Multi-Instance Learning Approach to Predictive Modeling of Catalysts Enantioselectivity

Abstract

AbstractHere, we report an application of the multi-instance learning approach to predictive modeling of enantioselectivity of chiral catalysts. Catalysts were represented by ensembles of conformations encoded­ by the pmapper physicochemical descriptors capturing stereoconfiguration of the molecule. Each catalyzed chemical reaction was transformed to a condensed graph of reaction for which ISIDA fragment descriptors were generated. This approach does not require any conformations’ alignment and can potentially be used for a diverse set of catalysts bearing different scaffolds. Its efficiency has been demonstrated in predicting the selectivity of BINOL-derived phosphoric acid catalysts in asymmetric thiol addition to N-acylimines and benchmarked with previously reported models.