Molecular Fingerprint Recombination: Generating Hybrid Fingerprints for Similarity Searching from Different Fingerprint Types

摘要

Molecular fingerprints have a long history in computational medicinal chemistry and continue to be popular tools for similarity searching. Over the years, a variety of fingerprint types have been introduced. We report an approach to identify preferred bit subsets in fingerprints of different design and "re- combine" these bit segments into "hybrid fingerprints". These compound class-directed fingerprint representations are found to increase the similarity search performance of their parental fingerprints, which can be rationalized by the often complementary nature of distinct fingerprint features.