{3-[4-(benzenesulfonyl)thiophene-2-sulfonamido]phenyl}boronic acid

• ChemBase ID: 2571
• Molecular Formular: C16H14BNO6S3
• Molecular Mass: 423.29146
• Monoisotopic Mass: 423.00763057
• SMILES: B(O)(O)c1cc(NS(=O)(=O)c2scc(c2)S(=O)(=O)c2ccccc2)ccc1
• Canonical SMILES: OB(c1cccc(c1)NS(=O)(=O)c1scc(c1)S(=O)(=O)c1ccccc1)O
• InChI: InChI=1S/C16H14BNO6S3/c19-17(20)12-5-4-6-13(9-12)18-27(23,24)16-10-15(11-25-16)26(21,22)14-7-2-1-3-8-14/h1-11,18-20H
• InChIKey: YZOKHYPIQNIFRQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {3-[4-(benzenesulfonyl)thiophene-2-sulfonamido]phenyl}boronic acid
• IUPAC Traditional name: 3-[4-(benzenesulfonyl)thiophene-2-sulfonamido]phenylboronic acid
• Synonyms: 3-(4-Benzenesulfonyl-Thiophene-2-Sulfonylamino)-Phenylboronic Acid

Database IDs

• PubChem SID: 46507812; 160966021
• PubChem CID: 1475

CALCULATED PROPERTIES

JChem

• Acid pKa: 6.1061306
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): 2.5333102
• LogD (pH = 7.4): 1.6675994
• Log P: 2.6218
• Molar Refractivity: 97.2336 cm^3
• Polarizability: 41.23682 Å^3
• Polar Surface Area: 120.77 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.93
• LOG S: -4.48
• Solubility (Water): 1.40e-02 g/l

DETAILS

DrugBank - DB02858

Drug information: experimental