PDB Entry (4hcu)
PDB ID: 4hcu Resolution: 1.43 Å Exp. Method: X-RAY DIFFRACTION
PMID: 23098091 DOI: 10.1021/jm301190s
Protein
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
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
Database Name Value
PDBBind IC50 : 10 nM