I actually think Khabib could get derailed. We all disregard the Tibau fight (Which he should have lost) by saying: It was ages ago, he's a different fight now, but is he? Really?
I don't think he's developed at all. And who has he faced since? Strikers and lower level talent. He's been in favorable fights ever since. Fights which haven't allowed him to show any growth.
Do I think he beats Conor? Honestly, probably. But I doubt he ever gets the fight. I think he loses to Tony, and that'll be the end of that. Unfortunately, I don't think Tony can get past Conor. I think he gets lit up and beat badly. He's very hittable and will likely go down long before he has the chance to wear Conor down.
Against Khabib however, his wrestling is strong enough to limit the TD's, his striking is far above anything Khabib is capable of on the feet and his ground game will limit virtually any damage once the fight goes to the ground. In fact, I think while Khabib might start strong, he's eventually going to get beat down badly.