5-(4-cyanophenyl)-3-(2-methylbenzenesulfonamido)thiophene-2-carboxylic acid

• ChemBase ID: 5191
• Molecular Formular: C19H14N2O4S2
• Molecular Mass: 398.45546
• Monoisotopic Mass: 398.03949894
• SMILES: c1c(ccc(c1)c1cc(c(s1)C(=O)O)NS(=O)(=O)c1c(cccc1)C)C#N
• Canonical SMILES: N#Cc1ccc(cc1)c1cc(c(s1)C(=O)O)NS(=O)(=O)c1ccccc1C
• InChI: InChI=1S/C19H14N2O4S2/c1-12-4-2-3-5-17(12)27(24,25)21-15-10-16(26-18(15)19(22)23)14-8-6-13(11-20)7-9-14/h2-10,21H,1H3,(H,22,23)
• InChIKey: RYXAHMSZLLIPRO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-(4-cyanophenyl)-3-(2-methylbenzenesulfonamido)thiophene-2-carboxylic acid
• IUPAC Traditional name: 5-(4-cyanophenyl)-3-(2-methylbenzenesulfonamido)thiophene-2-carboxylic acid
• Synonyms: 5-(4-CYANOPHENYL)-3-{[(2-METHYLPHENYL)SULFONYL]AMINO}THIOPHENE-2-CARBOXYLIC ACID

Database IDs

• PubChem SID: 160968621; 99444018
• PubChem CID: 9543494

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.8215704
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 2.3610404
• LogD (pH = 7.4): 0.6085293
• Log P: 4.0448246
• Molar Refractivity: 102.7194 cm^3
• Polarizability: 40.743275 Å^3
• Polar Surface Area: 107.26 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 3.45
• LOG S: -4.99
• Solubility (Water): 4.06e-03 g/l

DETAILS

DrugBank - DB07547

Drug information: experimental