Detailed information for compound 1102196

Basic information

Technical information
  • Name: Unnamed compound
  • MW: 310.35 | Formula: C17H18N4O2
  • H donors: 2 H acceptors: 2 LogP: 2.78 Rotable bonds: 3
    Rule of 5 violations (Lipinski): 1
  • SMILES: COc1ccc(c(c1)c1cc2nc(N)nc(c2cc1C)N)OC
  • InChi: 1S/C17H18N4O2/c1-9-6-13-14(20-17(19)21-16(13)18)8-11(9)12-7-10(22-2)4-5-15(12)23-3/h4-8H,1-3H3,(H4,18,19,20,21)
  • InChiKey: COSWOOIXZCPISM-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
Homo sapiens dihydrofolate reductase Starlite/ChEMBL References
Staphylococcus aureus Dihydrofolate reductase Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Mycobacterium tuberculosis Dihydrofolate reductase DfrA (DHFR) (tetrahydrofolate dehydrogenase) 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
Candida albicans 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
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
Schistosoma japonicum ko:K00287 dihydrofolate reductase [EC1.5.1.3], putative Get druggable targets OG5_128410 All targets in OG5_128410
Candida albicans hypothetical protein 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
Echinococcus granulosus 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
Brugia malayi 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

By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Onchocerca volvulus Putative dihydrofolate reductase Dihydrofolate reductase   159 aa 169 aa 29.6 %
Babesia bovis dihydrofolate reductase/thymidilate synthase Dihydrofolate reductase   159 aa 155 aa 36.8 %
Leishmania major dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   159 aa 186 aa 26.9 %
Plasmodium falciparum bifunctional dihydrofolate reductase-thymidylate synthase dihydrofolate reductase 187 aa 202 aa 29.7 %
Toxoplasma gondii bifunctional dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   159 aa 185 aa 25.4 %
Leishmania mexicana dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   159 aa 186 aa 26.3 %
Neospora caninum Bifunctional dihydrofolate reductase-thymidylate synthase, related Dihydrofolate reductase   159 aa 184 aa 27.7 %
Theileria parva dihydrofolate reductase-thymidylate synthase, putative Dihydrofolate reductase   159 aa 158 aa 27.2 %
Onchocerca volvulus Dihydrofolate reductase   159 aa 154 aa 25.3 %
Onchocerca volvulus Germline survival defective-1 homolog Dihydrofolate reductase   159 aa 159 aa 27.7 %
Cryptosporidium hominis chain A, crystal structure of Dhfr Dihydrofolate reductase   159 aa 150 aa 33.3 %
Cryptosporidium parvum dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   159 aa 150 aa 35.3 %

Obtained from network model

Ranking Plot


Putative Targets List


Species Potential target Raw Global Species
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase 0.0159 0.3284 1
Mycobacterium tuberculosis Probable oxalyl-CoA decarboxylase OxcA 0.0359 0.8528 0.8451
Echinococcus granulosus nuclear factor of activated T cells 5 0.008 0.1225 0.1225
Entamoeba histolytica pyruvate:ferredoxin oxidoreductase 0.0052 0.0494 0.5
Mycobacterium ulcerans hypothetical protein 0.0116 0.2165 0.1758
Mycobacterium ulcerans hypothetical protein 0.0359 0.8528 0.8451
Plasmodium vivax acyl-CoA synthetase, putative 0.0205 0.4506 1
Echinococcus multilocularis dihydrofolate reductase 0.0415 1 1
Schistosoma mansoni thyroid hormone receptor 0.017 0.3587 0.3587
Echinococcus granulosus dihydrofolate reductase 0.0415 1 1
Trichomonas vaginalis pyruvate-flavodoxin oxidoreductase, putative 0.0052 0.0494 0.5
Mycobacterium leprae DIHYDROFOLATE REDUCTASE DFRA (DHFR) (TETRAHYDROFOLATE DEHYDROGENASE) 0.0415 1 1
Giardia lamblia Pyruvate-flavodoxin oxidoreductase 0.0052 0.0494 0.5
Trypanosoma brucei dihydrofolate reductase-thymidylate synthase 0.0159 0.3284 1
Echinococcus multilocularis thyroid hormone receptor alpha 0.017 0.3587 0.3587
Loa Loa (eye worm) ILVBL protein 0.0217 0.4819 0.4819
Mycobacterium tuberculosis Probable acetolactate synthase IlvG (acetohydroxy-acid synthase)(ALS) 0.0359 0.8528 0.8451
Leishmania major putative pyruvate/indole-pyruvate carboxylase, putative 0.0205 0.4506 1
Leishmania major dihydrofolate reductase-thymidylate synthase 0.0159 0.3284 0.4779
Brugia malayi Dihydrofolate reductase 0.0415 1 1
Onchocerca volvulus Steroid hormone receptor family member cnr14 homolog 0.0033 0 0.5
Mycobacterium ulcerans dihydrofolate reductase DfrA 0.0415 1 1
Echinococcus granulosus Mitotic checkpoint protein PRCC C terminal 0.0137 0.2713 0.2713
Loa Loa (eye worm) dihydrofolate reductase 0.0415 1 1
Trichomonas vaginalis pyruvate-flavodoxin oxidoreductase, putative 0.0052 0.0494 0.5
Schistosoma mansoni dihydrofolate reductase 0.0415 1 1
Mycobacterium leprae Probable Acetolactate synthase IlvG (Acetohydroxy-acid synthase)(ALS) 0.0359 0.8528 0.84
Trichomonas vaginalis pyruvate-flavodoxin oxidoreductase, putative 0.0052 0.0494 0.5
Echinococcus multilocularis nuclear factor of activated T cells 5 0.008 0.1225 0.1225
Mycobacterium ulcerans 2-succinyl-5-enolpyruvyl-6-hydroxy-3-cyclohexene-1-carboxylate synthase 0.0064 0.0798 0.0319
Trichomonas vaginalis pyruvate-flavodoxin oxidoreductase, putative 0.0052 0.0494 0.5
Mycobacterium ulcerans pyruvate or indole-3-pyruvate decarboxylase Pdc 0.0205 0.4506 0.4221
Mycobacterium ulcerans acetolactate synthase 0.0205 0.4506 0.4221
Schistosoma mansoni acetolactate synthase 0.0307 0.716 0.716
Onchocerca volvulus Bile acid receptor homolog 0.0033 0 0.5
Treponema pallidum pyruvate oxidoreductase 0.0052 0.0494 0.5
Mycobacterium tuberculosis Dihydrofolate reductase DfrA (DHFR) (tetrahydrofolate dehydrogenase) 0.0415 1 1
Mycobacterium ulcerans acetolactate synthase 1 catalytic subunit 0.0359 0.8528 0.8451
Echinococcus multilocularis Mitotic checkpoint protein PRCC, C terminal 0.0137 0.2713 0.2713
Mycobacterium leprae PROBABLE ACETOLACTATE SYNTHASE (LARGE SUBUNIT) ILVB (ACETOHYDROXY-ACID SYNTHASE) 0.0359 0.8528 0.84
Loa Loa (eye worm) thiamine pyrophosphate enzyme 0.0206 0.4516 0.4516
Chlamydia trachomatis dihydrofolate reductase 0.0415 1 0.5
Onchocerca volvulus 0.0033 0 0.5
Schistosoma mansoni thyroid hormone receptor 0.017 0.3587 0.3587
Trichomonas vaginalis pyruvate-flavodoxin oxidoreductase, putative 0.0052 0.0494 0.5
Toxoplasma gondii bifunctional dihydrofolate reductase-thymidylate synthase 0.0159 0.3284 0.5
Schistosoma mansoni hypothetical protein 0.0137 0.2713 0.2713
Mycobacterium tuberculosis Acetolactate synthase (large subunit) IlvB1 (acetohydroxy-acid synthase) 0.0154 0.3148 0.2792
Trichomonas vaginalis pyruvate-flavodoxin oxidoreductase, putative 0.0052 0.0494 0.5
Plasmodium falciparum acyl-CoA synthetase 0.0205 0.4506 1
Schistosoma mansoni acetolactate synthase 0.0307 0.716 0.716
Onchocerca volvulus Protein ultraspiracle homolog 0.0033 0 0.5
Brugia malayi Thiamine pyrophosphate enzyme, central domain containing protein 0.0359 0.8528 0.8528
Mycobacterium ulcerans acetolactate synthase large subunit IlvB 0.0205 0.4506 0.4221
Mycobacterium ulcerans putative oxalyl-CoA decarboxylase 0.0359 0.8528 0.8451

Activities

Activity type Activity value Assay description Source Reference
Ki (binding) = 0.66 nM Inhibition of Staphylococcus aureus DHFR assessed as oxidation of NADPH using dihydrofolate as substrate pre-incubated for 10 mins before substrate addition by spectrophotometry ChEMBL. 21831637
Ki (binding) = 27.5 nM Inhibition of human DHFR assessed as oxidation of NADPH using dihydrofolate as substrate pre-incubated for 10 mins before substrate addition by spectrophotometry ChEMBL. 21831637
MIC (functional) = 16 ug ml-1 Antibacterial activity against Escherichia coli ATCC 35218 by CLSI microdilution method ChEMBL. 21831637

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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