CHEBI:72296 - apixaban

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ChEBI Name apixaban
ChEBI ID CHEBI:72296
Definition A pyrazolopyridine that is 7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxamide substituted at position 1 by a 4-methoxyphenyl group and at position 6 by a 4-(2-oxopiperidin-1-yl)phenyl group. It is used for the prevention and treatment of thromboembolic diseases.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C25H25N5O4
Net Charge 0
Average Mass 459.49710
Monoisotopic Mass 459.19065
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)
InChIKey QNZCBYKSOIHPEH-UHFFFAOYSA-N
SMILES COc1ccc(cc1)-n1nc(C(N)=O)c2CCN(C(=O)c12)c1ccc(cc1)N1CCCCC1=O
Roles Classification
Biological Role(s): EC 3.4.21.6 (coagulation factor Xa) inhibitor
An EC 3.4.21.* (serine endopeptidase) inhibitor that interferes with the action of coagulation factor Xa (EC 3.4.21.6).
Application(s): anticoagulant
An agent that prevents blood clotting.
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ChEBI Ontology
Outgoing apixaban (CHEBI:72296) has role anticoagulant (CHEBI:50249)
apixaban (CHEBI:72296) has role EC 3.4.21.6 (coagulation factor Xa) inhibitor (CHEBI:68581)
apixaban (CHEBI:72296) is a aromatic ether (CHEBI:35618)
apixaban (CHEBI:72296) is a lactam (CHEBI:24995)
apixaban (CHEBI:72296) is a piperidones (CHEBI:48589)
apixaban (CHEBI:72296) is a pyrazolopyridine (CHEBI:46699)
IUPAC Name
1-(4-methoxyphenyl)-7-oxo-6-[4-(2-oxopiperidin-1-yl)phenyl]-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxamide
INNs Sources
apixaban WHO MedNet
apixabán WHO MedNet
apixaban KEGG DRUG
apixabanum WHO MedNet
Synonyms Sources
BMS 562247-01 ChemIDplus
BMS-562247 DrugBank
BMS-562247-01 ChemIDplus
Brand Name Source
Eliquis KEGG DRUG
Manual Xrefs Databases
Apixaban Wikipedia
D03213 KEGG DRUG
DB06605 DrugBank
GG2 PDBeChem
US2007259913 Patent
WO2007022165 Patent
WO2008031782 Patent
WO2010030983 Patent
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Registry Numbers Types Sources
11244786 Reaxys Registry Number Reaxys
503612-47-3 CAS Registry Number ChemIDplus
503612-47-3 CAS Registry Number KEGG DRUG
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Last Modified
07 March 2013