JAK3 inhibitor 32   Click here for help

GtoPdb Ligand ID: 10156

Synonyms: compound 32 [PMID: 30423248]
Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: Compound 32 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, and it exhibits irreversible binding in a competition binding assay.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 7
Hydrogen bond donors 3
Rotatable bonds 5
Topological polar surface area 131.94
Molecular weight 448.11
XLogP 3.3
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES N#CNC1CC(c2c1cc(cc2)c1ncnc2c1cc[nH]2)NS(=O)(=O)c1cccc(c1)F
Isomeric SMILES N#CN[C@H]1C[C@H](c2c1cc(cc2)c1ncnc2c1cc[nH]2)NS(=O)(=O)c1cccc(c1)F
InChI InChI=1S/C22H17FN6O2S/c23-14-2-1-3-15(9-14)32(30,31)29-20-10-19(26-11-24)18-8-13(4-5-16(18)20)21-17-6-7-25-22(17)28-12-27-21/h1-9,12,19-20,26,29H,10H2,(H,25,27,28)/t19-,20+/m0/s1
InChI Key MLJSOTTYIVCEQO-VQTJNVASSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
N-((1R,3S)-3-Cyanamido-5-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-2,3-dihydro-1H-inden-1-yl)-3-cyanobenzenesulfonamide
Synonyms Click here for help
compound 32 [PMID: 30423248]
Database Links Click here for help
GtoPdb PubChem SID 381118866
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