(2S)-2-amino-5-[(4-methyl-5-oxo-4,5-dihydro-1H-imidazol-2-yl)amino](3,3,4,4,5,5-2H6)pentanoic acid

• ChemBase ID: 170824
• Molecular Formular: C9H16N4O3
• Molecular Mass: 228.24834
• Monoisotopic Mass: 228.12224039
• SMILES: [C@@H](CCCNC1=NC(C(=O)N1)C)(N)C(=O)O
• Canonical SMILES: OC(=O)[C@H](CCCNC1=NC(C(=O)N1)C)N
• InChI: InChI=1S/C9H16N4O3/c1-5-7(14)13-9(12-5)11-4-2-3-6(10)8(15)16/h5-6H,2-4,10H2,1H3,(H,15,16)(H2,11,12,13,14)/t5?,6-/m0/s1
• InChIKey: KGQMQNPFMOBJCY-GDVGLLTNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-5-[(4-methyl-5-oxo-4,5-dihydro-1H-imidazol-2-yl)amino](3,3,4,4,5,5-^2H₆)pentanoic acid
• IUPAC Traditional name: (2S)-2-amino-5-[(4-methyl-5-oxo-1,4-dihydroimidazol-2-yl)amino](3,3,4,4,5,5-^2H₆)pentanoic acid
• Synonyms: N5-(4,5-Dihydro-4-methyl-5-oxo-1H-imidazol-2-yl)-L-ornithine-d6; Nδ-(5-Hydro-5-methyl-4-imidazolon-2-yl)ornithine-d6; MG-H1-d6; N5-(5-Hydro-5-methyl-4-imidazolon-2-yl) L-Ornithine-d6

Database IDs

• PubChem SID: 164226734
• PubChem CID: 57369354

CALCULATED PROPERTIES

• Acid pKa: 1.9126887
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -3.9192736
• LogD (pH = 7.4): -3.3469214
• Log P: -3.3527071
• Molar Refractivity: 55.7835 cm^3
• Polarizability: 21.809038 Å^3
• Polar Surface Area: 116.81 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - H947637

Ornithine modification formed at high hydrostatic pressure. Novel amino acid metabolite produced by Streptomyces sp.

REFERENCES

• Lechevalier, M., et al.: Int. J. Syst. Bacteriol., 20, 435 (1970)
• Einarsson, S., et al.: Anal. Chem., 59, 1191 (1970)
• 23) Roberts, N., et al.: Clin. Chem., 47, 316 (1970)
• Ahmed, N., et al.: J. Biol. Chem., 280, 5724 (1970)