(2S,4R)-2-amino-4-carbamoyl-4-fluorobutanoic acid

• ChemBase ID: 97021
• Molecular Formular: C5H9FN2O3
• Molecular Mass: 164.1349632
• Monoisotopic Mass: 164.05972038
• SMILES: OC(=O)[C@H](C[C@H](C(=O)N)F)N
• Canonical SMILES: F[C@@H](C(=O)N)C[C@@H](C(=O)O)N
• InChI: InChI=1S/C5H9FN2O3/c6-2(4(8)9)1-3(7)5(10)11/h2-3H,1,7H2,(H2,8,9)(H,10,11)/t2-,3+/m1/s1
• InChIKey: PGEYFCBAWGQSGT-GBXIJSLDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,4R)-2-amino-4-carbamoyl-4-fluorobutanoic acid
• IUPAC Traditional name: (2S,4R)-2-amino-4-carbamoyl-4-fluorobutanoic acid
• Synonyms: DL-erythro-4-Fluoroglutamine 99%

Database IDs

• MDL Number: MFCD00153164
• PubChem SID: 162083649
• PubChem CID: 7016349

CALCULATED PROPERTIES

• Acid pKa: 2.0146906
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -4.053897
• LogD (pH = 7.4): -4.059791
• Log P: -4.053983
• Molar Refractivity: 32.8664 cm^3
• Polarizability: 13.202413 Å^3
• Polar Surface Area: 106.41 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 173-175°C

Safety Information

• Storage Warning: Irritant