Structure of PDB 4efs Chain A Binding Site BS06

Receptor Information
>4efs Chain A (length=159) Species: 9606 (Homo sapiens) [Search protein sequence] [Download receptor structure] [Download structure with residue number starting from 1] [View receptor structure]
MGPVWRKHYITYRINNYTPDMNREDVDYAIRKAFQVWSNVTPLKFSKINT
GMADILVVFARGAHGDDHAFDGKGGILAHAFGPGSGIGGDAHFDEDEFWT
THSGGTNLFLTAVHEIGHSLGLGHSSDPKAVMFPTYKYVDINTFRLSADD
IRGIQSLYG
Ligand information
Ligand IDE37
InChIInChI=1S/C22H20N2O4S/c23-21(27)18(10-11-20(25)26)24-22(28)16-8-6-15(7-9-16)19-12-17(13-29-19)14-4-2-1-3-5-14/h1-9,12-13,18H,10-11H2,(H2,23,27)(H,24,28)(H,25,26)/t18-/m0/s1
InChIKeyADDJDJQFPKUMAF-SFHVURJKSA-N
SMILES
SoftwareSMILES
CACTVS 3.370NC(=O)[C@H](CCC(O)=O)NC(=O)c1ccc(cc1)c2scc(c2)c3ccccc3
OpenEye OEToolkits 1.7.6c1ccc(cc1)c2cc(sc2)c3ccc(cc3)C(=O)N[C@@H](CCC(=O)O)C(=O)N
ACDLabs 12.01O=C(O)CCC(C(=O)N)NC(=O)c3ccc(c2scc(c1ccccc1)c2)cc3
OpenEye OEToolkits 1.7.6c1ccc(cc1)c2cc(sc2)c3ccc(cc3)C(=O)NC(CCC(=O)O)C(=O)N
CACTVS 3.370NC(=O)[CH](CCC(O)=O)NC(=O)c1ccc(cc1)c2scc(c2)c3ccccc3
FormulaC22 H20 N2 O4 S
NameN~2~-[4-(4-phenylthiophen-2-yl)benzoyl]-L-alpha-glutamine
ChEMBLCHEMBL4761188
DrugBank
ZINCZINC000089469596
PDB chain4efs Chain A Residue 306 [Download ligand structure] [Download structure with residue number starting from 1] [View ligand structure]
Receptor-Ligand Complex Structure
Global viewLocal viewStructure summary

[Spin on] [Spin off] [Reset]
[High quality] [Low quality]
[White background] [Black background]
[Spin on] [Spin off] [Reset]
[High quality] [Low quality]
[White background] [Black background]
PDB4efs Simple pseudo-dipeptides with a P2' glutamate: a novel inhibitor family of matrix metalloproteases and other metzincins.
Resolution1.63 Å
Binding residue
(original residue number in PDB)		I180 L181 A182 L214 H218 E219 H222 H228 P232 A234 V235 P238 T239 Y240 K241
Binding residue
(residue number reindexed from 1)		I76 L77 A78 L110 H114 E115 H118 H124 P128 A130 V131 P134 T135 Y136 K137
Annotation score1
Binding affinityMOAD: Ki=2.5nM
PDBbind-CN: -logKd/Ki=8.60,Ki=2.5nM
BindingDB: Ki=2.5nM
Enzymatic activity
Catalytic site (original residue number in PDB) H218 E219 H222 H228
Catalytic site (residue number reindexed from 1) H114 E115 H118 H124
Enzyme Commision number 3.4.24.65: macrophage elastase.
Gene Ontology
Molecular Function
GO:0004222 metalloendopeptidase activity
GO:0008237 metallopeptidase activity
GO:0008270 zinc ion binding
Biological Process
GO:0006508 proteolysis
Cellular Component
GO:0031012 extracellular matrix

View graph for
Molecular Function
View graph for
Biological Process
View graph for
Cellular Component
External links
PDB RCSB:4efs, PDBe:4efs, PDBj:4efs
PDBsum4efs
PubMed22689580
UniProtP39900|MMP12_HUMAN Macrophage metalloelastase (Gene Name=MMP12)

[Back to BioLiP]