A1CIW

darifenacin

Created:2025-07-18
Last modified:  2025-09-17

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Chemical Details

Formal Charge0
Atom Count62
Chiral Atom Count1
Bond Count66
Aromatic Bond Count18
2D diagram of A1CIW
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Chemical Component Summary

Namedarifenacin
Synonyms2-{(3S)-1-[2-(2,3-dihydro-1-benzofuran-5-yl)ethyl]pyrrolidin-3-yl}-2,2-diphenylacetamide
Systematic Name (OpenEye OEToolkits)2-[(3~{S})-1-[2-(2,3-dihydro-1-benzofuran-5-yl)ethyl]pyrrolidin-3-yl]-2,2-diphenyl-ethanamide
FormulaC28 H30 N2 O2
Molecular Weight426.55
TypeNON-POLYMER

Chemical Descriptors

TypeProgramVersionDescriptor
SMILESACDLabs14.52NC(=O)C(c1ccccc1)(c1ccccc1)C1CCN(C1)CCc1cc2CCOc2cc1
SMILESCACTVS3.385NC(=O)C([CH]1CCN(CCc2ccc3OCCc3c2)C1)(c4ccccc4)c5ccccc5
SMILESOpenEye OEToolkits3.1.0.0c1ccc(cc1)C(c2ccccc2)(C3CCN(C3)CCc4ccc5c(c4)CCO5)C(=O)N
Canonical SMILESCACTVS3.385 NC(=O)C([C@@H]1CCN(CCc2ccc3OCCc3c2)C1)(c4ccccc4)c5ccccc5
Canonical SMILESOpenEye OEToolkits3.1.0.0 c1ccc(cc1)C(c2ccccc2)([C@@H]3CCN(C3)CCc4ccc5c(c4)CCO5)C(=O)N
InChIInChI1.06 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
InChIKeyInChI1.06 HXGBXQDTNZMWGS-RUZDIDTESA-N

Drug Info: DrugBank

DrugBank data are sourced from datasets licensed under a Creative Common's Attribution-NonCommercial 4.0 International License
DrugBank IDDB00496 
NameDarifenacin
Groups
  • investigational
  • approved
DescriptionDarifenacin (Enablex®, Novartis) is a medication used to treat urinary incontinence. Darifenacin blocks M3 muscarinic acetylcholine receptors, which mediate bladder muscle contractions. This block reduces the urgency to urinate and so it should not be used in people with urinary retention. It is unknown if M3 receptor selectivity is clinically advantageous in overactive bladder syndrome treatments.
Synonyms
  • Darifénacine
  • Darifenacina
  • Darifenacin hydrobromide
  • Darifenacin
  • Darifenacinum
Brand Names
  • Jamp Darifenacin
  • Emselex
  • Darifenacin
  • Darifenacin 7.5 mg
  • Darifenacin Hydrobromide Extended-Release
IndicationFor the treatment of overactive bladder with symptoms of urge urinary incontinence, urgency and frequency.
Categories
  • Agents producing tachycardia
  • Anticholinergic Agents
  • Cholinergic Agents
  • Cytochrome P-450 CYP2D6 Inhibitors
  • Cytochrome P-450 CYP2D6 Inhibitors (moderate)
ATC-CodeG04BD10
CAS number133099-04-4

Drug Targets

DrugBank data are sourced from datasets licensed under a Creative Common's Attribution-NonCommercial 4.0 International License
NameTarget SequencePharmacological ActionActions
Muscarinic acetylcholine receptor M3MTLHNNSTTSPLFPNISSSWIHSPSDAGLPPGTVTHFGSYNVSRAAGNFS...unknownantagonist
Muscarinic acetylcholine receptor M1MNTSAPPAVSPNITVLAPGKGPWQVAFIGITTGLLSLATVTGNLLVLISF...unknownantagonist
Muscarinic acetylcholine receptor M2MNNSTNSSNNSLALTSPYKTFEVVFIVLVAGSLSLVTIIGNILVMVSIKV...unknownantagonist
Muscarinic acetylcholine receptor M4MANFTPVNGSSGNQSVRLVTSSSHNRYETVEMVFIATVTGSLSLVTVVGN...unknownantagonist
Muscarinic acetylcholine receptor M5MEGDSYHNATTVNGTPVNHQPLERHRLWEVITIAAVTAVVSLITIVGNVL...unknownantagonist
View More
Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682