Detailed information for compound 1716715

Basic information

Technical information
  • Name: Unnamed compound
  • MW: 421.456 | Formula: C20H23N9O2
  • H donors: 4 H acceptors: 6 LogP: -0.53 Rotable bonds: 6
    Rule of 5 violations (Lipinski): 1
  • SMILES: NC(=O)C1CCN(CC1)C(=O)c1ccc(cc1)NCc1cnc2c(n1)c(N)nc(n2)N
  • InChi: 1S/C20H23N9O2/c21-16-15-18(28-20(23)27-16)25-10-14(26-15)9-24-13-3-1-12(2-4-13)19(31)29-7-5-11(6-8-29)17(22)30/h1-4,10-11,24H,5-9H2,(H2,22,30)(H4,21,23,25,27,28)
  • InChiKey: LMKXBYYGJWCTTQ-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
Leishmania major pteridine reductase 1 Starlite/ChEMBL References
Homo sapiens dihydrofolate reductase Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Echinococcus multilocularis 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
Trypanosoma brucei pteridine reductase 1 Get druggable targets OG5_133937 All targets in OG5_133937
Mycobacterium ulcerans dihydrofolate reductase DfrA Get druggable targets OG5_128410 All targets in OG5_128410
Leishmania mexicana pteridine reductase 1 Get druggable targets OG5_133937 All targets in OG5_133937
Echinococcus granulosus dihydrofolate reductase Get druggable targets OG5_128410 All targets in OG5_128410
Trypanosoma congolense pteridine reductase 1 Get druggable targets OG5_133937 All targets in OG5_133937
Schistosoma japonicum ko:K00287 dihydrofolate reductase [EC1.5.1.3], putative 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
Leishmania braziliensis pteridine reductase 1 Get druggable targets OG5_133937 All targets in OG5_133937
Mycobacterium tuberculosis Dihydrofolate reductase DfrA (DHFR) (tetrahydrofolate dehydrogenase) Get druggable targets OG5_128410 All targets in OG5_128410
Leishmania donovani pteridine reductase 1 Get druggable targets OG5_133937 All targets in OG5_133937
Schistosoma mansoni dihydrofolate reductase Get druggable targets OG5_128410 All targets in OG5_128410
Leishmania infantum pteridine reductase 1 Get druggable targets OG5_133937 All targets in OG5_133937
Chlamydia trachomatis dihydrofolate reductase Get druggable targets OG5_128410 All targets in OG5_128410
Leishmania major pteridine reductase 1 Get druggable targets OG5_133937 All targets in OG5_133937
Brugia malayi dihydrofolate reductase family protein Get druggable targets OG5_128410 All targets in OG5_128410
Candida albicans hypothetical 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
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
Plasmodium falciparum bifunctional dihydrofolate reductase-thymidylate synthase dihydrofolate reductase 187 aa 202 aa 29.7 %
Plasmodium falciparum 3-oxoacyl-[acyl-carrier-protein] reductase pteridine reductase 1 288 aa 281 aa 25.3 %

Obtained from network model

Ranking Plot


Putative Targets List


Species Potential target Raw Global Species
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase 0.0079 0.2946 1
Chlamydia trachomatis dihydrofolate reductase 0.0208 0.8654 0.5
Loa Loa (eye worm) dihydrofolate reductase 0.0208 0.8654 0.5
Brugia malayi dihydrofolate reductase family protein 0.0208 0.8654 0.5
Trypanosoma brucei dihydrofolate reductase-thymidylate synthase 0.0079 0.2946 0.2987
Plasmodium vivax bifunctional dihydrofolate reductase-thymidylate synthase, putative 0.0079 0.2946 0.5
Echinococcus multilocularis dihydrofolate reductase 0.0208 0.8654 0.5
Leishmania major dihydrofolate reductase-thymidylate synthase 0.0079 0.2946 0.2946
Onchocerca volvulus 0.0013 0 0.5
Mycobacterium ulcerans dihydrofolate reductase DfrA 0.0208 0.8654 1
Toxoplasma gondii bifunctional dihydrofolate reductase-thymidylate synthase 0.0079 0.2946 1
Mycobacterium leprae DIHYDROFOLATE REDUCTASE DFRA (DHFR) (TETRAHYDROFOLATE DEHYDROGENASE) 0.0208 0.8654 0.5
Echinococcus granulosus dihydrofolate reductase 0.0208 0.8654 0.5
Trypanosoma brucei pteridine reductase 1 0.0235 0.9862 1
Mycobacterium tuberculosis Dihydrofolate reductase DfrA (DHFR) (tetrahydrofolate dehydrogenase) 0.0208 0.8654 1
Plasmodium falciparum bifunctional dihydrofolate reductase-thymidylate synthase 0.0079 0.2946 0.5
Schistosoma mansoni dihydrofolate reductase 0.0208 0.8654 0.5
Brugia malayi Dihydrofolate reductase 0.0208 0.8654 0.5

Activities

Activity type Activity value Assay description Source Reference
Activity (binding) = 47.2 % Inhibition of pteridine reductase in Leishmania major promastigotes assessed as increase in pyrimethamine-induced growth inhibition by measuring parasite growth at 50 ug/mL ChEMBL. 22946585
Activity (functional) = 88.5 % Antiparasitic activity against Leishmania mexicana promastigotes assessed as parasite growth at 50 ug/mL ChEMBL. 22946585
Activity (functional) = 121.2 % Antiparasitic activity against Leishmania major promastigotes assessed as parasite growth at 50 ug/mL ChEMBL. 22946585
ED50 (ADMET) = 51 ug ml-1 Toxicity against human MRC5 cells assessed as growth inhibition ChEMBL. 22946585
Inhibition (binding) Inhibition of human TS at 15 uM by spectrophotometric analysis ChEMBL. 22946585
Ki (binding) = 390 nM Inhibition of Leishmania major PTR1 by spectrophotometric assay ChEMBL. 22946585
Ki (binding) = 15430 nM Inhibition of human DHFR by spectrophotometric analysis ChEMBL. 22946585

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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