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).
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2D Structure
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Physico-chemical Properties
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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
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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
1. Furugohri T, Isobe K, Honda Y, Kamisato-Matsumoto C, Sugiyama N, Nagahara T, Morishima Y, Shibano T. (2008)
DU-176b, a potent and orally active factor Xa inhibitor: in vitro and in vivo pharmacological profiles.
J Thromb Haemost, 6 (9): 1542-9. [PMID:18624979]
2. Pinto DJ, Smallheer JM, Cheney DL, Knabb RM, Wexler RR. (2010)
Factor Xa inhibitors: next-generation antithrombotic agents.
J Med Chem, 53 (17): 6243-74. [PMID:20503967]