Yes. Not necessarily, but possibly. Yes. Depends on what the river card is, but roughly half pot or less I'd call.
That line is pretty strange. With just a 5 I'm folding there. I probably would have checked back the turn though. I think he had a weak ax hand and raised the flop with the plan to fold to another raise. Maybe then he was planning to check back the turn and get value on the river, but when you bet small he puts you on a draw and raises, because now there is no value he can get on the river if you miss and he wants to make you pay to chase your draw.
I don't think raising a weak ax hand in his spot is a good idea, but nevertheless people do it and based on the double check-raise I think that is what he had.
Who knows, maybe he had a monster draw, 6
4
, or complete air. Either way I think 5x is not good enough to continue with. You need at least an ace.