TDR Targets

Basic information

Technical information

TDR Targets ID: 433982
Name: S-methyl 5-[(Z)-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-UKWGHVSLSA-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-[(Z)-1-(3-cyanophenyl)-4-(5-methyl-1,3,4-oxadiazol-2-yl)but-1-enyl]-2-methoxy-3-methyl-benzenecarbothioate
5-[(Z)-1-(3-cyanophenyl)-4-(5-methyl-1,3,4-oxadiazol-2-yl)but-1-enyl]-2-methoxy-3-methylbenzenecarbothioic acid S-methyl ester
5-[(Z)-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

Species	Target name	Source	Bibliographic reference
Human immunodeficiency virus 1	Reverse transcriptase	Starlite/ChEMBL	References

Predicted pathogen targets for this compound

By orthology

Species	Potential target	Known druggable target/s	Ortholog Group
Schistosoma mansoni	hypothetical protein	Get druggable targets OG5_139608	All targets in OG5_139608
Trypanosoma congolense	RNA helicase, putative	Get druggable targets OG5_139608	All targets in OG5_139608
Plasmodium yoelii	integrase-related	Get druggable targets OG5_139608	All targets in OG5_139608
Trypanosoma brucei	RNA helicase, putative	Get druggable targets OG5_139608	All targets in OG5_139608

By sequence similarity to non orthologous known druggable targets

Species	Potential target	Known druggable target	Length	Alignment span	Identity
Echinococcus multilocularis	RNA directed DNA polymerase (reverse transcriptase)	Reverse transcriptase	259 aa	208 aa	26.4 %
Dictyostelium discoideum	hypothetical protein	Reverse transcriptase	259 aa	222 aa	22.5 %
Trypanosoma congolense	Retroviral aspartyl protease/Reverse transcriptase (RNA-dependent DNA polymerase)/RNase H, putative	Reverse transcriptase	259 aa	237 aa	29.1 %
Candida albicans	hypothetical protein	Reverse transcriptase	259 aa	223 aa	29.1 %
Echinococcus multilocularis	RNA directed DNA polymerase (reverse transcriptase)	Reverse transcriptase	259 aa	227 aa	26.4 %
Candida albicans	polyprotein of retrotransposon Tca8	Reverse transcriptase	259 aa	238 aa	26.5 %
Echinococcus multilocularis	RNA directed DNA polymerase (reverse transcriptase)	Reverse transcriptase	259 aa	227 aa	26.4 %
Dictyostelium discoideum	hypothetical protein	Reverse transcriptase	259 aa	226 aa	24.3 %
Candida albicans	ReverseTranscriptase similar to fruit fly Tom element	Reverse transcriptase	259 aa	244 aa	27.9 %
Dictyostelium discoideum	hypothetical protein	Reverse transcriptase	259 aa	245 aa	25.7 %

Ranking Plot

Putative Targets List

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

Activities

Activity type	Activity value	Assay description	Source	Reference
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)	= 2.7 uM	Cytotoxicity against human CEM-SS cells by MTT assay	ChEMBL.	17803290
CC50 (ADMET)	= 2.7 uM	Cytotoxicity against human CEM-SS cells by MTT assay	ChEMBL.	17803290
CC50 (ADMET)	= 8.4 uM	Cytotoxicity against human MT4 cells by MTT assay	ChEMBL.	17803290
CC50 (ADMET)	= 8.4 uM	Cytotoxicity against human MT4 cells by MTT assay	ChEMBL.	17803290
EC50 (functional)	= 1.4 uM	Antiviral activity against HIV1 3B in human MT4 cells by XTT asay	ChEMBL.	17803290
IC50 (binding)	= 9.3 uM	Inhibition of HIV1 reverse transcriptase	ChEMBL.	17803290
IC50 (binding)	= 9.3 uM	Inhibition of HIV1 reverse transcriptase	ChEMBL.	17803290
t1/2 (ADMET)	= 221 min	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: CHEMBL244998
PubChem: 23624698

Bibliographic References

1 literature reference was collected for this gene.

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Detailed information for compound 433982