Structure of PDB 1s2a Chain A Binding Site BS02
Receptor Information
>1s2a Chain A (length=315) Species:
9606
(Homo sapiens) [
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QCVKLNDGHFMPVLGFGTYAPPEVPRSKALEVTKLAIEAGFRHIDSAHLY
NNEEQVGLAIRSKIADGSVKREDIFYTSKLWSTFHRPELVRPALENSLKK
AQLDYVDLYLIHSPMSLKPGEELSPTDENGKVIFDIVDLCTTWEAMEKCK
DAGLAKSIGVSNFNRRQLEMILNKPGLKYKPVCNQVECHPYFNRSKLLDF
CKSKDIVLVAYSALGSQRDKRWVDPNSPVLLEDPVLCALAKKHKRTPALI
ALRYQLQRGVVVLAKSYNEQRIRQNVQVFEFQLTAEDMKAIDGLDRNLHY
FNSDSFASHPNYPYS
Ligand information
Ligand ID
IMN
InChI
InChI=1S/C19H16ClNO4/c1-11-15(10-18(22)23)16-9-14(25-2)7-8-17(16)21(11)19(24)12-3-5-13(20)6-4-12/h3-9H,10H2,1-2H3,(H,22,23)
InChIKey
CGIGDMFJXJATDK-UHFFFAOYSA-N
SMILES
Software
SMILES
CACTVS 3.341
COc1ccc2n(c(C)c(CC(O)=O)c2c1)C(=O)c3ccc(Cl)cc3
ACDLabs 10.04
Clc1ccc(cc1)C(=O)n3c2ccc(OC)cc2c(c3C)CC(=O)O
OpenEye OEToolkits 1.5.0
Cc1c(c2cc(ccc2n1C(=O)c3ccc(cc3)Cl)OC)CC(=O)O
Formula
C19 H16 Cl N O4
Name
INDOMETHACIN
ChEMBL
CHEMBL6
DrugBank
DB00328
ZINC
ZINC000000601283
PDB chain
1s2a Chain A Residue 2001 [
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Receptor-Ligand Complex Structure
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PDB
1s2a
Crystal structures of prostaglandin D(2) 11-ketoreductase (AKR1C3) in complex with the nonsteroidal anti-inflammatory drugs flufenamic acid and indomethacin.
Resolution
1.7 Å
Binding residue
(original residue number in PDB)
Y24 L54 W86 H117 S118 E192 Y216 S217 S221 Q222 W227 F306
Binding residue
(residue number reindexed from 1)
Y19 L49 W81 H112 S113 E187 Y211 S212 S216 Q217 W222 F301
Annotation score
1
Binding affinity
BindingDB: IC50=2300nM,Ki=270nM
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
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Molecular Function
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Biological Process
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Cellular Component
External links
PDB
RCSB:1s2a
,
PDBe:1s2a
,
PDBj:1s2a
PDBsum
1s2a
PubMed
14996743
UniProt
P42330
|AK1C3_HUMAN Aldo-keto reductase family 1 member C3 (Gene Name=AKR1C3)
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