Structure of PDB 5fbn Chain C Binding Site BS01

Receptor Information
>5fbn Chain C (length=256) Species: 9606 (Homo sapiens) [Search protein sequence] [Download receptor structure] [Download structure with residue number starting from 1] [View receptor structure]
WEIDPKDLTFLKELGTGQFGVVKYGKWRGQYDVAIKMIKEGSMSEDEFIE
EAKVMMNLSHEKLVQLYGVCTKQRPIFIITEYMANGCLLNYLREMRHRFQ
TQQLLEMCKDVCEAMEYLESKQFLHRDLAARNCLVNDQGVVKVSDFGLSR
YVLDSKFPVRWSPPEVLMYSKFSSKSDIWAFGVLMWEIYSLGKMPYERFT
NSETAEHIAQGLRLYRPHLASEKVYTIMYSCWHEKADERPTFKILLSNIL
DVMDEE
Ligand information
Ligand ID5WF
InChIInChI=1S/C29H28F3N7O3/c1-28(15-42-16-28)27(41)38-11-2-3-19(14-38)25-37-22(23-24(33)35-10-12-39(23)25)17-4-6-18(7-5-17)26(40)36-21-13-20(8-9-34-21)29(30,31)32/h4-10,12-13,19H,2-3,11,14-16H2,1H3,(H2,33,35)(H,34,36,40)/t19-/m1/s1
InChIKeyAHBFBRPGNOVEBK-LJQANCHMSA-N
SMILES
SoftwareSMILES
OpenEye OEToolkits 2.0.4CC1(COC1)C(=O)N2CCC[C@H](C2)c3nc(c4n3ccnc4N)c5ccc(cc5)C(=O)Nc6cc(ccn6)C(F)(F)F
OpenEye OEToolkits 2.0.4CC1(COC1)C(=O)N2CCCC(C2)c3nc(c4n3ccnc4N)c5ccc(cc5)C(=O)Nc6cc(ccn6)C(F)(F)F
CACTVS 3.385CC1(COC1)C(=O)N2CCC[CH](C2)c3nc(c4ccc(cc4)C(=O)Nc5cc(ccn5)C(F)(F)F)c6n3ccnc6N
CACTVS 3.385CC1(COC1)C(=O)N2CCC[C@H](C2)c3nc(c4ccc(cc4)C(=O)Nc5cc(ccn5)C(F)(F)F)c6n3ccnc6N
FormulaC29 H28 F3 N7 O3
Name4-[8-azanyl-3-[(3~{R})-1-(3-methyloxetan-3-yl)carbonylpiperidin-3-yl]imidazo[1,5-a]pyrazin-1-yl]-~{N}-[4-(trifluoromethyl)pyridin-2-yl]benzamide
ChEMBLCHEMBL4094125
DrugBank
ZINCZINC000208548920
PDB chain5fbn Chain C 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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PDB5fbn Discovery of 8-Amino-imidazo[1,5-a]pyrazines as Reversible BTK Inhibitors for the Treatment of Rheumatoid Arthritis.
Resolution1.8 Å
Binding residue
(original residue number in PDB)		L408 V416 A428 K430 F442 M449 L460 I472 T474 M477 C481 N484 L528 S538 D539 F540 L542
Binding residue
(residue number reindexed from 1)		L14 V22 A34 K36 F48 M55 L66 I78 T80 M83 C87 N90 L134 S144 D145 F146 L148
Annotation score1
Binding affinityMOAD: ic50=0.27nM
PDBbind-CN: -logKd/Ki=9.57,IC50=0.27nM
BindingDB: IC50=8.0nM,EC50=<10.00nM
Enzymatic activity
Catalytic site (original residue number in PDB) N526 D539
Catalytic site (residue number reindexed from 1) N132 D145
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:0005524 ATP binding
Biological Process
GO:0006468 protein phosphorylation

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Molecular Function
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Biological Process
External links
PDB RCSB:5fbn, PDBe:5fbn, PDBj:5fbn
PDBsum5fbn
PubMed26985298
UniProtQ06187|BTK_HUMAN Tyrosine-protein kinase BTK (Gene Name=BTK)

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