No Outgoing Mail in Exchange 2010 and OWA issue, and AD integration...

Pls. note that Source Server just says the server's name. I will attach below:

Sorry - here it is:
send4.jpg

Do you have any mail filtering server on your network? If you do, then you need to select "Route mail through the following smart host" on Network tab and type in address of that server (IP or name).
If you don't use any mail filters than I suppose your Exchange server is visible from the Internet, which I would not recommend, and then you need to check your firewall settings.

Also, here's a couple of links for external testing of your mail server:
http://www.mxtoolbox.com/diagnostic.aspx
http://www.dnsqueries.com/en/smtp_test_check.php

Thanks for your quick reply, petarl.

Except for the Netgear router that it is behind (and ports 25,587,443,80, etc forwarding to it), it is on a completely different network from any other server, so I don't have any other servers on the network.

On the two diagnostics:
MXToolbox - Two warnings, and errors on transcript (I assume because not using one of the accepted domains):
- 5.788 seconds - Warning on Transaction time
-  Warning - Reverse DNS does not match SMTP Banner

Transcript:
HELO please-read-policy.mxtoolbox.com
250 myserver.mydomain.local Hello [1.1.1.1] [140 ms]
MAIL FROM: <supertool@mxtoolbox.com>
250 2.1.0 Sender OK [125 ms]
RCPT TO: <test@example.com>
550 5.7.1 Unable to relay [5132 ms]
QUIT
221 2.0.0 Service closing transmission channel [125 ms]


==========
DNSQueries - All green, except:
The SMTP server does not accept mails to postmaster@[IP_ADDRESS]. This is a very bad thing, as this address is used by people that don't know your domain name! The reported error is:

It look like your server is reachable from the internet, which is good :). Next thing I would check is server logs - on the following link there are instructions how to turn on SMTP logging - http://exchangepedia.com/2007/05/exchange-server-2007-logging-smtp-protocol-activity.html.

Here are instructions on how to search Message Tracking Log - http://technet.microsoft.com/en-us/library/bb124926%28EXCHG.80%29.aspx - I'd recommend you to go to section " Searching the Message Tracking Logs by Using the Exchange Management Console", it's easier to find message logs that way.

Also, look at the routing logs (when you open toolbox, you'll see link for that) for any errors.

Will look into this tomorrow.

In case this has any significance, when installing Exchange yesterday (had to wipe server due to AD & domain issues) it didn't install most of the roles. Don't remember exactly what I did, but I managed to install the other roles.

I don't know what the Routing Log is meant to say - but it all looks normal (to my limited knowledge !)

I have enabled SMTP logging, however it only seems to log SmtpReceive - which leaves me thinking that there is something in the way preventing it from reaching the Send Connector - any ideas ??

Aah, it's now generated a log - but it doesn't look to healthy:


#Software: Microsoft Exchange Server
#Version: 14.0.0.0
#Log-type: SMTP Send Protocol Log
#Date: 2010-08-31T07:25:46.314Z
#Fields: date-time,connector-id,session-id,sequence-number,local-endpoint,remote-endpoint,event,data,context
2010-08-31T07:25:46.314Z,For Internet,08CD16EE3BE37DCF,0,,74.125.39.27:25,*,,attempting to connect
2010-08-31T07:25:46.314Z,For Internet,08CD16EE3BE37DCE,0,,74.125.39.27:25,*,,attempting to connect
2010-08-31T07:26:07.343Z,For Internet,08CD16EE3BE37DCE,1,,74.125.39.27:25,*,,"Failed to connect. Error Code: 10060, Error Message: A connection attempt failed because the connected party did not properly respond after a period of time, or established connection failed because connected host has failed to respond 74.125.39.27:25"
2010-08-31T07:26:07.343Z,For Internet,08CD16EE3BE37DD0,0,,74.125.53.27:25,*,,attempting to connect
2010-08-31T07:26:07.343Z,For Internet,08CD16EE3BE37DCF,1,,74.125.39.27:25,*,,"Failed to connect. Error Code: 10060, Error Message: A connection attempt failed because the connected party did not properly respond after a period of time, or established connection failed because connected host has failed to respond 74.125.39.27:25"
2010-08-31T07:26:07.343Z,For Internet,08CD16EE3BE37DD1,0,,74.125.155.27:25,*,,attempting to connect
2010-08-31T07:26:28.372Z,For Internet,08CD16EE3BE37DD0,1,,74.125.53.27:25,*,,"Failed to connect. Error Code: 10060, Error Message: A connection attempt failed because the connected party did not properly respond after a period of time, or established connection failed because connected host has failed to respond 74.125.53.27:25"
2010-08-31T07:26:28.372Z,For Internet,08CD16EE3BE37DD2,0,,74.125.95.27:25,*,,attempting to connect
2010-08-31T07:26:28.372Z,For Internet,08CD16EE3BE37DD1,1,,74.125.155.27:25,*,,"Failed to connect. Error Code: 10060, Error Message: A connection attempt failed because the connected party did not properly respond after a period of time, or established connection failed because connected host has failed to respond 74.125.155.27:25"
2010-08-31T07:26:28.372Z,For Internet,08CD16EE3BE37DD3,0,,74.125.95.27:25,*,,attempting to connect
2010-08-31T07:26:49.401Z,For Internet,08CD16EE3BE37DD2,1,,74.125.95.27:25,*,,"Failed to connect. Error Code: 10060, Error Message: A connection attempt failed because the connected party did not properly respond after a period of time, or established connection failed because connected host has failed to respond 74.125.95.27:25"
2010-08-31T07:26:49.416Z,For Internet,08CD16EE3BE37DD4,0,,74.125.65.27:25,*,,attempting to connect
2010-08-31T07:26:49.416Z,For Internet,08CD16EE3BE37DD3,1,,74.125.95.27:25,*,,"Failed to connect. Error Code: 10060, Error Message: A connection attempt failed because the connected party did not properly respond after a period of time, or established connection failed because connected host has failed to respond 74.125.95.27:25"
2010-08-31T07:26:49.416Z,For Internet,08CD16EE3BE37DD5,0,,74.125.43.27:25,*,,attempting to connect
2010-08-31T07:27:10.445Z,For Internet,08CD16EE3BE37DD5,1,,74.125.43.27:25,*,,"Failed to connect. Error Code: 10060, Error Message: A connection attempt failed because the connected party did not properly respond after a period of time, or established connection failed because connected host has failed to respond 74.125.43.27:25"
2010-08-31T07:27:10.445Z,For Internet,08CD16EE3BE37DD6,0,,72.14.213.27:25,*,,attempting to connect
2010-08-31T07:27:10.445Z,For Internet,08CD16EE3BE37DD4,1,,74.125.65.27:25,*,,"Failed to connect. Error Code: 10060, Error Message: A connection attempt failed because the connected party did not properly respond after a period of time, or established connection failed because connected host has failed to respond 74.125.65.27:25"
2010-08-31T07:27:10.445Z,For Internet,08CD16EE3BE37DD7,0,,74.125.91.27:25,*,,attempting to connect
2010-08-31T07:27:31.458Z,For Internet,08CD16EE3BE37DD6,1,,72.14.213.27:25,*,,"Failed to connect. Error Code: 10060, Error Message: A connection attempt failed because the connected party did not properly respond after a period of time, or established connection failed because connected host has failed to respond 72.14.213.27:25"
2010-08-31T07:27:31.474Z,For Internet,08CD16EE3BE37DD7,1,,74.125.91.27:25,*,,"Failed to connect. Error Code: 10060, Error Message: A connection attempt failed because the connected party did not properly respond after a period of time, or established connection failed because connected host has failed to respond 74.125.91.27:25"

Can you telnet to that server on port 25 from your exchange server?

Failed:

C:\Users\Administrator.MYSERVER>telnet 74.125.91.27 25
Connecting To 74.125.91.27...Could not open connection to the host, on port 25:
Connect failed

Hello,

If you can't telnet to that IP there is something blocking the connection at the network level. Is the firewall turned on on your Exchange server? Is the netgear router configured to block any outbound ports?

JJ

Good point, but no outbound ports set to block on the router (actually set a special rule to allow TCP port 25, just in case!), and same problem even when firewall is off.

Thanks for your reply, by the way :)

Can you try the telnet command from another system on your network? Can you try to telnet to a different external mail server?

JJ

Any you know that work - both were Google's, so they may not accept Telnet (I assume)....

What worked?

JJ

Tried Google and Hotmail, both unsuccessfully. This was both on my server and 7 pc.

What type of internet line do you have? Do you have a dedicated business line or are you on a home based line, like DSL? Depending on your service, your ISP may be blocking outbound port 25.

JJ

Home based DSL - will speak with them.

Yep, you're right!

They do have a mail relay though, so will configure Exchange to use that and report back.

Thank you so much - all working :)

Will open another question for the other questions :)