Structure of PDB 3nty Chain A Binding Site BS02

Receptor Information
>3nty Chain A (length=318) Species: 9606 (Homo sapiens) [Search protein sequence] [Download receptor structure] [Download structure with residue number starting from 1] [View receptor structure]
QCVKLNDGHFMPVLGFGTYAPAEVPKSKALEATKLAIEAGFRHIDSAHLY
NNEEQVGLAIRSKIADGSVKREDIFYTSKLWCNSHRPELVRPALERSLKN
LQLDYVDLYLIHFPVSVKPGEEVIPKDENGKILFDTVDLCATWEAVEKCK
DAGLAKSIGVSNFNRRQLEMILNKPGLKYKPVCNQVECHPYFNQRKLLDF
CKSKDIVLVAYSALGSHREEPWVDPNSPVLLEDPVLCALAKKHKRTPALI
ALRYQLQRGVVVLAKSYNEQRIRQNVQVFEFQLTSEEMKAIDGLNRNVRY
LTLDIFAGPPNYPFSDEY
Ligand information
Ligand ID5P3
InChIInChI=1S/C13H9ClO3/c14-11-7-9(8-4-2-1-3-5-8)6-10(12(11)15)13(16)17/h1-7,15H,(H,16,17)
InChIKeyRJMZIUFNDNYWDU-UHFFFAOYSA-N
SMILES
SoftwareSMILES
OpenEye OEToolkits 1.7.0c1ccc(cc1)c2cc(c(c(c2)Cl)O)C(=O)O
CACTVS 3.370OC(=O)c1cc(cc(Cl)c1O)c2ccccc2
ACDLabs 12.01Clc1cc(cc(C(=O)O)c1O)c2ccccc2
FormulaC13 H9 Cl O3
Name5-chloro-4-hydroxybiphenyl-3-carboxylic acid;
5-Phenyl,3-chlorosalicylic acid
ChEMBLCHEMBL1275703
DrugBank
ZINCZINC000020593727
PDB chain3nty Chain A Residue 350 [Download ligand structure] [Download structure with residue number starting from 1] [View ligand structure]
Receptor-Ligand Complex Structure
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PDB3nty Probing the inhibitor selectivity pocket of human 20 alpha-hydroxysteroid dehydrogenase (AKR1C1) with X-ray crystallography and site-directed mutagenesis
Resolution1.87 Å
Binding residue
(original residue number in PDB)		Y24 L54 Y55 W86 H117 F118 H222 W227 L306 L308 F311
Binding residue
(residue number reindexed from 1)		Y19 L49 Y50 W81 H112 F113 H217 W222 L301 L303 F306
Annotation score1
Binding affinityMOAD: Ki=0.86nM
BindingDB: Ki=1.2nM,IC50=100nM
Enzymatic activity
Catalytic site (original residue number in PDB) D50 Y55 K84 H117
Catalytic site (residue number reindexed from 1) D45 Y50 K79 H112
Enzyme Commision number 1.1.1.-
1.1.1.112: indanol dehydrogenase.
1.1.1.149: 20alpha-hydroxysteroid dehydrogenase.
1.1.1.209: 3(or 17)alpha-hydroxysteroid dehydrogenase.
1.1.1.210: 3beta-(or 20alpha)-hydroxysteroid dehydrogenase.
1.1.1.357: 3alpha-hydroxysteroid 3-dehydrogenase.
1.1.1.51: 3(or 17)beta-hydroxysteroid dehydrogenase.
1.1.1.53: 3alpha(or 20beta)-hydroxysteroid dehydrogenase.
1.1.1.62: 17beta-estradiol 17-dehydrogenase.
1.3.1.20: trans-1,2-dihydrobenzene-1,2-diol dehydrogenase.
Gene Ontology
Molecular Function
GO:0004032 aldose reductase (NADPH) activity
GO:0004033 aldo-keto reductase (NADPH) activity
GO:0004303 estradiol 17-beta-dehydrogenase [NAD(P)+] activity
GO:0005515 protein binding
GO:0016491 oxidoreductase activity
GO:0016655 oxidoreductase activity, acting on NAD(P)H, quinone or similar compound as acceptor
GO:0030283 testosterone dehydrogenase [NAD(P)+] activity
GO:0031406 carboxylic acid binding
GO:0032052 bile acid binding
GO:0033703 3beta-hydroxy-5beta-steroid dehydrogenase activity
GO:0033764 steroid dehydrogenase activity, acting on the CH-OH group of donors, NAD or NADP as acceptor
GO:0047006 17-alpha,20-alpha-dihydroxypregn-4-en-3-one dehydrogenase activity
GO:0047023 androsterone dehydrogenase activity
GO:0047024 5alpha-androstane-3beta,17beta-diol dehydrogenase activity
GO:0047042 androsterone dehydrogenase (B-specific) activity
GO:0047044 androstan-3-alpha,17-beta-diol dehydrogenase activity
GO:0047045 testosterone 17-beta-dehydrogenase (NADP+) activity
GO:0047086 ketosteroid monooxygenase activity
GO:0047115 trans-1,2-dihydrobenzene-1,2-diol dehydrogenase activity
GO:0047718 indanol dehydrogenase activity
Biological Process
GO:0001523 retinoid metabolic process
GO:0006629 lipid metabolic process
GO:0006693 prostaglandin metabolic process
GO:0006805 xenobiotic metabolic process
GO:0007586 digestion
GO:0008206 bile acid metabolic process
GO:0015721 bile acid and bile salt transport
GO:0030299 intestinal cholesterol absorption
GO:0030855 epithelial cell differentiation
GO:0042448 progesterone metabolic process
GO:0042574 retinal metabolic process
GO:0042632 cholesterol homeostasis
GO:0044597 daunorubicin metabolic process
GO:0044598 doxorubicin metabolic process
GO:0046683 response to organophosphorus
GO:0071395 cellular response to jasmonic acid stimulus
GO:2000379 positive regulation of reactive oxygen species metabolic process
Cellular Component
GO:0005737 cytoplasm
GO:0005829 cytosol
GO:0070062 extracellular exosome

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Molecular Function
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Cellular Component
External links
PDB RCSB:3nty, PDBe:3nty, PDBj:3nty
PDBsum3nty
PubMed21414777
UniProtQ04828|AK1C1_HUMAN Aldo-keto reductase family 1 member C1 (Gene Name=AKR1C1)

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