Structure of PDB 5fbn Chain D Binding Site BS01

Receptor Information
>5fbn Chain D (length=255) Species: 9606 (Homo sapiens) [Search protein sequence] [Download receptor structure] [Download structure with residue number starting from 1] [View receptor structure]
SWEIDPKDLTFLKELGTGQFGVVKYGKWRGQYDVAIKMIKEGSMSEDEFI
EEAKVMMNLSHEKLVQLYGVCTKQRPIFIITEYMANGCLLNYLREMRHRF
QTQQLLEMCKDVCEAMEYLESKQFLHRDLAARNCLVNDQGVVKVSDFGLS
RYVLDFPVRWSPPEVLMYSKFSSKSDIWAFGVLMWEIYSLGKMPYERFTN
SETAEHIAQGLRLYRPHLASEKVYTIMYSCWHEKADERPTFKILLSNILD
VMDEE
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 D Residue 702 [Download ligand structure] [Download structure with residue number starting from 1] [View ligand structure]
Receptor-Ligand Complex Structure
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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 T410 V416 A428 K430 F442 M449 L460 I472 T474 M477 G480 C481 N484 L528 S538 D539 F540 L542
Binding residue
(residue number reindexed from 1)		L15 T17 V23 A35 K37 F49 M56 L67 I79 T81 M84 G87 C88 N91 L135 S145 D146 F147 L149
Annotation score1
Binding affinityMOAD: 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) N133 D146
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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