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

• ChemBase ID: 5406
• Molecular Formular: C18H14FNO4S2
• Molecular Mass: 391.4364632
• Monoisotopic Mass: 391.03482815
• SMILES: c1c(ccc(c1)c1cc(c(s1)C(=O)O)NS(=O)(=O)c1ccc(cc1)C)F
• Canonical SMILES: Cc1ccc(cc1)S(=O)(=O)Nc1cc(sc1C(=O)O)c1ccc(cc1)F
• InChI: InChI=1S/C18H14FNO4S2/c1-11-2-8-14(9-3-11)26(23,24)20-15-10-16(25-17(15)18(21)22)12-4-6-13(19)7-5-12/h2-10,20H,1H3,(H,21,22)
• InChIKey: DJPFUQBNQLKCAB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 99444241; 160968835
• PubChem CID: 9543495

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.822746
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 2.6491563
• LogD (pH = 7.4): 0.9127507
• Log P: 4.33143
• Molar Refractivity: 97.2142 cm^3
• Polarizability: 38.600376 Å^3
• Polar Surface Area: 83.47 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 3.68
• LOG S: -5.26
• Solubility (Water): 2.17e-03 g/l

DETAILS

DrugBank - DB07770

Drug information: experimental