Unexpected enhancement of thrombin inhibitor potency with o-aminoalkylbenzylamides in the P1 position

Bioorg Med Chem Lett. 2003 Oct 20;13(20):3477-82. doi: 10.1016/s0960-894x(03)00732-7.


Thrombin inhibitors incorporating o-aminoalkylbenzylamides in the P1 position were designed, synthesized and found to have enhanced potency and selectivity in several different structural classes. X-ray crystallographic analysis of compound 24 bound in the alpha-thrombin-hirugen complex provides an explanation for these unanticipated results.

MeSH terms

  • Amides / chemistry*
  • Antithrombins / chemistry
  • Antithrombins / pharmacology*
  • Crystallography, X-Ray
  • Molecular Structure


  • Amides
  • Antithrombins