Structure of PDB 1gpk Chain A Binding Site BS01

Receptor Information
>1gpk Chain A (length=529) Species: 7787 (Tetronarce californica) [Search protein sequence] [Download receptor structure] [Download structure with residue number starting from 1] [View receptor structure]
SELLVNTKSGKVMGTRVPVLSSHISAFLGIPFAEPPVGNMRFRRPEPKKP
WSGVWNASTYPNNCQQYVDEQFPGFSGSEMWNPNREMSEDCLYLNIWVPS
PRPKSTTVMVWIYGGGFYSGSSTLDVYNGKYLAYTEEVVLVSLSYRVGAF
GFLALHGSQEAPGNVGLLDQRMALQWVHDNIQFFGGDPKTVTIFGESAGG
ASVGMHILSPGSRDLFRRAILQSGSPNCPWASVSVAEGRRRAVELGRNLN
CNLNSDEELIHCLREKKPQELIDVEWNVLPFDSIFRFSFVPVIDGEFFPT
SLESMLNSGNFKKTQILLGVNKDEGSFFLLYGAPGFSKDSESKISREDFM
SGVKLSVPHANDLGLDAVTLQYTDWMDDNNGIKNRDGLDDIVGDHNVICP
LMHFVNKYTKFGNGTYLYFFNHRASNLVWPEWMGVIHGYEIEFVFGLPLV
KELNYTAEEEALSRRIMHYWATFAKTGNPNEPESKWPLFTTKEQKFIDLN
TEPMKVHQRLRVQMCVFWNQFLPKLLNAT
Ligand information
Ligand IDHUP
InChIInChI=1S/C15H18N2O/c1-3-11-10-6-9(2)8-15(11,16)12-4-5-14(18)17-13(12)7-10/h3-6,10H,7-8,16H2,1-2H3,(H,17,18)/b11-3+/t10-,15+/m0/s1
InChIKeyZRJBHWIHUMBLCN-YQEJDHNASA-N
SMILES
SoftwareSMILES
OpenEye OEToolkits 1.7.6CC=C1C2CC3=C(C1(CC(=C2)C)N)C=CC(=O)N3
OpenEye OEToolkits 1.7.6C/C=C/1\[C@@H]2CC3=C([C@]1(CC(=C2)C)N)C=CC(=O)N3
ACDLabs 12.01O=C1C=CC2=C(N1)CC3C=C(CC2(N)/C3=C/C)C
CACTVS 3.385CC=C1[CH]2CC3=C(C=CC(=O)N3)[C]1(N)CC(=C2)C
CACTVS 3.385C\C=C1/[C@@H]2CC3=C(C=CC(=O)N3)[C@@]1(N)CC(=C2)C
FormulaC15 H18 N2 O
NameHuperzine A
ChEMBLCHEMBL395280
DrugBankDB04864
ZINCZINC000009411213
PDB chain1gpk Chain A Residue 1540 [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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PDB1gpk X-Ray Structures of Torpedo Californica Acetylcholinesterase Complexed with (+)-Huperzine a and (-)-Huperzine B: Structural Evidence for an Active Site Rearrangement
Resolution2.1 Å
Binding residue
(original residue number in PDB)		W84 G118 S122 G123 Y130 F330 F331 H440
Binding residue
(residue number reindexed from 1)		W81 G115 S119 G120 Y127 F327 F328 H437
Annotation score1
Binding affinityMOAD: Ki=4.3uM
PDBbind-CN: -logKd/Ki=5.37,Ki=4.3uM
BindingDB: IC50=11.4nM
Enzymatic activity
Catalytic site (original residue number in PDB) G118 G119 G151 S200 A201 A239 F290 F292 E327 H440
Catalytic site (residue number reindexed from 1) G115 G116 G148 S197 A198 A236 F287 F289 E324 H437
Enzyme Commision number 3.1.1.7: acetylcholinesterase.
Gene Ontology
Molecular Function
GO:0003990 acetylcholinesterase activity
GO:0004104 cholinesterase activity
GO:0052689 carboxylic ester hydrolase activity
Biological Process
GO:0001507 acetylcholine catabolic process in synaptic cleft
GO:0006581 acetylcholine catabolic process
GO:0019695 choline metabolic process
Cellular Component
GO:0005615 extracellular space
GO:0005886 plasma membrane
GO:0043083 synaptic cleft
GO:0045202 synapse
GO:0098552 side of membrane

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Molecular Function
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Biological Process
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Cellular Component
External links
PDB RCSB:1gpk, PDBe:1gpk, PDBj:1gpk
PDBsum1gpk
PubMed12196020
UniProtP04058|ACES_TETCF Acetylcholinesterase (Gene Name=ache)

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