(2S,4R)-4-fluoro-5-oxopyrrolidine-2-carboxylic acid

• ChemBase ID: 95671
• Molecular Formular: C5H6FNO3
• Molecular Mass: 147.1044432
• Monoisotopic Mass: 147.03317128
• SMILES: N1C(=O)[C@@H](C[C@H]1C(=O)O)F
• Canonical SMILES: OC(=O)[C@H]1NC(=O)[C@@H](C1)F
• InChI: InChI=1S/C5H6FNO3/c6-2-1-3(5(9)10)7-4(2)8/h2-3H,1H2,(H,7,8)(H,9,10)/t2-,3+/m1/s1
• InChIKey: NBTWBMODBIAMTC-GBXIJSLDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,4R)-4-fluoro-5-oxopyrrolidine-2-carboxylic acid
• IUPAC Traditional name: (2S,4R)-4-fluoro-5-oxopyrrolidine-2-carboxylic acid
• Synonyms: L-trans-4-Fluoro-5-pyrrolidone-2-carboxylic acid

Database IDs

• MDL Number: MFCD00153179
• PubChem SID: 162082320
• PubChem CID: 7195110

CALCULATED PROPERTIES

• Acid pKa: 3.4665642
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -2.9662101
• LogD (pH = 7.4): -4.331713
• Log P: -0.9424378
• Molar Refractivity: 27.8443 cm^3
• Polarizability: 11.021425 Å^3
• Polar Surface Area: 66.4 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Warning: Irritant