Structure of PDB 5exn Chain A Binding Site BS01

Receptor Information
>5exn Chain A (length=237) Species: 9606 (Homo sapiens) [Search protein sequence] [Download receptor structure] [Download structure with residue number starting from 1] [View receptor structure]
IVGGTASVRGEWPWQVTLHTTSPTQRHLCGGSIIGNQWILTAAHCFYGVE
SPKILRVYSGILNQSEIKEDTSFFGVQEIIIHDQYKMAESGYDIALLKLE
TTVNYTDSQRPISLPSKGDRNVIYTDCWVTGWGYRKLRDKIQNTLQKAKI
PLVTNEECQKRYRGHKITHKMICAGYREGGKDACKGDSGGPLSCKHNEVW
HLVGITSWGEGCAQRERPGVYTNVVEYVDWILEKTQA
Ligand information
Ligand ID5SU
InChIInChI=1S/C31H26ClN7O3/c1-42-31(41)35-26-11-7-22(8-12-26)23-15-16-33-27(19-23)28(17-21-5-3-2-4-6-21)36-30(40)14-9-24-18-25(32)10-13-29(24)39-20-34-37-38-39/h2-16,18-20,28H,17H2,1H3,(H,35,41)(H,36,40)/b14-9+/t28-/m0/s1
InChIKeyZBUQQUJRHVSUJI-CWBDRXANSA-N
SMILES
SoftwareSMILES
OpenEye OEToolkits 2.0.4COC(=O)Nc1ccc(cc1)c2ccnc(c2)[C@H](Cc3ccccc3)NC(=O)/C=C/c4cc(ccc4n5cnnn5)Cl
OpenEye OEToolkits 2.0.4COC(=O)Nc1ccc(cc1)c2ccnc(c2)C(Cc3ccccc3)NC(=O)C=Cc4cc(ccc4n5cnnn5)Cl
CACTVS 3.385COC(=O)Nc1ccc(cc1)c2ccnc(c2)[CH](Cc3ccccc3)NC(=O)C=Cc4cc(Cl)ccc4n5cnnn5
CACTVS 3.385COC(=O)Nc1ccc(cc1)c2ccnc(c2)[C@H](Cc3ccccc3)NC(=O)/C=C/c4cc(Cl)ccc4n5cnnn5
FormulaC31 H26 Cl N7 O3
Namemethyl ~{N}-[4-[2-[(1~{S})-1-[[(~{E})-3-[5-chloranyl-2-(1,2,3,4-tetrazol-1-yl)phenyl]prop-2-enoyl]amino]-2-phenyl-ethyl]pyridin-4-yl]phenyl]carbamate
ChEMBLCHEMBL3781319
DrugBank
ZINCZINC000115471865
PDB chain5exn Chain A Residue 302 [Download ligand structure] [Download structure with residue number starting from 1] [View ligand structure]
Receptor-Ligand Complex Structure
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PDB5exn Orally bioavailable pyridine and pyrimidine-based Factor XIa inhibitors: Discovery of the methyl N-phenyl carbamate P2 prime group
Resolution1.49 Å
Binding residue
(original residue number in PDB)		R39 H40 L41 C42 H57 I151 D189 A190 C191 K192 G193 S195 W215 G216 G218 C219 G226 V227 Y228
Binding residue
(residue number reindexed from 1)		R26 H27 L28 C29 H44 I141 D182 A183 C184 K185 G186 S188 W208 G209 G211 C212 G219 V220 Y221
Annotation score1
Binding affinityMOAD: Ki=23nM
PDBbind-CN: -logKd/Ki=7.64,Ki=23nM
BindingDB: Ki=23nM
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

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Molecular Function
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Biological Process
External links
PDB RCSB:5exn, PDBe:5exn, PDBj:5exn
PDBsum5exn
PubMed27073051
UniProtP03951|FA11_HUMAN Coagulation factor XI (Gene Name=F11)

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