TDR Targets

Basic information

Technical information

TDR Targets ID: 259583
Name: 5-ethyl-6-[(2-methoxy-5-methylanilino)methyl] pyrido[2,3-d]pyrimidine-2,4-diamine
MW: 338.407 | Formula: C18H22N6O
H donors: 3 H acceptors: 3 LogP: 2.72 Rotable bonds: 5
Rule of 5 violations (Lipinski): 1
SMILES: CCc1c(CNc2cc(C)ccc2OC)cnc2c1c(N)nc(n2)N
InChi: 1S/C18H22N6O/c1-4-12-11(8-21-13-7-10(2)5-6-14(13)25-3)9-22-17-15(12)16(19)23-18(20)24-17/h5-7,9,21H,4,8H2,1-3H3,(H4,19,20,22,23,24)
InChiKey: GOKMORWKJBBAEE-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

5-ethyl-6-[(2-methoxy-5-methyl-anilino)methyl]pyrido[2,3-d]pyrimidine-2,4-diamine
5-ethyl-6-[[(2-methoxy-5-methyl-phenyl)amino]methyl]pyrido[2,3-d]pyrimidine-2,4-diamine
(2,4-diamino-5-ethyl-pyrido[2,3-d]pyrimidin-6-yl)methyl-(2-methoxy-5-methyl-phenyl)amine
5-ethyl-6-[[(2-methoxy-5-methylphenyl)amino]methyl]pyrido[3,2-e]pyrimidine-2,4-diamine
5-ethyl-6-[[(2-methoxy-5-methyl-phenyl)amino]methyl]pyrido[3,2-e]pyrimidine-2,4-diamine
(2,4-diamino-5-ethyl-pyrido[5,6-e]pyrimidin-6-yl)methyl-(2-methoxy-5-methyl-phenyl)amine
2,4-Diamino-5-ethylpyrido[2,3-d]pyrimidine, 6-[(2-methoxy-5-methylphenylamino)methyl]-
AIDS-021036
AIDS021036

Targets

Known targets for this compound

Species	Target name	Source	Bibliographic reference
Homo sapiens	dihydrofolate reductase	Starlite/ChEMBL	References
Mycobacterium avium	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	hypothetical protein	Get druggable targets OG5_128410	All targets in OG5_128410
Candida albicans	dihydrofolate reductase	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
Schistosoma japonicum	ko:K00287 dihydrofolate reductase [EC1.5.1.3], putative	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
Chlamydia trachomatis	dihydrofolate reductase	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
Mycobacterium leprae	DIHYDROFOLATE REDUCTASE DFRA (DHFR) (TETRAHYDROFOLATE DEHYDROGENASE)	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
Echinococcus multilocularis	dihydrofolate reductase	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

By sequence similarity to non orthologous known druggable targets

Species	Potential target	Known druggable target	Length	Alignment span	Identity
Onchocerca volvulus	Putative dihydrofolate reductase	Dihydrofolate reductase	181 aa	174 aa	31.6 %
Plasmodium falciparum	bifunctional dihydrofolate reductase-thymidylate synthase	dihydrofolate reductase	187 aa	202 aa	29.7 %
Cryptosporidium parvum	dihydrofolate reductase-thymidylate synthase	Dihydrofolate reductase	181 aa	199 aa	27.1 %
Cryptosporidium hominis	chain A, crystal structure of Dhfr	Dihydrofolate reductase	181 aa	199 aa	27.1 %

Ranking Plot

Putative Targets List

Species	Potential target	Raw	Global	Species
Trichomonas vaginalis	aldo-keto reductase, putative	0.023	0.2643	0.5
Giardia lamblia	Aldose reductase	0.023	0.2643	0.5
Onchocerca volvulus		0.023	0.2643	0.5
Trichomonas vaginalis	aldo-keto reductase, putative	0.023	0.2643	0.5
Trichomonas vaginalis	aldo/keto reductase, putative	0.023	0.2643	0.5
Echinococcus multilocularis	aldo keto reductase	0.023	0.2643	0.2643
Trypanosoma brucei	aldo-keto reductase, putative	0.023	0.2643	0.5
Chlamydia trachomatis	dihydrofolate reductase	0.0415	1	0.5
Trichomonas vaginalis	aldo-keto reductase, putative	0.023	0.2643	0.5
Leishmania major	prostaglandin f synthase, putative	0.023	0.2643	0.5
Echinococcus granulosus	aldo keto reductase family 1 member B4	0.023	0.2643	0.2643
Echinococcus multilocularis	aldo keto reductase family 1, member B4	0.023	0.2643	0.2643
Trichomonas vaginalis	aldo-keto reductase, putative	0.023	0.2643	0.5
Trichomonas vaginalis	dihydrodiol dehydrogenase, putative	0.023	0.2643	0.5
Echinococcus multilocularis	aldo keto reductase family 1, member B4	0.023	0.2643	0.2643
Echinococcus multilocularis	aldo keto reductase family 1, member B4	0.023	0.2643	0.2643
Leishmania major	aldo-keto reductase-like protein	0.023	0.2643	0.5
Echinococcus granulosus	aldo keto reductase family 1 member B4	0.023	0.2643	0.2643
Onchocerca volvulus		0.023	0.2643	0.5
Toxoplasma gondii	aldose reductase, putative	0.023	0.2643	0.5
Echinococcus multilocularis	aldo keto reductase	0.023	0.2643	0.2643
Echinococcus granulosus	aldo keto reductase	0.023	0.2643	0.2643
Entamoeba histolytica	aldose reductase, putative	0.023	0.2643	0.5
Trichomonas vaginalis	aldo-keto reductase, putative	0.023	0.2643	0.5
Onchocerca volvulus		0.023	0.2643	0.5
Entamoeba histolytica	aldose reductase, putative	0.023	0.2643	0.5
Trichomonas vaginalis	dihydrodiol dehydrogenase, putative	0.023	0.2643	0.5
Trichomonas vaginalis	aldo-keto reductase, putative	0.023	0.2643	0.5
Echinococcus multilocularis	aldo keto reductase family 1, member B4	0.023	0.2643	0.2643
Brugia malayi	Dihydrofolate reductase	0.0415	1	1
Trichomonas vaginalis	aldo-keto reductase, putative	0.023	0.2643	0.5
Echinococcus granulosus	aldo keto reductase family 1 member B4	0.023	0.2643	0.2643
Trichomonas vaginalis	aldo-keto reductase, putative	0.023	0.2643	0.5
Echinococcus multilocularis	aldo keto reductase family 1, member B4	0.023	0.2643	0.2643
Trichomonas vaginalis	aldo/keto reductase, putative	0.023	0.2643	0.5
Loa Loa (eye worm)	dihydrofolate reductase	0.0415	1	1
Trichomonas vaginalis	aldo-keto reductase, putative	0.023	0.2643	0.5
Echinococcus granulosus	dihydrofolate reductase	0.0415	1	1
Trichomonas vaginalis	dihydrodiol dehydrogenase, putative	0.023	0.2643	0.5
Onchocerca volvulus		0.023	0.2643	0.5
Echinococcus multilocularis	aldo keto reductase family 1, member B4	0.023	0.2643	0.2643
Trichomonas vaginalis	aldo/keto reductase, putative	0.023	0.2643	0.5
Trichomonas vaginalis	aldo-keto reductase, putative	0.023	0.2643	0.5
Echinococcus granulosus	aldo keto reductase family 1 member B4	0.023	0.2643	0.2643
Leishmania major	aldehyde reductase, putative,oxidoreductase, putative	0.023	0.2643	0.5
Leishmania major	prostaglandin f2-alpha synthase/D-arabinose dehydrogenase	0.023	0.2643	0.5
Trichomonas vaginalis	aldo-keto reductase, putative	0.023	0.2643	0.5
Onchocerca volvulus		0.023	0.2643	0.5
Giardia lamblia	Aldose reductase	0.023	0.2643	0.5
Echinococcus multilocularis	aldo keto reductase family 1, member B4	0.023	0.2643	0.2643
Echinococcus granulosus	aldo keto reductase family 1 member B4	0.023	0.2643	0.2643
Echinococcus multilocularis	dihydrofolate reductase	0.0415	1	1
Echinococcus granulosus	aldo keto reductase family 1 member B4	0.023	0.2643	0.2643
Onchocerca volvulus		0.023	0.2643	0.5
Echinococcus multilocularis	aldo keto reductase family 1, member B4	0.023	0.2643	0.2643
Trypanosoma cruzi	aldo/keto reductase, putative	0.023	0.2643	0.5
Echinococcus granulosus	aldo keto reductase family 1 member B4	0.023	0.2643	0.2643
Trichomonas vaginalis	aldo-keto reductase, putative	0.023	0.2643	0.5
Trypanosoma brucei	prostaglandin f synthase	0.023	0.2643	0.5
Echinococcus multilocularis	aldo keto reductase family 1, member B4	0.023	0.2643	0.2643
Echinococcus multilocularis	aldo keto reductase family 1, member B4	0.023	0.2643	0.2643
Echinococcus multilocularis	aldo keto reductase	0.023	0.2643	0.2643
Trypanosoma cruzi	aldo-keto reductase	0.023	0.2643	0.5
Entamoeba histolytica	aldose reductase, putative	0.023	0.2643	0.5
Echinococcus granulosus	aldo keto reductase family 1 member B4	0.023	0.2643	0.2643
Echinococcus granulosus	aldo keto reductase family 1 member B4	0.023	0.2643	0.2643
Mycobacterium tuberculosis	Dihydrofolate reductase DfrA (DHFR) (tetrahydrofolate dehydrogenase)	0.0415	1	1
Echinococcus granulosus	aldo keto reductase	0.023	0.2643	0.2643
Echinococcus multilocularis	aldo keto reductase	0.023	0.2643	0.2643
Schistosoma mansoni	dihydrofolate reductase	0.0415	1	1
Echinococcus granulosus	aldo keto reductase	0.023	0.2643	0.2643
Echinococcus granulosus	hypothetical protein	0.023	0.2643	0.2643
Mycobacterium leprae	PROBABLE OXIDOREDUCTASE	0.023	0.2643	0.2643
Mycobacterium leprae	DIHYDROFOLATE REDUCTASE DFRA (DHFR) (TETRAHYDROFOLATE DEHYDROGENASE)	0.0415	1	1
Mycobacterium ulcerans	dihydrofolate reductase DfrA	0.0415	1	1
Echinococcus multilocularis	aldo keto reductase family 1, member B4	0.023	0.2643	0.2643

Activities

Activity type	Activity value	Assay description	Source	Reference
Activity scale (binding)	< 10 nM	Antimycobacterial activity scale was evaluated and found to be highly active against MAC Dihydrofolate reductase	ChEMBL.	11754578
Activity scale (binding)	< 10 nM	Antimycobacterial activity scale was evaluated and found to be highly active against MAC Dihydrofolate reductase	ChEMBL.	11754578
Activity scale (binding)	> 1000 nM	Antimycobacterial activity scale was evaluated and found to be highly active against human Dihydrofolate reductase ranges from 100-1000	ChEMBL.	11754578
Activity scale (binding)	> 1000 nM	Antimycobacterial activity scale was evaluated and found to be highly active against human Dihydrofolate reductase ranges from 100-1000	ChEMBL.	11754578
IC50 (binding)	= 3.1 nM	Antimycobacterial activity against Mycobacterium avium complex diihydrofolate reductase (MAC DHFR)	ChEMBL.	11754578
IC50 (binding)	= 3.1 nM	Antimycobacterial activity against Mycobacterium avium complex diihydrofolate reductase (MAC DHFR)	ChEMBL.	11754578
IC50 (binding)	= 370 nM	Antimycobacterial activity against human dihydrofolate reductase (hDHFR)	ChEMBL.	11754578
IC50 (binding)	= 370 nM	Antimycobacterial activity against human dihydrofolate reductase (hDHFR)	ChEMBL.	11754578

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: CHEMBL358381
PubChem: 459880

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 259583