TDR Targets

Basic information

Technical information

TDR Targets ID: 173785
Name: 9-chloro-5-(4-fluoro-3-methylphenyl)-2,2,4-tr imethyl-1,5-dihydrochromeno[3,4-f]quinoline
MW: 419.918 | Formula: C26H23ClFNO
H donors: 1 H acceptors: 0 LogP: 6.73 Rotable bonds: 1
Rule of 5 violations (Lipinski): 1
SMILES: Clc1ccc2c(c1)c1ccc3c(c1C(O2)c1ccc(c(c1)C)F)C(=CC(N3)(C)C)C
InChi: 1S/C26H23ClFNO/c1-14-11-16(5-8-20(14)28)25-24-18(19-12-17(27)6-10-22(19)30-25)7-9-21-23(24)15(2)13-26(3,4)29-21/h5-13,25,29H,1-4H3
InChiKey: JSHHKDQSFNGJMA-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

9-chloro-5-(4-fluoro-3-methyl-phenyl)-2,2,4-trimethyl-1,5-dihydrochromeno[3,4-f]quinoline
9-chloro-5-(4-fluoro-3-methylphenyl)-2,2,4-trimethyl-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
Brugia malayi	jmjC domain containing protein	0.0062	0.0057	0.0057
Onchocerca volvulus	Ceramide glucosyltransferase homolog	0.2181	1	1
Echinococcus granulosus	ATP dependent Clp protease proteolytic subunit	0.0082	0.0153	0.0153
Echinococcus granulosus	aldehyde dehydrogenase mitochondrial	0.0064	0.0066	0.0066
Entamoeba histolytica	glycosyl hydrolase, family 31 protein	0.0294	0.1144	0.9177
Trypanosoma cruzi	hypothetical protein, conserved	0.0294	0.1144	1
Trichomonas vaginalis	neutral alpha-glucosidase ab precursor, putative	0.0294	0.1144	0.1822
Trypanosoma brucei	glucosidase, putative	0.0294	0.1144	1
Toxoplasma gondii	ATP-dependent Clp endopeptidase, proteolytic subunit ClpP domain-containing protein	0.0082	0.0153	0.1338
Schistosoma mansoni	alpha-glucosidase	0.1361	0.6153	0.6149
Loa Loa (eye worm)	hypothetical protein	0.0052	0.0011	0.0011
Treponema pallidum	fructose-bisphosphate aldolase	0.0308	0.1212	1
Trichomonas vaginalis	glucosylceramidase, putative	0.131	0.5913	1
Trichomonas vaginalis	alpha-glucosidase, putative	0.0294	0.1144	0.1822
Entamoeba histolytica	fructose-1,6-bisphosphate aldolase, putative	0.0308	0.1212	1
Trypanosoma cruzi	hypothetical protein, conserved	0.0294	0.1144	1
Trichomonas vaginalis	glucosylceramidase, putative	0.131	0.5913	1
Loa Loa (eye worm)	jmjC domain-containing protein	0.0062	0.0057	0.0057
Echinococcus granulosus	tumor protein p63	0.0356	0.1438	0.1438
Loa Loa (eye worm)	O-glycosyl hydrolase family 30 protein	0.131	0.5913	0.5913
Echinococcus multilocularis	neutral alpha glucosidase AB	0.0294	0.1144	0.1144
Onchocerca volvulus	Glucosylceramidase homolog	0.086	0.3799	0.3793
Echinococcus multilocularis	ceramide glucosyltransferase	0.2181	1	1
Trichomonas vaginalis	alpha-glucosidase, putative	0.0294	0.1144	0.1822
Loa Loa (eye worm)	hypothetical protein	0.0131	0.0379	0.0379
Onchocerca volvulus		0.0915	0.4058	0.4051
Mycobacterium ulcerans	ATP-dependent Clp protease proteolytic subunit	0.0082	0.0153	0.213
Plasmodium falciparum	ATP-dependent Clp protease proteolytic subunit	0.0082	0.0153	1
Echinococcus granulosus	neutral alpha glucosidase AB	0.0294	0.1144	0.1144
Brugia malayi	Amylo-alpha-1,6-glucosidase family protein	0.0131	0.038	0.038
Entamoeba histolytica	fructose-1,6-bisphosphate aldolase, putative	0.0308	0.1212	1
Schistosoma mansoni	aldehyde dehydrogenase	0.0064	0.0066	0.0056
Plasmodium vivax	ATP-dependent Clp protease proteolytic subunit, putative	0.0082	0.0153	1
Trichomonas vaginalis	alpha-glucosidase, putative	0.0294	0.1144	0.1822
Mycobacterium tuberculosis	Probable fructose-bisphosphate aldolase Fba	0.0151	0.0473	1
Trichomonas vaginalis	glucosylceramidase, putative	0.086	0.3799	0.6375
Loa Loa (eye worm)	hypothetical protein	0.0082	0.0153	0.0153
Mycobacterium tuberculosis	NAD(P)H quinone reductase LpdA	0.0126	0.0359	0.7604
Mycobacterium ulcerans	ATP-dependent Clp protease proteolytic subunit	0.0082	0.0153	0.213
Schistosoma mansoni	ceramide glucosyltransferase	0.2181	1	1
Trichomonas vaginalis	sucrase-isomaltase, putative	0.0294	0.1144	0.1822
Loa Loa (eye worm)	ceramide glucosyltransferase	0.2181	1	1
Brugia malayi	Glycosyl hydrolases family 31 protein	0.1524	0.6918	0.6918
Echinococcus multilocularis	bile acid beta glucosidase	0.1489	0.6752	0.6752
Trichomonas vaginalis	alpha-glucosidase, putative	0.0131	0.0379	0.0511
Loa Loa (eye worm)	glycosyl hydrolase family 31 protein	0.1524	0.6918	0.6918
Schistosoma mansoni	aldehyde dehydrogenase	0.0064	0.0066	0.0056
Echinococcus multilocularis	ATP dependent Clp protease proteolytic subunit	0.0082	0.0153	0.0153
Leishmania major	alpha glucosidase II subunit, putative	0.0294	0.1144	1
Trichomonas vaginalis	glycogen debranching enzyme, putative	0.0131	0.038	0.0513
Trichomonas vaginalis	alpha-glucosidase, putative	0.0131	0.0379	0.0511
Trichomonas vaginalis	glucosylceramidase, putative	0.086	0.3799	0.6375
Echinococcus granulosus	ceramide glucosyltransferase	0.2181	1	1
Trichomonas vaginalis	fructose-bisphosphate aldolase, putative	0.0308	0.1212	0.194
Trichomonas vaginalis	fructose-bisphosphate aldolase, putative	0.0308	0.1212	0.194
Trichomonas vaginalis	alpha-glucosidase, putative	0.0131	0.0379	0.0511
Trichomonas vaginalis	glucosylceramidase, putative	0.086	0.3799	0.6375
Trichomonas vaginalis	glucosylceramidase, putative	0.131	0.5913	1
Schistosoma mansoni	ceramide glucosyltransferase	0.2181	1	1
Trichomonas vaginalis	neutral alpha-glucosidase ab precursor, putative	0.0131	0.0379	0.0511
Trichomonas vaginalis	glucosylceramidase, putative	0.0906	0.4017	0.6748
Trichomonas vaginalis	alpha-glucosidase, putative	0.0294	0.1144	0.1822
Echinococcus multilocularis	aldehyde dehydrogenase, mitochondrial	0.0064	0.0066	0.0066
Trichomonas vaginalis	fructose-bisphosphate aldolase, putative	0.0308	0.1212	0.194
Mycobacterium ulcerans	fructose-bisphosphate aldolase	0.0151	0.0473	1
Trichomonas vaginalis	glucosylceramidase, putative	0.131	0.5913	1
Trypanosoma brucei	glycosyl hydrolase-like protein	0.0131	0.0379	0.3316
Schistosoma mansoni	alpha-glucosidase	0.1361	0.6153	0.6149
Loa Loa (eye worm)	hypothetical protein	0.1005	0.4481	0.4481
Echinococcus multilocularis	lysosomal alpha glucosidase	0.1524	0.6918	0.6918
Toxoplasma gondii	aldehyde dehydrogenase	0.0064	0.0066	0.0581
Brugia malayi	Glycosyl hydrolases family 31 protein	0.0131	0.0379	0.0379
Trichomonas vaginalis	glucosylceramidase, putative	0.131	0.5913	1
Trichomonas vaginalis	fructose-bisphosphate aldolase, putative	0.0308	0.1212	0.194
Chlamydia trachomatis	ATP-dependent Clp protease proteolytic subunit	0.0082	0.0153	0.5
Wolbachia endosymbiont of Brugia malayi	ATP-dependent Clp protease proteolytic subunit	0.0082	0.0153	0.5
Echinococcus multilocularis	glycogen debranching enzyme	0.0131	0.038	0.038
Mycobacterium tuberculosis	Probable dehydrogenase	0.0114	0.03	0.6344
Trypanosoma cruzi	glycosyl hydrolase-like protein, putative	0.0131	0.0379	0.3316
Echinococcus multilocularis	tumor protein p63	0.0356	0.1438	0.1438
Schistosoma mansoni	bile acid beta-glucosidase-related	0.1489	0.6752	0.6748
Chlamydia trachomatis	ATP-dependent Clp protease proteolytic subunit	0.0082	0.0153	0.5
Mycobacterium leprae	PROBABLE ATP-DEPENDENT CLP PROTEASE PROTEOLYTIC SUBUNIT 2 CLPP2 (ENDOPEPTIDASE CLP 2)	0.0082	0.0153	0.2944
Mycobacterium tuberculosis	Dihydrolipoamide dehydrogenase LpdC (lipoamide reductase (NADH)) (lipoyl dehydrogenase) (dihydrolipoyl dehydrogenase) (diaphoras	0.0126	0.0359	0.7604
Echinococcus multilocularis	lysosomal alpha glucosidase	0.1524	0.6918	0.6918
Mycobacterium tuberculosis	Probable aldehyde dehydrogenase	0.0064	0.0066	0.1407
Schistosoma mansoni	hypothetical protein	0.0095	0.021	0.0199
Echinococcus multilocularis	lysine specific demethylase 5A	0.0062	0.0057	0.0057
Brugia malayi	O-Glycosyl hydrolase family 30 protein	0.131	0.5913	0.5913
Mycobacterium leprae	Probable fructose bisphosphate aldolase Fba	0.0151	0.0473	1
Loa Loa (eye worm)	hypothetical protein	0.0131	0.038	0.038
Trichomonas vaginalis	fructose-bisphosphate aldolase, putative	0.0308	0.1212	0.194
Mycobacterium tuberculosis	Probable nitrite reductase [NAD(P)H] large subunit [FAD flavoprotein] NirB	0.0114	0.03	0.6344
Schistosoma mansoni	jumonji domain containing protein	0.0062	0.0057	0.0046
Trichomonas vaginalis	glucosylceramidase, putative	0.086	0.3799	0.6375
Toxoplasma gondii	ATP-dependent Clp endopeptidase, proteolytic subunit ClpP domain-containing protein	0.0082	0.0153	0.1338
Echinococcus granulosus	peptidase Clp S14 family	0.0054	0.002	0.002
Brugia malayi	jmjC domain containing protein	0.0062	0.0057	0.0057
Mycobacterium leprae	PROBABLE NADH DEHYDROGENASE NDH	0.0114	0.03	0.6185
Trichomonas vaginalis	alpha-glucosidase, putative	0.0294	0.1144	0.1822
Mycobacterium tuberculosis	Probable ATP-dependent CLP protease proteolytic subunit 1 ClpP1 (endopeptidase CLP)	0.0054	0.002	0.0416
Trichomonas vaginalis	maltase-glucoamylase, putative	0.0294	0.1144	0.1822
Entamoeba histolytica	glycogen debranching enzyme, putative	0.0131	0.038	0.001
Brugia malayi	Probable ClpP-like protease	0.0082	0.0153	0.0153
Trichomonas vaginalis	glucosylceramidase, putative	0.131	0.5913	1
Schistosoma mansoni	bile acid beta-glucosidase-related	0.1489	0.6752	0.6748
Trypanosoma cruzi	glycosyl hydrolase-like protein, putative	0.0131	0.0379	0.3316
Mycobacterium tuberculosis	Putative ferredoxin reductase	0.0114	0.03	0.6344
Trichomonas vaginalis	glucosylceramidase, putative	0.0906	0.4017	0.6748
Loa Loa (eye worm)	glycosyl hydrolase family 31 protein	0.0294	0.1144	0.1144
Toxoplasma gondii	Amylo-alpha-1,6-glucosidase	0.0131	0.038	0.3323
Echinococcus multilocularis	non lysosomal glucosylceramidase	0.1489	0.6752	0.6752
Trichomonas vaginalis	alpha-glucosidase, putative	0.0131	0.0379	0.0511
Trichomonas vaginalis	glycogen debranching enzyme, putative	0.0131	0.038	0.0513
Toxoplasma gondii	glycosyl hydrolase, family 31 protein	0.0294	0.1144	1
Schistosoma mansoni	jumonji/arid domain-containing protein	0.0062	0.0057	0.0046
Entamoeba histolytica	glycosyl hydrolase, family 31 protein	0.0294	0.1144	0.9177
Giardia lamblia	Ceramide glucosyltransferase	0.0989	0.4405	1
Mycobacterium tuberculosis	Probable membrane NADH dehydrogenase NdhA	0.0114	0.03	0.6344
Echinococcus granulosus	bile acid beta glucosidase	0.1489	0.6752	0.6752
Leishmania major	aldehyde dehydrogenase, mitochondrial precursor	0.0064	0.0066	0.0581
Mycobacterium tuberculosis	Probable reductase	0.0114	0.03	0.6344
Trichomonas vaginalis	fructose-bisphosphate aldolase, putative	0.0308	0.1212	0.194
Trichomonas vaginalis	glucosylceramidase, putative	0.086	0.3799	0.6375
Leishmania major	glycosyl hydrolase-like protein	0.0131	0.0379	0.3316
Mycobacterium leprae	DIHYDROLIPOAMIDE DEHYDROGENASE LPD (LIPOAMIDE REDUCTASE (NADH)) (LIPOYL DEHYDROGENASE) (DIHYDROLIPOYL DEHYDROGENASE) (DIAPHORASE	0.0126	0.0359	0.75
Echinococcus granulosus	Transcription factor JmjC domain containing protein	0.0062	0.0057	0.0057
Schistosoma mansoni	hypothetical protein	0.0168	0.0555	0.0545
Schistosoma mansoni	peptidase Clp (S14 family)	0.0082	0.0153	0.0142
Loa Loa (eye worm)	amylo-alpha-1,6-glucosidase	0.0064	0.0065	0.0065
Schistosoma mansoni	alpha glucosidase	0.0294	0.1144	0.1134
Echinococcus granulosus	lysine specific demethylase 5A	0.0062	0.0057	0.0057
Trichomonas vaginalis	glucosylceramidase, putative	0.086	0.3799	0.6375
Trichomonas vaginalis	neutral alpha-glucosidase ab precursor, putative	0.0294	0.1144	0.1822
Mycobacterium tuberculosis	Probable ATP-dependent CLP protease proteolytic subunit 2 ClpP2 (endopeptidase CLP 2)	0.0054	0.002	0.0416
Echinococcus granulosus	glycogen debranching enzyme	0.0131	0.038	0.038
Mycobacterium tuberculosis	Probable oxidoreductase	0.0126	0.0359	0.7604
Trichomonas vaginalis	maltase-glucoamylase, putative	0.0131	0.0379	0.0511
Schistosoma mansoni	jumonji/arid domain-containing protein	0.0062	0.0057	0.0046
Trichomonas vaginalis	fructose-bisphosphate aldolase, putative	0.0308	0.1212	0.194
Echinococcus granulosus	lysosomal alpha glucosidase	0.1524	0.6918	0.6918
Onchocerca volvulus	Uncharacterized family 31 glucosidase KIAA1161 homolog	0.0131	0.0379	0.0369
Trichomonas vaginalis	neutral alpha-glucosidase ab precursor, putative	0.0131	0.0379	0.0511
Echinococcus granulosus	non lysosomal glucosylceramidase	0.1489	0.6752	0.6752
Trichomonas vaginalis	fructose-bisphosphate aldolase, putative	0.0308	0.1212	0.194
Giardia lamblia	Fructose-bisphosphate aldolase	0.0308	0.1212	0.2068
Brugia malayi	Glycosyl hydrolases family 31 protein	0.0294	0.1144	0.1144
Mycobacterium tuberculosis	Probable NADH dehydrogenase Ndh	0.0114	0.03	0.6344
Echinococcus multilocularis	Transcription factor, JmjC domain containing protein	0.0062	0.0057	0.0057
Trichomonas vaginalis	alpha-glucosidase, putative	0.0131	0.0379	0.0511
Trichomonas vaginalis	glucosylceramidase, putative	0.086	0.3799	0.6375
Echinococcus multilocularis	peptidase Clp (S14 family)	0.0054	0.002	0.002

Activities

Activity type	Activity value	Assay description	Source	Reference
EC50 (functional)	= 9.5 nM	Agonistic activity was measured for modulation of hPR-B (human progesterone receptor) in cotransfected CV-1 cells.	ChEMBL.	9464361
EC50 (functional)	= 9.5 nM	Agonistic activity was measured for modulation of hPR-B (human progesterone receptor) in cotransfected CV-1 cells.	ChEMBL.	9464361
Efficacy (functional)	= 112 %	Agonistic activity of the compound towards hPR-B (human progesterone receptor) in terms of efficacy expressed as percent relative to progesterone 100%.	ChEMBL.	9464361
Efficacy (functional)	= 112 %	Agonistic activity of the compound towards hPR-B (human progesterone receptor) in terms of efficacy expressed as percent relative to progesterone 100%.	ChEMBL.	9464361
Ki (binding)	= 1.3 nM	The binding affinity measured using baculovirus-expressed hPR-A in sf21 cells.	ChEMBL.	9464361
Ki (binding)	= 1.3 nM	The binding affinity measured using baculovirus-expressed hPR-A in sf21 cells.	ChEMBL.	9464361

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: CHEMBL104347
PubChem: 10835889

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 173785