(3S)-3-(3-methanesulfonylphenyl)-1-(2H7)propylpiperidine

• ChemBase ID: 175752
• Molecular Formular: C15H23NO2S
• Molecular Mass: 281.41362
• Monoisotopic Mass: 281.14494998
• SMILES: c1(cccc(c1)[C@H]1CN(CCC1)CCC)S(=O)(=O)C
• Canonical SMILES: CCCN1CCC[C@H](C1)c1cccc(c1)S(=O)(=O)C
• InChI: InChI=1S/C15H23NO2S/c1-3-9-16-10-5-7-14(12-16)13-6-4-8-15(11-13)19(2,17)18/h4,6,8,11,14H,3,5,7,9-10,12H2,1-2H3/t14-/m1/s1
• InChIKey: GZVBVBMMNFIXGE-CQSZACIVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3S)-3-(3-methanesulfonylphenyl)-1-(^2H₇)propylpiperidine
• IUPAC Traditional name: (3S)-3-(3-methanesulfonylphenyl)-1-(^2H₇)propylpiperidine
• Synonyms: (3S)-3-[3-(Methylsulfonyl)phenyl]-1-(propyl-d7)piperidine; PNU 96391A-d7; (-)-OSU 6162-d7; (-)-OSU-d7

Database IDs

• PubChem SID: 164231662
• PubChem CID: 46782607

CALCULATED PROPERTIES

• Acid pKa: 19.697733
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 0.45304558
• LogD (pH = 7.4): 2.001642
• Log P: 2.2589512
• Molar Refractivity: 79.9729 cm^3
• Polarizability: 31.754562 Å^3
• Polar Surface Area: 37.38 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - O006163

Labelled (-)-OSU. A weak dopamine D2 receptor antagonist.

REFERENCES

• Carlsson, M., et al.: Curr. Med. Chem., 11, 267 (2004)
• Natesan, S., et al.: J. Pharmacol. Exp. Ther., 318, 810 (2004)
• Seeman, P., et al.: Eur. J. Pharmacol., 557, 151 (2004)