Molecular Scaffold Hopping via Holistic Molecular Representation

Francesca Grisoni (Corresponding author), Gisbert Schneider

Research output: Chapter in Book/Report/Conference proceedingChapterAcademic

7 Citations (Scopus)

Abstract

Molecular descriptors encode a variety of molecular representations for computer-assisted drug discovery. Here, we focus on the Weighted Holistic Atom Localization and Entity Shape (WHALES) descriptors, which were originally designed for scaffold hopping from natural products to synthetic molecules. WHALES descriptors capture molecular shape and partial charges simultaneously. We introduce the key aspects of the WHALES concept and provide a step-by-step guide on how to use these descriptors for virtual compound screening and scaffold hopping. The results presented can be reproduced by using the code freely available from URL: github.com/ETHmodlab/scaffold_hopping_whales .

Original languageEnglish
Title of host publicationProtein-Ligand Interactions and Drug Design
EditorsFlavio Ballante
Place of PublicationNew York
PublisherHumana Press
Pages11-35
Number of pages25
ISBN (Electronic)978-1-0716-1209-5
ISBN (Print)978-1-0716-1211-8, 978-1-0716-1208-8
DOIs
Publication statusPublished - 24 Mar 2021
Externally publishedYes

Publication series

NameMethods in Molecular Biology
Volume2266
ISSN (Print)1064-3745
ISSN (Electronic)1940-6029

Keywords

  • Cheminformatics/methods
  • Drug Design
  • Drug Discovery/methods
  • Small Molecule Libraries/chemistry
  • Software
  • WHALES
  • Natural product
  • Virtual screening
  • Drug discovery
  • Chemoinformatics

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