Optimization of 2,3,5-trisubstituted pyridine derivatives as potent allosteric Akt1 and Akt2 inhibitors

Bioorg Med Chem Lett. 2008 Mar 15;18(6):2194-7. doi: 10.1016/j.bmcl.2007.12.040. Epub 2007 Dec 23.

Abstract

This letter shows inhibitor SAR on a pyridine series of allosteric Akt inhibitors to optimize enzymatic and cellular potency. We have optimized 2,3,5-trisubstituted pyridines to give potent Akt1 and Akt2 inhibitors in both enzyme and cell based assays. In addition, we will also highlight the pharmacokinetic profile of an optimized inhibitor that has low clearance and long half-life in dogs.

MeSH terms

  • Allosteric Site*
  • Animals
  • Apoptosis / drug effects
  • Caspases / metabolism
  • Dogs
  • Humans
  • Male
  • Metabolic Clearance Rate
  • Molecular Structure
  • Prostatic Neoplasms / drug therapy*
  • Prostatic Neoplasms / metabolism
  • Protein Kinase Inhibitors / chemical synthesis
  • Protein Kinase Inhibitors / pharmacology*
  • Proto-Oncogene Proteins c-akt / antagonists & inhibitors*
  • Proto-Oncogene Proteins c-akt / metabolism
  • Pyridines / chemistry*
  • Structure-Activity Relationship
  • TNF-Related Apoptosis-Inducing Ligand / pharmacology
  • Tumor Cells, Cultured

Substances

  • Protein Kinase Inhibitors
  • Pyridines
  • TNF-Related Apoptosis-Inducing Ligand
  • TNFSF10 protein, human
  • Proto-Oncogene Proteins c-akt
  • Caspases
  • pyridine