Python3 Plex Media Server last.fm scrobbling script, requires BeautifulSoup4 and PyLast for Python3.

scrobble.py

#!/usr/bin/env python3
import re, select, time, urllib.request
import bs4, pylast

FILE_LOG = "/var/lib/plexmediaserver/Library/Application Support/Plex Media Server/Logs/Plex Media Server.log"
REGEX_STARTED = re.compile("reporting timeline state playing, progress of (\d+)/\d+ms", re.I)
REGEX_RATINGKEY = re.compile("metadataId=(\d+)", re.I)
URL_PLEX = "http://localhost:32400/status/sessions"

API_KEY = "627f33b81993f32254cd60d5736fcebd"
API_SECRET = "00dcb2b827a6ad78af316766f9ebd9f5"

MY_PASSWORD = "password_here"
MY_USERNAME = "username_here"

def get_file():
        log_file = open(FILE_LOG)
        log_file.seek(0, 2)
        return log_file

def watch_file():
        log_file = get_file()
        last_read = 0
        last_media = None
        while True:
                try:
                        line = log_file.readline().strip()
                except:
                        continue
                if line:
                        match = re.search(REGEX_STARTED, line)
                        if match and not match.group(1) == "0":
                                print(line)
                                media_id = re.search(REGEX_RATINGKEY, line).group(1)
                                if last_media and media_id == last_media:
                                        continue
                                response = urllib.request.urlopen(URL_PLEX)
                                soup = bs4.BeautifulSoup(response.read(), "lxml")
                                tracks = soup.findAll("track")
                                track = None
                                for _track in tracks:
                                        if _track and _track.find("user").get("id") == "1" and _track.get("ratingkey") == media_id:
                                                track = _track
                                if not track:
                                        continue
                                print("scrobble")
                                last_media = media_id
                                artist = track.get("grandparenttitle")
                                album = track.get("parenttitle")
                                track_title = track.get("title")
                                track_number = track.get("index")
                                track_length = int(track.find("media").get("duration"))/1000
                                timestamp = int(time.time())
                                pylast.LastFMNetwork(api_key=API_KEY, api_secret=API_SECRET, username=MY_USERNAME,
                                        password_hash=pylast.md5(MY_PASSWORD)).scrobble(artist, track_title,
                                        timestamp, None, None, track_number, track_length)
                        last_read = time.time()
                else:
                        if last_read and time.time()-last_read > 10:
                                log_file = get_file()
                        time.sleep(1)
watch_file()