2-{1-[(4-methoxyphenyl)methyl]-2-oxo-5-(thiomorpholine-4-sulfonyl)-2,3-dihydro-1H-indol-3-ylidene}propanedinitrile

• ChemBase ID: 172903
• Molecular Formular: C23H20N4O4S2
• Molecular Mass: 480.5593
• Monoisotopic Mass: 480.09259714
• SMILES: c1(ccc2c(c1)C(=C(C#N)C#N)C(=O)N2Cc1ccc(cc1)OC)S(=O)(=O)N1CCSCC1
• Canonical SMILES: N#CC(=C1C(=O)N(c2c1cc(cc2)S(=O)(=O)N1CCSCC1)Cc1ccc(cc1)OC)C#N
• InChI: InChI=1S/C23H20N4O4S2/c1-31-18-4-2-16(3-5-18)15-27-21-7-6-19(33(29,30)26-8-10-32-11-9-26)12-20(21)22(23(27)28)17(13-24)14-25/h2-7,12H,8-11,15H2,1H3
• InChIKey: YEEKKDMABQLVBJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{1-[(4-methoxyphenyl)methyl]-2-oxo-5-(thiomorpholine-4-sulfonyl)-2,3-dihydro-1H-indol-3-ylidene}propanedinitrile
• IUPAC Traditional name: 2-{1-[(4-methoxyphenyl)methyl]-2-oxo-5-(thiomorpholine-4-sulfonyl)indol-3-ylidene}propanedinitrile
• Synonyms: 2-[1,2-Dihydro-1-[(4-methoxyphenyl)methyl]-2-oxo-5-(4-thiomorpholinylsulfonyl)-3H-indol-3-ylidene]propanedinitrile; 2-[(4-Methoxybenzyl)-2-oxo-5-(thiomorpholinosulfonyl)indolin-3-ylidene]malononitrile

Database IDs

• CAS Number: 1144853-59-7
• PubChem SID: 164228813
• PubChem CID: 42618285

CALCULATED PROPERTIES

• H Acceptors: 6
• H Donor: 0
• LogD (pH = 5.5): 1.9701133
• LogD (pH = 7.4): 1.9701133
• Log P: 1.9701133
• Molar Refractivity: 126.8144 cm^3
• Polarizability: 48.478073 Å^3
• Polar Surface Area: 114.5 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - M261225

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)