CHEBI:391960 - darifenacin

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ChEBI Name darifenacin
ChEBI ID CHEBI:391960
Definition 2-[(3S)-1-Ethylpyrrolidin-3-yl]-2,2-diphenylacetamide in which one of the hydrogens at the 2-position of the ethyl group is substituted by a 2,3-dihydro-1-benzofuran-5-yl group. It is a selective antagonist for the M3 muscarinic acetylcholine receptor, which is primarily responsible for bladder muscle contractions, and is used as the hydrobromide salt in the management of urinary incontinence.
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Formula C28H30N2O2
Net Charge 0
Average Mass 426.55000
Monoisotopic Mass 426.231
InChI InChI=1S/C28H30N2O2/c29-27(31)28(23-7-3-1-4-8-23,24-9-5-2-6-10-24)25-14-17-30(20-25)16-13-21-11-12-26-22(19-21)15-18-32-26/h1-12,19,25H,13-18,20H2,(H2,29,31)/t25-/m1/s1
InChIKey HXGBXQDTNZMWGS-RUZDIDTESA-N
SMILES [H][C@]1(CCN(CCc2ccc3OCCc3c2)C1)C(C(N)=O)(c1ccccc1)c1ccccc1
Roles Classification
Biological Role(s): muscarinic antagonist
A drug that binds to but does not activate muscarinic cholinergic receptors, thereby blocking the actions of endogenous acetylcholine or exogenous agonists.
Application(s): muscarinic antagonist
A drug that binds to but does not activate muscarinic cholinergic receptors, thereby blocking the actions of endogenous acetylcholine or exogenous agonists.
antispasmodic drug
A drug that suppresses spasms. These are usually caused by smooth muscle contraction, especially in tubular organs. The effect is to prevent spasms of the stomach, intestine or urinary bladder.
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ChEBI Ontology
Outgoing darifenacin (CHEBI:391960) has role antispasmodic drug (CHEBI:53784)
darifenacin (CHEBI:391960) has role muscarinic antagonist (CHEBI:48876)
darifenacin (CHEBI:391960) is a 1-benzofurans (CHEBI:38830)
darifenacin (CHEBI:391960) is a monocarboxylic acid amide (CHEBI:29347)
darifenacin (CHEBI:391960) is a pyrrolidines (CHEBI:38260)
Incoming darifenacin hydrobromide (CHEBI:31455) has part darifenacin (CHEBI:391960)
IUPAC Name
2-{(3S)-1-[2-(2,3-dihydro-1-benzofuran-5-yl)ethyl]pyrrolidin-3-yl}-2,2-diphenylacetamide
INN Source
darifenacin ChemIDplus
Synonyms Sources
(S)-1-(2-(2,3-dihydro-5-benzofuranyl)ethyl)-α,α-diphenyl-3-pyrrolidineacetamide ChemIDplus
DARIFENACIN ChEMBL
Database Links Databases
784 DrugCentral
D03654 KEGG DRUG
Darifenacin Wikipedia
DB00496 DrugBank
LSM-5995 LINCS
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Registry Numbers Types Sources
133099-04-4 CAS Registry Number ChemIDplus
8449641 Beilstein Registry Number Beilstein
Citations Waiting for Citations Types Sources
11831911 PubMed citation ChEMBL
14616424 PubMed citation Europe PMC
Last Modified
22 February 2017