(2S)-2-amino-5-carbamoylpentanoic acid

• ChemBase ID: 169931
• Molecular Formular: C6H12N2O3
• Molecular Mass: 160.17108
• Monoisotopic Mass: 160.08479225
• SMILES: NC(=O)CCC[C@H](N)C(=O)O
• Canonical SMILES: NC(=O)CCC[C@@H](C(=O)O)N
• InChI: InChI=1S/C6H12N2O3/c7-4(6(10)11)2-1-3-5(8)9/h4H,1-3,7H2,(H2,8,9)(H,10,11)/t4-/m0/s1
• InChIKey: YZJSUQQZGCHHNQ-BYPYZUCNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-5-carbamoylpentanoic acid
• IUPAC Traditional name: (2S)-2-amino-5-carbamoylpentanoic acid
• Synonyms: 6-Oxo-L-lysine; (S)-2,6-Diamino-5-oxohexanoic Acid; 5-Carbamoyl-L-norvaline; L-2-Aminoadipamic Acid; L-Homoglutamine

Database IDs

• CAS Number: 7433-32-1
• PubChem SID: 162264063
• PubChem CID: 9905942

CALCULATED PROPERTIES

• Acid pKa: 2.2604327
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -3.556305
• LogD (pH = 7.4): -3.562106
• Log P: -3.5563297
• Molar Refractivity: 37.7109 cm^3
• Polarizability: 15.131784 Å^3
• Polar Surface Area: 106.41 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Water
• Apperance: White Solid
• Melting Point: 173-175°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - H593500

Glutamine analog.

REFERENCES

• Hellberg, S., et al.: J. Med. Chem., 30, 1126 (1987)
• Blondelle, S., et al.: Antimicrob. Agents Chemother., 38, 2280 (1987)
• Jiracek, J., et al.: J. Biol. Chem., 270, 21701(1987)