4-(1-hydroxy-2-methylpropan-2-yl)-N-[6-(2-hydroxyethoxy)-5-(2-hydroxyphenoxy)-2-(pyrimidin-2-yl)pyrimidin-4-yl]benzene-1-sulfonamide

• ChemBase ID: 170446
• Molecular Formular: C26H27N5O7S
• Molecular Mass: 553.58688
• Monoisotopic Mass: 553.16311923
• SMILES: c1cc(ccc1S(=O)(=O)Nc1nc(nc(c1Oc1ccccc1O)OCCO)c1ncccn1)C(CO)(C)C
• Canonical SMILES: OCCOc1nc(nc(c1Oc1ccccc1O)NS(=O)(=O)c1ccc(cc1)C(CO)(C)C)c1ncccn1
• InChI: InChI=1S/C26H27N5O7S/c1-26(2,16-33)17-8-10-18(11-9-17)39(35,36)31-22-21(38-20-7-4-3-6-19(20)34)25(37-15-14-32)30-24(29-22)23-27-12-5-13-28-23/h3-13,32-34H,14-16H2,1-2H3,(H,29,30,31)
• InChIKey: JXXCMZWROOURSZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-(1-hydroxy-2-methylpropan-2-yl)-N-[6-(2-hydroxyethoxy)-5-(2-hydroxyphenoxy)-2-(pyrimidin-2-yl)pyrimidin-4-yl]benzene-1-sulfonamide
• IUPAC Traditional name: 4-(1-hydroxy-2-methylpropan-2-yl)-N-[6-(2-hydroxyethoxy)-5-(2-hydroxyphenoxy)-2-(pyrimidin-2-yl)pyrimidin-4-yl]benzenesulfonamide
• Synonyms: 4-(2-Hydroxy-1,1-dimethylethyl)-N-[6-(2-hydroxyethoxy)-5-(2-hydroxyphenoxy)[2,2'-bipyrimidin]-4-yl]benzenesulfonamide; Hydroxy Desmethyl Bosentan

Database IDs

• CAS Number: 253688-62-9
• PubChem SID: 164226356
• PubChem CID: 6426757

CALCULATED PROPERTIES

• Acid pKa: 5.777333
• H Acceptors: 10
• H Donor: 4
• LogD (pH = 5.5): 3.4326775
• LogD (pH = 7.4): 2.5854123
• Log P: 3.5977423
• Molar Refractivity: 163.9496 cm^3
• Polarizability: 55.15288 Å^3
• Polar Surface Area: 176.88 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Methanol
• Apperance: Yellow Solid

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - H938000

A metabolite of Bosentan.

REFERENCES

• Timm, U., et al.: J. Pharm. Sci., 74, 972 (1985)
• Weber, C., et al.: Clin. Pharmacol. Ther., 60, 124 (1985)
• Weber, C., et al.: Drug Metab. Dispos., 27, 810 (1985)