1-[(3S)-3-(dimethyl-oxo-$l^{5}-azanyl)-3-phenylpropoxy]naphthalene

• ChemBase ID: 165403
• Molecular Formular: C21H23NO2
• Molecular Mass: 321.41282
• Monoisotopic Mass: 321.17287898
• SMILES: c1ccc2c(c1)c(ccc2)OCC[C@@H](c1ccccc1)[N+]([O-])(C)C
• Canonical SMILES: [O-][N+]([C@H](c1ccccc1)CCOc1cccc2c1cccc2)(C)C
• InChI: InChI=1S/C21H23NO2/c1-22(2,23)20(18-10-4-3-5-11-18)15-16-24-21-14-8-12-17-9-6-7-13-19(17)21/h3-14,20H,15-16H2,1-2H3/t20-/m0/s1
• InChIKey: LVJBASLGSATTOZ-FQEVSTJZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[(3S)-3-(dimethyl-oxo-$l^{5}-azanyl)-3-phenylpropoxy]naphthalene
• IUPAC Traditional name: 1-[(3S)-3-(dimethyl-oxo-$l^{5}-azanyl)-3-phenylpropoxy]naphthalene
• Synonyms: (αS)-N,N-Dimethyl-N-oxido-α-[2-(1-naphthalenyloxy)ethyl]benzenemethanamine; (αS)-N,N-Dimethyl-α-[2-(1-naphthalenyloxy)ethyl]benzenemethanamine N-Oxide; Dapoxetine N-Oxide

Database IDs

• PubChem SID: 162259536
• PubChem CID: 71315184

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 3.5434215
• LogD (pH = 7.4): 3.5435193
• Log P: 3.5435207
• Molar Refractivity: 98.1836 cm^3
• Polarizability: 39.04229 Å^3
• Polar Surface Area: 36.11 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D185710

The N-oxide impurity of the selective serotonin reuptake inhibitor Dapoxetine (D185700).