JAK3 inhibitor 34   Click here for help

GtoPdb Ligand ID: 10157

Synonyms: compound 34 [PMID: 30423248]
PDB Ligand Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: Compound 34 is an exemplar selective and covalent Janus kinase 3 (JAK3) inhibitor that was discovered by Casimiro-Garcia et al. [1]. It was designed such that its cyanamide group directly engages the Cys909 residue in JAK3.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 4
Hydrogen bond donors 2
Rotatable bonds 3
Topological polar surface area 77.39
Molecular weight 351.15
XLogP 4.39
No. Lipinski's rules broken 0
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Canonical SMILES N#CNC1CCc2c1cc(cc2)c1ncnc2c1c(c[nH]2)c1ccccc1
Isomeric SMILES N#CN[C@H]1CCc2c1cc(cc2)c1ncnc2c1c(c[nH]2)c1ccccc1
InChI InChI=1S/C22H17N5/c23-12-25-19-9-8-15-6-7-16(10-17(15)19)21-20-18(14-4-2-1-3-5-14)11-24-22(20)27-13-26-21/h1-7,10-11,13,19,25H,8-9H2,(H,24,26,27)/t19-/m0/s1
Immunopharmacology Comments
JAK3 is an anti-inflammatory drug target and there is ongoing pharmaceutical industry interest in the discovery of JAK3-selective inhibitors.