Structure of PDB 1w76 Chain B Binding Site BS01

Receptor Information
>1w76 Chain B (length=522) 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
CNLNSDEELIHCLREKKPQELIDVEWNVLPFSFVPVIDGEFFPTSLESML
NSGNFKKTQILLGVNKDEGSFFLLYGAPGFSKDSESKISREDFMSGVKLS
VPHANDLGLDAVTLQYTDWMDDNNGIKNRDGLDDIVGDHNVICPLMHFVN
KYTKFGNGTYLYFFNHRASNLVWPEWMGVIHGYEIEFVFGLPLVKELNYT
AEEEALSRRIMHYWATFAKTGNPNEPSKWPLFTTKEQKFIDLNTEPMKVH
QRLRVQMCVFWNQFLPKLLNAT
Ligand information
Ligand IDGNT
InChIInChI=1S/C17H21NO3/c1-18-8-7-17-6-5-12(19)9-14(17)21-16-13(20-2)4-3-11(10-18)15(16)17/h3-6,12,14,19H,7-10H2,1-2H3/t12-,14-,17-/m0/s1
InChIKeyASUTZQLVASHGKV-JDFRZJQESA-N
SMILES
SoftwareSMILES
CACTVS 3.341COc1ccc2CN(C)CC[C]34C=C[CH](O)C[CH]3Oc1c24
OpenEye OEToolkits 1.5.0C[N@@]1CC[C@@]23C=C[C@@H](C[C@@H]2Oc4c3c(ccc4OC)C1)O
OpenEye OEToolkits 1.5.0CN1CCC23C=CC(CC2Oc4c3c(ccc4OC)C1)O
CACTVS 3.341COc1ccc2CN(C)CC[C@@]34C=C[C@H](O)C[C@@H]3Oc1c24
ACDLabs 10.04OC2C=CC41c3c(ccc(OC)c3OC1C2)CN(CC4)C
FormulaC17 H21 N O3
Name(-)-GALANTHAMINE
ChEMBLCHEMBL659
DrugBankDB00674
ZINCZINC000000491073
PDB chain1w76 Chain B Residue 1538 [Download ligand structure] [Download structure with residue number starting from 1] [View ligand structure]
Receptor-Ligand Complex Structure
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PDB1w76 The complex of a bivalent derivative of galanthamine with torpedo acetylcholinesterase displays drastic deformation of the active-site gorge: implications for structure-based drug design.
Resolution2.3 Å
Binding residue
(original residue number in PDB)		W84 G118 Y121 E199 S200 F290 F331 H440
Binding residue
(residue number reindexed from 1)		W81 G115 Y118 E196 S197 F281 F322 H431
Annotation score1
Binding affinityMOAD: ic50=702nM
BindingDB: IC50=1069nM,Ki=1.9e+2nM
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 F281 F283 E318 H431
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:1w76, PDBe:1w76, PDBj:1w76
PDBsum1w76
PubMed15563167
UniProtP04058|ACES_TETCF Acetylcholinesterase (Gene Name=ache)

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