(Z)-3-(acetoxyimino)-5-chloro-1-(2,5-dichlorobenzyl)indolin-2-one

Base Information

• Chemical Name: (Z)-3-(acetoxyimino)-5-chloro-1-(2,5-dichlorobenzyl)indolin-2-one
• CAS No.: 668467-91-2
• Molecular Formula: C17H11Cl3N2O3
• Molecular Weight: 397.64000
• European Community (EC) Number: 687-399-0
• ChEMBL ID: CHEMBL3407553
• Pharos Ligand ID: D1MVWXTK4AYR
• Mol file: 668467-91-2.mol

Synonyms:C30 compound;LDN 57444;LDN-57444;LDN57444

Chemical Property of (Z)-3-(acetoxyimino)-5-chloro-1-(2,5-dichlorobenzyl)indolin-2-one

Chemical Property:

• Boiling Point: 534.4±60.0 °C(Predicted)
• PKA: -2.57±0.20(Predicted)
• PSA: 58.97000
• Density: 1.50±0.1 g/cm3(Predicted)
• LogP: 4.52580
• Storage Temp.: Desiccate at +4°C
• Solubility.: DMSO: soluble16mg/mL
• XLogP3: 4.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 395.983525
• Heavy Atom Count: 25
• Complexity: 571

Purity/Quality:

98%,99%, ^*data from raw suppliers

LDN 57444 ^*data from reagent suppliers

Safty Information:

• Hazard Codes: N
• Statements: 50/53
• Safety Statements: 60-61

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)ON=C1C2=C(C=CC(=C2)Cl)N(C1=O)CC3=C(C=CC(=C3)Cl)Cl
• Isomeric SMILES: CC(=O)O/N=C\1/C2=C(C=CC(=C2)Cl)N(C1=O)CC3=C(C=CC(=C3)Cl)Cl
• Description: The ubiquitin C-terminal hydrolase L1 (UCH-L1) is a member of a family of de-ubiquitinating enzymes that can generate free ubiquitin from ubiquitin precursors via its ubiquitin ligase activity. By associating with free ubiquitin, it also prevents its degradation. Neuronal UCH-L1 has been linked to Parkinson’s disease, the development of tumors, and neuropathic pain. LDN-57444 is an inhibitor of UCH-L1 activity (IC50 = 0.88, Ki = 0.4 μM) that demonstrates selectivity for UCH-L1 compared to UCH-L3 (IC50 = 25 μM). Loss of UCH-L1 activity causes cell death through the apoptosis pathway due to an impaired ubiquitin-proteasome pathway. LDN-57444-induced reduction of free ubiquitin has been shown to create dramatic alterations in synaptic structure and function, increasing spine size while decreasing spine density in hippocampal neurons.
• Uses: LDN 57444 is an inhibitor of UCH-L1, an enzyme expressed by certain lung tumor-derived cell lines, suggesting that this enzyme plays a role in tumor progression.