IIS and subnet problems? Help please!

[elpacotaco]

Okay, so thank you for reading/ helping in advance.
Basically whats going on is, I'm trying to connect my IIS server to my network. The clients on 10.5.5.x are connecting just fine. However though, my 10.2.2.x subnet cannot connect. It literally can't even ping the server.
Here's the weird thing though. I can ping everything on my network from the IIS server. It has internet connection and everything.

For the sole purpose of testing this issue, I have disabled my firewall and also port forwarded to the IIS server. I have also allowed all needed services for the IIS to function as a webserver, and as I said all of the clients on the same subnet are functioning fine. Just not my clients on 10.2.2.x

The IIS is on a VMware machine, that is using a Custom defined NAT.
The other client is a physical system.

What am I doing wrong here?

 

[sdifox]

What is your subnet mask?

 

[yinan]

Because you are using Vmware workstation and custom NAT, Vmware is handling the routing going out from the VM, but the physical network clients do not have a route back to that VM.

 

[Pandasaurus]

When you say the IIS server can ping "everything on the network", does that include the host on the other subnet that cannot ping the server?

 

[John Connor]

The custom defined NAT scares me...

 

[debian0001]

You should not use NAT and just bridge it so it acts like it has its own IP on the network.