3-[(4-carboxy-2-hydroxyphenyl)sulfamoyl]thiophene-2-carboxylic acid

• ChemBase ID: 5557
• Molecular Formular: C12H9NO7S2
• Molecular Mass: 343.33236
• Monoisotopic Mass: 342.98204363
• SMILES: N(S(=O)(=O)c1ccsc1C(=O)O)c1c(cc(cc1)C(=O)O)O
• Canonical SMILES: Oc1cc(ccc1NS(=O)(=O)c1ccsc1C(=O)O)C(=O)O
• InChI: InChI=1S/C12H9NO7S2/c14-8-5-6(11(15)16)1-2-7(8)13-22(19,20)9-3-4-21-10(9)12(17)18/h1-5,13-14H,(H,15,16)(H,17,18)
• InChIKey: RDPXXOOKKRIKFN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[(4-carboxy-2-hydroxyphenyl)sulfamoyl]thiophene-2-carboxylic acid
• IUPAC Traditional name: 3-[(4-carboxy-2-hydroxyphenyl)sulfamoyl]thiophene-2-carboxylic acid
• Synonyms: 3-{[(4-CARBOXY-2-HYDROXYANILINE]SULFONYL}THIOPHENE-2-CARBOXYLIC ACID

Database IDs

• PubChem SID: 160968985; 99444398
• PubChem CID: 657106

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.0353274
• H Acceptors: 7
• H Donor: 4
• LogD (pH = 5.5): -1.6293101
• LogD (pH = 7.4): -4.8114595
• Log P: 2.035393
• Molar Refractivity: 76.2734 cm^3
• Polarizability: 29.49381 Å^3
• Polar Surface Area: 141.0 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.67
• LOG S: -3.26
• Solubility (Water): 1.87e-01 g/l

DETAILS

DrugBank - DB07927

Drug information: experimental