2-[1-benzyl-2-oxo-5-(thiomorpholine-4-sulfonyl)-2,3-dihydro-1H-indol-3-ylidene]propanedinitrile

• ChemBase ID: 161657
• Molecular Formular: C22H18N4O3S2
• Molecular Mass: 450.53332
• Monoisotopic Mass: 450.08203246
• SMILES: c1(ccc2c(c1)C(=C(C#N)C#N)C(=O)N2Cc1ccccc1)S(=O)(=O)N1CCSCC1
• Canonical SMILES: N#CC(=C1c2cc(ccc2N(C1=O)Cc1ccccc1)S(=O)(=O)N1CCSCC1)C#N
• InChI: InChI=1S/C22H18N4O3S2/c23-13-17(14-24)21-19-12-18(31(28,29)25-8-10-30-11-9-25)6-7-20(19)26(22(21)27)15-16-4-2-1-3-5-16/h1-7,12H,8-11,15H2
• InChIKey: LKNKAHRGVFTHNV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[1-benzyl-2-oxo-5-(thiomorpholine-4-sulfonyl)-2,3-dihydro-1H-indol-3-ylidene]propanedinitrile
• IUPAC Traditional name: 2-[1-benzyl-2-oxo-5-(thiomorpholine-4-sulfonyl)indol-3-ylidene]propanedinitrile
• Synonyms: 2-[1,2-Dihydro-2-oxo-1-(phenylmethyl)-5-(4-thiomorpholinylsulfonyl)-3H-indol-3-ylidene]propanedinitrile; 2-[(1-Benzyl-2-oxo-5-(thiomorpholinosulfonyl)indolin-3-ylidene]malononitrile

Database IDs

• CAS Number: 1144853-53-1
• PubChem SID: 162255792
• PubChem CID: 42618284

CALCULATED PROPERTIES

• H Acceptors: 5
• H Donor: 0
• LogD (pH = 5.5): 2.1277845
• LogD (pH = 7.4): 2.1277845
• Log P: 2.1277845
• Molar Refractivity: 120.3512 cm^3
• Polarizability: 45.94125 Å^3
• Polar Surface Area: 105.27 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: Red Solid
• Melting Point: 198-199°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - B285735

Isatin sulfonamide analog as Caspase-3 inhibitors.

REFERENCES

• Thompson, C., et al.: Science, 267, 1456 (1995)
• Chu, W., et al.: J. Med. Chem., 48, 7637 (1995)
• Jana, S., et al.: Curr. Med. Chem., 14, 2369 (1995)
• Schoenberger, J., et al.: Curr. Med. Chem., 15, 187 (1995)