Structure-based design of amidinophenylurea-derivatives for factor VIIa inhibition

Bioorg Med Chem Lett. 2004 Jul 16;14(14):3715-20. doi: 10.1016/j.bmcl.2004.05.006.

Abstract

The amidinophenylurea scaffold was earlier shown to provide an excellent template for the synthesis of novel and potent inhibitors of the blood coagulation factor VIIa. In this contribution we describe the structure-based design of potent ligands guided by X-ray crystallography, molecular modeling and docking studies. The design and synthetic efforts were directed towards novel modifications to explore the protease binding region close to the S4 subsite.

MeSH terms

  • Binding Sites
  • Crystallography, X-Ray
  • Drug Design*
  • Factor VIIa / antagonists & inhibitors*
  • Factor VIIa / metabolism
  • Fibrinolytic Agents / chemical synthesis*
  • Fibrinolytic Agents / pharmacology
  • Molecular Structure
  • Peptide Hydrolases / metabolism
  • Phenylurea Compounds / chemical synthesis*
  • Phenylurea Compounds / pharmacology

Substances

  • Fibrinolytic Agents
  • Phenylurea Compounds
  • Peptide Hydrolases
  • Factor VIIa