apixaban   Click here for help

GtoPdb Ligand ID: 6390

Synonyms: BMS-562247 | Eliquis®
Approved drug PDB Ligand
apixaban is an approved drug (EMA (2011), FDA (2012))
Compound class: Synthetic organic
Comment: Apixaban belongs to the direct factor Xa inhibitor family of drugs, which also includes rivaroxaban and edoxaban.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 7
Hydrogen bond donors 1
Rotatable bonds 5
Topological polar surface area 110.24
Molecular weight 459.19
XLogP 1.81
No. Lipinski's rules broken 0
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Canonical SMILES COc1ccc(cc1)n1nc(c2c1C(=O)N(CC2)c1ccc(cc1)N1CCCCC1=O)C(=O)N
Isomeric SMILES COc1ccc(cc1)n1nc(c2c1C(=O)N(CC2)c1ccc(cc1)N1CCCCC1=O)C(=O)N
InChI InChI=1S/C25H25N5O4/c1-34-19-11-9-18(10-12-19)30-23-20(22(27-30)24(26)32)13-15-29(25(23)33)17-7-5-16(6-8-17)28-14-3-2-4-21(28)31/h5-12H,2-4,13-15H2,1H3,(H2,26,32)
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (EMA (2011), FDA (2012))
IUPAC Name Click here for help
International Nonproprietary Names Click here for help
INN number INN
8626 apixaban
Synonyms Click here for help
BMS-562247 | Eliquis®
Database Links Click here for help
Specialist databases
Reactome Drug Reactome logo R-ALL-9038732
Reactome Reaction Reactome logo R-HSA-9015122, R-HSA-9015111
Other databases
CAS Registry No. 503612-47-3 (source: PubChem)
ChEMBL Ligand CHEMBL231779
DrugBank Ligand DB06605
DrugCentral Ligand 4298
GtoPdb PubChem SID 178103006
PubChem CID 10182969
Search Google for chemical match using the InChIKey QNZCBYKSOIHPEH-UHFFFAOYSA-N
Search Google for chemicals with the same backbone QNZCBYKSOIHPEH
Search PubMed clinical trials apixaban
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Search PubMed titles/abstracts apixaban
SynPHARM 78505 (in complex with coagulation factor X)
UniChem Compound Search for chemical match using the InChIKey QNZCBYKSOIHPEH-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey QNZCBYKSOIHPEH-UHFFFAOYSA-N
Wikipedia Apixaban