The closest comparison for a Khabib opponent to Conor is Barboza. I am not saying he's as good as Conor at all. But he is a damn good striker that has shown the ability to manage distance and do damage.
There is a reality in essentially any type of fighting, at any level and that is this: the clinch just isn't that difficult a position to get into if you want to. Now, obviously what happens from there can vary greatly, but it's a very real and simple matter of margin of error when you look at it. Throwing a strike that lands cleanly and does the requisite amount of damage to dissuade the other guy from getting close enough to clinch is EXTREMELY difficult. Just think about how many fights, from regional scrubs to the highest level guys, end up (at least for a short time) with them clinching on the cage. And the energy and focus it takes to avoid that spot at all costs then also takes away from that fighter's ability to mount effective offense. Generally getting stuck in the clinch for a short time isn't a big deal, even for a guy like Conor who wants space and distance to be able to operate. But vs Khabib is a TOTALLY different scenario. Because...
If he gets you pressed against the cage he is getting you to the mat. His ability to go from single leg to waist lock to whatever spot gives him the needed leverage is pretty much unstoppable, at least until he tires out some. If Khabib can get to the clinch against the cage, he WILL take Conor down. And once on the mat the hell begins. Conor just isn't good enough off his back to avoid damage or get back to his feet. At least early on when Khabib has energy. I will say this though: people only remember the beating Barboza took from Khabib. They forget that Khabib got VERY tired in rd 3 of that fight. To the point where even a completely beaten down and exhausted Barboza was able to get back to his feet and spend the last minute of rd 3 standing and throwing desperation strikes trying to get the late KO. So IF Conor can survive the first 10-15 minutes of hell on the mat, there could be an opportunity for him late in the fight. Khabib's style breaks his opponents yes, but it also takes a TON of energy from him.
This was long enough so I'll stop, but hopefully some things to consider.