ChemInform Abstract: Synthesis and Biological Activity of P2-P4 Azapeptidomimetic P1- Argininal and P1-Ketoargininamide Derivatives: A Novel Class of Serine Protease Inhibitors.

Molecular modeling and topographic considerations of the thrombin-specific sequences Boc-Asp-Pro-Arg-TS or Ac-d-Phe-Pro-Arg-TS (TS = transition state analog electrophilic center) and related scaffolds led to the design of novel P2–P4-azapeptidomimetic P1-argininal and P1-ketoargininamide derivatives (3a-j). The synthesis and biological activity of these potential serine protease inhibitors are presented.