Structure of PDB 4fam Chain A Binding Site BS02
Receptor Information
>4fam Chain A (length=315) Species:
9606
(Homo sapiens) [
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QCVKLNDGHFMPVLGFGTYAPPEVPRSKALEVTKLAIEAGFRHIDSAHLY
NNEEQVGLAIRSKIADGSVKREDIFYTSKLWSTFHRPELVRPALENSLKK
AQLDYVDLYLIHSPMSLKPGEELSPTDENGKVIFDIVDLCTTWEAMEKCK
DAGLAKSIGVSNFNRRQLEMILNKPGLKYKPVCNQVECHPYFNRSKLLDF
CKSKDIVLVAYSALGSQRDKRWVDPNSPVLLEDPVLCALAKKHKRTPALI
ALRYQLQRGVVVLAKSYNEQRIRQNVQVFEFQLTAEDMKAIDGLDRNLHY
FNSDSFASHPNYPYS
Ligand information
Ligand ID
0SZ
InChI
InChI=1S/C16H15NO4S/c18-16(19)13-6-3-7-15(10-13)22(20,21)17-9-8-12-4-1-2-5-14(12)11-17/h1-7,10H,8-9,11H2,(H,18,19)
InChIKey
ZGVIUMKHTXKKOX-UHFFFAOYSA-N
SMILES
Software
SMILES
CACTVS 3.370
OC(=O)c1cccc(c1)[S](=O)(=O)N2CCc3ccccc3C2
OpenEye OEToolkits 1.7.6
c1ccc2c(c1)CCN(C2)S(=O)(=O)c3cccc(c3)C(=O)O
ACDLabs 12.01
O=C(O)c1cc(ccc1)S(=O)(=O)N3Cc2c(cccc2)CC3
Formula
C16 H15 N O4 S
Name
3-(3,4-dihydroisoquinolin-2(1H)-ylsulfonyl)benzoic acid
ChEMBL
CHEMBL1566492
DrugBank
ZINC
ZINC000000106367
PDB chain
4fam Chain A Residue 402 [
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Receptor-Ligand Complex Structure
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PDB
4fam
3-(3,4-Dihydroisoquinolin-2(1H)-ylsulfonyl)benzoic acids; a New Class of Highly Potent and Selective Inhibitors of the Type 5 17-beta-hydroxysteroid Dehydrogenase AKR1C3
Resolution
2.0 Å
Binding residue
(original residue number in PDB)
Y55 H117 W227 F306
Binding residue
(residue number reindexed from 1)
Y50 H112 W222 F301
Annotation score
1
Binding affinity
MOAD
: ic50=0.013uM
BindingDB: IC50=13nM
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.-
1.1.1.188
: prostaglandin-F synthase.
1.1.1.210
: 3beta-(or 20alpha)-hydroxysteroid dehydrogenase.
1.1.1.239
: 3alpha-(17beta)-hydroxysteroid dehydrogenase (NAD(+)).
1.1.1.357
: 3alpha-hydroxysteroid 3-dehydrogenase.
1.1.1.53
: 3alpha(or 20beta)-hydroxysteroid dehydrogenase.
1.1.1.62
: 17beta-estradiol 17-dehydrogenase.
1.1.1.64
: testosterone 17beta-dehydrogenase (NADP(+)).
Gene Ontology
Molecular Function
GO:0001758
retinal dehydrogenase activity
GO:0004032
aldose reductase (NADPH) activity
GO:0004033
aldo-keto reductase (NADPH) activity
GO:0004303
estradiol 17-beta-dehydrogenase [NAD(P)+] activity
GO:0004745
all-trans-retinol dehydrogenase (NAD+) 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:0032052
bile acid binding
GO:0036130
prostaglandin H2 endoperoxidase reductase activity
GO:0036131
prostaglandin D2 11-ketoreductase activity
GO:0045550
geranylgeranyl reductase activity
GO:0045703
ketoreductase activity
GO:0047017
prostaglandin F synthase activity
GO:0047020
15-hydroxyprostaglandin-D dehydrogenase (NADP+) activity
GO:0047023
androsterone dehydrogenase activity
GO:0047024
5alpha-androstane-3beta,17beta-diol dehydrogenase activity
GO:0047035
testosterone dehydrogenase (NAD+) 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:0047787
Delta4-3-oxosteroid 5beta-reductase 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:0007186
G protein-coupled receptor signaling pathway
GO:0007584
response to nutrient
GO:0008202
steroid metabolic process
GO:0008284
positive regulation of cell population proliferation
GO:0008584
male gonad development
GO:0009267
cellular response to starvation
GO:0016488
farnesol catabolic process
GO:0019371
cyclooxygenase pathway
GO:0030216
keratinocyte differentiation
GO:0042448
progesterone metabolic process
GO:0042572
retinol metabolic process
GO:0042574
retinal metabolic process
GO:0043170
macromolecule metabolic process
GO:0044597
daunorubicin metabolic process
GO:0044598
doxorubicin metabolic process
GO:0048385
regulation of retinoic acid receptor signaling pathway
GO:0051897
positive regulation of phosphatidylinositol 3-kinase/protein kinase B signal transduction
GO:0061370
testosterone biosynthetic process
GO:0070293
renal absorption
GO:0071277
cellular response to calcium ion
GO:0071379
cellular response to prostaglandin stimulus
GO:0071384
cellular response to corticosteroid stimulus
GO:0071395
cellular response to jasmonic acid stimulus
GO:0071799
cellular response to prostaglandin D stimulus
GO:1900053
negative regulation of retinoic acid biosynthetic process
GO:2000224
regulation of testosterone biosynthetic process
GO:2000353
positive regulation of endothelial cell apoptotic process
GO:2000379
positive regulation of reactive oxygen species metabolic process
Cellular Component
GO:0005634
nucleus
GO:0005737
cytoplasm
GO:0005829
cytosol
GO:0070062
extracellular exosome
View graph for
Molecular Function
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Biological Process
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Cellular Component
External links
PDB
RCSB:4fam
,
PDBe:4fam
,
PDBj:4fam
PDBsum
4fam
PubMed
22877157
UniProt
P42330
|AK1C3_HUMAN Aldo-keto reductase family 1 member C3 (Gene Name=AKR1C3)
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