Structure of PDB 3pi5 Chain C Binding Site BS01

Receptor Information
>3pi5 Chain C (length=381) Species: 9606 (Homo sapiens) [Search protein sequence] [Download receptor structure] [Download structure with residue number starting from 1] [View receptor structure]
SFVEMVDNLRGKSGQGYYVEMTVGSPPQTLNILVDTGSSNFAVGAAPHPF
LHRYYQRQLSSTYRDLRKGVYVPYTQGKWEGELGTDLVSIPHGPNVTVRA
NIAAITESDKFFINGSNWEGILGLAYAEIARPDDSLEPFFDSLVKQTHVP
NLFSLQLCGAGFPASVGGSMIIGGIDHSLYTGSLWYTPIRREWYYEVIIV
RVEINGQDLKMDCKEYNYDKSIVDSGTTNLRLPKKVFEAAVKSIKAASST
EKFPDGFWLGEQLVCWQAGTTPWNIFPVISLYLMGEVTNQSFRITILPQQ
YLRPVEDVATSQDDCYKFAISQSSTGTVMGAVIMEGFYVVFDRARKRIGF
AVSACHVHDEFRTAAVEGPFVTLDMEDCGYN
Ligand information
Ligand ID3P5
InChIInChI=1S/C22H26BrNO4S/c23-19-10-14(4-7-21(19)25)8-18-12-29(27,28)13-20(22(18)26)24-11-15-2-1-3-17(9-15)16-5-6-16/h1-4,7,9-10,16,18,20,22,24-26H,5-6,8,11-13H2/t18-,20+,22+/m1/s1
InChIKeyNDEIDRFQAYLHLT-CBQOVEMMSA-N
SMILES
SoftwareSMILES
OpenEye OEToolkits 1.7.0c1cc(cc(c1)C2CC2)CN[C@H]3CS(=O)(=O)C[C@H]([C@@H]3O)Cc4ccc(c(c4)Br)O
CACTVS 3.370O[CH]1[CH](Cc2ccc(O)c(Br)c2)C[S](=O)(=O)C[CH]1NCc3cccc(c3)C4CC4
OpenEye OEToolkits 1.7.0c1cc(cc(c1)C2CC2)CNC3CS(=O)(=O)CC(C3O)Cc4ccc(c(c4)Br)O
ACDLabs 12.01O=S3(=O)CC(C(O)C(NCc1cccc(c1)C2CC2)C3)Cc4ccc(O)c(Br)c4
CACTVS 3.370O[C@H]1[C@H](Cc2ccc(O)c(Br)c2)C[S](=O)(=O)C[C@@H]1NCc3cccc(c3)C4CC4
FormulaC22 H26 Br N O4 S
Name(3S,4S,5R)-3-(3-bromo-4-hydroxybenzyl)-5-[(3-cyclopropylbenzyl)amino]tetrahydro-2H-thiopyran-4-ol 1,1-dioxide
ChEMBLCHEMBL1614769
DrugBank
ZINCZINC000064490881
PDB chain3pi5 Chain C Residue 387 [Download ligand structure] [Download structure with residue number starting from 1] [View ligand structure]
Receptor-Ligand Complex Structure
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PDB3pi5 Structure based design, synthesis and SAR of cyclic hydroxyethylamine (HEA) BACE-1 inhibitors.
Resolution2.4 Å
Binding residue
(original residue number in PDB)		L30 D32 G34 S35 Y71 T72 Q73 F108 I110 W115 Y198 D228 G230
Binding residue
(residue number reindexed from 1)		L33 D35 G37 S38 Y74 T75 Q76 F111 I113 W118 Y194 D224 G226
Annotation score1
Binding affinityMOAD: ic50=0.95uM
BindingDB: IC50=950nM
Enzymatic activity
Catalytic site (original residue number in PDB) D32 S35 N37 A39 Y71 D228 T231
Catalytic site (residue number reindexed from 1) D35 S38 N40 A42 Y74 D224 T227
Enzyme Commision number 3.4.23.46: memapsin 2.
Gene Ontology
Molecular Function
GO:0004190 aspartic-type endopeptidase activity
Biological Process
GO:0006508 proteolysis
Cellular Component
GO:0016020 membrane

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Molecular Function
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Biological Process
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Cellular Component
External links
PDB RCSB:3pi5, PDBe:3pi5, PDBj:3pi5
PDBsum3pi5
PubMed21388807
UniProtP56817|BACE1_HUMAN Beta-secretase 1 (Gene Name=BACE1)

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