Structure of PDB 5e2p Chain A Binding Site BS01

Receptor Information
>5e2p Chain A (length=238) Species: 9606 (Homo sapiens) [Search protein sequence] [Download receptor structure] [Download structure with residue number starting from 1] [View receptor structure]
IVGGTASVRGEWPWQVTLHTTSPTQRHLCGGSIIGNQWILTAAHCFYGVE
SPKILRVYSGILNQSEIKEDTSFFGVQEIIIHDQYKMAESGYDIALLKLE
TTVGYGDSQRPICLPSKGDRNVIYTDCWVTGWGYRKLRDKIQNTLQKAKI
PLVTNEECQKRYRGHKITHKMICAGYREGGKDACKGDSGGPLSCKHNEVW
HLVGITSWGEGCAQRERPGVYTNVVEYVDWILEKTQAV
Ligand information
Ligand ID7P0
InChIInChI=1S/C28H24ClN7O4/c29-20-7-9-24(36-16-31-34-35-36)18(13-20)10-11-30-28(40)23(12-17-4-2-1-3-5-17)33-27(39)19-6-8-22-21(14-19)25(37)15-26(38)32-22/h1-9,13-16,23H,10-12H2,(H,30,40)(H,33,39)(H2,32,37,38)/t23-/m0/s1
InChIKeyJAUUPTJHJIUVMZ-QHCPKHFHSA-N
SMILES
SoftwareSMILES
CACTVS 3.385OC1=CC(=O)Nc2ccc(cc12)C(=O)N[CH](Cc3ccccc3)C(=O)NCCc4cc(Cl)ccc4n5cnnn5
CACTVS 3.385OC1=CC(=O)Nc2ccc(cc12)C(=O)N[C@@H](Cc3ccccc3)C(=O)NCCc4cc(Cl)ccc4n5cnnn5
OpenEye OEToolkits 1.7.6c1ccc(cc1)CC(C(=O)NCCc2cc(ccc2n3cnnn3)Cl)NC(=O)c4ccc5c(c4)C(=CC(=O)N5)O
OpenEye OEToolkits 1.7.6c1ccc(cc1)C[C@@H](C(=O)NCCc2cc(ccc2n3cnnn3)Cl)NC(=O)c4ccc5c(c4)C(=CC(=O)N5)O
ACDLabs 12.01O=C2Nc1ccc(cc1C(O)=C2)C(=O)NC(C(=O)NCCc3cc(Cl)ccc3n4nnnc4)Cc5ccccc5
FormulaC28 H24 Cl N7 O4
NameN-[(1S)-1-benzyl-2-[2-[5-chloro-2-(tetrazol-1-yl)phenyl]ethylamino]-2-oxo-ethyl]-4-hydroxy-2-oxo-1H-quinoline-6-carboxamide
ChEMBLCHEMBL3754781
DrugBank
ZINCZINC000043201618
PDB chain5e2p Chain A Residue 301 [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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PDB5e2p Novel phenylalanine derived diamides as Factor XIa inhibitors.
Resolution2.11 Å
Binding residue
(original residue number in PDB)		R39 H40 L41 H57 Y143 I151 D189 A190 C191 K192 G193 S195 T213 S214 W215 G218 C219 G226 V227 Y228
Binding residue
(residue number reindexed from 1)		R26 H27 L28 H44 Y134 I141 D182 A183 C184 K185 G186 S188 T206 S207 W208 G211 C212 G219 V220 Y221
Annotation score1
Binding affinityMOAD: Ki=1.6nM
PDBbind-CN: -logKd/Ki=8.80,Ki=1.6nM
BindingDB: Ki=1.6nM
Enzymatic activity
Catalytic site (original residue number in PDB) H57 D102 K192 G193 D194 S195 G196
Catalytic site (residue number reindexed from 1) H44 D93 K185 G186 D187 S188 G189
Enzyme Commision number 3.4.21.27: coagulation factor XIa.
Gene Ontology
Molecular Function
GO:0004252 serine-type endopeptidase activity
Biological Process
GO:0006508 proteolysis

View graph for
Molecular Function
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Biological Process
External links
PDB RCSB:5e2p, PDBe:5e2p, PDBj:5e2p
PDBsum5e2p
PubMed26704266
UniProtP03951|FA11_HUMAN Coagulation factor XI (Gene Name=F11)

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