Structure of PDB 2oah Chain A Binding Site BS01

Receptor Information
>2oah Chain A (length=378) Species: 9606 (Homo sapiens) [Search protein sequence] [Download receptor structure] [Download structure with residue number starting from 1] [View receptor structure]
RRGSFVEMVDNLRGKSGQGYYVEMTVGSPPQTLNILVDTGSSNFAVGAAP
HPFLHRYYQRQLSSTYRDLRKGVYVPYTQGAWAGELGTDLVSIPHGPNVT
VRANIAAITESDKFFINGSNWEGILGLAYAEIARPDDSLEPFFDSLVKQT
HVPNLFSLQLCGAGGSMIIGGIDHSLYTGSLWYTPIRREWYYEVIIVRVE
INGQDLKMDCKEYNYDKSIVDSGTTNLRLPKKVFEAAVKSIKAASSTEKF
PDGFWLGEQLVCWQAGTTPWNIFPVISLYLMGEVTNQSFRITILPQQYLR
PVEDVATSQDDCYKFAISQSSTGTVMGAVIMEGFYVVFDRARKRIGFAVS
ACHVHDEFRTAAVEGPFVTLDMEDCGYN
Ligand information
Ligand IDQIN
InChIInChI=1S/C24H37N5O3S2/c1-5-6-7-20(25)21(11-17-8-9-33-15-17)27-24(30)18-12-22(26-14-19-10-16(19)2)28-23(13-18)29(3)34(4,31)32/h8-9,12-13,15-16,19-21H,5-7,10-11,14,25H2,1-4H3,(H,26,28)(H,27,30)/t16-,19+,20-,21-/m0/s1
InChIKeyMSSOOXCWRUWADA-CZGNIMDHSA-N
SMILES
SoftwareSMILES
ACDLabs 10.04O=S(=O)(N(c3nc(NCC1CC1C)cc(C(=O)NC(Cc2ccsc2)C(N)CCCC)c3)C)C
CACTVS 3.341CCCC[CH](N)[CH](Cc1cscc1)NC(=O)c2cc(NC[CH]3C[CH]3C)nc(c2)N(C)[S](C)(=O)=O
OpenEye OEToolkits 1.5.0CCCC[C@@H]([C@H](Cc1ccsc1)NC(=O)c2cc(nc(c2)N(C)S(=O)(=O)C)NC[C@H]3C[C@@H]3C)N
OpenEye OEToolkits 1.5.0CCCCC(C(Cc1ccsc1)NC(=O)c2cc(nc(c2)N(C)S(=O)(=O)C)NCC3CC3C)N
CACTVS 3.341CCCC[C@H](N)[C@H](Cc1cscc1)NC(=O)c2cc(NC[C@H]3C[C@@H]3C)nc(c2)N(C)[S](C)(=O)=O
FormulaC24 H37 N5 O3 S2
NameN-[(1S,2S)-2-AMINO-1-(3-THIENYLMETHYL)HEXYL]-2-({[(1S,2S)-2-METHYLCYCLOPROPYL]METHYL}AMINO)-6-[METHYL(METHYLSULFONYL)AMINO]ISONICOTINAMIDE
ChEMBL
DrugBank
ZINCZINC000014961854
PDB chain2oah Chain A Residue 902 [Download ligand structure] [Download structure with residue number starting from 1] [View ligand structure]
Receptor-Ligand Complex Structure
Global viewLocal viewStructure summary

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PDB2oah Discovery and SAR of isonicotinamide BACE-1 inhibitors that bind beta-secretase in a N-terminal 10s-loop down conformation.
Resolution1.8 Å
Binding residue
(original residue number in PDB)		S10 Q12 G13 D32 Y71 T72 Q73 F108 D228 G230 T231 T232 N233 R235
Binding residue
(residue number reindexed from 1)		S16 Q18 G19 D38 Y77 T78 Q79 F114 D221 G223 T224 T225 N226 R228
Annotation score1
Binding affinityMOAD: ic50=11nM
PDBbind-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) D38 S41 N43 A45 Y77 D221 T224
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:2oah, PDBe:2oah, PDBj:2oah
PDBsum2oah
PubMed17257835
UniProtP56817|BACE1_HUMAN Beta-secretase 1 (Gene Name=BACE1)

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