compound 25 [PMID: 28038940]   Click here for help

GtoPdb Ligand ID: 9700

Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: Compound 25 [PMID: 28038940] was developed alongside compound 5 [PMID: 28038940], but is a marginally more potent TAK1 (MAP3K7) inhibitor in biochemical enzyme activity assays than compound 5 [1]. It has potential anti-inflammatory action, having been shown to normalise induced cytokine secretion from synovial fibroblasts isolated from a patient with rheumatoid arthritis [1].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 7
Hydrogen bond donors 2
Rotatable bonds 10
Topological polar surface area 103.19
Molecular weight 414.12
XLogP 2.76
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES COCCn1ncc(c1)Nc1ncc(c(n1)Oc1ccccc1NC(=O)C=C)Cl
Isomeric SMILES COCCn1ncc(c1)Nc1ncc(c(n1)Oc1ccccc1NC(=O)C=C)Cl
InChI InChI=1S/C19H19ClN6O3/c1-3-17(27)24-15-6-4-5-7-16(15)29-18-14(20)11-21-19(25-18)23-13-10-22-26(12-13)8-9-28-2/h3-7,10-12H,1,8-9H2,2H3,(H,24,27)(H,21,23,25)
InChI Key ORBLOJJZDLUQDF-UHFFFAOYSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
N-{2-[(5-chloro-2-{[1-(2-methoxyethyl)-1H-pyrazol-4-yl]amino}pyrimidin-4-yl)oxy]phenyl}prop-2-enamide
Database Links Click here for help
GtoPdb PubChem SID 348353659
PubChem CID 131801161
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