(2S)-2-amino-3-(4-hydroxy-3-imino-6-oxocyclohexa-1,4-dien-1-yl)propanoic acid

• ChemBase ID: 3289
• Molecular Formular: C9H10N2O4
• Molecular Mass: 210.1867
• Monoisotopic Mass: 210.06405681
• SMILES: N[C@@H](CC1=CC(=N)C(=CC1=O)O)C(=O)O
• Canonical SMILES: OC(=O)[C@H](CC1=CC(=N)C(=CC1=O)O)N
• InChI: InChI=1S/C9H10N2O4/c10-5-1-4(2-6(11)9(14)15)7(12)3-8(5)13/h1,3,6,10,13H,2,11H2,(H,14,15)/t6-/m0/s1
• InChIKey: FKLZKBKFGLLJJV-LURJTMIESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-3-(4-hydroxy-3-imino-6-oxocyclohexa-1,4-dien-1-yl)propanoic acid
• IUPAC Traditional name: (2S)-2-amino-3-(4-hydroxy-3-imino-6-oxocyclohexa-1,4-dien-1-yl)propanoic acid
• Synonyms: 3-(4-Hydroxy-3-Imino-6-Oxo-Cyclohexa-1,4-Dienyl)-Alanine

Database IDs

• PubChem SID: 46505253; 160966731
• PubChem CID: 17754209

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.7508855
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -4.31087
• LogD (pH = 7.4): -3.8289266
• Log P: -3.8254604
• Molar Refractivity: 63.8424 cm^3
• Polarizability: 19.661892 Å^3
• Polar Surface Area: 124.47 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -2.51
• LOG S: -2.41
• Solubility (Water): 8.20e-01 g/l

DETAILS

DrugBank - DB03631

Drug information: experimental