3-(2-bromoacetamido)propanoic acid

• ChemBase ID: 162728
• Molecular Formular: C5H8BrNO3
• Molecular Mass: 210.02592
• Monoisotopic Mass: 208.96875512
• SMILES: BrCC(=O)NCCC(=O)O
• Canonical SMILES: OC(=O)CCNC(=O)CBr
• InChI: InChI=1S/C5H8BrNO3/c6-3-4(8)7-2-1-5(9)10/h1-3H2,(H,7,8)(H,9,10)
• InChIKey: ULKDIPSSLZFIQU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(2-bromoacetamido)propanoic acid
• IUPAC Traditional name: 3-(2-bromoacetamido)propanoic acid
• Synonyms: N-Bromoacetyl-β-alanine

Database IDs

• CAS Number: 89520-11-6
• PubChem SID: 162256863
• PubChem CID: 15288904

CALCULATED PROPERTIES

• Acid pKa: 3.4054768
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -2.451113
• LogD (pH = 7.4): -3.7703032
• Log P: -0.36877716
• Molar Refractivity: 37.8833 cm^3
• Polarizability: 14.824888 Å^3
• Polar Surface Area: 66.4 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane
• Apperance: Pale Yellow Semi-Solid
• Melting Point: 71-77°C

REFERENCES

• Cole, A., et al.: Bioorg. Med. Chem. Lett., 19, 119 (2009)