Structure of PDB 4oc6 Chain A Binding Site BS01

Receptor Information
>4oc6 Chain A (length=98) Species: 9606 (Homo sapiens) [Search protein sequence] [Download receptor structure] [Download structure with residue number starting from 1] [View receptor structure]
GPIPEVLKNYMDAQYYGEIGIGTPPQCFTVVFDTGSSNLWVPSIHCKLLD
IACWIHHKYNSDKSSTYVKNGTSFDIHYGSGSLSGYLSQDTVSVPCQS
Ligand information
Ligand ID2S1
InChIInChI=1S/C44H40BrCl2N3O8/c1-56-39-24-34(35(45)25-40(39)57-2)42(53)48-37(22-27-9-8-12-31(21-27)58-30-10-4-3-5-11-30)38(51)26-49(19-17-28-15-16-29(46)23-36(28)47)41(52)18-20-50-43(54)32-13-6-7-14-33(32)44(50)55/h3-16,21,23-25,37-38,51H,17-20,22,26H2,1-2H3,(H,48,53)/t37-,38-/m0/s1
InChIKeyDQHKQRXAVNDAFY-UWXQCODUSA-N
SMILES
SoftwareSMILES
OpenEye OEToolkits 1.7.6COc1cc(c(cc1OC)Br)C(=O)N[C@@H](Cc2cccc(c2)Oc3ccccc3)[C@H](CN(CCc4ccc(cc4Cl)Cl)C(=O)CCN5C(=O)c6ccccc6C5=O)O
CACTVS 3.385COc1cc(Br)c(cc1OC)C(=O)N[C@@H](Cc2cccc(Oc3ccccc3)c2)[C@@H](O)CN(CCc4ccc(Cl)cc4Cl)C(=O)CCN5C(=O)c6ccccc6C5=O
OpenEye OEToolkits 1.7.6COc1cc(c(cc1OC)Br)C(=O)NC(Cc2cccc(c2)Oc3ccccc3)C(CN(CCc4ccc(cc4Cl)Cl)C(=O)CCN5C(=O)c6ccccc6C5=O)O
CACTVS 3.385COc1cc(Br)c(cc1OC)C(=O)N[CH](Cc2cccc(Oc3ccccc3)c2)[CH](O)CN(CCc4ccc(Cl)cc4Cl)C(=O)CCN5C(=O)c6ccccc6C5=O
ACDLabs 12.01Brc1cc(OC)c(OC)cc1C(=O)NC(Cc3cccc(Oc2ccccc2)c3)C(O)CN(C(=O)CCN5C(=O)c4ccccc4C5=O)CCc6ccc(Cl)cc6Cl
FormulaC44 H40 Br Cl2 N3 O8
Name2-bromo-N-[(2S,3S)-4-{[2-(2,4-dichlorophenyl)ethyl][3-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)propanoyl]amino}-3-hydroxy-1-(3-phenoxyphenyl)butan-2-yl]-4,5-dimethoxybenzamide
ChEMBLCHEMBL81927
DrugBank
ZINCZINC000150340387
PDB chain4oc6 Chain B Residue 402 [Download ligand structure] [Download structure with residue number starting from 1] [View ligand structure]
Receptor-Ligand Complex Structure
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PDB4oc6 Structure-based optimization of non-peptidic Cathepsin D inhibitors.
Resolution2.64 Å
Binding residue
(original residue number in PDB)		D33 G35 Y78 G79 S80
Binding residue
(residue number reindexed from 1)		D33 G35 Y78 G79 S80
Annotation score1
Binding affinityPDBbind-CN: -logKd/Ki=7.07,IC50=85nM
BindingDB: IC50=85nM,Ki=0.700000nM
Enzymatic activity
Catalytic site (original residue number in PDB) D33 S36 N38 W40 Y78
Catalytic site (residue number reindexed from 1) D33 S36 N38 W40 Y78
Enzyme Commision number 3.4.23.5: cathepsin D.
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:4oc6, PDBe:4oc6, PDBj:4oc6
PDBsum4oc6
PubMed25086681
UniProtP07339|CATD_HUMAN Cathepsin D (Gene Name=CTSD)

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