Structure of PDB 5q0e Chain A Binding Site BS01

Receptor Information
>5q0e 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 ID9FD
InChIInChI=1S/C29H30ClN9O4/c1-17-4-3-5-22(34-26(40)11-6-18-13-19(30)7-10-25(18)39-16-32-37-38-39)28-31-15-24(36-28)21-9-8-20(33-29(42)43-2)14-23(21)35-27(41)12-17/h6-11,13-17,22H,3-5,12H2,1-2H3,(H,31,36)(H,33,42)(H,34,40)(H,35,41)/b11-6+/t17-,22-/m0/s1
InChIKeyGTMMYYLRFTWUSN-GQTIVUJGSA-N
SMILES
SoftwareSMILES
OpenEye OEToolkits 2.0.6CC1CCCC(c2[nH]cc(n2)-c3ccc(cc3NC(=O)C1)NC(=O)OC)NC(=O)C=Cc4cc(ccc4n5cnnn5)Cl
CACTVS 3.385COC(=O)Nc1ccc2c(NC(=O)C[C@@H](C)CCC[C@H](NC(=O)/C=C/c3cc(Cl)ccc3n4cnnn4)c5[nH]cc2n5)c1
ACDLabs 12.01[C@H](=CC(=O)NC2c3nc(c1ccc(NC(OC)=O)cc1NC(CC(CCC2)C)=O)cn3)c4cc(Cl)ccc4n5nnnc5
OpenEye OEToolkits 2.0.6C[C@H]1CCC[C@@H](c2[nH]cc(n2)-c3ccc(cc3NC(=O)C1)NC(=O)OC)NC(=O)/C=C/c4cc(ccc4n5cnnn5)Cl
CACTVS 3.385COC(=O)Nc1ccc2c(NC(=O)C[CH](C)CCC[CH](NC(=O)C=Cc3cc(Cl)ccc3n4cnnn4)c5[nH]cc2n5)c1
FormulaC29 H30 Cl N9 O4
Namemethyl [(4S,8S)-8-({(2E)-3-[5-chloro-2-(1H-tetrazol-1-yl)phenyl]prop-2-enoyl}amino)-4-methyl-2-oxo-1,3,4,5,6,7,8,10-octahydro-2H-12,9-(azeno)-1,10-benzodiazacyclotetradecin-15-yl]carbamate
ChEMBLCHEMBL4070961
DrugBank
ZINC
PDB chain5q0e 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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PDB5q0e Macrocyclic inhibitors of Factor XIa: Discovery of alkyl-substituted macrocyclic amide linkers with improved potency.
Resolution2.12 Å
Binding residue
(original residue number in PDB)		R39 H40 L41 H57 I151 D189 A190 C191 K192 G193 S195 T213 W215 G216 G218 C219 G226 V227
Binding residue
(residue number reindexed from 1)		R26 H27 L28 H44 I141 D182 A183 C184 K185 G186 S188 T206 W208 G209 G211 C212 G219 V220
Annotation score1
Binding affinityMOAD: Ki=0.69nM
PDBbind-CN: -logKd/Ki=9.16,Ki=0.69nM
BindingDB: Ki=0.690000nM
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:5q0e, PDBe:5q0e, PDBj:5q0e
PDBsum5q0e
PubMed28687203
UniProtP03951|FA11_HUMAN Coagulation factor XI (Gene Name=F11)

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