pn-new-crm/src/lib/services/document-reminders.ts

import { and, eq, inArray } from 'drizzle-orm';

import { db } from '@/lib/db';
import { documents, documentSigners, documentEvents } from '@/lib/db/schema/documents';
import { interests } from '@/lib/db/schema/interests';
import { ports } from '@/lib/db/schema/ports';
import { sendReminder as documensoRemind } from '@/lib/services/documenso-client';
import { logger } from '@/lib/logger';

// BR-023: Reminders only during 9-16 in port timezone, with 24h cooldown

function getCurrentHourInTimezone(timezone: string): number {
  const now = new Date();
  const formatter = new Intl.DateTimeFormat('en-US', {
    timeZone: timezone,
    hour: 'numeric',
    hour12: false,
  });
  return parseInt(formatter.format(now), 10);
}

export async function sendReminderIfAllowed(
  documentId: string,
  portId: string,
): Promise<boolean> {
  const doc = await db.query.documents.findFirst({
    where: and(eq(documents.id, documentId), eq(documents.portId, portId)),
  });

  if (!doc || !doc.interestId || !doc.documensoId) return false;
  if (!['sent', 'partially_signed'].includes(doc.status)) return false;

  // Check interest.reminderEnabled
  const interest = await db.query.interests.findFirst({
    where: eq(interests.id, doc.interestId),
  });

  if (!interest?.reminderEnabled) return false;

  // Check port timezone
  const port = await db.query.ports.findFirst({
    where: eq(ports.id, portId),
  });

  const timezone = port?.timezone ?? 'UTC';
  const currentHour = getCurrentHourInTimezone(timezone);

  if (currentHour < 9 || currentHour >= 16) return false;

  // Check 24h cooldown — last reminder_sent event for this document
  const twentyFourHoursAgo = new Date(Date.now() - 24 * 60 * 60 * 1000);

  const lastReminder = await db.query.documentEvents.findFirst({
    where: and(
      eq(documentEvents.documentId, documentId),
      eq(documentEvents.eventType, 'reminder_sent'),
    ),
    orderBy: (de, { desc }) => [desc(de.createdAt)],
  });

  if (lastReminder && lastReminder.createdAt > twentyFourHoursAgo) {
    return false;
  }

  // Find current pending signer (lowest signingOrder with status='pending')
  const pendingSigner = await db.query.documentSigners.findFirst({
    where: and(
      eq(documentSigners.documentId, documentId),
      eq(documentSigners.status, 'pending'),
    ),
    orderBy: (ds, { asc }) => [asc(ds.signingOrder)],
  });

  if (!pendingSigner) return false;

  // Send reminder via Documenso
  try {
    await documensoRemind(doc.documensoId, pendingSigner.id);
  } catch (err) {
    logger.error({ err, documentId, signerId: pendingSigner.id }, 'Failed to send Documenso reminder');
    return false;
  }

  // Record event
  await db.insert(documentEvents).values({
    documentId,
    eventType: 'reminder_sent',
    signerId: pendingSigner.id,
    eventData: { signerEmail: pendingSigner.signerEmail, signerRole: pendingSigner.signerRole },
  });

  return true;
}

export async function processReminderQueue(portId: string): Promise<void> {
  // Find all documents with status 'sent' or 'partially_signed' linked to interests with reminderEnabled=true
  const activeInterests = await db.query.interests.findMany({
    where: and(
      eq(interests.portId, portId),
      eq(interests.reminderEnabled, true),
    ),
  });

  if (activeInterests.length === 0) return;

  const interestIds = activeInterests.map((i) => i.id);

  const activeDocs = await db.query.documents.findMany({
    where: and(
      eq(documents.portId, portId),
      inArray(documents.status, ['sent', 'partially_signed']),
      inArray(documents.interestId, interestIds),
    ),
  });

  for (const doc of activeDocs) {
    try {
      await sendReminderIfAllowed(doc.id, portId);
    } catch (err) {
      logger.error({ err, documentId: doc.id, portId }, 'Reminder processing failed for document');
    }
  }
}