edoxaban   Click here for help

GtoPdb Ligand ID: 7575

Synonyms: DU-176 | DU-176b | edoxaban tosylate | Lixiana® | Savaysa®
Approved drug
edoxaban is an approved drug (EMA & FDA (2015))
Compound class: Synthetic organic
Comment: Edoxaban is an oral, once-daily factor Xa inhibitor anticoagulant.
Marketed formulations contain edoxaban tosylate (PubChem CID 44610678).
Click here for help
IUPHAR Pharmacology Education Project (PEP) logo

View more information in the IUPHAR Pharmacology Education Project: edoxaban

2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 11
Hydrogen bond donors 3
Rotatable bonds 10
Topological polar surface area 164.87
Molecular weight 547.18
XLogP -0.22
No. Lipinski's rules broken 1
Click here for help
Canonical SMILES CN1CCc2c(C1)sc(n2)C(=O)NC1CC(CCC1NC(=O)C(=O)Nc1ccc(cn1)Cl)C(=O)N(C)C
Isomeric SMILES CN1CCc2c(C1)sc(n2)C(=O)N[C@@H]1C[C@H](CC[C@@H]1NC(=O)C(=O)Nc1ccc(cn1)Cl)C(=O)N(C)C
InChI InChI=1S/C24H30ClN7O4S/c1-31(2)24(36)13-4-6-15(27-20(33)21(34)30-19-7-5-14(25)11-26-19)17(10-13)28-22(35)23-29-16-8-9-32(3)12-18(16)37-23/h5,7,11,13,15,17H,4,6,8-10,12H2,1-3H3,(H,27,33)(H,28,35)(H,26,30,34)/t13-,15-,17+/m0/s1
Selectivity at enzymes
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
coagulation factor X Primary target of this compound Hs Inhibitor Inhibition 9.3 pKi - 1-2
pKi 9.3 (Ki 5.6x10-10 M) [1-2]