TDR Targets

Basic information

Technical information

TDR Targets ID: 169883
Name: 2,2,4-trimethyl-5-[4-(trifluoromethyl)phenyl] -1,5-dihydrochromeno[3,4-f]quinoline
MW: 421.454 | Formula: C26H22F3NO
H donors: 1 H acceptors: 0 LogP: 6.52 Rotable bonds: 2
Rule of 5 violations (Lipinski): 1
SMILES: CC1=CC(C)(C)Nc2c1c1C(Oc3c(c1cc2)cccc3)c1ccc(cc1)C(F)(F)F
InChi: 1S/C26H22F3NO/c1-15-14-25(2,3)30-20-13-12-19-18-6-4-5-7-21(18)31-24(23(19)22(15)20)16-8-10-17(11-9-16)26(27,28)29/h4-14,24,30H,1-3H3
InChiKey: NRCVRALBQJXGMB-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

2,2,4-trimethyl-5-[4-(trifluoromethyl)phenyl]-1,5-dihydro[1]benzopyrano[3,4-f]quinoline

Targets

Known targets for this compound

Species	Target name	Source	Bibliographic reference
Homo sapiens	progesterone 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
Schistosoma mansoni	nAChR subunit	0.005	0.0136	0.0217
Echinococcus granulosus	lysosomal alpha glucosidase	0.0177	0.12	0.116
Brugia malayi	Neurotransmitter-gated ion-channel ligand binding domain containing protein	0.005	0.0136	0.0364
Plasmodium falciparum	histone deacetylase, putative	0.0075	0.0347	1
Schistosoma mansoni	nAChR subunit (ShAR1-beta-like)	0.005	0.0136	0.0217
Trichomonas vaginalis	histone deacetylase, putative	0.0048	0.0115	1
Plasmodium falciparum	histone deacetylase 2	0.0075	0.0347	1
Leishmania major	histone deacetylase, putative	0.0048	0.0115	0.2291
Brugia malayi	Neurotransmitter-gated ion-channel transmembrane region family protein	0.005	0.0136	0.0364
Brugia malayi	Hypothetical glycine receptor like protein T20B12.9 in chromosome III	0.005	0.0136	0.0364
Loa Loa (eye worm)	excitatory GABA receptor EXP-1A	0.005	0.0136	0.054
Brugia malayi	nicotinic acetylcholine receptor beta-1 chain precursor	0.005	0.0136	0.0364
Schistosoma mansoni	Cys-loop ligand gated ion channel subunit	0.005	0.0136	0.0217
Echinococcus granulosus	neuronal acetylcholine receptor subunit alpha 4	0.005	0.0136	0.009
Brugia malayi	acetylcholine receptor alpha subunit precursor, putative	0.005	0.0136	0.0364
Echinococcus multilocularis	nicotinic acetylcholine receptor alpha subunit	0.0334	0.2516	0.2481
Echinococcus granulosus	histone deacetylase 3	0.0048	0.0115	0.0069
Echinococcus multilocularis	histone deacetylase	0.0075	0.0347	0.0303
Echinococcus multilocularis	voltage dependent calcium channel subunit	0.1229	1	1
Trypanosoma cruzi	histone deacetylase, putative	0.0048	0.0115	0.2291
Echinococcus granulosus	voltage dependent calcium channel subunit	0.0559	0.4394	0.4368
Leishmania major	histone deacetylase, putative	0.0075	0.0347	1
Onchocerca volvulus	Putative nachr subunit	0.0334	0.2516	1
Schistosoma mansoni	histone deacetylase	0.0048	0.0115	0.0166
Trypanosoma brucei	histone deacetylase, putative	0.0075	0.0347	1
Trichomonas vaginalis	histone deacetylase, putative	0.0048	0.0115	1
Echinococcus multilocularis	nicotinic acetylcholine receptor subunit alpha 8	0.0334	0.2516	0.2481
Loa Loa (eye worm)	hypothetical protein	0.005	0.0136	0.054
Echinococcus granulosus	nAChR subunit	0.005	0.0136	0.009
Echinococcus granulosus	histone deacetylase 6	0.0075	0.0347	0.0303
Onchocerca volvulus		0.0103	0.0575	0.1915
Loa Loa (eye worm)	hypothetical protein	0.0247	0.1787	0.7103
Echinococcus multilocularis	glycine receptor subunit alpha 1	0.005	0.0136	0.009
Schistosoma mansoni	nAChR subunit	0.005	0.0136	0.0217
Loa Loa (eye worm)	hypothetical protein	0.005	0.0136	0.054
Schistosoma mansoni	nAChR subunit (ShAR1-beta2-like)	0.005	0.0136	0.0217
Brugia malayi	Glycosyl hydrolases family 31 protein	0.0177	0.12	0.4673
Echinococcus granulosus	histone deacetylase 8	0.0048	0.0115	0.0069
Echinococcus granulosus	glycine receptor subunit beta	0.005	0.0136	0.009
Loa Loa (eye worm)	hypothetical protein	0.005	0.0136	0.054
Echinococcus multilocularis	lysosomal alpha glucosidase	0.0177	0.12	0.116
Schistosoma mansoni	nAChR subunit (ShAR1-alpha-like)	0.005	0.0136	0.0217
Schistosoma mansoni	nAChR subunit	0.005	0.0136	0.0217
Schistosoma mansoni	alpha-glucosidase	0.0153	0.0994	0.228
Loa Loa (eye worm)	hypothetical protein	0.005	0.0136	0.054
Loa Loa (eye worm)	acetylcholine receptor alpha subunit	0.005	0.0136	0.054
Echinococcus granulosus	histone deacetylase	0.0075	0.0347	0.0303
Schistosoma mansoni	alpha-glucosidase	0.0153	0.0994	0.228
Loa Loa (eye worm)	hypothetical protein	0.005	0.0136	0.054
Echinococcus granulosus	glycine receptor subunit alpha 1	0.005	0.0136	0.009
Echinococcus granulosus	nicotinic acetylcholine receptor beta 1 subunit	0.005	0.0136	0.009
Loa Loa (eye worm)	histone deacetylase 3	0.0048	0.0115	0.0457
Trypanosoma brucei	histone deacetylase 1	0.0048	0.0115	0.2291
Onchocerca volvulus		0.005	0.0136	0.0087
Loa Loa (eye worm)	glycosyl hydrolase family 31 protein	0.0177	0.12	0.477
Onchocerca volvulus		0.005	0.0136	0.0087
Brugia malayi	histone deacetylase 3 (HD3)	0.0048	0.0115	0.028
Loa Loa (eye worm)	hypothetical protein	0.005	0.0136	0.054
Loa Loa (eye worm)	hypothetical protein	0.005	0.0136	0.054
Loa Loa (eye worm)	hypothetical protein	0.0048	0.0115	0.0457
Trichomonas vaginalis	histone deacetylase 1, 2 ,3, putative	0.0048	0.0115	1
Trypanosoma cruzi	histone deacetylase 1, putative	0.0048	0.0115	0.2291
Schistosoma mansoni	serine-rich repeat protein	0.0289	0.2132	0.5019
Brugia malayi	Neurotransmitter-gated ion-channel ligand binding domain containing protein	0.005	0.0136	0.0364
Echinococcus multilocularis	histone deacetylase 8	0.0048	0.0115	0.0069
Schistosoma mansoni	histone deacetylase 4 5	0.0075	0.0347	0.0725
Echinococcus multilocularis	histone deacetylase 1	0.0048	0.0115	0.0069
Toxoplasma gondii	histone deacetylase HDAC5	0.0048	0.0115	0.2291
Loa Loa (eye worm)	LGC-31 protein	0.005	0.0136	0.054
Brugia malayi	gamma-aminobutyric-acid receptor beta subunit precursor	0.005	0.0136	0.0364
Toxoplasma gondii	histone deacetylase HDAC2	0.0048	0.0115	0.2291
Loa Loa (eye worm)	glycosyl hydrolase family 31 protein	0.0039	0.0046	0.0182
Trypanosoma cruzi	histone deacetylase 1, putative	0.0048	0.0115	0.2291
Plasmodium vivax	histone deacetylase, putative	0.0075	0.0347	1
Brugia malayi	histone deacetylase 11	0.0048	0.0115	0.028
Schistosoma mansoni	nAChR subunit	0.005	0.0136	0.0217
Brugia malayi	Cache domain containing protein	0.0247	0.1787	0.7049
Echinococcus multilocularis	glycine receptor subunit beta	0.005	0.0136	0.009
Echinococcus granulosus	Cys loop ligand gated ion channel subunit	0.005	0.0136	0.009
Trypanosoma cruzi	histone deacetylase, putative	0.0075	0.0347	1
Trichomonas vaginalis	histone deacetylase, putative	0.0048	0.0115	1
Loa Loa (eye worm)	hypothetical protein	0.005	0.0136	0.054
Loa Loa (eye worm)	hypothetical protein	0.005	0.0136	0.054
Echinococcus multilocularis	histone deacetylase 7	0.0075	0.0347	0.0303
Echinococcus multilocularis	nicotinic acetylcholine receptor a11 subunit	0.0334	0.2516	0.2481
Schistosoma mansoni	hypothetical protein	0.0289	0.2132	0.5019
Loa Loa (eye worm)	glutamate-gated chloride channel alpha3A subunit	0.005	0.0136	0.054
Loa Loa (eye worm)	histone deacetylase 1	0.0048	0.0115	0.0457
Toxoplasma gondii	histone deacetylase HDAC1	0.0075	0.0347	1
Echinococcus granulosus	glycine receptor subunit beta	0.005	0.0136	0.009
Echinococcus granulosus	histone deacetylase 6	0.0081	0.0398	0.0354
Loa Loa (eye worm)	histone deacetylase 11	0.0048	0.0115	0.0457
Loa Loa (eye worm)	hypothetical protein	0.005	0.0136	0.054
Schistosoma mansoni	histone deacetylase 4 5	0.0075	0.0347	0.0725
Echinococcus multilocularis	acetylcholine receptor subunit beta 1	0.005	0.0136	0.009
Echinococcus multilocularis	nicotinic acetylcholine receptor beta 1 subunit	0.005	0.0136	0.009
Loa Loa (eye worm)	hypothetical protein	0.0334	0.2516	1
Brugia malayi	Neurotransmitter-gated ion-channel ligand binding domain containing protein	0.005	0.0136	0.0364
Loa Loa (eye worm)	hypothetical protein	0.005	0.0136	0.054
Brugia malayi	Neurotransmitter-gated ion-channel transmembrane region family protein	0.005	0.0136	0.0364
Brugia malayi	Histone deacetylase family protein	0.0075	0.0347	0.1221
Echinococcus multilocularis	Cys loop ligand gated ion channel subunit	0.005	0.0136	0.009
Trichomonas vaginalis	histone deacetylase, putative	0.0048	0.0115	1
Brugia malayi	histone deacetylase 1 (HD1)	0.0048	0.0115	0.028
Loa Loa (eye worm)	hypothetical protein	0.0048	0.0115	0.0457
Schistosoma mansoni	histone deacetylase 1 2 3	0.0048	0.0115	0.0166
Brugia malayi	nicotinic acetylcholine receptor alpha subunit, putative	0.0334	0.2516	1
Brugia malayi	Neurotransmitter-gated ion-channel ligand binding domain containing protein	0.005	0.0136	0.0364
Echinococcus granulosus	histone deacetylase 7	0.0075	0.0347	0.0303
Loa Loa (eye worm)	nicotinic acetylcholine receptor alpha subunit	0.0334	0.2516	1
Trypanosoma brucei	histone deacetylase 4	0.0075	0.0347	1
Loa Loa (eye worm)	hypothetical protein	0.005	0.0136	0.054
Loa Loa (eye worm)	ACC-1 protein	0.005	0.0136	0.054
Onchocerca volvulus		0.005	0.0136	0.0087
Loa Loa (eye worm)	ligand-Gated ion Channel family member	0.005	0.0136	0.054
Echinococcus granulosus	acetylcholine receptor subunit beta 1	0.005	0.0136	0.009
Plasmodium vivax	histone deacetylase 2, putative	0.0075	0.0347	1
Loa Loa (eye worm)	hypothetical protein	0.005	0.0136	0.054
Brugia malayi	Neurotransmitter-gated ion-channel ligand binding domain containing protein	0.005	0.0136	0.0364
Trypanosoma brucei	histone deacetylase 3	0.0075	0.0347	1
Brugia malayi	Cation transporter family protein	0.005	0.0136	0.0364
Echinococcus multilocularis	lysosomal alpha glucosidase	0.0177	0.12	0.116
Echinococcus multilocularis	glycine receptor subunit alpha 1	0.005	0.0136	0.009
Echinococcus multilocularis	atpase aaa+ type core atpase aaa type core	0.0882	0.71	0.7087
Echinococcus granulosus	nicotinic acetylcholine receptor subunit type	0.005	0.0136	0.009
Brugia malayi	Neurotransmitter-gated ion-channel ligand binding domain containing protein	0.005	0.0136	0.0364
Schistosoma mansoni	nAChR subunit	0.005	0.0136	0.0217
Schistosoma mansoni	Cys-loop ligand gated ion channel subunit	0.005	0.0136	0.0217
Brugia malayi	acetylcholine receptor, alpha-type subunit unc-38 precursor	0.005	0.0136	0.0364
Entamoeba histolytica	histone deacetylase, putative	0.0048	0.0115	1
Echinococcus multilocularis	neuronal acetylcholine receptor subunit alpha 4	0.005	0.0136	0.009
Trichomonas vaginalis	histone deacetylase, putative	0.0048	0.0115	1
Loa Loa (eye worm)	ACC-1 protein	0.005	0.0136	0.054
Trichomonas vaginalis	histone deacetylase 1, 2 ,3, putative	0.0048	0.0115	1
Schistosoma mansoni	nAChR subunit	0.005	0.0136	0.0217
Trypanosoma cruzi	histone deacetylase, putative	0.0048	0.0115	0.2291
Brugia malayi	Neurotransmitter-gated ion-channel transmembrane region family protein	0.005	0.0136	0.0364
Toxoplasma gondii	histone deacetylase HDAC4	0.0048	0.0115	0.2291
Schistosoma mansoni	dihydropyridine-sensitive l-type calcium channel	0.027	0.1978	0.4648
Toxoplasma gondii	histone deacetylase HDAC3	0.0048	0.0115	0.2291
Schistosoma mansoni	nAChR subunit	0.005	0.0136	0.0217
Echinococcus multilocularis	histone deacetylase 6	0.0075	0.0347	0.0303
Leishmania major	histone deacetylase, putative	0.0075	0.0347	1
Echinococcus granulosus	nicotinic acetylcholine receptor subunit alpha 8	0.0334	0.2516	0.2481
Echinococcus granulosus	glycine receptor subunit alpha 1	0.005	0.0136	0.009
Trypanosoma cruzi	histone deacetylase, putative	0.0075	0.0347	1
Brugia malayi	excitatory GABA receptor EXP-1A	0.005	0.0136	0.0364
Loa Loa (eye worm)	histone deacetylase	0.0075	0.0347	0.1381
Brugia malayi	Histone deacetylase family protein	0.0075	0.0347	0.1221
Echinococcus multilocularis	voltage dependent calcium channel subunit	0.0559	0.4394	0.4368
Loa Loa (eye worm)	histone deacetylase 7A	0.0075	0.0347	0.1381
Loa Loa (eye worm)	hypothetical protein	0.005	0.0136	0.054
Echinococcus granulosus	glycine receptor subunit alpha 1	0.005	0.0136	0.009
Echinococcus granulosus	nicotinic acetylcholine receptor a11 subunit	0.0334	0.2516	0.2481
Echinococcus multilocularis	glycine receptor subunit beta	0.005	0.0136	0.009
Trichomonas vaginalis	histone deacetylase, putative	0.0048	0.0115	1
Trypanosoma brucei	histone deacetylase 2	0.0048	0.0115	0.2291
Schistosoma mansoni	histone deacetylase hda2	0.0081	0.0398	0.0848
Schistosoma mansoni	dihydropyridine-sensitive l-type calcium channel	0.0536	0.4203	1
Echinococcus multilocularis	glycine receptor subunit alpha 1	0.005	0.0136	0.009
Brugia malayi	Histone deacetylase 1	0.0048	0.0115	0.028
Brugia malayi	Cation transporter family protein	0.005	0.0136	0.0364
Onchocerca volvulus		0.005	0.0136	0.0087
Brugia malayi	acetylcholine receptor protein, alpha-like chain, putative	0.005	0.0136	0.0364
Giardia lamblia	Histone deacetylase	0.0048	0.0115	0.5
Loa Loa (eye worm)	hypothetical protein	0.005	0.0136	0.054
Echinococcus multilocularis	nAChR subunit	0.005	0.0136	0.009
Echinococcus multilocularis	histone deacetylase 6	0.0081	0.0398	0.0354
Onchocerca volvulus		0.005	0.0136	0.0087
Echinococcus granulosus	histone deacetylase 1	0.0048	0.0115	0.0069
Schistosoma mansoni	histone deacetylase	0.0048	0.0115	0.0166
Trichomonas vaginalis	histone deacetylase 1, 2 ,3, putative	0.0048	0.0115	1
Leishmania major	histone deacetylase, putative	0.0048	0.0115	0.2291
Loa Loa (eye worm)	hypothetical protein	0.005	0.0136	0.054
Schistosoma mansoni	Cys-loop ligand gated ion channel subunit	0.005	0.0136	0.0217
Loa Loa (eye worm)	hypothetical protein	0.005	0.0136	0.054
Schistosoma mansoni	histone deacetylase hda2	0.0048	0.0115	0.0166
Brugia malayi	Cation transporter family protein	0.005	0.0136	0.0364
Loa Loa (eye worm)	nicotinic acetylcholine receptor non-alpha subunit	0.005	0.0136	0.054
Onchocerca volvulus		0.005	0.0136	0.0087
Loa Loa (eye worm)	hypothetical protein	0.005	0.0136	0.054
Echinococcus granulosus	nicotinic acetylcholine receptor alpha subunit	0.0334	0.2516	0.2481
Echinococcus granulosus	histone deacetylase 6	0.0075	0.0347	0.0303
Echinococcus multilocularis	histone deacetylase 6	0.0075	0.0347	0.0303
Trypanosoma cruzi	histone deacetylase, putative	0.0075	0.0347	1
Echinococcus multilocularis	histone deacetylase 3	0.0048	0.0115	0.0069

Activities

Activity type	Activity value	Assay description	Source	Reference
EC50 (functional)	= 33 nM	Agonistic activity to the human progesterone receptor(hPR)assayed in CV-1 cells in cotransfection assay.	ChEMBL.	9464360
EC50 (functional)	= 33 nM	Agonistic activity to the human progesterone receptor(hPR)assayed in CV-1 cells in cotransfection assay.	ChEMBL.	9464360
Efficacy (functional)	= 35 %	Agonist efficacy of the compound for human progesterone receptor (hPR) was compared to that of progesterone (100%)	ChEMBL.	9464360
Efficacy (functional)	= 35 %	Agonist efficacy of the compound for human progesterone receptor (hPR) was compared to that of progesterone (100%)	ChEMBL.	9464360
Efficacy (functional)	= 49 %	Human progesterone receptor (hPR) antagonist efficacy was determined as a function (%) of maximal inhibition of progesterone at EC50 value.	ChEMBL.	9464360
Efficacy (functional)	= 49 %	Human progesterone receptor (hPR) antagonist efficacy was determined as a function (%) of maximal inhibition of progesterone at EC50 value.	ChEMBL.	9464360
IC50 (functional)	= 150 nM	Antagonistic activity was determined in Human progesterone receptor(hPR) of CV-1 cells in cotransfection assay.	ChEMBL.	9464360
IC50 (functional)	= 150 nM	Antagonistic activity was determined in Human progesterone receptor(hPR) of CV-1 cells in cotransfection assay.	ChEMBL.	9464360
Ki (binding)	= 10.8 nM	The binding affinity of the compound was determined on Human progesterone receptor (hPR-A) using progesterone as radioligand.	ChEMBL.	9464360
Ki (binding)	= 10.8 nM	The binding affinity of the compound was determined on Human progesterone receptor (hPR-A) using progesterone as radioligand.	ChEMBL.	9464360

Phenotypes

Whole-cell/tissue/organism interactions

We have no records of whole-cell/tissue assays done with this compound What does this mean?

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: CHEMBL321584
PubChem: 10502271

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 169883