CHEBI:68579 - rivaroxaban

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ChEBI Name rivaroxaban
ChEBI ID CHEBI:68579
Definition A monocarboxylic acid amide obtained by formal condensation of the carboxy group of 5-chlorothiophene-2-carboxylic acid with the amino group of 4-{4-[(5S)-5-(aminomethyl)-2-oxo-1,3-oxazolidin-3-yl]phenyl}morpholin-3-one. An anticoagulant used for prophylaxis of venous thromboembolism in patients with knee or hip replacement surgery.
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Formula C19H18ClN3O5S
Net Charge 0
Average Mass 435.88100
Monoisotopic Mass 435.066
InChI InChI=1S/C19H18ClN3O5S/c20-16-6-5-15(29-16)18(25)21-9-14-10-23(19(26)28-14)13-3-1-12(2-4-13)22-7-8-27-11-17(22)24/h1-6,14H,7-11H2,(H,21,25)/t14-/m0/s1
InChIKey KGFYHTZWPPHNLQ-AWEZNQCLSA-N
SMILES [H][C@]1(CNC(=O)c2ccc(Cl)s2)CN(C(=O)O1)c1ccc(cc1)N1CCOCC1=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 rivaroxaban (CHEBI:68579) has role anticoagulant (CHEBI:50249)
rivaroxaban (CHEBI:68579) has role EC 3.4.21.6 (coagulation factor Xa) inhibitor (CHEBI:68581)
rivaroxaban (CHEBI:68579) is a aromatic amide (CHEBI:62733)
rivaroxaban (CHEBI:68579) is a lactam (CHEBI:24995)
rivaroxaban (CHEBI:68579) is a monocarboxylic acid amide (CHEBI:29347)
rivaroxaban (CHEBI:68579) is a morpholines (CHEBI:38785)
rivaroxaban (CHEBI:68579) is a organochlorine compound (CHEBI:36683)
rivaroxaban (CHEBI:68579) is a oxazolidinone (CHEBI:55374)
rivaroxaban (CHEBI:68579) is a thiophenes (CHEBI:26961)
IUPAC Name
5-chloro-N-({(5S)-2-oxo-3-[4-(3-oxomorpholin-4-yl)phenyl]-1,3-oxazolidin-5-yl}methyl)thiophene-2-carboxamide
INN Source
rivaroxaban KEGG DRUG
Synonyms Sources
BAY 59-7939 ChemIDplus
BAY59-7939 ChemIDplus
Brand Name Source
Xarelto KEGG DRUG
Database Links Databases
4182 DrugCentral
D07086 KEGG DRUG
DB06228 DrugBank
EP1685841 Patent
LSM-5499 LINCS
RIV PDBeChem
Rivaroxaban Wikipedia
US2005182055 Patent
US2007026065 Patent
US2009036504 Patent
US2010151011 Patent
US2011034453 Patent
US2011112083 Patent
US2011152266 Patent
US2011288294 Patent
US7816355 Patent
WO2004060887 Patent
WO2005068456 Patent
WO2008140220 Patent
WO2011080341 Patent
WO2012035057 Patent
WO2012051692 Patent
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Registry Numbers Types Sources
10206739 Reaxys Registry Number Reaxys
366789-02-8 CAS Registry Number ChemIDplus
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Last Modified
22 February 2017