Design and optimization of quinazoline derivatives as melanin concentrating hormone receptor 1 (MCHR1) antagonists

Bioorg Med Chem Lett. 2012 May 1;22(9):3157-62. doi: 10.1016/j.bmcl.2012.03.050. Epub 2012 Mar 23.

Abstract

Melanin concentrating hormone (MCH) is an important mediator of energy homeostasis and plays a role in metabolic and CNS disorders. The modeling-supported design, synthesis and multi-parameter optimization (biological activity, solubility, metabolic stability, hERG) of novel quinazoline derivatives as MCHR1 antagonists are described. The in vivo proof of principle for weight loss with a lead compound from this series is exemplified. Clusters of refined hMCHR1 homology models derived from the X-ray structure of the β2-adrenergic receptor, including extracellular loops, were developed and used to guide the design.

MeSH terms

  • Drug Design*
  • Humans
  • Molecular Structure
  • Quinazolines / chemical synthesis*
  • Quinazolines / pharmacology
  • Receptors, Pituitary Hormone / antagonists & inhibitors*
  • Receptors, Somatostatin / antagonists & inhibitors
  • Structure-Activity Relationship

Substances

  • MCHR1 protein, human
  • Quinazolines
  • Receptors, Pituitary Hormone
  • Receptors, Somatostatin
  • melanin-concentrating hormone receptor