Detailed information for compound 1494449

Basic information

Technical information
  • Name: Unnamed compound
  • MW: 500.592 | Formula: C28H32N6O3
  • H donors: 2 H acceptors: 3 LogP: 4.09 Rotable bonds: 10
    Rule of 5 violations (Lipinski): 2
  • SMILES: CCCC[C@@H]1N(N=Cc2c1cccc2)C(=O)/C=C/c1cc(cc(c1OC)OC)Cc1cnc(nc1N)N
  • InChi: 1S/C28H32N6O3/c1-4-5-10-23-22-9-7-6-8-20(22)17-32-34(23)25(35)12-11-19-13-18(15-24(36-2)26(19)37-3)14-21-16-31-28(30)33-27(21)29/h6-9,11-13,15-17,23H,4-5,10,14H2,1-3H3,(H4,29,30,31,33)/b12-11+/t23-/m0/s1
  • InChiKey: VMZJLCOUDXEVIH-RGPPVUSESA-N  


Substructure search Similarity search

Network

Hover on a compound node to display the structore

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

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Chlamydia trachomatis 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
Candida albicans 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
Candida albicans hypothetical protein Get druggable targets OG5_128410 All targets in OG5_128410
Schistosoma mansoni 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
Brugia malayi 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
Echinococcus granulosus 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
Candida albicans 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
Echinococcus multilocularis 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
Leishmania mexicana dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   162 aa 177 aa 25.4 %
Plasmodium falciparum bifunctional dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   162 aa 134 aa 29.9 %
Theileria parva dihydrofolate reductase-thymidylate synthase, putative Dihydrofolate reductase   162 aa 194 aa 26.3 %
Leishmania infantum dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   162 aa 177 aa 27.7 %
Cryptosporidium hominis chain A, crystal structure of Dhfr Dihydrofolate reductase   162 aa 177 aa 29.4 %
Leishmania major dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   162 aa 177 aa 27.1 %
Leishmania braziliensis dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   162 aa 167 aa 26.9 %
Toxoplasma gondii bifunctional dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   162 aa 181 aa 27.6 %
Cryptosporidium parvum dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   162 aa 177 aa 29.9 %
Neospora caninum Bifunctional dihydrofolate reductase-thymidylate synthase, related Dihydrofolate reductase   162 aa 182 aa 30.2 %
Leishmania donovani dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   162 aa 177 aa 27.7 %
Babesia bovis dihydrofolate reductase/thymidilate synthase Dihydrofolate reductase   162 aa 153 aa 30.7 %
Plasmodium yoelii thymidylate synthase, putative Dihydrofolate reductase   162 aa 147 aa 24.5 %
Onchocerca volvulus Putative dihydrofolate reductase Dihydrofolate reductase   162 aa 172 aa 36.6 %
Onchocerca volvulus Germline survival defective-1 homolog Dihydrofolate reductase   162 aa 165 aa 33.9 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Loa Loa (eye worm) hypothetical protein 0.0049 0.14 0.14
Schistosoma mansoni retinoid-x-receptor (RXR) 0.0026 0.015 0.015
Mycobacterium tuberculosis Dihydrofolate reductase DfrA (DHFR) (tetrahydrofolate dehydrogenase) 0.0208 1 0.5
Echinococcus granulosus ecdysone induced protein 78C 0.0049 0.14 0.14
Brugia malayi Nuclear hormone receptor family member nhr-25 0.0049 0.14 0.14
Brugia malayi Nuclear hormone receptor family member nhr-1 0.0049 0.14 0.14
Brugia malayi Nuclear hormone receptor family member nhr-41 0.0049 0.14 0.14
Loa Loa (eye worm) hypothetical protein 0.0026 0.015 0.015
Echinococcus multilocularis nuclear receptor subfamily 1 group D 0.0026 0.015 0.015
Onchocerca volvulus 0.0049 0.14 1
Brugia malayi Nuclear hormone receptor family member nhr-19 0.0049 0.14 0.14
Echinococcus granulosus FTZ F1 alpha 0.0049 0.14 0.14
Loa Loa (eye worm) nuclear hormone receptor-like 1 0.0026 0.015 0.015
Schistosoma mansoni thyroid hormone receptor 0.0049 0.14 0.14
Schistosoma mansoni retinoid-x-receptor (RXR) 0.0049 0.14 0.14
Brugia malayi nuclear receptor NHR-88 0.0049 0.14 0.14
Echinococcus multilocularis ecdysone induced protein 78C 0.0049 0.14 0.14
Brugia malayi Nuclear hormone receptor family member nhr-25 0.0049 0.14 0.14
Echinococcus granulosus COUP TF:Svp nuclear hormone receptor 0.0049 0.14 0.14
Schistosoma mansoni hypothetical protein 0.0174 0.8189 0.8189
Echinococcus multilocularis hepatocyte nuclear factor 4 alpha 0.0049 0.14 0.14
Chlamydia trachomatis dihydrofolate reductase 0.0208 1 1
Loa Loa (eye worm) hypothetical protein 0.0049 0.14 0.14
Schistosoma mansoni FTZ-F1 nuclear receptor-like protein 0.0049 0.14 0.14
Loa Loa (eye worm) hypothetical protein 0.0026 0.015 0.015
Loa Loa (eye worm) nuclear hormone receptor family member nhr-14 0.0049 0.14 0.14
Onchocerca volvulus Bile acid receptor homolog 0.0049 0.14 1
Echinococcus multilocularis COUP TF:Svp nuclear hormone receptor 0.0049 0.14 0.14
Schistosoma mansoni Tr4/Tr2 (homologue) 0.0049 0.14 0.14
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase 0.0079 0.3051 0.5
Loa Loa (eye worm) hypothetical protein 0.0049 0.14 0.14
Brugia malayi Nuclear hormone receptor family member nhr-40 0.0049 0.14 0.14
Echinococcus multilocularis FTZ F1 nuclear receptor protein 0.0049 0.14 0.14
Echinococcus granulosus dihydrofolate reductase 0.0208 1 1
Schistosoma mansoni ecdysone-induced protein 78c (dr-78) 0.0026 0.015 0.015
Schistosoma mansoni coup transcription factor 0.0049 0.14 0.14
Schistosoma mansoni retinoic acid receptor RXR 0.0049 0.14 0.14
Loa Loa (eye worm) steroid hormone receptor 0.0049 0.14 0.14
Loa Loa (eye worm) hypothetical protein 0.0026 0.015 0.015
Echinococcus granulosus retinoic acid receptor rxr beta a 0.0049 0.14 0.14
Brugia malayi nuclear receptor RXR 0.0026 0.015 0.015
Echinococcus multilocularis thyroid hormone receptor alpha 0.0049 0.14 0.14
Brugia malayi Nuclear hormone receptor family member nhr-14 0.0049 0.14 0.14
Schistosoma mansoni nuclear hormone receptor 0.0049 0.14 0.14
Loa Loa (eye worm) hypothetical protein 0.0026 0.015 0.015
Plasmodium vivax bifunctional dihydrofolate reductase-thymidylate synthase, putative 0.0079 0.3051 0.5
Loa Loa (eye worm) nuclear hormone receptor family member nhr-31 0.0049 0.14 0.14
Brugia malayi Nuclear hormone receptor-like 1 0.0026 0.015 0.015
Brugia malayi Nuclear hormone receptor-like 1 0.0026 0.015 0.015
Brugia malayi Nuclear hormone receptor family member nhr-31 0.0049 0.14 0.14
Brugia malayi hypothetical protein 0.0026 0.015 0.015
Schistosoma mansoni thyroid hormone receptor 0.0049 0.14 0.14
Echinococcus granulosus Nuclear hormone receptor family member nhr 41 0.0049 0.14 0.14
Trypanosoma brucei dihydrofolate reductase-thymidylate synthase 0.0079 0.3051 0.5
Loa Loa (eye worm) hypothetical protein 0.0026 0.015 0.015
Loa Loa (eye worm) hypothetical protein 0.0049 0.14 0.14
Mycobacterium leprae DIHYDROFOLATE REDUCTASE DFRA (DHFR) (TETRAHYDROFOLATE DEHYDROGENASE) 0.0208 1 0.5
Schistosoma mansoni nuclear receptor 2DBD-gamma 0.0049 0.14 0.14
Echinococcus granulosus nuclear receptor 2DBD gamma 0.0049 0.14 0.14
Schistosoma mansoni hypothetical protein 0.0174 0.8189 0.8189
Loa Loa (eye worm) hypothetical protein 0.0049 0.14 0.14
Loa Loa (eye worm) hypothetical protein 0.0049 0.14 0.14
Brugia malayi ecdysteroid receptor 0.0049 0.14 0.14
Loa Loa (eye worm) nuclear hormone receptor family member nhr-1 0.0049 0.14 0.14
Echinococcus granulosus hepatocyte nuclear factor 4 alpha 0.0049 0.14 0.14
Brugia malayi Steroid receptor seven-up type 2 0.0049 0.14 0.14
Brugia malayi Dihydrofolate reductase 0.0208 1 1
Schistosoma mansoni steroid hormone receptor ad4bp 0.0049 0.14 0.14
Loa Loa (eye worm) hypothetical protein 0.0049 0.14 0.14
Onchocerca volvulus Protein ultraspiracle homolog 0.0049 0.14 1
Plasmodium falciparum bifunctional dihydrofolate reductase-thymidylate synthase 0.0079 0.3051 0.5
Mycobacterium ulcerans dihydrofolate reductase DfrA 0.0208 1 0.5
Brugia malayi Nuclear hormone receptor family member nhr-3 0.0049 0.14 0.14
Echinococcus granulosus geminin 0.0174 0.8189 0.8189
Toxoplasma gondii bifunctional dihydrofolate reductase-thymidylate synthase 0.0079 0.3051 0.5
Loa Loa (eye worm) hypothetical protein 0.0049 0.14 0.14
Loa Loa (eye worm) nuclear Hormone Receptor family member 0.0049 0.14 0.14
Echinococcus multilocularis FTZ F1 alpha 0.0049 0.14 0.14
Brugia malayi nuclear hormone receptor 0.0049 0.14 0.14
Brugia malayi Nuclear hormone receptor family member nhr-19 0.0049 0.14 0.14
Brugia malayi photoreceptor-specific nuclear receptor 0.0049 0.14 0.14
Echinococcus multilocularis dihydrofolate reductase 0.0208 1 1
Schistosoma mansoni dihydrofolate reductase 0.0208 1 1
Echinococcus multilocularis nuclear receptor 2DBD gamma 0.0049 0.14 0.14
Brugia malayi steroid hormone receptor 0.0049 0.14 0.14
Brugia malayi hypothetical protein 0.0026 0.015 0.015
Brugia malayi Ligand-binding domain of nuclear hormone receptor family protein 0.0049 0.14 0.14
Echinococcus granulosus nuclear receptor subfamily 1 group D 0.0026 0.015 0.015
Brugia malayi Nuclear hormone receptor family member nhr-49 0.0049 0.14 0.14
Echinococcus granulosus nuclear receptor 2DBD gamma 0.0049 0.14 0.14
Schistosoma mansoni photoreceptor-specific nuclear receptor related 0.0049 0.14 0.14
Loa Loa (eye worm) nuclear hormone receptor family member nhr-41 0.0049 0.14 0.14
Leishmania major dihydrofolate reductase-thymidylate synthase 0.0079 0.3051 0.5
Loa Loa (eye worm) dihydrofolate reductase 0.0208 1 1
Echinococcus multilocularis nuclear receptor 2DBD gamma 0.0049 0.14 0.14
Onchocerca volvulus Steroid hormone receptor family member cnr14 homolog 0.0049 0.14 1
Echinococcus multilocularis geminin 0.0174 0.8189 0.8189
Echinococcus multilocularis Nuclear hormone receptor family member nhr 41 0.0049 0.14 0.14
Loa Loa (eye worm) nuclear hormone receptor family member nhr-49 0.0049 0.14 0.14
Echinococcus granulosus FTZ F1 nuclear receptor protein 0.0049 0.14 0.14
Brugia malayi Nuclear hormone receptor-like 1 0.0049 0.14 0.14
Loa Loa (eye worm) nuclear hormone receptor family member nhr-40 0.0049 0.14 0.14
Schistosoma mansoni nuclear hormone receptor nor-1/nor-2 0.0049 0.14 0.14
Brugia malayi Ligand-binding domain of nuclear hormone receptor family protein 0.0049 0.14 0.14
Schistosoma mansoni RAR-like nuclear receptor 0.0049 0.14 0.14

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 170 nM Inhibition of Bacillus anthracis DHFR ChEMBL. 19364848

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

No literature references available for this target.

If you have references for this compound, please enter them in a user comment (below) or Contact us.