(3S)-1-(2-hydroxyphenyl)-5-oxopyrrolidine-3-carboxylic acid

• ChemBase ID: 4710
• Molecular Formular: C11H11NO4
• Molecular Mass: 221.20934
• Monoisotopic Mass: 221.06880784
• SMILES: O=C1C[C@@H](CN1c1c(O)cccc1)C(=O)O
• Canonical SMILES: OC(=O)[C@H]1CC(=O)N(C1)c1ccccc1O
• InChI: InChI=1S/C11H11NO4/c13-9-4-2-1-3-8(9)12-6-7(11(15)16)5-10(12)14/h1-4,7,13H,5-6H2,(H,15,16)/t7-/m0/s1
• InChIKey: FPQOSKXLHCTVED-ZETCQYMHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3S)-1-(2-hydroxyphenyl)-5-oxopyrrolidine-3-carboxylic acid
• IUPAC Traditional name: (3S)-1-(2-hydroxyphenyl)-5-oxopyrrolidine-3-carboxylic acid
• Synonyms: (3S)-1-(2-hydroxyphenyl)-5-oxopyrrolidine-3-carboxylic acid

Database IDs

• PubChem SID: 160968142; 99443528
• PubChem CID: 756618

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.8166292
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -1.3092779
• LogD (pH = 7.4): -2.8976433
• Log P: 0.37711188
• Molar Refractivity: 54.999 cm^3
• Polarizability: 21.201406 Å^3
• Polar Surface Area: 77.84 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.72
• LOG S: -1.15
• Solubility (Water): 1.58e+01 g/l

DETAILS

DrugBank - DB07057

Drug information: experimental