Detailed information for compound 28957

Basic information

Technical information
  • TDR Targets ID: 28957
  • Name: 2-[[4-[(2-amino-4-oxo-1H-pteridin-6-yl)methyl -methylamino]benzoyl]amino]pentanedioic acid
  • MW: 455.424 | Formula: C20H21N7O6
  • H donors: 5 H acceptors: 10 LogP: -0.13 Rotable bonds: 10
    Rule of 5 violations (Lipinski): 1
  • SMILES: OC(=O)CCC(C(=O)O)NC(=O)c1ccc(cc1)N(Cc1cnc2c(n1)c(O)nc(n2)N)C
  • InChi: 1S/C20H21N7O6/c1-27(9-11-8-22-16-15(23-11)18(31)26-20(21)25-16)12-4-2-10(3-5-12)17(30)24-13(19(32)33)6-7-14(28)29/h2-5,8,13H,6-7,9H2,1H3,(H,24,30)(H,28,29)(H,32,33)(H3,21,22,25,26,31)
  • InChiKey: HLIXOCXUWGDBNP-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 2-[[4-[(2-amino-4-oxo-1H-pteridin-6-yl)methyl-methyl-amino]benzoyl]amino]pentanedioic acid
  • 2-[[[4-[(2-amino-4-oxo-1H-pteridin-6-yl)methyl-methylamino]phenyl]-oxomethyl]amino]pentanedioic acid
  • 2-[[4-[(2-azanyl-4-oxo-1H-pteridin-6-yl)methyl-methyl-amino]phenyl]carbonylamino]pentanedioic acid
  • 2-[[4-[(2-amino-4-keto-1H-pteridin-6-yl)methyl-methyl-amino]benzoyl]amino]glutaric acid
  • N(10)-methylfolate
  • 2-[[4-[(2-amino-4-oxo-1H-pteridin-6-yl)methyl-methyl-amino]phenyl]carbonylamino]pentanedioic acid
  • 2410-93-7
  • 10-Methylfolic acid
  • 10-Methylpteroylglutamic acid
  • Glutamic acid, N-[p-[[(2-amino-3,4-dihydro-4-oxo-6-pteridinyl)methyl]methylamino]benzoyl]-, L-
  • Glutamic acid, N-[p-[[(2-amino-4-hydroxy-6-pteridyl)methyl]methylamino]benzoyl]-
  • L-Glutamic acid, N-[4-[[(2-amino-1,4-dihydro-4-oxo-6-pteridinyl)methyl]methylamino]benzoyl]-
  • Methopterine
  • N10-Methylfolic acid
  • N10-Methylpteroylglutamic acid
  • NSC107144
  • WLN: T66 BN DN GN JNJ CZ EQ H1NVR D1Z&YVQ2VQ
  • Methopterin

Targets

Known targets for this compound

No curated genes were found associated with this compound

Predicted pathogen targets for this compound

By orthology
No druggable targets predicted by orthology data
By sequence similarity to non orthologous known druggable targets
No druggable targets predicted by sequence similarity
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Mycobacterium tuberculosis Dihydrofolate reductase DfrA (DHFR) (tetrahydrofolate dehydrogenase) 0.0053 0.1284 0.0797
Echinococcus granulosus Polycystic kidney disease protein 0.0044 0.0751 0.0009
Mycobacterium tuberculosis Probable thymidylate synthase ThyA (ts) (TSASE) 0.013 0.5699 1
Trypanosoma cruzi trypanothione reductase, putative 0.0046 0.0902 0.1033
Mycobacterium tuberculosis Probable NADH dehydrogenase Ndh 0.0106 0.4307 0.7098
Mycobacterium leprae PROBABLE NADH DEHYDROGENASE NDH 0.0106 0.4307 0.6846
Echinococcus granulosus thymidylate synthase 0.013 0.5699 0.5354
Echinococcus multilocularis ATP dependent DNA helicase PIF1 0.0092 0.3535 0.3017
Brugia malayi hypothetical protein 0.0106 0.4358 0.625
Brugia malayi Dihydrofolate reductase 0.0053 0.1284 0.0937
Schistosoma mansoni hypothetical protein 0.0205 1 1
Brugia malayi hypothetical protein 0.0044 0.0751 0.0014
Loa Loa (eye worm) doublecortin family protein 0.0044 0.0751 0.0014
Loa Loa (eye worm) hypothetical protein 0.0106 0.4358 0.625
Leishmania major PIF1 helicase-like protein, putative,DNA repair and recombination protein, mitochondrial precursor, putative 0.0092 0.3535 0.4046
Echinococcus granulosus ATP dependent DNA helicase PIF1 0.0092 0.3535 0.3017
Plasmodium vivax thioredoxin reductase, putative 0.0046 0.0902 0.019
Trypanosoma cruzi DNA repair and recombination helicase protein PIF6, putative 0.0092 0.3535 0.4046
Trypanosoma brucei dihydrofolate reductase-thymidylate synthase 0.0183 0.8738 1
Brugia malayi MH2 domain containing protein 0.0144 0.6527 1
Schistosoma mansoni rab6-interacting 0.0044 0.0751 0.0009
Mycobacterium tuberculosis Putative ferredoxin reductase 0.0106 0.4307 0.7098
Loa Loa (eye worm) hypothetical protein 0.0044 0.0751 0.0014
Leishmania major DNA polymerase eta, putative 0.0043 0.0742 0.085
Plasmodium falciparum glutathione reductase 0.0046 0.0902 0.019
Mycobacterium tuberculosis Probable oxidoreductase 0.0117 0.4983 0.8508
Entamoeba histolytica DNA repair and recombination protein, putative 0.0092 0.3535 0.5
Brugia malayi Doublecortin family protein 0.0044 0.0751 0.0014
Echinococcus granulosus thioredoxin glutathione reductase 0.0046 0.0902 0.0173
Brugia malayi hypothetical protein 0.0044 0.0751 0.0014
Echinococcus granulosus lipoxygenase domain containing protein 0.0044 0.0751 0.0009
Giardia lamblia Rrm3p helicase 0.0092 0.3535 0.5
Plasmodium vivax glutathione reductase, putative 0.0046 0.0902 0.019
Loa Loa (eye worm) glutathione reductase 0.0046 0.0902 0.0276
Schistosoma mansoni dihydrofolate reductase 0.0053 0.1284 0.0585
Plasmodium falciparum thioredoxin reductase 0.0046 0.0902 0.019
Loa Loa (eye worm) dihydrofolate reductase 0.0053 0.1284 0.0937
Trypanosoma brucei DNA repair and recombination helicase protein PIF6 0.0092 0.3535 0.3493
Leishmania major dihydrofolate reductase-thymidylate synthase 0.0183 0.8738 1
Echinococcus granulosus lipoxygenase domain containing protein 0.0044 0.0751 0.0009
Mycobacterium tuberculosis Probable dehydrogenase 0.0106 0.4307 0.7098
Trypanosoma cruzi DNA repair and recombination helicase protein PIF7, putative 0.0092 0.3535 0.4046
Mycobacterium tuberculosis Probable reductase 0.0106 0.4307 0.7098
Trichomonas vaginalis conserved hypothetical protein 0.0092 0.3535 1
Echinococcus granulosus dihydrofolate reductase 0.0053 0.1284 0.0585
Echinococcus multilocularis lipoxygenase domain containing protein 0.0044 0.0751 0.0009
Loa Loa (eye worm) hypothetical protein 0.0044 0.0751 0.0014
Brugia malayi dihydrofolate reductase family protein 0.0053 0.1284 0.0937
Echinococcus multilocularis Polycystic kidney disease protein 0.0044 0.0751 0.0009
Mycobacterium leprae DIHYDROLIPOAMIDE DEHYDROGENASE LPD (LIPOAMIDE REDUCTASE (NADH)) (LIPOYL DEHYDROGENASE) (DIHYDROLIPOYL DEHYDROGENASE) (DIAPHORASE 0.0117 0.4983 0.8379
Echinococcus granulosus arachidonate 5 lipoxygenase 0.0122 0.5261 0.4881
Schistosoma mansoni eyes absent homolog 0.0106 0.4358 0.3905
Entamoeba histolytica hypothetical protein, conserved 0.0092 0.3535 0.5
Loa Loa (eye worm) transcription factor SMAD2 0.0144 0.6527 1
Loa Loa (eye worm) hypothetical protein 0.0106 0.4358 0.625
Schistosoma mansoni bifunctional dihydrofolate reductase-thymidylate synthase 0.013 0.5699 0.5354
Toxoplasma gondii bifunctional dihydrofolate reductase-thymidylate synthase 0.0183 0.8738 1
Brugia malayi glutathione reductase 0.0046 0.0902 0.0276
Plasmodium falciparum bifunctional dihydrofolate reductase-thymidylate synthase 0.0183 0.8738 1
Schistosoma mansoni hypothetical protein 0.0205 1 1
Echinococcus multilocularis thioredoxin glutathione reductase 0.0046 0.0902 0.0173
Leishmania major trypanothione reductase 0.0046 0.0902 0.1033
Chlamydia trachomatis dihydrofolate reductase 0.0053 0.1284 0.5
Mycobacterium tuberculosis Probable membrane NADH dehydrogenase NdhA 0.0106 0.4307 0.7098
Brugia malayi hypothetical protein 0.0062 0.1791 0.1813
Schistosoma mansoni rab6-interacting 0.0044 0.0751 0.0009
Toxoplasma gondii thioredoxin reductase 0.0046 0.0902 0.1033
Mycobacterium ulcerans thymidylate synthase 0.013 0.5699 1
Loa Loa (eye worm) thymidylate synthase 0.013 0.5699 0.8569
Echinococcus multilocularis RUN 0.0044 0.0751 0.0009
Schistosoma mansoni lipoxygenase 0.0122 0.5261 0.4881
Schistosoma mansoni hypothetical protein 0.0092 0.3535 0.3017
Trypanosoma brucei trypanothione reductase 0.0046 0.0902 0.02
Schistosoma mansoni loxhd1 0.0044 0.0751 0.0009
Plasmodium vivax bifunctional dihydrofolate reductase-thymidylate synthase, putative 0.0183 0.8738 1
Leishmania major PIF1 helicase-like protein, putative,DNA repair and recombination protein, mitochondrial precursor, putative 0.0092 0.3535 0.4046
Schistosoma mansoni hypothetical protein 0.0044 0.0751 0.0009
Mycobacterium tuberculosis Hypothetical protein 0.0062 0.1791 0.1853
Trypanosoma brucei DNA repair and recombination helicase protein PIF7 0.0092 0.3535 0.3493
Echinococcus multilocularis geminin 0.0205 1 1
Echinococcus multilocularis dihydrofolate reductase 0.0053 0.1284 0.0585
Onchocerca volvulus 0.013 0.5699 1
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase 0.0183 0.8738 1
Loa Loa (eye worm) thioredoxin reductase 0.0046 0.0902 0.0276
Echinococcus multilocularis thymidylate synthase 0.013 0.5699 0.5354
Loa Loa (eye worm) MH2 domain-containing protein 0.0144 0.6527 1
Mycobacterium tuberculosis NAD(P)H quinone reductase LpdA 0.0117 0.4983 0.8508
Echinococcus multilocularis arachidonate 5 lipoxygenase 0.0122 0.5261 0.4881
Mycobacterium tuberculosis Dihydrolipoamide dehydrogenase LpdC (lipoamide reductase (NADH)) (lipoyl dehydrogenase) (dihydrolipoyl dehydrogenase) (diaphoras 0.0117 0.4983 0.8508
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase, putative 0.0062 0.1791 0.205
Schistosoma mansoni polycystin 1-related 0.0044 0.0751 0.0009
Mycobacterium tuberculosis Probable nitrite reductase [NAD(P)H] large subunit [FAD flavoprotein] NirB 0.0106 0.4307 0.7098
Echinococcus multilocularis lipoxygenase domain containing protein 0.0044 0.0751 0.0009
Mycobacterium leprae PROBABLE THYMIDYLATE SYNTHASE THYA (TS) (TSASE) 0.013 0.5699 1
Brugia malayi thymidylate synthase 0.013 0.5699 0.8569
Trypanosoma cruzi DNA polymerase eta, putative 0.0043 0.0742 0.085
Brugia malayi Thioredoxin reductase 0.0046 0.0902 0.0276
Schistosoma mansoni lipoxygenase 0.0044 0.0751 0.0009
Echinococcus granulosus RUN 0.0044 0.0751 0.0009
Trypanosoma cruzi DNA repair and recombination helicase protein PIF7, putative 0.0092 0.3535 0.4046

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 0.00066 M Inhibitory activity against the thymidylate synthase in the Permeabilized L1210 cells ChEMBL. 3100797
IC50 (binding) = 0.00066 M Inhibitory activity against the thymidylate synthase in the Permeabilized L1210 cells ChEMBL. 3100797
IC50 (binding) > 0.001 M Inhibitory activity against thymidylate synthase in the intact L1210 cells ChEMBL. 3100797
IC50 (binding) > 0.001 M Inhibitory activity against thymidylate synthase in the intact L1210 cells ChEMBL. 3100797

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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