Detailed information for compound 912872

Basic information

Technical information
  • TDR Targets ID: 912872
  • Name: N-(4-chloro-1,3-benzothiazol-2-yl)-N-(2-dimet hylaminoethyl)-3-phenylsulfanylpropanamide
  • MW: 419.991 | Formula: C20H22ClN3OS2
  • H donors: 0 H acceptors: 2 LogP: 4.88 Rotable bonds: 9
    Rule of 5 violations (Lipinski): 1
  • SMILES: CN(CCN(c1sc2c(n1)c(Cl)ccc2)C(=O)CCSc1ccccc1)C
  • InChi: 1S/C20H22ClN3OS2/c1-23(2)12-13-24(18(25)11-14-26-15-7-4-3-5-8-15)20-22-19-16(21)9-6-10-17(19)27-20/h3-10H,11-14H2,1-2H3
  • InChiKey: QWATWOQVCQCCGO-UHFFFAOYSA-N  


Substructure search Similarity search

Network

Hover on a compound node to display the structore

Synonyms

  • N-(4-chloro-1,3-benzothiazol-2-yl)-N-(2-dimethylaminoethyl)-3-phenylsulfanyl-propanamide
  • N-(4-chloro-1,3-benzothiazol-2-yl)-N-(2-dimethylaminoethyl)-3-(phenylthio)propanamide
  • N-(4-chloro-1,3-benzothiazol-2-yl)-N-(2-dimethylaminoethyl)-3-(phenylthio)propionamide

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
Brugia malayi Cell death protein 3 precursor 0.0049 0.1916 0.2208
Trypanosoma cruzi trypanothione reductase, putative 0.004 0.1183 0.5
Trypanosoma brucei trypanothione reductase 0.004 0.1183 0.5
Mycobacterium leprae DIHYDROLIPOAMIDE DEHYDROGENASE LPD (LIPOAMIDE REDUCTASE (NADH)) (LIPOYL DEHYDROGENASE) (DIHYDROLIPOYL DEHYDROGENASE) (DIAPHORASE 0.0101 0.6423 1
Loa Loa (eye worm) glutathione reductase 0.004 0.1183 0.1363
Loa Loa (eye worm) hypothetical protein 0.0128 0.8676 1
Echinococcus multilocularis caspase 2 0.0049 0.1916 0.1915
Loa Loa (eye worm) thioredoxin reductase 0.004 0.1183 0.1363
Entamoeba histolytica glycogen phosphorylase, putative 0.0105 0.6718 1
Mycobacterium tuberculosis Probable reductase 0.0091 0.5555 0.8342
Mycobacterium tuberculosis Probable membrane NADH dehydrogenase NdhA 0.0091 0.5555 0.8342
Mycobacterium tuberculosis Probable dehydrogenase 0.0091 0.5555 0.8342
Brugia malayi glutathione reductase 0.004 0.1183 0.1363
Mycobacterium tuberculosis Probable oxidoreductase 0.0101 0.6423 1
Entamoeba histolytica glycogen phosphorylase, putative 0.0105 0.6718 1
Mycobacterium tuberculosis Putative ferredoxin reductase 0.0091 0.5555 0.8342
Echinococcus multilocularis thioredoxin glutathione reductase 0.004 0.1183 0.1182
Brugia malayi carbohydrate phosphorylase 0.0105 0.6718 0.7743
Loa Loa (eye worm) glycogen phosphorylase 0.0105 0.6718 0.7743
Plasmodium vivax glutathione reductase, putative 0.004 0.1183 0.5
Echinococcus multilocularis glycogen phosphorylase 0.0105 0.6718 0.6718
Loa Loa (eye worm) MH2 domain-containing protein 0.0101 0.6387 0.7361
Plasmodium falciparum thioredoxin reductase 0.004 0.1183 0.5
Trichomonas vaginalis glycogen phosphorylase, putative 0.0105 0.6718 0.5
Toxoplasma gondii thioredoxin reductase 0.004 0.1183 0.5
Echinococcus multilocularis Glycosyl transferase, family 35 0.0105 0.6718 0.6718
Schistosoma mansoni glycogen phosphorylase 0.0045 0.1639 0.1638
Brugia malayi Thioredoxin reductase 0.004 0.1183 0.1363
Echinococcus granulosus caspase 2 0.0049 0.1916 0.1915
Echinococcus multilocularis glycogen phosphorylase 0.0105 0.6718 0.6718
Trichomonas vaginalis glycogen phosphorylase, putative 0.0105 0.6718 0.5
Onchocerca volvulus Cell death protein 3 homolog 0.0049 0.1916 0.2208
Leishmania major trypanothione reductase 0.004 0.1183 0.5
Plasmodium falciparum glutathione reductase 0.004 0.1183 0.5
Schistosoma mansoni caspase-7 (C14 family) 0.0049 0.1916 0.1915
Mycobacterium tuberculosis NAD(P)H quinone reductase LpdA 0.0101 0.6423 1
Mycobacterium ulcerans glycogen phosphorylase GlgP 0.0045 0.1639 0.5
Loa Loa (eye worm) hypothetical protein 0.0049 0.1916 0.2208
Giardia lamblia Glycogen phosphorylase 0.0105 0.6718 0.5
Echinococcus granulosus glycogen phosphorylase 0.0105 0.6718 0.6718
Schistosoma mansoni glycogen phosphorylase 0.0105 0.6718 0.6718
Schistosoma mansoni hypothetical protein 0.0143 1 1
Onchocerca volvulus 0.0128 0.8676 1
Mycobacterium tuberculosis Probable glycogen phosphorylase GlgP 0.0045 0.1639 0.087
Brugia malayi hypothetical protein 0.0128 0.8676 1
Echinococcus granulosus glycogen phosphorylase 0.0105 0.6718 0.6718
Schistosoma mansoni hypothetical protein 0.0143 1 1
Echinococcus granulosus thioredoxin glutathione reductase 0.004 0.1183 0.1182
Mycobacterium tuberculosis Probable nitrite reductase [NAD(P)H] large subunit [FAD flavoprotein] NirB 0.0091 0.5555 0.8342
Echinococcus multilocularis geminin 0.0143 1 1
Echinococcus granulosus Glycosyl transferase family 35 0.0105 0.6718 0.6718
Loa Loa (eye worm) transcription factor SMAD2 0.0101 0.6387 0.7361
Schistosoma mansoni glycogen phosphorylase 0.0105 0.6718 0.6718
Brugia malayi MH2 domain containing protein 0.0101 0.6387 0.7361
Plasmodium vivax thioredoxin reductase, putative 0.004 0.1183 0.5
Chlamydia trachomatis glycogen phosphorylase 0.0105 0.6718 0.5
Mycobacterium tuberculosis Probable NADH dehydrogenase Ndh 0.0091 0.5555 0.8342
Mycobacterium tuberculosis Dihydrolipoamide dehydrogenase LpdC (lipoamide reductase (NADH)) (lipoyl dehydrogenase) (dihydrolipoyl dehydrogenase) (diaphoras 0.0101 0.6423 1
Onchocerca volvulus Glycogen phosphorylase homolog 0.0105 0.6718 0.7743

Activities

Activity type Activity value Assay description Source Reference
(functional) > 13.694 ug/ml In vitro cytotoxicity evaluation on human fibroblasts measured by fluorescence after 72h WHO/TDR. No reference
% motility reduction (functional) = 0 % Motility reduction assay in Onchocerca lienalis microfilariae WHO/TDR. No reference
% motility reduction (functional) = 75 % Motility reduction assay in Schistosoma mansoni Egyptian sambon adult worms WHO/TDR. No reference
IC50 (functional) = 3.392 ug/ml In vitro activity against Plasmodium falciparum measured by colorimetry after 72h WHO/TDR. No reference
IC50 (functional) 3.392 ug/ml WHO-TDR: Malaria ChEMBL. No reference
IC50 (functional) = 4.15 ug/ml In vitro activity against Trypanosoma cruzi in human lung fibroblast measured by colorimetry after 7 days WHO/TDR. No reference
IC50 (functional) 4.15 ug/ml WHO-TDR: Chagas disease ChEMBL. No reference
IC50 (functional) = 4.33 ug/ml In vitro activity against Trypanosoma brucei measured by florescence after 24h WHO/TDR. No reference
IC50 (functional) 4.33 ug/ml WHO-TDR: Human African Trypanosomiasis (HAT) ChEMBL. No reference
IC50 (functional) > 13.694 ug/ml In vitro activity against Leishmania infantum in mouse macrophages measured by cell viability after 5 days WHO/TDR. No reference
IC50 > 13.694 ug/ml WHO-TDR: Cytotoxicity ChEMBL. No reference
IC50 (functional) > 13.694 ug/ml WHO-TDR: Leishmaniasis ChEMBL. No reference
Inhibition (functional) = 75 % WHO-TDR: Schistosomiasis ChEMBL. No reference

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Leishmania infantum ChEMBL23
Trypanosoma cruzi ChEMBL23
Homo sapiens ChEMBL23
Plasmodium falciparum
Trypanosoma brucei gambiense

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.
 
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External resources for this compound

Bibliographic References

No literature references available for this target.

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