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

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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