Structure of PDB 3ekn Chain A Binding Site BS01

Receptor Information
>3ekn Chain A (length=297) Species: 9606 (Homo sapiens) [Search protein sequence] [Download receptor structure] [Download structure with residue number starting from 1] [View receptor structure]
YVPDEWEVSREKITLLRELGQGSFGMVYEGNARDIIKGEAETRVAVKTVN
ESASLRERIEFLNEASVMKGFTCHHVVRLLGVVSKGQPTLVVMELMAHGD
LKSYLRSLRPEAENNPGRPPPTLQEMIQMAAEIADGMAYLNAKKFVHRNL
AARNCMVAHDFTVKIGDFGMTRDIYETDYYRKGLLPVRWMAPESLKDGVF
TTSSDMWSFGVVLWEITSLAEQPYQGLSNEQVLKFVMDGGYLDQPDNCPE
RVTDLMRMCWQFNPNMRPTFLEIVNLLKDDLHPSFPEVSFFHSEENK
Ligand information
Ligand IDGS3
InChIInChI=1S/C27H31FN8O2/c1-16(2)35-11-13-36(14-12-35)17-7-8-20(22(15-17)38-3)32-27-33-25-18(9-10-30-25)26(34-27)31-21-6-4-5-19(28)23(21)24(29)37/h4-10,15-16H,11-14H2,1-3H3,(H2,29,37)(H3,30,31,32,33,34)
InChIKeyHXZDICYKFAOZLE-UHFFFAOYSA-N
SMILES
SoftwareSMILES
CACTVS 3.341COc1cc(ccc1Nc2nc3[nH]ccc3c(Nc4cccc(F)c4C(N)=O)n2)N5CCN(CC5)C(C)C
OpenEye OEToolkits 1.5.0CC(C)N1CCN(CC1)c2ccc(c(c2)OC)Nc3nc4c(cc[nH]4)c(n3)Nc5cccc(c5C(=O)N)F
ACDLabs 10.04Fc1cccc(c1C(=O)N)Nc3nc(nc2nccc23)Nc5ccc(N4CCN(C(C)C)CC4)cc5OC
FormulaC27 H31 F N8 O2
Name2-fluoro-6-{[2-({2-methoxy-4-[4-(1-methylethyl)piperazin-1-yl]phenyl}amino)-7H-pyrrolo[2,3-d]pyrimidin-4-yl]amino}benzamide
ChEMBLCHEMBL507625
DrugBank
ZINCZINC000053186795
PDB chain3ekn Chain A Residue 1 [Download ligand structure] [Download structure with residue number starting from 1] [View ligand structure]
Receptor-Ligand Complex Structure
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PDB3ekn Optimization of 4,6-bis-anilino-1H-pyrrolo[2,3-d]pyrimidine IGF-1R tyrosine kinase inhibitors towards JNK selectivity.
Resolution2.2 Å
Binding residue
(original residue number in PDB)		L1002 G1003 Q1004 V1010 A1028 V1060 M1076 M1079 G1082 M1139
Binding residue
(residue number reindexed from 1)		L19 G20 Q21 V27 A45 V77 M93 M96 G99 M156
Annotation score1
Binding affinityMOAD: ic50=2nM
PDBbind-CN: -logKd/Ki=8.40,IC50=4nM
Enzymatic activity
Catalytic site (original residue number in PDB) N1132 R1136 N1137 D1150
Catalytic site (residue number reindexed from 1) N149 R153 N154 D167
Enzyme Commision number 2.7.10.1: receptor protein-tyrosine kinase.
Gene Ontology
Molecular Function
GO:0004672 protein kinase activity
GO:0004714 transmembrane receptor protein tyrosine kinase activity
GO:0005524 ATP binding
Biological Process
GO:0006468 protein phosphorylation
GO:0007169 cell surface receptor protein tyrosine kinase signaling pathway
Cellular Component
GO:0016020 membrane

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Biological Process
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Cellular Component
External links
PDB RCSB:3ekn, PDBe:3ekn, PDBj:3ekn
PDBsum3ekn
PubMed19071018
UniProtP06213|INSR_HUMAN Insulin receptor (Gene Name=INSR)

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