TDR Targets

Basic information

Technical information

TDR Targets ID: 607045
Name: N-[(5-chloro-8-hydroxyquinolin-7-yl)-(2-metho xyphenyl)methyl]-3,4,5-trimethoxybenzamide
MW: 508.95 | Formula: C27H25ClN2O6
H donors: 2 H acceptors: 3 LogP: 5.37 Rotable bonds: 9
Rule of 5 violations (Lipinski): 2
SMILES: COc1ccccc1C(c1cc(Cl)c2c(c1O)nccc2)NC(=O)c1cc(OC)c(c(c1)OC)OC
InChi: 1S/C27H25ClN2O6/c1-33-20-10-6-5-8-17(20)23(18-14-19(28)16-9-7-11-29-24(16)25(18)31)30-27(32)15-12-21(34-2)26(36-4)22(13-15)35-3/h5-14,23,31H,1-4H3,(H,30,32)
InChiKey: AYDMGWSDXSDNCR-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

N-[(5-chloro-8-hydroxy-7-quinolyl)-(2-methoxyphenyl)methyl]-3,4,5-trimethoxy-benzamide
N-[(5-chloro-8-hydroxy-7-quinolyl)-(2-methoxyphenyl)methyl]-3,4,5-trimethoxybenzamide
N-[(5-chloro-8-hydroxy-quinolin-7-yl)-(2-methoxyphenyl)methyl]-3,4,5-trimethoxy-benzamide
Oprea1_234556
ChemDiv1_016678

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
Loa Loa (eye worm)	hypothetical protein	0.0086	0.1261	0.2365
Echinococcus multilocularis	guanine nucleotide binding protein G(s) subunit	0.0047	0.0341	0.0484
Loa Loa (eye worm)	hypothetical protein	0.0069	0.0871	0.1634
Schistosoma mansoni	tar DNA-binding protein	0.0259	0.5333	0.7571
Trypanosoma brucei	tyrosyl-DNA Phosphodiesterase (Tdp1), putative	0.0064	0.0746	0.7911
Brugia malayi	hypothetical protein	0.0077	0.1066	0.1999
Schistosoma mansoni	family S12 unassigned peptidase (S12 family)	0.0072	0.0932	0.1323
Echinococcus granulosus	guanine nucleotide binding protein Gs subunit	0.0047	0.0341	0.0484
Loa Loa (eye worm)	hypothetical protein	0.0101	0.1622	0.3042
Brugia malayi	latrophilin 2 splice variant baaae	0.0069	0.0871	0.1634
Brugia malayi	RNA recognition motif domain containing protein	0.0259	0.5333	1
Plasmodium falciparum	mitochondrial import inner membrane translocase subunit TIM23, putative	0.0086	0.1261	1
Entamoeba histolytica	tyrosyl-DNA phosphodiesterase, putative	0.0064	0.0746	0.7985
Mycobacterium ulcerans	lipase LipD	0.0072	0.0932	0.5
Mycobacterium leprae	conserved hypothetical protein	0.0072	0.0932	0.5
Schistosoma mansoni	hypothetical protein	0.0071	0.0924	0.1311
Brugia malayi	Hypothetical 52.5 kDa protein ZK945.1 in chromosome II, putative	0.0072	0.0932	0.1748
Trypanosoma cruzi	hypothetical protein, conserved	0.0072	0.0932	1
Toxoplasma gondii	mitochondrial import inner membrane translocase subunit TIM10, putative	0.0049	0.0389	0.2845
Brugia malayi	hypothetical protein	0.0077	0.1066	0.1999
Brugia malayi	RNA binding protein	0.0259	0.5333	1
Mycobacterium leprae	Probable lipase LipE	0.0072	0.0932	0.5
Onchocerca volvulus		0.0072	0.0932	0.5
Echinococcus granulosus	tar DNA binding protein	0.0259	0.5333	0.7571
Echinococcus multilocularis	geminin	0.0332	0.7044	1
Entamoeba histolytica	hypothetical protein	0.0071	0.0924	1
Schistosoma mansoni	hypothetical protein	0.0086	0.1261	0.179
Onchocerca volvulus		0.0072	0.0932	0.5
Echinococcus multilocularis	beta LACTamase domain containing family member	0.0072	0.0932	0.1323
Loa Loa (eye worm)	GTP-binding regulatory protein Gs alpha-S chain	0.0047	0.0341	0.0639
Brugia malayi	Mitochondrial import inner membrane translocase subunit TIM10	0.0049	0.0389	0.0729
Echinococcus granulosus	transcription factor btf3	0.0034	0.0042	0.006
Brugia malayi	GTP-binding regulatory protein Gs alpha-S chain, putative	0.0047	0.0341	0.0639
Echinococcus multilocularis	tyrosyl DNA phosphodiesterase 1	0.0064	0.0746	0.1059
Schistosoma mansoni	transcription factor btf3	0.0034	0.0042	0.006
Brugia malayi	Tyrosyl-DNA phosphodiesterase family protein	0.0064	0.0746	0.1399
Echinococcus granulosus	tyrosyl DNA phosphodiesterase 1	0.0064	0.0746	0.1059
Loa Loa (eye worm)	transport to inner mitochondrial membrane family member	0.0049	0.0389	0.0729
Loa Loa (eye worm)	hypothetical protein	0.0072	0.0932	0.1748
Trichomonas vaginalis	esterase, putative	0.0072	0.0932	1
Schistosoma mansoni	tar DNA-binding protein	0.0259	0.5333	0.7571
Loa Loa (eye worm)	hypothetical protein	0.0072	0.0932	0.1748
Mycobacterium ulcerans	beta-lactamase	0.0072	0.0932	0.5
Echinococcus granulosus	geminin	0.0332	0.7044	1
Schistosoma mansoni	Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein)	0.0047	0.0341	0.0484
Brugia malayi	beta-NAC-like protein	0.0034	0.0042	0.0079
Trypanosoma brucei	hypothetical protein, conserved	0.0072	0.0932	1
Echinococcus multilocularis	mitochondrial import inner membrane translocase subunit TIM23, putative	0.0086	0.1261	0.179
Toxoplasma gondii	mitochondrial inner membrane translocase subunit TIM17, putative	0.0086	0.1261	1
Trichomonas vaginalis	D-aminoacylase, putative	0.0072	0.0932	1
Onchocerca volvulus		0.0072	0.0932	0.5
Schistosoma mansoni	tyrosyl-DNA phosphodiesterase	0.0064	0.0746	0.1059
Echinococcus granulosus	Basic leucine zipper bZIP transcription	0.0071	0.0924	0.1311
Echinococcus granulosus	expressed protein	0.0049	0.0389	0.0552
Brugia malayi	beta-lactamase family protein	0.0072	0.0932	0.1748
Loa Loa (eye worm)	RNA binding protein	0.0259	0.5333	1
Schistosoma mansoni	mitochondrial import inner membrane translocase subunit tim10	0.0049	0.0389	0.0552
Mycobacterium ulcerans	esterase/lipase LipP	0.0072	0.0932	0.5
Schistosoma mansoni	hypothetical protein	0.0332	0.7044	1
Echinococcus multilocularis	transcription factor Dp 1	0.0037	0.0116	0.0164
Trichomonas vaginalis	penicillin-binding protein, putative	0.0072	0.0932	1
Schistosoma mansoni	Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein)	0.0047	0.0341	0.0484
Entamoeba histolytica	hypothetical protein	0.0071	0.0924	1
Trypanosoma cruzi	hypothetical protein, conserved	0.0072	0.0932	1
Schistosoma mansoni	hypothetical protein	0.0069	0.0871	0.1237
Schistosoma mansoni	family S12 unassigned peptidase (S12 family)	0.0072	0.0932	0.1323
Echinococcus multilocularis	tar DNA binding protein	0.0259	0.5333	0.7571
Loa Loa (eye worm)	beta-lactamase	0.0072	0.0932	0.1748
Entamoeba histolytica	hypothetical protein	0.0071	0.0924	1
Trichomonas vaginalis	D-aminoacylase, putative	0.0072	0.0932	1
Brugia malayi	hypothetical protein	0.0071	0.0924	0.1732
Echinococcus granulosus	transcription factor Dp 1	0.0037	0.0116	0.0164
Brugia malayi	Mitochondrial import inner membrane translocase subunit Tim17 family protein	0.0086	0.1261	0.2365
Schistosoma mansoni	tar DNA-binding protein	0.0259	0.5333	0.7571
Trichomonas vaginalis	penicillin-binding protein, putative	0.0072	0.0932	1
Loa Loa (eye worm)	ICD-1 protein	0.0034	0.0042	0.0079
Trichomonas vaginalis	D-aminoacylase, putative	0.0072	0.0932	1
Loa Loa (eye worm)	beta-LACTamase domain containing family member	0.0072	0.0932	0.1748
Brugia malayi	beta-lactamase	0.0072	0.0932	0.1748
Plasmodium vivax	mitochondrial import inner membrane translocase subunit TIM10, putative	0.0049	0.0389	0.2845
Loa Loa (eye worm)	hypothetical protein	0.0072	0.0932	0.1748
Brugia malayi	beta-lactamase family protein	0.0072	0.0932	0.1748
Brugia malayi	Corticotropin releasing factor receptor 2 precursor, putative	0.0101	0.1622	0.3042
Schistosoma mansoni	tar DNA-binding protein	0.0259	0.5333	0.7571
Schistosoma mansoni	hypothetical protein	0.0332	0.7044	1
Brugia malayi	Mitochondrial import inner membrane translocase subunit Tim17 family protein	0.0086	0.1261	0.2365
Brugia malayi	Mitochondrial import inner membrane translocase subunit Tim17 family protein	0.0086	0.1261	0.2365
Echinococcus multilocularis	transcription factor btf3	0.0034	0.0042	0.006
Toxoplasma gondii	TIM10 family protein, putative	0.0049	0.0389	0.2845
Echinococcus multilocularis	Basic leucine zipper (bZIP) transcription	0.0071	0.0924	0.1311
Loa Loa (eye worm)	hypothetical protein	0.0072	0.0932	0.1748
Loa Loa (eye worm)	hypothetical protein	0.0072	0.0932	0.1748
Loa Loa (eye worm)	TAR-binding protein	0.0259	0.5333	1
Loa Loa (eye worm)	tyrosyl-DNA phosphodiesterase	0.0064	0.0746	0.1399
Mycobacterium ulcerans	hypothetical protein	0.0072	0.0932	0.5
Loa Loa (eye worm)	hypothetical protein	0.0072	0.0932	0.1748
Schistosoma mansoni	tar DNA-binding protein	0.0259	0.5333	0.7571
Trypanosoma cruzi	tyrosyl-DNA Phosphodiesterase (Tdp1), putative	0.0064	0.0746	0.7911
Mycobacterium ulcerans	fusion of enoyl-CoA hydratase, EchA21 and lipase, LipE	0.0072	0.0932	0.5
Schistosoma mansoni	Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein)	0.0047	0.0341	0.0484
Echinococcus multilocularis	guanine nucleotide binding protein G(s) subunit	0.0047	0.0341	0.0484
Schistosoma mansoni	transcription factor LCR-F1	0.0071	0.0924	0.1311
Echinococcus granulosus	guanine nucleotide binding protein Gs subunit	0.0047	0.0341	0.0484
Brugia malayi	Calcitonin receptor-like protein seb-1	0.0101	0.1622	0.3042
Trypanosoma cruzi	tyrosyl-DNA Phosphodiesterase (Tdp1), putative	0.0064	0.0746	0.7911
Loa Loa (eye worm)	pigment dispersing factor receptor c	0.0101	0.1622	0.3042
Plasmodium vivax	mitochondrial import inner membrane translocase subunit TIM23, putative	0.0086	0.1261	1
Toxoplasma gondii	ABC1 family protein	0.0072	0.0932	0.73
Echinococcus multilocularis	expressed protein	0.0049	0.0389	0.0552
Plasmodium vivax	hypothetical protein, conserved	0.0072	0.0932	0.73
Loa Loa (eye worm)	RNA recognition domain-containing protein domain-containing protein	0.0259	0.5333	1
Plasmodium falciparum	mitochondrial import inner membrane translocase subunit TIM10, putative	0.0049	0.0389	0.2845
Leishmania major	hypothetical protein, conserved	0.0072	0.0932	1
Leishmania major	tyrosyl-DNA phosphodiesterase 1	0.0064	0.0746	0.7911
Brugia malayi	TAR-binding protein	0.0259	0.5333	1
Entamoeba histolytica	hypothetical protein	0.0071	0.0924	1
Echinococcus granulosus	beta LACTamase domain containing family member	0.0072	0.0932	0.1323

Activities

Activity type	Activity value	Assay description	Source	Reference
Activity (functional)		NOVARTIS: Antimalarial liver stage activity measured as a greater than 50% reduction in Plasmodium yoelii schizont area in HepG2-A16-CD81 cells at 10uM compound concentration, determined by immuno-fluorescence.	ChEMBL.	22096101
CC50 (functional)	> 100 uM	Huh7 cytotoxicity for Pf inhibitors	Novartis-GNF Malaria Box.	No reference
CC50	> 100 uM	NOVARTIS: Cytotoxicity against human hepatocellular carcinoma cell line (Huh7)	ChEMBL.	18579783
EC50 (functional)	= 1.232 uM	W2 Pf proliferation inhibition	Novartis-GNF Malaria Box.	No reference
EC50 (functional)	= 1.232 uM	NOVARTIS: Inhibition of Plasmodium falciparum W2 (drug-resistant) proliferation in erythrocyte-based infection assay	ChEMBL.	18579783
EC50 (functional)	= 2.204 uM	PF proliferation inhibition 3D7	Novartis-GNF Malaria Box.	No reference
EC50 (functional)	= 2.204 uM	NOVARTIS: Inhibition of Plasmodium falciparum 3D7 (drug-susceptible) proliferation in erythrocyte-based infection assay	ChEMBL.	18579783
IFI promiscuity index	= 0.04167	IFI promiscuity index	Novartis-GNF Malaria Box.	No reference

Phenotypes

Whole-cell/tissue/organism interactions

Species name	Source	Reference	Is orphan
Plasmodium falciparum	ChEMBL23	18579783

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: CHEMBL604110
Search by Novartis-GNF Malaria Box

Bibliographic References

No literature references available for this target.

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

Detailed information for compound 607045