Structure of PDB 3oad Chain C Binding Site BS01

Receptor Information
>3oad Chain C (length=165) Species: 9606 (Homo sapiens) [Search protein sequence] [Download receptor structure] [Download structure with residue number starting from 1] [View receptor structure]
LTLGNTTSSVILTNYMDTQYYGEIGIGTPPQTFKVVFDTGSSNVWVPSSK
CSRLYTACVYHKLFDASDSSSYKHNGTELTLRYSTGTVSGFLSQDIITVG
GITVTQMFGEVTEMPALPFMLAEFDGVVGMGFIEQAIGRVTPIFDNIISQ
GVLKEDVFSFYYNRD
Ligand information
Ligand IDLPO
InChIInChI=1S/C33H38Cl3N3O5/c1-21-15-28(35)31(29(36)16-21)44-14-13-43-30-8-4-24(18-38-30)33(41)10-11-37-19-26(33)32(40)39(25-5-6-25)20-23-17-22(9-12-42-2)3-7-27(23)34/h3-4,7-8,15-18,25-26,37,41H,5-6,9-14,19-20H2,1-2H3/t26-,33+/m1/s1
InChIKeyACRSSIRQZLKXJN-NYFMKLKXSA-N
SMILES
SoftwareSMILES
OpenEye OEToolkits 1.7.0Cc1cc(c(c(c1)Cl)OCCOc2ccc(cn2)C3(CCNCC3C(=O)N(Cc4cc(ccc4Cl)CCOC)C5CC5)O)Cl
OpenEye OEToolkits 1.7.0Cc1cc(c(c(c1)Cl)OCCOc2ccc(cn2)[C@]3(CCNC[C@@H]3C(=O)N(Cc4cc(ccc4Cl)CCOC)C5CC5)O)Cl
CACTVS 3.370COCCc1ccc(Cl)c(CN(C2CC2)C(=O)[CH]3CNCC[C]3(O)c4ccc(OCCOc5c(Cl)cc(C)cc5Cl)nc4)c1
ACDLabs 12.01O=C(N(C1CC1)Cc2cc(ccc2Cl)CCOC)C5C(O)(c4ccc(OCCOc3c(Cl)cc(cc3Cl)C)nc4)CCNC5
CACTVS 3.370COCCc1ccc(Cl)c(CN(C2CC2)C(=O)[C@H]3CNCC[C@]3(O)c4ccc(OCCOc5c(Cl)cc(C)cc5Cl)nc4)c1
FormulaC33 H38 Cl3 N3 O5
Name(3S,4R)-N-[2-chloro-5-(2-methoxyethyl)benzyl]-N-cyclopropyl-4-{6-[2-(2,6-dichloro-4-methylphenoxy)ethoxy]pyridin-3-yl}-4-hydroxypiperidine-3-carboxamide;
(3'S,4'R)-6-[2-(2,6-Dichloro-4-methyl-phenoxy)-ethoxy]-4'-hydroxy-1',2',3',4',5',6'-hexahydro-[3,4']bipyridinyl-3'-carboxylic acid [2-chloro-5-(2-methoxy-ethyl)-benzyl]-cyclopropyl-amide
ChEMBLCHEMBL1234078
DrugBank
ZINCZINC000058638981
PDB chain3oad Chain C Residue 167 [Download ligand structure] [Download structure with residue number starting from 1] [View ligand structure]
Receptor-Ligand Complex Structure
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PDB3oad Design and optimization of new piperidines as renin inhibitors.
Resolution2.17 Å
Binding residue
(original residue number in PDB)		T18 Q19 D38 G40 W45 H61 L81 M114 P118 F119 F124 D125 V127
Binding residue
(residue number reindexed from 1)		T18 Q19 D38 G40 W45 H61 L81 M114 P118 F119 F124 D125 V127
Annotation score1
Binding affinityMOAD: ic50=0.24nM
BindingDB: IC50=0.12nM
Enzymatic activity
Catalytic site (original residue number in PDB) D38 S41 N43 W45 Y83
Catalytic site (residue number reindexed from 1) D38 S41 N43 W45 Y83
Enzyme Commision number 3.4.23.15: renin.
Gene Ontology
Molecular Function
GO:0004190 aspartic-type endopeptidase activity
Biological Process
GO:0006508 proteolysis

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Molecular Function
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Biological Process
External links
PDB RCSB:3oad, PDBe:3oad, PDBj:3oad
PDBsum3oad
PubMed20843686
UniProtP00797|RENI_HUMAN Renin (Gene Name=REN)

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