CHEBI:70743 - dabigatran etexilate methanesulfonate

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ChEBI Name dabigatran etexilate methanesulfonate
ChEBI ID CHEBI:70743
Definition A methanesulfonate salt obtained by reaction of dabigatran etexilate with one equivalent of dabigatran etexilate. A prodrug for dabigatran, a thrombin inhibitor and anticoagulant which is used for the prevention of stroke and systemic embolism.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C35H45N7O8S
Net Charge 0
Average Mass 723.83900
Monoisotopic Mass 723.30503
InChI InChI=1S/C34H41N7O5.CH4O3S/c1-4-6-7-10-21-46-34(44)39-32(35)24-12-15-26(16-13-24)37-23-30-38-27-22-25(14-17-28(27)40(30)3)33(43)41(20-18-31(42)45-5-2)29-11-8-9-19-36-29;1-5(2,3)4/h8-9,11-17,19,22,37H,4-7,10,18,20-21,23H2,1-3H3,(H2,35,39,44);1H3,(H,2,3,4)
InChIKey XETBXHPXHHOLOE-UHFFFAOYSA-N
SMILES CS(O)(=O)=O.CCCCCCOC(=O)\N=C(\N)c1ccc(NCc2nc3cc(ccc3n2C)C(=O)N(CCC(=O)OCC)c2ccccn2)cc1
Roles Classification
Biological Role(s): 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(s): anticoagulant
An agent that prevents blood clotting.
prodrug
A compound that, on administration, must undergo chemical conversion by metabolic processes before becoming the pharmacologically active drug for which it is a prodrug.
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ChEBI Ontology
Outgoing dabigatran etexilate methanesulfonate (CHEBI:70743) has part dabigatran etexilate(1+) (CHEBI:70751)
dabigatran etexilate methanesulfonate (CHEBI:70743) has role anticoagulant (CHEBI:50249)
dabigatran etexilate methanesulfonate (CHEBI:70743) has role EC 3.4.21.5 (thrombin) inhibitor (CHEBI:65232)
dabigatran etexilate methanesulfonate (CHEBI:70743) has role prodrug (CHEBI:50266)
dabigatran etexilate methanesulfonate (CHEBI:70743) is a methanesulfonate salt (CHEBI:38037)
IUPAC Name
ethyl N-[(2-{[(4-{N'-[(hexyloxy)carbonyl]carbamimidoyl}phenyl)amino]methyl}-1-methyl-1H-benzimidazol-5-yl)carbonyl]-N-pyridin-2-yl-β-alaninate methanesulfonate
Synonym Source
Dabigatran etexilate mesylate KEGG DRUG
Brand Name Source
Pradaxa KEGG DRUG
Manual Xrefs Databases
HMDB0015641 HMDB
US2011275824 Patent
WO2011110876 Patent
WO2012077136 Patent
View more database links
Registry Numbers Types Sources
21807771 Reaxys Registry Number Reaxys
872728-81-9 CAS Registry Number ChemIDplus
Last Modified
24 October 2012