Detailed information for compound 229858

Basic information

Technical information
  • TDR Targets ID: 229858
  • Name: (5Z)-9-fluoro-5-[(2-fluorophenyl)methylidene] -2,2,4-trimethyl-1H-chromeno[3,4-f]quinoline
  • MW: 401.448 | Formula: C26H21F2NO
  • H donors: 1 H acceptors: 0 LogP: 6.27 Rotable bonds: 1
    Rule of 5 violations (Lipinski): 1
  • SMILES: Fc1ccc2c(c1)c1ccc3c(c1/C(=C/c1ccccc1F)/O2)C(=CC(N3)(C)C)C
  • InChi: 1S/C26H21F2NO/c1-15-14-26(2,3)29-21-10-9-18-19-13-17(27)8-11-22(19)30-23(25(18)24(15)21)12-16-6-4-5-7-20(16)28/h4-14,29H,1-3H3/b23-12-
  • InChiKey: PMTFOILKAFIZEU-FMCGGJTJSA-N  

Network

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Synonyms

  • (5Z)-9-fluoro-5-[(2-fluorophenyl)methylene]-2,2,4-trimethyl-1H-chromeno[3,4-f]quinoline
  • (5Z)-9-fluoro-5-[(2-fluorophenyl)methylene]-2,2,4-trimethyl-1H-[1]benzopyrano[3,4-f]quinoline
  • (5Z)-9-fluoro-5-(2-fluorobenzylidene)-2,2,4-trimethyl-1H-chromeno[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

Obtained from network model

Ranking Plot


Putative Targets List


Species Potential target Raw Global Species
Trypanosoma brucei trypanothione reductase 0.0265 1 1
Echinococcus granulosus dihydrolipoamide dehydrogenase 0.0092 0.2803 0.2803
Leishmania major trypanothione reductase 0.0265 1 1
Trichomonas vaginalis mercuric reductase, putative 0.0092 0.2803 1
Entamoeba histolytica glutamate synthase beta subunit, putative 0.0024 0 0.5
Leishmania major acetoin dehydrogenase e3 component-like protein 0.0092 0.2803 0.2803
Onchocerca volvulus 0.0024 0 0.5
Trypanosoma cruzi dihydrolipoamide dehydrogenase, putative 0.0092 0.2803 0.2803
Giardia lamblia NADH oxidase lateral transfer candidate 0.0092 0.2803 1
Mycobacterium ulcerans flavoprotein disulfide reductase 0.0092 0.2803 1
Toxoplasma gondii pyruvate dehydrogenase complex subunit PDH-E3II 0.0092 0.2803 0.2803
Wolbachia endosymbiont of Brugia malayi dihydrolipoamide dehydrogenase E3 component 0.0092 0.2803 1
Echinococcus granulosus thioredoxin glutathione reductase 0.0265 1 1
Mycobacterium ulcerans dihydrolipoamide dehydrogenase 0.0092 0.2803 1
Trichomonas vaginalis glutathione reductase, putative 0.0092 0.2803 1
Trypanosoma brucei dihydrolipoamide dehydrogenase, point mutation 0.0092 0.2803 0.2803
Leishmania major 2-oxoglutarate dehydrogenase, e3 component, lipoamidedehydrogenase-like protein 0.0092 0.2803 0.2803
Wolbachia endosymbiont of Brugia malayi dihydrolipoamide dehydrogenase E3 component 0.0092 0.2803 1
Plasmodium falciparum dihydrolipoyl dehydrogenase, apicoplast 0.0092 0.2803 0.2803
Trypanosoma cruzi dihydrolipoyl dehydrogenase, putative 0.0092 0.2803 0.2803
Mycobacterium tuberculosis NAD(P)H quinone reductase LpdA 0.0092 0.2803 0.2803
Loa Loa (eye worm) thioredoxin reductase 0.0265 1 1
Trypanosoma cruzi dihydrolipoamide dehydrogenase, putative 0.0092 0.2803 0.2803
Mycobacterium ulcerans dihydrolipoamide dehydrogenase, LpdB 0.0092 0.2803 1
Trypanosoma cruzi trypanothione reductase, putative 0.0265 1 1
Mycobacterium tuberculosis NADPH-dependent mycothiol reductase Mtr 0.0265 1 1
Plasmodium falciparum thioredoxin reductase 0.0092 0.2803 0.2803
Plasmodium vivax dihydrolipoyl dehydrogenase, apicoplast, putative 0.0092 0.2803 0.2803
Echinococcus multilocularis dihydrolipoamide dehydrogenase 0.0092 0.2803 0.2803
Entamoeba histolytica NAD(FAD)-dependent dehydrogenase, putative 0.0024 0 0.5
Echinococcus multilocularis thioredoxin glutathione reductase 0.0265 1 1
Brugia malayi dihydrolipoyl dehydrogenase, mitochondrial precursor, putative 0.0092 0.2803 0.2803
Plasmodium falciparum thioredoxin reductase 0.0265 1 1
Toxoplasma gondii NADPH-glutathione reductase 0.0092 0.2803 0.2803
Plasmodium vivax glutathione reductase, putative 0.0265 1 1
Mycobacterium tuberculosis Dihydrolipoamide dehydrogenase LpdC (lipoamide reductase (NADH)) (lipoyl dehydrogenase) (dihydrolipoyl dehydrogenase) (diaphoras 0.0092 0.2803 0.2803
Leishmania major dihydrolipoamide dehydrogenase, putative 0.0092 0.2803 0.2803
Mycobacterium tuberculosis Probable soluble pyridine nucleotide transhydrogenase SthA (STH) (NAD(P)(+) transhydrogenase [B-specific]) (nicotinamide nucleot 0.0092 0.2803 0.2803
Entamoeba histolytica dihydropyrimidine dehydrogenase, putative 0.0024 0 0.5
Trypanosoma cruzi trypanothione reductase, putative 0.0092 0.2803 0.2803
Plasmodium vivax thioredoxin reductase, putative 0.0265 1 1
Schistosoma mansoni dihydrolipoamide dehydrogenase 0.0092 0.2803 0.2803
Leishmania major dihydrolipoamide dehydrogenase, putative 0.0092 0.2803 0.2803
Trypanosoma cruzi dihydrolipoamide dehydrogenase, putative 0.0092 0.2803 0.2803
Entamoeba histolytica thioredoxin reductase, putative 0.0024 0 0.5
Brugia malayi Pyridine nucleotide-disulphide oxidoreductase, dimerisation domain containing protein 0.0068 0.179 0.179
Treponema pallidum NADH oxidase 0.0092 0.2803 1
Brugia malayi alpha keto acid dehydrogenase complex, E3 component, lipoamide dehydrogenase 0.0068 0.179 0.179
Plasmodium falciparum glutathione reductase 0.0092 0.2803 0.2803
Chlamydia trachomatis dihydrolipoyl dehydrogenase 0.0092 0.2803 1
Trypanosoma cruzi dihydrolipoamide dehydrogenase, putative 0.0092 0.2803 0.2803
Plasmodium vivax dihydrolipoyl dehydrogenase, mitochondrial, putative 0.0092 0.2803 0.2803
Trypanosoma cruzi dihydrolipoamide dehydrogenase, putative 0.0092 0.2803 0.2803
Trypanosoma brucei dihydrolipoamide dehydrogenase 0.0092 0.2803 0.2803
Mycobacterium leprae DIHYDROLIPOAMIDE DEHYDROGENASE LPD (LIPOAMIDE REDUCTASE (NADH)) (LIPOYL DEHYDROGENASE) (DIHYDROLIPOYL DEHYDROGENASE) (DIAPHORASE 0.0092 0.2803 1
Brugia malayi Thioredoxin reductase 0.0265 1 1
Plasmodium falciparum glutathione reductase 0.0265 1 1
Trypanosoma cruzi dihydrolipoamide dehydrogenase, putative 0.0092 0.2803 0.2803
Trypanosoma brucei dihydrolipoyl dehydrogenase 0.0092 0.2803 0.2803
Mycobacterium tuberculosis Probable oxidoreductase 0.0092 0.2803 0.2803
Toxoplasma gondii thioredoxin reductase 0.0265 1 1
Loa Loa (eye worm) glutathione reductase 0.0265 1 1
Entamoeba histolytica disulphide oxidoreductase, putative 0.0024 0 0.5
Entamoeba histolytica glutamate synthase beta subunit, putative 0.0024 0 0.5
Trypanosoma brucei dihydrolipoamide dehydrogenase 0.0092 0.2803 0.2803
Entamoeba histolytica pyridine nucleotide-disulfide oxidoreductase family protein 0.0024 0 0.5
Plasmodium falciparum dihydrolipoyl dehydrogenase, mitochondrial 0.0092 0.2803 0.2803
Trypanosoma cruzi dihydrolipoyl dehydrogenase, putative 0.0092 0.2803 0.2803

Activities

Activity type Activity value Assay description Source Reference
EC50 (functional) = 7.3 nM Agonistic activity against human progesterone receptor in CV-1 cells ChEMBL. 12954062
EC50 (functional) = 7.3 nM Agonistic activity against human progesterone receptor in CV-1 cells ChEMBL. 12954062
EC50 (functional) = 29 nM Agonistic activity against human progesterone receptor in T47D breast cancer cells ChEMBL. 12954062
EC50 (functional) = 29 nM Agonistic activity against human progesterone receptor in T47D breast cancer cells ChEMBL. 12954062
Efficacy (functional) = 47 % Percent agonistic effect towards human progesterone receptor in T47D breast cancer cells ChEMBL. 12954062
Efficacy (functional) = 47 % Percent agonistic effect towards human progesterone receptor in T47D breast cancer cells ChEMBL. 12954062
Efficacy (functional) = 190 % Percent agonistic effect towards human progesterone receptor in CV-1 cells ChEMBL. 12954062
Efficacy (functional) = 190 % Percent agonistic effect towards human progesterone receptor in CV-1 cells ChEMBL. 12954062
Ki (binding) = 0.62 nM Binding affinity towards human progesterone receptor A isoform using progesterone as radioligand ChEMBL. 12954062
Ki (binding) = 0.62 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

Bibliographic References

1 literature reference was collected for this gene.

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