Arylsulfonamides: a study of the relationship between activity and conformational preferences for a series of factor Xa inhibitors

Bioorg Med Chem Lett. 2006 Nov 15;16(22):5731-5. doi: 10.1016/j.bmcl.2006.08.092. Epub 2006 Sep 18.


Torsional scans of sulfonamide S-C bonds in small model systems of a series of arylsulfonamide factor Xa inhibitors were performed in order to investigate if conformational effects can help to rationalise the observed SAR. Computational results were in good agreement with the experimental data indicating that the sulfonamide conformation plays an important role in determining the activity in this particular series of factor Xa inhibitors.

MeSH terms

  • Antithrombin III / chemistry*
  • Antithrombin III / pharmacology*
  • Crystallography, X-Ray
  • Drug Design
  • Molecular Conformation
  • Protein Binding
  • Structure-Activity Relationship
  • Sulfonamides / chemistry*
  • Sulfonamides / pharmacology*


  • Sulfonamides
  • Antithrombin III