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sbs 2003 R2 - ISA blocking internal SMTP relay

Posted on 2011-09-20
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Last Modified: 2012-05-12
Trying to allow our Contract Manager server to "relay" to our Exchange 2003 SBS 03R2 server.

Somehow the ISA 2006 keeps stopping it.  It never gets to the SMTP.

Things I have done:
I allowed the IP of the server as a relay in SMTP VIrtual properties
I added a firewall rule allowing mail protocols from contract manager server to internal/external/local

Doesn't seem to matter.  Keep getting 2 logs in ISA monitor:
1.  When email is sent from contract manager, this appears:
Initiated Connection
SERVERNAME 9/20/2011 3:53:48 PM
Log type: Firewall service
Status: The operation completed successfully.
Rule: CM Email
Source: Internal ( 192.168.xxx.xxx:4559) Destination: Local Host ( 192.168.xxx.xxx:25) Protocol: SMTP

2.  Then the handshake is dropped with this error:
Closed Connection
SERVERNAME 9/20/2011 3:54:48 PM
Log type: Firewall service
Status: A connection was gracefully closed in an orderly shutdown process with a three-way FIN-initiated handshake.
Rule: CM Email
Source: Internal ( 192.168.100.4:4559) Destination: Local Host ( 192.168.100.9:25) Protocol: SMTP

Full error message in isa monitoring log shows:  0x80074e20 fwx_e_graceful_shutdown

So it seems to me that this is definitely being blocked by ISA.  Contract Manager requires anonymous authentication for SMTP relay - so maybe I should setup a separate smtp outbound for this email relay?

THoughts/steps/recommendations?
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Question by:ohioholiday
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Expert Comment

by:Keith Alabaster
ID: 36571701
If ISA was blocking then ypou would receive a denied message in the log - the messages you are reporting above are clean, 'completed' messages against the traffic ISA has been asked to pass. I would go back to the Exchange arena and check there again first as it looks like ISA does not get sight of the full transaction.
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Accepted Solution

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ohioholiday earned 0 total points
ID: 37066036
Self Resolved - Exchange 2003 was not allowing any incoming email accept from spam filter.
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Author Closing Comment

by:ohioholiday
ID: 37089835
No other solutions.
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