Detailed information for compound 988396

Basic information

Technical information
  • Name: Unnamed compound
  • MW: 312.366 | Formula: C17H20N4O2
  • H donors: 2 H acceptors: 2 LogP: 2.6 Rotable bonds: 4
    Rule of 5 violations (Lipinski): 1
  • SMILES: COc1ccc(c(c1)CC#Cc1c(N)nc(nc1CC)N)OC
  • InChi: 1S/C17H20N4O2/c1-4-14-13(16(18)21-17(19)20-14)7-5-6-11-10-12(22-2)8-9-15(11)23-3/h8-10H,4,6H2,1-3H3,(H4,18,19,20,21)
  • InChiKey: NNFDQABYXZBKRK-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
Bacillus anthracis Dihydrofolate reductase Starlite/ChEMBL References
Candida albicans dihydrofolate reductase Starlite/ChEMBL References
Homo sapiens dihydrofolate reductase Starlite/ChEMBL References
Staphylococcus aureus Dihydrofolate reductase Starlite/ChEMBL No references

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Candida albicans hypothetical protein 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
Mycobacterium leprae DIHYDROFOLATE REDUCTASE DFRA (DHFR) (TETRAHYDROFOLATE DEHYDROGENASE) Get druggable targets OG5_128410 All targets in OG5_128410
Schistosoma mansoni dihydrofolate reductase 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
Brugia malayi 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
Echinococcus multilocularis 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
Candida albicans dihydrofolate reductase Get druggable targets OG5_128410 All targets in OG5_128410
Chlamydia trachomatis dihydrofolate reductase 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
Loa Loa (eye worm) 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

By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Onchocerca volvulus Dihydrofolate reductase   159 aa 154 aa 25.3 %
Plasmodium falciparum bifunctional dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   162 aa 134 aa 29.9 %
Toxoplasma gondii bifunctional dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   162 aa 181 aa 27.6 %
Leishmania donovani dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   162 aa 177 aa 27.7 %
Plasmodium yoelii thymidylate synthase, putative Dihydrofolate reductase   162 aa 147 aa 24.5 %
Leishmania major dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   162 aa 177 aa 27.1 %
Neospora caninum Bifunctional dihydrofolate reductase-thymidylate synthase, related Dihydrofolate reductase   162 aa 182 aa 30.2 %
Onchocerca volvulus Putative dihydrofolate reductase Dihydrofolate reductase   162 aa 172 aa 36.6 %
Theileria parva dihydrofolate reductase-thymidylate synthase, putative Dihydrofolate reductase   162 aa 194 aa 26.3 %
Onchocerca volvulus Germline survival defective-1 homolog Dihydrofolate reductase   162 aa 165 aa 33.9 %
Leishmania mexicana dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   162 aa 177 aa 25.4 %
Leishmania braziliensis dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   162 aa 167 aa 26.9 %
Leishmania infantum dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   162 aa 177 aa 27.7 %
Plasmodium falciparum bifunctional dihydrofolate reductase-thymidylate synthase dihydrofolate reductase 187 aa 202 aa 29.7 %
Cryptosporidium parvum dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   162 aa 177 aa 29.9 %
Cryptosporidium hominis chain A, crystal structure of Dhfr Dihydrofolate reductase   162 aa 177 aa 29.4 %
Babesia bovis dihydrofolate reductase/thymidilate synthase Dihydrofolate reductase   162 aa 153 aa 30.7 %

Obtained from network model

Ranking Plot


Putative Targets List


Species Potential target Raw Global Species
Plasmodium vivax bifunctional dihydrofolate reductase-thymidylate synthase, putative 0.0317 0 0.5
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase 0.0317 0 0.5
Trypanosoma brucei dihydrofolate reductase-thymidylate synthase 0.0317 0 0.5
Leishmania major dihydrofolate reductase-thymidylate synthase 0.0317 0 0.5
Mycobacterium ulcerans dihydrofolate reductase DfrA 0.083 1 0.5
Plasmodium falciparum bifunctional dihydrofolate reductase-thymidylate synthase 0.0317 0 0.5
Schistosoma mansoni dihydrofolate reductase 0.083 1 0.5
Loa Loa (eye worm) dihydrofolate reductase 0.083 1 0.5
Chlamydia trachomatis dihydrofolate reductase 0.083 1 0.5
Mycobacterium tuberculosis Dihydrofolate reductase DfrA (DHFR) (tetrahydrofolate dehydrogenase) 0.083 1 0.5
Toxoplasma gondii bifunctional dihydrofolate reductase-thymidylate synthase 0.0317 0 0.5
Brugia malayi Dihydrofolate reductase 0.083 1 0.5
Echinococcus granulosus dihydrofolate reductase 0.083 1 0.5
Mycobacterium leprae DIHYDROFOLATE REDUCTASE DFRA (DHFR) (TETRAHYDROFOLATE DEHYDROGENASE) 0.083 1 0.5
Echinococcus multilocularis dihydrofolate reductase 0.083 1 0.5

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 68 nM Inhibition of methicillin-resistant Staphylococcus aureus DHFR ChEMBL. No reference
IC50 (binding) = 100 nM Inhibition of Candida albicans DHFR ChEMBL. 23375226
IC50 (binding) = 1280 nM Inhibition of human DHFR ChEMBL. 23375226
IC50 (binding) = 0.1 uM Inhibition of Candida albicans DHFR expressed in Escherichia coli BL21 (DE3) assessed as rate of NADPH consumption using dihydrofolate as substrate ChEMBL. 19560363
IC50 (binding) = 0.89 uM Inhibition of Bacillus anthracis recombinant DHFR expressed in mouse M15 cells assessed as rate of enzyme-dependent NADPH oxidation ChEMBL. 19007108
IC50 (binding) = 0.89 uM Inhibition of wild type Bacillus anthracis recombinant DHFR ChEMBL. 20882962
IC50 (binding) = 1.28 uM Inhibition of human DHFR assessed as rate of enzyme-dependent NADPH oxidation ChEMBL. 19007108
IC50 (binding) = 1.28 uM Inhibition of human DHFR assessed as rate of NADPH consumption using dihydrofolate as substrate ChEMBL. 19560363
Ki (binding) = 0.3 uM Inhibition of wild type Bacillus anthracis recombinant DHFR ChEMBL. 20882962
MIC (functional) = 78 ug ml-1 Antifungal activity against Candida albicans by alamar blue assay ChEMBL. 19560363

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

3 literature references were collected for this gene.

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