Thanks for the feedback Baa. The IP address is indeed the IP of the Mac running PlexConnect which is also the IP_Self address as requested in the documentation - I told you I have followed the instructions to the T ;)
I didn't copy any of the DNS requests as I wasn't sure you needed to see those, so here are some that I have been generated for your info - again, truly appreciate the help on this as I really want this to work and then go on and make a donation! :)
This around when I tried to add the profile:
09:52:00 DNSServer: DNS request received!
09:52:00 DNSServer: Source: ('192.168.1.23', 63348)
09:52:00 DNSServer: Domain: trailers.apple.com
09:52:00 DNSServer: ***intercept request
09:52:00 DNSServer: -> DNS response: 192.168.1.30
09:53:05 DNSServer: DNS request received!
09:53:05 DNSServer: Source: ('192.168.1.23', 53987)
09:53:05 DNSServer: Domain: trailers.apple.com
09:53:05 DNSServer: ***intercept request
09:53:05 DNSServer: -> DNS response: 192.168.1.30
This is some general logging:
22:12:20 WebServer: ***
22:23:04 DNSServer: DNS request received!
22:23:04 DNSServer: Source: ('192.168.1.23', 59000)
22:23:04 DNSServer: Domain: radio.itunes.apple.com
22:23:04 DNSServer: ***forward request
22:23:04 DNSServer: -> DNS response from higher level
22:23:37 DNSServer: DNS request received!
22:23:37 DNSServer: Source: ('192.168.1.23', 51625)
22:23:37 DNSServer: Domain: p44-buy.itunes.apple.com
22:23:37 DNSServer: ***forward request
22:23:37 DNSServer: -> DNS response from higher level
22:23:44 DNSServer: DNS request received!
22:23:44 DNSServer: Source: ('192.168.1.23', 56829)
22:23:44 DNSServer: Domain: trailers.apple.com
22:23:44 DNSServer: ***intercept request
22:23:44 DNSServer: -> DNS response: 192.168.1.30
22:24:06 DNSServer: DNS request received!
22:24:06 DNSServer: Source: ('192.168.1.23', 57828)
22:24:06 DNSServer: Domain: a3.mzstatic.com
22:24:06 DNSServer: ***forward request
22:24:06 DNSServer: -> DNS response from higher level
22:24:06 DNSServer: DNS request received!
22:24:06 DNSServer: Source: ('192.168.1.23', 53275)
22:24:06 DNSServer: Domain: a2.mzstatic.com
22:24:06 DNSServer: ***forward request
22:24:06 DNSServer: -> DNS response from higher level
22:24:06 DNSServer: DNS request received!
22:24:06 DNSServer: Source: ('192.168.1.23', 59605)
22:24:06 DNSServer: Domain: a1.mzstatic.com
22:24:06 DNSServer: ***forward request
22:24:06 DNSServer: -> DNS response from higher level
22:24:06 DNSServer: DNS request received!
22:24:06 DNSServer: Source: ('192.168.1.23', 54551)
22:24:06 DNSServer: Domain: a5.mzstatic.com
22:24:06 DNSServer: ***forward request
22:24:06 DNSServer: -> DNS response from higher level
22:24:10 DNSServer: DNS request received!
22:24:10 DNSServer: Source: ('192.168.1.23', 56639)
22:24:10 DNSServer: Domain: itunes.apple.com
22:24:10 DNSServer: ***forward request
22:24:11 DNSServer: -> DNS response from higher level
22:24:11 DNSServer: DNS request received!
22:24:11 DNSServer: Source: ('192.168.1.23', 52344)
22:24:11 DNSServer: Domain: pd-st.itunes.apple.com.akadns.net
22:24:11 DNSServer: ***forward request
22:24:11 DNSServer: -> DNS response from higher level
22:24:13 DNSServer: DNS request received!
22:24:13 DNSServer: Source: ('192.168.1.23', 60884)
22:24:13 DNSServer: Domain: securemetrics.apple.com
22:24:13 DNSServer: ***forward request
22:24:13 DNSServer: -> DNS response from higher level
22:24:14 DNSServer: DNS request received!
22:24:14 DNSServer: Source: ('192.168.1.23', 55477)
22:24:14 DNSServer: Domain: a1745.phobos.apple.com