Structure of PDB 3rvi Chain A Binding Site BS01

Receptor Information
>3rvi Chain A (length=369) Species: 9606 (Homo sapiens) [Search protein sequence] [Download receptor structure] [Download structure with residue number starting from 1] [View receptor structure]
FVEMVDNLRGKSGQGYYVEMTVGSPPQTLNILVDTGSSNFAVGAAPHPFL
HRYYQRQLSSTYRDLRKGVYVPYTQGKWEGELGTDLVSIPHGPNVTVRAN
IAAITESDKFFINGSNWEGILGLAYAEIARPDDSLEPFFDSLVKQTHVPN
LFSLQLCGASVGGSMIIGGIDHSLYTGSLWYTPIRREWYYEVIIVRVEIN
GQDLKMDCKEYNYDKSIVDSGTTNLRLPKKVFEAAVKSIKAASSTEKFPD
GFWLGEQLVCWQAGTTPWNIFPVISLYLMGEVTNQSFRITILPQQYLRPV
EDCYKFAISQSSTGTVMGAVIMEGFYVVFDRARKRIGFAVSACHVHDEFR
TAAVEGPFVTLDMEDCGYN
Ligand information
Ligand IDRVI
InChIInChI=1S/C29H37N3O/c1-3-9-23(29(33)31-19-21-11-5-4-6-12-21)17-25-18-24-16-22(14-15-27(24)32-28(25)30)26-13-8-7-10-20(26)2/h7-8,10,13-16,18,21,23H,3-6,9,11-12,17,19H2,1-2H3,(H2,30,32)(H,31,33)/t23-/m1/s1
InChIKeyKSRGIPYZQZCBMH-HSZRJFAPSA-N
SMILES
SoftwareSMILES
CACTVS 3.370CCC[CH](Cc1cc2cc(ccc2nc1N)c3ccccc3C)C(=O)NCC4CCCCC4
CACTVS 3.370
OpenEye OEToolkits 1.7.2		CCC[C@H](Cc1cc2cc(ccc2nc1N)c3ccccc3C)C(=O)NCC4CCCCC4
ACDLabs 12.01O=C(NCC1CCCCC1)C(CCC)Cc2cc3cc(ccc3nc2N)c4ccccc4C
OpenEye OEToolkits 1.7.2CCCC(Cc1cc2cc(ccc2nc1N)c3ccccc3C)C(=O)NCC4CCCCC4
FormulaC29 H37 N3 O
Name(2R)-2-{[2-amino-6-(2-methylphenyl)quinolin-3-yl]methyl}-N-(cyclohexylmethyl)pentanamide;
2-((2-Amino-6-o-tolylquinolin-3-yl)methyl)-N-(cyclohexylmethyl)pentanamide
ChEMBL
DrugBank
ZINCZINC000072177973
PDB chain3rvi Chain A Residue 402 [Download ligand structure] [Download structure with residue number starting from 1] [View ligand structure]
Receptor-Ligand Complex Structure
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PDB3rvi From Fragment Screening to In Vivo Efficacy: Optimization of a Series of 2-Aminoquinolines as Potent Inhibitors of Beta-Site Amyloid Precursor Protein Cleaving Enzyme 1 (BACE1).
Resolution2.65 Å
Binding residue
(original residue number in PDB)		D32 G34 S35 Y71 K75 W76 F108 Y198 I226 D228
Binding residue
(residue number reindexed from 1)		D34 G36 S37 Y73 K77 W78 F110 Y189 I217 D219
Annotation score1
Binding affinityPDBbind-CN: -logKd/Ki=7.96,IC50=11nM
BindingDB: IC50=11nM
Enzymatic activity
Catalytic site (original residue number in PDB) D32 S35 N37 A39 Y71 D228 T231
Catalytic site (residue number reindexed from 1) D34 S37 N39 A41 Y73 D219 T222
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:3rvi, PDBe:3rvi, PDBj:3rvi
PDBsum3rvi
PubMed21707077
UniProtP56817|BACE1_HUMAN Beta-secretase 1 (Gene Name=BACE1)

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