Effectiveness of molecular fingerprints for exploring the chemical space of natural products.

ABSTRACT: Natural products are a diverse class of compounds with promising biological properties, such as high potency and excellent selectivity. However, they have different structural motifs than typical drug-like compounds, e.g., a wider range of molecular weight, multiple stereocenters and higher fraction of sp³-hybridized carbons. This makes the encoding of natural products via molecular fingerprints difficult, thus restricting their use in cheminformatics studies. To tackle this issue, we explored over 30 years of research to systematically evaluate which molecular fingerprint provides the best performance on the natural product chemical space. We considered 20 molecular fingerprints from four different sources, which we then benchmarked on over 100,000 unique natural products from

SUBMITTER: Boldini D 

PROVIDER: S-EPMC10964529 | biostudies-literature | 2024 Mar

REPOSITORIES: biostudies-literature