Cannot ping one outside IP from one computer

Dear Experts
Once again I bumped into a strange problem and I am confident you would be great help. At my work, one computer can ping 172.x.x.x which is outside IP and another cannot. Both computer are identical; no firewall, set to DHCP, Same OS, Same domain, Same policies. I had to "route add" to both computers, after; one started working another would not. I can see "route print" both show me same routes. Rest is fine with both computers; they both can go on internet and can ping most common IPs "Google" etc.
I have hit the wall troubleshooting this. Please help.
Thanks in advance.
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Kash2nd Line EngineerCommented:
when you mean outside/external IP, I take it, its through vpn of some kind.
itcsproAuthor Commented:
Yes, it goes through a VPN tunnel from ASA 5505.
Kash2nd Line EngineerCommented:
can you post your internal IP range and remote location range.
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What kind of Operating System are you running also is the firewall service fully turned off or is it just turned off via control panel > firewall (Windows machine)?

Also, can you try making firewall exceptions on the receiving end?  You can utilize WireShark to trace the packet.  It must be getting dropped somewhere and most likely by the receiving side.

How to Use Wireshark to Capture, Filter and Inspect Packets:
itcsproAuthor Commented:
Internal is class B and receiving end is Class C. Would that help?
itcsproAuthor Commented:
OS is win 7. Firewall is off via GPO at domain level.
Kash2nd Line EngineerCommented:
have you tried deleting and re-adding the route on the computer in question
Kash2nd Line EngineerCommented:
are you able to ping your computer from the receiving end computer (remote)?
itcsproAuthor Commented:
I have readded the routes multiple times. Not sure if receiving can ping us, it's siting at the other end of this planet, support is time conflict. But I will pose this question to (ping) question to them. I have suspicion it's something to do with my DNS however I am no expert I am not sure, is there any way I can double check that?
Kash2nd Line EngineerCommented:
have you tried to trace route on both working and not working computers? this may help in troubleshooting
itcsproAuthor Commented:
Yes, My ISP times out.
Kash2nd Line EngineerCommented:
on both ?
itcsproAuthor Commented:
Computer that works my ISP can reach far end.
Computer that doesn't work my ISP cannot leave its gateway.
Kash2nd Line EngineerCommented:
also why would your trace be going over to your ISP if there is a VPN connection in place.

I have got a permanent site to site VPN and I have just trace to their server, it goes from our router to theirs straight.
Kash2nd Line EngineerCommented:
also another question to chuck into equation, can't you define the VPN ends with correct subnets which will eliminate the use of route addition.

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itcsproAuthor Commented:
Ok, I got it working. I had to change non working computer's IP to static instead of DHCP. All looks good now.
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