TDR Targets

Basic information

Technical information

TDR Targets ID: 230041
Name: methyl 3-chloro-5-[1-(3-chloro-4-methoxy-5-me thoxycarbonylphenyl)-4-(ethoxycarbonylamino)b ut-1-enyl]-2-methoxybenzoate
MW: 540.39 | Formula: C25H27Cl2NO8
H donors: 1 H acceptors: 3 LogP: 5.7 Rotable bonds: 14
Rule of 5 violations (Lipinski): 2
SMILES: CCOC(=O)NCCC=C(c1cc(Cl)c(c(c1)C(=O)OC)OC)c1cc(Cl)c(c(c1)C(=O)OC)OC
InChi: 1S/C25H27Cl2NO8/c1-6-36-25(31)28-9-7-8-16(14-10-17(23(29)34-4)21(32-2)19(26)12-14)15-11-18(24(30)35-5)22(33-3)20(27)13-15/h8,10-13H,6-7,9H2,1-5H3,(H,28,31)
InChiKey: LLPDAJIILPDBOG-UHFFFAOYSA-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

methyl 3-chloro-5-[1-(3-chloro-4-methoxy-5-methoxycarbonyl-phenyl)-4-(ethoxycarbonylamino)but-1-enyl]-2-methoxy-benzoate
3-chloro-5-[1-(3-chloro-4-methoxy-5-methoxycarbonylphenyl)-4-(ethoxycarbonylamino)but-1-enyl]-2-methoxybenzoic acid methyl ester
5-[4-(carbethoxyamino)-1-(3-carbomethoxy-5-chloro-4-methoxy-phenyl)but-1-enyl]-3-chloro-2-methoxy-benzoic acid methyl ester
Alkenyldiarylmethanes (ADAM) 43a
AIDS-165226
Methyl 3-bromo-5-{1-[3-bromo-4-methoxy-5-(methoxycarbonyl)phenyl]-4-(ethoxycarbonylamino)but-1-enyl}-2-methoxybenzoate
AIDS165226

Targets

Known targets for this compound

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

Predicted pathogen targets for this compound

By orthology

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

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
Trypanosoma cruzi	DNA polymerase eta, putative	0.0051	0.0102	0.4174
Trypanosoma brucei	DNA polymerase eta, putative	0.0051	0.0102	0.3311
Echinococcus granulosus	aldo keto reductase family 1 member B4	0.0085	0.0243	0.0243
Mycobacterium leprae	PROBABLE HYDROLASE	0.0824	0.3337	1
Trichomonas vaginalis	aldo-keto reductase, putative	0.0085	0.0243	1
Echinococcus granulosus	aldo keto reductase	0.0085	0.0243	0.0243
Trypanosoma brucei	retrotransposon hot spot protein 4 (RHS4), interrupted	0.0029	0.0009	0.0309
Echinococcus granulosus	aldo keto reductase family 1 member B4	0.0085	0.0243	0.0243
Loa Loa (eye worm)	hypothetical protein	0.0172	0.0608	0.0785
Echinococcus multilocularis	aldo keto reductase	0.0085	0.0243	0.0243
Leishmania major	prostaglandin f synthase, putative	0.0085	0.0243	1
Leishmania major	aldo-keto reductase-like protein	0.0085	0.0243	1
Echinococcus granulosus	aldehyde reductase	0.006	0.0141	0.0141
Trypanosoma brucei	unspecified product	0.0029	0.0009	0.0309
Brugia malayi	Matrix metalloprotease, N-terminal domain containing protein	0.0824	0.3337	0.5093
Trichomonas vaginalis	aldo-keto reductase, putative	0.0085	0.0243	1
Giardia lamblia	Aldose reductase	0.0085	0.0243	1
Trichomonas vaginalis	dihydrodiol dehydrogenase, putative	0.0085	0.0243	1
Loa Loa (eye worm)	oxidoreductase	0.0085	0.0243	0.022
Trypanosoma brucei	ingi protein (ORF1)	0.0029	0.0009	0.0309
Trichomonas vaginalis	aldo-keto reductase, putative	0.0085	0.0243	1
Brugia malayi	Matrixin family protein	0.0676	0.272	0.4151
Loa Loa (eye worm)	hypothetical protein	0.0824	0.3337	0.5016
Entamoeba histolytica	aldose reductase, putative	0.0085	0.0243	0.5
Mycobacterium tuberculosis	Probable peptidoglycan hydrolase	0.0824	0.3337	1
Echinococcus granulosus	aldo keto reductase family 1 member B4	0.0085	0.0243	0.0243
Trypanosoma cruzi	aldo/keto reductase, putative	0.0085	0.0243	1
Mycobacterium leprae	PROBABLE OXIDOREDUCTASE	0.0085	0.0243	0.0322
Loa Loa (eye worm)	hypothetical protein	0.0085	0.0243	0.022
Echinococcus granulosus	aldo keto reductase	0.0085	0.0243	0.0243
Echinococcus granulosus	aldo keto reductase family 1 member B4	0.0085	0.0243	0.0243
Echinococcus multilocularis	aldo keto reductase family 1, member B4	0.0085	0.0243	0.0243
Brugia malayi	oxidoreductase, aldo/keto reductase family protein	0.0085	0.0243	0.0372
Onchocerca volvulus		0.0085	0.0243	0.0395
Treponema pallidum	ribonuclease H (rnhA)	0.0027	0	0.5
Trypanosoma brucei	prostaglandin f synthase	0.0085	0.0243	0.7932
Echinococcus granulosus	aldo keto reductase family 1 member B4	0.0085	0.0243	0.0243
Schistosoma mansoni	aldo-keto reductase	0.0085	0.0243	0.0654
Echinococcus multilocularis	aldo keto reductase family 1, member B4	0.0085	0.0243	0.0243
Schistosoma mansoni	pol-related	0.0085	0.0243	0.0654
Schistosoma mansoni	matrix metallopeptidase-9 (M10 family)	0.0678	0.2725	0.7326
Echinococcus multilocularis	aldehyde reductase	0.006	0.0141	0.0141
Echinococcus multilocularis	aldo keto reductase family 1, member B4	0.0085	0.0243	0.0243
Onchocerca volvulus		0.0172	0.0608	0.0986
Echinococcus granulosus	aldo keto reductase	0.0085	0.0243	0.0243
Brugia malayi	Hemopexin family protein	0.0915	0.372	0.5678
Trichomonas vaginalis	aldo/keto reductase, putative	0.0085	0.0243	1
Trichomonas vaginalis	aldo-keto reductase, putative	0.0085	0.0243	1
Loa Loa (eye worm)	hypothetical protein	0.0676	0.272	0.4059
Echinococcus multilocularis	aldo keto reductase family 1, member B4	0.0085	0.0243	0.0243
Trichomonas vaginalis	aldo-keto reductase, putative	0.0085	0.0243	1
Brugia malayi	oxidoreductase, aldo/keto reductase family protein	0.0085	0.0243	0.0372
Onchocerca volvulus		0.0085	0.0243	0.0395
Onchocerca volvulus		0.0085	0.0243	0.0395
Toxoplasma gondii	aldose reductase, putative	0.0085	0.0243	1
Echinococcus multilocularis	aldo keto reductase	0.0085	0.0243	0.0243
Trichomonas vaginalis	aldo-keto reductase, putative	0.0085	0.0243	1
Schistosoma mansoni	aldo-keto reductase	0.0085	0.0243	0.0654
Brugia malayi	oxidoreductase, aldo/keto reductase family protein	0.0085	0.0243	0.0372
Entamoeba histolytica	aldose reductase, putative	0.0085	0.0243	0.5
Echinococcus granulosus	aldo keto reductase family 1 member B4	0.0085	0.0243	0.0243
Echinococcus multilocularis	aldo keto reductase family 1, member B4	0.0085	0.0243	0.0243
Loa Loa (eye worm)	matrix metalloproteinase	0.0676	0.272	0.4059
Trichomonas vaginalis	aldo-keto reductase, putative	0.0085	0.0243	1
Trichomonas vaginalis	dihydrodiol dehydrogenase, putative	0.0085	0.0243	1
Onchocerca volvulus		0.0676	0.272	0.4409
Echinococcus multilocularis	aldo keto reductase family 1, member B4	0.0085	0.0243	0.0243
Echinococcus multilocularis	matrix metallopeptidase 7 (M10 family)	0.2416	1	1
Echinococcus multilocularis	aldo keto reductase family 1, member B4	0.0085	0.0243	0.0243
Trichomonas vaginalis	aldo/keto reductase, putative	0.0085	0.0243	1
Brugia malayi	Matrixin family protein	0.0676	0.272	0.4151
Schistosoma mansoni	matrix metallopeptidase-7 (M10 family)	0.0676	0.272	0.7311
Echinococcus multilocularis	aldo keto reductase family 1, member B4	0.0085	0.0243	0.0243
Trichomonas vaginalis	aldo-keto reductase, putative	0.0085	0.0243	1
Onchocerca volvulus	Matrilysin homolog	0.15	0.6168	1
Trypanosoma brucei	ingi protein (ORF1)	0.0029	0.0009	0.0309
Onchocerca volvulus		0.0085	0.0243	0.0395
Trypanosoma cruzi	DNA polymerase eta, putative	0.0036	0.0038	0.1571
Echinococcus multilocularis	aldo keto reductase	0.0085	0.0243	0.0243
Loa Loa (eye worm)	oxidoreductase	0.0085	0.0243	0.022
Echinococcus multilocularis	aldo keto reductase	0.0085	0.0243	0.0243
Toxoplasma gondii	ImpB/MucB/SamB family protein	0.0036	0.0038	0.1571
Echinococcus granulosus	aldo keto reductase family 1 member B4	0.0085	0.0243	0.0243
Trichomonas vaginalis	aldo-keto reductase, putative	0.0085	0.0243	1
Wolbachia endosymbiont of Brugia malayi	ribonuclease HI	0.0027	0	0.5
Leishmania major	DNA polymerase eta, putative	0.0036	0.0038	0.1571
Entamoeba histolytica	aldose reductase, putative	0.0085	0.0243	0.5
Onchocerca volvulus		0.0085	0.0243	0.0395
Brugia malayi	ImpB/MucB/SamB family protein	0.0051	0.0102	0.0155
Leishmania major	aldehyde reductase, putative,oxidoreductase, putative	0.0085	0.0243	1
Schistosoma mansoni	hypothetical protein	0.01	0.0307	0.0825
Leishmania major	DNA polymerase eta, putative	0.0051	0.0102	0.4174
Trichomonas vaginalis	aldo-keto reductase, putative	0.0085	0.0243	1
Echinococcus granulosus	hypothetical protein	0.0085	0.0243	0.0243
Giardia lamblia	Aldose reductase	0.0085	0.0243	1
Trypanosoma cruzi	aldo-keto reductase	0.0085	0.0243	1
Trichomonas vaginalis	aldo/keto reductase, putative	0.0085	0.0243	1
Loa Loa (eye worm)	oxidoreductase	0.0085	0.0243	0.022
Onchocerca volvulus	Matrix metalloproteinase homolog	0.15	0.6168	1
Echinococcus multilocularis	aldo keto reductase family 1, member B4	0.0085	0.0243	0.0243
Trichomonas vaginalis	aldo-keto reductase, putative	0.0085	0.0243	1
Leishmania major	prostaglandin f2-alpha synthase/D-arabinose dehydrogenase	0.0085	0.0243	1
Trypanosoma brucei	RNA helicase, putative	0.01	0.0307	1
Echinococcus multilocularis	aldo keto reductase family 1, member B4	0.0085	0.0243	0.0243
Trichomonas vaginalis	aldo-keto reductase, putative	0.0085	0.0243	1
Trypanosoma brucei	aldo-keto reductase, putative	0.0085	0.0243	0.7932
Loa Loa (eye worm)	oxidoreductase	0.0085	0.0243	0.022
Brugia malayi	Matrixin family protein	0.0676	0.272	0.4151
Loa Loa (eye worm)	matrixin family protein	0.1592	0.6551	1
Loa Loa (eye worm)	oxidoreductase	0.0085	0.0243	0.022
Loa Loa (eye worm)	matrixin family protein	0.15	0.6168	0.9406
Brugia malayi	Matrixin family protein	0.1592	0.6551	1
Schistosoma mansoni	hypothetical protein	0.0915	0.372	1
Echinococcus granulosus	dna polymerase eta	0.0051	0.0102	0.0102
Trichomonas vaginalis	dihydrodiol dehydrogenase, putative	0.0085	0.0243	1
Onchocerca volvulus		0.0915	0.372	0.6031
Schistosoma mansoni	DNA polymerase eta	0.0051	0.0102	0.0273
Brugia malayi	Matrixin family protein	0.0676	0.272	0.4151
Onchocerca volvulus	Matrilysin homolog	0.0676	0.272	0.4409
Echinococcus multilocularis	aldo keto reductase family 1, member B4	0.0085	0.0243	0.0243
Echinococcus granulosus	aldo keto reductase family 1 member B4	0.0085	0.0243	0.0243
Trypanosoma brucei	hypothetical protein, conserved	0.0029	0.0009	0.0309
Echinococcus multilocularis	dna polymerase eta	0.0051	0.0102	0.0102
Loa Loa (eye worm)	hypothetical protein	0.0676	0.272	0.4059
Brugia malayi	oxidoreductase, aldo/keto reductase family protein	0.0085	0.0243	0.0372
Onchocerca volvulus		0.0085	0.0243	0.0395
Echinococcus granulosus	aldo keto reductase family 1 member B4	0.0085	0.0243	0.0243
Brugia malayi	hypothetical protein	0.0172	0.0608	0.0928
Mycobacterium ulcerans	hydrolase	0.0824	0.3337	1
Loa Loa (eye worm)	hypothetical protein	0.0676	0.272	0.4059

Activities

Activity type	Activity value	Assay description	Source	Reference
CC50 (functional)	= 12.2 uM	Concentration required for cytotoxicity against mock infected CEM-SS cells	ChEMBL.	11708913
CC50 (functional)	= 12.2 uM	Concentration required for cytotoxicity against mock infected CEM-SS cells	ChEMBL.	11708913
EC50 (functional)	= 0.71 uM	Inhibitory concentration for cytopathicity of HIV-1RF in CEM-SS cells	ChEMBL.	11708913
IC50 (binding)	= 1.93 uM	Inhibitory activity against HIV-1 Reverse Transcriptase with rCdG as the template primer	ChEMBL.	11708913
IC50 (binding)	= 1.93 uM	Inhibitory activity against HIV-1 Reverse Transcriptase with rCdG as the template primer	ChEMBL.	11708913
TI (ADMET)	= 17.17	Ratio of CC50/EC50 was determined	ChEMBL.	11708913

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: CHEMBL335037
PubChem: 503144

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 230041