N-[2-({[(2E)-3-(4-chlorophenyl)prop-2-en-1-yl](methyl)amino}methyl)phenyl]-2-hydroxy-S'-(4-methoxyphenyl)ethane-1-sulfonamido

• ChemBase ID: 106032
• Molecular Formular: C26H29ClN2O4S
• Molecular Mass: 501.03746
• Monoisotopic Mass: 500.1536561
• SMILES: COc1ccc(cc1)S(=O)(=O)N(CCO)c1ccccc1CN(C)C/C=C/c1ccc(Cl)cc1
• Canonical SMILES: OCCN(S(=O)(=O)c1ccc(cc1)OC)c1ccccc1CN(C/C=C/c1ccc(cc1)Cl)C
• InChI: InChI=1S/C26H29ClN2O4S/c1-28(17-5-6-21-9-11-23(27)12-10-21)20-22-7-3-4-8-26(22)29(18-19-30)34(31,32)25-15-13-24(33-2)14-16-25/h3-16,30H,17-20H2,1-2H3
• InChIKey: LLLQTDSSHZREGW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[2-({[(2E)-3-(4-chlorophenyl)prop-2-en-1-yl](methyl)amino}methyl)phenyl]-2-hydroxy-S'-(4-methoxyphenyl)ethane-1-sulfonamido; N-[2-({[3-(4-chlorophenyl)prop-2-en-1-yl](methyl)amino}methyl)phenyl]-2-hydroxy-S'-(4-methoxyphenyl)ethane-1-sulfonamido
• IUPAC Traditional name: N-[2-({[(2E)-3-(4-chlorophenyl)prop-2-en-1-yl](methyl)amino}methyl)phenyl]-2-hydroxy-S'-(4-methoxyphenyl)ethanesulfonamido; N-[2-({[3-(4-chlorophenyl)prop-2-en-1-yl](methyl)amino}methyl)phenyl]-2-hydroxy-S'-(4-methoxyphenyl)ethanesulfonamido
• Synonyms: N-[2-[[[3-(4-Chlorophenyl)-2-propen-1-yl]methylamino]methyl]phenyl]-N-(2-hydroxyethyl)-4-methoxybenzenesulfonamide; N-[2-(N-(4-Chlorocinnamyl)-N-methylaminomethyl)phenyl]-N-[2-hydroxyethyl]-4-methoxybenzenesulfonamide; KN-93

Database IDs

• CAS Number: 139298-40-1
• PubChem SID: 162092708
• PubChem CID: 5312122

CALCULATED PROPERTIES

• Acid pKa: 15.527495
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 2.273763
• LogD (pH = 7.4): 4.034938
• Log P: 4.7166443
• Molar Refractivity: 138.8211 cm^3
• Polarizability: 54.022114 Å^3
• Polar Surface Area: 70.08 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• Storage Condition: 2-8°C, Desiccate, Protect from light

Product Information

• Purity: ≥95%

DETAILS

MP Biomedicals - 02196012

Purity: >95%
Selective Ca^++ /calmodulin-dependent protein kinase II inhibitor. Induces G₁ cell cycle arrest and apoptosis in NIH 3T3 cells.

Toronto Research Chemicals - K653000

A potent and selective inhibitor of Ca2+/Calmoduline-dependent protein kinase II (CaMKII).

REFERENCES

• Linseman, D., et al.: J. Biol. Chem., 278, 41472 (2003)
• Yu, J., et al.: Brain Res., 1238, 143 (2003)