In vitro and in vivo characterization of a novel, highly potent p53-MDM2 inhibitor

Bioorg Med Chem Lett. 2018 Nov 1;28(20):3404-3408. doi: 10.1016/j.bmcl.2018.08.027. Epub 2018 Aug 26.

Abstract

Small molecule inhibitors of the p53-MDM2 protein complex are under intense investigation in clinical trials as anti-cancer agents, including our first generation inhibitor NVP-CGM097. We recently described the rational design of a novel pyrazolopyrrolidinone core as a new lead structure and now we report on the synthesis and optimization of this to provide a highly potent lead compound. This new compound displayed excellent oral efficacy in our preclinical mechanistic in vivo model and marked a significant milestone towards the identification of our second generation clinical candidate NVP-HDM201.

Keywords: HDM201; MDM2-p53 protein-protein interaction (PPI) inhibitors; Pyrrolo[3,4-d]imidazol-4(1H)- ones; Structure guided design; X-ray structure.

MeSH terms

  • Animals
  • Antineoplastic Agents / chemical synthesis
  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / pharmacokinetics
  • Antineoplastic Agents / pharmacology*
  • Cell Line, Tumor
  • Dogs
  • Haplorhini
  • Humans
  • Male
  • Mice
  • Microsomes, Liver / metabolism
  • Protein Multimerization / drug effects*
  • Proto-Oncogene Proteins c-mdm2 / antagonists & inhibitors*
  • Pyrazoles / chemical synthesis
  • Pyrazoles / chemistry
  • Pyrazoles / pharmacokinetics
  • Pyrazoles / pharmacology*
  • Pyrrolidinones / chemical synthesis
  • Pyrrolidinones / chemistry
  • Pyrrolidinones / pharmacokinetics
  • Pyrrolidinones / pharmacology*
  • Rats, Sprague-Dawley
  • Stereoisomerism
  • Tumor Suppressor Protein p53 / antagonists & inhibitors*

Substances

  • Antineoplastic Agents
  • Pyrazoles
  • Pyrrolidinones
  • TP53 protein, human
  • Tumor Suppressor Protein p53
  • MDM2 protein, human
  • Proto-Oncogene Proteins c-mdm2