Homology model of RSK2 N-terminal kinase domain, structure-based identification of novel RSK2 inhibitors, and preliminary common pharmacophore

Bioorg Med Chem. 2006 Sep 1;14(17):6097-105. doi: 10.1016/j.bmc.2006.05.001. Epub 2006 May 24.

Abstract

Ribosomal S6 kinase 2 (RSK2) is a serine/threonine kinase that plays a role in human cancer and Coffin-Lowry syndrome and is comprised of two nonidentical kinase domains, each domain with its own ATP-binding site. RSK2 can be inactivated by different types of small organic molecules. Potent RSK2 inhibitors include the two classic bisindole maleimide PKC inhibitors, Ro31-8220 and GF109203X, and the natural product SL0101 that was shown to bind specifically to the ATP pocket of the N-terminal domain (NTD). In this paper, we present an atomic model of the RSK2 NTD (residues 68-323), which was built to simultaneously bind the distinctive molecular scaffolds of SL0101, Ro31-8220, and GF109203X. The RSK2 NTD model was used to identify two novel RSK2 inhibitors from the National Cancer Institute open chemical repository and to develop a preliminary structure-based pharmacophore model.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, N.I.H., Intramural

MeSH terms

  • Benzopyrans / chemistry
  • Binding Sites
  • Indoles / chemistry
  • Kaempferols / chemistry
  • Models, Molecular
  • Monosaccharides / chemistry
  • Naphthalenes / chemistry
  • Protein Conformation
  • Protein Structure, Tertiary
  • Pyrimidines / chemistry
  • Ribosomal Protein S6 Kinases, 90-kDa / antagonists & inhibitors*
  • Ribosomal Protein S6 Kinases, 90-kDa / chemistry*
  • Ribosomal Protein S6 Kinases, 90-kDa / metabolism
  • Structure-Activity Relationship

Substances

  • Benzopyrans
  • GFX 109203x
  • Indoles
  • Kaempferols
  • Monosaccharides
  • NSC 356821
  • NSC 51023
  • Naphthalenes
  • Pyrimidines
  • SL0101
  • kaempferol
  • Ribosomal Protein S6 Kinases, 90-kDa
  • ribosomal protein S6 kinase, 90kDa, polypeptide 3
  • Ro 31-8220