3-{5-amino-7-hydroxy-2H-[1,2,3]triazolo[4,5-d]pyrimidin-2-yl}-N-[(2-{[2-(hydroxymethyl)phenyl]sulfanyl}phenyl)methyl]benzamide

• ChemBase ID: 2928
• Molecular Formular: C25H21N7O3S
• Molecular Mass: 499.54434
• Monoisotopic Mass: 499.14265857
• SMILES: Nc1nc2nn(nc2c(O)n1)c1cccc(c1)C(=O)NCc1ccccc1Sc1ccccc1CO
• Canonical SMILES: OCc1ccccc1Sc1ccccc1CNC(=O)c1cccc(c1)n1nc2c(n1)nc(nc2O)N
• InChI: InChI=1S/C25H21N7O3S/c26-25-28-22-21(24(35)29-25)30-32(31-22)18-9-5-8-15(12-18)23(34)27-13-16-6-1-3-10-19(16)36-20-11-4-2-7-17(20)14-33/h1-12,33H,13-14H2,(H,27,34)(H3,26,28,29,31,35)
• InChIKey: IXDQOBDHBWEZOH-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}-N-[(2-{[2-(hydroxymethyl)phenyl]sulfanyl}phenyl)methyl]benzamide
• IUPAC Traditional name: 3-{5-amino-7-hydroxy-[1,2,3]triazolo[4,5-d]pyrimidin-2-yl}-N-[(2-{[2-(hydroxymethyl)phenyl]sulfanyl}phenyl)methyl]benzamide
• Synonyms: 3-(5-Amino-7-Hydroxy-[1,2,3]Triazolo[4,5-D]Pyrimidin-2-Yl)-N-[2-(2-(Hydroxymethyl-Phenylsulfanyl)-Benzyl]-Benzamide

Database IDs

• PubChem SID: 160966375; 46506254
• PubChem CID: 448408

CALCULATED PROPERTIES

JChem

• Acid pKa: 11.292887
• H Acceptors: 8
• H Donor: 4
• LogD (pH = 5.5): 3.9944992
• LogD (pH = 7.4): 3.994447
• Log P: 3.9945
• Molar Refractivity: 152.6394 cm^3
• Polarizability: 52.69546 Å^3
• Polar Surface Area: 152.07 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 3.49
• LOG S: -4.77
• Solubility (Water): 8.51e-03 g/l

DETAILS

DrugBank - DB03231

Drug information: experimental