2-chloro-5-[(1S)-1-hydroxy-3-oxo-2,3-dihydro-1H-isoindol-1-yl]benzene-1-sulfonamide

• ChemBase ID: 5674
• Molecular Formular: C14H11ClN2O4S
• Molecular Mass: 338.76614
• Monoisotopic Mass: 338.01280552
• SMILES: O=S(=O)(N)c1cc(ccc1Cl)[C@]1(O)c2ccccc2C(=O)N1
• Canonical SMILES: O=C1N[C@](c2c1cccc2)(O)c1ccc(c(c1)S(=O)(=O)N)Cl
• InChI: InChI=1S/C14H11ClN2O4S/c15-11-6-5-8(7-12(11)22(16,20)21)14(19)10-4-2-1-3-9(10)13(18)17-14/h1-7,19H,(H,17,18)(H2,16,20,21)/t14-/m0/s1
• InChIKey: JIVPVXMEBJLZRO-AWEZNQCLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-chloro-5-[(1S)-1-hydroxy-3-oxo-2,3-dihydro-1H-isoindol-1-yl]benzene-1-sulfonamide
• IUPAC Traditional name: tenoretic
• Synonyms: 2-chloro-5-[(1S)-1-hydroxy-3-oxo-2H-isoindol-1-yl]benzenesulfonamide

Database IDs

• PubChem SID: 160969101; 99444517
• PubChem CID: 688424

CALCULATED PROPERTIES

JChem

• Acid pKa: 8.579576
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 1.6031008
• LogD (pH = 7.4): 1.5784703
• Log P: 1.6034211
• Molar Refractivity: 81.3005 cm^3
• Polarizability: 31.75829 Å^3
• Polar Surface Area: 109.49 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.27
• LOG S: -3.81
• Solubility (Water): 5.28e-02 g/l

DETAILS

DrugBank - DB08046

Drug information: experimental