(3R,5S)-1-methyl-2-oxo-5-(pyridin-3-yl)pyrrolidin-3-yl benzoate

• ChemBase ID: 170388
• Molecular Formular: C17H16N2O3
• Molecular Mass: 296.32054
• Monoisotopic Mass: 296.11609238
• SMILES: c1ccc(cn1)[C@@H]1C[C@H](C(=O)N1C)OC(=O)c1ccccc1
• Canonical SMILES: O=C(c1ccccc1)O[C@@H]1C[C@H](N(C1=O)C)c1cccnc1
• InChI: InChI=1S/C17H16N2O3/c1-19-14(13-8-5-9-18-11-13)10-15(16(19)20)22-17(21)12-6-3-2-4-7-12/h2-9,11,14-15H,10H2,1H3/t14-,15+/m0/s1
• InChIKey: XSQIFKLRFAUYLI-LSDHHAIUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3R,5S)-1-methyl-2-oxo-5-(pyridin-3-yl)pyrrolidin-3-yl benzoate
• IUPAC Traditional name: (3R,5S)-1-methyl-2-oxo-5-(pyridin-3-yl)pyrrolidin-3-yl benzoate
• Synonyms: (3R-trans)-3-(Benzoyloxy)-1-methyl-5-(3-pyridinyl)-2-pyrrolidinone; trans-3'-Hydroxy Cotinine Benzoate

Database IDs

• CAS Number: 146275-16-3
• PubChem SID: 164226298
• PubChem CID: 71748952

CALCULATED PROPERTIES

• Acid pKa: 17.861044
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 1.6935642
• LogD (pH = 7.4): 1.7611227
• Log P: 1.7620745
• Molar Refractivity: 80.5511 cm^3
• Polarizability: 31.290825 Å^3
• Polar Surface Area: 59.5 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Methanol
• Apperance: White Solid

DETAILS

Toronto Research Chemicals - H924545

Cotinine derivative. Carcinogen.