diff --git a/app/javascript/dashboard/components/widgets/conversation/ReplyBox.vue b/app/javascript/dashboard/components/widgets/conversation/ReplyBox.vue
index 865c4181aeeb1..e32b45fd39d5c 100644
--- a/app/javascript/dashboard/components/widgets/conversation/ReplyBox.vue
+++ b/app/javascript/dashboard/components/widgets/conversation/ReplyBox.vue
@@ -322,12 +322,7 @@ export default {
       return !this.isOnPrivateNote && this.isAnEmailChannel;
     },
     enableMultipleFileUpload() {
-      return (
-        this.isAnEmailChannel ||
-        this.isAWebWidgetInbox ||
-        this.isAPIInbox ||
-        this.isAWhatsAppChannel
-      );
+      return this.isAnEmailChannel || this.isAWebWidgetInbox || this.isAPIInbox;
     },
     isSignatureEnabledForInbox() {
       return !this.isPrivate && this.sendWithSignature;
@@ -900,6 +895,10 @@ export default {
       });
     },
     attachFile({ blob, file }) {
+      if (!this.enableMultipleFileUpload && this.attachedFiles.length > 0) {
+        useAlert(this.$t('CONVERSATION.REPLYBOX.TIP_ATTACH_SINGLE'));
+        return;
+      }
       const reader = new FileReader();
       reader.readAsDataURL(file.file);
       reader.onloadend = () => {
diff --git a/app/javascript/dashboard/i18n/locale/en/conversation.json b/app/javascript/dashboard/i18n/locale/en/conversation.json
index 34fa349814112..f2d9b49b5a5eb 100644
--- a/app/javascript/dashboard/i18n/locale/en/conversation.json
+++ b/app/javascript/dashboard/i18n/locale/en/conversation.json
@@ -156,6 +156,7 @@
       "TIP_FORMAT_ICON": "Show rich text editor",
       "TIP_EMOJI_ICON": "Show emoji selector",
       "TIP_ATTACH_ICON": "Attach files",
+      "TIP_ATTACH_SINGLE": "You cannot attach more files to this message",
       "TIP_AUDIORECORDER_ICON": "Record audio",
       "TIP_AUDIORECORDER_PERMISSION": "Allow access to audio",
       "TIP_AUDIORECORDER_ERROR": "Could not open the audio",
diff --git a/app/javascript/dashboard/i18n/locale/pt/conversation.json b/app/javascript/dashboard/i18n/locale/pt/conversation.json
index 73da76bb4d31e..86f616d7b70db 100644
--- a/app/javascript/dashboard/i18n/locale/pt/conversation.json
+++ b/app/javascript/dashboard/i18n/locale/pt/conversation.json
@@ -156,6 +156,7 @@
       "TIP_FORMAT_ICON": "Mostrar editor de texto completo",
       "TIP_EMOJI_ICON": "Mostrar selecionador de emojis",
       "TIP_ATTACH_ICON": "Anexar ficheiros",
+      "TIP_ATTACH_SINGLE": "Você não pode adicionar mais de um arquivo para essa mensagem",
       "TIP_AUDIORECORDER_ICON": "Gravar áudio",
       "TIP_AUDIORECORDER_PERMISSION": "Permitir acesso ao áudio",
       "TIP_AUDIORECORDER_ERROR": "Não foi possível abrir o áudio",
diff --git a/app/javascript/dashboard/i18n/locale/pt_BR/conversation.json b/app/javascript/dashboard/i18n/locale/pt_BR/conversation.json
index ff4350519eb5b..4cb7b824ef978 100644
--- a/app/javascript/dashboard/i18n/locale/pt_BR/conversation.json
+++ b/app/javascript/dashboard/i18n/locale/pt_BR/conversation.json
@@ -156,6 +156,7 @@
       "TIP_FORMAT_ICON": "Mostrar editor de texto completo",
       "TIP_EMOJI_ICON": "Mostrar seletor de emoji",
       "TIP_ATTACH_ICON": "Anexar arquivos",
+      "TIP_ATTACH_SINGLE": "Você não pode adicionar mais de um arquivo para essa mensagem",
       "TIP_AUDIORECORDER_ICON": "Gravar áudio",
       "TIP_AUDIORECORDER_PERMISSION": "Permitir acesso ao áudio",
       "TIP_AUDIORECORDER_ERROR": "Não foi possível abrir o áudio",
diff --git a/app/javascript/dashboard/routes/dashboard/conversation/contact/ConversationForm.vue b/app/javascript/dashboard/routes/dashboard/conversation/contact/ConversationForm.vue
index 75babaca03e0e..9598ce97d498d 100644
--- a/app/javascript/dashboard/routes/dashboard/conversation/contact/ConversationForm.vue
+++ b/app/javascript/dashboard/routes/dashboard/conversation/contact/ConversationForm.vue
@@ -167,12 +167,21 @@ export default {
         this.selectedInbox.inbox.channel_type === INBOX_TYPES.WEB
       );
     },
+    isAPIInbox() {
+      return (
+        this.selectedInbox &&
+        this.selectedInbox.inbox.channel_type === INBOX_TYPES.API
+      );
+    },
     isEmailOrWebWidgetInbox() {
       return this.isAnEmailInbox || this.isAnWebWidgetInbox;
     },
     hasWhatsappTemplates() {
       return !!this.selectedInbox.inbox?.message_templates;
     },
+    enableMultipleFileUpload() {
+      return this.isAnEmailInbox || this.isAnWebWidgetInbox || this.isAPIInbox;
+    },
     hasAttachments() {
       return this.attachedFiles.length;
     },
@@ -223,6 +232,10 @@ export default {
       });
     },
     attachFile({ blob, file }) {
+      if (!this.enableMultipleFileUpload && this.attachedFiles.length > 0) {
+        useAlert(this.$t('CONVERSATION.REPLYBOX.TIP_ATTACH_SINGLE'));
+        return;
+      }
       const reader = new FileReader();
       reader.readAsDataURL(file.file);
       reader.onloadend = () => {
@@ -495,7 +508,7 @@ export default {
               input-id="newConversationAttachment"
               :size="4096 * 4096"
               :accept="allowedFileTypes"
-              multiple
+              multiple="enableMultipleFileUpload"
               :drop="true"
               :drop-directory="false"
               :data="{
diff --git a/vendor/db/sentiment-analysis.onnx b/vendor/db/sentiment-analysis.onnx
deleted file mode 100644
index 1cb2623543d0c..0000000000000
Binary files a/vendor/db/sentiment-analysis.onnx and /dev/null differ