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

• ChemBase ID: 99324
• Molecular Formular: C5H9FN2O3
• Molecular Mass: 164.1349632
• Monoisotopic Mass: 164.05972038
• SMILES: NC(=O)[C@@H](C[C@@H](C(=O)O)F)N
• Canonical SMILES: N[C@@H](C(=O)N)C[C@@H](C(=O)O)F
• InChI: InChI=1S/C5H9FN2O3/c6-2(5(10)11)1-3(7)4(8)9/h2-3H,1,7H2,(H2,8,9)(H,10,11)/t2-,3+/m0/s1
• InChIKey: VNARKFMVXYXNIO-STHAYSLISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,4R)-4-amino-4-carbamoyl-2-fluorobutanoic acid
• IUPAC Traditional name: (2S,4R)-4-amino-4-carbamoyl-2-fluorobutanoic acid
• Synonyms: L-erythro-4-Fluoroisoglutamine

Database IDs

• MDL Number: MFCD00153172
• PubChem SID: 162085598
• PubChem CID: 15517083

CALCULATED PROPERTIES

• Acid pKa: 3.3894477
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -4.0566134
• LogD (pH = 7.4): -4.094822
• Log P: -4.055901
• Molar Refractivity: 32.8664 cm^3
• Polarizability: 13.202515 Å^3
• Polar Surface Area: 106.41 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Warning: Irritant