Kinase array design, back to front: biaryl amides

Bioorg Med Chem Lett. 2008 Oct 1;18(19):5285-9. doi: 10.1016/j.bmcl.2008.08.051. Epub 2008 Aug 22.

Abstract

New kinase inhibitors can be found by synthesis of targeted arrays of compounds designed using system-based knowledge as well as through screening focused or diverse compounds. Most array strategies aim to add functionality to a fragment that binds in the purine subpocket of the ATP-site. Here, an alternative pharmacophore-guided array approach is described which set out to discover novel purine subpocket-binding groups. Results are shown for p38alpha and cFMS kinase, for which multiple distinct series with nanomolar potency were discovered. Some of the compounds showed potency in cell-based assays and good pharmacokinetic properties.

MeSH terms

  • Adenosine Triphosphate / chemistry
  • Amides / chemical synthesis*
  • Amides / chemistry
  • Amides / pharmacokinetics*
  • Animals
  • Combinatorial Chemistry Techniques
  • Crystallography, X-Ray
  • Heterocyclic Compounds, 1-Ring / chemical synthesis*
  • Heterocyclic Compounds, 1-Ring / chemistry
  • Heterocyclic Compounds, 1-Ring / pharmacokinetics*
  • Inhibitory Concentration 50
  • Mitogen-Activated Protein Kinase 14 / antagonists & inhibitors
  • Models, Molecular
  • Molecular Structure
  • Protein Kinase Inhibitors / chemical synthesis*
  • Protein Kinase Inhibitors / chemistry
  • Protein Kinase Inhibitors / pharmacokinetics
  • Rats
  • Structure-Activity Relationship

Substances

  • Amides
  • Heterocyclic Compounds, 1-Ring
  • Protein Kinase Inhibitors
  • Adenosine Triphosphate
  • Mitogen-Activated Protein Kinase 14