TDR Targets

Basic information

Technical information

Name: Unnamed compound
MW: 269.295 | Formula: C16H15NO3
H donors: 2 H acceptors: 2 LogP: 2.63 Rotable bonds: 4
Rule of 5 violations (Lipinski): 1
SMILES: COc1cc(/C=C/C(=O)c2cccc(c2)N)ccc1O
InChi: 1S/C16H15NO3/c1-20-16-9-11(6-8-15(16)19)5-7-14(18)12-3-2-4-13(17)10-12/h2-10,19H,17H2,1H3/b7-5+
InChiKey: ZUMQQRYAVWPSOP-FNORWQNLSA-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

No synonyms found for this compound

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 multilocularis	glutamate receptor 2	0.0036	0.0091	0.0091
Echinococcus multilocularis	carboxylesterase 5A	0.0667	1	1
Schistosoma mansoni	calcium-activated potassium channel	0.0303	0.4281	0.4281
Schistosoma mansoni	glutamate receptor NMDA	0.0076	0.0716	0.0716
Onchocerca volvulus		0.0113	0.1293	1
Echinococcus granulosus	Glutamate receptor ionotropic kainate 2	0.0036	0.0091	0.0024
Mycobacterium tuberculosis	Probable membrane NADH dehydrogenase NdhA	0.0079	0.0763	0.5676
Schistosoma mansoni	hypothetical protein	0.0303	0.4281	0.4281
Echinococcus granulosus	Glutamate receptor ionotropic kainate 2	0.0036	0.0091	0.0024
Mycobacterium leprae	DIHYDROLIPOAMIDE DEHYDROGENASE LPD (LIPOAMIDE REDUCTASE (NADH)) (LIPOYL DEHYDROGENASE) (DIHYDROLIPOYL DEHYDROGENASE) (DIAPHORASE	0.0088	0.0901	1
Schistosoma mansoni	neuroligin 3 (S09 family)	0.0113	0.1293	0.1293
Brugia malayi	Carboxylesterase family protein	0.0667	1	1
Loa Loa (eye worm)	carboxylesterase	0.0113	0.1293	0.1293
Mycobacterium ulcerans	carboxylesterase, LipT	0.0113	0.1293	0.5
Brugia malayi	Cation transporter family protein	0.0091	0.0951	0.0951
Echinococcus granulosus	BC026374 protein S09 family	0.0113	0.1293	0.1235
Mycobacterium tuberculosis	NAD(P)H quinone reductase LpdA	0.0088	0.0901	0.6803
Loa Loa (eye worm)	hypothetical protein	0.0113	0.1293	0.1293
Echinococcus granulosus	glutamate NMDA receptor subunit	0.0086	0.0875	0.0814
Schistosoma mansoni	glutamate receptor NMDA	0.0086	0.0875	0.0875
Echinococcus multilocularis	para nitrobenzyl esterase	0.0113	0.1293	0.1293
Schistosoma mansoni	family S9 non-peptidase homologue (S09 family)	0.0113	0.1293	0.1293
Mycobacterium tuberculosis	Carboxylesterase LipT	0.0113	0.1293	1
Echinococcus multilocularis	family S9 non peptidase ue (S09 family)	0.0113	0.1293	0.1293
Mycobacterium tuberculosis	POSSIBLE PARA-NITROBENZYL ESTERASE (FRAGMENT)	0.0113	0.1293	1
Echinococcus granulosus	acetylcholinesterase	0.0667	1	1
Mycobacterium tuberculosis	Probable nitrite reductase [NAD(P)H] large subunit [FAD flavoprotein] NirB	0.0079	0.0763	0.5676
Trichomonas vaginalis	spcc417.12 protein, putative	0.0113	0.1293	0.5
Plasmodium vivax	thioredoxin reductase, putative	0.0035	0.0066	0.5
Loa Loa (eye worm)	hypothetical protein	0.0091	0.0951	0.0951
Schistosoma mansoni	nAChR subunit (ShAR1-alpha-like)	0.0091	0.0951	0.0951
Onchocerca volvulus		0.0113	0.1293	1
Echinococcus multilocularis	thioredoxin glutathione reductase	0.0035	0.0066	0.0066
Loa Loa (eye worm)	hypothetical protein	0.0113	0.1293	0.1293
Echinococcus multilocularis	glutamate receptor NMDA	0.004	0.0148	0.0148
Brugia malayi	hypothetical protein	0.0113	0.1293	0.1293
Echinococcus granulosus	glutamate receptor ionotrophic AMPA 3	0.0036	0.0091	0.0024
Echinococcus multilocularis	acetylcholinesterase	0.0667	1	1
Echinococcus multilocularis	small conductance calcium activated potassium	0.0303	0.4281	0.4281
Schistosoma mansoni	acetylcholinesterase	0.0113	0.1293	0.1293
Echinococcus multilocularis	Glutamate receptor, ionotropic kainate 2	0.0036	0.0091	0.0091
Echinococcus multilocularis	Glutamate receptor, ionotropic kainate 2	0.0036	0.0091	0.0091
Echinococcus multilocularis	glutamate receptor, ionotrophic, AMPA 3	0.0036	0.0091	0.0091
Loa Loa (eye worm)	hypothetical protein	0.0113	0.1293	0.1293
Loa Loa (eye worm)	hypothetical protein	0.0136	0.1664	0.1664
Schistosoma mansoni	nAChR subunit (ShAR1-beta-like)	0.0091	0.0951	0.0951
Trypanosoma brucei	trypanothione reductase	0.0035	0.0066	0.5
Onchocerca volvulus		0.0113	0.1293	1
Echinococcus granulosus	glutamate receptor 2	0.0036	0.0091	0.0024
Mycobacterium tuberculosis	Dihydrolipoamide dehydrogenase LpdC (lipoamide reductase (NADH)) (lipoyl dehydrogenase) (dihydrolipoyl dehydrogenase) (diaphoras	0.0088	0.0901	0.6803
Plasmodium vivax	glutathione reductase, putative	0.0035	0.0066	0.5
Onchocerca volvulus		0.0113	0.1293	1
Echinococcus granulosus	family S9 non peptidase ue S09 family	0.0113	0.1293	0.1235
Loa Loa (eye worm)	hypothetical protein	0.0667	1	1
Loa Loa (eye worm)	acetylcholinesterase 1	0.0667	1	1
Echinococcus multilocularis	nmda type glutamate receptor	0.0051	0.0324	0.0324
Brugia malayi	Carboxylesterase family protein	0.0113	0.1293	0.1293
Schistosoma mansoni	BC026374 protein (S09 family)	0.0113	0.1293	0.1293
Loa Loa (eye worm)	glutathione reductase	0.0035	0.0066	0.0066
Mycobacterium tuberculosis	Probable reductase	0.0079	0.0763	0.5676
Echinococcus multilocularis	acetylcholinesterase	0.0667	1	1
Loa Loa (eye worm)	hypothetical protein	0.0113	0.1293	0.1293
Loa Loa (eye worm)	hypothetical protein	0.0081	0.0796	0.0796
Schistosoma mansoni	family S9 non-peptidase homologue (S09 family)	0.0667	1	1
Mycobacterium tuberculosis	Probable NADH dehydrogenase Ndh	0.0079	0.0763	0.5676
Mycobacterium tuberculosis	Putative ferredoxin reductase	0.0079	0.0763	0.5676
Schistosoma mansoni	gliotactin	0.0113	0.1293	0.1293
Echinococcus multilocularis	glutamate (NMDA) receptor subunit	0.0086	0.0875	0.0875
Brugia malayi	Carboxylesterase family protein	0.0113	0.1293	0.1293
Loa Loa (eye worm)	carboxylesterase	0.0667	1	1
Loa Loa (eye worm)	hypothetical protein	0.0113	0.1293	0.1293
Echinococcus granulosus	carboxylesterase 5A	0.0667	1	1
Mycobacterium tuberculosis	Probable dehydrogenase	0.0079	0.0763	0.5676
Loa Loa (eye worm)	hypothetical protein	0.0303	0.4281	0.4281
Echinococcus granulosus	glutamate receptor NMDA	0.004	0.0148	0.0082
Brugia malayi	Carboxylesterase family protein	0.0113	0.1293	0.1293
Brugia malayi	Carboxylesterase family protein	0.0113	0.1293	0.1293
Echinococcus multilocularis	Glutamate receptor, ionotropic kainate 2	0.0036	0.0091	0.0091
Loa Loa (eye worm)	hypothetical protein	0.0113	0.1293	0.1293
Echinococcus granulosus	para nitrobenzyl esterase	0.0113	0.1293	0.1235
Brugia malayi	glutathione reductase	0.0035	0.0066	0.0066
Loa Loa (eye worm)	hypothetical protein	0.0113	0.1293	0.1293
Echinococcus multilocularis	nmda type glutamate receptor	0.0046	0.0238	0.0238
Echinococcus granulosus	nmda type glutamate receptor	0.0046	0.0238	0.0173
Loa Loa (eye worm)	hypothetical protein	0.0667	1	1
Echinococcus granulosus	neuroligin	0.0113	0.1293	0.1235
Leishmania major	trypanothione reductase	0.0035	0.0066	0.5
Loa Loa (eye worm)	thioredoxin reductase	0.0035	0.0066	0.0066
Trichomonas vaginalis	carboxylesterase domain containing protein, putative	0.0113	0.1293	0.5
Mycobacterium tuberculosis	Probable oxidoreductase	0.0088	0.0901	0.6803
Echinococcus multilocularis	neuroligin	0.0113	0.1293	0.1293
Trypanosoma cruzi	trypanothione reductase, putative	0.0035	0.0066	0.5
Echinococcus granulosus	small conductance calcium activated potassium	0.0303	0.4281	0.4243
Mycobacterium tuberculosis	POSSIBLE PARA-NITROBENZYL ESTERASE (FRAGMENT)	0.0113	0.1293	1
Schistosoma mansoni	family S9 non-peptidase homologue (S09 family)	0.0113	0.1293	0.1293
Schistosoma mansoni	family S9 non-peptidase homologue (S09 family)	0.0113	0.1293	0.1293
Schistosoma mansoni	calcium-activated potassium channel	0.0288	0.4049	0.4049
Plasmodium falciparum	thioredoxin reductase	0.0035	0.0066	0.5
Plasmodium falciparum	glutathione reductase	0.0035	0.0066	0.5
Loa Loa (eye worm)	hypothetical protein	0.0152	0.1908	0.1908
Onchocerca volvulus		0.0113	0.1293	1
Toxoplasma gondii	thioredoxin reductase	0.0035	0.0066	0.5
Loa Loa (eye worm)	carboxylesterase	0.0113	0.1293	0.1293
Loa Loa (eye worm)	hypothetical protein	0.0091	0.0951	0.0951
Echinococcus granulosus	nmda type glutamate receptor	0.0051	0.0324	0.026
Brugia malayi	Thioredoxin reductase	0.0035	0.0066	0.0066
Echinococcus granulosus	Glutamate receptor ionotropic kainate 2	0.0036	0.0091	0.0024
Echinococcus multilocularis	BC026374 protein (S09 family)	0.0113	0.1293	0.1293
Echinococcus granulosus	acetylcholinesterase	0.0667	1	1

Activities

Activity type	Activity value	Assay description	Source	Reference
Activity (functional)	= 97.6 %	Cytotoxicity against human KB cells assessed as cell viability at 10 uM after 48 hrs by MTS assay	ChEMBL.	18295490
Activity (functional)	= 97.6 %	Cytotoxicity against human KB cells assessed as cell viability at 10 uM after 48 hrs by MTS assay	ChEMBL.	18295490
Activity (functional)	= 99.4 %	Cytotoxicity against multidrug resistant P-gp expressing human KBV20C cells assessed as cell viability at 10 uM after 48 hrs by MTS assay	ChEMBL.	18295490
IC50 (functional)	= 2.87 ug ml-1	Inhibitory concentration against human umbilical vein endothelial cells(HUVEC) growth	ChEMBL.	15993583
IC50 (functional)	= 2.87 ug ml-1	Inhibitory concentration against human umbilical vein endothelial cells(HUVEC) growth	ChEMBL.	15993583
IC50 (functional)	= 6.02 ug ml-1	Inhibitory concentration for cytotoxic activity against Vero cell line	ChEMBL.	15993583
IC50 (functional)	= 7.71 ug ml-1	Inhibitory concentration for cytotoxic activity against U87 cell line	ChEMBL.	15993583
IC50 (functional)	= 11.48 ug ml-1	Inhibitory concentration for cytotoxic activity against B16 cell line	ChEMBL.	15993583
IC50 (functional)	= 11.48 ug ml-1	Inhibitory concentration for cytotoxic activity against B16 cell line	ChEMBL.	15993583
IC50 (functional)	= 12.33 ug ml-1	Inhibitory concentration for cytotoxic activity against SiHa cell line	ChEMBL.	15993583
IC50 (functional)	= 12.33 ug ml-1	Inhibitory concentration for cytotoxic activity against SiHa cell line	ChEMBL.	15993583
IC50 (functional)	= 0.83 uM	Cytotoxicity against multidrug resistant P-gp expressing human KBV20C cells assessed as cell viability in presence of paclitaxel by MTS assay	ChEMBL.	18295490
IC50 (functional)	= 1.26 uM	Cytotoxicity against multidrug resistant P-gp expressing human KBV20C cells assessed as cell viability in presence of vincristine by MTS assay	ChEMBL.	18295490
Inhibition (functional)	= 20 %	Percentage tube formation inhibition against human umbilical vein endothelial cells(HUVEC) at a concentration of 2.5 ug/mL	ChEMBL.	15993583
Inhibition (functional)	= 20 %	Percentage tube formation inhibition against human umbilical vein endothelial cells(HUVEC) at a concentration of 2.5 ug/mL	ChEMBL.	15993583
Inhibition (functional)	= 50 %	Percentage tube formation inhibition against human umbilical vein endothelial cells(HUVEC) at a concentration of 5 ug/mL	ChEMBL.	15993583
Inhibition (functional)	= 50 %	Percentage tube formation inhibition against human umbilical vein endothelial cells(HUVEC) at a concentration of 5 ug/mL	ChEMBL.	15993583
Inhibition (functional)	= 90 %	Percentage tube formation inhibition against human umbilical vein endothelial cells(HUVEC) at a concentration of 10 ug/mL	ChEMBL.	15993583
Inhibition (functional)	= 90 %	Percentage tube formation inhibition against human umbilical vein endothelial cells(HUVEC) at a concentration of 10 ug/mL	ChEMBL.	15993583

Phenotypes

Whole-cell/tissue/organism interactions

Species name	Source	Reference	Is orphan
Homo sapiens	ChEMBL23	15993583
Mus musculus	ChEMBL23	15993583

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

No external resources registered for this compound

Bibliographic References

2 literature references were collected for this gene.

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Detailed information for compound 317154