<--- SIP read from UDP:78.73.170.132:5060 ---> Immediatelly after that: – Got SIP response 486 "Busy here" back from 78.73.170.26:5060 set_destination: Parsing for address/port to send to set_destination: set destination to 78.73.170.26:5060 Transmitting (no NAT) to 78.73.170.26:5060: 78.73.170.26 is the IP of DNS A record for sipdomain.com. It is only mentioned in From/To fields. No idea why Asterisk is trying to find the IP in From/To fields. As far as I understand those fields are only informative. The destination IP is supposed to be the one from the previous INVITE or from Via fields. Here the complete extract of the problematic SIP messages: <--- SIP read from UDP:78.73.170.132:5060 ---> SIP/2.0 486 Busy here Via: SIP/2.0/UDP 78.38.13.197:5060;branch=z9hG4bK2a032d14 From: "123456789" ;tag=as4bbcf3c5 To: ;tag=3a0313ac4fa7b5693eb322 Contact: sip:123456710@78.73.170.132:5060 Call-ID: 781e419e03536d8e0e37fe1e350a7ba5@sipdomain.com CSeq: 102 INVITE Server: Sip Proxy Server Allow: ACK,BYE,CANCEL,INVITE,REGISTER,OPTIONS,INFO,MESSAGE Content-Length: 0 set_destination: set destination to 78.73.170.26:5060 Reliably Transmitting (no NAT) to 78.73.170.26:5060: CANCEL sip:123456710@sipdomain.com SIP/2.0 v: SIP/2.0/UDP 78.38.13.197:5060;branch=z9hG4bK0ea9d670 Max-Forwards: 70 f: "123456789" ;tag=as379b0650 t: i: 5aacbfe616438022583291ff53329eba@sipdomain.com CSeq: 102 CANCEL User-Agent: Sipura/SPA3000-3.1.3(GWa) l: 0 <--- SIP read from UDP:78.73.170.132:5060 ---> SIP/2.0 486 Busy here Via: SIP/2.0/UDP 78.38.13.197:5060;branch=z9hG4bK2a032d14 From: "123456789" ;tag=as4bbcf3c5 To: ;tag=3a0313ac4fa7b5693eb322 Contact: sip:123456710@78.73.170.132:5060 Call-ID: 781e419e03536d8e0e37fe1e350a7ba4@sipdomain.com CSeq: 102 INVITE Server: Sip Proxy Server Allow: ACK,BYE,CANCEL,INVITE,REGISTER,OPTIONS,INFO,MESSAGE Content-Length: 0 <-------------> — (10 headers 0 lines) — – Got SIP response 486 "Busy here" back from 78.73.170.26:5060 set_destination: Parsing for address/port to send to set_destination: set destination to 78.73.170.26:5060 Transmitting (no NAT) to 78.73.170.26:5060: ACK sip:123456710@78.73.170.132:5060 SIP/2.0