Hi and Welcome. My Name is ***** ***** I look forward to assisting you today with your question.
Yes, the Adobe applications you have can be installed on the new Macbook Pro without any problems. But you might not be able to use them on both Macs at same time when both connected to same network or internet.
To do that, you may either need to buy new licence or you have to contact Adobe and request them to transfer the Adobe Licence to your new Macbook Pro and they will do it for you. Some products have two computer licences which will allow you to use the products on both Macs at same time. You have to contact Adobe to know what licence type you have.
Contact them from this link --> https://helpx.adobe.com/contact.html
Under 'Choose Product, select Other Product or service'
Select 'Downloading, installing and setting up'
Select 'Licencing and activation'
Select 'Still Need Help ? Contact Us'
Or contact Adobe from this link --> https://goo.gl/4PUzDe
Re Wacom tablet, Yes it can be installed on the 15" Macbook Pro as Wacom does provide drivers and software for latest Mac OS X 10.10 Yosemite (which will be the version that the new Mac comes with). You can get latest drivers for Wacom tablet for latest OS X from here --> http://us.wacom.com/en/support/drivers/
If you have any questions or would like any additional information, please don't hesitate to ask.
What version of Mac OS X are you using on your Mac now ?
Your reply is cut off, I think. Could you please resend it ?
I believe you will be able to use your Adobe applications on 2 computers without any issues at the same time. If you installed Adobe on more than two computers, only two can be used at same time (when they are connected to same network). So the answer to your question is Yes. Your new Mac does support PS5 as well as lightroom.
When you get your new Mac, I'd recommend to transfer everything from your iMac to the new Mac using Migration Assistant. That will make your job easier. See this article --> https://support.apple.com/en-us/HT204350
Great ! The new Mac will come with Yosemite installed. So you will be able to transfer everything from your current Mac to the new Mac without any problems. There won't be any compatibility issues. What works on your iMac will also work on new Macbook Pro.
Remember to transfer contents from your iMac to the new Mac using Migration Assistant application. Refer this article --> https://support.apple.com/en-us/HT204350