Mapping of Activity through Dichotomic Scores (MADS): A new chemoinformatic approach to detect activity‐rich structural regions

Abstract

AbstractA new chemoinformatic approach, called Mapping of Activity through Dichotomic Scores, is introduced. Its goal is the supervised projection of molecules, represented with strings of binary digits expressing the presence or absence of selected structural features, onto a novel 2‐dimensional space, which highlights regions of active (inactive) molecules of interest. At the same time, variables are projected onto a second 2‐dimensional space, which highlights those structural features that are more related to the molecular activity of interest. Unlike the classical weighting schemes used in substructural analysis, which consider the substructures independently of each other, the Mapping of Activity through Dichotomic Scores approach considers the interactions between pairs of substructures, that is, their frequencies of cooccurrence in the molecules. In this work, the theory is presented and elucidated, with an example dataset and in comparison with a benchmark fragment‐based scoring scheme.