Preparation of kinase-biased compounds in the search for lead inhibitors of kinase targets

Med Res Rev. 2005 May;25(3):310-30. doi: 10.1002/med.20026.

Abstract

This work describes the preparation of approximately 13,000 compounds for rapid identification of hits in high-throughput screening (HTS). These compounds were designed as potential serine/threonine or tyrosine kinase inhibitors. The library consists of various scaffolds, e.g., purines, oxindoles, and imidazoles, whereby each core scaffold generally includes the hydrogen bond acceptor/donor properties known to be important for kinase binding. Several of these are based upon literature kinase templates, or adaptations of them to provide novelty. The routes to their preparation are outlined. A variety of automation techniques were used to prepare >500 compounds per scaffold. Where applicable, scavenger resins were employed to remove excess reagents and when necessary, preparative high performance liquid chromatography (HPLC) was used for purification. These compounds were screened against an 'in-house' kinase panel. The success rate in HTS was significantly higher than the corporate compound collection.

Publication types

  • Review

MeSH terms

  • Drug Design*
  • Imidazoles / chemical synthesis
  • Imidazoles / pharmacology
  • Indoles / chemical synthesis
  • Indoles / pharmacology
  • Isoquinolines / chemical synthesis
  • Isoquinolines / pharmacology
  • Naphthalenes / chemical synthesis
  • Naphthalenes / pharmacology
  • Protein Kinase Inhibitors / chemical synthesis*
  • Protein Kinase Inhibitors / chemistry
  • Protein Kinase Inhibitors / pharmacology
  • Purines / chemical synthesis
  • Purines / pharmacology
  • Pyrimidines / chemical synthesis
  • Pyrimidines / pharmacology

Substances

  • Imidazoles
  • Indoles
  • Isoquinolines
  • Naphthalenes
  • Protein Kinase Inhibitors
  • Purines
  • Pyrimidines