CH...O and CH...N hydrogen bonds in ligand design: a novel quinazolin-4-ylthiazol-2-ylamine protein kinase inhibitor

  • J Med Chem. 2005 Feb 24;48(4):1278-81. doi: 10.1021/jm0492249.
Albert C Pierce  1 ,  Ernst ter Haar ,  Hayley M Binch ,  David P Kay ,  Sanjay R Patel ,  Pan Li
Affiliations
  • 1. Vertex Pharmaceuticals, Inc., 130 Waverly Street, Cambridge, Massachusetts 02139, USA. [email protected]
PMID: 15715498 DOI: 10.1021/jm0492249
Abstract

Aryl CH hydrogen bonds play an important role in the binding of several analogues of a pyrazol-3-ylquinazolin-4-ylamine inhibitor of glycogen synthase kinase 3 (GSK3). Understanding the importance of these CH...O and CH...N hydrogen bonds allowed the design of a novel quinazolin-4-ylthiazol-2-ylamine inhibitor of GSK3 with a structurally confirmed CH...O hydrogen bond to the protein.

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