4-[(2-hydroxypropyl)(propyl)sulfamoyl]benzoic acid

• ChemBase ID: 171165
• Molecular Formular: C13H19NO5S
• Molecular Mass: 301.35866
• Monoisotopic Mass: 301.09839371
• SMILES: c1cc(ccc1S(=O)(=O)N(CC(C)O)CCC)C(=O)O
• Canonical SMILES: CCCN(S(=O)(=O)c1ccc(cc1)C(=O)O)CC(O)C
• InChI: InChI=1S/C13H19NO5S/c1-3-8-14(9-10(2)15)20(18,19)12-6-4-11(5-7-12)13(16)17/h4-7,10,15H,3,8-9H2,1-2H3,(H,16,17)
• InChIKey: LSENJUHYDIWQAU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[(2-hydroxypropyl)(propyl)sulfamoyl]benzoic acid
• IUPAC Traditional name: 4-[(2-hydroxypropyl)(propyl)sulfamoyl]benzoic acid
• Synonyms: p-[N-Propyl-N-(2-hydroxypropyl)sulfamoyl]benzoic Acid; dl-4-[N-(2-Hydroxypropyl)-N-propylsulfamoyl]benzoic Acid; 4-[[(2-Hydroxypropyl)propylamino]sulfonyl]benzoic Acid; 2-Hydroxy Probenecid

Database IDs

• CAS Number: 28242-02-6
• PubChem SID: 164227075
• PubChem CID: 71356202

CALCULATED PROPERTIES

• Acid pKa: 3.5339499
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -0.66899747
• LogD (pH = 7.4): -2.074951
• Log P: 1.290015
• Molar Refractivity: 75.2492 cm^3
• Polarizability: 29.679781 Å^3
• Polar Surface Area: 94.91 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - H952370

Probenecid (P755000) metabolite.

REFERENCES

• Dayton, P., et al.: Drug Metab. Disposition, 1, 742 (1973)
• Ho, J., et al.: J. Pharm. Sci., 75, 664 (1973)