Detailed information for compound 603280

Basic information

Technical information
  • TDR Targets ID: 603280
  • Name: 3-bromo-N-[1-(3,4-diethoxyphenyl)ethyl]-4-met hoxybenzamide
  • MW: 422.313 | Formula: C20H24BrNO4
  • H donors: 1 H acceptors: 1 LogP: 4.43 Rotable bonds: 9
    Rule of 5 violations (Lipinski): 1
  • SMILES: CCOc1cc(ccc1OCC)C(NC(=O)c1ccc(c(c1)Br)OC)C
  • InChi: 1S/C20H24BrNO4/c1-5-25-18-10-7-14(12-19(18)26-6-2)13(3)22-20(23)15-8-9-17(24-4)16(21)11-15/h7-13H,5-6H2,1-4H3,(H,22,23)
  • InChiKey: KYRIVZTUKGFZQO-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 3-bromo-N-[1-(3,4-diethoxyphenyl)ethyl]-4-methoxy-benzamide
  • T5803968

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
Plasmodium vivax dihydrolipoyl dehydrogenase, apicoplast, putative 0.0016 0.0388 0.0003
Leishmania major hypothetical protein, conserved 0.0025 0.1019 0.1918
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0062 0.3678 1
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0062 0.3678 1
Schistosoma mansoni cathepsin F (C01 family) 0.0016 0.0387 0.0387
Toxoplasma gondii thioredoxin reductase 0.0047 0.2597 1
Wolbachia endosymbiont of Brugia malayi dihydrolipoamide dehydrogenase E3 component 0.0016 0.0388 0.5
Mycobacterium tuberculosis Probable membrane NADH dehydrogenase NdhA 0.0108 0.693 0.8837
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0016 0.0387 0.9986
Onchocerca volvulus 0.0016 0.0387 1
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0062 0.3678 1
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0016 0.0387 0.9986
Mycobacterium tuberculosis NAD(P)H quinone reductase LpdA 0.012 0.779 1
Wolbachia endosymbiont of Brugia malayi dihydrolipoamide dehydrogenase E3 component 0.0016 0.0388 0.5
Onchocerca volvulus Cathepsin F homolog 0.0016 0.0387 1
Mycobacterium ulcerans dihydrolipoamide dehydrogenase, LpdB 0.0016 0.0388 0.5
Giardia lamblia NADH oxidase lateral transfer candidate 0.0016 0.0388 0.5
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0062 0.3678 1
Echinococcus multilocularis cysteine protease 0.0016 0.0387 0.141
Trichomonas vaginalis Clan CA, family C1, papain-like cysteine peptidase 0.0016 0.0387 0.9986
Mycobacterium tuberculosis Probable oxidoreductase 0.012 0.779 1
Mycobacterium ulcerans dihydrolipoamide dehydrogenase 0.0016 0.0388 0.5
Trypanosoma cruzi dihydrolipoamide dehydrogenase, putative 0.0016 0.0388 0.0002
Trypanosoma cruzi dihydrolipoamide dehydrogenase, putative 0.0016 0.0388 0.0002
Mycobacterium leprae DIHYDROLIPOAMIDE DEHYDROGENASE LPD (LIPOAMIDE REDUCTASE (NADH)) (LIPOYL DEHYDROGENASE) (DIHYDROLIPOYL DEHYDROGENASE) (DIAPHORASE 0.012 0.779 1
Trypanosoma cruzi PAB1-binding protein , putative 0.0025 0.1019 0.1918
Loa Loa (eye worm) hypothetical protein 0.0016 0.0387 0.0499
Trypanosoma cruzi dihydrolipoyl dehydrogenase, putative 0.0016 0.0388 0.0002
Plasmodium falciparum thioredoxin reductase 0.0016 0.0388 0.0003
Trypanosoma cruzi dihydrolipoyl dehydrogenase, putative 0.0016 0.0388 0.0002
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0016 0.0387 0.9986
Onchocerca volvulus 0.0016 0.0387 1
Onchocerca volvulus 0.0016 0.0387 1
Brugia malayi glutathione reductase 0.0047 0.2597 0.335
Mycobacterium tuberculosis Probable reductase 0.0108 0.693 0.8837
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0062 0.3678 1
Brugia malayi Cathepsin L-like precursor 0.0016 0.0387 0.0499
Trypanosoma cruzi cysteine peptidase, putative 0.0062 0.3678 1
Trypanosoma cruzi dihydrolipoamide dehydrogenase, putative 0.0016 0.0388 0.0002
Plasmodium vivax ataxin-2 like protein, putative 0.0025 0.1019 0.2856
Trichomonas vaginalis Clan CA, family C1, papain-like cysteine peptidase 0.0016 0.0387 0.9986
Brugia malayi Cathepsin L-like precursor 0.0016 0.0387 0.0499
Loa Loa (eye worm) MH2 domain-containing protein 0.0119 0.7754 1
Trypanosoma brucei trypanothione reductase 0.0047 0.2597 0.6715
Leishmania major 2-oxoglutarate dehydrogenase, e3 component, lipoamidedehydrogenase-like protein 0.0016 0.0388 0.0002
Brugia malayi Cathepsin L-like precursor 0.0016 0.0387 0.0499
Mycobacterium tuberculosis Probable NADH dehydrogenase Ndh 0.0108 0.693 0.8837
Toxoplasma gondii LsmAD domain-containing protein 0.0025 0.1019 0.2856
Onchocerca volvulus 0.0016 0.0387 1
Plasmodium falciparum glutathione reductase 0.0016 0.0388 0.0003
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0016 0.0387 0.9986
Brugia malayi Thioredoxin reductase 0.0047 0.2597 0.335
Loa Loa (eye worm) papain family cysteine protease containing protein 0.0016 0.0387 0.0499
Echinococcus granulosus cathepsin l1 0.0016 0.0387 0.1491
Echinococcus granulosus cathepsin L cysteine proteinase 0.0016 0.0387 0.1491
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0062 0.3678 1
Loa Loa (eye worm) ctsf protein 0.0016 0.0387 0.0499
Schistosoma mansoni dihydrolipoamide dehydrogenase 0.0016 0.0388 0.0388
Entamoeba histolytica cysteine proteinase, putative 0.0016 0.0387 1
Loa Loa (eye worm) cysteine protease 0.0016 0.0387 0.0499
Trichomonas vaginalis Clan CA, family C1, papain-like cysteine peptidase 0.0016 0.0387 0.9986
Schistosoma mansoni hypothetical protein 0.0011 0.0024 0.0024
Trypanosoma cruzi cysteine peptidase, putative 0.0062 0.3678 1
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0016 0.0387 0.9986
Brugia malayi Papain family cysteine protease containing protein 0.0016 0.0387 0.0499
Brugia malayi Cathepsin L-like precursor 0.0016 0.0387 0.0499
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0016 0.0387 0.9986
Plasmodium falciparum dihydrolipoyl dehydrogenase, apicoplast 0.0016 0.0388 0.0003
Echinococcus granulosus Ataxin 2 N terminaldomain containing protein 0.0011 0.0024 0.0094
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0016 0.0387 0.9986
Leishmania major trypanothione reductase 0.0047 0.2597 0.6716
Loa Loa (eye worm) fibroinase 0.0016 0.0387 0.0499
Brugia malayi Cathepsin L-like precursor 0.0016 0.0387 0.0499
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0016 0.0387 0.9986
Trypanosoma cruzi major cysteine proteinase, putative 0.0049 0.2723 0.7098
Trypanosoma cruzi cysteine peptidase, putative 0.0062 0.3678 1
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0016 0.0387 0.9986
Mycobacterium tuberculosis Probable nitrite reductase [NAD(P)H] large subunit [FAD flavoprotein] NirB 0.0108 0.693 0.8837
Plasmodium falciparum ataxin-2 like protein, putative 0.0025 0.1019 0.2856
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0016 0.0387 0.9986
Echinococcus multilocularis cathepsin L cysteine protease 0.0016 0.0387 0.141
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0016 0.0387 0.9986
Echinococcus multilocularis cathepsin l cysteine peptidase 0.0016 0.0387 0.141
Trypanosoma cruzi cruzipain precursor, putative 0.0062 0.3678 1
Loa Loa (eye worm) glutathione reductase 0.0047 0.2597 0.335
Entamoeba histolytica cysteine proteinase, putative 0.0016 0.0387 1
Leishmania major cathepsin L-like protease 0.0062 0.3678 1
Trypanosoma cruzi dihydrolipoamide dehydrogenase, putative 0.0016 0.0388 0.0002
Brugia malayi hypothetical protein 0.0025 0.1019 0.1314
Brugia malayi MH2 domain containing protein 0.0119 0.7754 1
Onchocerca volvulus Cathepsin L homolog 0.0016 0.0387 1
Plasmodium vivax thioredoxin reductase, putative 0.0047 0.2597 1
Trypanosoma cruzi trypanothione reductase, putative 0.0016 0.0388 0.0002
Trichomonas vaginalis Clan CA, family C1, papain-like cysteine peptidase 0.0016 0.0387 0.9986
Leishmania major dihydrolipoamide dehydrogenase, putative 0.0016 0.0388 0.0002
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0062 0.3678 1
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0062 0.3678 1
Trichomonas vaginalis Clan CA, family C1, papain-like cysteine peptidase 0.0016 0.0387 0.9986
Plasmodium falciparum dihydrolipoyl dehydrogenase, mitochondrial 0.0016 0.0388 0.0003
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0062 0.3678 1
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0016 0.0387 0.9986
Loa Loa (eye worm) transcription factor SMAD2 0.0119 0.7754 1
Onchocerca volvulus Cathepsin L homolog 0.0016 0.0387 1
Brugia malayi Pyridine nucleotide-disulphide oxidoreductase, dimerisation domain containing protein 0.0012 0.0077 0.0099
Brugia malayi Cathepsin L-like precursor 0.0016 0.0387 0.0499
Toxoplasma gondii NADPH-glutathione reductase 0.0016 0.0388 0.0003
Brugia malayi hypothetical protein 0.0016 0.038 0.049
Plasmodium falciparum glutathione reductase 0.0047 0.2597 1
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0016 0.0387 0.9986
Echinococcus multilocularis cathepsin l cysteine peptidase 0.0016 0.0387 0.141
Echinococcus multilocularis cysteine protease 0.0016 0.0387 0.141
Leishmania major acetoin dehydrogenase e3 component-like protein 0.0016 0.0388 0.0002
Plasmodium vivax glutathione reductase, putative 0.0047 0.2597 1
Plasmodium falciparum thioredoxin reductase 0.0047 0.2597 1
Trypanosoma cruzi dihydrolipoamide dehydrogenase, putative 0.0016 0.0388 0.0002
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0062 0.3678 1
Onchocerca volvulus 0.0016 0.0387 1
Loa Loa (eye worm) Papain cysteine protease/cathepsin propeptide inhibitor-containing protein 0.0016 0.0387 0.0499
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0016 0.0387 0.9986
Schistosoma mansoni cathepsin F (C01 family) 0.0016 0.0387 0.0387
Onchocerca volvulus 0.0016 0.0387 1
Entamoeba histolytica cysteine protease, putative 0.0016 0.0387 1
Leishmania major dihydrolipoamide dehydrogenase, putative 0.0016 0.0388 0.0002
Trypanosoma cruzi trypanothione reductase, putative 0.0047 0.2597 0.6716
Echinococcus multilocularis thioredoxin glutathione reductase 0.0047 0.2597 1
Onchocerca volvulus 0.0016 0.0387 1
Chlamydia trachomatis dihydrolipoyl dehydrogenase 0.0016 0.0388 0.5
Plasmodium falciparum ataxin-2 like protein, putative 0.0025 0.1019 0.2856
Mycobacterium ulcerans flavoprotein disulfide reductase 0.0016 0.0388 0.5
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0062 0.3678 1
Echinococcus multilocularis cathepsin L cysteine protease 0.0016 0.0387 0.141
Trichomonas vaginalis glutathione reductase, putative 0.0016 0.0388 1
Treponema pallidum NADH oxidase 0.0016 0.0388 0.5
Brugia malayi dihydrolipoyl dehydrogenase, mitochondrial precursor, putative 0.0016 0.0388 0.05
Loa Loa (eye worm) hypothetical protein 0.0025 0.1019 0.1314
Leishmania major cathepsin L-like protease 0.0062 0.3678 1
Trichomonas vaginalis Clan CA, family C1, papain-like cysteine peptidase 0.0016 0.0387 0.9986
Echinococcus granulosus cathepsin l cysteine peptidase 0.0016 0.0387 0.1491
Mycobacterium tuberculosis Probable dehydrogenase 0.0108 0.693 0.8837
Trichomonas vaginalis Clan CA, family C1, papain-like cysteine peptidase 0.0016 0.0387 0.9986
Trichomonas vaginalis Clan CA, family C1, papain-like cysteine peptidase 0.0016 0.0387 0.9986
Brugia malayi alpha keto acid dehydrogenase complex, E3 component, lipoamide dehydrogenase 0.0012 0.0077 0.0099
Mycobacterium tuberculosis Dihydrolipoamide dehydrogenase LpdC (lipoamide reductase (NADH)) (lipoyl dehydrogenase) (dihydrolipoyl dehydrogenase) (diaphoras 0.012 0.779 1
Leishmania major cathepsin L-like protease 0.0062 0.3678 1
Trypanosoma cruzi dihydrolipoamide dehydrogenase, putative 0.0016 0.0388 0.0002
Trichomonas vaginalis Clan CA, family C1, papain-like cysteine peptidase 0.0016 0.0387 0.9986
Trypanosoma cruzi cysteine peptidase, clan CA, family C1, cathepsin L-like, putative 0.0057 0.3291 0.8824
Trichomonas vaginalis Clan CA, family C1, cathepsin L or K-like cysteine peptidase 0.0016 0.0387 0.9986
Loa Loa (eye worm) thioredoxin reductase 0.0047 0.2597 0.335
Trypanosoma cruzi PAB1-binding protein , putative 0.0025 0.1019 0.1918
Trichomonas vaginalis mercuric reductase, putative 0.0016 0.0388 1
Echinococcus granulosus dihydrolipoamide dehydrogenase 0.0016 0.0388 0.1493
Echinococcus granulosus thioredoxin glutathione reductase 0.0047 0.2597 1
Plasmodium vivax dihydrolipoyl dehydrogenase, mitochondrial, putative 0.0016 0.0388 0.0003
Mycobacterium tuberculosis Putative ferredoxin reductase 0.0108 0.693 0.8837
Echinococcus multilocularis dihydrolipoamide dehydrogenase 0.0016 0.0388 0.1412
Toxoplasma gondii pyruvate dehydrogenase complex subunit PDH-E3II 0.0016 0.0388 0.0003
Mycobacterium tuberculosis NADPH-dependent mycothiol reductase Mtr 0.0047 0.2597 0.2985
Trichomonas vaginalis Clan CA, family C1, cathepsin L or K-like cysteine peptidase 0.0016 0.0387 0.9986
Trypanosoma brucei PAB1-binding protein , putative 0.0025 0.1019 0.1917

Activities

Activity type Activity value Assay description Source Reference
Inhibition (functional) = -0.9 % ST_JUDE_LEISH: Cytotoxicity at 2uM final concentration against transgenic Leishmania Mexicana promastigotes LmGT2 that are glucose transport deficient and complemented with the L. Mexicana glucose transporter 2. Activity is measured by by DNA content using SYBR green in vitro ChEMBL. No reference
Inhibition (functional) = -0.71 % ST_JUDE_LEISH: Cytotoxicity at 2uM final concentration against transgenic Leishmania Mexicana promastigotes LmPfHT that are glucose transport deficient and complemented with the Plasmodium falciparum hexose transporter. Activity is measured by by DNA content using SYBR green in vitro ChEMBL. No reference
Inhibition (functional) = 1.14 % ST_JUDE_LEISH: Cytotoxicity at 2uM final concentration against transgenic Leishmania Mexicana promastigotes LmGLUT1 that are glucose transport deficient and complemented with the human glucose transporter GLUT1. Activity is measured by DNA content using SYBR green in vitro ChEMBL. No reference
Inhibition (functional) = 2 % GSK_TCMDC: Inhibition of Plasmodium falciparum 3D7 LDH activity, using an LDH reporter assay. Test compounds present at 2uM ChEMBL. 20485427
Inhibition (functional) = 9 % GSK_TCMDC: Percent inhibition of human HepG2 cell line. Test compounds present at 10uM. ChEMBL. 20485427
Inhibition (functional) = 100 % GSK_TCMDC: Inhibition of Plasmodium falciparum Dd2 in whole red blood cells, using parasite LDH activity as an index of growth. Test compounds present at 2uM ChEMBL. 20485427
Inhibition (functional) = 100 % GSK_TCMDC: Inhibition of Plasmodium falciparum 3D7 in whole red blood cells, using parasite LDH activity as an index of growth. Test compounds present at 2uM ChEMBL. 20485427
Inhibition frequency index (IFI) (functional) = 2.08 Inhibition Frequency Index (IFI) GSK. 20485427
Percent growth inhibition (functional) = 2 % Percent inhibition of P. falciparum lactate dehydrogenase activity (at 2 uM) GSK. 20485427
Percent growth inhibition (functional) = 9 % Percent inhibition of HepG2 growth (at 10 uM) GSK. 20485427
Percent growth inhibition (functional) = 100 % Percent inhibition of P. falciparum Dd2 growth (at 2 uM) GSK. 20485427
Percent growth inhibition (functional) = 100 % Percent inhibition of P. falciparum 3D7 growth (at 2 uM) GSK. 20485427
XC50 (functional) = 6.15 XC50 determination of P. falciparum 3D7 growth GSK. 20485427
XC50 (functional) = 0.70641 uM GSK_TCMDC: Inhibition of Plasmodium falciparum 3D7 in whole erythrocytes, using parasite LDH activity as an index of growth. ChEMBL. 20485427

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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