Non-ATP competitive protein kinase inhibitors

Curr Med Chem. 2010;17(25):2804-21. doi: 10.2174/092986710791859333.

Abstract

Protein kinases represent an attractive target in oncology drug discovery. Most of kinase inhibitors are ATP-competitive and are called type I inhibitors. The ATP-binding pocket is highly conserved among members of the kinase family and it is difficult to find selective agents. Moreover, the ATP-competitive inhibitors must compete with high intracellular ATP levels leading to a discrepancy between IC50s measured by biochemical versus cellular assays. The non-ATP competitive inhibitors, called type II and type III inhibitors, offer the possibility to overcome these problems. These inhibitors act by inducing a conformational shift in the target enzyme such that the kinase is no longer able to function. In the DFG-out form, the phenylalanine side chain moves to a new position. This movement creates a hydrophobic pocket available for occupation by the inhibitor. Some common features are present in these inhibitors. They contain a heterocyclic system that forms one or two hydrogen bonds with the kinase hinge residue. They also contain a hydrophobic moiety that occupies the pocket formed by the shift of phenylalanine from the DFG motif. Moreover, all the inhibitors bear a hydrogen bond donor-acceptor pair, usually urea or amide, that links the hinge-binding portion to the hydrophobic moiety and interacts with the allosteric site. Examples of non ATP-competitive inhibitors are available for various kinases. In this review small molecules capable of inducing the DFG-out conformation are reported, especially focusing on structural feature, SAR and biological properties.

Publication types

  • Research Support, Non-U.S. Gov't
  • Review

MeSH terms

  • Antineoplastic Agents / chemistry*
  • Antineoplastic Agents / pharmacology*
  • Drug Design
  • Hydrogen Bonding
  • MAP Kinase Kinase Kinases / antagonists & inhibitors*
  • Models, Molecular
  • Molecular Conformation
  • Molecular Structure
  • Oligopeptides / metabolism
  • Phosphotransferases / chemistry
  • Protein Kinase Inhibitors / analogs & derivatives
  • Protein Kinase Inhibitors / chemistry*
  • Protein Kinase Inhibitors / pharmacology*
  • Protein Kinases
  • Protein Structure, Tertiary

Substances

  • Antineoplastic Agents
  • DFG peptide
  • Oligopeptides
  • Protein Kinase Inhibitors
  • Phosphotransferases
  • Protein Kinases
  • MAP Kinase Kinase Kinases