Discovery and SAR of a novel series of Natriuretic Peptide Receptor-A (NPR-A) agonists

Bioorg Med Chem Lett. 2017 Nov 1;27(21):4904-4907. doi: 10.1016/j.bmcl.2017.09.028. Epub 2017 Sep 18.

Abstract

Novel thienopyrimidine compounds 2 and 3 were discovered from high-throughput screening as Natriuretic Peptide Receptor A (NPR-A) agonists. Scaffold hopping of a thienopyrimidine ring to a quinazoline ring, introduction of the basic functional group and optimization of the substituent on the 6-position of the benzene ring of quinazoline led to improved agonistic activity. We discovered compound 48, which showed potent agonistic activity for NPR-A with an EC50 value of 0.073μM, indicating 350-fold potency compared to the hit compound 3.

Keywords: Agonist; Natriuretic Peptide Receptor A; Quinazoline derivatives; Scaffold hopping; Thienopyrimidine derivatives.

MeSH terms

  • Animals
  • CHO Cells
  • Cricetinae
  • Cricetulus
  • Drug Evaluation, Preclinical
  • Humans
  • Pyrimidines / chemical synthesis
  • Pyrimidines / chemistry
  • Pyrimidines / metabolism*
  • Quinazolines / chemical synthesis
  • Quinazolines / chemistry
  • Quinazolines / metabolism
  • Receptors, Atrial Natriuretic Factor / agonists*
  • Receptors, Atrial Natriuretic Factor / metabolism
  • Structure-Activity Relationship

Substances

  • Pyrimidines
  • Quinazolines
  • thienopyrimidine
  • Receptors, Atrial Natriuretic Factor
  • atrial natriuretic factor receptor A