2-{2-[(1S)-1-aminoethyl]-5-hydroxy-4-methyl-1H-imidazol-1-yl}acetic acid

• ChemBase ID: 2774
• Molecular Formular: C8H13N3O3
• Molecular Mass: 199.20712
• Monoisotopic Mass: 199.09569129
• SMILES: C[C@H](N)c1nc(C)c(O)n1CC(=O)O
• Canonical SMILES: OC(=O)Cn1c(nc(c1O)C)[C@@H](N)C
• InChI: InChI=1S/C8H13N3O3/c1-4(9)7-10-5(2)8(14)11(7)3-6(12)13/h4,14H,3,9H2,1-2H3,(H,12,13)/t4-/m0/s1
• InChIKey: GYCBVEGTLQBIBF-BYPYZUCNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{2-[(1S)-1-aminoethyl]-5-hydroxy-4-methyl-1H-imidazol-1-yl}acetic acid
• IUPAC Traditional name: @4-methylidene-5-one
• Synonyms: 4-Methylidene-5-One

Database IDs

• PubChem SID: 46504801; 160966222
• PubChem CID: 17754076

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.143457
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -3.0285497
• LogD (pH = 7.4): -3.0948613
• Log P: -3.0246146
• Molar Refractivity: 48.1141 cm^3
• Polarizability: 19.015766 Å^3
• Polar Surface Area: 101.37 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -2.67
• LOG S: -1.28
• Solubility (Water): 1.04e+01 g/l

DETAILS

DrugBank - DB03071

Drug information: experimental