TDR Targets

Basic information

Technical information

TDR Targets ID: 92074
Name: 2-amino-5-[(3,5-dichloroanilino)methyl]-1,7-d ihydropyrrolo[2,3-d]pyrimidin-4-one
MW: 324.165 | Formula: C13H11Cl2N5O
H donors: 4 H acceptors: 3 LogP: 3.03 Rotable bonds: 3
Rule of 5 violations (Lipinski): 1
SMILES: Clc1cc(NCc2c[nH]c3c2c(O)nc(n3)N)cc(c1)Cl
InChi: 1S/C13H11Cl2N5O/c14-7-1-8(15)3-9(2-7)17-4-6-5-18-11-10(6)12(21)20-13(16)19-11/h1-3,5,17H,4H2,(H4,16,18,19,20,21)
InChiKey: BXABQMLCAOIJKE-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-azanyl-5-[[(3,5-dichlorophenyl)amino]methyl]-1,7-dihydropyrrolo[2,3-d]pyrimidin-4-one
2-amino-5-[[(3,5-dichlorophenyl)amino]methyl]-1,7-dihydropyrrolo[3,2-e]pyrimidin-4-one

Targets

Known targets for this compound

Species	Target name	Source	Bibliographic reference
Toxoplasma gondii	bifunctional dihydrofolate reductase-thymidylate synthase	Starlite/ChEMBL	References

Predicted pathogen targets for this compound

By orthology

Species	Potential target	Known druggable target/s	Ortholog Group
Plasmodium vivax	bifunctional dihydrofolate reductase-thymidylate synthase, putative	Get druggable targets OG5_127385	All targets in OG5_127385
Candida albicans	Thymidylate synthase capable of functional substitution for S. cerevisiae CDC21 (YOR074C)	Get druggable targets OG5_127385	All targets in OG5_127385
Trypanosoma cruzi	dihydrofolate reductase-thymidylate synthase	Get druggable targets OG5_127385	All targets in OG5_127385
Babesia bovis	dihydrofolate reductase/thymidilate synthase	Get druggable targets OG5_127385	All targets in OG5_127385
Echinococcus multilocularis	thymidylate synthase	Get druggable targets OG5_127385	All targets in OG5_127385
Cryptosporidium parvum	dihydrofolate reductase-thymidylate synthase	Get druggable targets OG5_127385	All targets in OG5_127385
Neospora caninum	Bifunctional dihydrofolate reductase-thymidylate synthase, related	Get druggable targets OG5_127385	All targets in OG5_127385
Candida albicans	Thymidylate synthase capable of functional substitution for S. cerevisiae CDC21 (YOR074C)	Get druggable targets OG5_127385	All targets in OG5_127385
Mycobacterium ulcerans	thymidylate synthase	Get druggable targets OG5_127385	All targets in OG5_127385
Plasmodium berghei	bifunctional dihydrofolate reductase-thymidylate synthase, putative	Get druggable targets OG5_127385	All targets in OG5_127385
Leishmania donovani	dihydrofolate reductase-thymidylate synthase	Get druggable targets OG5_127385	All targets in OG5_127385
Leishmania infantum	dihydrofolate reductase-thymidylate synthase	Get druggable targets OG5_127385	All targets in OG5_127385
Leishmania braziliensis	dihydrofolate reductase-thymidylate synthase	Get druggable targets OG5_127385	All targets in OG5_127385
Mycobacterium leprae	PROBABLE THYMIDYLATE SYNTHASE THYA (TS) (TSASE)	Get druggable targets OG5_127385	All targets in OG5_127385
Schistosoma japonicum	hypothetical protein	Get druggable targets OG5_127385	All targets in OG5_127385
Toxoplasma gondii	bifunctional dihydrofolate reductase-thymidylate synthase	Get druggable targets OG5_127385	All targets in OG5_127385
Mycobacterium tuberculosis	Probable thymidylate synthase ThyA (ts) (TSASE)	Get druggable targets OG5_127385	All targets in OG5_127385
Plasmodium yoelii	thymidylate synthase, putative	Get druggable targets OG5_127385	All targets in OG5_127385
Leishmania mexicana	dihydrofolate reductase-thymidylate synthase	Get druggable targets OG5_127385	All targets in OG5_127385
Leishmania major	dihydrofolate reductase-thymidylate synthase	Get druggable targets OG5_127385	All targets in OG5_127385
Theileria parva	dihydrofolate reductase-thymidylate synthase, putative	Get druggable targets OG5_127385	All targets in OG5_127385
Cryptosporidium hominis	chain A, crystal structure of Dhfr	Get druggable targets OG5_127385	All targets in OG5_127385
Onchocerca volvulus		Get druggable targets OG5_127385	All targets in OG5_127385
Plasmodium falciparum	bifunctional dihydrofolate reductase-thymidylate synthase	Get druggable targets OG5_127385	All targets in OG5_127385
Trypanosoma brucei gambiense	dihydrofolate reductase-thymidylate synthase	Get druggable targets OG5_127385	All targets in OG5_127385
Schistosoma japonicum	ko:K00560 thymidylate synthase [EC2.1.1.45], putative	Get druggable targets OG5_127385	All targets in OG5_127385
Loa Loa (eye worm)	thymidylate synthase	Get druggable targets OG5_127385	All targets in OG5_127385
Plasmodium knowlesi	bifunctional dihydrofolate reductase-thymidylate synthase, putative	Get druggable targets OG5_127385	All targets in OG5_127385
Echinococcus granulosus	thymidylate synthase	Get druggable targets OG5_127385	All targets in OG5_127385
Brugia malayi	thymidylate synthase	Get druggable targets OG5_127385	All targets in OG5_127385
Schistosoma mansoni	bifunctional dihydrofolate reductase-thymidylate synthase	Get druggable targets OG5_127385	All targets in OG5_127385
Trypanosoma brucei	dihydrofolate reductase-thymidylate synthase	Get druggable targets OG5_127385	All targets in OG5_127385

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
Schistosoma mansoni	histone-lysine n-methyltransferase suv9	0.003	0.0321	0.0501
Trichomonas vaginalis	glucosylceramidase, putative	0.0505	1	1
Toxoplasma gondii	histone lysine methyltransferase SET/SUV39	0.003	0.0321	0.0068
Schistosoma mansoni	bifunctional dihydrofolate reductase-thymidylate synthase	0.013	0.2348	0.3827
Echinococcus multilocularis	histone lysine methyltransferase setb histone lysine methyltransferase eggless	0.003	0.0321	0.0501
Brugia malayi	Iron-sulfur cluster assembly accessory protein	0.0049	0.0704	0.0704
Mycobacterium ulcerans	aldehyde dehydrogenase	0.0121	0.2168	0.8852
Trichomonas vaginalis	glucosylceramidase, putative	0.0331	0.6458	0.6391
Echinococcus granulosus	dihydrofolate reductase	0.0053	0.0779	0.1253
Echinococcus multilocularis	musashi	0.0028	0.0261	0.0403
Schistosoma mansoni	aldehyde dehydrogenase	0.0121	0.2168	0.3531
Leishmania major	dihydrofolate reductase-thymidylate synthase	0.0183	0.3429	1
Toxoplasma gondii	histone lysine acetyltransferase GCN5-B	0.0043	0.0587	0.0918
Brugia malayi	Pre-SET motif family protein	0.0212	0.4035	0.4035
Loa Loa (eye worm)	intermediate filament protein	0.0028	0.0261	0.0261
Loa Loa (eye worm)	nucleolar RNA-associated protein alpha	0.0314	0.6112	0.6112
Brugia malayi	dihydrofolate reductase family protein	0.0053	0.0779	0.0779
Schistosoma mansoni	aldehyde dehydrogenase	0.0121	0.2168	0.3531
Loa Loa (eye worm)	hypothetical protein	0.003	0.0321	0.0321
Schistosoma mansoni	dihydrofolate reductase	0.0053	0.0779	0.1253
Loa Loa (eye worm)	hypothetical protein	0.0033	0.0382	0.0382
Brugia malayi	Dihydrofolate reductase	0.0053	0.0779	0.0779
Loa Loa (eye worm)	hypothetical protein	0.0029	0.03	0.03
Mycobacterium ulcerans	thymidylate synthase	0.013	0.2348	1
Schistosoma mansoni	Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein)	0.0093	0.16	0.26
Loa Loa (eye worm)	GTP-binding regulatory protein Gs alpha-S chain	0.0093	0.16	0.16
Schistosoma mansoni	histone-lysine n-methyltransferase setb1	0.003	0.0321	0.0501
Toxoplasma gondii	histone lysine acetyltransferase GCN5-A	0.0043	0.0587	0.0918
Plasmodium vivax	bifunctional dihydrofolate reductase-thymidylate synthase, putative	0.0183	0.3429	1
Trichomonas vaginalis	glucosylceramidase, putative	0.0331	0.6458	0.6391
Schistosoma mansoni	Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein)	0.0093	0.16	0.26
Trichomonas vaginalis	glucosylceramidase, putative	0.0331	0.6458	0.6391
Brugia malayi	Latrophilin receptor protein 2	0.0015	0.0015	0.0015
Echinococcus granulosus	aldehyde dehydrogenase mitochondrial	0.0121	0.2168	0.3531
Loa Loa (eye worm)	follicle stimulating hormone receptor	0.0235	0.4501	0.4501
Brugia malayi	hypothetical protein	0.0241	0.4625	0.4625
Echinococcus granulosus	histone acetyltransferase KAT2B	0.0144	0.2634	0.4295
Entamoeba histolytica	hypothetical protein	0.0037	0.0445	0.7918
Trichomonas vaginalis	glucosylceramidase, putative	0.0331	0.6458	0.6391
Loa Loa (eye worm)	hypothetical protein	0.0027	0.0251	0.0251
Brugia malayi	Calcitonin receptor-like protein seb-1	0.0049	0.0699	0.0699
Onchocerca volvulus		0.0242	0.4634	0.7057
Trichomonas vaginalis	cat eye syndrome critical region protein 2, cscr2, putative	0.0043	0.0587	0.0408
Entamoeba histolytica	hypothetical protein	0.0037	0.0445	0.7918
Mycobacterium tuberculosis	Probable aldehyde dehydrogenase	0.0121	0.2168	0.8852
Trichomonas vaginalis	glucosylceramidase, putative	0.0505	1	1
Giardia lamblia	Histone acetyltransferase GCN5	0.004	0.0513	0.5
Echinococcus granulosus	intermediate filament protein	0.0028	0.0261	0.0403
Schistosoma mansoni	hypothetical protein	0.0314	0.6112	1
Loa Loa (eye worm)	intermediate filament tail domain-containing protein	0.0028	0.0261	0.0261
Echinococcus granulosus	Basic leucine zipper bZIP transcription	0.0037	0.0445	0.0705
Trichomonas vaginalis	glucosylceramidase, putative	0.0505	1	1
Plasmodium falciparum	histone acetyltransferase GCN5	0.004	0.0513	0.0682
Schistosoma mansoni	histone-lysine n-methyltransferase setb1	0.003	0.0321	0.0501
Leishmania major	aldehyde dehydrogenase, mitochondrial precursor	0.0121	0.2168	0.6113
Onchocerca volvulus		0.003	0.0321	0.0097
Trichomonas vaginalis	glucosylceramidase, putative	0.0505	1	1
Echinococcus granulosus	histone acetyltransferase KAT2B	0.0043	0.0587	0.0938
Echinococcus granulosus	importin subunit beta 1	0.0029	0.03	0.0466
Echinococcus multilocularis	lamin	0.0028	0.0261	0.0403
Schistosoma mansoni	importin beta-1	0.0029	0.03	0.0466
Schistosoma mansoni	hypothetical protein	0.0049	0.0704	0.1129
Brugia malayi	GTP-binding regulatory protein Gs alpha-S chain, putative	0.0093	0.16	0.16
Brugia malayi	acetyltransferase, GNAT family protein	0.0148	0.2719	0.2719
Onchocerca volvulus		0.0049	0.0704	0.0715
Trichomonas vaginalis	glucosylceramidase, putative	0.0349	0.6822	0.6761
Trichomonas vaginalis	glucosylceramidase, putative	0.0331	0.6458	0.6391
Entamoeba histolytica	hypothetical protein	0.0037	0.0445	0.7918
Echinococcus multilocularis	snurportin 1	0.0314	0.6112	1
Echinococcus granulosus	5'partial\|histone lysine N methyltransferase SETDB2	0.0029	0.0298	0.0464
Brugia malayi	Intermediate filament tail domain containing protein	0.0028	0.0261	0.0261
Mycobacterium ulcerans	aldehyde dehydrogenase	0.0121	0.2168	0.8852
Schistosoma mansoni	Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein)	0.0093	0.16	0.26
Chlamydia trachomatis	dihydrofolate reductase	0.0053	0.0779	0.5
Echinococcus multilocularis	Basic leucine zipper (bZIP) transcription	0.0037	0.0445	0.0705
Brugia malayi	follicle stimulating hormone receptor	0.0235	0.4501	0.4501
Brugia malayi	Importin beta-1 subunit	0.0029	0.03	0.03
Loa Loa (eye worm)	hypothetical protein	0.0049	0.0699	0.0699
Brugia malayi	intermediate filament protein	0.0028	0.0261	0.0261
Plasmodium vivax	SET domain protein, putative	0.003	0.0321	0.0068
Loa Loa (eye worm)	pigment dispersing factor receptor c	0.0049	0.0699	0.0699
Loa Loa (eye worm)	acetyltransferase	0.0148	0.2719	0.2719
Brugia malayi	thymidylate synthase	0.013	0.2348	0.2348
Echinococcus granulosus	guanine nucleotide binding protein Gs subunit	0.0093	0.16	0.26
Entamoeba histolytica	acetyltransferase, GNAT family	0.004	0.0513	1
Toxoplasma gondii	aldehyde dehydrogenase	0.0121	0.2168	0.5972
Echinococcus multilocularis	survival motor neuron protein 1	0.0241	0.4625	0.7562
Schistosoma mansoni	transcription factor LCR-F1	0.0037	0.0445	0.0705
Schistosoma mansoni	lamin	0.0028	0.0261	0.0403
Brugia malayi	calcium-independent alpha-latrotoxin receptor 2, putative	0.0015	0.0015	0.0015
Onchocerca volvulus		0.013	0.2348	0.3368
Schistosoma mansoni	histone-lysine n-methyltransferase setb1	0.003	0.0321	0.0501
Onchocerca volvulus	Glucosylceramidase homolog	0.0331	0.6458	1
Trichomonas vaginalis	glucosylceramidase, putative	0.0349	0.6822	0.6761
Mycobacterium tuberculosis	Hypothetical protein	0.0062	0.0959	0.1148
Trypanosoma cruzi	dihydrofolate reductase-thymidylate synthase, putative	0.0062	0.0959	0.2385
Trichomonas vaginalis	glucosylceramidase, putative	0.0505	1	1
Echinococcus multilocularis	importin subunit beta 1	0.0029	0.03	0.0466
Trichomonas vaginalis	set domain proteins, putative	0.0242	0.4634	0.4532
Plasmodium falciparum	bifunctional dihydrofolate reductase-thymidylate synthase	0.0183	0.3429	1
Brugia malayi	hypothetical protein	0.0062	0.0959	0.0959
Trichomonas vaginalis	conserved hypothetical protein	0.0062	0.0959	0.0788
Trypanosoma cruzi	dihydrofolate reductase-thymidylate synthase	0.0183	0.3429	1
Mycobacterium ulcerans	aldehyde dehydrogenase	0.0121	0.2168	0.8852
Echinococcus multilocularis	guanine nucleotide binding protein G(s) subunit	0.0093	0.16	0.26
Loa Loa (eye worm)	hypothetical protein	0.0015	0.0015	0.0015
Trichomonas vaginalis	glucosylceramidase, putative	0.0331	0.6458	0.6391
Toxoplasma gondii	bifunctional dihydrofolate reductase-thymidylate synthase	0.0183	0.3429	1
Echinococcus granulosus	lamin dm0	0.0028	0.0261	0.0403
Brugia malayi	hypothetical protein	0.0037	0.0445	0.0445
Echinococcus granulosus	thymidylate synthase	0.013	0.2348	0.3827
Echinococcus multilocularis	guanine nucleotide binding protein G(s) subunit	0.0093	0.16	0.26
Mycobacterium leprae	PROBABLE THYMIDYLATE SYNTHASE THYA (TS) (TSASE)	0.013	0.2348	1
Loa Loa (eye worm)	dihydrofolate reductase	0.0053	0.0779	0.0779
Echinococcus multilocularis	aldehyde dehydrogenase, mitochondrial	0.0121	0.2168	0.3531
Schistosoma mansoni	lamin	0.0028	0.0261	0.0403
Echinococcus multilocularis	dihydrofolate reductase	0.0053	0.0779	0.1253
Schistosoma mansoni	hypothetical protein	0.0037	0.0445	0.0705
Echinococcus granulosus	snurportin 1	0.0314	0.6112	1
Loa Loa (eye worm)	latrophilin receptor protein 2	0.0015	0.0015	0.0015
Trypanosoma brucei	dihydrofolate reductase-thymidylate synthase	0.0183	0.3429	1
Trichomonas vaginalis	glucosylceramidase, putative	0.0331	0.6458	0.6391
Echinococcus granulosus	histone lysine methyltransferase setb	0.003	0.0321	0.0501
Echinococcus multilocularis	gcn5proteinral control of amino acid synthesis	0.0148	0.2719	0.4434
Brugia malayi	Corticotropin releasing factor receptor 2 precursor, putative	0.0049	0.0699	0.0699
Loa Loa (eye worm)	O-glycosyl hydrolase family 30 protein	0.0505	1	1
Schistosoma mansoni	intermediate filament proteins	0.0028	0.0261	0.0403
Mycobacterium tuberculosis	Probable thymidylate synthase ThyA (ts) (TSASE)	0.013	0.2348	1
Echinococcus granulosus	survival motor neuron protein 1	0.0241	0.4625	0.7562
Brugia malayi	Pre-SET motif family protein	0.003	0.0321	0.0321
Brugia malayi	RNA, U transporter 1	0.0084	0.1407	0.1407
Loa Loa (eye worm)	pre-SET domain-containing protein family protein	0.0212	0.4035	0.4035
Entamoeba histolytica	hypothetical protein	0.0037	0.0445	0.7918
Echinococcus granulosus	guanine nucleotide binding protein Gs subunit	0.0093	0.16	0.26
Loa Loa (eye worm)	hypothetical protein	0.0241	0.4625	0.4625
Loa Loa (eye worm)	hypothetical protein	0.0028	0.0261	0.0261
Trichomonas vaginalis	glucosylceramidase, putative	0.0505	1	1
Schistosoma mansoni	survival motor neuron protein	0.0049	0.0704	0.1129
Schistosoma mansoni	hypothetical protein	0.0033	0.0382	0.0602
Echinococcus granulosus	lamin	0.0028	0.0261	0.0403
Loa Loa (eye worm)	thymidylate synthase	0.013	0.2348	0.2348
Brugia malayi	latrophilin 2 splice variant baaae	0.0033	0.0382	0.0382
Trichomonas vaginalis	bromodomain-containing protein, putative	0.0043	0.0587	0.0408
Echinococcus multilocularis	lamin dm0	0.0028	0.0261	0.0403
Plasmodium vivax	histone acetyltransferase GCN5, putative	0.0043	0.0587	0.0918
Echinococcus multilocularis	thymidylate synthase	0.013	0.2348	0.3827
Schistosoma mansoni	gcn5proteinral control of amino-acid synthesis 5-like 2 gcnl2	0.0148	0.2719	0.4434
Echinococcus multilocularis	histone lysine N methyltransferase SETMAR	0.003	0.0321	0.0501

Activities

Activity type	Activity value	Assay description	Source	Reference
IC50 (binding)	= 4.1 uM	Inhibitory activity against T. gondii dihydrofolate reductase	ChEMBL.	11384244
IC50 (binding)	= 4.1 uM	Inhibitory activity against T. gondii dihydrofolate reductase	ChEMBL.	11384244
IC50 (binding)	= 63 uM	Inhibition of rat liver dihydrofolate reductase	ChEMBL.	11384244
IC50 (binding)	= 63 uM	Inhibition of rat liver dihydrofolate reductase	ChEMBL.	11384244
IC50 (binding)	= 66.2 uM	Inhibitory activity against P. carinii dihydrofolate reductase	ChEMBL.	11384244
IC50 (binding)	= 66.2 uM	Inhibitory activity against P. carinii dihydrofolate reductase	ChEMBL.	11384244
Ratio (binding)	> 15.4	Ratio of binding to rat liver and T. gondii dihydrofolate reductase	ChEMBL.	11384244

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: CHEMBL61108
PubChem: 9883700

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 92074