1-[3-cyano-3,3-diphenyl(2H4)propyl]-4-phenylpiperidine-4-carboxylic acid

• ChemBase ID: 167386
• Molecular Formular: C28H28N2O2
• Molecular Mass: 424.53412
• Monoisotopic Mass: 424.21507815
• SMILES: C1C(CCN(C1)CCC(c1ccccc1)(c1ccccc1)C#N)(c1ccccc1)C(=O)O
• Canonical SMILES: N#CC(c1ccccc1)(c1ccccc1)CCN1CCC(CC1)(C(=O)O)c1ccccc1
• InChI: InChI=1S/C28H28N2O2/c29-22-28(24-12-6-2-7-13-24,25-14-8-3-9-15-25)18-21-30-19-16-27(17-20-30,26(31)32)23-10-4-1-5-11-23/h1-15H,16-21H2,(H,31,32)
• InChIKey: UFIVBRCCIRTJTN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[3-cyano-3,3-diphenyl(^2H₄)propyl]-4-phenylpiperidine-4-carboxylic acid
• IUPAC Traditional name: 1-[3-cyano-3,3-diphenyl(^2H₄)propyl]-4-phenylpiperidine-4-carboxylic acid
• Synonyms: 1-(3-Cyano-3,3-diphenylpropyl-d4)-4-phenyl-4-piperidinecarboxylic Acid; 1-(3-Cyano-3,3-diphenylpropyl-d4)-4-phenylisonipecotic Acid; Difenoxilic Acid-d4; Difenoxine-d4; Difenoxylic Acid-d4; Diphenoxylic Acid-d4; Lyspafen-d4; McN-JR 15403-11-d4; Difenoxin-d4

Database IDs

• PubChem SID: 162261519
• PubChem CID: 71316067

CALCULATED PROPERTIES

• Acid pKa: 3.3836012
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 2.6480064
• LogD (pH = 7.4): 2.647184
• Log P: 2.6497838
• Molar Refractivity: 137.2442 cm^3
• Polarizability: 49.10188 Å^3
• Polar Surface Area: 64.33 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D445402

The active labelled metabolite of Diphenoxylate. Antiperistaltic; antidiarrheal. This is a controlled substance (opiate).

REFERENCES

• Soudijin, W., et al.: Arzneim.-Forsch., 22, 513 (1972)
• Megens, A.A., et al.: Eur. J. Pharma.,178, 357 (1972)