4-{4-[4-(4-chlorophenyl)phenyl]-4-hydroxypiperidin-1-yl}-N,N-dimethyl-2,2-diphenylbutanamide

• ChemBase ID: 165522
• Molecular Formular: C35H37ClN2O2
• Molecular Mass: 553.13348
• Monoisotopic Mass: 552.25435611
• SMILES: c1c(ccc(c1)C1(CCN(CC1)CCC(c1ccccc1)(c1ccccc1)C(=O)N(C)C)O)c1ccc(cc1)Cl
• Canonical SMILES: Clc1ccc(cc1)c1ccc(cc1)C1(O)CCN(CC1)CCC(C(=O)N(C)C)(c1ccccc1)c1ccccc1
• InChI: InChI=1S/C35H37ClN2O2/c1-37(2)33(39)35(30-9-5-3-6-10-30,31-11-7-4-8-12-31)23-26-38-24-21-34(40,22-25-38)29-17-13-27(14-18-29)28-15-19-32(36)20-16-28/h3-20,40H,21-26H2,1-2H3
• InChIKey: AYFNODUPEBZSRR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-{4-[4-(4-chlorophenyl)phenyl]-4-hydroxypiperidin-1-yl}-N,N-dimethyl-2,2-diphenylbutanamide
• IUPAC Traditional name: 4-{4-[4-(4-chlorophenyl)phenyl]-4-hydroxypiperidin-1-yl}-N,N-dimethyl-2,2-diphenylbutanamide
• Synonyms: 4-(4-Chlorobiphenyl)-4-hydroxy-N,N-dimethyl-α,α-diphenyl-1-piperidinebutanamide; 4-[4-(4-Chlorobiphenyl-4-yl)-4-hydroxypiperidin-1-yl]-N,N-dimethyl-2,2-diphenylbutanamide; Loperamide Impurity A; 4-Dechloro-4-(4-chlorophenyl) Loperamide

Database IDs

• PubChem SID: 162259655
• PubChem CID: 71315245

CALCULATED PROPERTIES

• Acid pKa: 13.984966
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 3.0472395
• LogD (pH = 7.4): 4.372393
• Log P: 6.418416
• Molar Refractivity: 164.4552 cm^3
• Polarizability: 65.27013 Å^3
• Polar Surface Area: 43.78 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - D226380

4-Dechloro-4-(4-chlorophenyl) Loperamide is an impurity of the antidiarrheal agent, Loperamide (L469450).