compound 26 [PMID: 31710475]   Click here for help

GtoPdb Ligand ID: 10602

Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: Compound 26 is a macrocyclic inhibitor of apoptosis signal-regulating kinase 1 (ASK1, MAP3K5) [1]. Amongst the analogues designed and tested it is noted for its high level of CNS penetration, making it an ideal lead for examining the effect of ASK1 inhibition on inflammatory demyelination and neurodegeneration. Two previously reported ASK1 inhibitors have shown efficacy in the transgenic mouse SOD1 motor neurone disease model [2].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 7
Hydrogen bond donors 1
Rotatable bonds 4
Topological polar surface area 102.99
Molecular weight 472.23
XLogP 5.71
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
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Canonical SMILES CN(CCn1ncc(c1)c1ccc2c(c1)C(=O)Nc1cccc(n1)c1n(CCCCO2)cnn1)C
Isomeric SMILES CN(CCn1ncc(c1)c1ccc2c(c1)C(=O)Nc1cccc(n1)c1n(CCCCO2)cnn1)C
InChI InChI=1S/C25H28N8O2/c1-31(2)11-12-33-16-19(15-27-33)18-8-9-22-20(14-18)25(34)29-23-7-5-6-21(28-23)24-30-26-17-32(24)10-3-4-13-35-22/h5-9,14-17H,3-4,10-13H2,1-2H3,(H,28,29,34)
InChI Key JGKCBXMHIQSQHJ-UHFFFAOYSA-N
Classification Click here for help
Compound class Synthetic organic
Database Links Click here for help
GtoPdb PubChem SID 404859049
PubChem CID 142411827
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