Detailed information for compound 303923

Basic information

Technical information
  • Name: Unnamed compound
  • MW: 360.451 | Formula: C19H28N4O3
  • H donors: 2 H acceptors: 2 LogP: 3.68 Rotable bonds: 10
    Rule of 5 violations (Lipinski): 1
  • SMILES: CCCCCCOc1c(OC)cc(cc1OC)Cc1cnc(nc1N)N
  • InChi: 1S/C19H28N4O3/c1-4-5-6-7-8-26-17-15(24-2)10-13(11-16(17)25-3)9-14-12-22-19(21)23-18(14)20/h10-12H,4-9H2,1-3H3,(H4,20,21,22,23)
  • InChiKey: JJYVIROBSIPCFM-UHFFFAOYSA-N  

Network

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Synonyms

No synonyms found for this compound

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Escherichia coli Dihydrofolate reductase Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
No druggable targets predicted by orthology data
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Leishmania infantum serine carboxypeptidase (CBP1), putative,serine peptidase, Clan SC, Family S10 Dihydrofolate reductase   157 aa 159 aa 23.3 %
Leishmania donovani dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   157 aa 172 aa 23.3 %
Trypanosoma brucei gambiense dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   157 aa 156 aa 27.6 %
Leishmania major dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   157 aa 172 aa 23.8 %
Leishmania mexicana dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   157 aa 172 aa 23.8 %
Candida albicans dihydrofolate reductase Dihydrofolate reductase   157 aa 149 aa 29.5 %
Plasmodium falciparum dihydrofolate synthase/folylpolyglutamate synthase Dihydrofolate reductase   157 aa 127 aa 19.7 %
Chlamydia trachomatis dihydrofolate reductase Dihydrofolate reductase   157 aa 133 aa 24.8 %
Plasmodium vivax hypothetical protein, conserved Dihydrofolate reductase   157 aa 127 aa 26.8 %
Onchocerca volvulus Putative dihydrofolate reductase Dihydrofolate reductase   157 aa 178 aa 23.6 %
Trypanosoma brucei dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   157 aa 156 aa 27.6 %
Leishmania major serine carboxypeptidase (CBP1), putative,serine peptidase, Clan SC, Family S10 Dihydrofolate reductase   157 aa 159 aa 21.4 %
Onchocerca volvulus Germline survival defective-1 homolog Dihydrofolate reductase   157 aa 165 aa 24.8 %
Plasmodium yoelii hypothetical protein Dihydrofolate reductase   157 aa 132 aa 24.2 %
Cryptosporidium parvum mannose-1-phosphate guanylyltransferase Dihydrofolate reductase   157 aa 139 aa 27.3 %
Candida albicans hypothetical protein Dihydrofolate reductase   157 aa 149 aa 29.5 %
Cryptosporidium parvum dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   157 aa 169 aa 32.0 %
Leishmania donovani serine carboxypeptidase (CBP1), putative Dihydrofolate reductase   157 aa 159 aa 23.3 %
Cryptosporidium hominis GDP-mannose pyrophosphorylase (4N40) Dihydrofolate reductase   157 aa 139 aa 28.1 %
Theileria parva dihydrofolate reductase-thymidylate synthase, putative Dihydrofolate reductase   157 aa 165 aa 24.2 %
Mycobacterium tuberculosis Dihydrofolate reductase DfrA (DHFR) (tetrahydrofolate dehydrogenase) Dihydrofolate reductase   157 aa 160 aa 29.4 %
Leishmania braziliensis dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   157 aa 172 aa 23.3 %
Leishmania infantum dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   157 aa 172 aa 23.3 %
Mycobacterium leprae DIHYDROFOLATE REDUCTASE DFRA (DHFR) (TETRAHYDROFOLATE DEHYDROGENASE) Dihydrofolate reductase   157 aa 158 aa 29.1 %
Candida albicans dihydrofolate reductase Dihydrofolate reductase   157 aa 149 aa 29.5 %
Cryptosporidium hominis chain A, crystal structure of Dhfr Dihydrofolate reductase   157 aa 171 aa 32.2 %
Trypanosoma cruzi ATP- dependent RNA helicase, putative Dihydrofolate reductase   157 aa 140 aa 22.9 %
Babesia bovis dihydrofolate reductase/thymidilate synthase Dihydrofolate reductase   157 aa 178 aa 23.6 %
Dictyostelium discoideum dihydrofolate reductase Dihydrofolate reductase   157 aa 146 aa 27.4 %
Mycobacterium ulcerans dihydrofolate reductase DfrA Dihydrofolate reductase   157 aa 159 aa 28.3 %
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   157 aa 137 aa 29.2 %
Schistosoma mansoni dihydrofolate reductase Dihydrofolate reductase   157 aa 147 aa 28.6 %

Obtained from network model

Ranking Plot


Putative Targets List


Species Potential target Raw Global Species
Brugia malayi dihydrofolate reductase family protein 0.0079 0 0.5
Echinococcus multilocularis nmda type glutamate receptor 0.0184 0.5676 0.5676
Leishmania major dihydrofolate reductase-thymidylate synthase 0.0079 0 0.5
Plasmodium falciparum bifunctional dihydrofolate reductase-thymidylate synthase 0.0079 0 0.5
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase 0.0079 0 0.5
Echinococcus granulosus nmda type glutamate receptor 0.0184 0.5676 0.5676
Schistosoma mansoni glutamate receptor NMDA 0.0227 0.8021 1
Toxoplasma gondii bifunctional dihydrofolate reductase-thymidylate synthase 0.0079 0 0.5
Loa Loa (eye worm) dihydrofolate reductase 0.0079 0 0.5
Mycobacterium ulcerans dihydrofolate reductase DfrA 0.0079 0 0.5
Trypanosoma brucei dihydrofolate reductase-thymidylate synthase 0.0079 0 0.5
Mycobacterium leprae DIHYDROFOLATE REDUCTASE DFRA (DHFR) (TETRAHYDROFOLATE DEHYDROGENASE) 0.0079 0 0.5
Brugia malayi Dihydrofolate reductase 0.0079 0 0.5
Chlamydia trachomatis dihydrofolate reductase 0.0079 0 0.5
Echinococcus multilocularis Glutamate receptor, ionotropic kainate 3 0.0093 0.0737 0.0737
Plasmodium vivax bifunctional dihydrofolate reductase-thymidylate synthase, putative 0.0079 0 0.5
Echinococcus granulosus glutamate receptor NMDA 0.017 0.4949 0.4949
Echinococcus multilocularis nmda type glutamate receptor 0.0263 1 1
Mycobacterium tuberculosis Dihydrofolate reductase DfrA (DHFR) (tetrahydrofolate dehydrogenase) 0.0079 0 0.5
Echinococcus multilocularis glutamate receptor NMDA 0.017 0.4949 0.4949

Activities

Activity type Activity value Assay description Source Reference
I50 (binding) = 42000000 M Inhibitory activity against Dihydrofolate reductase of E. coli ChEMBL. 7035668
I50 (binding) = 2000000000000 M Inhibition of rat liver Dihydrofolate reductase. ChEMBL. 7035668
IC50 (binding) = 0.0000000042 M Inhibitory activity against Dihydrofolate reductase of E. coli ChEMBL. 7035668
IC50 (binding) = 0.0002 M Inhibition of rat liver Dihydrofolate reductase. ChEMBL. 7035668
Ratio (binding) = 3 Minimum inhibitory concentration versus trimethoprim against Dihydrofolate Reductase of Staphylococcus aureus CN 491 ChEMBL. 7035668
Ratio (binding) = 10 Minimum inhibitory concentration versus trimethoprim against Dihydrofolate Reductase of Klebsiella pneumoniae CN 3632 ChEMBL. 7035668
Ratio (binding) = 30 Minimum inhibitory concentration versus trimethoprim against Dihydrofolate Reductase of Proteus mirabilis S 2409 ChEMBL. 7035668
Ratio (binding) = 30 Minimum inhibitory concentration versus trimethoprim against Dihydrofolate Reductase of Shigella dysentariae CN 1513 ChEMBL. 7035668
Ratio (binding) = 30 Minimum inhibitory concentration versus trimethoprim against Dihydrofolate Reductase of Enterobacter aerogenes 2200/86 ChEMBL. 7035668
Ratio (binding) = 100 Minimum inhibitory concentration versus trimethoprim against Dihydrofolate Reductase of Proteus vulgaris CN 329 ChEMBL. 7035668
Ratio (binding) = 100 Minimum inhibitory concentration versus trimethoprim against Dihydrofolate Reductase of Salmonella typhi CN 512 ChEMBL. 7035668
Ratio (binding) = 3 Minimum inhibitory concentration versus trimethoprim against Dihydrofolate Reductase of Staphylococcus aureus CN 491 ChEMBL. 7035668
Ratio (binding) = 10 Minimum inhibitory concentration versus trimethoprim against Dihydrofolate Reductase of Klebsiella pneumoniae CN 3632 ChEMBL. 7035668
Ratio (binding) = 30 Minimum inhibitory concentration versus trimethoprim against Dihydrofolate Reductase of Escherichia coli CN 314 ChEMBL. 7035668
Ratio (binding) = 30 Minimum inhibitory concentration versus trimethoprim against Dihydrofolate Reductase of Shigella dysentariae CN 1513 ChEMBL. 7035668
Ratio (binding) = 30 Minimum inhibitory concentration versus trimethoprim against Dihydrofolate Reductase of Enterobacter aerogenes 2200/86 ChEMBL. 7035668
Ratio (binding) = 30 Minimum inhibitory concentration versus trimethoprim against Dihydrofolate Reductase of Proteus mirabilis S 2409 ChEMBL. 7035668
Ratio (binding) = 100 Minimum inhibitory concentration versus trimethoprim against Dihydrofolate Reductase of Salmonella typhi CN 512 ChEMBL. 7035668
Ratio (binding) = 100 Minimum inhibitory concentration versus trimethoprim against Dihydrofolate Reductase of Proteus vulgaris CN 329 ChEMBL. 7035668

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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