compound 16z [PMID: 35609303]   Click here for help

GtoPdb Ligand ID: 13172

Synonyms: 2-16z
Compound class: Synthetic organic
Comment: 16z behaves as an activator of human caseinolytic mitochondrial matrix peptidase (CLPP) [1].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 5
Hydrogen bond donors 0
Rotatable bonds 4
Topological polar surface area 39.15
Molecular weight 469.35
XLogP 3.23
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES C1=CC=C(C=C1)CN2CCC3=C(C2)C(=O)N=C4N(CCN34)CC5=CC=C(C(=C5)Br)F
Isomeric SMILES C(C1=CC=CC=C1)N2CC=3C(N=C4N(C3CC2)CCN4CC5=CC(=C(C=C5)F)Br)=O
InChI InChI=1S/C23H22BrFN4O/c24-19-12-17(6-7-20(19)25)14-28-10-11-29-21-8-9-27(13-16-4-2-1-3-5-16)15-18(21)22(30)26-23(28)29/h1-7,12H,8-11,13-15H2
InChI Key MXNHOWULPTWEIK-UHFFFAOYSA-N
Bioactivity Comments
In cancer cell lines 16z induces mitochondrial dysfunction, cell cycle arrest and apoptosis, providing a potent anti-tumour action [1].
Selectivity at enzymes
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
caseinolytic mitochondrial matrix peptidase proteolytic subunit Hs Activator Activation 6.7 pEC50 - 1
pEC50 6.7 (EC50 2x10-7 M) [1]