Summary
PDB 2EI6 deposited: 2007-03-12 modified: 2009-02-24
Title FACTOR XA IN COMPLEX WITH THE INHIBITOR (-)-cis-N1-[(5-Chloroindol-2-yl)carbonyl]-N2-[(5-methyl-4,5,6,7-tetrahydrothiazolo[5,4-c]pyridin-2-yl)carbonyl]-1,2-cyclohexanediamine
Authors Furugohri, T., Haginoya, N., Isobe, Y., Kanno, H., Nagata, T., Yoshikawa, K., Yoshino, T.
Method X-RAY DIFFRACTION
Structure factors resolution 2.3 rfactor 0.19685 rfree 0.26204
DPI 0.65 theoretical min: 0.30
Citations

This paper describes the synthesis of orally available potent fXa inhibitors 2 and 3 by modification of the piperazine part of lead compound 1. Carbonyl derivative 3 showed potent fXa activity but not sulfonyl derivative 2. Among the compounds synthesized, cyclohexane derivatives 3g and 3h and cycloheptane derivative 3j had potent anticoagulant activity as well as anti-fXa activity. Synthetic study of the optical isomers of 3g demonstrated that (-)-3g had more potent activity.

Bioorg.Med.Chem.Lett. 2007 Aug; 17(16):4683-4688 doi:10.1016/j.bmcl.2007.05.068

Cross References
Database source Identifier Description
ChEMBL Document CHEMBL1140027
PubMed 17555959 BMCLE8
Biomolecule Structure Assembly Serial Assembly Type Conformational State Chains Ligands Atoms
2EI6/1 2EI6 1 dimer 0 2 3 2021