A client who is hosting their own mail server (Windows 2003, Exchange 2003) has gotten themselves onto some spammer blacklists. We confirmed that relaying was disabled and scanned the server and all workstations for malware of every stripe. We found everything to be clean. We requested to come off the blacklists and were promptly removed. Today, 24 hours later, theyre back on the black lists.
I did an experiment that I suspect I should have done to begin with. I shut down all Exchange services and also disabled the SMTP service. Then I watched the routers log. Shortly port 25 connections to all over popped up at an alarming rate. The source IP address is the servers. And there is even something that looks like an outgoing PPTP connection. Here is a log excerpt.
2007-01-24-14:51:53 IP allowed from 192.168.112.2 port 62725 to 195.245.231.67 port 25 TCP(allow by Outgoing)
2007-01-24-14:51:53 IP allowed from 192.168.111.20 port 2628 to 207.138.234.64 port 80 TCP(allow by Outgoing)
2007-01-24-14:51:52 IP allowed from 192.168.112.2 to 72.144.87.90 protocol 47 (allow by PPTP)
2007-01-24-14:51:51 IP allowed from 192.168.112.2 port 62720 to 202.84.15.188 port 25 TCP(allow by Outgoing)
2007-01-24-14:51:51 IP allowed from 192.168.112.2 port 62724 to 64.60.0.26 port 25 TCP(allow by Outgoing)
2007-01-24-14:51:50 IP allowed from 192.168.112.2 port 62723 to 64.12.138.152 port 25 TCP(allow by Outgoing)
2007-01-24-14:51:49 IP allowed from 192.168.112.2 port 62722 to 203.186.94.37 port 25 TCP(allow by Outgoing)
2007-01-24-14:51:48 IP allowed from 192.168.112.2 port 62721 to 216.76.30.106 port 25 TCP(allow by Outgoing)
2007-01-24-14:51:48 IP allowed from 192.168.112.2 port 62720 to 202.84.15.188 port 25 TCP(allow by Outgoing)
2007-01-24-14:51:48 IP discard from 192.168.112.2 port 62719 to 195.245.230.163 port 25 TCP SYN (default)
2007-01-24-14:51:47 IP allowed from 192.168.112.2 port 62719 to 195.245.230.163 port 25 TCP(allow by Outgoing)
2007-01-24-14:51:46 IP allowed from 192.168.111.20 port 2627 to 70.42.134.17 port 80 TCP(allow by Outgoing)
2007-01-24-14:51:46 IP allowed from 192.168.111.20 port 2626 to 193.149.47.241 port 80 TCP(allow by Outgoing)
What IS going on here? How do I find the problem and, of course, get rid of it?
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