We recently reported the MinHashed Atom-Pair fingerprint up to a radius of four bonds (MAP4) as a new type of molecular fingerprint suitable for big data settings applicable across very different molecule families spanning from small molecule drugs to complex natural products (NPs), peptides and oligonucleotides. Here we used MAP4 to analyze NPs in the recently reported NPAtlas and COCONUT (Collection of Open Natural Products database) databases, two recently reported public collections of NPs and NP-like molecules. We show that MAP4 organizes NPs in different structural families visible in a TMAP layout, enabling a global understanding of the database. These and other interactive MAP4 TMAPs can be found at https://tm.gdb.tools/map4/. Furthermore, we show that a support vector machine (SVM) classifier trained with MAP4 data can be used to classify NPs according to their plant, bacterial of fungal origin. These tools provide new opportunities to better understand the structural diversity of NPs.

Exploring microbial and plant natural products in the MAP4 chemical space

ACS Fall 2021

The official archive and repository for all ACS Meetings & Expositions abstracts and select posters or presentations.