TDR Targets

Basic information

Technical information

TDR Targets ID: 415345
Name: 1-[(4-methylanilino)methyl]indole-2,3-dione
MW: 266.295 | Formula: C16H14N2O2
H donors: 1 H acceptors: 2 LogP: 3.04 Rotable bonds: 3
Rule of 5 violations (Lipinski): 1
SMILES: Cc1ccc(cc1)NCN1c2ccccc2C(=O)C1=O
InChi: 1S/C16H14N2O2/c1-11-6-8-12(9-7-11)17-10-18-14-5-3-2-4-13(14)15(19)16(18)20/h2-9,17H,10H2,1H3
InChiKey: UFTXSYLWLUWMAC-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

1-[(4-methylanilino)methyl]indoline-2,3-dione
1-[[(4-methylphenyl)amino]methyl]indole-2,3-dione
1-(p-toluidinomethyl)isatin
1-[[(4-methylphenyl)amino]methyl]indoline-2,3-dione
1-[[(4-methylphenyl)amino]methyl]isatin
1-(p-Tolylamino-methyl)-1H-indole-2,3-dione
BAS 00117115
ZINC03123067
STK269119

Targets

Known targets for this compound

Species	Target name	Source	Bibliographic reference
Homo sapiens	butyrylcholinesterase	Starlite/ChEMBL	References
Homo sapiens	carboxylesterase 1	Starlite/ChEMBL	References

Predicted pathogen targets for this compound

By orthology

Species	Potential target	Known druggable target/s	Ortholog Group
Echinococcus granulosus	acetylcholinesterase	Get druggable targets OG5_126875	All targets in OG5_126875
Loa Loa (eye worm)	hypothetical protein	Get druggable targets OG5_126875	All targets in OG5_126875
Echinococcus multilocularis	carboxylesterase 5A	Get druggable targets OG5_126875	All targets in OG5_126875
Loa Loa (eye worm)	hypothetical protein	Get druggable targets OG5_126875	All targets in OG5_126875
Mycobacterium ulcerans	carboxylesterase, LipT	Get druggable targets OG5_127908	All targets in OG5_127908
Brugia malayi	Carboxylesterase family protein	Get druggable targets OG5_126875	All targets in OG5_126875
Loa Loa (eye worm)	acetylcholinesterase 1	Get druggable targets OG5_126875	All targets in OG5_126875
Echinococcus multilocularis	acetylcholinesterase	Get druggable targets OG5_126875	All targets in OG5_126875
Echinococcus granulosus	carboxylesterase 5A	Get druggable targets OG5_126875	All targets in OG5_126875
Echinococcus multilocularis	acetylcholinesterase	Get druggable targets OG5_126875	All targets in OG5_126875
Mycobacterium tuberculosis	Carboxylesterase LipT	Get druggable targets OG5_127908	All targets in OG5_127908
Schistosoma japonicum	Acetylcholinesterase 1 precursor, putative	Get druggable targets OG5_126875	All targets in OG5_126875
Schistosoma japonicum	ko:K01049 acetylcholinesterase [EC3.1.1.7], putative	Get druggable targets OG5_126875	All targets in OG5_126875
Brugia malayi	Carboxylesterase family protein	Get druggable targets OG5_126875	All targets in OG5_126875
Schistosoma mansoni	family S9 non-peptidase homologue (S09 family)	Get druggable targets OG5_126875	All targets in OG5_126875
Loa Loa (eye worm)	carboxylesterase	Get druggable targets OG5_126875	All targets in OG5_126875
Echinococcus granulosus	acetylcholinesterase	Get druggable targets OG5_126875	All targets in OG5_126875

By sequence similarity to non orthologous known druggable targets

Species	Potential target	Known druggable target	Length	Alignment span	Identity
Brugia malayi	Carboxylesterase family protein	butyrylcholinesterase	602 aa	546 aa	30.2 %
Brugia malayi	Carboxylesterase family protein	carboxylesterase 1	567 aa	532 aa	24.1 %

Ranking Plot

Putative Targets List

Species	Potential target	Raw	Global	Species
Giardia lamblia	Alpha-tubulin	0.0168	0.7006	0.8081
Trypanosoma brucei	beta tubulin	0.0181	0.8454	1
Leishmania major	alpha tubulin	0.0168	0.7006	0.8081
Plasmodium vivax	tubulin alpha chain, putative	0.0168	0.7006	0.8081
Schistosoma mansoni	tubulin subunit alpha	0.0168	0.7006	0.8287
Brugia malayi	alpha-tubulin	0.0168	0.7006	0.8287
Toxoplasma gondii	alpha-tubulin I, putative	0.0168	0.7006	0.8081
Mycobacterium ulcerans	carboxylesterase, LipT	0.0196	1	0.5
Leishmania major	alpha tubulin	0.0168	0.7006	0.8081
Loa Loa (eye worm)	beta-tubulin	0.0181	0.8454	1
Giardia lamblia	Beta tubulin	0.0181	0.8454	1
Plasmodium vivax	tubulin alpha chain, putative	0.0168	0.7006	0.8081
Plasmodium falciparum	alpha tubulin 2	0.0168	0.7006	0.8081
Entamoeba histolytica	tubulin family protein	0.0181	0.8454	1
Leishmania major	alpha tubulin	0.0168	0.7006	0.8081
Echinococcus granulosus	tubulin alpha chain	0.0168	0.7006	0.8287
Echinococcus granulosus	Tubulin beta 2C chain	0.0181	0.8454	1
Toxoplasma gondii	beta-tubulin, putative	0.0181	0.8454	1
Brugia malayi	tubulin alpha-2 chain	0.0168	0.7006	0.8287
Brugia malayi	Tubulin alpha chain	0.0168	0.7006	0.8287
Trichomonas vaginalis	tubulin gamma chain, putative	0.0111	0.0909	0.0784
Echinococcus granulosus	Tubulin alpha 1 chain	0.0168	0.7006	0.8287
Leishmania major	alpha tubulin	0.0168	0.7006	0.8081
Leishmania major	alpha tubulin	0.0168	0.7006	0.8081
Leishmania major	alpha tubulin	0.0168	0.7006	0.8081
Echinococcus multilocularis	Tubulin beta 2C chain	0.0181	0.8454	1
Leishmania major	beta tubulin	0.0181	0.8454	1
Leishmania major	beta tubulin	0.0181	0.8454	1
Echinococcus multilocularis	Tubulin beta 2C chain	0.0181	0.8454	1
Loa Loa (eye worm)	hypothetical protein	0.0168	0.7006	0.8287
Trichomonas vaginalis	tubulin beta chain, putative	0.0168	0.7006	0.8232
Loa Loa (eye worm)	tubulin alpha-3 chain	0.0105	0.0267	0.0316
Trichomonas vaginalis	tubulin alpha chain, putative	0.0181	0.8454	1
Brugia malayi	Tubulin alpha-2 chain	0.0168	0.7006	0.8287
Echinococcus granulosus	Tubulin beta 2C chain	0.0181	0.8454	1
Schistosoma mansoni	tubulin subunit gamma	0.0111	0.0909	0.1075
Trichomonas vaginalis	tubulin beta chain, putative	0.0181	0.8454	1
Loa Loa (eye worm)	hypothetical protein	0.0105	0.0267	0.0316
Trichomonas vaginalis	tubulin alpha-1 chain, putative	0.012	0.1835	0.1915
Toxoplasma gondii	beta-1 tubulin, putative	0.0181	0.8454	1
Schistosoma mansoni	tubulin subunit epsilon	0.0111	0.0909	0.1075
Trichomonas vaginalis	tubulin alpha chain, putative	0.0111	0.0909	0.0784
Echinococcus multilocularis	tubulin alpha chain	0.0168	0.7006	0.8287
Echinococcus multilocularis	tubulin alpha chain	0.0168	0.7006	0.8287
Leishmania major	beta tubulin	0.0181	0.8454	1
Schistosoma mansoni	alpha tubulin	0.0168	0.7006	0.8287
Leishmania major	beta tubulin	0.0181	0.8454	1
Echinococcus granulosus	tubulin alpha	0.0111	0.0909	0.1075
Echinococcus granulosus	tubulin gamma 1 chain	0.0111	0.0909	0.1075
Plasmodium falciparum	tubulin beta chain	0.0181	0.8454	1
Echinococcus multilocularis	tubulin gamma 1 chain	0.0111	0.0909	0.1075
Loa Loa (eye worm)	tubulin beta-4 chain	0.0181	0.8454	1
Leishmania major	alpha tubulin	0.0168	0.7006	0.8081
Toxoplasma gondii	beta tubulin	0.0181	0.8454	1
Echinococcus granulosus	tubulin subunit beta	0.0181	0.8454	1
Loa Loa (eye worm)	BEN-1 protein	0.0181	0.8454	1
Echinococcus granulosus	tubulin beta 1 chain	0.0181	0.8454	1
Loa Loa (eye worm)	tubulin beta-1 chain	0.0181	0.8454	1
Trichomonas vaginalis	tubulin epsilon chain, putative	0.0181	0.8454	1
Plasmodium falciparum	alpha tubulin 1	0.0168	0.7006	0.8081
Echinococcus granulosus	tubulin subunit TubB	0.0168	0.7006	0.8287
Trypanosoma cruzi	alpha tubulin, putative	0.0168	0.7006	0.8081
Giardia lamblia	Alpha-tubulin	0.0168	0.7006	0.8081
Trypanosoma brucei	alpha tubulin	0.0168	0.7006	0.8081
Leishmania major	beta tubulin	0.0181	0.8454	1
Trichomonas vaginalis	tubulin alpha-1 chain, putative	0.0168	0.7006	0.8232
Leishmania major	beta tubulin	0.0181	0.8454	1
Trichomonas vaginalis	tubulin beta chain, putative	0.0168	0.7006	0.8232
Giardia lamblia	Beta tubulin	0.0181	0.8454	1
Trypanosoma brucei	alpha tubulin	0.0168	0.7006	0.8081
Leishmania major	alpha tubulin	0.0168	0.7006	0.8081
Echinococcus granulosus	Tubulin alpha 1 chain	0.0168	0.7006	0.8287
Trypanosoma brucei	alpha tubulin	0.0168	0.7006	0.8081
Loa Loa (eye worm)	alpha-tubulin	0.0168	0.7006	0.8287
Brugia malayi	tubulin alpha chain - mouse	0.0168	0.7006	0.8287
Echinococcus multilocularis	hypothetical protein	0.0168	0.7006	0.8287
Echinococcus multilocularis	tubulin alpha	0.0111	0.0909	0.1075
Loa Loa (eye worm)	tubulin alpha 2	0.012	0.1835	0.2171
Echinococcus granulosus	Tubulin alpha 1 chain	0.0168	0.7006	0.8287
Echinococcus granulosus	beta tubulin	0.0181	0.8454	1
Echinococcus granulosus	beta tubulin	0.0181	0.8454	1
Schistosoma mansoni	alpha tubulin	0.0168	0.7006	0.8287
Trichomonas vaginalis	tubulin gamma chain, putative	0.0181	0.8454	1
Loa Loa (eye worm)	hypothetical protein	0.012	0.1835	0.2171
Echinococcus multilocularis	tubulin alpha 3 chain	0.0168	0.7006	0.8287
Echinococcus multilocularis	tubulin, beta 4A class IVa	0.0181	0.8454	1
Echinococcus granulosus	Tubulin beta 2C chain	0.0181	0.8454	1
Plasmodium vivax	tubulin beta chain, putative	0.0181	0.8454	1
Echinococcus multilocularis	beta tubulin	0.0181	0.8454	1
Echinococcus granulosus	tubulin alpha chain	0.0168	0.7006	0.8287
Trichomonas vaginalis	tubulin beta chain, putative	0.0168	0.7006	0.8232
Leishmania major	beta tubulin	0.0181	0.8454	1
Schistosoma mansoni	tubulin subunit beta	0.0181	0.8454	1
Entamoeba histolytica	tubulin alpha chain, putative	0.0168	0.7006	0.8081
Leishmania major	beta tubulin	0.0181	0.8454	1
Echinococcus multilocularis	Tubulin beta 2C chain	0.0181	0.8454	1
Echinococcus granulosus	Tubulin beta 2C chain	0.0181	0.8454	1
Echinococcus granulosus	alpha tubulin	0.0168	0.7006	0.8287
Trypanosoma brucei	alpha tubulin	0.0168	0.7006	0.8081
Echinococcus multilocularis	tubulin alpha 1C chain	0.0168	0.7006	0.8287
Echinococcus multilocularis	tubulin alpha 1C chain	0.0168	0.7006	0.8287
Echinococcus granulosus	tubulin beta 4A class IVa	0.0181	0.8454	1
Echinococcus granulosus	peroxisome assembly protein 26	0.0168	0.7006	0.8287
Echinococcus multilocularis	Tubulin alpha 1 chain	0.0168	0.7006	0.8287
Loa Loa (eye worm)	alpha-tubulin	0.0168	0.7006	0.8287
Trypanosoma brucei	beta tubulin	0.0181	0.8454	1
Leishmania major	beta tubulin	0.0181	0.8454	1
Echinococcus multilocularis	tubulin epsilon chain	0.0111	0.0909	0.1075
Leishmania major	alpha tubulin	0.0168	0.7006	0.8081
Echinococcus granulosus	tubulin epsilon chain	0.0111	0.0909	0.1075
Echinococcus multilocularis	tubulin alpha chain	0.0168	0.7006	0.8287
Echinococcus granulosus	tubulin alpha 1C chain	0.0168	0.7006	0.8287
Schistosoma mansoni	alpha tubulin	0.0168	0.7006	0.8287
Loa Loa (eye worm)	tubulin alpha-2 chain	0.0168	0.7006	0.8287
Loa Loa (eye worm)	tubulin alpha chain	0.0168	0.7006	0.8287
Loa Loa (eye worm)	tubulin alpha 2	0.012	0.1835	0.2171
Brugia malayi	Tubulin alpha-2 chain	0.0168	0.7006	0.8287
Echinococcus multilocularis	Tubulin beta 2C chain	0.0181	0.8454	1
Trichomonas vaginalis	tubulin beta chain, putative	0.0168	0.7006	0.8232
Trichomonas vaginalis	tubulin gamma chain, putative	0.0111	0.0909	0.0784
Echinococcus multilocularis	tubulin subunit TubB	0.0168	0.7006	0.8287
Loa Loa (eye worm)	tubulin beta chain	0.0181	0.8454	1
Leishmania major	alpha tubulin	0.0168	0.7006	0.8081
Echinococcus granulosus	tubulin alpha chain	0.0168	0.7006	0.8287
Echinococcus granulosus	tubulin alpha chain	0.0168	0.7006	0.8287
Giardia lamblia	Beta tubulin	0.0181	0.8454	1
Leishmania major	beta tubulin	0.0181	0.8454	1
Echinococcus granulosus	tubulin alpha 3 chain	0.0168	0.7006	0.8287
Trichomonas vaginalis	tubulin epsilon chain, putative	0.0168	0.7006	0.8232
Trichomonas vaginalis	tubulin epsilon chain, putative	0.0168	0.7006	0.8232
Trichomonas vaginalis	tubulin beta chain, putative	0.0168	0.7006	0.8232
Echinococcus multilocularis	Tubulin beta 2C chain	0.0181	0.8454	1
Leishmania major	beta tubulin	0.0181	0.8454	1
Echinococcus multilocularis	peroxisome assembly protein 26	0.0168	0.7006	0.8287
Entamoeba histolytica	tubulin family protein	0.0181	0.8454	1
Leishmania major	beta tubulin	0.0181	0.8454	1
Echinococcus multilocularis	tubulin beta 1 chain	0.0181	0.8454	1
Leishmania major	beta tubulin	0.0181	0.8454	1
Schistosoma mansoni	tubulin subunit beta	0.0181	0.8454	1
Loa Loa (eye worm)	tubulin alpha chain	0.0168	0.7006	0.8287
Loa Loa (eye worm)	tubulin beta-2A chain	0.0181	0.8454	1
Schistosoma mansoni	tubulin subunit alpha	0.0168	0.7006	0.8287
Trichomonas vaginalis	tubulin beta chain, putative	0.0168	0.7006	0.8232
Echinococcus multilocularis	Tubulin alpha 1 chain	0.0168	0.7006	0.8287
Brugia malayi	beta-tubulin, identical	0.0181	0.8454	1
Leishmania major	alpha tubulin	0.0168	0.7006	0.8081
Schistosoma mansoni	tubulin subunit alpha	0.0168	0.7006	0.8287
Trichomonas vaginalis	tubulin epsilon chain, putative	0.0181	0.8454	1
Trypanosoma brucei	beta tubulin	0.0181	0.8454	1
Trypanosoma cruzi	beta tubulin, putative	0.0181	0.8454	1
Leishmania major	beta tubulin	0.0181	0.8454	1
Schistosoma mansoni	tubulin subunit beta	0.0181	0.8454	1
Loa Loa (eye worm)	tubulin gamma chain	0.0111	0.0909	0.1075
Echinococcus granulosus	Tubulin beta 2C chain	0.0181	0.8454	1
Trichomonas vaginalis	tubulin, putative	0.0181	0.8454	1
Entamoeba histolytica	tubulin alpha-1 chain	0.0168	0.7006	0.8081
Trypanosoma brucei	beta tubulin	0.0181	0.8454	1
Echinococcus multilocularis	beta tubulin	0.0181	0.8454	1
Toxoplasma gondii	alpha tubulin TUBA1	0.0168	0.7006	0.8081
Leishmania major	beta tubulin	0.0181	0.8454	1
Echinococcus granulosus	tubulin alpha 1C chain	0.0168	0.7006	0.8287
Schistosoma mansoni	tubulin subunit beta	0.0181	0.8454	1
Echinococcus granulosus	tubulin alpha 3 chain	0.0168	0.7006	0.8287
Echinococcus multilocularis	Tubulin alpha 1 chain	0.0168	0.7006	0.8287
Echinococcus multilocularis	tubulin subunit beta	0.0181	0.8454	1
Leishmania major	alpha tubulin	0.0168	0.7006	0.8081
Brugia malayi	Tubulin gamma chain	0.0111	0.0909	0.1075
Loa Loa (eye worm)	BEN-1 protein	0.0181	0.8454	1
Echinococcus multilocularis	tubulin alpha 3 chain	0.0168	0.7006	0.8287
Echinococcus multilocularis	tubulin alpha chain	0.0168	0.7006	0.8287
Leishmania major	beta tubulin	0.0181	0.8454	1
Schistosoma mansoni	tubulin subunit beta	0.0181	0.8454	1
Schistosoma mansoni	tubulin subunit beta	0.0181	0.8454	1
Leishmania major	beta tubulin	0.0181	0.8454	1
Brugia malayi	Tubulin beta-1 chain	0.0181	0.8454	1
Leishmania major	beta tubulin	0.0181	0.8454	1
Echinococcus multilocularis	tubulin alpha chain	0.0168	0.7006	0.8287
Echinococcus granulosus	tubulin alpha chain	0.0168	0.7006	0.8287
Loa Loa (eye worm)	alpha-tubulin isotype 2	0.012	0.1835	0.2171

Activities

Activity type	Activity value	Assay description	Source	Reference
Ki (binding)	= 1.08 uM	Inhibition of human intestinal carboxylesterase expressed in sf21 cells	ChEMBL.	17378546
Ki (binding)	= 2.65 uM	Inhibition of human liver CE1 expressed in sf21 cells	ChEMBL.	17378546
Ki (binding)	= 2.65 uM	Inhibition of human liver CE1 expressed in sf21 cells	ChEMBL.	17378546
Ki (binding)	= 7.4 uM	Inhibition of rabbit liver carboxylesterase expressed in sf21 cells	ChEMBL.	17378546
Ki (binding)	= 18.1 uM	Inhibition of human BChE	ChEMBL.	17378546
Ki (binding)	= 18.1 uM	Inhibition of human BChE	ChEMBL.	17378546
Ki (binding)	> 100 uM	Inhibition of human AChE	ChEMBL.	17378546
Ki (binding)	> 100 uM	Inhibition of human AChE	ChEMBL.	17378546

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: CHEMBL222851
PubChem: 2305233

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 415345