2-[4-(benzenesulfonyl)thiophene-2-sulfonamido]-4-(dihydroxyboranyl)benzoic acid

• ChemBase ID: 5185
• Molecular Formular: C17H14BNO8S3
• Molecular Mass: 467.30096
• Monoisotopic Mass: 466.99745981
• SMILES: c1(cc(NS(=O)(=O)c2cc(cs2)S(=O)(=O)c2ccccc2)c(cc1)C(=O)O)B(O)O
• Canonical SMILES: OB(c1ccc(c(c1)NS(=O)(=O)c1scc(c1)S(=O)(=O)c1ccccc1)C(=O)O)O
• InChI: InChI=1S/C17H14BNO8S3/c20-17(21)14-7-6-11(18(22)23)8-15(14)19-30(26,27)16-9-13(10-28-16)29(24,25)12-4-2-1-3-5-12/h1-10,19,22-23H,(H,20,21)
• InChIKey: JJPKFZAOXOEFHQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[4-(benzenesulfonyl)thiophene-2-sulfonamido]-4-(dihydroxyboranyl)benzoic acid
• IUPAC Traditional name: 2-[4-(benzenesulfonyl)thiophene-2-sulfonamido]-4-(dihydroxyboranyl)benzoic acid
• Synonyms: 4-(dihydroxyboranyl)-2-({[4-(phenylsulfonyl)thiophen-2-yl]sulfonyl}amino)benzoic acid

Database IDs

• PubChem SID: 160968615; 99444012
• PubChem CID: 46890069

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.5459168
• H Acceptors: 8
• H Donor: 4
• LogD (pH = 5.5): 0.10457301
• LogD (pH = 7.4): -2.1547334
• Log P: 2.1377
• Molar Refractivity: 104.4898 cm^3
• Polarizability: 43.666775 Å^3
• Polar Surface Area: 158.07 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.84
• LOG S: -4.62
• Solubility (Water): 1.12e-02 g/l

DETAILS

DrugBank - DB07541

Drug information: experimental