1-(5-carboxylatopentyl)-3-[(2S,4R)-4-hydroxy-1-methyl-5-oxopyrrolidin-2-yl]pyridin-1-ium

• ChemBase ID: 170390
• Molecular Formular: C16H22N2O4
• Molecular Mass: 306.35688
• Monoisotopic Mass: 306.15795719
• SMILES: [C@H]1(C[C@H](N(C1=O)C)c1c[n+](ccc1)CCCCCC(=O)[O-])O
• Canonical SMILES: [O-]C(=O)CCCCC[n+]1cccc(c1)[C@@H]1C[C@H](C(=O)N1C)O
• InChI: InChI=1S/C16H22N2O4/c1-17-13(10-14(19)16(17)22)12-6-5-9-18(11-12)8-4-2-3-7-15(20)21/h5-6,9,11,13-14,19H,2-4,7-8,10H2,1H3/t13-,14+/m0/s1
• InChIKey: GPEZCDKUTIUNKA-UONOGXRCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-(5-carboxylatopentyl)-3-[(2S,4R)-4-hydroxy-1-methyl-5-oxopyrrolidin-2-yl]pyridin-1-ium
• IUPAC Traditional name: 1-(5-carboxylatopentyl)-3-[(2S,4R)-4-hydroxy-1-methyl-5-oxopyrrolidin-2-yl]pyridin-1-ium
• Synonyms: (3’R,5’S)-3'-Hydroxy Cotinine N-6-Hexanoic Acid; trans-3'-Hydroxy Cotinine N-6-Hexanoic Acid

Database IDs

• PubChem SID: 164226300
• PubChem CID: 46781765

CALCULATED PROPERTIES

• Acid pKa: 3.670607
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): -4.0088763
• LogD (pH = 7.4): -4.0132113
• Log P: -3.7837992
• Molar Refractivity: 92.4626 cm^3
• Polarizability: 31.398294 Å^3
• Polar Surface Area: 84.55 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - H924580

A N-substituted pyridinium compound. A trans-hydroxycotinine derivative.