It's hard to really answer your question, especially considering that at that age kids don't have fully developed brains, NT or AS. There are so many other things to take into consideration before determining whether that's an AS or NT answer. Personally it wouldn't occur to me to ask if it hurt because that's what "owwie" means. It's part of it. Also, hurt is something I experience, not necessarily something I attributed to others, especially as a child.
Asking if it hurts, IMO is a conditioned response that an NT or AS 5yo may not have been conditioned to ask yet. Also, saying it made him feel sad could be true, or just conditioned as well. Personally, I'd feel nothing though as an adult I know people expect me to.