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CHEBI:70752 - dabigatran

ChEBI IDCHEBI:70752
ChEBI Namedabigatran
Stars
DefinitionAn aromatic amide obtained by formal condensation of the carboxy group of 2-{[(4-carbamimidoylphenyl)amino]methyl}-1-methyl-1H-benzimidazole-5-carboxylic acid with the secondary amoino group of N-pyridin-2-yl-β-alanine. The active metabolite of the prodrug dabigatran etexilate, it acts as an anticoagulant which is used for the prevention of stroke and systemic embolism.
Last Modified17 January 2014
SubmitterSteve
DownloadsMolfile
FormulaC25H25N7O3
Net Charge0
Average Mass471.521
Monoisotopic Mass471.20189
SMILESCn1c(CNc2ccc(C(=N)N)cc2)nc2cc(C(=O)N(CCC(=O)O)c3ccccn3)ccc21
InChIInChI=1S/C25H25N7O3/c1-31-20-10-7-17(25(35)32(13-11-23(33)34)21-4-2-3-12-28-21)14-19(20)30-22(31)15-29-18-8-5-16(6-9-18)24(26)27/h2-10,12,14,29H,11,13,15H2,1H3,(H3,26,27)(H,33,34)
InChIKeyYBSJFWOBGCMAKL-UHFFFAOYSA-N
Wikipedia
Roles Classification
Biological Roles:
EC 1.10.99.2 [ribosyldihydronicotinamide dehydrogenase (quinone)] inhibitor  An EC 1.10.99.* (oxidoreductases acting on diphenols and related substances as donors, other acceptors) inhibitor that interferes with the action of ribosyldihydronicotinamide dehydrogenase (quinone), EC 1.10.99.2.
EC 3.4.21.5 (thrombin) inhibitor  An EC 3.4.21.* (serine endopeptidase) inhibitor that interferes with the action of thrombin (EC 3.4.21.5).
Application:
anticoagulant  An agent that prevents blood clotting.
ChEBI Ontology
Outgoing Relation(s)
dabigatran (CHEBI:70752) has role anticoagulant (CHEBI:50249)
dabigatran (CHEBI:70752) has role EC 1.10.99.2 [ribosyldihydronicotinamide dehydrogenase (quinone)] inhibitor (CHEBI:77020)
dabigatran (CHEBI:70752) has role EC 3.4.21.5 (thrombin) inhibitor (CHEBI:65232)
dabigatran (CHEBI:70752) is a aromatic amide (CHEBI:62733)
dabigatran (CHEBI:70752) is a benzimidazoles (CHEBI:22715)
dabigatran (CHEBI:70752) is a carboxamidine (CHEBI:35359)
dabigatran (CHEBI:70752) is a pyridines (CHEBI:26421)
dabigatran (CHEBI:70752) is a β-alanine derivative (CHEBI:22823)
Incoming Relation(s)
N-(4-aminobutyl)dabigatranamide (CHEBI:73197) has functional parent dabigatran (CHEBI:70752)
dabigatran etexilate (CHEBI:70746) has functional parent dabigatran (CHEBI:70752)
INN  Source
dabigatranKEGG DRUG
Manual XrefsDatabases
D09707KEGG DRUG
DabigatranWikipedia
US2006222640Patent
US2008015176Patent
US6087380Patent
WO2004014894Patent
WO2006004575Patent
WO2006103206Patent
WO2008009638Patent
WO2008009639Patent
Registry NumbersSources
Reaxys:9168207Reaxys
CAS:211914-51-1KEGG DRUG
Citations