I just downloaded the trial version today and started playing with it. Saved an existing AD16 board as AD 5.0 binary and imported to CS. That worked fine but I quickly saw I had a ton of DRC errors. The design rules transferred over but the main thing I saw was that CS does not have a Query option for building design rules, nor did I see an option to build design rules around net classes. I don't know if this is a showstopper but it certainly will take some workarounds and possible a lot more effort into building the design rules for a project.
TrevWhite can you share the comparison sheet you've made?