TDR Targets

Basic information

Technical information

TDR Targets ID: 411081
Name: 1-[2-hydroxy-4-(5-methoxy-2-methylphenyl)-4-m ethyl-2-(trifluoromethyl)pentyl]quinolin-4-on e
MW: 433.463 | Formula: C24H26F3NO3
H donors: 1 H acceptors: 2 LogP: 5.53 Rotable bonds: 7
Rule of 5 violations (Lipinski): 1
SMILES: COc1ccc(c(c1)C(CC(C(F)(F)F)(Cn1ccc(=O)c2c1cccc2)O)(C)C)C
InChi: 1S/C24H26F3NO3/c1-16-9-10-17(31-4)13-19(16)22(2,3)14-23(30,24(25,26)27)15-28-12-11-21(29)18-7-5-6-8-20(18)28/h5-13,30H,14-15H2,1-4H3
InChiKey: NZKHJRBHEWBIFL-UHFFFAOYSA-N

Network

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Target Layer

Model Organisms

Species	Viewmode
Arabidopsis thaliana
Caenorhabditis elegans
Dictyostelium discoideum
Drosophila melanogaster
Escherichia coli
Homo sapiens
Mus musculus
Oryza sativa
Saccharomyces cerevisiae
Schmidtea mediterranea
Other organisms

TDR Pathogens:

Species	Viewmode
Brugia malayi
Chlamydia trachomatis
Echinococcus granulosus
Entamoeba histolytica
Echinococcus multilocularis
Giardia lamblia
Leishmania major
Loa Loa (eye worm)
Mycobacterium leprae
Mycobacterium tuberculosis
Mycobacterium ulcerans
Onchocerca volvulus
Plasmodium falciparum
Plasmodium vivax
Schistosoma mansoni
Trypanosoma brucei
Trypanosoma cruzi
Toxoplasma gondii
Treponema pallidum
Trichomonas vaginalis
Wolbachia endosymbiont of Brugia malayi

Other Pathogens:

Species	Viewmode
Babesia bovis
Candida albicans
Cryptosporidium hominis
Cryptosporidium parvum
Leishmania braziliensis
Leishmania donovani
Leishmania infantum
Leishmania mexicana
Neospora caninum
Plasmodium berghei
Plasmodium knowlesi
Plasmodium yoelii
Schistosoma japonicum
Trypanosoma brucei gambiense
Trypanosoma congolense
Theileria parva

Compound Layer

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Clustering layers

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Synonyms

1-[2-hydroxy-4-(5-methoxy-2-methyl-phenyl)-4-methyl-2-(trifluoromethyl)pentyl]quinolin-4-one
1-[2-hydroxy-4-(5-methoxy-2-methylphenyl)-4-methyl-2-(trifluoromethyl)pentyl]-4-quinolinone
1-[2-hydroxy-4-(5-methoxy-2-methyl-phenyl)-4-methyl-2-(trifluoromethyl)pentyl]-4-quinolone

Targets

Known targets for this compound

Species	Target name	Source	Bibliographic reference
Homo sapiens	nuclear receptor subfamily 3, group C, member 2	Starlite/ChEMBL	References
Homo sapiens	progesterone receptor	Starlite/ChEMBL	References
Homo sapiens	nuclear receptor subfamily 3, group C, member 1 (glucocorticoid receptor)	Starlite/ChEMBL	References

Predicted pathogen targets for this compound

By orthology

No druggable targets predicted by orthology data

By sequence similarity to non orthologous known druggable targets

No druggable targets predicted by sequence similarity

Ranking Plot

Putative Targets List

Species	Potential target	Raw	Global	Species
Loa Loa (eye worm)	hypothetical protein	0.0086	0.0304	0.0214
Schistosoma mansoni	voltage-gated potassium channel	0.0325	0.2153	0.2153
Loa Loa (eye worm)	3-hydroxyacyl-CoA dehydrogenase type II	0.0081	0.0265	0.0174
Loa Loa (eye worm)	hypothetical protein	0.0227	0.1396	0.1315
Mycobacterium leprae	NADH-DEPENDENT ENOYL-[ACYL-CARRIER-PROTEIN] REDUCTASE INHA (NADH-DEPENDENT ENOYL-ACP REDUCTASE)	0.1198	0.8909	1
Chlamydia trachomatis	enoyl-acyl-carrier protein reductase	0.1198	0.8909	1
Schistosoma mansoni	sodium/chloride dependent transporter	0.0227	0.1396	0.1396
Echinococcus granulosus	sodium:chloride dependent neurotransmitter	0.0227	0.1396	0.1315
Schistosoma mansoni	sodium-dependent neurotransmitter transporter	0.0227	0.1396	0.1396
Schistosoma mansoni	sodium-dependent amino acid transporter	0.0227	0.1396	0.1396
Leishmania major	dehydrogenase/oxidoreductase-like protein	0.0081	0.0265	0.5
Entamoeba histolytica	3-oxoacyl-(acyl-carrier protein) reductase, putative	0.0081	0.0265	0.5
Toxoplasma gondii	Sodium:neurotransmitter symporter family protein	0.0227	0.1396	0.1309
Onchocerca volvulus		0.1339	1	1
Loa Loa (eye worm)	norepinephrine transporter	0.1339	1	1
Schistosoma mansoni	sodium-dependent neurotransmitter transporter	0.0227	0.1396	0.1396
Brugia malayi	hypothetical protein	0.0227	0.1396	0.1315
Onchocerca volvulus		0.0227	0.1396	0.1162
Loa Loa (eye worm)	hypothetical protein	0.0227	0.1396	0.1315
Treponema pallidum	sodium- and chloride- dependent transporter	0.1339	1	0.5
Wolbachia endosymbiont of Brugia malayi	enoyl-ACP reductase	0.1198	0.8909	1
Echinococcus granulosus	sodium dependent neurotransmitter transporter	0.0227	0.1396	0.1315
Loa Loa (eye worm)	hypothetical protein	0.1339	1	1
Brugia malayi	oxidoreductase, short chain dehydrogenase/reductase family protein	0.0081	0.0265	0.0174
Echinococcus granulosus	voltage gated potassium channel	0.0086	0.0304	0.0214
Echinococcus granulosus	potassium voltage gated channel subfamily H	0.0298	0.1941	0.1866
Brugia malayi	Voltage-gated potassium channel, HERG (KCNH2)-related. C. elegans unc-103 ortholog	0.0298	0.1941	0.1866
Brugia malayi	Sodium:neurotransmitter symporter family protein	0.0227	0.1396	0.1315
Loa Loa (eye worm)	hypothetical protein	0.0227	0.1396	0.1315
Echinococcus multilocularis	voltage gated potassium channel	0.0086	0.0304	0.0214
Echinococcus multilocularis	potassium voltage gated channel subfamily H	0.0086	0.0304	0.0214
Schistosoma mansoni	sodium/chloride dependent neurotransmitter transporter	0.0227	0.1396	0.1396
Trichomonas vaginalis	voltage and ligand gated potassium channel, putative	0.0278	0.1789	0.1925
Loa Loa (eye worm)	Sodium:neurotransmitter symporter family protein	0.0227	0.1396	0.1315
Plasmodium vivax	amine transporter, putative	0.0227	0.1396	0.1309
Schistosoma mansoni	cyclic-nucleotide-gated cation channel	0.0059	0.0093	0.0093
Leishmania major	oxidoreductase-like protein	0.0081	0.0265	0.5
Onchocerca volvulus		0.0227	0.1396	0.1162
Trypanosoma brucei	oxidoreductase-like protein	0.0081	0.0265	0.5
Trypanosoma cruzi	beta-ketoacyl-ACP reductase	0.0081	0.0265	0.5
Mycobacterium ulcerans	enoyl-(acyl carrier protein) reductase	0.1198	0.8909	1
Plasmodium vivax	enoyl-acyl carrier protein reductase	0.1198	0.8909	1
Echinococcus multilocularis	3 oxoacyl acyl carrier protein reductase	0.0081	0.0265	0.0174
Echinococcus granulosus	uncharacterized sodium dependent transporter	0.0227	0.1396	0.1315
Brugia malayi	Sodium:neurotransmitter symporter family protein 1, putative	0.0227	0.1396	0.1315
Schistosoma mansoni	voltage-gated potassium channel	0.0325	0.2153	0.2153
Loa Loa (eye worm)	voltage and ligand gated potassium channel	0.0298	0.1941	0.1866
Echinococcus granulosus	sodium and chloride dependent glycine	0.0227	0.1396	0.1315
Schistosoma mansoni	sodium-dependent neurotransmitter transporter	0.0227	0.1396	0.1396
Schistosoma mansoni	sodium/chloride dependent transporter	0.1339	1	1
Schistosoma mansoni	dihydropteridine reductase	0.0081	0.0265	0.0265
Trichomonas vaginalis	hypothetical protein	0.1198	0.8909	1
Schistosoma mansoni	norepinephrine/norepinephrine transporter	0.1339	1	1
Trichomonas vaginalis	voltage and ligand gated potassium channel, putative	0.0278	0.1789	0.1925
Brugia malayi	Sodium:neurotransmitter symporter family protein	0.0227	0.1396	0.1315
Loa Loa (eye worm)	serotonin transporter b	0.1339	1	1
Toxoplasma gondii	enoyl-acyl carrier reductase ENR	0.1198	0.8909	1
Loa Loa (eye worm)	solute carrier family 6 member 4	0.1339	1	1
Plasmodium falciparum	transporter, putative	0.0227	0.1396	0.1309
Trypanosoma cruzi	oxidoreductase-like protein, putative	0.0081	0.0265	0.5
Loa Loa (eye worm)	hypothetical protein	0.0227	0.1396	0.1315
Schistosoma mansoni	voltage-gated potassium channel	0.0086	0.0304	0.0304
Echinococcus multilocularis	sodium:chloride dependent neurotransmitter	0.0227	0.1396	0.1315
Echinococcus multilocularis	sodium and chloride dependent glycine	0.0227	0.1396	0.1315
Echinococcus multilocularis	uncharacterized sodium dependent transporter	0.0227	0.1396	0.1315
Loa Loa (eye worm)	hypothetical protein	0.0227	0.1396	0.1315
Trypanosoma brucei	beta-ketoacyl-ACP reductase	0.0081	0.0265	0.5
Schistosoma mansoni	norepinephrine/norepinephrine transporter	0.0227	0.1396	0.1396
Leishmania major	3-oxoacyl-ACP reductase, putative	0.0081	0.0265	0.5
Echinococcus granulosus	uncharacterized sodium dependent transporter	0.0227	0.1396	0.1315
Schistosoma mansoni	cyclic-nucleotide-gated cation channel	0.0059	0.0093	0.0093
Echinococcus multilocularis	serotonin transporter	0.1339	1	1
Echinococcus granulosus	potassium voltage gated channel subfamily H	0.0086	0.0304	0.0214
Schistosoma mansoni	3-oxoacyl-[ACP] reductase	0.0081	0.0265	0.0265
Echinococcus multilocularis	sodium and chloride dependent glycine	0.0227	0.1396	0.1315
Mycobacterium tuberculosis	NADH-dependent enoyl-[acyl-carrier-protein] reductase InhA (NADH-dependent enoyl-ACP reductase)	0.1198	0.8909	1
Echinococcus granulosus	sodium and chloride dependent glycine	0.0227	0.1396	0.1315
Schistosoma mansoni	sodium/chloride dependent transporter	0.0227	0.1396	0.1396
Loa Loa (eye worm)	retinol dehydrogenase 12	0.0081	0.0265	0.0174
Onchocerca volvulus		0.0227	0.1396	0.1162
Brugia malayi	oxidoreductase, short chain dehydrogenase/reductase family protein	0.0081	0.0265	0.0174
Chlamydia trachomatis	Ssodium-dependent amino acid transporter	0.0227	0.1396	0.1309
Loa Loa (eye worm)	hypothetical protein	0.0081	0.0265	0.0174
Plasmodium falciparum	enoyl-acyl carrier reductase	0.1198	0.8909	1
Plasmodium falciparum	amino acid transporter, putative	0.0227	0.1396	0.1309
Schistosoma mansoni	hyperpolarization activated cyclic nucleotide-gated potassium channel	0.0059	0.0093	0.0093
Toxoplasma gondii	hypothetical protein	0.0227	0.1396	0.1309
Schistosoma mansoni	voltage-gated potassium channel	0.0086	0.0304	0.0304
Loa Loa (eye worm)	hypothetical protein	0.1339	1	1
Schistosoma mansoni	voltage-gated potassium channel	0.0059	0.0093	0.0093
Leishmania major	dehydrogenase/oxidoreductase-like protein	0.0081	0.0265	0.5
Loa Loa (eye worm)	hypothetical protein	0.0258	0.1637	0.1559
Echinococcus multilocularis	sodium dependent neurotransmitter transporter	0.0227	0.1396	0.1315
Schistosoma mansoni	hyperpolarization activated cyclic nucleotide-gated potassium channel	0.0059	0.0093	0.0093
Schistosoma mansoni	norepinephrine/norepinephrine transporter	0.0227	0.1396	0.1396
Schistosoma mansoni	sodium/chloride dependent neurotransmitter transporter	0.0227	0.1396	0.1396
Toxoplasma gondii	Sodium:neurotransmitter symporter family protein	0.0227	0.1396	0.1309
Brugia malayi	Voltage-gated potassium channel, EAG (KCNH1)-related. C. elegans egl-2 ortholog	0.0086	0.0304	0.0214
Brugia malayi	Sodium:neurotransmitter symporter family protein	0.0227	0.1396	0.1315
Trypanosoma brucei	pteridine reductase 1	0.0081	0.0265	0.5
Echinococcus granulosus	3 oxoacyl acyl carrier protein reductase	0.0081	0.0265	0.0174
Plasmodium vivax	hypothetical protein, conserved	0.0227	0.1396	0.1309
Toxoplasma gondii	Sodium:neurotransmitter symporter family protein	0.0227	0.1396	0.1309
Loa Loa (eye worm)	hypothetical protein	0.0227	0.1396	0.1315
Loa Loa (eye worm)	oxidoreductase	0.0081	0.0265	0.0174
Leishmania major	pteridine reductase 1	0.0081	0.0265	0.5
Echinococcus multilocularis	potassium voltage gated channel subfamily H	0.0298	0.1941	0.1866
Schistosoma mansoni	sodium/chloride dependent neurotransmitter transporter	0.0227	0.1396	0.1396
Loa Loa (eye worm)	Sodium:neurotransmitter symporter family protein	0.0227	0.1396	0.1315
Schistosoma mansoni	cyclic-nucleotide-gated cation channel	0.0059	0.0093	0.0093
Loa Loa (eye worm)	hypothetical protein	0.1339	1	1
Loa Loa (eye worm)	hypothetical protein	0.0227	0.1396	0.1315
Echinococcus granulosus	serotonin transporter	0.1339	1	1
Trypanosoma cruzi	beta-ketoacyl-ACP reductase	0.0081	0.0265	0.5
Toxoplasma gondii	hypothetical protein	0.0227	0.1396	0.1309

Activities

Activity type	Activity value	Assay description	Source	Reference
EC50 (functional)	= 95 nM	Induction of aromatase activity in HFF cells assessed as production of beta estradiol by aromatase assay	ChEMBL.	17181172
EC50 (functional)	= 95 nM	Induction of aromatase activity in HFF cells assessed as production of beta estradiol by aromatase assay	ChEMBL.	17181172
EC50 (functional)	> 2000 nM	Activation of MMTV in HeLa cells measured by luciferase activity	ChEMBL.	17181172
EC50 (functional)	> 2000 nM	Activation of MMTV in HeLa cells measured by luciferase activity	ChEMBL.	17181172
Efficacy (functional)	= 6 %	Activation of MMTV in HeLa cells measured by luciferase activity relative to dexamethasone	ChEMBL.	17181172
Efficacy (functional)	= 6 %	Activation of MMTV in HeLa cells measured by luciferase activity relative to dexamethasone	ChEMBL.	17181172
Efficacy (functional)	= 65 %	Induction of aromatase activity in HFF cells assessed as production of beta estradiol by aromatase assay relative to dexamethasone	ChEMBL.	17181172
Efficacy (functional)	= 65 %	Induction of aromatase activity in HFF cells assessed as production of beta estradiol by aromatase assay relative to dexamethasone	ChEMBL.	17181172
Efficacy (functional)	= 86 %	Inhibition of IL1-stimulated IL6 production in HFF cells relative to dexamethasone	ChEMBL.	17181172
Efficacy (functional)	= 86 %	Inhibition of IL1-stimulated IL6 production in HFF cells relative to dexamethasone	ChEMBL.	17181172
IC50 (binding)	= 11 nM	Inhibition of tetramethylrhodamine labeled dexamethosone binding to GR by FP assay	ChEMBL.	17181172
IC50 (binding)	= 11 nM	Inhibition of tetramethylrhodamine labeled dexamethosone binding to GR by FP assay	ChEMBL.	17181172
IC50 (functional)	= 17 nM	Inhibition of IL1-stimulated IL6 production in HFF cells	ChEMBL.	17181172
IC50 (functional)	= 17 nM	Inhibition of IL1-stimulated IL6 production in HFF cells	ChEMBL.	17181172
IC50 (binding)	= 91 nM	Inhibition of tetramethylrhodamine labeled dexamethosone binding to MR by FP assay	ChEMBL.	17181172
IC50 (binding)	= 91 nM	Inhibition of tetramethylrhodamine labeled dexamethosone binding to MR by FP assay	ChEMBL.	17181172
IC50 (binding)	= 525 nM	Inhibition of tetramethylrhodamine labeled RU486 binding to PR by FP assay	ChEMBL.	17181172
IC50 (binding)	= 525 nM	Inhibition of tetramethylrhodamine labeled RU486 binding to PR by FP assay	ChEMBL.	17181172

Phenotypes

Whole-cell/tissue/organism interactions

Species name	Source	Reference	Is orphan
Homo sapiens	ChEMBL23	17181172

Many chemical entities in TDR Targets come from high-throughput screenings with whole cells or tissue samples, and not all assayed compounds have been tested against a single a single target protein, probably because they get ruled out during screening process. Even if these compounds may have not been of interest in the original screening, they may come as interesting leads for other screening assays. Furthermore, we may be able to propose drug-target associations using chemical similarities and network patterns.

Annotated phenotypes:

We have no manually annotated phenotypes for this drug. What does this mean? / Care to help?

In TDR Targets, information about phenotypes that are caused by drugs, or by genetic manipulation of cells (e.g. gene knockouts or knockdowns) is manually curated from the literature. These descriptions help to describe the potential of the target for drug development. If no information is available for this gene or if the information is incomplete, this may mean that i) the papers containing this information either appeared after the curation effort for this organism was carried out or they were inadvertently missed by curators; or that ii) the curation effort for this organism has not yet started.

In any case, if you have information about papers containing relevant validation data for this target, please log in using your TDR Targets username and password and send them to us using the corresponding form in this page (only visible to registered users) or contact us.

External resources for this compound

ChEMBL: CHEMBL219561
PubChem: 16099251

Bibliographic References

1 literature reference was collected for this gene.

If you have references for this compound, please enter them in a user comment (below) or Contact us.

Detailed information for compound 411081