Structure of PDB 4wk7 Chain A Binding Site BS05

Receptor Information
>4wk7 Chain A (length=209) Species: 9606 (Homo sapiens) [Search protein sequence] [Download receptor structure] [Download structure with residue number starting from 1] [View receptor structure]
SRFVETLVVADDKMAAFHGAGLKRYLLTVMAAAAKAFKHPSIRNPVSLVV
TRLVILGPQVGPSAAQTLRSFCAWQRGLNTPEDSDPDHFDTAILFTRQDL
CGVSTCDTLGMADVGTVCDPARSCAIVEDDGLQSAFTAAHELGHVFNMLH
DNSKPCISLNGPLSRHVMAPVMAHVDPEEPWSPCSARFITDFLDNGYGHC
LLDKPEAPL
Ligand information
Ligand ID3PQ
InChIInChI=1S/C13H14ClN3O4/c1-13(11(19)16-12(20)17-13)7-15-10(18)6-21-9-4-2-8(14)3-5-9/h2-5H,6-7H2,1H3,(H,15,18)(H2,16,17,19,20)/t13-/m1/s1
InChIKeyLNIRXDCIYOBRPL-CYBMUJFWSA-N
SMILES
SoftwareSMILES
CACTVS 3.385C[C]1(CNC(=O)COc2ccc(Cl)cc2)NC(=O)NC1=O
ACDLabs 12.01O=C(NCC1(C(=O)NC(=O)N1)C)COc2ccc(Cl)cc2
CACTVS 3.385C[C@]1(CNC(=O)COc2ccc(Cl)cc2)NC(=O)NC1=O
OpenEye OEToolkits 1.9.2CC1(C(=O)NC(=O)N1)CNC(=O)COc2ccc(cc2)Cl
OpenEye OEToolkits 1.9.2C[C@]1(C(=O)NC(=O)N1)CNC(=O)COc2ccc(cc2)Cl
FormulaC13 H14 Cl N3 O4
Name2-(4-chlorophenoxy)-N-{[(4R)-4-methyl-2,5-dioxoimidazolidin-4-yl]methyl}acetamide
ChEMBLCHEMBL3358151
DrugBank
ZINCZINC000219659463
PDB chain4wk7 Chain A Residue 505 [Download ligand structure] [Download structure with residue number starting from 1] [View ligand structure]
Receptor-Ligand Complex Structure
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PDB4wk7 Identification of potent and selective hydantoin inhibitors of aggrecanase-1 and aggrecanase-2 that are efficacious in both chemical and surgical models of osteoarthritis.
Resolution1.24 Å
Binding residue
(original residue number in PDB)		T329 L330 G331 F357 H361 E362 H371 V390 A392 P393 V394 M395
Binding residue
(residue number reindexed from 1)		T108 L109 G110 F136 H140 E141 H150 V167 A169 P170 V171 M172
Annotation score1
Binding affinityMOAD: ic50=74nM
PDBbind-CN: -logKd/Ki=7.13,IC50=74nM
BindingDB: IC50=74nM
Enzymatic activity
Enzyme Commision number 3.4.24.82: ADAMTS-4 endopeptidase.
Gene Ontology
Molecular Function
GO:0004222 metalloendopeptidase activity
GO:0008237 metallopeptidase activity
Biological Process
GO:0006508 proteolysis

View graph for
Molecular Function
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Biological Process
External links
PDB RCSB:4wk7, PDBe:4wk7, PDBj:4wk7
PDBsum4wk7
PubMed25415648
UniProtO75173|ATS4_HUMAN A disintegrin and metalloproteinase with thrombospondin motifs 4 (Gene Name=ADAMTS4)

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