N-{4-[(5,6-dimethoxypyrimidin-4-yl)sulfamoyl]phenyl}acetamide

• ChemBase ID: 159462
• Molecular Formular: C14H16N4O5S
• Molecular Mass: 352.36564
• Monoisotopic Mass: 352.08414063
• SMILES: c1c(ccc(c1)S(=O)(=O)Nc1c(c(ncn1)OC)OC)NC(=O)C
• Canonical SMILES: COc1c(OC)ncnc1NS(=O)(=O)c1ccc(cc1)NC(=O)C
• InChI: InChI=1S/C14H16N4O5S/c1-9(19)17-10-4-6-11(7-5-10)24(20,21)18-13-12(22-2)14(23-3)16-8-15-13/h4-8H,1-3H3,(H,17,19)(H,15,16,18)
• InChIKey: PBSUUNCQTRDFCM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-{4-[(5,6-dimethoxypyrimidin-4-yl)sulfamoyl]phenyl}acetamide
• IUPAC Traditional name: N-{4-[(5,6-dimethoxypyrimidin-4-yl)sulfamoyl]phenyl}acetamide
• Synonyms: N-[4-[[(5,6-Dimethoxy-4-pyrimidinyl)amino]sulfonyl]phenyl]acetamide; 4'-[(5,6-Dimethoxy-4-pyrimidinyl)sulfamoyl]acetanilide; N4-Acetylsulfadoxine; N4-Acetyl Sulfadoxine

Database IDs

• CAS Number: 5018-54-2
• PubChem SID: 162253597
• PubChem CID: 160773

CALCULATED PROPERTIES

• Acid pKa: 5.8485847
• H Acceptors: 7
• H Donor: 2
• LogD (pH = 5.5): 0.50902486
• LogD (pH = 7.4): -0.210708
• Log P: 0.6486836
• Molar Refractivity: 87.9709 cm^3
• Polarizability: 33.46393 Å^3
• Polar Surface Area: 119.51 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - A187840

A metabolite of Sulfadoxine (S699070) in plasma.

REFERENCES

• Bergquist, Y., et al.: Ther. Drug Monit., 9, 203 (1987)
• , von Seidlein, L., et al.: Lancet, 355, 352 (1987)