its all about the dynamic range

So, I guess it depends on what you mean by raw. So compression is obviously a form of processing so yes, the less processed it sounds, the less likely it is to have compression on it. Raw drum are just that: raw.

On Dr. Compressor, specifically, what I'm usually listening for is how much the transients on the snare jump out at me. The more they seem in my face, the more likely they are to not be compressed. The more pushed into the background, the more compressed they likely are.

Another thing I tend to listen for is the wash and sustain from the ride cymbals and crashes. The more the initial hit jumps out, usually that indicates less compression. The more the cymbals ring and the louder the wash, the more likely it is to be compressed.

If what you mean by raw is there is more of the room sound then yes!

I get what you mean but I think of it opposite from you. To me the more 'raw' sound is the one that sounds more like a fresh recording with no effects. So I generally see the 'raw' sounding one being the uncompressed one.