""" Gmail API service for injecting emails directly into Gmail. Uses the Gmail API's users.messages.insert() method to inject emails into a user's Gmail account, preserving original headers and metadata. This is preferred over SMTP forwarding as it doesn't modify the email. """ import asyncio import base64 import logging import textwrap import time from datetime import datetime, timezone from email.mime.text import MIMEText from email.utils import format_datetime from typing import Optional, Dict, Any from google.oauth2.credentials import Credentials from googleapiclient.discovery import build from googleapiclient.errors import HttpError from app.core.metrics import ( GMAIL_API_REQUESTS_TOTAL, GMAIL_API_DURATION_SECONDS, GMAIL_TOKEN_REFRESHES_TOTAL, ) from app.utils.gmail_labels import render_import_labels logger = logging.getLogger(__name__) # Gmail API scopes needed for email injection GMAIL_SCOPES = [ "https://www.googleapis.com/auth/gmail.insert", "https://www.googleapis.com/auth/gmail.labels", "https://www.googleapis.com/auth/gmail.readonly", ] class GmailInjectionError(Exception): """Raised when Gmail API injection fails""" pass class GmailService: """ Service for injecting emails into Gmail via the Gmail API. Uses users.messages.insert() which places emails directly into the user's mailbox without sending them through SMTP. """ def __init__( self, access_token: str, refresh_token: Optional[str] = None, token_uri: str = "https://oauth2.googleapis.com/token", client_id: Optional[str] = None, client_secret: Optional[str] = None, ): """ Initialize Gmail service with OAuth2 credentials. Args: access_token: Valid OAuth2 access token refresh_token: OAuth2 refresh token for automatic renewal token_uri: OAuth2 token endpoint client_id: Google OAuth2 client ID client_secret: Google OAuth2 client secret """ self._initial_access_token = access_token self.credentials = Credentials( token=access_token, refresh_token=refresh_token, token_uri=token_uri, client_id=client_id, client_secret=client_secret, scopes=GMAIL_SCOPES, ) self._service = None @property def service(self): """Lazy-initialize the Gmail API service.""" if self._service is None: self._service = build( "gmail", "v1", credentials=self.credentials, cache_discovery=False ) return self._service async def inject_email( self, raw_email: bytes, label_ids: Optional[list] = None, source_account_name: Optional[str] = None, ) -> Dict[str, Any]: """ Inject a raw email into the user's Gmail account. Uses users.messages.insert() to place the email directly into the mailbox. The email appears as if it was received normally, preserving all original headers. Args: raw_email: Raw email bytes (RFC 2822 format) label_ids: Gmail label IDs to apply (defaults to ["INBOX"]) source_account_name: Optional name for logging Returns: Dict with message id and thread id Raises: GmailInjectionError: If injection fails """ if label_ids is None: label_ids = ["INBOX"] # Base64url encode the raw email encoded_message = base64.urlsafe_b64encode(raw_email).decode("utf-8") message_body = { "raw": encoded_message, "labelIds": label_ids, } loop = asyncio.get_event_loop() _start = time.perf_counter() try: result = await loop.run_in_executor( None, lambda: self.service.users() .messages() .insert(userId="me", body=message_body) .execute(), ) _dur = time.perf_counter() - _start GMAIL_API_REQUESTS_TOTAL.labels(operation="inject", status="success").inc() GMAIL_API_DURATION_SECONDS.labels(operation="inject").observe(_dur) logger.info( f"Injected email into Gmail: id={result.get('id')}" f"{f' from {source_account_name}' if source_account_name else ''}" ) return { "message_id": result.get("id"), "thread_id": result.get("threadId"), "label_ids": result.get("labelIds", []), } except HttpError as e: _dur = time.perf_counter() - _start GMAIL_API_REQUESTS_TOTAL.labels(operation="inject", status="error").inc() GMAIL_API_DURATION_SECONDS.labels(operation="inject").observe(_dur) error_msg = ( f"Gmail API error: {e.reason if hasattr(e, 'reason') else str(e)}" ) logger.error(error_msg) # Surface 401 so callers can mark credentials as invalid raise GmailInjectionError(error_msg) except Exception as e: _dur = time.perf_counter() - _start GMAIL_API_REQUESTS_TOTAL.labels(operation="inject", status="error").inc() GMAIL_API_DURATION_SECONDS.labels(operation="inject").observe(_dur) error_msg = f"Failed to inject email into Gmail: {str(e)}" logger.error(error_msg) raise GmailInjectionError(error_msg) async def verify_access(self) -> bool: """ Verify that the Gmail API credentials are valid. Returns: True if credentials are valid and can access Gmail """ loop = asyncio.get_event_loop() _start = time.perf_counter() try: result = await loop.run_in_executor( None, lambda: self.service.users().getProfile(userId="me").execute(), ) _dur = time.perf_counter() - _start GMAIL_API_REQUESTS_TOTAL.labels(operation="verify", status="success").inc() GMAIL_API_DURATION_SECONDS.labels(operation="verify").observe(_dur) email = result.get("emailAddress", "unknown") logger.info(f"Gmail API access verified for: {email}") return True except Exception as e: _dur = time.perf_counter() - _start GMAIL_API_REQUESTS_TOTAL.labels(operation="verify", status="error").inc() GMAIL_API_DURATION_SECONDS.labels(operation="verify").observe(_dur) logger.error(f"Gmail API access verification failed: {e}") return False async def get_email_address(self) -> Optional[str]: """ Get the email address associated with the Gmail credentials. Returns: Email address string or None if unavailable """ loop = asyncio.get_event_loop() _start = time.perf_counter() try: result = await loop.run_in_executor( None, lambda: self.service.users().getProfile(userId="me").execute(), ) _dur = time.perf_counter() - _start GMAIL_API_REQUESTS_TOTAL.labels( operation="get_profile", status="success" ).inc() GMAIL_API_DURATION_SECONDS.labels(operation="get_profile").observe(_dur) return result.get("emailAddress") except Exception as e: _dur = time.perf_counter() - _start GMAIL_API_REQUESTS_TOTAL.labels( operation="get_profile", status="error" ).inc() GMAIL_API_DURATION_SECONDS.labels(operation="get_profile").observe(_dur) logger.error(f"Failed to get Gmail email address: {e}") return None async def get_or_create_label(self, name: str) -> str: """ Return the Gmail label ID for a label with the given name. Lists the user's existing labels and returns the ID of the first match (case-insensitive). If no matching label is found, a new label is created and its ID is returned. Args: name: Human-readable label name (e.g. "test", "imported"). Returns: Gmail label ID string (e.g. "Label_1234567890"). Raises: GmailInjectionError: If the Gmail API call fails. """ loop = asyncio.get_event_loop() _start = time.perf_counter() try: labels_resp = await loop.run_in_executor( None, lambda: self.service.users().labels().list(userId="me").execute(), ) for label in labels_resp.get("labels", []): if label.get("name", "").lower() == name.lower(): _dur = time.perf_counter() - _start GMAIL_API_REQUESTS_TOTAL.labels( operation="get_label", status="success" ).inc() GMAIL_API_DURATION_SECONDS.labels(operation="get_label").observe( _dur ) return label["id"] # Label not found – create it created = await loop.run_in_executor( None, lambda: self.service.users() .labels() .create(userId="me", body={"name": name}) .execute(), ) _dur = time.perf_counter() - _start GMAIL_API_REQUESTS_TOTAL.labels( operation="get_label", status="success" ).inc() GMAIL_API_DURATION_SECONDS.labels(operation="get_label").observe(_dur) logger.info(f"Created Gmail label '{name}' with id={created['id']}") return created["id"] except HttpError as e: _dur = time.perf_counter() - _start GMAIL_API_REQUESTS_TOTAL.labels(operation="get_label", status="error").inc() GMAIL_API_DURATION_SECONDS.labels(operation="get_label").observe(_dur) error_msg = f"Gmail API error while managing label '{name}': {e.reason if hasattr(e, 'reason') else str(e)}" logger.error(error_msg) raise GmailInjectionError(error_msg) except Exception as e: _dur = time.perf_counter() - _start GMAIL_API_REQUESTS_TOTAL.labels(operation="get_label", status="error").inc() GMAIL_API_DURATION_SECONDS.labels(operation="get_label").observe(_dur) error_msg = f"Failed to get/create Gmail label '{name}': {str(e)}" logger.error(error_msg) raise GmailInjectionError(error_msg) async def inject_debug_email( self, recipient_email: str, import_label_templates: Optional[list[str]] = None, ) -> Dict[str, Any]: """ Inject a debug/test email into the user's Gmail inbox. The message is made to appear as if it was sent by christian@docuelevate.org on the current date. It is placed in the inbox and tagged with the custom labels "test" and "imported" so it is easy to identify and clean up. Args: recipient_email: The Gmail address to deliver the message to (the authenticated user's address). Returns: Dict with message_id, thread_id, and label_ids. Raises: GmailInjectionError: If injection or label management fails. """ now = datetime.now(timezone.utc) date_str = now.strftime("%d %B %Y") # e.g. "25 March 2026" subject = f"Test Import – {date_str}" body = textwrap.dedent(f"""\ Hi there, This is an automated test message injected via the Gmail API to confirm that the import pipeline is working correctly. Date: {date_str} Source: DocuElevate Integration Test If you can see this message in your inbox it means that Gmail API delivery is functioning as expected. Feel free to delete it. Best regards, Christian Krakau-Louis DocuElevate """) msg = MIMEText(body, "plain", "utf-8") msg["From"] = "Christian Krakau-Louis " msg["To"] = recipient_email msg["Subject"] = subject msg["Date"] = format_datetime(now) msg["Message-ID"] = f"" raw_bytes = msg.as_bytes() label_ids = await self.build_import_label_ids(import_label_templates) test_label_id = await self.get_or_create_label("test") if test_label_id not in label_ids: label_ids.append(test_label_id) return await self.inject_email( raw_email=raw_bytes, label_ids=label_ids, source_account_name="debug", ) async def build_import_label_ids( self, import_label_templates: Optional[list[str]] = None, source_email: Optional[str] = None, ) -> list[str]: """Resolve configured import labels into Gmail label IDs.""" label_ids = ["INBOX"] for label_name in render_import_labels(import_label_templates, source_email): if label_name.upper() == "INBOX": continue label_id = await self.get_or_create_label(label_name) if label_id not in label_ids: label_ids.append(label_id) return label_ids def get_refreshed_token(self) -> Optional[Dict[str, Any]]: """ Return the current access token and expiry if the token was refreshed since this service instance was created. The google-auth library auto-refreshes the access token when an API call is made with an expired token. Call this after inject_email() to check whether a refresh happened and persist the new token. Returns: Dict with ``access_token`` and ``expiry`` (datetime | None), or None if the token has not changed from the one passed to __init__. """ current_token = self.credentials.token if current_token and current_token != self._initial_access_token: GMAIL_TOKEN_REFRESHES_TOTAL.inc() return { "access_token": current_token, "expiry": self.credentials.expiry, } return None