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CHEBI:68579 - rivaroxaban

Default Structure
ChEBI IDCHEBI:68579
ChEBI Namerivaroxaban
Stars
DefinitionA 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.
Last Modified23 June 2020
SubmitterSteve
DownloadsMolfile
FormulaC19H18ClN3O5S
Net Charge0
Average Mass435.889
Monoisotopic Mass435.06557
SMILESO=C(NC[C@H]1CN(c2ccc(N3CCOCC3=O)cc2)C(=O)O1)c1ccc(Cl)s1
InChIInChI=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
InChIKeyKGFYHTZWPPHNLQ-AWEZNQCLSA-N
Wikipedia
Roles Classification
Biological Role:
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:
anticoagulant  An agent that prevents blood clotting.
ChEBI Ontology
Outgoing Relation(s)
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
rivaroxabanKEGG DRUG
Synonyms  Source
BAY 59-7939ChemIDplus
BAY59-7939ChemIDplus
Brand Name  Source
XareltoKEGG DRUG
Manual XrefsDatabases
4182DrugCentral
D07086KEGG DRUG
DB06228DrugBank
EP1685841Patent
LSM-5499LINCS
RIVPDBeChem
RivaroxabanWikipedia
US2005182055Patent
US2007026065Patent
US2009036504Patent
US2010151011Patent
US2011034453Patent
US2011112083Patent
US2011152266Patent
US2011288294Patent
US7816355Patent
WO2004060887Patent
WO2005068456Patent
WO2008140220Patent
WO2011080341Patent
WO2012035057Patent
WO2012051692Patent
Registry NumbersSources
Reaxys:10206739Reaxys
CAS:366789-02-8ChemIDplus
Citations