TDR Targets

Basic information

Technical information

TDR Targets ID: 433997
Name: S-methyl 5-[(E)-1-(3-cyanophenyl)-4-(5-methyl -1,3,4-oxadiazol-2-yl)but-1-enyl]-2-methoxy-3 -methylbenzenecarbothioate
MW: 433.523 | Formula: C24H23N3O3S
H donors: 0 H acceptors: 4 LogP: 5.38 Rotable bonds: 8
Rule of 5 violations (Lipinski): 1
SMILES: N#Cc1cccc(c1)/C(=C\CCc1nnc(o1)C)/c1cc(C)c(c(c1)C(=O)SC)OC
InChi: 1S/C24H23N3O3S/c1-15-11-19(13-21(23(15)29-3)24(28)31-4)20(18-8-5-7-17(12-18)14-25)9-6-10-22-27-26-16(2)30-22/h5,7-9,11-13H,6,10H2,1-4H3/b20-9+
InChiKey: RBDGPWIWHUSKOE-AWQFTUOYSA-N

Network

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Target Layer

Model Organisms

Species	Viewmode
Arabidopsis thaliana
Caenorhabditis elegans
Dictyostelium discoideum
Drosophila melanogaster
Escherichia coli
Homo sapiens
Mus musculus
Oryza sativa
Saccharomyces cerevisiae
Schmidtea mediterranea
Other organisms

TDR Pathogens:

Species	Viewmode
Brugia malayi
Chlamydia trachomatis
Echinococcus granulosus
Entamoeba histolytica
Echinococcus multilocularis
Giardia lamblia
Leishmania major
Loa Loa (eye worm)
Mycobacterium leprae
Mycobacterium tuberculosis
Mycobacterium ulcerans
Onchocerca volvulus
Plasmodium falciparum
Plasmodium vivax
Schistosoma mansoni
Trypanosoma brucei
Trypanosoma cruzi
Toxoplasma gondii
Treponema pallidum
Trichomonas vaginalis
Wolbachia endosymbiont of Brugia malayi

Other Pathogens:

Species	Viewmode
Babesia bovis
Candida albicans
Cryptosporidium hominis
Cryptosporidium parvum
Leishmania braziliensis
Leishmania donovani
Leishmania infantum
Leishmania mexicana
Neospora caninum
Plasmodium berghei
Plasmodium knowlesi
Plasmodium yoelii
Schistosoma japonicum
Trypanosoma brucei gambiense
Trypanosoma congolense
Theileria parva

Compound Layer

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Clustering layers

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Synonyms

S-methyl 5-[(E)-1-(3-cyanophenyl)-4-(5-methyl-1,3,4-oxadiazol-2-yl)but-1-enyl]-2-methoxy-3-methyl-benzenecarbothioate
5-[(E)-1-(3-cyanophenyl)-4-(5-methyl-1,3,4-oxadiazol-2-yl)but-1-enyl]-2-methoxy-3-methylbenzenecarbothioic acid S-methyl ester
5-[(E)-1-(3-cyanophenyl)-4-(5-methyl-1,3,4-oxadiazol-2-yl)but-1-enyl]-2-methoxy-3-methyl-thiobenzoic acid S-methyl ester

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

Ranking Plot

Putative Targets List

Species	Potential target	Raw	Global	Species
Echinococcus granulosus	aldo keto reductase family 1 member B4	0.0033	0.0382	0.0221
Entamoeba histolytica	hypothetical protein	0.004	0.0547	0.0718
Echinococcus multilocularis	aldo keto reductase	0.0033	0.0382	0.0221
Echinococcus multilocularis	guanine nucleotide binding protein G(s) subunit	0.0045	0.0655	0.0498
Loa Loa (eye worm)	hypothetical protein	0.0033	0.0382	0.0786
Trypanosoma brucei	Eukaryotic initiation factor 4A-1	0.0133	0.2685	0.7499
Trichomonas vaginalis	DEAD box ATP-dependent RNA helicase, putative	0.0133	0.2685	1
Brugia malayi	GTP-binding regulatory protein Gs alpha-S chain, putative	0.0045	0.0655	0.1347
Onchocerca volvulus	Eukaryotic initiation factor 4A homolog	0.0133	0.2685	1
Echinococcus multilocularis	aldo keto reductase family 1, member B4	0.0033	0.0382	0.0221
Schistosoma mansoni	Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein)	0.0045	0.0655	0.1074
Echinococcus multilocularis	neuropeptide receptor A26	0.0452	1	1
Loa Loa (eye worm)	intermediate filament protein	0.003	0.0318	0.0655
Echinococcus granulosus	aldo keto reductase family 1 member B4	0.0033	0.0382	0.0221
Entamoeba histolytica	hypothetical protein	0.004	0.0547	0.0718
Schistosoma mansoni	DEAD box ATP-dependent RNA helicase	0.0133	0.2685	0.755
Echinococcus multilocularis	aldo keto reductase family 1, member B4	0.0033	0.0382	0.0221
Loa Loa (eye worm)	hypothetical protein	0.0133	0.2685	0.5523
Echinococcus granulosus	eukaryotic initiation factor 4A III	0.0133	0.2685	0.2562
Entamoeba histolytica	hypothetical protein	0.004	0.0547	0.0718
Echinococcus multilocularis	musashi	0.003	0.0318	0.0156
Echinococcus multilocularis	aldo keto reductase family 1, member B4	0.0033	0.0382	0.0221
Onchocerca volvulus		0.0033	0.0382	0.0269
Echinococcus multilocularis	aldo keto reductase family 1, member B4	0.0033	0.0382	0.0221
Echinococcus granulosus	aldo keto reductase family 1 member B4	0.0033	0.0382	0.0221
Echinococcus multilocularis	guanine nucleotide binding protein G(s) subunit	0.0045	0.0655	0.0498
Onchocerca volvulus		0.0033	0.0382	0.0269
Giardia lamblia	Translation initiation factor eIF-4A, putative	0.0133	0.2685	1
Echinococcus multilocularis	aldo keto reductase	0.0033	0.0382	0.0221
Echinococcus multilocularis	lamin dm0	0.003	0.0318	0.0156
Trypanosoma brucei	RNA helicase, putative	0.0167	0.3453	1
Echinococcus granulosus	hypothetical protein	0.0033	0.0382	0.0221
Brugia malayi	Calcitonin receptor-like protein seb-1	0.0049	0.0747	0.1536
Onchocerca volvulus		0.0033	0.0382	0.0269
Echinococcus granulosus	aldo keto reductase family 1 member B4	0.0033	0.0382	0.0221
Echinococcus granulosus	aldo keto reductase	0.0033	0.0382	0.0221
Toxoplasma gondii	eukaryotic initiation factor-4A, putative	0.0133	0.2685	1
Brugia malayi	oxidoreductase, aldo/keto reductase family protein	0.0033	0.0382	0.0786
Schistosoma mansoni	pol-related	0.0033	0.0382	0.0203
Leishmania major	eukaryotic initiation factor 4a, putative	0.0133	0.2685	1
Echinococcus multilocularis	eukaryotic initiation factor 4A III	0.0133	0.2685	0.2562
Echinococcus granulosus	aldo keto reductase family 1 member B4	0.0033	0.0382	0.0221
Loa Loa (eye worm)	oxidoreductase	0.0033	0.0382	0.0786
Echinococcus multilocularis	aldo keto reductase	0.0033	0.0382	0.0221
Loa Loa (eye worm)	hypothetical protein	0.003	0.0318	0.0655
Loa Loa (eye worm)	oxidoreductase	0.0033	0.0382	0.0786
Loa Loa (eye worm)	hypothetical protein	0.0049	0.0747	0.1536
Echinococcus granulosus	aldo keto reductase family 1 member B4	0.0033	0.0382	0.0221
Onchocerca volvulus		0.0033	0.0382	0.0269
Echinococcus multilocularis	aldo keto reductase family 1, member B4	0.0033	0.0382	0.0221
Echinococcus multilocularis	aldo keto reductase family 1, member B4	0.0033	0.0382	0.0221
Schistosoma mansoni	Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein)	0.0045	0.0655	0.1074
Plasmodium falciparum	eukaryotic initiation factor 4A	0.0133	0.2685	0.5
Echinococcus granulosus	lamin dm0	0.003	0.0318	0.0156
Echinococcus granulosus	aldo keto reductase family 1 member B4	0.0033	0.0382	0.0221
Echinococcus granulosus	lamin	0.003	0.0318	0.0156
Brugia malayi	Intermediate filament tail domain containing protein	0.003	0.0318	0.0655
Trypanosoma cruzi	Eukaryotic initiation factor 4A-1	0.0133	0.2685	1
Brugia malayi	Corticotropin releasing factor receptor 2 precursor, putative	0.0049	0.0747	0.1536
Schistosoma mansoni	aldo-keto reductase	0.0033	0.0382	0.0203
Echinococcus multilocularis	neuropeptide s receptor	0.0452	1	1
Echinococcus granulosus	intermediate filament protein	0.003	0.0318	0.0156
Echinococcus granulosus	guanine nucleotide binding protein Gs subunit	0.0045	0.0655	0.0498
Echinococcus multilocularis	aldo keto reductase family 1, member B4	0.0033	0.0382	0.0221
Echinococcus multilocularis	aldo keto reductase family 1, member B4	0.0033	0.0382	0.0221
Onchocerca volvulus		0.0033	0.0382	0.0269
Schistosoma mansoni	aldo-keto reductase	0.0033	0.0382	0.0203
Trichomonas vaginalis	DEAD box ATP-dependent RNA helicase, putative	0.0133	0.2685	1
Echinococcus multilocularis	aldo keto reductase	0.0033	0.0382	0.0221
Schistosoma mansoni	Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein)	0.0045	0.0655	0.1074
Echinococcus granulosus	aldo keto reductase family 1 member B4	0.0033	0.0382	0.0221
Brugia malayi	oxidoreductase, aldo/keto reductase family protein	0.0033	0.0382	0.0786
Echinococcus granulosus	guanine nucleotide binding protein Gs subunit	0.0045	0.0655	0.0498
Loa Loa (eye worm)	follicle stimulating hormone receptor	0.0228	0.4861	1
Entamoeba histolytica	hypothetical protein	0.004	0.0547	0.0718
Schistosoma mansoni	hypothetical protein	0.0033	0.0394	0.0243
Brugia malayi	intermediate filament protein	0.003	0.0318	0.0655
Echinococcus granulosus	eukaryotic initiation factor 4A	0.0133	0.2685	0.2562
Brugia malayi	eukaryotic initiation factor 4A	0.0133	0.2685	0.5523
Treponema pallidum	ATP-dependent RNA helicase	0.0133	0.2685	0.5
Echinococcus granulosus	aldo keto reductase	0.0033	0.0382	0.0221
Schistosoma mansoni	DEAD box ATP-dependent RNA helicase	0.0133	0.2685	0.755
Echinococcus multilocularis	lamin	0.003	0.0318	0.0156
Echinococcus granulosus	Basic leucine zipper bZIP transcription	0.004	0.0547	0.0389
Echinococcus multilocularis	aldo keto reductase family 1, member B4	0.0033	0.0382	0.0221
Loa Loa (eye worm)	hypothetical protein	0.0029	0.0306	0.0629
Echinococcus granulosus	neuropeptide receptor A26	0.0452	1	1
Onchocerca volvulus		0.0033	0.0382	0.0269
Entamoeba histolytica	DEAD/DEAH box helicase, putative	0.0133	0.2685	1
Loa Loa (eye worm)	oxidoreductase	0.0033	0.0382	0.0786
Brugia malayi	follicle stimulating hormone receptor	0.0228	0.4861	1
Echinococcus multilocularis	Basic leucine zipper (bZIP) transcription	0.004	0.0547	0.0389
Echinococcus multilocularis	aldo keto reductase family 1, member B4	0.0033	0.0382	0.0221
Mycobacterium ulcerans	oxidoreductase	0.0033	0.0382	0.5
Echinococcus granulosus	aldo keto reductase family 1 member B4	0.0033	0.0382	0.0221
Loa Loa (eye worm)	pigment dispersing factor receptor c	0.0049	0.0747	0.1536
Loa Loa (eye worm)	intermediate filament tail domain-containing protein	0.003	0.0318	0.0655
Brugia malayi	latrophilin 2 splice variant baaae	0.0033	0.0394	0.0811
Brugia malayi	hypothetical protein	0.004	0.0547	0.1126
Loa Loa (eye worm)	oxidoreductase	0.0033	0.0382	0.0786
Schistosoma mansoni	hypothetical protein	0.004	0.0547	0.0731
Trypanosoma cruzi	Eukaryotic initiation factor 4A-1	0.0133	0.2685	1
Schistosoma mansoni	hypothetical protein	0.0167	0.3453	1
Loa Loa (eye worm)	oxidoreductase	0.0033	0.0382	0.0786
Leishmania major	eukaryotic initiation factor 4a, putative	0.0133	0.2685	1
Echinococcus multilocularis	eukaryotic initiation factor 4A	0.0133	0.2685	0.2562
Echinococcus granulosus	aldo keto reductase	0.0033	0.0382	0.0221
Brugia malayi	oxidoreductase, aldo/keto reductase family protein	0.0033	0.0382	0.0786
Brugia malayi	oxidoreductase, aldo/keto reductase family protein	0.0033	0.0382	0.0786
Plasmodium vivax	RNA helicase-1, putative	0.0133	0.2685	0.5
Mycobacterium tuberculosis	Probable cold-shock DeaD-box protein A homolog DeaD (ATP-dependent RNA helicase dead homolog)	0.0133	0.2685	1
Loa Loa (eye worm)	hypothetical protein	0.0033	0.0394	0.0811
Schistosoma mansoni	transcription factor LCR-F1	0.004	0.0547	0.0731
Trichomonas vaginalis	DEAD box ATP-dependent RNA helicase, putative	0.0133	0.2685	1
Echinococcus multilocularis	aldo keto reductase family 1, member B4	0.0033	0.0382	0.0221
Mycobacterium leprae	PROBABLE OXIDOREDUCTASE	0.0033	0.0382	1
Loa Loa (eye worm)	GTP-binding regulatory protein Gs alpha-S chain	0.0045	0.0655	0.1347

Activities

Activity type	Activity value	Assay description	Source	Reference
Activity (functional)	0	Antiviral activity against HIV1 3B in human MT4 cells by XTT asay	ChEMBL.	17803290
Activity (functional)	0	Antiviral activity against HIV1 RF in human CEM-SS cells by XTT asay	ChEMBL.	17803290
Activity (functional)	0	Antiviral activity against HIV2 ROD in human MT4 cells by XTT asay	ChEMBL.	17803290
CC50 (ADMET)	= 1.3 uM	Cytotoxicity against human CEM-SS cells by MTT assay	ChEMBL.	17803290
CC50 (ADMET)	= 1.3 uM	Cytotoxicity against human CEM-SS cells by MTT assay	ChEMBL.	17803290
CC50 (ADMET)	= 3.8 uM	Cytotoxicity against human MT4 cells by MTT assay	ChEMBL.	17803290
CC50 (ADMET)	= 3.8 uM	Cytotoxicity against human MT4 cells by MTT assay	ChEMBL.	17803290
IC50 (binding)	= 55 uM	Inhibition of HIV1 reverse transcriptase	ChEMBL.	17803290
IC50 (binding)	= 55 uM	Inhibition of HIV1 reverse transcriptase	ChEMBL.	17803290
t1/2 (ADMET)	0	Metabolic stability in rat plasma	ChEMBL.	17803290

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

ChEMBL: CHEMBL398202
PubChem: 23624867

Bibliographic References

1 literature reference was collected for this gene.

If you have references for this compound, please enter them in a user comment (below) or Contact us.

Detailed information for compound 433997