PDB Entry (4hcu) |
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PDB ID: 4hcu | Resolution: 1.43 Å | Exp. Method: X-RAY DIFFRACTION |
PMID: 23098091 | DOI: 10.1021/jm301190s | |
Protein |
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Protein Name: Tyrosine-protein kinase ITK/TSK | |
Uniprot ID/ACC: Q08881 (ITK_HUMAN) | Organism: Homo sapiens (Human) |
Gene Symbol: ITK | Gene ID: 3702 |
Protein Class: TRANSFERASE |
Ligand |
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Ligand Name: 3-{4-amino-1-[(3R)-1-propenoylpiperidin-3-yl]-1H-pyrazolo[3,4-d]pyrimidin-3-yl}-N-[4-(propan-2-yl)phenyl]benzamide | ||
Canonical SMILES: CC(C)c1ccc(cc1)NC(=O)c2cccc(c2)-c3nn(c(c34)ncnc4N)[C@@H]5CCCN(C5)C(=O)C=C | ||
Standard InChI: InChI=1S/C29H31N7O2/c1-4-24(37)35-14-6-9-23(16-35)36-28-25(27(30)31-17-32-28)26(34-36)20-7-5-8-21(15-20)29(38)33-22-12-10-19(11-13-22)18(2)3/h4-5,7-8,10-13,15,17-18,23H,1,6,9,14,16H2,2-3H3,(H,33,38)(H2,30,31,32)/t23-/m1/s1 | ||
HET Code: 13L | PubChem: 71455522 | |
DrugBank: - | ChEMBL: CHEMBL2179804 | |
Molecular Formula: C29H31N7O2 | Mol. Weight: 509.25394 | logP: 4.8007 |
HBD: 2 | HBA: 7 | |
#Rotatable Bonds: 6 | TPSA: 119.03 |
Covalent Mechanism |
Reaction Name | Residue | Chain ID | SASA | pKa | Warhead Name | Warhead Structure |
Michael Addition | CYS 442 | A | 36.24 | 10.11 | Vinyl Carbonyl |
Binding Affinity |
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Database Name | Value |
PDBBind | IC50 : 10 nM |