Detailed information for compound 501627

Basic information

Technical information
  • TDR Targets ID: 501627
  • Name: 2-amino-5-[(3,4-dichlorophenyl)methyl]-6-meth yl-1H-pyrrolo[3,2-d]pyrimidin-4-one
  • MW: 323.177 | Formula: C14H12Cl2N4O
  • H donors: 2 H acceptors: 1 LogP: 2.44 Rotable bonds: 2
    Rule of 5 violations (Lipinski): 1
  • SMILES: Clc1ccc(cc1Cl)Cn1c(C)cc2c1c(=O)[nH]c(n2)N
  • InChi: 1S/C14H12Cl2N4O/c1-7-4-11-12(13(21)19-14(17)18-11)20(7)6-8-2-3-9(15)10(16)5-8/h2-5H,6H2,1H3,(H3,17,18,19,21)
  • InChiKey: VGXXUYUHCCAXLQ-UHFFFAOYSA-N  

Network

Hover on a compound node to display the structore

Synonyms

  • 2-azanyl-5-[(3,4-dichlorophenyl)methyl]-6-methyl-1H-pyrrolo[3,2-d]pyrimidin-4-one
  • 2-amino-5-(3,4-dichlorobenzyl)-6-methyl-1H-pyrrolo[3,2-d]pyrimidin-4-one

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens thymidylate synthetase Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Loa Loa (eye worm) 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
Trypanosoma brucei gambiense dihydrofolate reductase-thymidylate synthase 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
Echinococcus granulosus 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
Trypanosoma brucei dihydrofolate reductase-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
Brugia malayi 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
Toxoplasma gondii bifunctional dihydrofolate reductase-thymidylate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Schistosoma japonicum hypothetical protein 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
Leishmania mexicana dihydrofolate reductase-thymidylate synthase 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
Theileria parva dihydrofolate reductase-thymidylate synthase, putative Get druggable targets OG5_127385 All targets in OG5_127385
Onchocerca volvulus 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
Plasmodium berghei bifunctional dihydrofolate reductase-thymidylate synthase, putative Get druggable targets OG5_127385 All targets in OG5_127385
Mycobacterium ulcerans thymidylate synthase 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
Mycobacterium leprae PROBABLE THYMIDYLATE SYNTHASE THYA (TS) (TSASE) 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
Leishmania infantum dihydrofolate reductase-thymidylate synthase 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
Candida albicans Thymidylate synthase capable of functional substitution for S. cerevisiae CDC21 (YOR074C) Get druggable targets OG5_127385 All targets in OG5_127385
Plasmodium vivax bifunctional dihydrofolate reductase-thymidylate synthase, putative Get druggable targets OG5_127385 All targets in OG5_127385
Echinococcus multilocularis 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
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
Cryptosporidium parvum 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

Obtained from network model

Ranking Plot


Putative Targets List


Species Potential target Raw Global Species
Echinococcus granulosus thymidylate synthase 0.0195 1 1
Leishmania major glycogen synthase kinase, putative;with=GeneDB:LinJ18_V3.0270 0.0106 0.1327 0.0733
Echinococcus granulosus glycogen synthase kinase 3 beta 0.0106 0.1327 0.0733
Leishmania major dihydrofolate reductase-thymidylate synthase 0.0195 1 1
Giardia lamblia Kinase, CMGC GSK 0.0106 0.1327 0.5
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase 0.0195 1 1
Giardia lamblia Kinase, CMGC GSK 0.0106 0.1327 0.5
Entamoeba histolytica protein kinase domain containing protein 0.0106 0.1327 1
Loa Loa (eye worm) CMGC/DYRK/DYRK1 protein kinase 0.0099 0.0641 0.0207
Loa Loa (eye worm) CMGC/GSK protein kinase 0.0106 0.1327 0.0924
Schistosoma mansoni glycogen synthase kinase 3-related (gsk3) (cmgc group III) 0.0106 0.1327 0.0733
Toxoplasma gondii bifunctional dihydrofolate reductase-thymidylate synthase 0.0195 1 1
Entamoeba histolytica protein kinase domain containing protein 0.0106 0.1327 1
Loa Loa (eye worm) thymidylate synthase 0.0195 1 1
Trypanosoma brucei protein kinase, putative 0.0106 0.1327 0.0733
Trypanosoma cruzi CMGC/DYRK protein kinase, putative 0.0099 0.0641 0.0641
Echinococcus multilocularis glycogen synthase kinase 3 beta 0.0106 0.1327 0.0733
Trypanosoma brucei dihydrofolate reductase-thymidylate synthase 0.0195 1 1
Trypanosoma cruzi glycogen synthase kinase 3, putative 0.0106 0.1327 0.1327
Entamoeba histolytica protein kinase, putative 0.0106 0.1327 1
Onchocerca volvulus 0.0195 1 1
Schistosoma mansoni bifunctional dihydrofolate reductase-thymidylate synthase 0.0195 1 1
Brugia malayi intracellular kinase 0.0106 0.1327 0.1327
Plasmodium falciparum bifunctional dihydrofolate reductase-thymidylate synthase 0.0195 1 1
Mycobacterium ulcerans thymidylate synthase 0.0195 1 0.5
Plasmodium vivax bifunctional dihydrofolate reductase-thymidylate synthase, putative 0.0195 1 1
Trichomonas vaginalis CMGC family protein kinase 0.0106 0.1327 1
Echinococcus granulosus protein kinase shaggy 0.0106 0.1327 0.0733
Mycobacterium leprae PROBABLE THYMIDYLATE SYNTHASE THYA (TS) (TSASE) 0.0195 1 0.5
Brugia malayi Protein kinase domain containing protein 0.0099 0.0641 0.0641
Trypanosoma cruzi CMGC/DYRK protein kinase, putative 0.0099 0.0641 0.0641
Trichomonas vaginalis CMGC family protein kinase 0.0106 0.1327 1
Echinococcus multilocularis thymidylate synthase 0.0195 1 1
Mycobacterium tuberculosis Probable thymidylate synthase ThyA (ts) (TSASE) 0.0195 1 1
Loa Loa (eye worm) CMGC/GSK protein kinase 0.0106 0.1327 0.0924
Echinococcus multilocularis protein kinase shaggy 0.0106 0.1327 0.0733

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 1.6 uM Inhibition of Toxoplasma gondii DHFR ChEMBL. 18072727
IC50 (binding) = 5.4 uM Inhibition of human thymidylate synthase ChEMBL. 18072727
IC50 (binding) = 5.4 uM Inhibition of human thymidylate synthase ChEMBL. 18072727
IC50 (binding) = 27 uM Inhibition of Escherichia coli thymidylate synthase ChEMBL. 18072727
IC50 (binding) = 27 uM Inhibition of Toxoplasma gondii thymidylate synthase ChEMBL. 18072727
IC50 (binding) = 27 uM Inhibition of Escherichia coli thymidylate synthase ChEMBL. 18072727
IC50 (binding) > 32 uM Inhibition of human recombinant DHFR ChEMBL. 18072727
IC50 (binding) > 32 uM Inhibition of Escherichia coli DHFR ChEMBL. 18072727
IC50 (binding) > 32 uM Inhibition of human recombinant DHFR ChEMBL. 18072727
Inhibition (binding) = 0 % Inhibition of human recombinant DHFR at >32 uM ChEMBL. 18072727
Inhibition (binding) = 0 % Inhibition of Escherichia coli DHFR at >32 uM ChEMBL. 18072727
Inhibition (binding) = 0 % Inhibition of human recombinant DHFR at >32 uM ChEMBL. 18072727
Ratio IC50 (binding) > 20 Selectivity ratio of IC50 for Toxoplasma gondii DHFR over IC50 for human recombinant DHFR ChEMBL. 18072727

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

Bibliographic References

1 literature reference was collected for this gene.

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