Novel Mps1 kinase inhibitors: from purine to pyrrolopyrimidine and quinazoline leads

Bioorg Med Chem Lett. 2013 Dec 15;23(24):6829-33. doi: 10.1016/j.bmcl.2013.10.008. Epub 2013 Oct 11.

Abstract

Mps1, also known as TTK, is a mitotic checkpoint protein kinase that has become a promising new target of cancer research. In an effort to improve the lead-likeness of our recent Mps1 purine lead compounds, a scaffold hopping exercise has been undertaken. Structure-based design, principles of conformational restriction, and subsequent scaffold hopping has led to novel pyrrolopyrimidine and quinazoline Mps1 inhibitors. These new single-digit nanomolar leads provide the basis for developing potent, novel Mps1 inhibitors with improved drug-like properties.

Keywords: Cancer; Conformational restriction; Mps1; Protein kinase inhibitors; Purines; Pyrrolopyrimidines; Quinazoline; Scaffold hopping; Structure-based design; TTK.

MeSH terms

  • Cell Cycle Proteins / antagonists & inhibitors*
  • Cell Cycle Proteins / metabolism
  • Cell Proliferation / drug effects
  • Drug Design
  • HCT116 Cells
  • Humans
  • Models, Molecular
  • Protein Binding
  • Protein Kinase Inhibitors / chemistry*
  • Protein Kinase Inhibitors / metabolism
  • Protein Kinase Inhibitors / pharmacology*
  • Protein Serine-Threonine Kinases / antagonists & inhibitors*
  • Protein Serine-Threonine Kinases / metabolism
  • Protein-Tyrosine Kinases / antagonists & inhibitors*
  • Protein-Tyrosine Kinases / metabolism
  • Purines / chemistry*
  • Purines / metabolism
  • Purines / pharmacology
  • Pyrimidines / chemistry*
  • Pyrimidines / metabolism
  • Pyrimidines / pharmacology*
  • Pyrroles / chemistry*
  • Pyrroles / metabolism
  • Pyrroles / pharmacology*
  • Quinazolines / chemistry*
  • Quinazolines / metabolism
  • Quinazolines / pharmacology
  • Structure-Activity Relationship

Substances

  • Cell Cycle Proteins
  • Protein Kinase Inhibitors
  • Purines
  • Pyrimidines
  • Pyrroles
  • Quinazolines
  • pyrrolopyrimidine
  • Protein-Tyrosine Kinases
  • Protein Serine-Threonine Kinases
  • TTK protein, human
  • purine