N-[6-(2H3)methoxy-5-(2-methoxyphenoxy)-2-(pyridin-4-yl)pyrimidin-4-yl]-5-methylpyridine-2-sulfonamide

• ChemBase ID: 160902
• Molecular Formular: C23H21N5O5S
• Molecular Mass: 479.50834
• Monoisotopic Mass: 479.1263398
• SMILES: n1c(nc(c(c1OC)Oc1ccccc1OC)NS(=O)(=O)c1ncc(cc1)C)c1ccncc1
• Canonical SMILES: COc1nc(nc(c1Oc1ccccc1OC)NS(=O)(=O)c1ccc(cn1)C)c1ccncc1
• InChI: InChI=1S/C23H21N5O5S/c1-15-8-9-19(25-14-15)34(29,30)28-22-20(33-18-7-5-4-6-17(18)31-2)23(32-3)27-21(26-22)16-10-12-24-13-11-16/h4-14H,1-3H3,(H,26,27,28)
• InChIKey: YBWLTKFZAOSWSM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[6-(^2H₃)methoxy-5-(2-methoxyphenoxy)-2-(pyridin-4-yl)pyrimidin-4-yl]-5-methylpyridine-2-sulfonamide
• IUPAC Traditional name: N-[6-(^2H₃)methoxy-5-(2-methoxyphenoxy)-2-(pyridin-4-yl)pyrimidin-4-yl]-5-methylpyridine-2-sulfonamide
• Synonyms: N-[6-Methoxy-5-(2-methoxyphenoxy)-2-(4-pyridinyl)-4-pyrimidinyl]-5-methyl-2-pyridinesulfonamide-d3; Ro 67-0565-d3; SPP 301-d3; Avosentan-d3

Database IDs

• PubChem SID: 162255037
• PubChem CID: 46184957

CALCULATED PROPERTIES

• Acid pKa: 5.211931
• H Acceptors: 8
• H Donor: 1
• LogD (pH = 5.5): 3.5232036
• LogD (pH = 7.4): 2.8937984
• Log P: 3.8297908
• Molar Refractivity: 135.8007 cm^3
• Polarizability: 49.059586 Å^3
• Polar Surface Area: 125.42 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - A794712

Labelled Avosentan, a competitive antagonist of Endothelin-1 (ET-1) with a high selectivity for the ETA receptor. Avosentan may be a potential option in the treatment of glaucoma.

REFERENCES

• Dieterle, W. et al.: J. Clin. Pharmacol., 44, 59 (2004)
• Dieterle, W. et al.: Int. J. Clin. Pharmacol. Ther., 43, 178 (2004)
• Wang, R.-F. et al.: Curr. Eye Res., 36, 41 (2004)