CHEBI:140420 - eribaxaban

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ChEBI Name eribaxaban
ChEBI ID CHEBI:140420
Definition A member of the class of pyrrolidines that is (2R,4R)-N1-(p-chlorophenyl)-4-methoxypyrrolidine-1,2-dicarboxamide in which the nitrogen of the 2-carbamoyl group has been substituted by a 2-fluoro-4-(2-oxopyridin-1(2H)-yl)phenyl group. It is a synthetic organic anticoagulant compound that targets activated factor Xa in the coagulation cascade.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Bijay
Supplier Information
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Formula C24H22ClFN4O4
Net Charge 0
Average Mass 484.908
Monoisotopic Mass 484.13136
InChI InChI=1S/C24H22ClFN4O4/c1-34-18-13-21(30(14-18)24(33)27-16-7-5-15(25)6-8-16)23(32)28-20-10-9-17(12-19(20)26)29-11-3-2-4-22(29)31/h2-12,18,21H,13-14H2,1H3,(H,27,33)(H,28,32)/t18-,21-/m1/s1
InChIKey QQBKAVAGLMGMHI-WIYYLYMNSA-N
SMILES N1([C@H](C[C@H](C1)OC)C(=O)NC2=CC=C(C=C2F)N3C=CC=CC3=O)C(=O)NC4=CC=C(C=C4)Cl
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).
serine protease inhibitor
Any protease inhibitor that restricts the action of a serine protease.
Application(s): anticoagulant
An agent that prevents blood clotting.
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ChEBI Ontology
Outgoing eribaxaban (CHEBI:140420) has role anticoagulant (CHEBI:50249)
eribaxaban (CHEBI:140420) has role EC 3.4.21.6 (coagulation factor Xa) inhibitor (CHEBI:68581)
eribaxaban (CHEBI:140420) has role serine protease inhibitor (CHEBI:64926)
eribaxaban (CHEBI:140420) is a monochlorobenzenes (CHEBI:83403)
eribaxaban (CHEBI:140420) is a monofluorobenzenes (CHEBI:83575)
eribaxaban (CHEBI:140420) is a pyridone (CHEBI:38183)
eribaxaban (CHEBI:140420) is a pyrrolidines (CHEBI:38260)
eribaxaban (CHEBI:140420) is a secondary carboxamide (CHEBI:140325)
eribaxaban (CHEBI:140420) is a ureas (CHEBI:47857)
IUPAC Name
(2R,4R)-N1-(4-chlorophenyl)-N2-[2-fluoro-4-(2-oxopyridin-1(2H)-yl)phenyl]-4-methoxypyrrolidine-1,2-dicarboxamide
INNs Sources
eribaxabán WHO MedNet
éribaxaban WHO MedNet
eribaxaban ChemIDplus
eribaxabanum WHO MedNet
Synonyms Sources
PD 0348292 ChemIDplus
PD 348,292 ChemIDplus
PD 348292 ChemIDplus
PD-0348292 ChemIDplus
PD0348292 ChemIDplus
Manual Xrefs Databases
230 PDBeChem
D08913 KEGG DRUG
DB06920 DrugBank
View more database links
Registry Numbers Types Sources
12467251 Reaxys Registry Number Reaxys
536748-46-6 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
17683371 PubMed citation Europe PMC
18096830 PubMed citation Europe PMC
18392334 PubMed citation Europe PMC
19071881 PubMed citation Europe PMC
23782955 PubMed citation Europe PMC
26861270 PubMed citation Europe PMC
27119575 PubMed citation Europe PMC
28793291 PubMed citation Europe PMC
Last Modified
04 May 2018