(2S)-2-amino-4-(methylcarbamoyl)butanoic acid

• ChemBase ID: 3149
• Molecular Formular: C6H12N2O3
• Molecular Mass: 160.17108
• Monoisotopic Mass: 160.08479225
• SMILES: CNC(=O)CC[C@H](N)C(=O)O
• Canonical SMILES: CNC(=O)CC[C@@H](C(=O)O)N
• InChI: InChI=1S/C6H12N2O3/c1-8-5(9)3-2-4(7)6(10)11/h4H,2-3,7H2,1H3,(H,8,9)(H,10,11)/t4-/m0/s1
• InChIKey: ONXPDKGXOOORHB-BYPYZUCNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-4-(methylcarbamoyl)butanoic acid
• IUPAC Traditional name: (2S)-2-amino-4-(methylcarbamoyl)butanoic acid; N5-methylglutamine
• Synonyms: N5-Methylglutamine; N-Methyl-L-glutamine; metheanine; Gamma-Glutamylmethylamide

Database IDs

• CAS Number: 3081-62-7
• PubChem SID: 160966593; 46505841
• PubChem CID: 439925
• CHEBI ID: 58200
• Chemspider ID: 388957
• DrugBank ID: DB03473
• KEGG ID: C03153
• Wikipedia Title: Gamma-Glutamylmethylamide

CALCULATED PROPERTIES

JChem

• Acid pKa: 2.2600346
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -3.7773273
• LogD (pH = 7.4): -3.782057
• Log P: -3.7773223
• Molar Refractivity: 38.0066 cm^3
• Polarizability: 15.131784 Å^3
• Polar Surface Area: 92.42 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -2.93
• LOG S: -0.45
• Solubility (Water): 5.65e+01 g/l

PROPERTIES

Physical Property

• Boiling Point: 427.5°C
• Density: 1.211 g/mL

DETAILS

DrugBank - DB03473

Drug information: experimental