Detailed information for compound 41526

Basic information

Technical information
  • Name: Unnamed compound
  • MW: 301.43 | Formula: C17H27N5
  • H donors: 2 H acceptors: 0 LogP: 3.33 Rotable bonds: 6
    Rule of 5 violations (Lipinski): 1
  • SMILES: CCCCCCc1cccc(c1)N1C(=NC(=NC1(C)C)N)N
  • InChi: 1S/C17H27N5/c1-4-5-6-7-9-13-10-8-11-14(12-13)22-16(19)20-15(18)21-17(22,2)3/h8,10-12H,4-7,9H2,1-3H3,(H4,18,19,20,21)
  • InChiKey: JBQZDFMQAURRMI-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
Gallus gallus Dihydrofolate reductase Starlite/ChEMBL References
Lactobacillus casei 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
Mycobacterium leprae DIHYDROFOLATE REDUCTASE DFRA (DHFR) (TETRAHYDROFOLATE DEHYDROGENASE) Get druggable targets OG5_128410 All targets in OG5_128410
Echinococcus multilocularis 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
Schistosoma mansoni dihydrofolate reductase Get druggable targets OG5_128410 All targets in OG5_128410
Candida albicans 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
Schistosoma japonicum ko:K00287 dihydrofolate reductase [EC1.5.1.3], putative Get druggable targets OG5_128410 All targets in OG5_128410
Brugia malayi 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
Mycobacterium ulcerans dihydrofolate reductase DfrA Get druggable targets OG5_128410 All targets in OG5_128410
Chlamydia trachomatis 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
Mycobacterium tuberculosis Dihydrofolate reductase DfrA (DHFR) (tetrahydrofolate dehydrogenase) 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
Leishmania braziliensis dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   189 aa 172 aa 33.7 %
Plasmodium knowlesi bifunctional dihydrofolate reductase-thymidylate synthase, putative Dihydrofolate reductase   189 aa 209 aa 28.7 %
Leishmania major dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   189 aa 172 aa 34.3 %
Neospora caninum Bifunctional dihydrofolate reductase-thymidylate synthase, related Dihydrofolate reductase   189 aa 180 aa 34.4 %
Babesia bovis dihydrofolate reductase/thymidilate synthase Dihydrofolate reductase   189 aa 189 aa 31.7 %
Toxoplasma gondii bifunctional dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   189 aa 185 aa 35.7 %
Plasmodium falciparum bifunctional dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   189 aa 201 aa 29.4 %
Leishmania donovani dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   189 aa 172 aa 34.3 %
Leishmania mexicana dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   189 aa 172 aa 33.1 %
Plasmodium yoelii thymidylate synthase, putative Dihydrofolate reductase   163 aa 139 aa 21.6 %
Leishmania infantum dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   189 aa 172 aa 34.3 %
Echinococcus multilocularis EF hand calcium binding domain containing protein Dihydrofolate reductase   189 aa 155 aa 22.6 %
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   189 aa 154 aa 33.8 %
Plasmodium berghei bifunctional dihydrofolate reductase-thymidylate synthase, putative Dihydrofolate reductase   189 aa 212 aa 29.2 %
Plasmodium vivax bifunctional dihydrofolate reductase-thymidylate synthase, putative Dihydrofolate reductase   189 aa 209 aa 28.2 %
Onchocerca volvulus Putative dihydrofolate reductase Dihydrofolate reductase   163 aa 173 aa 27.2 %
Theileria parva dihydrofolate reductase-thymidylate synthase, putative Dihydrofolate reductase   189 aa 194 aa 31.4 %

Obtained from network model

Ranking Plot


Putative Targets List


Species Potential target Raw Global Species
Loa Loa (eye worm) FAD binding domain-containing protein 0.0143 0.0364 0.0171
Loa Loa (eye worm) dihydrofolate reductase 0.0883 1 1
Schistosoma mansoni NADPH flavin oxidoreductase 0.0116 0.0023 0.0023
Loa Loa (eye worm) hypothetical protein 0.0231 0.1514 0.1343
Plasmodium vivax bifunctional dihydrofolate reductase-thymidylate synthase, putative 0.05 0.5016 1
Brugia malayi Dihydrofolate reductase 0.0883 1 1
Toxoplasma gondii bifunctional dihydrofolate reductase-thymidylate synthase 0.05 0.5016 1
Leishmania major NADPH-cytochrome p450 reductase-like protein 0.0231 0.1514 0.0889
Echinococcus granulosus dihydrofolate reductase 0.0883 1 1
Brugia malayi flavodoxin family protein 0.0231 0.1514 0.1343
Echinococcus multilocularis NADPH dependent diflavin oxidoreductase 1 0.0231 0.1514 0.1343
Schistosoma mansoni 5-methyl tetrahydrofolate-homocysteine methyltransferase reductase 0.0143 0.0364 0.0364
Mycobacterium leprae DIHYDROFOLATE REDUCTASE DFRA (DHFR) (TETRAHYDROFOLATE DEHYDROGENASE) 0.0883 1 1
Leishmania major p450 reductase, putative 0.0231 0.1514 0.0889
Echinococcus granulosus methionine synthase reductase 0.0143 0.0364 0.0171
Mycobacterium ulcerans formate dehydrogenase H FdhF 0.0231 0.1514 0.1343
Echinococcus granulosus NADPH dependent diflavin oxidoreductase 1 0.0231 0.1514 0.1343
Schistosoma mansoni cytochrome P450 reductase 0.0231 0.1514 0.1514
Trichomonas vaginalis sulfite reductase, putative 0.0231 0.1514 1
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase 0.05 0.5016 1
Chlamydia trachomatis dihydrofolate reductase 0.0883 1 1
Schistosoma mansoni bifunctional dihydrofolate reductase-thymidylate synthase 0.013 0.0197 0.0197
Mycobacterium tuberculosis Dihydrofolate reductase DfrA (DHFR) (tetrahydrofolate dehydrogenase) 0.0883 1 1
Echinococcus multilocularis NADPH cytochrome P450 reductase 0.0231 0.1514 0.1343
Echinococcus granulosus NADPH cytochrome P450 reductase 0.0231 0.1514 0.1343
Giardia lamblia Nitric oxide synthase, inducible 0.0205 0.1172 0.5
Onchocerca volvulus 0.013 0.0197 0.5
Mycobacterium ulcerans dihydrofolate reductase DfrA 0.0883 1 1
Schistosoma mansoni dihydrofolate reductase 0.0883 1 1
Plasmodium falciparum bifunctional dihydrofolate reductase-thymidylate synthase 0.05 0.5016 1
Giardia lamblia Hypothetical protein 0.0205 0.1172 0.5
Trypanosoma brucei dihydrofolate reductase-thymidylate synthase 0.05 0.5016 1
Loa Loa (eye worm) FAD binding domain-containing protein 0.0231 0.1514 0.1343
Plasmodium vivax NADPH-cytochrome p450 reductase, putative 0.0231 0.1514 0.0889
Echinococcus multilocularis dihydrofolate reductase 0.0883 1 1
Brugia malayi FAD binding domain containing protein 0.0231 0.1514 0.1343
Leishmania major dihydrofolate reductase-thymidylate synthase 0.05 0.5016 1
Echinococcus multilocularis methionine synthase reductase 0.0143 0.0364 0.0171
Brugia malayi FAD binding domain containing protein 0.0143 0.0364 0.0171

Activities

Activity type Activity value Assay description Source Reference
Ki (binding) = 5.75 Inhibition constant against binding of E. coli dihydrofolate reductase ChEMBL. 3290487
Ki (binding) = 5.99 Inhibitory activity against Lactobacillus casei dihydrofolate reductase (DHFR) ChEMBL. 6420569
Ki (binding) = 7.12 Inhibitory activity against isolated chicken liver dihydrofolate reductase (DHFR) ChEMBL. 6420569
Ki app (binding) = 4.96 Inhibitory activity against Lactobacillus casei dihydrofolate reductase (DHFR) ChEMBL. 6796688
Ki app (binding) = 4.96 Inhibitory activity against Lactobacillus casei dihydrofolate reductase (DHFR) ChEMBL. 6796688
Log 1/C (binding) = 6.39 Inhibitory activity against dihydrofolate reductase isolated from murine L5178Y tumor cells resistant to methotrexate. ChEMBL. 6699880
Log 1/C (binding) = 7.97 Inhibitory activity against dihydrofolate reductase (DHFR) isolated from murine L5178Y tumor cells resistant and sensitive to methotrexate ChEMBL. 6699880
Log 1/C (functional) = 5.02 Inhibitory activity against methotrexate- resistant Lactobacillus casei cells ChEMBL. 6796688
Log 1/C (functional) = 6.39 Compound was tested in vitro for concentration required to decrease 50% growth rate of murine leukemia L5178Y/R cell culture ChEMBL. 7057421
Log 1/C (binding) = 6.39 Inhibitory activity against dihydrofolate reductase isolated from murine L5178Y tumor cells resistant to methotrexate. ChEMBL. 6699880
Log 1/C (functional) = 6.45 Inhibitory activity against methotrexate- sensitive Lactobacillus casei cells ChEMBL. 6796688
Log 1/C (binding) = 7.97 Inhibitory activity against dihydrofolate reductase (DHFR) isolated from murine L5178Y tumor cells resistant and sensitive to methotrexate ChEMBL. 6699880
Log 1/Ki (binding) = 5.99 Inhibitory activity against Lactobacillus casei dihydrofolate reductase (DHFR) ChEMBL. 6420569
Log 1/Ki (binding) = 7.12 Inhibitory activity against isolated chicken liver dihydrofolate reductase (DHFR) ChEMBL. 6420569
Log 1/Ki app (binding) = 5.75 Inhibition of Escherichia coli dihydrofolate reductase. ChEMBL. 3934385
Log Ki (binding) = 5.75 Inhibition constant against binding of E. coli dihydrofolate reductase ChEMBL. 3290487

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

6 literature references were collected for this gene.

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