Fix issues #8, #9, #10, #11: scheduling conflicts, med reminders, adaptive timing, nagging

- #11: Add validation to prevent simultaneous scheduling of routines and medications
  - Added _check_schedule_conflicts() in routines.py
  - Added _check_med_schedule_conflicts() in medications.py
  - Returns HTTP 409 with descriptive error on conflict

- #10: Fix medication reminders not being sent
  - Added call to check_adaptive_medication_reminders() in daemon poll loop

- #9: Fix can't enable adaptive timing
  - Added proper error handling and logging in update_adaptive_settings()
  - Returns meaningful error message on database failures

- #8: Fix nagging not working
  - Added debug logging for missing settings
  - Auto-create medication schedules if they don't exist
  - Improved error logging (warning -> error)

api/routes/adaptive_meds.py

@@ -2,12 +2,15 @@
 api/routes/adaptive_meds.py - API endpoints for adaptive medication settings
 """
 
+import logging
 import flask
 import jwt
 import os
 import core.postgres as postgres
 import core.adaptive_meds as adaptive_meds
 
+logger = logging.getLogger(__name__)
+
 JWT_SECRET = os.getenv("JWT_SECRET")
 
 
@@ -99,6 +102,7 @@ def register(app):
             "quiet_hours_end": data.get("quiet_hours_end"),
         }
 
+        try:
             # Check if settings exist
             existing = adaptive_meds.get_adaptive_settings(user_uuid)
 
@@ -111,6 +115,12 @@ def register(app):
                 postgres.insert("adaptive_med_settings", update_data)
 
             return flask.jsonify({"success": True}), 200
+        except Exception as e:
+            logger.error(f"Failed to save adaptive settings: {e}")
+            return flask.jsonify({
+                "error": "Failed to save settings",
+                "details": str(e)
+            }), 500
 
     @app.route("/api/adaptive-meds/presence", methods=["GET"])
     def get_presence_status():

api/routes/medications.py

@@ -2,6 +2,7 @@
 Medications API - medication scheduling, logging, and adherence tracking
 """
 
+import json
 import os
 import uuid
 from datetime import datetime, date, timedelta, timezone
@@ -144,6 +145,35 @@ def register(app):
         meds = postgres.select("medications", where={"user_uuid": user_uuid}, order_by="name")
         return flask.jsonify(meds), 200
 
+    def _check_med_schedule_conflicts(user_uuid, new_times, new_days=None, exclude_med_id=None):
+        """Check if the proposed medication schedule conflicts with existing routines or medications.
+        Returns (has_conflict, conflict_message) tuple.
+        """
+        if not new_times:
+            return False, None
+
+        # Check conflicts with routines
+        user_routines = postgres.select("routines", {"user_uuid": user_uuid})
+        for r in user_routines:
+            sched = postgres.select_one("routine_schedules", {"routine_id": r["id"]})
+            if sched and sched.get("time") in new_times:
+                routine_days = json.loads(sched.get("days", "[]"))
+                if not new_days or any(d in routine_days for d in new_days):
+                    return True, f"Time conflicts with routine: {r.get('name', 'Unnamed routine')}"
+
+        # Check conflicts with other medications
+        user_meds = postgres.select("medications", {"user_uuid": user_uuid, "active": True})
+        for med in user_meds:
+            if med["id"] == exclude_med_id:
+                continue
+            med_times = med.get("times", [])
+            if isinstance(med_times, str):
+                med_times = json.loads(med_times)
+            if any(t in med_times for t in new_times):
+                return True, f"Time conflicts with medication: {med.get('name', 'Unnamed medication')}"
+
+        return False, None
+
     @app.route("/api/medications", methods=["POST"])
     def api_addMedication():
         """Add a medication. Body: {name, dosage, unit, frequency, times?, days_of_week?, interval_days?, start_date?, notes?}"""
@@ -158,6 +188,15 @@ def register(app):
         if missing:
             return flask.jsonify({"error": f"missing required fields: {', '.join(missing)}"}), 400
 
+        # Check for schedule conflicts
+        new_times = data.get("times", [])
+        new_days = data.get("days_of_week", [])
+        has_conflict, conflict_msg = _check_med_schedule_conflicts(
+            user_uuid, new_times, new_days
+        )
+        if has_conflict:
+            return flask.jsonify({"error": conflict_msg}), 409
+
         row = {
             "id": str(uuid.uuid4()),
             "user_uuid": user_uuid,
@@ -217,6 +256,17 @@ def register(app):
             "name", "dosage", "unit", "frequency", "times", "notes", "active",
             "days_of_week", "interval_days", "start_date", "next_dose_date",
         ]
+
+        # Check for schedule conflicts if times are being updated
+        if "times" in data:
+            new_times = data.get("times", [])
+            new_days = data.get("days_of_week") or existing.get("days_of_week", [])
+            has_conflict, conflict_msg = _check_med_schedule_conflicts(
+                user_uuid, new_times, new_days, exclude_med_id=med_id
+            )
+            if has_conflict:
+                return flask.jsonify({"error": conflict_msg}), 409
+
         updates = {k: v for k, v in data.items() if k in allowed}
         if not updates:
             return flask.jsonify({"error": "no valid fields to update"}), 400

api/routes/routines.py

@@ -649,6 +649,40 @@ def register(app):
             )
         return flask.jsonify(result), 200
 
+    def _check_schedule_conflicts(user_uuid, new_days, new_time, exclude_routine_id=None):
+        """Check if the proposed schedule conflicts with existing routines or medications.
+        Returns (has_conflict, conflict_message) tuple.
+        """
+        if not new_days or not new_time:
+            return False, None
+
+        # Check conflicts with other routines
+        user_routines = postgres.select("routines", {"user_uuid": user_uuid})
+        for r in user_routines:
+            if r["id"] == exclude_routine_id:
+                continue
+            other_sched = postgres.select_one("routine_schedules", {"routine_id": r["id"]})
+            if other_sched and other_sched.get("time") == new_time:
+                other_days = json.loads(other_sched.get("days", "[]"))
+                if any(d in other_days for d in new_days):
+                    return True, f"Time conflicts with routine: {r.get('name', 'Unnamed routine')}"
+
+        # Check conflicts with medications
+        user_meds = postgres.select("medications", {"user_uuid": user_uuid, "active": True})
+        for med in user_meds:
+            med_times = med.get("times", [])
+            if isinstance(med_times, str):
+                med_times = json.loads(med_times)
+            if new_time in med_times:
+                # Check if medication runs on any of the same days
+                med_days = med.get("days_of_week", [])
+                if isinstance(med_days, str):
+                    med_days = json.loads(med_days)
+                if not med_days or any(d in med_days for d in new_days):
+                    return True, f"Time conflicts with medication: {med.get('name', 'Unnamed medication')}"
+
+        return False, None
+
     @app.route("/api/routines/<routine_id>/schedule", methods=["PUT"])
     def api_setRoutineSchedule(routine_id):
         """Set when this routine should run. Body: {days: ["mon","tue",...], time: "08:00", remind: true}"""
@@ -663,6 +697,16 @@ def register(app):
         data = flask.request.get_json()
         if not data:
             return flask.jsonify({"error": "missing body"}), 400
+
+        # Check for schedule conflicts
+        new_days = data.get("days", [])
+        new_time = data.get("time")
+        has_conflict, conflict_msg = _check_schedule_conflicts(
+            user_uuid, new_days, new_time, exclude_routine_id=routine_id
+        )
+        if has_conflict:
+            return flask.jsonify({"error": conflict_msg}), 409
+
         existing = postgres.select_one("routine_schedules", {"routine_id": routine_id})
         schedule_data = {
             "routine_id": routine_id,

scheduler/daemon.py

@@ -305,13 +305,18 @@ def check_nagging():
 
             # Get user's settings
             settings = adaptive_meds.get_adaptive_settings(user_uuid)
-            if not settings or not settings.get("nagging_enabled"):
+            if not settings:
+                logger.debug(f"No adaptive settings for user {user_uuid}")
+                continue
+            if not settings.get("nagging_enabled"):
+                logger.debug(f"Nagging disabled for user {user_uuid}")
                 continue
 
             now = datetime.utcnow()
             today = now.date()
 
             # Get today's schedules
+            try:
                 schedules = postgres.select(
                     "medication_schedules",
                     where={
@@ -321,6 +326,35 @@ def check_nagging():
                         "status": "pending",
                     },
                 )
+            except Exception as e:
+                logger.warning(f"Could not query medication_schedules for {med_id}: {e}")
+                # Table may not exist yet
+                continue
+
+            # If no schedules exist, try to create them
+            if not schedules:
+                logger.info(f"No schedules found for medication {med_id}, attempting to create")
+                times = med.get("times", [])
+                if times:
+                    try:
+                        adaptive_meds.create_daily_schedule(user_uuid, med_id, times)
+                        # Re-query for schedules
+                        schedules = postgres.select(
+                            "medication_schedules",
+                            where={
+                                "user_uuid": user_uuid,
+                                "medication_id": med_id,
+                                "adjustment_date": today,
+                                "status": "pending",
+                            },
+                        )
+                    except Exception as e:
+                        logger.warning(f"Could not create schedules for {med_id}: {e}")
+                        continue
+
+            if not schedules:
+                logger.debug(f"No pending schedules for medication {med_id}")
+                continue
 
             for sched in schedules:
                 # Check if we should nag
@@ -406,16 +440,19 @@ def poll_callback():
                 f"Could not create adaptive schedules (tables may not exist): {e}"
             )
 
-    # Check reminders - ALWAYS use original check for now
+    # Check reminders - use both original and adaptive checks
-    # (adaptive check requires database migration)
+    logger.info("Checking medication reminders")
-    logger.info("Checking medication reminders (using original method)")
     check_medication_reminders()
+    try:
+        check_adaptive_medication_reminders()
+    except Exception as e:
+        logger.warning(f"Adaptive medication reminder check failed: {e}")
 
-    # Check for nags
+    # Check for nags - log as error to help with debugging
     try:
         check_nagging()
     except Exception as e:
-        logger.warning(f"Nagging check failed: {e}")
+        logger.error(f"Nagging check failed: {e}")
 
     # Original checks
     check_routine_reminders()