rosie4loop Lv 1
I've noticed some imino form of exocyclic nitrogen in heterocyclic aromatics from library hits.
Example includes one of the hits from puzzle 2313.
(See the second figure in https://fold.it/forum/suggestions/add-a-checkbox-to-allow-filtering-library-compounds-with-bad-groups)
May not be a big problem in the final results of small-molecule design puzzles, since I'd assume some kind of standardization and selection of lower energy tautomers when post-processing players designs.
However in the design process it affect donor-acceptor position and torsions. It'd also affect the protonation estimation in Foldit, assuming generation and selection of 3D isomers/tautomers from downloaded SMILES is done before the protonation step.
It's rather a complicated problem, naturally both forms could exist at a certain ratio, with the dominant form depends on other parts of the structure and the environment.
So I'm curious, how Foldit decide the tautomer to be generated and displayed in the library panel? Some simple rule-based method or pre-calculation of ligand energy?
