4-[4-(4-chlorophenyl)-4-hydroxypiperidin-1-yl]-2,2-diphenylbutanenitrile

• ChemBase ID: 164521
• Molecular Formular: C27H27ClN2O
• Molecular Mass: 430.96908
• Monoisotopic Mass: 430.18119117
• SMILES: c1c(ccc(c1)C1(CCN(CC1)CCC(c1ccccc1)(c1ccccc1)C#N)O)Cl
• Canonical SMILES: N#CC(c1ccccc1)(c1ccccc1)CCN1CCC(CC1)(O)c1ccc(cc1)Cl
• InChI: InChI=1S/C27H27ClN2O/c28-25-13-11-24(12-14-25)27(31)16-19-30(20-17-27)18-15-26(21-29,22-7-3-1-4-8-22)23-9-5-2-6-10-23/h1-14,31H,15-20H2
• InChIKey: WQHHIUPVMNFPJC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[4-(4-chlorophenyl)-4-hydroxypiperidin-1-yl]-2,2-diphenylbutanenitrile
• IUPAC Traditional name: 4-[4-(4-chlorophenyl)-4-hydroxypiperidin-1-yl]-2,2-diphenylbutanenitrile
• Synonyms: 4-(4-Chlorophenyl)-4-hydroxy-α,α-diphenyl-1-piperidinebutanenitrile

Database IDs

• CAS Number: 63959-33-1
• PubChem SID: 162258656
• PubChem CID: 9845614

CALCULATED PROPERTIES

• Acid pKa: 13.964862
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 2.2470453
• LogD (pH = 7.4): 3.9818785
• Log P: 5.1887302
• Molar Refractivity: 137.2976 cm^3
• Polarizability: 49.21983 Å^3
• Polar Surface Area: 47.26 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Dichloromethane
• Apperance: White Solid

DETAILS

Toronto Research Chemicals - C378430

An intermediate for the synthesis of opioid-receptor agonists

REFERENCES

• Daly, J.W., et al.: Drug Develop. Res., 67, 842 (2006)
• Hulshof, J.W., et al.: Bioorg. Med. Chem., 14, 7213 (2006)
• Lazarova, N., et al.: J. Med. Chem., 51, 6034 (2006)