Structure of PDB 1zua Chain X Binding Site BS02

Receptor Information
>1zua Chain X (length=317) Species: 9606 (Homo sapiens) [Search protein sequence] [Download receptor structure] [Download structure with residue number starting from 1] [View receptor structure]
HMATFVELSTKAKMPIVGLGTWKSPLGKVKEAVKVAIDAGYRHIDCAYVY
QNEHEVGEAIQEKIQEKAVKREDLFIVSKLWPTFFERPLVRKAFEKTLKD
LKLSYLDVYLIHWPQGFKSGDDLFPKDDKGNAIGGKATFLDAWEAMEELV
DEGLVKALGVSNFSHFQIEKLLNKPGLKYKPVTNQVECHPYLTQEKLIQY
CHSKGITVTAYSPLGSPDRPWAKPEDPSLLEDPKIKEIAAKHKKTAAQVL
IRFHIQRNVIVIPKSVTPARIVENIQVFDFKLSDEEMATILSFNRNWRAC
NVLQSSHLEDYPFNAEY
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 chain1zua Chain X Residue 1320 [Download ligand structure] [Download structure with residue number starting from 1] [View ligand structure]
Receptor-Ligand Complex Structure
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PDB1zua Structural basis for the high all-trans-retinaldehyde reductase activity of the tumor marker AKR1B10.
Resolution1.25 Å
Binding residue
(original residue number in PDB)		W21 Y49 W80 H111 W112 F116 F123 W220 V301 Q303
Binding residue
(residue number reindexed from 1)		W22 Y50 W81 H112 W113 F117 F124 W221 V302 Q304
Annotation score1
Binding affinityMOAD: ic50=10nM
BindingDB: IC50=54nM,Ki=50nM
Enzymatic activity
Enzyme Commision number 1.1.1.300: NADP-retinol dehydrogenase.
1.1.1.54: allyl-alcohol dehydrogenase.
Gene Ontology
Molecular Function
GO:0001758 retinal dehydrogenase activity
GO:0004032 aldose reductase (NADPH) activity
GO:0004033 aldo-keto reductase (NADPH) activity
GO:0005515 protein binding
GO:0008106 alcohol dehydrogenase (NADP+) activity
GO:0016491 oxidoreductase activity
GO:0045550 geranylgeranyl reductase activity
GO:0047655 allyl-alcohol dehydrogenase activity
GO:0047718 indanol dehydrogenase activity
GO:0052650 all-trans-retinol dehydrogenase (NADP+) activity
Biological Process
GO:0001523 retinoid metabolic process
GO:0006629 lipid metabolic process
GO:0016488 farnesol catabolic process
GO:0042572 retinol metabolic process
GO:0044597 daunorubicin metabolic process
GO:0044598 doxorubicin metabolic process
GO:0110095 cellular detoxification of aldehyde
Cellular Component
GO:0005576 extracellular region
GO:0005739 mitochondrion
GO:0005764 lysosome
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:1zua, PDBe:1zua, PDBj:1zua
PDBsum1zua
PubMed18087047
UniProtO60218|AK1BA_HUMAN Aldo-keto reductase family 1 member B10 (Gene Name=AKR1B10)

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