(2R,3S)-2-amino-3-methylbutanedioic acid

• ChemBase ID: 3917
• Molecular Formular: C5H9NO4
• Molecular Mass: 147.12926
• Monoisotopic Mass: 147.05315777
• SMILES: C[C@@H]([C@@H](N)C(=O)O)C(=O)O
• Canonical SMILES: OC(=O)[C@@H]([C@@H](C(=O)O)C)N
• InChI: InChI=1S/C5H9NO4/c1-2(4(7)8)3(6)5(9)10/h2-3H,6H2,1H3,(H,7,8)(H,9,10)/t2-,3+/m0/s1
• InChIKey: LXRUAYBIUSUULX-STHAYSLISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3S)-2-amino-3-methylbutanedioic acid
• IUPAC Traditional name: 3-methyl-aspartic acid
• Synonyms: Beta-Methyl-Aspartic Acid; D-methyl aspartic acid; ACB; 2AS; 3-Methyl-Aspartic Acid; 2s,3s-3-Methylaspartic Acid

Database IDs

• PubChem SID: 46507756; 46507874; 160967352
• PubChem CID: 5287600

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.8740176
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -3.4035978
• LogD (pH = 7.4): -5.106802
• Log P: -2.9678512
• Molar Refractivity: 31.1072 cm^3
• Polarizability: 12.69048 Å^3
• Polar Surface Area: 100.62 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -3.3
• LOG S: -0.18
• Solubility (Water): 9.74e+01 g/l

DETAILS

DrugBank - DB04538

Drug information: experimental

DrugBank - DB04313

Drug information: experimental