Ya, think about what their most likely hand ranges are, then consider what they are likely to call when the turn doesn't help any of those ranges. I would likely bet somewhere between $75 and $100 OTT and call any shove or raise any shove if I left myself room in my bet to reopen the betting.
BTW, thats a big consideration in this hand... do you bet knowing that the SS likely will shove, to keep the betting open or make sure its closed. TBH I think I bet to insure its closed against passive players, we have the best hand here like nearly always, and have a huge lead going into the river, so give everyone a chance to keep drawing without the risk of facing another raise, count on that chain reaction calling for "pot odds" to make a little more money. I might even stop the action after the AI and ask the dealer if the betting is reopened or not, just to make it crystal clear to everyone in the hand, that its closed and they call without fear of me RR.
BTW II, you should not be worrying about "drawing out on the river", worry about your value now, OTT, and what their likely ranges are, and just how far you ahead of drawing ranges which will make up most of their ranges. KK/KJJ raise PF most of the time, 88 CR the flop most of the time, and 77 CR the turn most of time, which leaves str8 and FDs as their primary ranges along with weaker 2P and TP hands.