Discovery of potent and selective Spleen Tyrosine Kinase inhibitors for the topical treatment of inflammatory skin disease

Bioorg Med Chem Lett. 2018 Nov 15;28(21):3458-3462. doi: 10.1016/j.bmcl.2018.09.022. Epub 2018 Sep 18.

Abstract

The discovery and lead optimisation of a novel series of SYK inhibitors is described. These were optimised for SYK potency and selectivity against Aurora B. Compounds were profiled in a human skin penetration study to identify a suitable candidate molecule for pre-clinical development. Compound 44 (GSK2646264) was selected for progression and is currently in Phase I clinical trials.

Keywords: Dermal; Inhibitor; Lead optimisation; SYK; Skin penetration; Spleen Tyrosine Kinase.

MeSH terms

  • Administration, Topical
  • Anti-Inflammatory Agents / administration & dosage
  • Anti-Inflammatory Agents / chemical synthesis
  • Anti-Inflammatory Agents / chemistry
  • Anti-Inflammatory Agents / pharmacology*
  • Catalytic Domain
  • Cell Line, Tumor
  • Humans
  • Molecular Docking Simulation
  • Molecular Structure
  • Protein Kinase Inhibitors / administration & dosage
  • Protein Kinase Inhibitors / chemical synthesis
  • Protein Kinase Inhibitors / chemistry
  • Protein Kinase Inhibitors / pharmacology*
  • Pyridines / administration & dosage
  • Pyridines / chemical synthesis
  • Pyridines / chemistry
  • Pyridines / pharmacology*
  • Skin / drug effects*
  • Structure-Activity Relationship
  • Syk Kinase / antagonists & inhibitors*
  • Syk Kinase / chemistry

Substances

  • Anti-Inflammatory Agents
  • GSK2646264
  • Protein Kinase Inhibitors
  • Pyridines
  • SYK protein, human
  • Syk Kinase