TDR Targets

Basic information

Technical information

TDR Targets ID: 230604
Name: (5Z)-9-fluoro-2,2,4-trimethyl-5-(pyridin-2-yl methylidene)-1H-chromeno[3,4-f]quinoline
MW: 384.445 | Formula: C25H21FN2O
H donors: 1 H acceptors: 1 LogP: 5.13 Rotable bonds: 1
Rule of 5 violations (Lipinski): 1
SMILES: Fc1ccc2c(c1)c1ccc3c(c1/C(=C/c1ccccn1)/O2)C(=CC(N3)(C)C)C
InChi: 1S/C25H21FN2O/c1-15-14-25(2,3)28-20-9-8-18-19-12-16(26)7-10-21(19)29-22(24(18)23(15)20)13-17-6-4-5-11-27-17/h4-14,28H,1-3H3/b22-13-
InChiKey: OOKFNRNSFDKPIG-XKZIYDEJSA-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

(5Z)-9-fluoro-2,2,4-trimethyl-5-(2-pyridylmethylene)-1H-chromeno[3,4-f]quinoline
(5Z)-9-fluoro-2,2,4-trimethyl-5-(2-pyridylmethylene)-1H-[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	tar DNA-binding protein	0.0126	0.3149	0.2887
Trichomonas vaginalis	CMGC family protein kinase	0.0053	0.1075	0.5
Echinococcus multilocularis	tar DNA binding protein	0.0126	0.3149	0.2887
Schistosoma mansoni	lipoxygenase	0.0257	0.6863	0.6743
Brugia malayi	RNA recognition motif domain containing protein	0.0126	0.3149	0.3798
Loa Loa (eye worm)	hypothetical protein	0.0051	0.103	0.1243
Loa Loa (eye worm)	hypothetical protein	0.0307	0.8292	1
Mycobacterium ulcerans	fatty-acid-CoA ligase	0.0025	0.0287	1
Loa Loa (eye worm)	RNA recognition domain-containing protein domain-containing protein	0.0126	0.3149	0.3798
Echinococcus multilocularis	arachidonate 5 lipoxygenase	0.0368	1	1
Trichomonas vaginalis	CMGC family protein kinase	0.0053	0.1075	0.5
Echinococcus multilocularis	geminin	0.0176	0.4562	0.4354
Trichomonas vaginalis	CMGC family protein kinase	0.0053	0.1075	0.5
Echinococcus multilocularis	lipoxygenase domain containing protein	0.0061	0.1318	0.0985
Onchocerca volvulus		0.0028	0.0369	0.0793
Echinococcus granulosus	lipoxygenase domain containing protein	0.0061	0.1318	0.0985
Schistosoma mansoni	cellular tumor antigen P53	0.0051	0.103	0.0687
Loa Loa (eye worm)	hypothetical protein	0.0307	0.8292	1
Loa Loa (eye worm)	intermediate filament protein	0.0028	0.0369	0.0444
Chlamydia trachomatis	acylglycerophosphoethanolamine acyltransferase	0.0019	0.0107	0.5
Trypanosoma cruzi	mitogen-activated protein kinase 11, putative	0.0053	0.1075	0.5
Loa Loa (eye worm)	hypothetical protein	0.0027	0.0354	0.0427
Loa Loa (eye worm)	hypothetical protein	0.0025	0.0287	0.0346
Plasmodium falciparum	LCCL domain-containing protein	0.0061	0.1318	1
Schistosoma mansoni	hypothetical protein	0.0176	0.4562	0.4354
Mycobacterium tuberculosis	Probable fatty-acid-CoA ligase FadD2 (fatty-acid-CoA synthetase) (fatty-acid-CoA synthase)	0.0025	0.0287	1
Schistosoma mansoni	tar DNA-binding protein	0.0126	0.3149	0.2887
Entamoeba histolytica	hypothetical protein	0.0038	0.0655	1
Echinococcus granulosus	Polycystic kidney disease protein	0.0061	0.1318	0.0985
Loa Loa (eye worm)	intermediate filament tail domain-containing protein	0.0028	0.0369	0.0444
Mycobacterium ulcerans	long-chain-fatty-acid-CoA ligase	0.0025	0.0287	1
Echinococcus granulosus	geminin	0.0176	0.4562	0.4354
Schistosoma mansoni	polycystin 1-related	0.0061	0.1318	0.0985
Brugia malayi	Doublecortin family protein	0.0061	0.1318	0.1589
Loa Loa (eye worm)	TAR-binding protein	0.0126	0.3149	0.3798
Schistosoma mansoni	rab6-interacting	0.0061	0.1318	0.0985
Brugia malayi	Muscleblind-like protein	0.0307	0.8292	1
Schistosoma mansoni	tar DNA-binding protein	0.0126	0.3149	0.2887
Brugia malayi	hypothetical protein	0.0038	0.0655	0.079
Echinococcus granulosus	tar DNA binding protein	0.0126	0.3149	0.2887
Schistosoma mansoni	hypothetical protein	0.0038	0.0655	0.0298
Schistosoma mansoni	transcription factor LCR-F1	0.0038	0.0655	0.0298
Trypanosoma cruzi	mitogen activated protein kinase 4, putative	0.0053	0.1075	0.5
Trichomonas vaginalis	CMGC family protein kinase	0.0053	0.1075	0.5
Giardia lamblia	Kinase, CMGC MAPK	0.0053	0.1075	0.5
Echinococcus granulosus	RUN	0.0061	0.1318	0.0985
Loa Loa (eye worm)	hypothetical protein	0.0061	0.1318	0.1589
Loa Loa (eye worm)	hypothetical protein	0.0019	0.0107	0.0129
Mycobacterium ulcerans	acyl-CoA synthetase	0.0025	0.0287	1
Onchocerca volvulus		0.0061	0.1318	1
Entamoeba histolytica	hypothetical protein	0.0038	0.0655	1
Schistosoma mansoni	tar DNA-binding protein	0.0126	0.3149	0.2887
Loa Loa (eye worm)	RNA binding protein	0.0126	0.3149	0.3798
Schistosoma mansoni	hypothetical protein	0.0176	0.4562	0.4354
Loa Loa (eye worm)	CMGC/MAPK/ERK1 protein kinase	0.0053	0.1075	0.1296
Brugia malayi	AMP-binding enzyme family protein	0.0025	0.0287	0.0346
Echinococcus granulosus	mitogen activated protein kinase	0.0053	0.1075	0.0733
Mycobacterium ulcerans	acyl-CoA synthetase	0.0025	0.0287	1
Schistosoma mansoni	serine/threonine protein kinase	0.0053	0.1075	0.0733
Echinococcus multilocularis	RUN	0.0061	0.1318	0.0985
Echinococcus multilocularis	muscleblind protein 1	0.0307	0.8292	0.8227
Echinococcus multilocularis	tumor protein p63	0.0351	0.952	0.9502
Onchocerca volvulus		0.0051	0.103	0.7214
Trypanosoma brucei	protein kinase, putative	0.0053	0.1075	0.5
Leishmania major	mitogen activated protein kinase, putative,map kinase, putative	0.0053	0.1075	1
Brugia malayi	intermediate filament protein	0.0028	0.0369	0.0444
Leishmania major	mitogen activated protein kinase 4, putative;with=GeneDB:LmxM19.1440	0.0053	0.1075	1
Echinococcus granulosus	mitogen activated protein kinase 3	0.0053	0.1075	0.0733
Brugia malayi	hypothetical protein	0.0061	0.1318	0.1589
Entamoeba histolytica	hypothetical protein	0.0038	0.0655	1
Echinococcus multilocularis	Basic leucine zipper (bZIP) transcription	0.0038	0.0655	0.0298
Brugia malayi	AMP-binding enzyme family protein	0.0025	0.0287	0.0346
Brugia malayi	RNA binding protein	0.0126	0.3149	0.3798
Trypanosoma cruzi	mitogen activated protein kinase 2, putative	0.0053	0.1075	0.5
Brugia malayi	hypothetical protein	0.0061	0.1318	0.1589
Mycobacterium leprae	PROBABLE FATTY-ACID-CoA LIGASE FADD2 (FATTY-ACID-CoA SYNTHETASE) (FATTY-ACID-CoA SYNTHASE)	0.0025	0.0287	0.5
Mycobacterium leprae	PROBABLE FATTY-ACID-CoA LIGASE FADD7 (FATTY-ACID-CoA SYNTHETASE) (FATTY-ACID-CoA SYNTHASE)	0.0025	0.0287	0.5
Loa Loa (eye worm)	hypothetical protein	0.0019	0.0107	0.0129
Onchocerca volvulus		0.0028	0.0369	0.0793
Schistosoma mansoni	hypothetical protein	0.0061	0.1318	0.0985
Loa Loa (eye worm)	hypothetical protein	0.0061	0.1318	0.1589
Echinococcus granulosus	tumor protein p63	0.0351	0.952	0.9502
Echinococcus granulosus	muscleblind protein	0.0307	0.8292	0.8227
Echinococcus granulosus	lipoxygenase domain containing protein	0.0061	0.1318	0.0985
Echinococcus multilocularis	muscleblind protein	0.0307	0.8292	0.8227
Brugia malayi	AMP-binding enzyme family protein	0.0025	0.0287	0.0346
Mycobacterium ulcerans	long-chain fatty-acid CoA ligase	0.0025	0.0287	1
Schistosoma mansoni	rab6-interacting	0.0061	0.1318	0.0985
Loa Loa (eye worm)	hypothetical protein	0.0019	0.0107	0.0129
Toxoplasma gondii	CMGC kinase, MAPK family (ERK) MAPK-1	0.0053	0.1075	0.5
Brugia malayi	MAP kinase sur-1	0.0053	0.1075	0.1296
Trypanosoma cruzi	mitogen-activated protein kinase 11, putative	0.0053	0.1075	0.5
Mycobacterium ulcerans	acyl-CoA synthetase	0.0025	0.0287	1
Onchocerca volvulus		0.0061	0.1318	1
Plasmodium vivax	multidomain scavenger receptor, putative	0.0061	0.1318	1
Mycobacterium ulcerans	long-chain-fatty-acid--CoA ligase	0.0025	0.0287	1
Schistosoma mansoni	tar DNA-binding protein	0.0126	0.3149	0.2887
Mycobacterium tuberculosis	Probable chain -fatty-acid-CoA ligase FadD13 (fatty-acyl-CoA synthetase)	0.0025	0.0287	1
Echinococcus granulosus	Basic leucine zipper bZIP transcription	0.0038	0.0655	0.0298
Loa Loa (eye worm)	hypothetical protein	0.0019	0.0107	0.0129
Brugia malayi	Intermediate filament tail domain containing protein	0.0028	0.0369	0.0444
Trypanosoma brucei	mitogen activated protein kinase 4, putative	0.0053	0.1075	0.5
Entamoeba histolytica	hypothetical protein	0.0038	0.0655	1
Loa Loa (eye worm)	doublecortin family protein	0.0061	0.1318	0.1589
Echinococcus multilocularis	lipoxygenase domain containing protein	0.0061	0.1318	0.0985
Mycobacterium ulcerans	hypothetical protein	0.0025	0.0287	1
Mycobacterium tuberculosis	Fatty-acid-AMP ligase FadD30 (fatty-acid-AMP synthetase) (fatty-acid-AMP synthase)	0.0019	0.0107	0.139
Schistosoma mansoni	loxhd1	0.0061	0.1318	0.0985
Loa Loa (eye worm)	hypothetical protein	0.0025	0.0287	0.0346
Loa Loa (eye worm)	hypothetical protein	0.0025	0.0287	0.0346
Loa Loa (eye worm)	hypothetical protein	0.0028	0.0369	0.0444
Loa Loa (eye worm)	hypothetical protein	0.0019	0.0107	0.0129
Schistosoma mansoni	lipoxygenase	0.0368	1	1
Echinococcus multilocularis	Polycystic kidney disease protein	0.0061	0.1318	0.0985
Echinococcus multilocularis	mitogen activated protein kinase 3	0.0053	0.1075	0.0733
Brugia malayi	TAR-binding protein	0.0126	0.3149	0.3798
Echinococcus multilocularis	mitogen activated protein kinase	0.0053	0.1075	0.0733

Activities

Activity type	Activity value	Assay description	Source	Reference
EC50 (functional)	= 15 nM	Agonistic activity against human progesterone receptor in CV-1 cells	ChEMBL.	12954062
EC50 (functional)	= 15 nM	Agonistic activity against human progesterone receptor in CV-1 cells	ChEMBL.	12954062
EC50 (functional)	= 44 nM	Agonistic activity against human progesterone receptor in T47D breast cancer cells	ChEMBL.	12954062
EC50 (functional)	= 44 nM	Agonistic activity against human progesterone receptor in T47D breast cancer cells	ChEMBL.	12954062
Efficacy (functional)	= 40 %	Percent agonistic effect towards human progesterone receptor in T47D breast cancer cells	ChEMBL.	12954062
Efficacy (functional)	= 40 %	Percent agonistic effect towards human progesterone receptor in T47D breast cancer cells	ChEMBL.	12954062
Efficacy (functional)	= 50 %	Percent agonistic effect towards human progesterone receptor in CV-1 cells	ChEMBL.	12954062
Efficacy (functional)	= 50 %	Percent agonistic effect towards human progesterone receptor in CV-1 cells	ChEMBL.	12954062
Ki (binding)	= 9.2 nM	Binding affinity towards human progesterone receptor A isoform using progesterone as radioligand	ChEMBL.	12954062
Ki (binding)	= 9.2 nM	Binding affinity towards human progesterone receptor A isoform using progesterone as radioligand	ChEMBL.	12954062

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: CHEMBL335879
PubChem: 11047249

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 230604