Structure of PDB 4hct Chain A Binding Site BS01

Receptor Information
>4hct Chain A (length=265) Species: 9606 (Homo sapiens) [Search protein sequence] [Download receptor structure] [Download structure with residue number starting from 1] [View receptor structure]
GKWVIDPSELTFVQEIGSGQFGLVHLGYWLNKDKVAIKTIREGAMSEEDF
IEEAEVMMKLSHPKLVQLYGVCLEQAPICLVFEFMEHGCLSDYLRTQRGL
FAAETLLGMCLDVCEGMAYLEEACVIHRDLAARNCLVGENQVIKVSDFGM
TRFVLDDQYTSSTGTKFPVKWASPEVFSFSRYSSKSDVWSFGVLMWEVFS
EGKIPYENRSNSEVVEDISTGFRLYKPRLASTHVYQIMNHCWRERPEDRP
AFSRLLRQLAEIAES
Ligand information
Ligand ID18R
InChIInChI=1S/C30H33N7O2/c1-5-24(38)36-14-8-13-23(17-36)37-28-25(27(31)32-18-33-28)26(35-37)19-9-6-10-20(15-19)29(39)34-22-12-7-11-21(16-22)30(2,3)4/h5-7,9-12,15-16,18,23H,1,8,13-14,17H2,2-4H3,(H,34,39)(H2,31,32,33)/t23-/m1/s1
InChIKeyRMAUIYTVKFMOGP-HSZRJFAPSA-N
SMILES
SoftwareSMILES
CACTVS 3.370CC(C)(C)c1cccc(NC(=O)c2cccc(c2)c3nn([C@@H]4CCCN(C4)C(=O)C=C)c5ncnc(N)c35)c1
CACTVS 3.370CC(C)(C)c1cccc(NC(=O)c2cccc(c2)c3nn([CH]4CCCN(C4)C(=O)C=C)c5ncnc(N)c35)c1
OpenEye OEToolkits 1.7.6CC(C)(C)c1cccc(c1)NC(=O)c2cccc(c2)c3c4c(ncnc4n(n3)C5CCCN(C5)C(=O)C=C)N
OpenEye OEToolkits 1.7.6CC(C)(C)c1cccc(c1)NC(=O)c2cccc(c2)c3c4c(ncnc4n(n3)[C@@H]5CCCN(C5)C(=O)C=C)N
ACDLabs 12.01O=C(Nc1cc(ccc1)C(C)(C)C)c5cccc(c3nn(c2ncnc(c23)N)C4CCCN(C(=O)/C=C)C4)c5
FormulaC30 H33 N7 O2
Name3-{1-[(3R)-1-acryloylpiperidin-3-yl]-4-amino-1H-pyrazolo[3,4-d]pyrimidin-3-yl}-N-(3-tert-butylphenyl)benzamide
ChEMBL
DrugBank
ZINCZINC000095571768
PDB chain4hct Chain A Residue 701 [Download ligand structure] [Download structure with residue number starting from 1] [View ligand structure]
Receptor-Ligand Complex Structure
Global viewLocal viewStructure summary

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PDB4hct Covalent inhibitors of interleukin-2 inducible T cell kinase (itk) with nanomolar potency in a whole-blood assay.
Resolution1.48 Å
Binding residue
(original residue number in PDB)		I369 V377 A389 K391 M398 L433 F435 M438 G441 C442 D445 L489 D500 M503 V507
Binding residue
(residue number reindexed from 1)		I16 V24 A36 K38 M45 L80 F82 M85 G88 C89 D92 L136 D147 M150 V154
Annotation score1
Binding affinityPDBbind-CN: -logKd/Ki=7.14,IC50=0.073uM
BindingDB: IC50=10nM
Enzymatic activity
Catalytic site (original residue number in PDB) D482 A484 R486 N487 D500 P521
Catalytic site (residue number reindexed from 1) D129 A131 R133 N134 D147 P168
Enzyme Commision number 2.7.10.2: non-specific protein-tyrosine kinase.
Gene Ontology
Molecular Function
GO:0004672 protein kinase activity
GO:0004713 protein tyrosine kinase activity
GO:0004715 non-membrane spanning protein tyrosine kinase activity
GO:0005524 ATP binding
Biological Process
GO:0006468 protein phosphorylation

View graph for
Molecular Function
View graph for
Biological Process
External links
PDB RCSB:4hct, PDBe:4hct, PDBj:4hct
PDBsum4hct
PubMed23098091
UniProtQ08881|ITK_HUMAN Tyrosine-protein kinase ITK/TSK (Gene Name=ITK)

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