Structure of PDB 5qtu Chain A Binding Site BS02

Receptor Information
>5qtu 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 IDQEV
InChIInChI=1S/C31H30ClFN6O4/c1-17-6-4-8-23(37-30(41)28-18(2)39(16-35-28)26-9-5-7-22(32)27(26)33)25-14-19(12-13-34-25)21-11-10-20(36-31(42)43-3)15-24(21)38-29(17)40/h5,7,9-17,23H,4,6,8H2,1-3H3,(H,36,42)(H,37,41)(H,38,40)/t17-,23+/m1/s1
InChIKeyREWLFHBRHNXKCO-HXOBKFHXSA-N
SMILES
SoftwareSMILES
OpenEye OEToolkits 2.0.6Cc1c(ncn1c2cccc(c2F)Cl)C(=O)NC3CCCC(C(=O)Nc4cc(ccc4-c5ccnc3c5)NC(=O)OC)C
ACDLabs 12.01C2(C(CCCC(c3cc(c1c(cc(cc1)NC(OC)=O)N2)ccn3)NC(=O)c5c(n(c4c(c(Cl)ccc4)F)cn5)C)C)=O
CACTVS 3.385COC(=O)Nc1ccc2c(NC(=O)[C@H](C)CCC[C@H](NC(=O)c3ncn(c3C)c4cccc(Cl)c4F)c5cc2ccn5)c1
OpenEye OEToolkits 2.0.6Cc1c(ncn1c2cccc(c2F)Cl)C(=O)N[C@H]3CCC[C@H](C(=O)Nc4cc(ccc4-c5ccnc3c5)NC(=O)OC)C
CACTVS 3.385COC(=O)Nc1ccc2c(NC(=O)[CH](C)CCC[CH](NC(=O)c3ncn(c3C)c4cccc(Cl)c4F)c5cc2ccn5)c1
FormulaC31 H30 Cl F N6 O4
Namemethyl [(3R,7S)-7-{[1-(3-chloro-2-fluorophenyl)-5-methyl-1H-imidazole-4-carbonyl]amino}-3-methyl-2-oxo-2,3,4,5,6,7-hexahydro-1H-12,8-(metheno)-1,9-benzodiazacyclotetradecin-15-yl]carbamate
ChEMBLCHEMBL4595560
DrugBank
ZINC
PDB chain5qtu 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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PDB5qtu Potent, Orally Bioavailable and Efficacious Macrocyclic Inhibitors of Factor XIa. Discovery of Pyridine-Based Macrocycles Possessing Phenylazole Carboxamide P1 Groups.
Resolution2.53 Å
Binding residue
(original residue number in PDB)		R39 H40 L41 I151 D189 A190 C191 K192 G193 S195 T213 W215 G218 G226 V227 Y228
Binding residue
(residue number reindexed from 1)		R26 H27 L28 I141 D182 A183 C184 K185 G186 S188 T206 W208 G211 G219 V220 Y221
Annotation score1
Binding affinityPDBbind-CN: -logKd/Ki=8.39,Ki=4.1nM
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:5qtu, PDBe:5qtu, PDBj:5qtu
PDBsum5qtu
PubMed31833761
UniProtP03951|FA11_HUMAN Coagulation factor XI (Gene Name=F11)

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