@Bluedudu
Eh, not much, really. Handguns aren't very powerful and a creature that size not only has a tough scaley skin and thick bones but is also a lot of mass to pass through. Yes, you might hurt it a bit, but the most you'd achieve is to piss it off with that kind of superficial damage. The only actual chance you have is to hit its eyes, and good luck getting that done at range on a moving target.
A 9mm like those are isn't even appropriate to defend against a brown bear for those reasons.