Detailed information for compound 337475

Basic information

Technical information
  • TDR Targets ID: 337475
  • Name: 6-[(5-amino-1H-imidazol-3-ium-3-yl)methyl]-5- chloro-1H-pyrimidine-2,4-dione
  • MW: 242.642 | Formula: C8H9ClN5O2+
  • H donors: 4 H acceptors: 4 LogP: 0.34 Rotable bonds: 2
    Rule of 5 violations (Lipinski): 1
  • SMILES: Oc1nc(O)c(c(n1)C[n+]1c[nH]c(c1)N)Cl
  • InChi: 1S/C8H8ClN5O2/c9-6-4(12-8(16)13-7(6)15)1-14-2-5(10)11-3-14/h2-3H,1,10H2,(H2,12,13,15,16)/p+1
  • InChiKey: QHHNYUXUMNUIHN-UHFFFAOYSA-O  


Substructure search Similarity search

Network

Hover on a compound node to display the structore

Synonyms

  • 6-[(5-azanyl-1H-imidazol-3-ium-3-yl)methyl]-5-chloro-1H-pyrimidine-2,4-dione
  • 6-[(5-amino-1H-imidazol-3-ium-3-yl)methyl]-5-chloro-uracil
  • 6-[(4-amino-3H-imidazol-1-ium-1-yl)methyl]-5-chloro-1H-pyrimidine-2,4-dione
  • 6-[(4-amino-3H-imidazol-1-ium-1-yl)methyl]-5-chloro-uracil

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Escherichia coli thymidine phosphorylase Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Mycobacterium ulcerans thymidine phosphorylase Get druggable targets OG5_131632 All targets in OG5_131632
Echinococcus granulosus thymidine phosphorylase Get druggable targets OG5_131632 All targets in OG5_131632
Echinococcus multilocularis thymidine phosphorylase Get druggable targets OG5_131632 All targets in OG5_131632
Mycobacterium tuberculosis Probable thymidine phosphorylase DeoA (tdrpase) (pyrimidine phosphorylase) Get druggable targets OG5_131632 All targets in OG5_131632
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 multilocularis puromycin sensitive aminopeptidase 0.0059 0.0602 0.0602
Echinococcus multilocularis puromycin sensitive aminopeptidase 0.0059 0.0602 0.0602
Loa Loa (eye worm) AGC/PKC/ETA protein kinase 0.0015 0.0016 0.0093
Loa Loa (eye worm) aminopeptidase N 0.0059 0.0602 0.3499
Loa Loa (eye worm) hypothetical protein 0.0023 0.0115 0.067
Trypanosoma cruzi puromycin-sensitive aminopeptidase-like protein, putative 0.0037 0.0299 0.3967
Echinococcus granulosus puromycin sensitive aminopeptidase 0.0059 0.0602 0.0602
Schistosoma mansoni serine/threonine protein kinase 0.0053 0.0523 0.3039
Trichomonas vaginalis Clan MG, familly M24, aminopeptidase P-like metallopeptidase 0.0049 0.0469 0.5583
Schistosoma mansoni PwLAP aminopeptidase (M17 family) 0.0014 0 0.0001
Onchocerca volvulus 0.0059 0.0602 0.2129
Wolbachia endosymbiont of Brugia malayi leucyl aminopeptidase 0.0119 0.1402 0.5
Trichomonas vaginalis Clan MG, familly M24, aminopeptidase P-like metallopeptidase 0.0049 0.0469 0.5583
Trypanosoma brucei Aminopeptidase M1, putative 0.0059 0.0602 0.7983
Trypanosoma cruzi metallo-peptidase, Clan MF, Family M17, putative 0.0071 0.0755 1
Brugia malayi Peptidase family M1 containing protein 0.0144 0.1723 1
Chlamydia trachomatis cytosol aminopeptidase 0.0119 0.1402 0.5
Schistosoma mansoni Tata binding protein associated factor (M01 family) 0.0037 0.0299 0.1739
Mycobacterium leprae Probable anthranilate phosphoribosyltransferase TrpD 0.0216 0.2688 1
Trypanosoma cruzi metallo-peptidase, Clan MG, Family M24 0.0049 0.0469 0.6209
Plasmodium vivax methionine aminopeptidase 2, putative 0.0049 0.0469 0.0439
Brugia malayi Protein kinase c protein 2 0.0045 0.0416 0.2412
Echinococcus multilocularis aminopeptidase N 0.0144 0.1723 0.1723
Toxoplasma gondii aminopeptidase N protein 0.0326 0.4156 1
Brugia malayi hypothetical protein 0.0059 0.0602 0.3496
Leishmania major cytosolic leucyl aminopeptidase,metallo-peptidase, Clan MF, Family M17 0.0071 0.0755 1
Toxoplasma gondii aminopeptidase N, putative 0.0326 0.4156 1
Echinococcus granulosus puromycin sensitive aminopeptidase 0.0059 0.0602 0.0602
Brugia malayi hypothetical protein 0.0037 0.0299 0.1737
Echinococcus multilocularis protein kinase c epsilon type 0.0015 0.0016 0.0016
Schistosoma mansoni serine/threonine protein kinase 0.0053 0.0523 0.3039
Echinococcus multilocularis leukotriene A 4 hydrolase 0.0143 0.1721 0.1721
Schistosoma mansoni aminopeptidase A (M01 family) 0.0037 0.0299 0.1739
Mycobacterium ulcerans leucyl aminopeptidase 0.0119 0.1402 0.1136
Trypanosoma cruzi aminopeptidase, putative 0.0059 0.0602 0.7983
Leishmania major methionine aminopeptidase 2, putative 0.0049 0.0469 0.6209
Trichomonas vaginalis Clan MG, familly M24, aminopeptidase P-like metallopeptidase 0.0049 0.0469 0.5583
Echinococcus multilocularis puromycin sensitive aminopeptidase 0.0059 0.0602 0.0602
Mycobacterium ulcerans aminopeptidase N PepN 0.0059 0.0602 0.0312
Trypanosoma cruzi Aminopeptidase M1, putative 0.0059 0.0602 0.7983
Mycobacterium tuberculosis Probable thymidine phosphorylase DeoA (tdrpase) (pyrimidine phosphorylase) 0.0765 1 1
Echinococcus multilocularis Protein kinase C, brain isozyme 0.0053 0.0523 0.0523
Trypanosoma cruzi metallo-peptidase, Clan MG, Family M24 0.0049 0.0469 0.6209
Echinococcus granulosus protein kinase C gamma type 0.0048 0.0445 0.0445
Schistosoma mansoni family M1 non-peptidase homologue (M01 family) 0.0023 0.0115 0.067
Brugia malayi Peptidase family M1 containing protein 0.0059 0.0602 0.3496
Echinococcus multilocularis RNA directed DNA polymerase 0.0038 0.0319 0.0319
Echinococcus granulosus leucine aminopeptidase protein 0.0119 0.1402 0.1402
Echinococcus multilocularis thymidine phosphorylase 0.0765 1 1
Giardia lamblia Methionine aminopeptidase 0.0049 0.0469 0.5
Schistosoma mansoni cytosol alanyl aminopeptidase (M01 family) 0.0059 0.0602 0.35
Loa Loa (eye worm) TATA binding protein associated factor 0.0037 0.0299 0.1739
Plasmodium vivax M1-family alanyl aminopeptidase, putative 0.0326 0.4156 1
Echinococcus granulosus Protein kinase C brain isozyme 0.0053 0.0523 0.0523
Plasmodium falciparum M1-family alanyl aminopeptidase 0.0326 0.4156 1
Brugia malayi TATA binding protein associated factor 0.0037 0.0299 0.1737
Trichomonas vaginalis Clan MG, familly M24, aminopeptidase P-like metallopeptidase 0.0049 0.0469 0.5583
Trichomonas vaginalis Clan MA, family M1, aminopeptidase N-like metallopeptidase 0.0059 0.0602 1
Loa Loa (eye worm) hypothetical protein 0.0044 0.0397 0.2306
Loa Loa (eye worm) hypothetical protein 0.0037 0.0299 0.1739
Onchocerca volvulus 0.0144 0.1723 1
Echinococcus granulosus leukotriene A 4 hydrolase 0.0143 0.1721 0.1721
Plasmodium falciparum M17 leucyl aminopeptidase 0.0071 0.0755 0.118
Trypanosoma cruzi metallo-peptidase, clan MA(E), family M1, putative 0.0037 0.0299 0.3967
Leishmania major aminopeptidase-like protein,metallo-peptidase, Clan MA(E), Family M1 0.0059 0.0602 0.7983
Toxoplasma gondii aminopeptidase n, putative 0.0326 0.4156 1
Echinococcus granulosus puromycin sensitive aminopeptidase 0.0059 0.0602 0.0602
Brugia malayi initiation factor 2-associated protein. 0.0049 0.0469 0.2719
Echinococcus multilocularis puromycin sensitive aminopeptidase 0.0059 0.0602 0.0602
Loa Loa (eye worm) leukotriene A4 hydrolase 0.0143 0.1721 1
Trypanosoma cruzi cytosolic leucyl aminopeptidase, putative 0.0071 0.0755 1
Trypanosoma brucei Aminopeptidase M1, putative 0.0059 0.0602 0.7983
Trypanosoma brucei metallo-peptidase, Clan MA(E) Family M1 0.0059 0.0602 0.7983
Echinococcus multilocularis puromycin sensitive aminopeptidase 0.0059 0.0602 0.0602
Entamoeba histolytica aminopeptidase, putative 0.0059 0.0602 1
Echinococcus multilocularis Peptidase M1, membrane alanine aminopeptidase, N terminal 0.0059 0.0602 0.0602
Echinococcus multilocularis puromycin sensitive aminopeptidase 0.0023 0.0115 0.0115
Trypanosoma brucei metallo-peptidase, Clan MG, Family M24 0.0049 0.0469 0.6209
Mycobacterium ulcerans thymidine phosphorylase 0.0765 1 1
Trypanosoma brucei methionine aminopeptidase 2, putative 0.0049 0.0469 0.6209
Loa Loa (eye worm) initiation factor 2-associated protein 0.0049 0.0469 0.2722
Plasmodium vivax M17 leucyl aminopeptidase, putative 0.0119 0.1402 0.2858
Trypanosoma cruzi aminopeptidase, putative 0.0037 0.0299 0.3967
Loa Loa (eye worm) hypothetical protein 0.0038 0.0319 0.1855
Trypanosoma cruzi metallo-peptidase, Clan MA(E) Family M1 0.0023 0.0115 0.1527
Echinococcus multilocularis methionyl aminopeptidase 2 0.0049 0.0469 0.0469
Loa Loa (eye worm) hypothetical protein 0.0107 0.1236 0.7178
Leishmania major aminopeptidase, putative,metallo-peptidase, Clan MA(E), Family M1 0.0037 0.0299 0.3967
Loa Loa (eye worm) AGC/PKC/ALPHA protein kinase 0.0039 0.0338 0.1962
Echinococcus multilocularis leucine aminopeptidase protein 0.0119 0.1402 0.1402
Echinococcus multilocularis serine threonine protein kinase 0.0048 0.0445 0.0445
Schistosoma mansoni leukotriene A4 hydrolase (M01 family) 0.0143 0.1721 1
Loa Loa (eye worm) hypothetical protein 0.0037 0.0299 0.1739
Loa Loa (eye worm) hypothetical protein 0.0084 0.0933 0.5418
Trichomonas vaginalis Clan MA, family M1, aminopeptidase N-like metallopeptidase 0.0059 0.0602 1
Echinococcus granulosus methionyl aminopeptidase 2 0.0049 0.0469 0.0469
Plasmodium falciparum methionine aminopeptidase 2 0.0049 0.0469 0.0439
Leishmania major puromycin-sensitive aminopeptidase-like protein,metallo-peptidase, Clan MA(E), Family M1 0.0037 0.0299 0.3967
Echinococcus granulosus RNA directed DNA polymerase 0.0038 0.0319 0.0319
Toxoplasma gondii leucyl aminopeptidase LAP 0.0119 0.1402 0.2531
Schistosoma mansoni leucine aminopeptidase 0.0014 0 0.0001
Brugia malayi protein kinase C II. 0.0015 0.0016 0.0093
Trypanosoma cruzi puromycin-sensitive aminopeptidase-like protein, putative 0.0037 0.0299 0.3967
Brugia malayi Peptidase family M1 containing protein 0.0037 0.0299 0.1737
Onchocerca volvulus Methionine aminopeptidase 2 homolog 0.0049 0.0469 0.1189
Schistosoma mansoni serine/threonine protein kinase 0.0015 0.0016 0.0094
Mycobacterium tuberculosis Probable anthranilate phosphoribosyltransferase TrpD 0.0216 0.2688 0.1496
Trypanosoma cruzi metallo-peptidase, Clan MA(E) Family M1 0.0037 0.0299 0.3967
Trypanosoma cruzi metallo-peptidase, clan MA(E), family M1, putative 0.0059 0.0602 0.7983
Loa Loa (eye worm) hypothetical protein 0.0023 0.0115 0.067
Trypanosoma brucei aminopeptidase, putative 0.0037 0.0299 0.3967
Schistosoma mansoni aminopeptidase PILS (M01 family) 0.0059 0.0602 0.35
Echinococcus granulosus aminopeptidase N 0.0144 0.1723 0.1723
Echinococcus granulosus puromycin sensitive aminopeptidase 0.0037 0.0299 0.0299
Leishmania major aminopeptidase, putative,metallo-peptidase, Clan MA(E), Family M1 0.0059 0.0602 0.7983
Echinococcus multilocularis telomerase reverse transcriptase subunit 0.0038 0.0319 0.0319
Loa Loa (eye worm) peptidase family M1 containing protein 0.0121 0.142 0.8248
Trypanosoma brucei metallo-peptidase, Clan MF, Family M17 0.0071 0.0755 1
Schistosoma mansoni methionyl aminopeptidase 2 (M24 family) 0.0049 0.0469 0.2722
Echinococcus granulosus protein kinase c epsilon type 0.0015 0.0016 0.0016
Loa Loa (eye worm) hypothetical protein 0.0037 0.0299 0.1739
Echinococcus granulosus puromycin sensitive aminopeptidase 0.0037 0.0299 0.0299
Brugia malayi hypothetical protein 0.0107 0.1234 0.7164
Mycobacterium ulcerans anthranilate phosphoribosyltransferase 0.0216 0.2688 0.2462
Echinococcus granulosus puromycin sensitive aminopeptidase 0.0059 0.0602 0.0602

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 7.3 uM Inhibitory concentration against thymidine phosphorylase of Escherichia coli ChEMBL. 15658853
IC50 (binding) = 7.3 uM Inhibitory concentration against thymidine phosphorylase of Escherichia coli ChEMBL. 15658853
IC50 (binding) = 26 uM Inhibitory concentration against human thymidine phosphorylase ChEMBL. 15658853
IC50 (binding) = 26 uM Inhibitory concentration against human thymidine phosphorylase ChEMBL. 15658853

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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