(1s,4s)-4-phenyl-4-(piperidin-1-yl)cyclohexan-1-ol

• ChemBase ID: 176624
• Molecular Formular: C17H25NO
• Molecular Mass: 259.3865
• Monoisotopic Mass: 259.19361443
• SMILES: c1([C@@]2(N3CCCCC3)CC[C@@H](CC2)O)ccccc1
• Canonical SMILES: O[C@@H]1CC[C@@](CC1)(N1CCCCC1)c1ccccc1
• InChI: InChI=1S/C17H25NO/c19-16-9-11-17(12-10-16,15-7-3-1-4-8-15)18-13-5-2-6-14-18/h1,3-4,7-8,16,19H,2,5-6,9-14H2/t16-,17+
• InChIKey: KPRUAZBLIREHPD-CALCHBBNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1s,4s)-4-phenyl-4-(piperidin-1-yl)cyclohexan-1-ol
• IUPAC Traditional name: (1s,4s)-4-phenyl-4-(piperidin-1-yl)cyclohexan-1-ol
• Synonyms: cis-4-Phenyl-4-piperidinocyclohexanol; rac cis-4’-Hydroxy Phencyclidine; cis-1-(1-Phenyl-4-hydroxycyclohexyl)piperidine; (cis)-4-PPC; rac cis-4-Phenyl-4-(1-piperidinyl)cyclohexanol

Database IDs

• CAS Number: 78165-06-7
• PubChem SID: 164232534
• PubChem CID: 162171

CALCULATED PROPERTIES

• Acid pKa: 15.25434
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): -0.3685564
• LogD (pH = 7.4): 0.44290975
• Log P: 3.1013293
• Molar Refractivity: 79.316 cm^3
• Polarizability: 31.299707 Å^3
• Polar Surface Area: 23.47 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - P336020

cis-4-Phenyl-4-(1-piperidinyl)cyclohexanol is the cis-isomer of the 4-hydroxy(cyclo) metabolite of Phencyclidine (P295502). cis-4-Phenyl-4-(1-piperidinyl)cyclohexanol is the less active of the two isomer and its activity is insignificant compared to PCP i

REFERENCES

• Carroll, F.I. et al.: J. Med. Chem., 24, 1047 (1981)
• Baba, A. et al.: Neurosci. Lett., 182, 119 (1981)
• Shelnutt, S.R. et al.: J. Pharmacol. Exp. Therap., 290, 1292 (1981)