Discovery of Second Generation RORγ Inhibitors Composed of an Azole Scaffold

J Med Chem. 2019 Mar 14;62(5):2837-2842. doi: 10.1021/acs.jmedchem.8b01567. Epub 2019 Mar 1.

Abstract

Starting from a previously reported RORγ inhibitor (1), successive efforts to improve in vivo potency were continued. Introduction of metabolically beneficial motifs in conjunction with scaffold hopping was examined, resulting in discovery of the second generation RORγ inhibitor composed of a 4-(isoxazol-3-yl)butanoic acid scaffold (24). Compound 24 achieved a 10-fold improvement in in vivo potency in a mouse CD3 challenge model along with significant anti-inflammatory effects in a mouse dermatitis model.

MeSH terms

  • Animals
  • Azoles / chemistry
  • Azoles / pharmacology*
  • Dermatitis / drug therapy
  • Disease Models, Animal
  • Drug Discovery
  • Mice
  • Molecular Docking Simulation
  • Nuclear Receptor Subfamily 1, Group F, Member 3 / antagonists & inhibitors*
  • Structure-Activity Relationship

Substances

  • Azoles
  • Nuclear Receptor Subfamily 1, Group F, Member 3