(2R)-2-(aminomethyl)-3-(carboxymethyl)-2,4-dihydroxy-5-oxo-2,5-dihydro-1H-imidazol-3-ium

• ChemBase ID: 1568
• Molecular Formular: C6H10N3O5+
• Molecular Mass: 204.1607
• Monoisotopic Mass: 204.06204544
• SMILES: NC[C@@]1(O)NC(=O)C(=[N+]1CC(=O)O)O
• Canonical SMILES: NC[C@@]1(O)NC(=O)C(=[N+]1CC(=O)O)O
• InChI: InChI=1S/C6H9N3O5/c7-2-6(14)8-4(12)5(13)9(6)1-3(10)11/h14H,1-2,7H2,(H2,8,10,11,12)/p+1/t6-/m1/s1
• InChIKey: IMYOMVNQPPPJHU-ZCFIWIBFSA-O

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-(aminomethyl)-3-(carboxymethyl)-2,4-dihydroxy-5-oxo-2,5-dihydro-1H-imidazol-3-ium
• IUPAC Traditional name: (2R)-2-(aminomethyl)-1-(carboxymethyl)-2,5-dihydroxy-4-oxo-3H-imidazol-1-ium
• Synonyms: (2r)-2-(Aminomethyl)-2,4-Dihydroxy-5-Oxo-3-(2-Oxoethyl)-2,5-Dihydro-1h-Imidazol-3-Ium

Database IDs

• PubChem SID: 160965025; 46507549
• PubChem CID: 46936219; 49866822

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.7708293
• H Acceptors: 6
• H Donor: 5
• LogD (pH = 5.5): -7.0201473
• LogD (pH = 7.4): -7.357482
• Log P: -7.7927513
• Molar Refractivity: 53.6625 cm^3
• Polarizability: 16.742899 Å^3
• Polar Surface Area: 135.89 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -0.41
• LOG S: -1.3
• Solubility (Water): 1.20e+01 g/l

DETAILS

DrugBank - DB01797

Drug information: experimental