Is Doctor Strange expected to surpass Suicide Squad eventualy?
I'm very skeptical that it can. I expect DS to be somewhere between 650-700 million when it's all said and done.
Is Doctor Strange expected to surpass Suicide Squad eventualy?

DS is going to make it to the $700-$800 million range. Actually, I'd bet money it'll make more than SS even if it doesn't hit $800 million.
But yeah, SS made its money based on a lack of competition and the fact that a good portion of releases didn't make any impression at all at the box office.
Doctor Strange surpassing the worldwide takes of Amazing Spider-Man 2 and possibly Suicide Squad is going to be pretty amusing...and fantastic.
FB isnt beating SS
DC movies are WB's current big money Franchise. FB isn't surpassing SS or BvS, it might not even pass MOS
Argentina and Japan(Jan) are the last two markets for Doctor Strange overseas.
Likely finish between TDW(644 million) and TWS (714 million). Around 670 million worldwide.
In that case Suicide Squad will likely stay in the top 10 highest grossing movies of 2016. Only Moana and Rogue One have a chance of surpassing SS. In the latter's case its pretty much guaranteed. DC is undoubtedly WB's cash cow!
What about Fantastic Beasts?
DC movies are WB's current big money Franchise. FB isn't surpassing SS or BvS, it might not even pass MOS