Discovery of a nanomolar inhibitor of the human murine double minute 2 (MDM2)-p53 interaction through an integrated, virtual database screening strategy

J Med Chem. 2006 Jun 29;49(13):3759-62. doi: 10.1021/jm060023+.

Abstract

An integrated, virtual database screening strategy has led to 7-[anilino(phenyl)methyl]-2-methyl-8-quinolinol (4, NSC 66811) as a novel inhibitor of the murine double minute 2 (MDM2)-p53 interaction. This quinolinol binds to MDM2 with a Ki of 120 nM and activates p53 in cancer cells with a mechanism of action consistent with targeting the MDM2-p53 interaction. It mimics three p53 residues critical in the binding to MDM2 and represents a promising new class of non-peptide inhibitors of the MDM2-p53 interaction.

MeSH terms

  • Aniline Compounds / chemistry*
  • Aniline Compounds / pharmacology
  • Antineoplastic Agents / chemistry*
  • Antineoplastic Agents / pharmacology
  • Binding Sites
  • Binding, Competitive
  • Cell Line, Tumor
  • Crystallography, X-Ray
  • Databases, Factual*
  • HCT116 Cells
  • Humans
  • Hydroxyquinolines / chemistry*
  • Hydroxyquinolines / pharmacology
  • Models, Molecular
  • Molecular Mimicry
  • Mutation
  • Proto-Oncogene Proteins c-mdm2 / chemistry
  • Proto-Oncogene Proteins c-mdm2 / metabolism*
  • Stereoisomerism
  • Tumor Suppressor Protein p53 / chemistry
  • Tumor Suppressor Protein p53 / genetics
  • Tumor Suppressor Protein p53 / metabolism*

Substances

  • 7-(anilino(phenyl)methyl)-2-methyl-8-quinolinol
  • Aniline Compounds
  • Antineoplastic Agents
  • Hydroxyquinolines
  • Tumor Suppressor Protein p53
  • Mdm2 protein, mouse
  • Proto-Oncogene Proteins c-mdm2