Detailed information for compound 784906

Basic information

Technical information
  • TDR Targets ID: 784906
  • Name: N-(3-bromophenyl)-N-[3-(2-hydroxyethylamino)- 1,4-dioxonaphthalen-2-yl]acetamide
  • MW: 429.264 | Formula: C20H17BrN2O4
  • H donors: 2 H acceptors: 4 LogP: 2.78 Rotable bonds: 6
    Rule of 5 violations (Lipinski): 1
  • SMILES: OCCNC1=C(N(c2cccc(c2)Br)C(=O)C)C(=O)c2c(C1=O)cccc2
  • InChi: 1S/C20H17BrN2O4/c1-12(25)23(14-6-4-5-13(21)11-14)18-17(22-9-10-24)19(26)15-7-2-3-8-16(15)20(18)27/h2-8,11,22,24H,9-10H2,1H3
  • InChiKey: GBGUQVDRQKBDLS-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • N-(3-bromophenyl)-N-[3-(2-hydroxyethylamino)-1,4-dioxo-2-naphthyl]acetamide
  • N-(3-bromophenyl)-N-[3-(2-hydroxyethylamino)-1,4-diketo-2-naphthyl]acetamide
  • N-(3-bromophenyl)-N-[3-(2-hydroxyethylamino)-1,4-dioxo-naphthalen-2-yl]ethanamide

Targets

Known targets for this compound

No curated genes were found associated with this compound

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
Echinococcus multilocularis NADH cytochrome b5 reductase 3 0.00181885 0.000971108 0.000971108
Mycobacterium ulcerans formate dehydrogenase H FdhF 0.0220302 1 1
Toxoplasma gondii flavodoxin domain-containing protein 0.00961772 0.386461 1
Toxoplasma gondii flavodoxin domain-containing protein 0.00961772 0.386461 1
Echinococcus granulosus potassium voltage gated channel subfamily H 0.00550342 0.183096 0.183096
Trypanosoma cruzi Flavodoxin/Radical SAM superfamily/Wyosine base formation, putative 0.00779887 0.296558 0.295874
Trypanosoma brucei NADPH--cytochrome P450 reductase, putative 0.0220302 1 1
Trichomonas vaginalis NADPH cytochrome P450, putative 0.00779887 0.296558 0.161959
Onchocerca volvulus 0.00181885 0.000971108 0.5
Giardia lamblia Nitric oxide synthase, inducible 0.0202114 0.910096 1
Trichomonas vaginalis NADPH fad oxidoreductase, putative 0.0202114 0.910096 0.892894
Schistosoma mansoni NADPH flavin oxidoreductase 0.0124125 0.524606 0.524606
Echinococcus multilocularis potassium voltage gated channel subfamily H 0.00550342 0.183096 0.183096
Trypanosoma cruzi p450 reductase, putative 0.0220302 1 1
Echinococcus granulosus NADPH dependent diflavin oxidoreductase 1 0.0220302 1 1
Schistosoma mansoni diflavin oxidoreductase 0.00961772 0.386461 0.386461
Schistosoma mansoni voltage-gated potassium channel 0.00606762 0.210984 0.210984
Echinococcus granulosus cytochrome b5 reductase 4 0.00181885 0.000971108 0.000971108
Brugia malayi Voltage-gated potassium channel, HERG (KCNH2)-related. C. elegans unc-103 ortholog 0.00550342 0.183096 0.183096
Trypanosoma brucei S-adenosyl-L-methionine-dependent tRNA 4-demethylwyosine synthase, putative 0.00779887 0.296558 0.295874
Trypanosoma cruzi NADPH--cytochrome P450 reductase, putative 0.00779887 0.296558 0.295874
Mycobacterium tuberculosis Hypothetical oxidoreductase 0.00181885 0.000971108 0.5
Entamoeba histolytica type A flavoprotein, putative 0.00779887 0.296558 0.5
Schistosoma mansoni cytochrome B5 0.00181885 0.000971108 0.000971108
Brugia malayi FAD binding domain containing protein 0.0142314 0.61451 0.61451
Schistosoma mansoni 5-methyl tetrahydrofolate-homocysteine methyltransferase reductase 0.0142314 0.61451 0.61451
Brugia malayi diaphorase 0.00181885 0.000971108 0.000971108
Leishmania major NADPH-cytochrome p450 reductase-like protein 0.0220302 1 1
Trypanosoma cruzi cytochrome P450 reductase, putative 0.0220302 1 1
Entamoeba histolytica type A flavoprotein, putative 0.00779887 0.296558 0.5
Mycobacterium tuberculosis Probable monooxygenase 0.00181885 0.000971108 0.5
Loa Loa (eye worm) FAD binding domain-containing protein 0.0142314 0.61451 0.61451
Giardia lamblia Hypothetical protein 0.0202114 0.910096 1
Echinococcus multilocularis NADPH cytochrome P450 reductase 0.0220302 1 1
Echinococcus granulosus NADPH cytochrome P450 reductase 0.0220302 1 1
Entamoeba histolytica type A flavoprotein, putative 0.00779887 0.296558 0.5
Mycobacterium tuberculosis Probable oxidoreductase 0.00181885 0.000971108 0.5
Echinococcus granulosus cytochrome b5 reductase 4 0.00181885 0.000971108 0.000971108
Brugia malayi FAD binding domain containing protein 0.0220302 1 1
Mycobacterium tuberculosis Possible oxygenase 0.00181885 0.000971108 0.5
Trichomonas vaginalis sulfite reductase, putative 0.0220302 1 1
Loa Loa (eye worm) FAD binding domain-containing protein 0.0220302 1 1
Plasmodium vivax flavodoxin domain containing protein 0.0202114 0.910096 0.910009
Echinococcus multilocularis cytochrome b5 reductase 4 0.00181885 0.000971108 0.000971108
Mycobacterium tuberculosis Possible electron transfer protein FdxB 0.00181885 0.000971108 0.5
Entamoeba histolytica type A flavoprotein, putative 0.00779887 0.296558 0.5
Chlamydia trachomatis sulfite reductase 0.0142314 0.61451 1
Loa Loa (eye worm) hypothetical protein 0.0220302 1 1
Trypanosoma cruzi Flavodoxin/Radical SAM superfamily/Wyosine base formation, putative 0.00779887 0.296558 0.295874
Loa Loa (eye worm) hypothetical protein 0.00472332 0.144536 0.144536
Brugia malayi Cytochrome b5-like Heme/Steroid binding domain containing protein 0.00181885 0.000971108 0.000971108
Trichomonas vaginalis NADPH cytochrome P450, putative 0.00779887 0.296558 0.161959
Plasmodium vivax NADPH-cytochrome p450 reductase, putative 0.0220302 1 1
Brugia malayi flavodoxin family protein 0.00779887 0.296558 0.296558
Trypanosoma brucei NADPH-dependent diflavin oxidoreductase 1 0.0220302 1 1
Echinococcus granulosus NADH cytochrome b5 reductase 3 0.00181885 0.000971108 0.000971108
Loa Loa (eye worm) flavodoxin family protein 0.00779887 0.296558 0.296558
Echinococcus multilocularis NADPH dependent diflavin oxidoreductase 1 0.0220302 1 1
Plasmodium vivax hypothetical protein, conserved 0.00779887 0.296558 0.295874
Loa Loa (eye worm) diaphorase 0.00181885 0.000971108 0.000971108
Entamoeba histolytica type A flavoprotein, putative 0.00779887 0.296558 0.5
Plasmodium falciparum nitric oxide synthase, putative 0.0220302 1 1
Trichomonas vaginalis NADPH cytochrome P450, putative 0.00779887 0.296558 0.161959
Trichomonas vaginalis NADPH cytochrome P450, putative 0.00779887 0.296558 0.161959
Schistosoma mansoni NADH-cytochrome B5 reductase 0.00181885 0.000971108 0.000971108
Plasmodium falciparum S-adenosyl-L-methionine-dependent tRNA 4-demethylwyosine synthase, putative 0.00779887 0.296558 0.295874
Plasmodium falciparum NADPH--cytochrome P450 reductase, putative 0.00779887 0.296558 0.295874
Leishmania major hypothetical protein, conserved 0.00779887 0.296558 0.295874
Treponema pallidum flavodoxin 0.00779887 0.296558 1
Schistosoma mansoni cytochrome P450 reductase 0.0220302 1 1
Leishmania major p450 reductase, putative 0.0220302 1 1
Echinococcus multilocularis methionine synthase reductase 0.0142314 0.61451 0.61451
Trypanosoma cruzi cytochrome P450 reductase, putative 0.0220302 1 1
Brugia malayi flavodoxin family protein 0.0220302 1 1
Loa Loa (eye worm) cytochrome b5 reductase 4 0.00181885 0.000971108 0.000971108
Leishmania major cytochrome P450 reductase, putative 0.0202114 0.910096 0.910009
Schistosoma mansoni voltage-gated potassium channel 0.00606762 0.210984 0.210984
Echinococcus granulosus methionine synthase reductase 0.0142314 0.61451 0.61451
Trypanosoma cruzi NADPH-dependent FMN/FAD containing oxidoreductase, putative 0.0220302 1 1
Trypanosoma brucei NADPH--cytochrome P450 reductase, putative 0.0220302 1 1
Trypanosoma brucei NADPH-cytochrome p450 reductase, putative 0.0220302 1 1
Loa Loa (eye worm) voltage and ligand gated potassium channel 0.00550342 0.183096 0.183096

Activities

Activity type Activity value Assay description Source Reference
EC50 (functional) 0.0171 uM ST_JUDE: Plasmodium falciparum 3D7 EC50 (uM) as measured by SYBR green dye ChEMBL. 20485428
EC50 (functional) = 0.02 uM Plasmodium falciparum 3D7 EC50 (uM) as measured by SYBR green dye Saint Jude. 20485428
EC50 (functional) 0.0286 uM ST_JUDE: Plasmodium falciparum K1 EC50 (uM) as measured by SYBR green dye ChEMBL. 20485428
EC50 (functional) = 0.03 uM Plasmodium falciparum K1 EC50 (uM) as measured by SYBR green dye Saint Jude. 20485428
Percent growth inhibition (functional) = 110.3 % Plasmodium falciparum 3D7 % growth inhibition at 7uM as measured by SYBR green dye Saint Jude. 20485428
Percent growth inhibition (functional) = 192.5 % Plasmodium falciparum 3D7 % growth inhibition at 7uM as measured by YOYO-3 red dye Saint Jude. 20485428

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Plasmodium falciparum ChEMBL23 20485428

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

No literature references available for this target.

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