I'd open raise to 100after that flop I'd then bet another 100(1/2 to 3/4 of the pot), . If he bets into me I'd probably push. If he takes a shady line, like check/raising me or calling then leading the turn....I may reevalutate getting all my chips in.

After your flop bet and his weak lead, I'd probably just call down. No need to raise on such a scary board. $11ers can't laydown a 2h, a 5, and some can't laydown a K.