Detailed information for compound 172801

Basic information

Technical information
  • Name: Unnamed compound
  • MW: 404.46 | Formula: C20H28N4O5
  • H donors: 2 H acceptors: 3 LogP: 2.24 Rotable bonds: 12
    Rule of 5 violations (Lipinski): 1
  • SMILES: COC(=O)CCCCCOc1c(OC)cc(cc1OC)Cc1cnc(nc1N)N
  • InChi: 1S/C20H28N4O5/c1-26-15-10-13(9-14-12-23-20(22)24-19(14)21)11-16(27-2)18(15)29-8-6-4-5-7-17(25)28-3/h10-12H,4-9H2,1-3H3,(H4,21,22,23,24)
  • InChiKey: DNDQAVBFTAVITN-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
Cryptosporidium parvum mannose-1-phosphate guanylyltransferase Dihydrofolate reductase   157 aa 139 aa 27.3 %
Chlamydia trachomatis dihydrofolate reductase Dihydrofolate reductase   157 aa 133 aa 24.8 %
Plasmodium yoelii hypothetical protein Dihydrofolate reductase   157 aa 132 aa 24.2 %
Dictyostelium discoideum dihydrofolate reductase Dihydrofolate reductase   157 aa 146 aa 27.4 %
Trypanosoma brucei dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   157 aa 156 aa 27.6 %
Plasmodium falciparum dihydrofolate synthase/folylpolyglutamate synthase Dihydrofolate reductase   157 aa 127 aa 19.7 %
Theileria parva dihydrofolate reductase-thymidylate synthase, putative Dihydrofolate reductase   157 aa 165 aa 24.2 %
Leishmania infantum dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   157 aa 172 aa 23.3 %
Cryptosporidium hominis GDP-mannose pyrophosphorylase (4N40) Dihydrofolate reductase   157 aa 139 aa 28.1 %
Candida albicans dihydrofolate reductase Dihydrofolate reductase   157 aa 149 aa 29.5 %
Leishmania donovani serine carboxypeptidase (CBP1), putative Dihydrofolate reductase   157 aa 159 aa 23.3 %
Onchocerca volvulus Putative dihydrofolate reductase Dihydrofolate reductase   157 aa 178 aa 23.6 %
Mycobacterium ulcerans dihydrofolate reductase DfrA Dihydrofolate reductase   157 aa 159 aa 28.3 %
Babesia bovis dihydrofolate reductase/thymidilate synthase Dihydrofolate reductase   157 aa 178 aa 23.6 %
Onchocerca volvulus Germline survival defective-1 homolog Dihydrofolate reductase   157 aa 165 aa 24.8 %
Leishmania donovani dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   157 aa 172 aa 23.3 %
Leishmania major serine carboxypeptidase (CBP1), putative,serine peptidase, Clan SC, Family S10 Dihydrofolate reductase   157 aa 159 aa 21.4 %
Cryptosporidium parvum dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   157 aa 169 aa 32.0 %
Mycobacterium tuberculosis Dihydrofolate reductase DfrA (DHFR) (tetrahydrofolate dehydrogenase) Dihydrofolate reductase   157 aa 160 aa 29.4 %
Plasmodium vivax hypothetical protein, conserved Dihydrofolate reductase   157 aa 127 aa 26.8 %
Leishmania major dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   157 aa 172 aa 23.8 %
Leishmania braziliensis dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   157 aa 172 aa 23.3 %
Leishmania infantum serine carboxypeptidase (CBP1), putative,serine peptidase, Clan SC, Family S10 Dihydrofolate reductase   157 aa 159 aa 23.3 %
Candida albicans hypothetical protein Dihydrofolate reductase   157 aa 149 aa 29.5 %
Cryptosporidium hominis chain A, crystal structure of Dhfr Dihydrofolate reductase   157 aa 171 aa 32.2 %
Mycobacterium leprae DIHYDROFOLATE REDUCTASE DFRA (DHFR) (TETRAHYDROFOLATE DEHYDROGENASE) Dihydrofolate reductase   157 aa 158 aa 29.1 %
Schistosoma mansoni dihydrofolate reductase Dihydrofolate reductase   157 aa 147 aa 28.6 %
Trypanosoma brucei gambiense dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   157 aa 156 aa 27.6 %
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   157 aa 137 aa 29.2 %
Candida albicans dihydrofolate reductase Dihydrofolate reductase   157 aa 149 aa 29.5 %
Leishmania mexicana dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   157 aa 172 aa 23.8 %
Trypanosoma cruzi ATP- dependent RNA helicase, putative Dihydrofolate reductase   157 aa 140 aa 22.9 %

Obtained from network model

Ranking Plot


Putative Targets List


Species Potential target Raw Global Species
Toxoplasma gondii hypothetical protein 0.2185 0.5 0.5
Loa Loa (eye worm) hypothetical protein 0.2185 0.5 0.5
Loa Loa (eye worm) inward rectifying k channel family protein 1 0.2185 0.5 0.5
Loa Loa (eye worm) hypothetical protein 0.2185 0.5 0.5

Activities

Activity type Activity value Assay description Source Reference
I50 (binding) = 110000 M Binding affinity against Dihydrofolate reductase of rat liver ChEMBL. 3973902
I50 (binding) = 620000000 M Inhibitory activity against Dihydrofolate reductase of E. coli ChEMBL. 7035668
I50 (binding) = 11000000000000 M Inhibition of rat liver Dihydrofolate reductase. ChEMBL. 7035668
IC50 (binding) = 0.000000062 M Inhibitory activity against Dihydrofolate reductase of E. coli ChEMBL. 7035668
IC50 (binding) = 0.0011 M Binding affinity against Dihydrofolate reductase of rat liver ChEMBL. 3973902
IC50 (binding) = 0.0011 M Inhibition of rat liver Dihydrofolate reductase. ChEMBL. 7035668
Ki (binding) = 0.0000000098 M Binding affinity against Dihydrofolate reductase of Escherichia coli ChEMBL. 3973902
Ki (binding) = 9800000000 M Binding affinity against Dihydrofolate reductase of Escherichia coli ChEMBL. 3973902
MIC (functional) = 1000 Relative invitro Antibacterial activity against Escherichia coli CN314 strain ChEMBL. 3973902
MIC (functional) = 6 Relative invitro Antibacterial activity against Staphylococcus aureus CN491 strain ChEMBL. 3973902
MIC (functional) > 100 Relative invitro Antibacterial activity against Proteus vulgaris CN329 strain ChEMBL. 3973902
MIC (functional) = 300 Relative invitro Antibacterial activity against Salmonella typhi CN512 strain ChEMBL. 3973902
MIC (functional) = 1000 Relative invitro Antibacterial activity against Escherichia coli CN314 strain ChEMBL. 3973902
Ratio (functional) = 10 Minimum inhibitory concentration of compound versus trimethoprim against Staphylococcus aureus CN 491 ChEMBL. 7035668
Ratio (functional) > 100 Minimum inhibitory concentration of compound versus trimethoprim against Proteus mirabilis S 2409 ChEMBL. 7035668
Ratio (functional) > 100 Minimum inhibitory concentration of compound versus trimethoprim against Proteus vulgaris CN 329 ChEMBL. 7035668
Ratio (functional) = 300 Minimum inhibitory concentration of compound versus trimethoprim against Salmonella typhi CN 512 ChEMBL. 7035668
Ratio (functional) = 1000 Minimum inhibitory concentration of compound versus trimethoprim against Shigella dysentariae CN 1513 ChEMBL. 7035668
Ratio (functional) = 1000 Minimum inhibitory concentration of compound versus trimethoprim against Escherichia coli CN 314 ChEMBL. 7035668
Ratio (functional) > 1000 Minimum inhibitory concentration of compound versus trimethoprim against Klebsiella pneumoniae CN 3632 ChEMBL. 7035668
Ratio (functional) = 1000 Minimum inhibitory concentration of compound versus trimethoprim against Enterobacter aerogenes 2200/86 ChEMBL. 7035668
Ratio (functional) = 10 Minimum inhibitory concentration of compound versus trimethoprim against Staphylococcus aureus CN 491 ChEMBL. 7035668
Ratio (functional) > 100 Minimum inhibitory concentration of compound versus trimethoprim against Proteus mirabilis S 2409 ChEMBL. 7035668
Ratio (functional) > 100 Minimum inhibitory concentration of compound versus trimethoprim against Proteus vulgaris CN 329 ChEMBL. 7035668
Ratio (functional) = 300 Minimum inhibitory concentration of compound versus trimethoprim against Salmonella typhi CN 512 ChEMBL. 7035668
Ratio (functional) = 1000 Minimum inhibitory concentration of compound versus trimethoprim against Escherichia coli CN 314 ChEMBL. 7035668
Ratio (functional) > 1000 Minimum inhibitory concentration of compound versus trimethoprim against Klebsiella pneumoniae CN 3632 ChEMBL. 7035668
Ratio (functional) = 1000 Minimum inhibitory concentration of compound versus trimethoprim against Shigella dysentariae CN 1513 ChEMBL. 7035668
Ratio (functional) = 1000 Minimum inhibitory concentration of compound versus trimethoprim against Enterobacter aerogenes 2200/86 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

2 literature references were collected for this gene.

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