3-{5-amino-7-hydroxy-2H-[1,2,3]triazolo[4,5-d]pyrimidin-2-yl}benzoic acid

• ChemBase ID: 1674
• Molecular Formular: C11H8N6O3
• Molecular Mass: 272.21962
• Monoisotopic Mass: 272.06578815
• SMILES: Nc1nc(O)c2nn(nc2n1)c1cccc(c1)C(=O)O
• Canonical SMILES: Nc1nc(O)c2c(n1)nn(n2)c1cccc(c1)C(=O)O
• InChI: InChI=1S/C11H8N6O3/c12-11-13-8-7(9(18)14-11)15-17(16-8)6-3-1-2-5(4-6)10(19)20/h1-4H,(H,19,20)(H3,12,13,14,16,18)
• InChIKey: KNLLRZNGRRRPEW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-{5-amino-7-hydroxy-2H-[1,2,3]triazolo[4,5-d]pyrimidin-2-yl}benzoic acid
• IUPAC Traditional name: 3-{5-amino-7-hydroxy-[1,2,3]triazolo[4,5-d]pyrimidin-2-yl}benzoic acid
• Synonyms: 3-(5-Amino-7-Hydroxy-[1,2,3]Triazolo[4,5-D]Pyrimidin-2-Yl)-Benzoic Acid

Database IDs

• PubChem SID: 160965131; 46508079
• PubChem CID: 448406

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.8988476
• H Acceptors: 8
• H Donor: 3
• LogD (pH = 5.5): -0.44460213
• LogD (pH = 7.4): -2.117294
• Log P: 1.1637
• Molar Refractivity: 81.8079 cm^3
• Polarizability: 25.755787 Å^3
• Polar Surface Area: 140.04 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.02
• LOG S: -1.98
• Solubility (Water): 2.83e+00 g/l

DETAILS

DrugBank - DB01906

Drug information: experimental