N-[4-methoxy-3-({[(2S,3S)-2-phenylpiperidin-3-yl]amino}methyl)phenyl]-N-methylmethanesulfonamide

• ChemBase ID: 165005
• Molecular Formular: C21H29N3O3S
• Molecular Mass: 403.53826
• Monoisotopic Mass: 403.1929628
• SMILES: c1cc(cc(c1OC)CN[C@@H]1[C@@H](NCCC1)c1ccccc1)N(S(=O)(=O)C)C
• Canonical SMILES: COc1ccc(cc1CN[C@H]1CCCN[C@H]1c1ccccc1)N(S(=O)(=O)C)C
• InChI: InChI=1S/C21H29N3O3S/c1-24(28(3,25)26)18-11-12-20(27-2)17(14-18)15-23-19-10-7-13-22-21(19)16-8-5-4-6-9-16/h4-6,8-9,11-12,14,19,21-23H,7,10,13,15H2,1-3H3/t19-,21-/m0/s1
• InChIKey: GZLOIBNBDUHEFY-FPOVZHCZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[4-methoxy-3-({[(2S,3S)-2-phenylpiperidin-3-yl]amino}methyl)phenyl]-N-methylmethanesulfonamide
• IUPAC Traditional name: N-[4-methoxy-3-({[(2S,3S)-2-phenylpiperidin-3-yl]amino}methyl)phenyl]-N-methylmethanesulfonamide
• Synonyms: rel-N-[4-Methoxy-3-[[[(2R,3R)-2-phenyl-3-piperidinyl]amino]methyl]phenyl]-N-methyl-methanesulfonamide; cis-N-[4-Methoxy-3-[[(2-phenyl-3-piperidinyl)amino]methyl]phenyl]-N-methylmethanesulfonamide; CP 141938; CP-141938

Database IDs

• CAS Number: 182822-62-4
• PubChem SID: 162259138
• PubChem CID: 10363809

CALCULATED PROPERTIES

• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -1.738917
• LogD (pH = 7.4): 0.23658918
• Log P: 1.8561399
• Molar Refractivity: 111.5675 cm^3
• Polarizability: 44.790054 Å^3
• Polar Surface Area: 70.67 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - C781290

CP-122721 and CP-141938 are potent and selective neurokinin-1 (NK1) receptor antagonists with very different brain disposition and potency in models of centrally mediated activity.

REFERENCES

• Barf, T., et al.: J. Med. Chem., 39, 4717 (1996)
• Chen, C., et al.: J. Pharmacol. Exp. Ther., 287, 545 (1996)
• Chen, C., et al.: Pharm. Res., 16, 296 (1996)
• Yamazaki, M., et al.: J. Pharmacol. Exp. Ther., 296, 723 (1996)