Recently Derek Lowe blogged about Bosutinib and the fact that there has been confusion, especially with the suppliers, regarding what that compound is. The summary of the story is that there has been TWO compounds that have been provided via the suppliers under the name Bosutinib. He commented in the blog that “Odds are, some batch of the wrong stuff has been resold through the supplier community since at least 2006 – this sort of thing goes on all the time.”
Ryan Sasaki from ACD/Labs had a follow up blog post and that contains the structures of both forms that have been sold. I was wondering which of these was most prominent in the public domain databases. I chose to check this by drawing the compounds and generating the InChIs and InChIKeys and seeing what showed up.
A search for both InChIKeys gives 162 hits for the compound on the left and ZERO hits for the compound on the right. See below.
It turns out that using InChIKeys to search for the incorrect structure (the one on the right copied from Ryan’s blog post) turns up NO hits. Only the correct structure made it to public domain databases it seems. INTERESTING!