1-(4-fluorophenyl)-4-{4-hydroxy-4-[4-methyl(2H4)phenyl]piperidin-1-yl}butan-1-one

• ChemBase ID: 174798
• Molecular Formular: C22H26FNO2
• Molecular Mass: 355.4457432
• Monoisotopic Mass: 355.1947573
• SMILES: c1cc(ccc1F)C(=O)CCCN1CCC(CC1)(c1ccc(cc1)C)O
• Canonical SMILES: Cc1ccc(cc1)C1(O)CCN(CC1)CCCC(=O)c1ccc(cc1)F
• InChI: InChI=1S/C22H26FNO2/c1-17-4-8-19(9-5-17)22(26)12-15-24(16-13-22)14-2-3-21(25)18-6-10-20(23)11-7-18/h4-11,26H,2-3,12-16H2,1H3
• InChIKey: AGAHNABIDCTLHW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-(4-fluorophenyl)-4-{4-hydroxy-4-[4-methyl(^2H₄)phenyl]piperidin-1-yl}butan-1-one
• IUPAC Traditional name: 1-(4-fluorophenyl)-4-{4-hydroxy-4-[4-methyl(^2H₄)phenyl]piperidin-1-yl}butan-1-one
• Synonyms: 1-(4-Fluorophenyl)-4-[4-hydroxy-4-(4-methylphenyl-d4)-1-piperidinyl]-1-butanone; 1-(3'-p-Fluorobenzoylpropyl)-4-hydroxy-4-p-(tolyl-d4)piperidine; Luvatren-d4; Luvatrena-d4; Meperon-d4; Methylperidol-d4; R-1658-d4; Moperone-d4

Database IDs

• PubChem SID: 164230708
• PubChem CID: 57369296

CALCULATED PROPERTIES

• Acid pKa: 14.024161
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 0.96033174
• LogD (pH = 7.4): 2.734195
• Log P: 3.5704906
• Molar Refractivity: 102.8283 cm^3
• Polarizability: 39.391415 Å^3
• Polar Surface Area: 40.54 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - M610502

Labelled Moperone. Antipsychotic.

REFERENCES

• Janssen, et al.: J. Med. Pharm. Chem., 1, 281 (1959)
• Fishburn, C., et al.: J. Biol. Chem., 274, 18793 (1959)
• Burris, K., et al.: J. Pharmacol. Exp. Ther., 302, 381 (1959)
• Akam, E., et al.: Biochem. Pharmacol., 67, 2039 (1959)
• Harrison, T., et al.: Dru