Classification of Scaffold-Hopping Approaches

Abstract

The general goal of drug discovery is to identify novel compounds that are active against a preselected biological target with acceptable pharmacological properties defined by marketed drugs. Scaffold hopping has been widely applied by medicinal chemists to discover equipotent compounds with novel backbones that have improved properties. In this article we classify scaffold hopping into four major categories, namely heterocycle replacements, ring opening or closure, peptidomimetics and topology-based hopping. We review the structural diversity of original and final scaffolds with respect to each category. We discuss the advantages and limitations of small, medium and large-step scaffold hopping. Finally, we summarize software that is frequently used to facilitate different kinds of scaffold-hopping methods.

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Document Details

Document Type
Technical Report
Publication Date
Nov 01, 2011
Accession Number
ADA572958

Entities

People

  • Anders Wallqvist
  • Gregory Tawa
  • Hongmao Sun

Organizations

  • United States Army Medical Research and Development Command

Tags

DTIC Thesaurus Topics

  • 1-Ring Heterocyclic Compounds
  • Amino Acids
  • Application Software
  • Biological Products
  • Cell Physiological Processes
  • Chemical Synthesis
  • Chemistry
  • Department Of Defense
  • Enzyme Inhibitors
  • High Performance Computing
  • Intellectual Property
  • Organic Chemistry
  • Pain
  • Peptides
  • Programmed Cell Death
  • Small Molecules
  • Three Dimensional

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