 +58,14 @@
     "react-helmet-async": "^1.3.0",
     "react-instantsearch-hooks-web": "^6.41.0",
     "react-json-view-lite": "^1.1.0",
+    "react-markdown": "^9.0.0",
     "react-qr-code": "^2.0.12",
     "react-router-dom": "^6.0.0",
     "react-shepherd": "^4.2.0",
+    "react-syntax-highlighter": "^15.5.0",
     "react-use-websocket": "^4.5.0",
     "reactflow": "^11.0.0",
+    "remark-gfm": "^4.0.0",
     "source-map-explorer": "^2.5.3",
     "typescript": "^4.8.4",
     "vite": "^4.3.9",
diff --git a/grai-frontend/src/components/chat/ChatInput.tsx b/grai-frontend/src/components/chat/ChatInput.tsx
index 06fa14ccc..a8ff2f062 100644
--- a/grai-frontend/src/components/chat/ChatInput.tsx
+++ b/grai-frontend/src/components/chat/ChatInput.tsx
@@ -15,14 +15,27 @@ const ChatInput: React.FC<ChatInputProps> = ({ onInput }) => {
     setValue("")
   }
 
+  const handleKeyDown = (event: React.KeyboardEvent<HTMLDivElement>) => {
+    if ( event.key === 'Enter' && event.shiftKey ) {
+      const new_value =
+      setValue(value + "\n")
+      event.preventDefault()
+    } else if (event.key === "Enter") {
+      event.preventDefault();
+      handleSubmit()
+    }
+  }
+
   return (
     <Form onSubmit={handleSubmit}>
-      <Box sx={{ display: "flex", pt: 1 }}>
+      <Box sx={{ display: "flex", pt: 1, alignItems: "flex-end" }}>
         <TextField
           value={value}
           onChange={event => setValue(event.target.value)}
+          onKeyDown={handleKeyDown}
           placeholder="Type a message"
           fullWidth
+          multiline
           sx={{ flexGrow: 1 }}
         />
         <Button
diff --git a/grai-frontend/src/components/chat/ChatMessage.tsx b/grai-frontend/src/components/chat/ChatMessage.tsx
index 1793c617a..82c84bc04 100644
--- a/grai-frontend/src/components/chat/ChatMessage.tsx
+++ b/grai-frontend/src/components/chat/ChatMessage.tsx
@@ -2,6 +2,11 @@ import React from "react"
 import { Avatar, Box, Grid, Typography } from "@mui/material"
 import theme from "theme"
 import { GraiIconSmall } from "components/icons"
+import Markdown from "react-markdown"
+import remarkGfm from "remark-gfm";
+import { Prism as SyntaxHighlighter } from 'react-syntax-highlighter'
+import { dark } from 'react-syntax-highlighter/dist/esm/styles/prism'
+
 
 export type GroupedChats = {
   sender: boolean
@@ -45,6 +50,7 @@ const ChatMessage: React.FC<ChatMessageProps> = ({ groupedChat }) => {
   const side = groupedChat.sender ? "right" : "left"
 
   const messages = groupedChat.messages
+  const remarkPlugins = [remarkGfm];
 
   const attachClass = (index: number) => {
     if (index === 0) {
@@ -103,7 +109,29 @@ const ChatMessage: React.FC<ChatMessageProps> = ({ groupedChat }) => {
                 ...classes[side],
               }}
             >
-              {msg}
+              <Markdown
+                children={msg}
+                remarkPlugins={remarkPlugins}
+                components={{
+                  code: ({ children, className, node, ref, ...rest }) => {
+
+                    const match = /language-(\w+)/.exec(className || "")
+                    return match ? (
+                      <SyntaxHighlighter
+                        {...rest}
+                        PreTag="div"
+                        children={String(children).replace(/\n$/, "")}
+                        language={match[1]}
+                        style={dark}
+                      />
+                    ) : (
+                      <code {...rest} className={className}>
+                        {children}
+                      </code>
+                    )
+                  },
+                }}
+              />
             </Typography>
           </Box>
         ))}
diff --git a/grai-frontend/src/components/chat/WebsocketChat.tsx b/grai-frontend/src/components/chat/WebsocketChat.tsx
index 36041a9a9..745d3a7cb 100644
--- a/grai-frontend/src/components/chat/WebsocketChat.tsx
+++ b/grai-frontend/src/components/chat/WebsocketChat.tsx
@@ -8,7 +8,7 @@ const WebsocketChat: React.FC = () => {
   const choices = messages.every(m => !m.sender)
     ? [
         "Is there a customer table in the prod namespace?",
-        "Which tables have an email field?",
+        "Which fields are on the customers table?",
         "Produce a list of tables that aren't used by any application",
       ]
     : []

From d8dd77bdaff9440a7b2f6363cadbdc46c30dbd7b Mon Sep 17 00:00:00 2001
From: Lint Action <github-actions[bot]@users.noreply.github.com>
Date: Sat, 11 Nov 2023 18:31:15 +0000
Subject: [PATCH 12/18] Fix code style issues with ESLint

---
 grai-frontend/src/components/chat/ChatMessage.tsx | 6 +++---
 1 file changed, 3 insertions(+), 3 deletions(-)

diff --git a/grai-frontend/src/components/chat/ChatMessage.tsx b/grai-frontend/src/components/chat/ChatMessage.tsx
index 82c84bc04..38ff47e44 100644
--- a/grai-frontend/src/components/chat/ChatMessage.tsx
+++ b/grai-frontend/src/components/chat/ChatMessage.tsx
@@ -1,11 +1,11 @@
 import React from "react"
 import { Avatar, Box, Grid, Typography } from "@mui/material"
-import theme from "theme"
-import { GraiIconSmall } from "components/icons"
 import Markdown from "react-markdown"
-import remarkGfm from "remark-gfm";
 import { Prism as SyntaxHighlighter } from 'react-syntax-highlighter'
 import { dark } from 'react-syntax-highlighter/dist/esm/styles/prism'
+import remarkGfm from "remark-gfm";
+import theme from "theme"
+import { GraiIconSmall } from "components/icons"
 
 
 export type GroupedChats = {

From a8aa650b390fe10900d8501e34baacce43b59fbe Mon Sep 17 00:00:00 2001
From: Edward Louth <edward@louths.com>
Date: Mon, 13 Nov 2023 09:28:39 +0000
Subject: [PATCH 13/18] Small fixes

---
 .../src/components/chat/ChatInput.tsx          |  7 +++----
 .../src/components/chat/ChatMessage.tsx        | 18 +++++++++---------
 2 files changed, 12 insertions(+), 13 deletions(-)

diff --git a/grai-frontend/src/components/chat/ChatInput.tsx b/grai-frontend/src/components/chat/ChatInput.tsx
index a8ff2f062..8cc992a90 100644
--- a/grai-frontend/src/components/chat/ChatInput.tsx
+++ b/grai-frontend/src/components/chat/ChatInput.tsx
@@ -16,19 +16,18 @@ const ChatInput: React.FC<ChatInputProps> = ({ onInput }) => {
   }
 
   const handleKeyDown = (event: React.KeyboardEvent<HTMLDivElement>) => {
-    if ( event.key === 'Enter' && event.shiftKey ) {
-      const new_value =
+    if (event.key === "Enter" && event.shiftKey) {
       setValue(value + "\n")
       event.preventDefault()
     } else if (event.key === "Enter") {
-      event.preventDefault();
+      event.preventDefault()
       handleSubmit()
     }
   }
 
   return (
     <Form onSubmit={handleSubmit}>
-      <Box sx={{ display: "flex", pt: 1, alignItems: "flex-end" }}>
+      <Box sx={{ display: "flex", pt: 1 }}>
         <TextField
           value={value}
           onChange={event => setValue(event.target.value)}
diff --git a/grai-frontend/src/components/chat/ChatMessage.tsx b/grai-frontend/src/components/chat/ChatMessage.tsx
index 38ff47e44..20ecd27ed 100644
--- a/grai-frontend/src/components/chat/ChatMessage.tsx
+++ b/grai-frontend/src/components/chat/ChatMessage.tsx
@@ -1,13 +1,12 @@
 import React from "react"
-import { Avatar, Box, Grid, Typography } from "@mui/material"
+import { Avatar, Box, Grid } from "@mui/material"
 import Markdown from "react-markdown"
-import { Prism as SyntaxHighlighter } from 'react-syntax-highlighter'
-import { dark } from 'react-syntax-highlighter/dist/esm/styles/prism'
-import remarkGfm from "remark-gfm";
+import { Prism as SyntaxHighlighter } from "react-syntax-highlighter"
+import { dark } from "react-syntax-highlighter/dist/esm/styles/prism"
+import remarkGfm from "remark-gfm"
 import theme from "theme"
 import { GraiIconSmall } from "components/icons"
 
-
 export type GroupedChats = {
   sender: boolean
   messages: string[]
@@ -50,7 +49,7 @@ const ChatMessage: React.FC<ChatMessageProps> = ({ groupedChat }) => {
   const side = groupedChat.sender ? "right" : "left"
 
   const messages = groupedChat.messages
-  const remarkPlugins = [remarkGfm];
+  const remarkPlugins = [remarkGfm]
 
   const attachClass = (index: number) => {
     if (index === 0) {
@@ -93,7 +92,7 @@ const ChatMessage: React.FC<ChatMessageProps> = ({ groupedChat }) => {
               textAlign: side === "right" ? "right" : "left",
             }}
           >
-            <Typography
+            <Box
               sx={{
                 px: 2,
                 py: 1,
@@ -113,9 +112,10 @@ const ChatMessage: React.FC<ChatMessageProps> = ({ groupedChat }) => {
                 children={msg}
                 remarkPlugins={remarkPlugins}
                 components={{
+                  p: ({ children }) => <>{children}</>,
                   code: ({ children, className, node, ref, ...rest }) => {
-
                     const match = /language-(\w+)/.exec(className || "")
+
                     return match ? (
                       <SyntaxHighlighter
                         {...rest}
@@ -132,7 +132,7 @@ const ChatMessage: React.FC<ChatMessageProps> = ({ groupedChat }) => {
                   },
                 }}
               />
-            </Typography>
+            </Box>
           </Box>
         ))}
       </Grid>

From 11f8931f1f74ee0f01270cd6299cf90a15064e1b Mon Sep 17 00:00:00 2001
From: Edward Louth <edward@louths.com>
Date: Mon, 13 Nov 2023 10:24:58 +0000
Subject: [PATCH 14/18] Test fixes

---
 grai-frontend/__test__/mocks/react-markdown.js  |  7 +++++++
 grai-frontend/package.json                      |  9 ++++++---
 .../src/components/chat/ChatHistory.test.tsx    |  2 ++
 .../src/components/chat/ChatMessage.test.tsx    | 17 +++++++++++++++++
 .../src/components/chat/ChatMessage.tsx         |  7 ++++---
 .../src/components/chat/ChatWindow.test.tsx     |  2 ++
 .../src/components/chat/WebsocketChat.test.tsx  |  2 ++
 grai-frontend/src/pages/Chat.test.tsx           |  2 ++
 8 files changed, 42 insertions(+), 6 deletions(-)
 create mode 100644 grai-frontend/__test__/mocks/react-markdown.js
 create mode 100644 grai-frontend/src/components/chat/ChatMessage.test.tsx

diff --git a/grai-frontend/__test__/mocks/react-markdown.js b/grai-frontend/__test__/mocks/react-markdown.js
new file mode 100644
index 000000000..7cd3622a5
--- /dev/null
+++ b/grai-frontend/__test__/mocks/react-markdown.js
@@ -0,0 +1,7 @@
+import React from "react"
+
+function ReactMarkdown({ children }) {
+  return <>{children}</>
+}
+
+export default ReactMarkdown
diff --git a/grai-frontend/package.json b/grai-frontend/package.json
index a1afd86ec..3a9597682 100644
--- a/grai-frontend/package.json
+++ b/grai-frontend/package.json
@@ -116,7 +116,10 @@
   },
   "jest": {
     "transformIgnorePatterns": [
-      "/node_modules/(?!chartjs-adapter-luxon|@nivo/calendar|d3-color|reactflow|react-json-view-lite)"
-    ]
+      "/node_modules/(?!chartjs-adapter-luxon|@nivo/calendar|d3-color|reactflow|react-json-view-lite|react-syntax-highlighter|remark-gfm)"
+    ],
+    "moduleNameMapper": {
+      "react-markdown": "<rootDir>/__test__/mocks/react-markdown.js"
+    }
   }
-}
+}
\ No newline at end of file
diff --git a/grai-frontend/src/components/chat/ChatHistory.test.tsx b/grai-frontend/src/components/chat/ChatHistory.test.tsx
index 197c495a2..3615a893b 100644
--- a/grai-frontend/src/components/chat/ChatHistory.test.tsx
+++ b/grai-frontend/src/components/chat/ChatHistory.test.tsx
@@ -1,6 +1,8 @@
 import { render, screen } from "testing"
 import ChatHistory from "./ChatHistory"
 
+jest.mock("remark-gfm", () => () => {})
+
 const onInput = jest.fn()
 
 test("renders", async () => {
diff --git a/grai-frontend/src/components/chat/ChatMessage.test.tsx b/grai-frontend/src/components/chat/ChatMessage.test.tsx
new file mode 100644
index 000000000..72bee494a
--- /dev/null
+++ b/grai-frontend/src/components/chat/ChatMessage.test.tsx
@@ -0,0 +1,17 @@
+import { render, screen } from "testing"
+import ChatMessage from "./ChatMessage"
+
+jest.mock("remark-gfm", () => () => {})
+
+//Current ReactMarkdown mock prevents further testing
+
+test("renders", async () => {
+  const groupedChat = {
+    sender: true,
+    messages: ["Message 1"],
+  }
+
+  render(<ChatMessage groupedChat={groupedChat} />)
+
+  expect(screen.getByText("Message 1")).toBeInTheDocument()
+})
diff --git a/grai-frontend/src/components/chat/ChatMessage.tsx b/grai-frontend/src/components/chat/ChatMessage.tsx
index 20ecd27ed..f53067ff5 100644
--- a/grai-frontend/src/components/chat/ChatMessage.tsx
+++ b/grai-frontend/src/components/chat/ChatMessage.tsx
@@ -2,7 +2,7 @@ import React from "react"
 import { Avatar, Box, Grid } from "@mui/material"
 import Markdown from "react-markdown"
 import { Prism as SyntaxHighlighter } from "react-syntax-highlighter"
-import { dark } from "react-syntax-highlighter/dist/esm/styles/prism"
+import { dark } from "react-syntax-highlighter/dist/cjs/styles/prism"
 import remarkGfm from "remark-gfm"
 import theme from "theme"
 import { GraiIconSmall } from "components/icons"
@@ -109,7 +109,6 @@ const ChatMessage: React.FC<ChatMessageProps> = ({ groupedChat }) => {
               }}
             >
               <Markdown
-                children={msg}
                 remarkPlugins={remarkPlugins}
                 components={{
                   p: ({ children }) => <>{children}</>,
@@ -131,7 +130,9 @@ const ChatMessage: React.FC<ChatMessageProps> = ({ groupedChat }) => {
                     )
                   },
                 }}
-              />
+              >
+                {msg}
+              </Markdown>
             </Box>
           </Box>
         ))}
diff --git a/grai-frontend/src/components/chat/ChatWindow.test.tsx b/grai-frontend/src/components/chat/ChatWindow.test.tsx
index 91bd82dc7..5cf1397e3 100644
--- a/grai-frontend/src/components/chat/ChatWindow.test.tsx
+++ b/grai-frontend/src/components/chat/ChatWindow.test.tsx
@@ -2,6 +2,8 @@ import userEvent from "@testing-library/user-event"
 import { act, render, screen, waitFor } from "testing"
 import ChatWindow from "./ChatWindow"
 
+jest.mock("remark-gfm", () => () => {})
+
 const handleInput = jest.fn()
 
 test("renders", async () => {
diff --git a/grai-frontend/src/components/chat/WebsocketChat.test.tsx b/grai-frontend/src/components/chat/WebsocketChat.test.tsx
index d3ef15086..c775e5d3e 100644
--- a/grai-frontend/src/components/chat/WebsocketChat.test.tsx
+++ b/grai-frontend/src/components/chat/WebsocketChat.test.tsx
@@ -26,6 +26,8 @@ afterEach(() => {
   WS.clean()
 })
 
+jest.mock("remark-gfm", () => () => {})
+
 test("renders", async () => {
   const chat = {
     id: "1",
diff --git a/grai-frontend/src/pages/Chat.test.tsx b/grai-frontend/src/pages/Chat.test.tsx
index ceb888a9a..44325a9c3 100644
--- a/grai-frontend/src/pages/Chat.test.tsx
+++ b/grai-frontend/src/pages/Chat.test.tsx
@@ -1,6 +1,8 @@
 import { render, screen, waitFor } from "testing"
 import Chat from "./Chat"
 
+jest.mock("remark-gfm", () => () => {})
+
 test("renders", async () => {
   render(<Chat />)
 

From 45e46d5959277c61498c7edcf493aed4b4374936 Mon Sep 17 00:00:00 2001
From: Edward Louth <edward@louths.com>
Date: Mon, 13 Nov 2023 11:00:11 +0000
Subject: [PATCH 15/18] Add tests

---
 .../src/components/chat/ChatInput.test.tsx    | 54 +++++++++++++++++++
 1 file changed, 54 insertions(+)
 create mode 100644 grai-frontend/src/components/chat/ChatInput.test.tsx

diff --git a/grai-frontend/src/components/chat/ChatInput.test.tsx b/grai-frontend/src/components/chat/ChatInput.test.tsx
new file mode 100644
index 000000000..72b644e26
--- /dev/null
+++ b/grai-frontend/src/components/chat/ChatInput.test.tsx
@@ -0,0 +1,54 @@
+import { act, render, screen } from "testing"
+import ChatInput from "./ChatInput"
+import userEvent from "@testing-library/user-event"
+
+const onInput = jest.fn()
+
+test("type", async () => {
+  const user = userEvent.setup()
+
+  render(<ChatInput onInput={onInput} />)
+
+  await act(() => user.type(screen.getByRole("textbox"), "Input Message"))
+
+  expect(screen.getByRole("textbox")).toHaveValue("Input Message")
+
+  await act(() => user.click(screen.getByRole("button")))
+
+  expect(onInput).toHaveBeenCalledWith("Input Message")
+
+  expect(screen.getByRole("textbox")).toHaveValue("")
+})
+
+test("type enter", async () => {
+  const user = userEvent.setup()
+
+  render(<ChatInput onInput={onInput} />)
+
+  await act(() => user.type(screen.getByRole("textbox"), "Input Message"))
+
+  expect(screen.getByRole("textbox")).toHaveValue("Input Message")
+  await act(() => user.type(screen.getByRole("textbox"), "{enter}"))
+
+  expect(onInput).toHaveBeenCalledWith("Input Message")
+
+  expect(screen.getByRole("textbox")).toHaveValue("")
+})
+
+test("type multiline", async () => {
+  const user = userEvent.setup()
+
+  render(<ChatInput onInput={onInput} />)
+
+  await act(() => user.type(screen.getByRole("textbox"), "Input Message"))
+  await act(() => user.type(screen.getByRole("textbox"), "{shift>}{enter}"))
+  await act(() => user.type(screen.getByRole("textbox"), "Row2"))
+
+  expect(screen.getByRole("textbox")).toHaveValue("Input Message\nRow2")
+
+  await act(() => user.click(screen.getByRole("button")))
+
+  expect(onInput).toHaveBeenCalledWith("Input Message\nRow2")
+
+  expect(screen.getByRole("textbox")).toHaveValue("")
+})

From d7437ba84c11e59239bd7b9bee5dce61c1baaaa6 Mon Sep 17 00:00:00 2001
From: Lint Action <github-actions[bot]@users.noreply.github.com>
Date: Mon, 13 Nov 2023 11:01:54 +0000
Subject: [PATCH 16/18] Fix code style issues with ESLint

---
 grai-frontend/src/components/chat/ChatInput.test.tsx | 2 +-
 1 file changed, 1 insertion(+), 1 deletion(-)

diff --git a/grai-frontend/src/components/chat/ChatInput.test.tsx b/grai-frontend/src/components/chat/ChatInput.test.tsx
index 72b644e26..b466ba936 100644
--- a/grai-frontend/src/components/chat/ChatInput.test.tsx
+++ b/grai-frontend/src/components/chat/ChatInput.test.tsx
@@ -1,6 +1,6 @@
+import userEvent from "@testing-library/user-event"
 import { act, render, screen } from "testing"
 import ChatInput from "./ChatInput"
-import userEvent from "@testing-library/user-event"
 
 const onInput = jest.fn()
 

From 5fb9dd223924e4ced09252ff549f079f5580d979 Mon Sep 17 00:00:00 2001
From: Edward Louth <edward@louths.com>
Date: Mon, 13 Nov 2023 12:19:39 +0000
Subject: [PATCH 17/18] Further test fixes

---
 .../src/components/chat/ChatMessage.tsx       | 32 +-------------
 .../src/components/utils/Markdown.tsx         | 44 +++++++++++++++++++
 2 files changed, 46 insertions(+), 30 deletions(-)
 create mode 100644 grai-frontend/src/components/utils/Markdown.tsx

diff --git a/grai-frontend/src/components/chat/ChatMessage.tsx b/grai-frontend/src/components/chat/ChatMessage.tsx
index f53067ff5..36aa9b622 100644
--- a/grai-frontend/src/components/chat/ChatMessage.tsx
+++ b/grai-frontend/src/components/chat/ChatMessage.tsx
@@ -1,11 +1,8 @@
 import React from "react"
 import { Avatar, Box, Grid } from "@mui/material"
-import Markdown from "react-markdown"
-import { Prism as SyntaxHighlighter } from "react-syntax-highlighter"
-import { dark } from "react-syntax-highlighter/dist/cjs/styles/prism"
-import remarkGfm from "remark-gfm"
 import theme from "theme"
 import { GraiIconSmall } from "components/icons"
+import Markdown from "components/utils/Markdown"
 
 export type GroupedChats = {
   sender: boolean
@@ -49,7 +46,6 @@ const ChatMessage: React.FC<ChatMessageProps> = ({ groupedChat }) => {
   const side = groupedChat.sender ? "right" : "left"
 
   const messages = groupedChat.messages
-  const remarkPlugins = [remarkGfm]
 
   const attachClass = (index: number) => {
     if (index === 0) {
@@ -108,31 +104,7 @@ const ChatMessage: React.FC<ChatMessageProps> = ({ groupedChat }) => {
                 ...classes[side],
               }}
             >
-              <Markdown
-                remarkPlugins={remarkPlugins}
-                components={{
-                  p: ({ children }) => <>{children}</>,
-                  code: ({ children, className, node, ref, ...rest }) => {
-                    const match = /language-(\w+)/.exec(className || "")
-
-                    return match ? (
-                      <SyntaxHighlighter
-                        {...rest}
-                        PreTag="div"
-                        children={String(children).replace(/\n$/, "")}
-                        language={match[1]}
-                        style={dark}
-                      />
-                    ) : (
-                      <code {...rest} className={className}>
-                        {children}
-                      </code>
-                    )
-                  },
-                }}
-              >
-                {msg}
-              </Markdown>
+              <Markdown message={msg} />
             </Box>
           </Box>
         ))}
diff --git a/grai-frontend/src/components/utils/Markdown.tsx b/grai-frontend/src/components/utils/Markdown.tsx
new file mode 100644
index 000000000..686d09885
--- /dev/null
+++ b/grai-frontend/src/components/utils/Markdown.tsx
@@ -0,0 +1,44 @@
+/* istanbul ignore file */
+import React from "react"
+import BaseMarkdown from "react-markdown"
+import { Prism as SyntaxHighlighter } from "react-syntax-highlighter"
+import { dark } from "react-syntax-highlighter/dist/cjs/styles/prism"
+import remarkGfm from "remark-gfm"
+
+type MarkdownProps = {
+  message: string | null | undefined
+}
+
+const Markdown: React.FC<MarkdownProps> = ({ message }) => {
+  const remarkPlugins = [remarkGfm]
+
+  return (
+    <BaseMarkdown
+      remarkPlugins={remarkPlugins}
+      components={{
+        p: ({ children }) => <>{children}</>,
+        code: ({ children, className, node, ref, ...rest }) => {
+          const match = /language-(\w+)/.exec(className || "")
+
+          return match ? (
+            <SyntaxHighlighter
+              {...rest}
+              PreTag="div"
+              children={String(children).replace(/\n$/, "")}
+              language={match[1]}
+              style={dark}
+            />
+          ) : (
+            <code {...rest} className={className}>
+              {children}
+            </code>
+          )
+        },
+      }}
+    >
+      {message}
+    </BaseMarkdown>
+  )
+}
+
+export default Markdown

From 1a78d1adb5aee6d70f0c946f90ce35094fba2a51 Mon Sep 17 00:00:00 2001
From: Edward Louth <edward@louths.com>
Date: Mon, 13 Nov 2023 12:32:44 +0000
Subject: [PATCH 18/18] Fix for chat alignment

---
 .../src/components/chat/ChatMessage.tsx       | 80 ++++++++++---------
 1 file changed, 42 insertions(+), 38 deletions(-)

diff --git a/grai-frontend/src/components/chat/ChatMessage.tsx b/grai-frontend/src/components/chat/ChatMessage.tsx
index 36aa9b622..527ab6c8a 100644
--- a/grai-frontend/src/components/chat/ChatMessage.tsx
+++ b/grai-frontend/src/components/chat/ChatMessage.tsx
@@ -1,5 +1,5 @@
 import React from "react"
-import { Avatar, Box, Grid } from "@mui/material"
+import { Avatar, Box } from "@mui/material"
 import theme from "theme"
 import { GraiIconSmall } from "components/icons"
 import Markdown from "components/utils/Markdown"
@@ -58,29 +58,33 @@ const ChatMessage: React.FC<ChatMessageProps> = ({ groupedChat }) => {
   }
 
   return (
-    <Grid container spacing={2} sx={{ mb: 2 }}>
-      {side === "left" && (
-        <Grid
-          item
-          sx={{
-            display: "flex",
-            justifyContent: "flex-end",
-            flexDirection: "column",
-          }}
-        >
-          <Avatar
-            sx={{
-              backgroundColor: "white",
-              borderColor: rightBgColor,
-              borderWidth: 2,
-              borderStyle: "solid",
-            }}
-          >
-            <GraiIconSmall />
-          </Avatar>
-        </Grid>
-      )}
-      <Grid item xs={11}>
+    <Box sx={{ display: "flex", mb: 2 }}>
+      <Box
+        sx={{
+          display: "flex",
+          justifyContent: "flex-end",
+          flexDirection: "column",
+          width: "48px",
+          mr: 1,
+        }}
+      >
+        <Box>
+          {side === "left" && (
+            <Avatar
+              sx={{
+                backgroundColor: "white",
+                borderColor: rightBgColor,
+                borderWidth: 2,
+                borderStyle: "solid",
+              }}
+            >
+              <GraiIconSmall />
+            </Avatar>
+          )}
+        </Box>
+      </Box>
+
+      <Box sx={{ width: "100%" }}>
         {messages.map((msg, i) => (
           <Box
             key={i}
@@ -108,20 +112,20 @@ const ChatMessage: React.FC<ChatMessageProps> = ({ groupedChat }) => {
             </Box>
           </Box>
         ))}
-      </Grid>
-      {side === "right" && (
-        <Grid
-          item
-          sx={{
-            display: "flex",
-            justifyContent: "flex-end",
-            flexDirection: "column",
-          }}
-        >
-          <Avatar />
-        </Grid>
-      )}
-    </Grid>
+      </Box>
+
+      <Box
+        sx={{
+          display: "flex",
+          justifyContent: "flex-end",
+          flexDirection: "column",
+          width: "48px",
+          ml: 1,
+        }}
+      >
+        {side === "right" && <Avatar />}
+      </Box>
+    </Box>
   )
 }