The first one is just a regular PS1 controller, but with a parallel interface. I don't suppose anyone knows the DTL-H number? The second one, is the prototype SNESCD controller (DTL-H500, codename MW.3) I don't suppose someone knows the pinouts/protocols of both? I can write a program to check my COM ports, but the more info I have the better (Both are en route)
Are you sure your regular PS1 controller has a parallel interface? Here is the pinout of the 9-pin controller connector:
