Detailed information for compound 47550

Basic information

Technical information
  • Name: Unnamed compound
  • MW: 468.469 | Formula: C20H24N10O4
  • H donors: 6 H acceptors: 8 LogP: -3.73 Rotable bonds: 11
    Rule of 5 violations (Lipinski): 2
  • SMILES: NNC(=O)CCC(C(=O)O)NC(=O)c1ccc(cc1)N(Cc1cnc2c(n1)c(N)nc(n2)N)C
  • InChi: 1S/C20H24N10O4/c1-30(9-11-8-24-17-15(25-11)16(21)27-20(22)28-17)12-4-2-10(3-5-12)18(32)26-13(19(33)34)6-7-14(31)29-23/h2-5,8,13H,6-7,9,23H2,1H3,(H,26,32)(H,29,31)(H,33,34)(H4,21,22,24,27,28)
  • InChiKey: YWIUAQJLEJPDSU-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
Bos taurus Dihydrofolate reductase Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Mycobacterium leprae DIHYDROFOLATE REDUCTASE DFRA (DHFR) (TETRAHYDROFOLATE DEHYDROGENASE) Get druggable targets OG5_128410 All targets in OG5_128410
Candida albicans hypothetical protein 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
Candida albicans 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
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
Brugia malayi 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

By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Plasmodium yoelii thymidylate synthase, putative Dihydrofolate reductase   187 aa 211 aa 28.4 %
Theileria parva dihydrofolate reductase-thymidylate synthase, putative Dihydrofolate reductase   187 aa 158 aa 35.4 %
Cryptosporidium parvum dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   187 aa 181 aa 32.6 %
Plasmodium berghei bifunctional dihydrofolate reductase-thymidylate synthase, putative Dihydrofolate reductase   187 aa 211 aa 29.4 %
Leishmania infantum dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   187 aa 172 aa 34.9 %
Leishmania braziliensis dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   187 aa 172 aa 33.7 %
Plasmodium vivax bifunctional dihydrofolate reductase-thymidylate synthase, putative Dihydrofolate reductase   187 aa 209 aa 29.2 %
Leishmania major dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   187 aa 172 aa 34.9 %
Leishmania mexicana dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   187 aa 172 aa 32.0 %
Plasmodium knowlesi bifunctional dihydrofolate reductase-thymidylate synthase, putative Dihydrofolate reductase   187 aa 209 aa 30.1 %
Plasmodium falciparum bifunctional dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   187 aa 201 aa 30.3 %
Leishmania donovani dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   187 aa 172 aa 34.9 %
Neospora caninum Bifunctional dihydrofolate reductase-thymidylate synthase, related Dihydrofolate reductase   187 aa 187 aa 34.8 %
Cryptosporidium hominis chain A, crystal structure of Dhfr Dihydrofolate reductase   187 aa 181 aa 33.1 %
Babesia bovis dihydrofolate reductase/thymidilate synthase Dihydrofolate reductase   187 aa 191 aa 31.9 %
Toxoplasma gondii bifunctional dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   187 aa 186 aa 35.5 %

Obtained from network model

Ranking Plot


Putative Targets List


Species Potential target Raw Global Species
Trichomonas vaginalis adenosylhomocysteinase, putative 0.0607 1 1
Trypanosoma cruzi S-adenosylhomocysteine hydrolase, putative 0.0607 1 0.5
Echinococcus granulosus adenosylhomocysteinase 0.0607 1 0.5
Entamoeba histolytica adenosylhomocysteinase, putative 0.0607 1 0.5
Schistosoma mansoni adenosylhomocysteinase 0.0603 0.988 0.9728
Schistosoma mansoni adenosylhomocysteinase 0.0603 0.988 0.9728
Toxoplasma gondii adenosylhomocysteinase, putative 0.0607 1 0.5
Leishmania major S-adenosylhomocysteine hydrolase 0.0607 1 0.5
Echinococcus multilocularis adenosylhomocysteinase 0.0607 1 0.5
Schistosoma mansoni adenosylhomocysteinase 0.0607 1 1
Trypanosoma cruzi S-adenosylhomocysteine hydrolase, putative 0.0607 1 0.5
Plasmodium vivax adenosylhomocysteinase(S-adenosyl-L-homocystein e hydrolase), putative 0.0607 1 0.5
Mycobacterium leprae putative S-adenosyl-L-homocysteine hydrolase SahH 0.0607 1 0.5
Trichomonas vaginalis adenosylhomocysteinase, putative 0.0607 1 1
Schistosoma mansoni adenosylhomocysteinase 0.0603 0.988 0.9728
Mycobacterium tuberculosis Probable adenosylhomocysteinase SahH (S-adenosyl-L-homocysteine hydrolase) (adohcyase) 0.0607 1 0.5
Mycobacterium ulcerans S-adenosyl-L-homocysteine hydrolase 0.0607 1 0.5
Toxoplasma gondii S-Adenosyl homocysteine hydrolase 0.0607 1 0.5
Trypanosoma brucei S-adenosylhomocysteine hydrolase, putative 0.0607 1 0.5
Loa Loa (eye worm) adenosylhomocysteinase 0.0607 1 0.5
Plasmodium falciparum adenosylhomocysteinase 0.0607 1 0.5

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 14.4 ug ml-1 Concentration required for inhibition of beef liver dihydrofolate reductase ChEMBL. 2810330
IC50 (binding) = 14.4 ug ml-1 Concentration required for inhibition of beef liver dihydrofolate reductase ChEMBL. 2810330
ID50 (binding) = 0.0021 uM Compound was tested for inhibition of L. casei dihydrofolate reductase using spectrophotometric assay at 340 nm ChEMBL. 6796689
ID50 (binding) = 0.0021 uM Compound was tested for inhibition of L. casei dihydrofolate reductase using spectrophotometric assay at 340 nm ChEMBL. 6796689
ID50 (binding) = 0.012 uM Compound was tested for inhibition of L1210 dihydrofolate reductase by competitive [3H]-MTX binding assay in L1210 mouse leukemia cell lines ChEMBL. 6796689
ID50 (binding) = 0.012 uM Compound was tested for inhibition of L1210 dihydrofolate reductase by competitive [3H]-MTX binding assay in L1210 mouse leukemia cell lines ChEMBL. 6796689
ID50 (binding) = 0.013 uM Compound was tested for inhibition of L. casei dihydrofolate reductase using competitive [3H]-MTX binding assay ChEMBL. 6796689
ID50 (binding) = 0.013 uM Compound was tested for inhibition of L. casei dihydrofolate reductase using competitive [3H]-MTX binding assay ChEMBL. 6796689
ID50 (functional) = 0.02 uM Growth inhibitory activity of the compound against L1210 mouse leukemia cell line ChEMBL. 6796689
ID50 (functional) = 0.02 uM Growth inhibitory activity of the compound against L1210 mouse leukemia cell line ChEMBL. 6796689
Ratio (binding) = 75 Compound was evaluated for inhibition index as ratio of IC50 of MTX to IC50 of compound x 100 ChEMBL. 2810330
Ratio (binding) = 0.34 Ratio of compound ID50 relative to methotrexate, against L. casei dihydrofolate reductase using spectrophotometric assay at 340 nm ChEMBL. 6796689
Ratio (binding) = 0.8 Ratio of compound ID50 relative to methotrexate, against L. casei dihydrofolate reductase by competitive [3H]-MTX binding assay ChEMBL. 6796689
Ratio (binding) = 3.5 Ratio of compound ID50 relative to methotrexate against dihydrofolate reductase by competitive [3H]-MTX binding assay in mouse leukemia L1210 cell line ChEMBL. 6796689
Ratio (binding) = 75 Compound was evaluated for inhibition index as ratio of IC50 of MTX to IC50 of compound x 100 ChEMBL. 2810330

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

2 literature references were collected for this gene.

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