Exchange Outgoing SMTP Mail Stuck in Queue

I've got an issue that started today where my Exchange Server is no longer able to sent internet mail for my corporation.  If I open the system manager, and open the Queue for outgoing, our outbound SMTP connectors show that they are in retry.  No mail makes it out of the org.  When i highlight a a connector and look at the "additional information"  it says "An SMTP protocol error occurred".  I am unable to find any info on what the error is, I've checked the even viewer and the log file in C:\WINDOWS\system32\LogFiles\SMTPSVC1.  Nothing about an error.  
Any Suggestions?

JJ
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JamesonJendreasAsked:
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ry_berkCommented:
Can you reboot the server to see if it clears the queue?
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JamesonJendreasAuthor Commented:
We don't want to loose the messages in the queue and that scares me.  We did restart the SMTP service, and all messages I believe jumped into a different connector
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Rick FeeMessaging Engineer - Disaster Recovery EngineerCommented:
A reboot will not cause you to lose messages...how many messages are queued?   From the Exchange server can you run a telnet test?    Open a command line:
telnet mail.calnettech.com 25  
Do you get a banner?    of the connection fails something is blocking SMTP outbound.
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JamesonJendreasAuthor Commented:
No issues telent over 25, so the ports open.  Currently we have 537 in one, 37 in another connector.  
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Rick FeeMessaging Engineer - Disaster Recovery EngineerCommented:
Are you sure these are you emails from the company outbound?   Do you have any spam solution in place?    
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Nenad RajsicCommented:
check some of the messages in your queue and make sure that they are legitimate messages from your users waiting to go out. If they are not then you might be experiencing a spam attack on your network. I presume relaying is disabled on your server right? you might have infected machines on your network if queued emails look dodgy
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JamesonJendreasAuthor Commented:
There's a interesting bit of history there - I can confirm that these are legitimate emails, as we've opened them in queue.  We DO have an issue with spam we've been wrestling with for the past few weeks.  Currently we pretty much are using a band-aid fix of keeping an eye on the queue and using sender filters to to keep unauthorized senders.  I know this is NOT a very reliable way to keep spam from going through us, but it's what we've got at the moment.

I believe my boss (who happens to be out) has setup, due to the spam issue, all out outgoing mail is supposed to run through Postini to ensure it's legit.  I can telnet to the outgoing postini server no problems.  
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Nenad RajsicCommented:
have you checked your servers IP. Is it blacklisted because of your spam problem?
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