Isn't the data transfer going through an USBUART communication device? If so, you will have to connect the second USB-port of your Kit to your PC and NOT a serial interface. On the PC side the driver will emulate a COM-port.
Can you be more precise with the errormessages you got(screen shot)?
What OS do you use?
Can you attach an actual project archieve?
On nirsoft is of course a USBDeview for 32-bit systems, use that for de-installation.
Keep in mind the order of connection: when your PSoC5 is not running, the USB will not enumerate
1. Program your Kit
3. Connect 2nd USB cable
4. Should enumerate now.
5. Proceed with PC software
No, When an USB device is connected to a host (PC) there is an information exchange between them which is called "Enumeration".
Debugging your code until enumeration is finished may hinder the communication.
There are three (3) successive cals to USBUART:
while(USBUART_GetConfiguration()); // Wait for enumeration