Structure of PDB 1ah3 Chain A Binding Site BS02

Receptor Information
>1ah3 Chain A (length=315) Species: 9823 (Sus scrofa) [Search protein sequence] [Download receptor structure] [Download structure with residue number starting from 1] [View receptor structure]
ASHLVLYTGAKMPILGLGTWKSPPGKVTEAVKVAIDLGYRHIDCAHVYQN
ENEVGLGLQEKLQGQVVKREDLFIVSKLWCTDHEKNLVKGACQTTLRDLK
LDYLDLYLIHWPTGFKPGKDPFPLDGDGNVVPDESDFVETWEAMEELVDE
GLVKAIGVSNFNHLQVEKILNKPGLKYKPAVNQIEVHPYLTQEKLIEYCK
SKGIVVTAYSPLGSPDRPWAKPEDPSLLEDPRIKAIAAKYNKTTAQVLIR
FPMQRNLIVIPKSVTPERIAENFQVFDFELSPEDMNTLLSYNRNWRVCAL
MSCASHKDYPFHEEY
Ligand information
Ligand IDTOL
InChIInChI=1S/C16H14F3NO3S/c1-20(8-13(21)22)15(24)11-5-3-4-10-9(11)6-7-12(23-2)14(10)16(17,18)19/h3-7H,8H2,1-2H3,(H,21,22)
InChIKeyLUBHDINQXIHVLS-UHFFFAOYSA-N
SMILES
SoftwareSMILES
ACDLabs 10.04O=C(O)CN(C(=S)c2c1ccc(OC)c(c1ccc2)C(F)(F)F)C
OpenEye OEToolkits 1.5.0CN(CC(=O)O)C(=S)c1cccc2c1ccc(c2C(F)(F)F)OC
CACTVS 3.341COc1ccc2c(cccc2c1C(F)(F)F)C(=S)N(C)CC(O)=O
FormulaC16 H14 F3 N O3 S
NameTOLRESTAT
ChEMBLCHEMBL436
DrugBankDB02383
ZINCZINC000003780343
PDB chain1ah3 Chain A Residue 320 [Download ligand structure] [Download structure with residue number starting from 1] [View ligand structure]
Receptor-Ligand Complex Structure
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PDB1ah3 A 'specificity' pocket inferred from the crystal structures of the complexes of aldose reductase with the pharmaceutically important inhibitors tolrestat and sorbinil.
Resolution2.3 Å
Binding residue
(original residue number in PDB)		W20 Y48 W79 H110 W111 F115 F122 W219 L300 S302 C303
Binding residue
(residue number reindexed from 1)		W20 Y48 W79 H110 W111 F115 F122 W219 L300 S302 C303
Annotation score1
Binding affinityBindingDB: IC50=16nM
Enzymatic activity
Catalytic site (original residue number in PDB) D43 Y48 K77 H110
Catalytic site (residue number reindexed from 1) D43 Y48 K77 H110
Enzyme Commision number 1.1.1.21: aldose reductase.
1.1.1.300: NADP-retinol dehydrogenase.
1.1.1.372: D/L-glyceraldehyde reductase.
1.1.1.54: allyl-alcohol dehydrogenase.
Gene Ontology
Molecular Function
GO:0001758 retinal dehydrogenase activity
GO:0004032 aldose reductase (NADPH) activity
GO:0016491 oxidoreductase activity
GO:0036130 prostaglandin H2 endoperoxidase reductase activity
GO:0047655 allyl-alcohol dehydrogenase activity
GO:0047956 glycerol dehydrogenase (NADP+) activity
GO:0052650 all-trans-retinol dehydrogenase (NADP+) activity
Biological Process
GO:0001523 retinoid metabolic process
GO:0006629 lipid metabolic process
GO:0006693 prostaglandin metabolic process
GO:0042572 retinol metabolic process
Cellular Component
GO:0005737 cytoplasm
GO:0005829 cytosol

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Molecular Function
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Biological Process
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Cellular Component
External links
PDB RCSB:1ah3, PDBe:1ah3, PDBj:1ah3
PDBsum1ah3
PubMed9195881
UniProtP80276|ALDR_PIG Aldo-keto reductase family 1 member B1 (Gene Name=AKR1B1)

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