methyl 5-[(2S,4S)-4-hydroxy-1-methyl-5-oxopyrrolidin-2-yl]pyridine-3-carboxylate

• ChemBase ID: 170381
• Molecular Formular: C12H14N2O4
• Molecular Mass: 250.25056
• Monoisotopic Mass: 250.09535694
• SMILES: c1c(cc(cn1)[C@@H]1C[C@@H](C(=O)N1C)O)C(=O)OC
• Canonical SMILES: CN1[C@@H](C[C@@H](C1=O)O)c1cc(cnc1)C(=O)OC
• InChI: InChI=1S/C12H14N2O4/c1-14-9(4-10(15)11(14)16)7-3-8(6-13-5-7)12(17)18-2/h3,5-6,9-10,15H,4H2,1-2H3/t9-,10-/m0/s1
• InChIKey: DNFIWDMDMFAVNN-UWVGGRQHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 5-[(2S,4S)-4-hydroxy-1-methyl-5-oxopyrrolidin-2-yl]pyridine-3-carboxylate
• IUPAC Traditional name: methyl 5-[(2S,4S)-4-hydroxy-1-methyl-5-oxopyrrolidin-2-yl]pyridine-3-carboxylate
• Synonyms: rac cis-3-Hydroxy-1-methyl-2-pyrrolidinone-5-(3-pyridinyl)carboxylic Acid Methyl Ester; rel-5-[(2R,4R)-4-Hydroxy-1-methyl-5-oxo-2-pyrrolidinyl]-3-pyridinecarboxylic Acid Methyl Ester; rac cis-3'-Hydroxy Cotinine-3-carboxylic Acid Methyl Ester

Database IDs

• CAS Number: 1217778-14-7
• PubChem SID: 164226291
• PubChem CID: 46781757

CALCULATED PROPERTIES

• Acid pKa: 13.107323
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): -0.73079824
• LogD (pH = 7.4): -0.7297625
• Log P: -0.7297484
• Molar Refractivity: 62.7544 cm^3
• Polarizability: 24.241173 Å^3
• Polar Surface Area: 79.73 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Methanol
• Apperance: White Crystals

DETAILS

Toronto Research Chemicals - H924525

A derivative of cis-3'-Hydroxy Cotinine (H924505). Carcinogen.