After todays unmasking of the ‘real’ BIA 10-2474 I ran it through some of the online tools used earlier and now I have found software issues – that darn pyridine 1 -oxide is not liked by some of the websites probably because they use the same SMILES to structure software plugin?
SwissTarget Prediction identifies FAAH1 top followed by histone deacetylases. SEA and Molinspiration have issues with the N-O and produces a N=O so that predictions are spurious. MetaPrint2D-React proposes hydroxylation on the cyclohexyl, HitPick suggests a lipase is the target(?), and similarity against a library of synthetic cannabinoids suggests that this molecule is not very similar with a maximal Tanimoto similarity of 0.6.
So no real clues – frustrating that SEA is not able to convert to the right structure and generate a prediction. SwissTargetPrediction still suggests the compound may hit other targets besides FAAH1. Which makes one ask is the N-oxide forming a protein adduct also? Or is something else responsible for the toxicity? Why did they use an pyridine 1 -oxide as a potential drug?
++Thanks to Alex Clark I can now add the predictions with the Open Bayesian Models. Here is a screen shot along with an image of the clustering for the highest predicted human target macrophage-stimulating protein receptor.