Detailed information for compound 435537

Basic information

Technical information
  • TDR Targets ID: 435537
  • Name: 3-[(3,4-dimethoxyphenyl)methyl]-6-[(5-methoxy -2-methyl-1H-indol-3-yl)methyl]-[1,2,4]triazo lo[3,4-b][1,3,4]thiadiazole
  • MW: 449.525 | Formula: C23H23N5O3S
  • H donors: 1 H acceptors: 3 LogP: 4.62 Rotable bonds: 7
    Rule of 5 violations (Lipinski): 1
  • SMILES: COc1ccc2c(c1)c(Cc1nn3c(s1)nnc3Cc1ccc(c(c1)OC)OC)c([nH]2)C
  • InChi: 1S/C23H23N5O3S/c1-13-16(17-11-15(29-2)6-7-18(17)24-13)12-22-27-28-21(25-26-23(28)32-22)10-14-5-8-19(30-3)20(9-14)31-4/h5-9,11,24H,10,12H2,1-4H3
  • InChiKey: DXAIQQLUPIZHOF-UHFFFAOYSA-N  

Network

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Synonyms

  • 6-[(5-methoxy-2-methyl-1H-indol-3-yl)methyl]-3-veratryl-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole
  • 3-[[3-[(3,4-dimethoxyphenyl)methyl]-[1,2,4]triazolo[4,5-d][1,3,4]thiadiazol-6-yl]methyl]-5-methoxy-2-methyl-1H-indole
  • 3-[[3-(3,4-dimethoxybenzyl)-[1,2,4]triazolo[4,5-d][1,3,4]thiadiazol-6-yl]methyl]-5-methoxy-2-methyl-1H-indole

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
Trypanosoma cruzi dihydrolipoamide dehydrogenase, putative 0.0136 0.2613 0.2613
Trichomonas vaginalis AGC family protein kinase 0.0116 0.2028 0.7761
Toxoplasma gondii thioredoxin reductase 0.0392 1 1
Entamoeba histolytica protein kinase, putative 0.0116 0.2028 1
Toxoplasma gondii NADPH-glutathione reductase 0.0136 0.2613 0.2613
Echinococcus multilocularis serine:threonine protein kinase 12 B 0.0116 0.2028 0.2028
Leishmania major dihydrolipoamide dehydrogenase, putative 0.0136 0.2613 0.2613
Trichomonas vaginalis AGC family protein kinase 0.0116 0.2028 0.7761
Chlamydia trachomatis dihydrolipoyl dehydrogenase 0.0136 0.2613 0.5
Echinococcus granulosus dihydrolipoamide dehydrogenase 0.0136 0.2613 0.2613
Echinococcus multilocularis aurora kinase A 0.0116 0.2028 0.2028
Trypanosoma cruzi dihydrolipoyl dehydrogenase, putative 0.0136 0.2613 0.2613
Trypanosoma cruzi trypanothione reductase, putative 0.0392 1 1
Schistosoma mansoni dihydrolipoamide dehydrogenase 0.0136 0.2613 0.2613
Plasmodium falciparum glutathione reductase 0.0136 0.2613 0.2613
Mycobacterium tuberculosis NADPH-dependent mycothiol reductase Mtr 0.0392 1 1
Wolbachia endosymbiont of Brugia malayi dihydrolipoamide dehydrogenase E3 component 0.0136 0.2613 0.5
Plasmodium falciparum serine/threonine protein kinase, putative 0.0116 0.2028 0.2028
Trypanosoma cruzi dihydrolipoamide dehydrogenase, putative 0.0136 0.2613 0.2613
Schistosoma mansoni serine/threonine protein kinase 0.0116 0.2028 0.2028
Echinococcus granulosus thioredoxin glutathione reductase 0.0392 1 1
Plasmodium falciparum thioredoxin reductase 0.0136 0.2613 0.2613
Leishmania major protein kinase, putative 0.0116 0.2028 0.2028
Brugia malayi Pyridine nucleotide-disulphide oxidoreductase, dimerisation domain containing protein 0.01 0.1573 0.1573
Leishmania major acetoin dehydrogenase e3 component-like protein 0.0136 0.2613 0.2613
Entamoeba histolytica protein kinase, putative 0.0116 0.2028 1
Giardia lamblia NADH oxidase lateral transfer candidate 0.0136 0.2613 1
Leishmania major 2-oxoglutarate dehydrogenase, e3 component, lipoamidedehydrogenase-like protein 0.0136 0.2613 0.2613
Entamoeba histolytica serine/threonine- protein kinase 6, putative 0.0116 0.2028 1
Trichomonas vaginalis glutathione reductase, putative 0.0136 0.2613 1
Entamoeba histolytica protein kinase domain containing protein 0.0116 0.2028 1
Brugia malayi alpha keto acid dehydrogenase complex, E3 component, lipoamide dehydrogenase 0.01 0.1573 0.1573
Giardia lamblia Aurora kinase 0.0116 0.2028 0.7761
Plasmodium vivax dihydrolipoyl dehydrogenase, mitochondrial, putative 0.0136 0.2613 0.2613
Trypanosoma cruzi dihydrolipoamide dehydrogenase, putative 0.0136 0.2613 0.2613
Wolbachia endosymbiont of Brugia malayi dihydrolipoamide dehydrogenase E3 component 0.0136 0.2613 0.5
Loa Loa (eye worm) thioredoxin reductase 0.0392 1 1
Brugia malayi serine/threonine-protein kinase 6 0.0116 0.2028 0.2028
Leishmania major dihydrolipoamide dehydrogenase, putative 0.0136 0.2613 0.2613
Brugia malayi serine/threonine protein kinase 6 0.0116 0.2028 0.2028
Loa Loa (eye worm) AUR protein kinase 0.0116 0.2028 0.2028
Loa Loa (eye worm) glutathione reductase 0.0392 1 1
Plasmodium vivax dihydrolipoyl dehydrogenase, apicoplast, putative 0.0136 0.2613 0.2613
Plasmodium falciparum dihydrolipoyl dehydrogenase, mitochondrial 0.0136 0.2613 0.2613
Trichomonas vaginalis AGC family protein kinase 0.0116 0.2028 0.7761
Plasmodium falciparum dihydrolipoyl dehydrogenase, apicoplast 0.0136 0.2613 0.2613
Trypanosoma cruzi dihydrolipoamide dehydrogenase, putative 0.0136 0.2613 0.2613
Plasmodium vivax serine/threonine protein kinase 6, putative 0.0116 0.2028 0.2028
Mycobacterium ulcerans flavoprotein disulfide reductase 0.0136 0.2613 0.5
Toxoplasma gondii pyruvate dehydrogenase complex subunit PDH-E3II 0.0136 0.2613 0.2613
Echinococcus multilocularis thioredoxin glutathione reductase 0.0392 1 1
Trypanosoma cruzi dihydrolipoyl dehydrogenase, putative 0.0136 0.2613 0.2613
Plasmodium falciparum glutathione reductase 0.0392 1 1
Loa Loa (eye worm) AUR protein kinase 0.0116 0.2028 0.2028
Trypanosoma brucei trypanothione reductase 0.0392 1 1
Brugia malayi Thioredoxin reductase 0.0392 1 1
Trypanosoma cruzi aurora B kinase, putative 0.0116 0.2028 0.2028
Trichomonas vaginalis mercuric reductase, putative 0.0136 0.2613 1
Echinococcus granulosus aurora kinase A 0.0116 0.2028 0.2028
Mycobacterium leprae DIHYDROLIPOAMIDE DEHYDROGENASE LPD (LIPOAMIDE REDUCTASE (NADH)) (LIPOYL DEHYDROGENASE) (DIHYDROLIPOYL DEHYDROGENASE) (DIAPHORASE 0.0136 0.2613 0.5
Brugia malayi serine/threonine kinase 12 0.0116 0.2028 0.2028
Trypanosoma brucei dihydrolipoamide dehydrogenase, point mutation 0.0136 0.2613 0.2613
Toxoplasma gondii aurora kinase 0.0116 0.2028 0.2028
Plasmodium vivax thioredoxin reductase, putative 0.0392 1 1
Trypanosoma cruzi dihydrolipoamide dehydrogenase, putative 0.0136 0.2613 0.2613
Trypanosoma cruzi dihydrolipoamide dehydrogenase, putative 0.0136 0.2613 0.2613
Trypanosoma brucei aurora B kinase 0.0116 0.2028 0.2028
Trypanosoma brucei dihydrolipoyl dehydrogenase 0.0136 0.2613 0.2613
Trypanosoma cruzi trypanothione reductase, putative 0.0136 0.2613 0.2613
Plasmodium falciparum thioredoxin reductase 0.0392 1 1
Trypanosoma brucei dihydrolipoamide dehydrogenase 0.0136 0.2613 0.2613
Leishmania major trypanothione reductase 0.0392 1 1
Plasmodium vivax glutathione reductase, putative 0.0392 1 1
Entamoeba histolytica serine/threonine- protein kinase 6 , putative 0.0116 0.2028 1
Entamoeba histolytica serine/threonine protein kinase 6, putative 0.0116 0.2028 1
Mycobacterium ulcerans dihydrolipoamide dehydrogenase, LpdB 0.0136 0.2613 0.5
Trypanosoma brucei dihydrolipoamide dehydrogenase 0.0136 0.2613 0.2613
Entamoeba histolytica protein kinase , putative 0.0116 0.2028 1
Brugia malayi dihydrolipoyl dehydrogenase, mitochondrial precursor, putative 0.0136 0.2613 0.2613
Schistosoma mansoni protein kinase 0.0116 0.2028 0.2028
Echinococcus granulosus serine:threonine protein kinase 12 B 0.0116 0.2028 0.2028
Loa Loa (eye worm) AUR protein kinase 0.0116 0.2028 0.2028
Mycobacterium ulcerans dihydrolipoamide dehydrogenase 0.0136 0.2613 0.5
Trichomonas vaginalis AGC family protein kinase 0.0116 0.2028 0.7761
Echinococcus multilocularis dihydrolipoamide dehydrogenase 0.0136 0.2613 0.2613
Treponema pallidum NADH oxidase 0.0136 0.2613 0.5

Activities

Activity type Activity value Assay description Source Reference
Activity (functional) = 19.23 % Analgesic activity in Swiss mouse assessed as increase in reaction time at 20 mg/kg, po after 30 mins by Eddy's hot plate technique ChEMBL. 17331622
Activity (functional) = 19.23 % Analgesic activity in Swiss mouse assessed as increase in reaction time at 20 mg/kg, po after 30 mins by Eddy's hot plate technique ChEMBL. 17331622
Activity (functional) = 27.82 % Analgesic activity in Swiss mouse assessed as increase in reaction time at 20 mg/kg, po after 60 mins by Eddy's hot plate technique ChEMBL. 17331622
Activity (functional) = 27.82 % Analgesic activity in Swiss mouse assessed as increase in reaction time at 20 mg/kg, po after 60 mins by Eddy's hot plate technique ChEMBL. 17331622
Activity (functional) = 29.04 % Analgesic activity in Swiss mouse assessed as increase in reaction time at 20 mg/kg, po after 90 mins by Eddy's hot plate technique ChEMBL. 17331622
Activity (functional) = 29.04 % Analgesic activity in Swiss mouse assessed as increase in reaction time at 20 mg/kg, po after 90 mins by Eddy's hot plate technique ChEMBL. 17331622
Inhibition (functional) = 10.46 % Antiinflammatory activity in Wistar Albino rat assessed as inhibition of carrageenan-induced paw oedema at 20 mg/kg after 1 hr relative to control ChEMBL. 17331622
Inhibition (functional) = 16.16 % Antiinflammatory activity in Wistar Albino rat assessed as inhibition of carrageenan-induced paw oedema at 20 mg/kg after 2 hrs relative to control ChEMBL. 17331622
Inhibition (functional) = 21.42 % Antiinflammatory activity in Wistar Albino rat assessed as inhibition of carrageenan-induced paw oedema at 20 mg/kg after 3 hrs relative to control ChEMBL. 17331622
Inhibition (functional) = 28.42 % Antiinflammatory activity in Wistar Albino rat assessed as inhibition of carrageenan-induced paw oedema at 20 mg/kg after 4 hrs relative to control ChEMBL. 17331622
IZ (functional) = 4.04 mm Antibacterial activity against Pseudomonas aeruginosa at 10 ug/ml by agar plate diffusion technique ChEMBL. 17331622
IZ (functional) = 4.06 mm Antibacterial activity against Staphylococcus aureus at 10 ug/ml by agar plate diffusion technique ChEMBL. 17331622
IZ (functional) = 4.07 mm Antibacterial activity against Bacillus subtilis at 10 ug/ml by agar plate diffusion technique ChEMBL. 17331622
IZ (functional) = 4.48 mm Antibacterial activity against Escherichia coli at 10 ug/ml by agar plate diffusion technique ChEMBL. 17331622
IZ (functional) = 4.48 mm Antibacterial activity against Escherichia coli at 10 ug/ml by agar plate diffusion technique ChEMBL. 17331622
IZ (functional) = 4.62 mm Antifungal activity against Candida albicans at 10 ug/ml by paper disc method ChEMBL. 17331622
IZ (functional) = 4.62 mm Antifungal activity against Candida albicans at 10 ug/ml by paper disc method ChEMBL. 17331622
IZ (functional) = 4.9 mm Antifungal activity against Aspergillus niger at 10 ug/ml by paper disc method ChEMBL. 17331622
IZ (functional) = 7.21 mm Antibacterial activity against Bacillus subtilis at 20 ug/ml by agar plate diffusion technique ChEMBL. 17331622
IZ (functional) = 7.42 mm Antibacterial activity against Escherichia coli at 20 ug/ml by agar plate diffusion technique ChEMBL. 17331622
IZ (functional) = 7.42 mm Antibacterial activity against Pseudomonas aeruginosa at 20 ug/ml by agar plate diffusion technique ChEMBL. 17331622
IZ (functional) = 7.42 mm Antibacterial activity against Escherichia coli at 20 ug/ml by agar plate diffusion technique ChEMBL. 17331622
IZ (functional) = 7.58 mm Antifungal activity against Aspergillus niger at 20 ug/ml by paper disc method ChEMBL. 17331622
IZ (functional) = 8.02 mm Antifungal activity against Candida albicans at 20 ug/ml by paper disc method ChEMBL. 17331622
IZ (functional) = 8.02 mm Antifungal activity against Candida albicans at 20 ug/ml by paper disc method ChEMBL. 17331622
IZ (functional) = 8.08 mm Antibacterial activity against Staphylococcus aureus at 20 ug/ml by agar plate diffusion technique ChEMBL. 17331622
IZ (functional) = 10.78 mm Antifungal activity against Aspergillus niger at 30 ug/ml by paper disc method ChEMBL. 17331622
IZ (functional) = 12.02 mm Antibacterial activity against Staphylococcus aureus at 30 ug/ml by agar plate diffusion technique ChEMBL. 17331622
IZ (functional) = 12.1 mm Antifungal activity against Candida albicans at 30 ug/ml by paper disc method ChEMBL. 17331622
IZ (functional) = 12.1 mm Antifungal activity against Candida albicans at 30 ug/ml by paper disc method ChEMBL. 17331622
IZ (functional) = 12.28 mm Antibacterial activity against Bacillus subtilis at 30 ug/ml by agar plate diffusion technique ChEMBL. 17331622
IZ (functional) = 12.36 mm Antibacterial activity against Escherichia coli at 30 ug/ml by agar plate diffusion technique ChEMBL. 17331622
IZ (functional) = 12.36 mm Antibacterial activity against Escherichia coli at 30 ug/ml by agar plate diffusion technique ChEMBL. 17331622
IZ (functional) = 12.62 mm Antibacterial activity against Pseudomonas aeruginosa at 30 ug/ml by agar plate diffusion technique ChEMBL. 17331622

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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