Here's a sketch of Bogie from the great movie, The Amazing Dr. Clitterhouse from in 1938. This was still in his gangster days as he plays Rocks Valentine (nice name, no?), the leader of a gang of jewel thieves.
As much as I love Humphrey the real star of this film is it's lead, Edward G. Robinson - a psychologist who wants to know what makes the mind of criminals tick. So he joins Rocks' gang of miscreants and studies them as his unknowing guinea pigs.
Not all is innocent with Clitterhouse though as he walks the fine line between science and immorality, often times moving casually into the latter.
The ending of this movie takes a turn I didn't see coming. It has to be one of my favorites, and especially for a movie of this era, but you'll have to check it out yourself.