TDR Targets

Basic information

Technical information

TDR Targets ID: 503365
Name: 5-[1-(3-chlorophenyl)ethoxy]quinazoline-2,4-d iamine
MW: 314.77 | Formula: C16H15ClN4O
H donors: 2 H acceptors: 2 LogP: 3.34 Rotable bonds: 3
Rule of 5 violations (Lipinski): 1
SMILES: Clc1cccc(c1)C(Oc1cccc2c1c(N)nc(n2)N)C
InChi: 1S/C16H15ClN4O/c1-9(10-4-2-5-11(17)8-10)22-13-7-3-6-12-14(13)15(18)21-16(19)20-12/h2-9H,1H3,(H4,18,19,20,21)
InChiKey: IDHINEMSCUFEIP-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

[2-amino-5-[1-(3-chlorophenyl)ethoxy]quinazolin-4-yl]amine

Targets

Known targets for this compound

Species	Target name	Source	Bibliographic reference
Homo sapiens	dihydrofolate reductase	Starlite/ChEMBL	References

Predicted pathogen targets for this compound

By orthology

Species	Potential target	Known druggable target/s	Ortholog Group
Candida albicans	dihydrofolate reductase	Get druggable targets OG5_128410	All targets in OG5_128410
Candida albicans	dihydrofolate reductase	Get druggable targets OG5_128410	All targets in OG5_128410
Echinococcus multilocularis	dihydrofolate reductase	Get druggable targets OG5_128410	All targets in OG5_128410
Mycobacterium ulcerans	dihydrofolate reductase DfrA	Get druggable targets OG5_128410	All targets in OG5_128410
Brugia malayi	dihydrofolate reductase family protein	Get druggable targets OG5_128410	All targets in OG5_128410
Mycobacterium tuberculosis	Dihydrofolate reductase DfrA (DHFR) (tetrahydrofolate dehydrogenase)	Get druggable targets OG5_128410	All targets in OG5_128410
Chlamydia trachomatis	dihydrofolate reductase	Get druggable targets OG5_128410	All targets in OG5_128410
Schistosoma japonicum	ko:K00287 dihydrofolate reductase [EC1.5.1.3], putative	Get druggable targets OG5_128410	All targets in OG5_128410
Echinococcus granulosus	dihydrofolate reductase	Get druggable targets OG5_128410	All targets in OG5_128410
Loa Loa (eye worm)	dihydrofolate reductase	Get druggable targets OG5_128410	All targets in OG5_128410
Candida albicans	hypothetical protein	Get druggable targets OG5_128410	All targets in OG5_128410
Schistosoma mansoni	dihydrofolate reductase	Get druggable targets OG5_128410	All targets in OG5_128410
Brugia malayi	Dihydrofolate reductase	Get druggable targets OG5_128410	All targets in OG5_128410
Mycobacterium leprae	DIHYDROFOLATE REDUCTASE DFRA (DHFR) (TETRAHYDROFOLATE DEHYDROGENASE)	Get druggable targets OG5_128410	All targets in OG5_128410

By sequence similarity to non orthologous known druggable targets

Species	Potential target	Known druggable target	Length	Alignment span	Identity
Plasmodium falciparum	bifunctional dihydrofolate reductase-thymidylate synthase	dihydrofolate reductase	187 aa	202 aa	29.7 %

Ranking Plot

Putative Targets List

Species	Potential target	Raw	Global	Species
Brugia malayi	Cytochrome P450 family protein	0.0023	0.0535	0.0535
Echinococcus granulosus	dihydrofolate reductase	0.0208	1	1
Schistosoma mansoni	jun-related protein	0.0071	0.2969	0.2969
Brugia malayi	cytoplasmic intermediate filament protein	0.0017	0.0231	0.0231
Schistosoma mansoni	6-phosphofructokinase	0.013	0.603	0.603
Echinococcus multilocularis	JmjC domain containing protein 4	0.0019	0.0307	0.0307
Schistosoma mansoni	intermediate filament proteins	0.0032	0.1002	0.1002
Loa Loa (eye worm)	hypothetical protein	0.0015	0.0113	0.0113
Echinococcus granulosus	jumonji domain containing 1A	0.0019	0.0307	0.0307
Entamoeba histolytica	phosphofructokinase, putative	0.013	0.603	1
Mycobacterium leprae	DIHYDROFOLATE REDUCTASE DFRA (DHFR) (TETRAHYDROFOLATE DEHYDROGENASE)	0.0208	1	1
Echinococcus granulosus	lamin	0.0032	0.1002	0.1002
Echinococcus multilocularis	musashi	0.0032	0.1002	0.1002
Schistosoma mansoni	lamin	0.0032	0.1002	0.1002
Loa Loa (eye worm)	hypothetical protein	0.0019	0.0307	0.0307
Brugia malayi	jmjC domain containing protein	0.0019	0.0307	0.0307
Loa Loa (eye worm)	jmjC domain-containing protein	0.0019	0.0307	0.0307
Echinococcus granulosus	Jumonji AT rich interactive domain 1B	0.0019	0.0307	0.0307
Echinococcus multilocularis	jun protein	0.0087	0.3805	0.3805
Echinococcus granulosus	lysine specific demethylase 6a	0.0019	0.0307	0.0307
Echinococcus multilocularis	lamin dm0	0.0032	0.1002	0.1002
Toxoplasma gondii	phosphofructokinase PFKII	0.0035	0.1149	0.2707
Loa Loa (eye worm)	intermediate filament tail domain-containing protein	0.0032	0.1002	0.1002
Trichomonas vaginalis	voltage and ligand gated potassium channel, putative	0.0041	0.1463	0.0642
Leishmania major	dihydrofolate reductase-thymidylate synthase	0.0079	0.3417	0.5434
Schistosoma mansoni	protein phosphatase 2C	0.0019	0.0307	0.0307
Schistosoma mansoni	hypothetical protein	0.0071	0.2969	0.2969
Brugia malayi	bZIP transcription factor family protein	0.0087	0.3805	0.3805
Plasmodium vivax	6-phosphofructokinase, putative	0.0035	0.1149	0.2707
Echinococcus multilocularis	Basic leucine zipper (bZIP) transcription factor	0.0087	0.3805	0.3805
Leishmania major	cytochrome p450-like protein	0.0023	0.0535	0.0397
Trichomonas vaginalis	phosphofructokinase, putative	0.013	0.603	1
Leishmania major	ATP-dependent phosphofructokinase	0.013	0.603	1
Trypanosoma brucei	cytochrome P450, putative	0.0023	0.0535	0.0397
Loa Loa (eye worm)	6-phosphofructokinase	0.013	0.603	0.603
Schistosoma mansoni	hypothetical protein	0.0062	0.2525	0.2525
Echinococcus multilocularis	lysine specific demethylase 5A	0.007	0.2961	0.2961
Trypanosoma cruzi	dihydrofolate reductase-thymidylate synthase	0.0079	0.3417	0.5434
Trypanosoma brucei	ATP-dependent 6-phosphofructokinase, glycosomal	0.013	0.603	1
Loa Loa (eye worm)	hypothetical protein	0.0085	0.3683	0.3683
Loa Loa (eye worm)	cytochrome P450 family protein	0.0023	0.0535	0.0535
Brugia malayi	Cytochrome P450 family protein	0.0023	0.0535	0.0535
Schistosoma mansoni	voltage-gated potassium channel	0.0048	0.182	0.182
Loa Loa (eye worm)	jmjC domain-containing protein	0.007	0.2961	0.2961
Mycobacterium ulcerans	dihydrofolate reductase DfrA	0.0208	1	1
Trichomonas vaginalis	phosphofructokinase, putative	0.013	0.603	1
Brugia malayi	Voltage-gated potassium channel, HERG (KCNH2)-related. C. elegans unc-103 ortholog	0.0044	0.1612	0.1612
Echinococcus granulosus	potassium voltage gated channel subfamily H	0.0044	0.1612	0.1612
Echinococcus multilocularis	dihydrofolate reductase	0.0208	1	1
Chlamydia trachomatis	dihydrofolate reductase	0.0208	1	1
Loa Loa (eye worm)	hypothetical protein	0.0015	0.0113	0.0113
Brugia malayi	jmjC domain containing protein	0.0019	0.0307	0.0307
Trichomonas vaginalis	voltage and ligand gated potassium channel, putative	0.0041	0.1463	0.0642
Schistosoma mansoni	phosphatidylserine receptor	0.0019	0.0307	0.0307
Brugia malayi	6-phosphofructokinase	0.013	0.603	0.603
Trypanosoma cruzi	ATP-dependent 6-phosphofructokinase, glycosomal	0.013	0.603	1
Schistosoma mansoni	jumonji/arid domain-containing protein	0.007	0.2961	0.2961
Echinococcus granulosus	phd:f box containing protein	0.0019	0.0307	0.0307
Loa Loa (eye worm)	jmjC domain-containing protein	0.0019	0.0307	0.0307
Schistosoma mansoni	voltage-gated potassium channel	0.0048	0.182	0.182
Echinococcus multilocularis	Jumonji, AT rich interactive domain 1B	0.0019	0.0307	0.0307
Brugia malayi	jmjC domain containing protein	0.007	0.2961	0.2961
Loa Loa (eye worm)	hypothetical protein	0.0038	0.1312	0.1312
Plasmodium falciparum	ATP-dependent 6-phosphofructokinase	0.0035	0.1149	0.2707
Echinococcus granulosus	lysine specific demethylase 5A	0.007	0.2961	0.2961
Brugia malayi	Dihydrofolate reductase	0.0208	1	1
Schistosoma mansoni	6-phosphofructokinase	0.013	0.603	0.603
Loa Loa (eye worm)	6-phosphofructokinase	0.013	0.603	0.603
Toxoplasma gondii	6-phosphofructokinase	0.0035	0.1149	0.2707
Trichomonas vaginalis	phosphofructokinase, putative	0.013	0.603	1
Loa Loa (eye worm)	jmjC domain-containing protein	0.0019	0.0307	0.0307
Plasmodium falciparum	bifunctional dihydrofolate reductase-thymidylate synthase	0.0079	0.3417	1
Brugia malayi	6-phosphofructokinase	0.013	0.603	0.603
Echinococcus granulosus	cytoplasmic intermediate filament protein	0.0016	0.0143	0.0143
Onchocerca volvulus		0.0068	0.2847	1
Schistosoma mansoni	phd/f-box containing protein	0.0019	0.0307	0.0307
Loa Loa (eye worm)	cytoplasmic intermediate filament protein	0.0017	0.0231	0.0231
Loa Loa (eye worm)	voltage and ligand gated potassium channel	0.0044	0.1612	0.1612
Loa Loa (eye worm)	CYP4Cod1	0.0023	0.0535	0.0535
Treponema pallidum	diphosphate--fructose-6-phosphate 1-phosphotransferase	0.013	0.603	1
Loa Loa (eye worm)	cytochrome P450 family protein	0.0023	0.0535	0.0535
Trypanosoma brucei	dihydrofolate reductase-thymidylate synthase	0.0079	0.3417	0.5434
Echinococcus granulosus	Transcription factor JmjC domain containing protein	0.007	0.2961	0.2961
Plasmodium falciparum	ATP-dependent 6-phosphofructokinase	0.0035	0.1149	0.2707
Echinococcus granulosus	intermediate filament protein	0.0032	0.1002	0.1002
Schistosoma mansoni	jumonji/arid domain-containing protein	0.007	0.2961	0.2961
Loa Loa (eye worm)	hypothetical protein	0.0016	0.0143	0.0143
Schistosoma mansoni	jumonji domain containing protein	0.007	0.2961	0.2961
Loa Loa (eye worm)	hypothetical protein	0.0019	0.0307	0.0307
Echinococcus granulosus	jun protein	0.0087	0.3805	0.3805
Echinococcus multilocularis	cytoplasmic intermediate filament protein	0.0016	0.0143	0.0143
Plasmodium vivax	6-phosphofructokinase, putative	0.0035	0.1149	0.2707
Mycobacterium ulcerans	6-phosphofructokinase	0.013	0.603	0.5806
Echinococcus multilocularis	Transcription factor, JmjC domain containing protein	0.007	0.2961	0.2961
Schistosoma mansoni	lamin	0.0032	0.1002	0.1002
Echinococcus granulosus	Basic leucine zipper bZIP transcription factor	0.0087	0.3805	0.3805
Echinococcus multilocularis	jumonji domain containing 1A	0.0019	0.0307	0.0307
Brugia malayi	jmjC domain containing protein	0.0019	0.0307	0.0307
Loa Loa (eye worm)	hypothetical protein	0.0032	0.1002	0.1002
Echinococcus multilocularis	lysine specific demethylase 6a	0.0019	0.0307	0.0307
Toxoplasma gondii	bifunctional dihydrofolate reductase-thymidylate synthase	0.0079	0.3417	1
Schistosoma mansoni	ubiquitously transcribed sex (X/Y) chromosome tetratricopeptide repeat protein-related	0.0019	0.0307	0.0307
Brugia malayi	jmjC domain containing protein	0.007	0.2961	0.2961
Toxoplasma gondii	phosphofructokinase domain-containing protein	0.0035	0.1149	0.2707
Brugia malayi	intermediate filament protein	0.0032	0.1002	0.1002
Loa Loa (eye worm)	dihydrofolate reductase	0.0208	1	1
Echinococcus granulosus	lamin dm0	0.0032	0.1002	0.1002
Echinococcus granulosus	JmjC domain containing protein 4	0.0019	0.0307	0.0307
Echinococcus multilocularis	phd:f box containing protein	0.0019	0.0307	0.0307
Echinococcus multilocularis	potassium voltage gated channel subfamily H	0.0044	0.1612	0.1612
Loa Loa (eye worm)	hypothetical protein	0.0019	0.0307	0.0307
Echinococcus multilocularis	6 phosphofructokinase	0.013	0.603	0.603
Trichomonas vaginalis	phosphofructokinase, putative	0.013	0.603	1
Trypanosoma cruzi	cytochrome P450, putative	0.0023	0.0535	0.0397
Brugia malayi	jmjC domain containing protein	0.0019	0.0307	0.0307
Echinococcus granulosus	6 phosphofructokinase	0.013	0.603	0.603
Trypanosoma cruzi	cytochrome P450, putative	0.0023	0.0535	0.0397
Entamoeba histolytica	phosphofructokinase, putative	0.013	0.603	1
Echinococcus multilocularis	lamin	0.0032	0.1002	0.1002
Brugia malayi	phosphofructokinase	0.013	0.603	0.603
Entamoeba histolytica	phosphofructokinase, putative	0.013	0.603	1
Loa Loa (eye worm)	intermediate filament protein	0.0032	0.1002	0.1002
Brugia malayi	Intermediate filament tail domain containing protein	0.0032	0.1002	0.1002
Plasmodium vivax	bifunctional dihydrofolate reductase-thymidylate synthase, putative	0.0079	0.3417	1
Loa Loa (eye worm)	phosphofructokinase	0.013	0.603	0.603
Giardia lamblia	Pyrophosphate-fructose 6-phosphate 1-phosphotransferase alpha subunit	0.0035	0.1149	0.5
Schistosoma mansoni	jumonji domain containing protein	0.0019	0.0307	0.0307
Brugia malayi	hypothetical protein	0.0068	0.2847	0.2847
Mycobacterium tuberculosis	Dihydrofolate reductase DfrA (DHFR) (tetrahydrofolate dehydrogenase)	0.0208	1	1
Schistosoma mansoni	dihydrofolate reductase	0.0208	1	1
Loa Loa (eye worm)	hypothetical protein	0.0032	0.0971	0.0971

Activities

Activity type	Activity value	Assay description	Source	Reference
EC50 (functional)	= 0.021 uM	Activation of SMN2 promoter in mouse NSC34 cells assessed as induction of beta-lactamase activity	ChEMBL.	18205293
IC50 (binding)	= 34 nM	Inhibition of human recombinant DHFR	ChEMBL.	18205293
IC50 (binding)	= 34 nM	Inhibition of human recombinant DHFR	ChEMBL.	18205293
TC50 (ADMET)	= 1 uM	Toxicity against rat hepatoma cells	ChEMBL.	18205293
TC50 (ADMET)	= 1 uM	Toxicity against rat hepatoma cells assessed depletion of of ATP levels	ChEMBL.	18205293
TC50 (ADMET)	= 4 uM	Toxicity against rat hepatoma cells assessed as effect on mitochondrial function by MTT assay	ChEMBL.	18205293
TC50 (ADMET)	= 55 uM	Toxicity against rat hepatoma cells assessed as effect on alpha-glutathione S-transferase	ChEMBL.	18205293

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: CHEMBL398416
PubChem: 11645349

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 503365