Detailed information for compound 55

Basic information

Technical information
  • TDR Targets ID: 55
  • Name: 5-(6-ethylthieno[2,3-d]pyrimidin-4-yl)sulfany l-1,3,4-thiadiazol-2-amine
  • MW: 295.407 | Formula: C10H9N5S3
  • H donors: 1 H acceptors: 4 LogP: 3.22 Rotable bonds: 3
    Rule of 5 violations (Lipinski): 1
  • SMILES: CCc1sc2c(c1)c(ncn2)Sc1nnc(s1)N
  • InChi: 1S/C10H9N5S3/c1-2-5-3-6-7(16-5)12-4-13-8(6)17-10-15-14-9(11)18-10/h3-4H,2H2,1H3,(H2,11,14)
  • InChiKey: AUPONMVZYSWRCP-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 5-[(6-ethyl-4-thieno[2,3-d]pyrimidinyl)thio]-1,3,4-thiadiazol-2-amine
  • [5-[(6-ethylthieno[2,3-d]pyrimidin-4-yl)thio]-1,3,4-thiadiazol-2-yl]amine
  • ZINC03126534
  • SR-01000633777-1

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens vascular cell adhesion molecule 1 Starlite/ChEMBL References
Homo sapiens selectin E Starlite/ChEMBL References
Homo sapiens intercellular adhesion molecule 1 Starlite/ChEMBL References
Trypanosoma cruzi trypanothione reductase, putative Curated by TDR Targets References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Brugia malayi glutathione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Plasmodium yoelii glutathione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Schistosoma japonicum ko:K00384 thioredoxin reductase (NADPH) [EC1.8.1.9], putative Get druggable targets OG5_126785 All targets in OG5_126785
Loa Loa (eye worm) glutathione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Cryptosporidium hominis thioredoxin reductase Get druggable targets OG5_126785 All targets in OG5_126785
Echinococcus multilocularis thioredoxin glutathione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Loa Loa (eye worm) thioredoxin reductase Get druggable targets OG5_126785 All targets in OG5_126785
Brugia malayi Thioredoxin reductase Get druggable targets OG5_126785 All targets in OG5_126785
Cryptosporidium parvum thioredoxin reductase 1 Get druggable targets OG5_126785 All targets in OG5_126785
Leishmania braziliensis trypanothione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Theileria parva thioredoxin reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
Leishmania donovani trypanothione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Neospora caninum Glutathione reductase, related Get druggable targets OG5_126785 All targets in OG5_126785
Trypanosoma congolense trypanothione reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
Plasmodium yoelii thioredoxin reductase Get druggable targets OG5_126785 All targets in OG5_126785
Plasmodium berghei glutathione reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
Trypanosoma cruzi trypanothione reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
Plasmodium falciparum glutathione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Leishmania major trypanothione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Trypanosoma brucei gambiense trypanothione reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
Trypanosoma brucei trypanothione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Leishmania infantum trypanothione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Plasmodium berghei thioredoxin reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
Plasmodium knowlesi glutathione reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
Plasmodium falciparum thioredoxin reductase Get druggable targets OG5_126785 All targets in OG5_126785
Plasmodium vivax glutathione reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
Plasmodium vivax thioredoxin reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
Plasmodium knowlesi thioredoxin reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
Toxoplasma gondii thioredoxin reductase Get druggable targets OG5_126785 All targets in OG5_126785
Leishmania mexicana trypanothione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Echinococcus granulosus thioredoxin glutathione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Babesia bovis thiodoxin reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
Candida albicans similar to S. cerevisiae GLR1 (YPL091W) glutathione oxidoreductase Get druggable targets OG5_126785 All targets in OG5_126785
Neospora caninum MGC84926 protein, related Get druggable targets OG5_126785 All targets in OG5_126785
Mycobacterium tuberculosis NADPH-dependent mycothiol reductase Mtr Get druggable targets OG5_126785 All targets in OG5_126785
Candida albicans similar to S. cerevisiae GLR1 (YPL091W) glutathione oxidoreductase Get druggable targets OG5_126785 All targets in OG5_126785
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Plasmodium falciparum dihydrolipoyl dehydrogenase, apicoplast trypanothione reductase, putative 492 aa 548 aa 21.5 %
Echinococcus granulosus c4b binding protein beta chain selectin E 610 aa 551 aa 22.1 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Mycobacterium ulcerans dihydrolipoamide dehydrogenase, LpdB 0.00263827 0.13459 0.5
Onchocerca volvulus 0.00142046 0.00108693 0.5
Treponema pallidum NADH oxidase 0.00263827 0.13459 0.5
Echinococcus granulosus dihydrolipoamide dehydrogenase 0.00263827 0.13459 0.197929
Plasmodium vivax glutathione reductase, putative 0.00761339 0.679989 1
Entamoeba histolytica thymidine kinase, putative 0.0105325 1 0.5
Loa Loa (eye worm) hypothetical protein 0.0014899 0.00869946 0.011213
Plasmodium falciparum thioredoxin reductase 0.00761339 0.679989 1
Wolbachia endosymbiont of Brugia malayi dihydrolipoamide dehydrogenase E3 component 0.00263827 0.13459 0.5
Trypanosoma brucei thymidine kinase 0.0105325 1 1
Wolbachia endosymbiont of Brugia malayi dihydrolipoamide dehydrogenase E3 component 0.00263827 0.13459 0.5
Schistosoma mansoni dihydrolipoamide dehydrogenase 0.00263827 0.13459 0.197929
Plasmodium vivax dihydrolipoyl dehydrogenase, apicoplast, putative 0.00263827 0.13459 0.196645
Echinococcus granulosus C type lectin domian containing protein 0.00142046 0.00108693 0.00159846
Loa Loa (eye worm) hypothetical protein 0.00218968 0.0854141 0.124211
Onchocerca volvulus 0.00142046 0.00108693 0.5
Plasmodium vivax dihydrolipoyl dehydrogenase, mitochondrial, putative 0.00263827 0.13459 0.196645
Trypanosoma cruzi trypanothione reductase, putative 0.00761339 0.679989 0.630221
Loa Loa (eye worm) hypothetical protein 0.00177684 0.0401558 0.0575471
Trypanosoma cruzi thymidine kinase, putative 0.0105325 1 1
Onchocerca volvulus 0.00142046 0.00108693 0.5
Mycobacterium leprae DIHYDROLIPOAMIDE DEHYDROGENASE LPD (LIPOAMIDE REDUCTASE (NADH)) (LIPOYL DEHYDROGENASE) (DIHYDROLIPOYL DEHYDROGENASE) (DIAPHORASE 0.00263827 0.13459 0.5
Onchocerca volvulus 0.00142046 0.00108693 0.5
Plasmodium falciparum glutathione reductase 0.00761339 0.679989 1
Loa Loa (eye worm) glutathione reductase 0.00761339 0.679989 1
Brugia malayi alpha keto acid dehydrogenase complex, E3 component, lipoamide dehydrogenase 0.00193798 0.0578213 0.0835678
Echinococcus granulosus c4b binding protein beta chain 0.00142046 0.00108693 0.00159846
Trichomonas vaginalis thymidine kinase, putative 0.0105325 1 1
Brugia malayi Immunoglobulin I-set domain containing protein 0.0014899 0.00869946 0.011213
Trypanosoma cruzi thymidine kinase, putative 0.0105325 1 1
Loa Loa (eye worm) hypothetical protein 0.00155363 0.0156859 0.0215037
Echinococcus multilocularis c4b binding protein beta chain 0.00142046 0.00108693 0.00159846
Brugia malayi Pyridine nucleotide-disulphide oxidoreductase, dimerisation domain containing protein 0.00193798 0.0578213 0.0835678
Chlamydia trachomatis dihydrolipoyl dehydrogenase 0.00263827 0.13459 0.5
Onchocerca volvulus 0.00142046 0.00108693 0.5
Brugia malayi GCC2 and GCC3 family protein 0.00218968 0.0854141 0.124211
Echinococcus multilocularis roundabout 2 0.00177684 0.0401558 0.0590536
Loa Loa (eye worm) hypothetical protein 0.00177684 0.0401558 0.0575471
Leishmania major thymidine kinase, putative 0.0105325 1 1
Trichomonas vaginalis thymidine kinase, putative 0.0105325 1 1
Echinococcus granulosus thioredoxin glutathione reductase 0.00761339 0.679989 1
Plasmodium falciparum dihydrolipoyl dehydrogenase, apicoplast 0.00263827 0.13459 0.196645
Echinococcus granulosus neurotracting:lsamp:neurotrimin:obcam 0.0014899 0.00869946 0.0127935
Plasmodium falciparum dihydrolipoyl dehydrogenase, mitochondrial 0.00263827 0.13459 0.196645
Mycobacterium ulcerans dihydrolipoamide dehydrogenase 0.00263827 0.13459 0.5
Onchocerca volvulus 0.00142046 0.00108693 0.5
Onchocerca volvulus 0.00142046 0.00108693 0.5
Toxoplasma gondii thioredoxin reductase 0.00761339 0.679989 1
Echinococcus multilocularis dihydrolipoamide dehydrogenase 0.00263827 0.13459 0.197929
Mycobacterium tuberculosis NADPH-dependent mycothiol reductase Mtr 0.00761339 0.679989 1
Onchocerca volvulus 0.00142046 0.00108693 0.5
Echinococcus multilocularis thioredoxin glutathione reductase 0.00761339 0.679989 1
Schistosoma mansoni c4b-binding protein beta chain 0.00142046 0.00108693 0.00159846
Loa Loa (eye worm) thioredoxin reductase 0.00761339 0.679989 1
Onchocerca volvulus 0.00142046 0.00108693 0.5
Echinococcus multilocularis C type lectin domian containing protein 0.00142046 0.00108693 0.00159846
Giardia lamblia Thymidine kinase 0.0105325 1 1
Brugia malayi dihydrolipoyl dehydrogenase, mitochondrial precursor, putative 0.00263827 0.13459 0.196645
Brugia malayi Thioredoxin reductase 0.00761339 0.679989 1
Toxoplasma gondii pyruvate dehydrogenase complex subunit PDH-E3II 0.00263827 0.13459 0.196645
Mycobacterium ulcerans flavoprotein disulfide reductase 0.00263827 0.13459 0.5
Trypanosoma brucei trypanothione reductase 0.00761339 0.679989 0.630221
Echinococcus granulosus roundabout 2 0.00177684 0.0401558 0.0590536
Toxoplasma gondii NADPH-glutathione reductase 0.00263827 0.13459 0.196645
Leishmania major trypanothione reductase 0.00761339 0.679989 0.630221
Schistosoma mansoni cell adhesion molecule 0.0014899 0.00869946 0.0127935
Brugia malayi glutathione reductase 0.00761339 0.679989 1
Plasmodium falciparum glutathione reductase 0.00263827 0.13459 0.196645
Loa Loa (eye worm) TK/KIN16 protein kinase 0.0014899 0.00869946 0.011213
Plasmodium falciparum thioredoxin reductase 0.00263827 0.13459 0.196645
Plasmodium vivax thioredoxin reductase, putative 0.00761339 0.679989 1
Trichomonas vaginalis thymidine kinase, putative 0.0105325 1 1
Onchocerca volvulus 0.00142046 0.00108693 0.5

Activities

Activity type Activity value Assay description Source Reference
Activity (functional) NOVARTIS: Antimalarial liver stage activity measured as a greater than 50% reduction in Plasmodium yoelii schizont area in HepG2-A16-CD81 cells at 10uM compound concentration, determined by immuno-fluorescence. ChEMBL. 22096101
CC50 > 10 uM NOVARTIS: Cytotoxicity against human hepatocellular carcinoma cell line (Huh7) ChEMBL. 18579783
EC50 (functional) = 0.54 uM NOVARTIS: Inhibition of Plasmodium falciparum W2 (drug-resistant) proliferation in erythrocyte-based infection assay ChEMBL. 18579783
EC50 (functional) = 0.546 uM NOVARTIS: Inhibition of Plasmodium falciparum 3D7 (drug-susceptible) proliferation in erythrocyte-based infection assay ChEMBL. 18579783
IC50 (binding) = 2.5 uM In vitro potency against TNF alpha induced expresion of VCAM-1 on human vascular endothelial cells using CAM ELISA assay ChEMBL. 11300880
IC50 (binding) = 2.5 uM In vitro potency against TNF alpha induced expresion of VCAM-1 on human vascular endothelial cells using CAM ELISA assay ChEMBL. 11300880
IC50 (binding) = 3 uM In vitro potency against TNF alpha induced expression of Selectin E on human vascular endothelial cells using CAM ELISA assay ChEMBL. 11300880
IC50 (binding) = 3 uM In vitro potency against TNF alpha induced expression of Selectin E on human vascular endothelial cells using CAM ELISA assay ChEMBL. 11300880
IC50 (binding) = 6.3 uM In vitro potency against TNF alpha induced expresion of intercellular adhesion molecule-1 on human vascular endothelial cells using CAM ELISA assay ChEMBL. 11300880
IC50 (binding) = 6.3 uM In vitro potency against TNF alpha induced expresion of intercellular adhesion molecule-1 on human vascular endothelial cells using CAM ELISA assay ChEMBL. 11300880
IC50 (ADMET) = 95 uM In vitro cellular toxicity against human umbelical vein endothelial cells (HUVEC) in MTS assay ChEMBL. 11300880
Inhibition (functional) = -5.69 % 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 % GSK_TCMDC: Percent inhibition of human HepG2 cell line. Test compounds present at 10uM. ChEMBL. 20485427
Inhibition (functional) = 0 % GSK_TCMDC: Inhibition of Plasmodium falciparum 3D7 LDH activity, using an LDH reporter assay. Test compounds present at 2uM ChEMBL. 20485427
Inhibition (functional) = 0.05 % 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) = 2.44 % 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 (binding) = 60 % Inhibition of Tet-induced Flag-tagged mouse TRPM7 expressed in HEK293 cells assessed as inhibition of channel-mediated cell death in presence of Mg2+ incubated for 24 to 48 hrs by propidium iodide uptake assay ChEMBL. No reference
Inhibition (functional) = 65 % 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) = 99 % 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) = 4.83 Inhibition Frequency Index (IFI) GSK. 20485427
Percent growth inhibition (functional) = -20 % Percent inhibition of HepG2 growth (at 10 uM) GSK. 20485427
Percent growth inhibition (functional) = -4 % Percent inhibition of P. falciparum lactate dehydrogenase activity (at 2 uM) GSK. 20485427
Percent growth inhibition (functional) = 65 % Percent inhibition of P. falciparum Dd2 growth (at 2 uM) GSK. 20485427
Percent growth inhibition (functional) = 99 % Percent inhibition of P. falciparum 3D7 growth (at 2 uM) GSK. 20485427
XC50 (functional) = 6.18 XC50 determination of P. falciparum 3D7 growth GSK. 20485427
XC50 (functional) = 0.65916 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

Species name Source Reference Is orphan
Plasmodium falciparum ChEMBL23 18579783

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

2 literature references were collected for this gene.

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