Identification of an aminothiazole series of RORβ modulators

Bioorg Med Chem Lett. 2018 Apr 15;28(7):1178-1181. doi: 10.1016/j.bmcl.2018.03.001. Epub 2018 Mar 3.

Abstract

Crystallography has identified stearic acid, ALRT 1550 and ATRA as ligands that bind RORβ, however, none of these molecules represent good starting points to develop optimized small molecule modulators. Recently, Compound 1 was identified as a potent dual RORβ and RORγ inverse agonist with no activity towards RORα (Fig. 1). To our knowledge, this is one of only two small molecule RORβ inverse agonists identified in the primary literature from a tractable chemical series and represents an ideal starting point from which to design RORβ-selective modulators. Herein we describe our SAR optimization efforts that led to a series of potent neutral antagonists of RORβ.

Keywords: Aminothiazole; Nuclear receptor; RORβ; Selective ligand.

Publication types

  • Research Support, N.I.H., Extramural

MeSH terms

  • Dose-Response Relationship, Drug
  • Humans
  • Molecular Structure
  • Nuclear Receptor Subfamily 1, Group F, Member 2 / agonists*
  • Structure-Activity Relationship
  • Thiazoles / analysis
  • Thiazoles / chemistry
  • Thiazoles / pharmacology*

Substances

  • Nuclear Receptor Subfamily 1, Group F, Member 2
  • RORB protein, human
  • Thiazoles