2-(1-{2-[4-hydroxy-3-(2-hydroxyethyl)phenyl]ethyl}pyrrolidin-3-yl)-2,2-diphenylacetamide

• ChemBase ID: 170652
• Molecular Formular: C28H32N2O3
• Molecular Mass: 444.56528
• Monoisotopic Mass: 444.24129289
• SMILES: C(Cc1ccc(c(c1)CCO)O)N1CC(CC1)C(c1ccccc1)(c1ccccc1)C(=O)N
• Canonical SMILES: OCCc1cc(CCN2CCC(C2)C(c2ccccc2)(c2ccccc2)C(=O)N)ccc1O
• InChI: InChI=1S/C28H32N2O3/c29-27(33)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(32)22(19-21)15-18-31/h1-12,19,25,31-32H,13-18,20H2,(H2,29,33)
• InChIKey: VIJHRFZCGLNQFJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(1-{2-[4-hydroxy-3-(2-hydroxyethyl)phenyl]ethyl}pyrrolidin-3-yl)-2,2-diphenylacetamide
• IUPAC Traditional name: 2-(1-{2-[4-hydroxy-3-(2-hydroxyethyl)phenyl]ethyl}pyrrolidin-3-yl)-2,2-diphenylacetamide
• Synonyms: 1-[2-[4-Hydroxy-3-(2-hydroxyethyl)phenyl]ethyl]-α,α-diphenyl-3-pyrrolidineacetamide

Database IDs

• CAS Number: 215032-24-9
• PubChem SID: 164226562
• PubChem CID: 71749074

CALCULATED PROPERTIES

• Acid pKa: 10.686723
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 0.4073512
• LogD (pH = 7.4): 1.2338641
• Log P: 3.3336165
• Molar Refractivity: 132.1537 cm^3
• Polarizability: 51.015514 Å^3
• Polar Surface Area: 86.79 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - H943065

A metabolite of Darifenacin (D193400).

REFERENCES

• Graul, A., et al.: Drugs Future, 21, 1105 (1996)
• Alabaster, V., et al.: Life Sci., 60, 1053 (1996)
• Beaumont, K., et al.: Xenobiotica, 28, 63 (1996)