Depends on the audience, age, and generation.
If you ask a bunch of middle schoolers, high school kids, and young 20-year-olds of today I'm pretty sure most would side with Drake for the fact he's their era and they grew up listening to his music so he'd resonate more.
Whether his hits are more memorable doesn't matter, it all comes down to what you were exposed to musically while coming of age. What's considered memorable depends on the listener and their memories of what the music means to them, not what the top charts say.
You can't expect a generation born in the late '90s (97-99) and the 00s to hold an artist like MJ and his music in high regard when they very likely were never exposed to his music or sought his music when they were coming to an age taking interest in music.
I remember when I was 11 years old around the time MJ passed and I remembered an uncle (who was in his early 30s) of mine his girlfriend (who was in her 30s as well) at the time was playing MJ's music the whole car ride and she asked me if I liked Michael and I said NO, she was shocked and couldn't believe it and damn near wanted to whoop me.
I hardly knew who he was at the time outside of a song or two but, now in my 20s, I'm a fan of Mike but that's because I did the research and sought out his music. I doubt these younger kids and adults are seeking out Michael Jackson in the same vein in which they'd seek out Drake or any of the other current artists they listen to, they are more likely to have numerous Drake songs in their playlists, you'd be hard pressed to find just one MJ record mixed within the tracks.