Detailed information for compound 112010

Basic information

Technical information
  • TDR Targets ID: 112010
  • Name: (2S)-2-[hydroxy-[(3S)-4-hydroxy-3-[[4-(methyl amino)benzoyl]amino]-4-oxobutyl]phosphoryl]ox ypentanedioic acid
  • MW: 446.346 | Formula: C17H23N2O10P
  • H donors: 6 H acceptors: 9 LogP: -0.64 Rotable bonds: 14
    Rule of 5 violations (Lipinski): 2
  • SMILES: CNc1ccc(cc1)C(=O)N[C@H](C(=O)O)CCP(=O)(O[C@H](C(=O)O)CCC(=O)O)O
  • InChi: 1S/C17H23N2O10P/c1-18-11-4-2-10(3-5-11)15(22)19-12(16(23)24)8-9-30(27,28)29-13(17(25)26)6-7-14(20)21/h2-5,12-13,18H,6-9H2,1H3,(H,19,22)(H,20,21)(H,23,24)(H,25,26)(H,27,28)/t12-,13-/m0/s1
  • InChiKey: UZGMPYWXEGRHGN-STQMWFEESA-N  


Substructure search Similarity search

Network

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Synonyms

  • (2S)-2-[hydroxy-[(3S)-4-hydroxy-3-[[4-(methylamino)benzoyl]amino]-4-oxo-butyl]phosphoryl]oxypentanedioic acid
  • (2S)-2-[hydroxy-[(3S)-4-hydroxy-3-[[[4-(methylamino)phenyl]-oxomethyl]amino]-4-oxobutyl]phosphoryl]oxypentanedioic acid
  • (2S)-2-[hydroxy-[(3S)-4-hydroxy-3-[[4-(methylamino)phenyl]carbonylamino]-4-oxo-butyl]phosphoryl]oxypentanedioic acid
  • (2S)-2-[hydroxy-[(3S)-4-hydroxy-4-keto-3-[[4-(methylamino)benzoyl]amino]butyl]phosphoryl]oxyglutaric acid
  • (2S)-2-[hydroxy-[(3S)-4-hydroxy-3-[(4-methylaminobenzoyl)amino]-4-oxobutyl]phosphoryl]oxypentanedioic acid
  • (2S)-2-[hydroxy-[(3S)-4-hydroxy-3-[(4-methylaminobenzoyl)amino]-4-oxo-butyl]phosphoryl]oxypentanedioic acid
  • (2S)-2-[hydroxy-[(3S)-4-hydroxy-3-[[(4-methylaminophenyl)-oxomethyl]amino]-4-oxobutyl]phosphoryl]oxypentanedioic acid
  • (2S)-2-[hydroxy-[(3S)-4-hydroxy-4-keto-3-[(4-methylaminobenzoyl)amino]butyl]phosphoryl]oxyglutaric acid
  • (2S)-2-[hydroxy-[(3S)-4-hydroxy-3-[(4-methylaminophenyl)carbonylamino]-4-oxo-butyl]phosphoryl]oxypentanedioic acid

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Rattus norvegicus Glutamate carboxypeptidase II Starlite/ChEMBL References
Homo sapiens folylpolyglutamate synthase Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Schistosoma mansoni folylpolyglutamate synthase Get druggable targets OG5_126889 All targets in OG5_126889
Schistosoma japonicum ko:K01930 folylpolyglutamate synthase [EC6.3.2.17], putative Get druggable targets OG5_126889 All targets in OG5_126889
Leishmania major folylpolyglutamate synthetase Get druggable targets OG5_126889 All targets in OG5_126889
Toxoplasma gondii bifunctional protein FolC subfamily protein Get druggable targets OG5_126889 All targets in OG5_126889
Trypanosoma brucei folylpolyglutamate synthase, putative Get druggable targets OG5_126889 All targets in OG5_126889
Candida albicans similar to S. cerevisiae YMR113W Get druggable targets OG5_126889 All targets in OG5_126889
Trypanosoma cruzi folylpolyglutamate synthetase Get druggable targets OG5_126889 All targets in OG5_126889
Treponema pallidum folylpolyglutamate synthetase (folC) Get druggable targets OG5_126889 All targets in OG5_126889
Schistosoma japonicum ko:K01301 glutamate carboxypeptidase II [EC3.4.17.21], putative Get druggable targets OG5_128101 All targets in OG5_128101
Loa Loa (eye worm) FolC protein Get druggable targets OG5_126889 All targets in OG5_126889
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_128101 All targets in OG5_128101
Brugia malayi FolC bifunctional protein Get druggable targets OG5_126889 All targets in OG5_126889
Trichomonas vaginalis dihydrofolate synthase/folylpolyglutamate synthase, putative Get druggable targets OG5_126889 All targets in OG5_126889
Mycobacterium leprae PROBABLE FOLYLPOLYGLUTAMATE SYNTHASE PROTEIN FOLC (FOLYLPOLY-GAMMA-GLUTAMATE SYNTHETASE) (FPGS) Get druggable targets OG5_126889 All targets in OG5_126889
Mycobacterium tuberculosis Probable folylpolyglutamate synthase protein FolC (folylpoly-gamma-glutamate synthetase) (FPGS) Get druggable targets OG5_126889 All targets in OG5_126889
Leishmania braziliensis folylpolyglutamate synthetase Get druggable targets OG5_126889 All targets in OG5_126889
Plasmodium yoelii dihydrofolate synthase/folylpolyglutamate synthase Get druggable targets OG5_126889 All targets in OG5_126889
Plasmodium berghei dihydrofolate synthase/folylpolyglutamate synthase, putative Get druggable targets OG5_126889 All targets in OG5_126889
Plasmodium knowlesi dihydrofolate synthase/folylpolyglutamate synthase, putative Get druggable targets OG5_126889 All targets in OG5_126889
Echinococcus multilocularis folylpolyglutamate synthase, mitochondrial Get druggable targets OG5_126889 All targets in OG5_126889
Leishmania mexicana folylpolyglutamate synthetase Get druggable targets OG5_126889 All targets in OG5_126889
Schistosoma japonicum ko:K01930 folylpolyglutamate synthase [EC6.3.2.17], putative Get druggable targets OG5_126889 All targets in OG5_126889
Candida albicans hypothetical protein Get druggable targets OG5_128101 All targets in OG5_128101
Leishmania infantum folylpolyglutamate synthetase Get druggable targets OG5_126889 All targets in OG5_126889
Candida albicans similar to S. cerevisiae MET7 (YOR241W) folylpolyglutamate synthetase involved in folate coenzyme metabolism Get druggable targets OG5_126889 All targets in OG5_126889
Plasmodium vivax dihydrofolate synthase/folylpolyglutamate synthase, putative Get druggable targets OG5_126889 All targets in OG5_126889
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_128101 All targets in OG5_128101
Neospora caninum hypothetical protein Get druggable targets OG5_126889 All targets in OG5_126889
Schistosoma mansoni NAALADASE L peptidase (M28 family) Get druggable targets OG5_128101 All targets in OG5_128101
Onchocerca volvulus Putative folylpolyglutamate synthase Get druggable targets OG5_126889 All targets in OG5_126889
Theileria parva dihydrofolate synthase/folylpolyglutamate synthase, putative Get druggable targets OG5_126889 All targets in OG5_126889
Trypanosoma brucei gambiense folylpolyglutamate-dihydrofolate synthetase, putative Get druggable targets OG5_126889 All targets in OG5_126889
Echinococcus multilocularis folylpolyglutamate synthase, mitochondrial Get druggable targets OG5_126889 All targets in OG5_126889
Echinococcus multilocularis n acetylated alpha linked acidic dipeptidase 2 Get druggable targets OG5_128101 All targets in OG5_128101
Candida albicans similar to transferrin receptor Get druggable targets OG5_128101 All targets in OG5_128101
Candida albicans similar to S. cerevisiae MET7 (YOR241W) folylpolyglutamate synthetase involved in folate coenzyme metabolism Get druggable targets OG5_126889 All targets in OG5_126889
Mycobacterium ulcerans folylpolyglutamate synthase protein FolC Get druggable targets OG5_126889 All targets in OG5_126889
Candida albicans hypothetical protein Get druggable targets OG5_126889 All targets in OG5_126889
Echinococcus granulosus folylpolyglutamate synthase, mitochondrial Get druggable targets OG5_126889 All targets in OG5_126889
Schistosoma japonicum Folylpolyglutamate synthase, mitochondrial precursor, putative Get druggable targets OG5_126889 All targets in OG5_126889
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_128101 All targets in OG5_128101
Leishmania donovani folylpolyglutamate synthetase Get druggable targets OG5_126889 All targets in OG5_126889
Echinococcus granulosus folylpolyglutamate synthase mitochondrial Get druggable targets OG5_126889 All targets in OG5_126889
Plasmodium falciparum dihydrofolate synthase/folylpolyglutamate synthase Get druggable targets OG5_126889 All targets in OG5_126889
Trypanosoma cruzi folylpolyglutamate synthase, putative Get druggable targets OG5_126889 All targets in OG5_126889
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Candida albicans similar to secretory protein Ssp134p Glutamate carboxypeptidase II   752 aa 717 aa 23.4 %
Candida albicans similar to secretory protein Ssp134p Glutamate carboxypeptidase II   752 aa 717 aa 23.4 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Trichomonas vaginalis dihydrofolate synthase/folylpolyglutamate synthase, putative 0.012 0.4097 0.3206
Loa Loa (eye worm) hypothetical protein 0.002 0.0215 0.0088
Schistosoma mansoni survival motor neuron protein 0.0056 0.1578 0.3652
Mycobacterium tuberculosis Probable fatty-acid-CoA ligase FadD5 (fatty-acid-CoA synthetase) (fatty-acid-CoA synthase) 0.0019 0.0172 0.042
Brugia malayi Niemann-Pick C1 protein precursor 0.0113 0.382 0.3746
Brugia malayi Corticotropin releasing factor receptor 2 precursor, putative 0.0057 0.165 0.1544
Mycobacterium ulcerans folylpolyglutamate synthase protein FolC 0.012 0.4097 1
Brugia malayi Iron-sulfur cluster assembly accessory protein 0.0056 0.1578 0.1471
Mycobacterium ulcerans acyl-CoA synthetase 0.0027 0.0483 0.1179
Loa Loa (eye worm) pigment dispersing factor receptor c 0.0057 0.165 0.1544
Loa Loa (eye worm) abnormal chemotaxis protein 14 0.0049 0.1311 0.12
Schistosoma mansoni folylpolyglutamate synthase 0.012 0.4097 1
Brugia malayi hypothetical protein 0.0041 0.1031 0.0915
Mycobacterium tuberculosis Probable fatty-acid-CoA ligase FadD7 (fatty-acid-CoA synthetase) (fatty-acid-CoA synthase) 0.0019 0.0172 0.042
Mycobacterium tuberculosis Halimadienyl diphosphate synthase 0.0098 0.3219 0.7859
Loa Loa (eye worm) hypothetical protein 0.002 0.0215 0.0088
Mycobacterium ulcerans fatty-acid-CoA ligase 0.002 0.0215 0.0526
Schistosoma mansoni hypothetical protein 0.0047 0.1243 0.2808
Brugia malayi CHE-14 protein 0.0049 0.1311 0.12
Loa Loa (eye worm) hypothetical protein 0.0113 0.382 0.3746
Mycobacterium leprae PROBABLE FOLYLPOLYGLUTAMATE SYNTHASE PROTEIN FOLC (FOLYLPOLY-GAMMA-GLUTAMATE SYNTHETASE) (FPGS) 0.012 0.4097 1
Loa Loa (eye worm) hypothetical protein 0.002 0.0215 0.0088
Loa Loa (eye worm) hypothetical protein 0.0111 0.3723 0.3648
Loa Loa (eye worm) hypothetical protein 0.0027 0.0483 0.036
Schistosoma mansoni hypothetical protein 0.0047 0.1243 0.2808
Loa Loa (eye worm) hypothetical protein 0.0039 0.0946 0.0829
Echinococcus multilocularis n acetylated alpha linked acidic dipeptidase 2 0.0163 0.5748 0.5703
Trypanosoma cruzi lanosterol synthase, putative 0.0147 0.5133 1
Toxoplasma gondii aldehyde dehydrogenase 0.007 0.2135 0.4127
Brugia malayi GnHR receptor homolog 0.0258 0.943 0.944
Chlamydia trachomatis acylglycerophosphoethanolamine acyltransferase 0.002 0.0215 0.5
Plasmodium vivax SET domain protein, putative 0.0034 0.0757 0.1396
Loa Loa (eye worm) hypothetical protein 0.0027 0.0483 0.036
Brugia malayi AMP-binding enzyme family protein 0.0027 0.0483 0.036
Loa Loa (eye worm) hypothetical protein 0.0034 0.0757 0.0638
Mycobacterium ulcerans acyl-CoA synthetase 0.0027 0.0483 0.1179
Echinococcus granulosus Niemann Pick C1 protein 0.0162 0.5706 0.5661
Schistosoma mansoni histone-lysine n-methyltransferase setb1 0.0034 0.0757 0.1584
Brugia malayi Calcitonin receptor-like protein seb-1 0.0057 0.165 0.1544
Entamoeba histolytica hypothetical protein 0.0041 0.1031 0.1641
Onchocerca volvulus Putative folylpolyglutamate synthase 0.012 0.4097 0.3797
Loa Loa (eye worm) hypothetical protein 0.0027 0.0483 0.036
Loa Loa (eye worm) hypothetical protein 0.002 0.0215 0.0088
Mycobacterium ulcerans aldehyde dehydrogenase 0.007 0.2135 0.5212
Schistosoma mansoni histone-lysine n-methyltransferase setb1 0.0034 0.0757 0.1584
Onchocerca volvulus 0.0056 0.1578 0.115
Leishmania major lanosterol synthase, putative 0.0147 0.5133 1
Echinococcus multilocularis folylpolyglutamate synthase, mitochondrial 0.012 0.4097 0.4027
Schistosoma mansoni hypothetical protein 0.0047 0.1243 0.2808
Schistosoma mansoni NAALADASE L peptidase (M28 family) 0.0107 0.3568 0.8668
Schistosoma mansoni aldehyde dehydrogenase 0.007 0.2135 0.5057
Mycobacterium ulcerans aldehyde dehydrogenase 0.007 0.2135 0.5212
Treponema pallidum folylpolyglutamate synthetase (folC) 0.012 0.4097 0.5
Echinococcus multilocularis histone lysine methyltransferase setb histone lysine methyltransferase eggless 0.0034 0.0757 0.0638
Schistosoma mansoni histone-lysine n-methyltransferase setb1 0.0034 0.0757 0.1584
Echinococcus granulosus Protein patched homolog 1 0.0049 0.1311 0.12
Toxoplasma gondii bifunctional protein FolC subfamily protein 0.012 0.4097 1
Brugia malayi Pre-SET motif family protein 0.0034 0.0757 0.0638
Mycobacterium tuberculosis Probable fatty-acid-CoA ligase FadD35 (fatty-acid-CoA synthetase) (fatty-acid-CoA synthase) 0.0019 0.0172 0.042
Plasmodium falciparum dihydrofolate synthase/folylpolyglutamate synthase 0.012 0.4097 1
Echinococcus granulosus histone lysine methyltransferase setb 0.0034 0.0757 0.0638
Trypanosoma brucei lanosterol synthase 0.0147 0.5133 1
Entamoeba histolytica hypothetical protein 0.0041 0.1031 0.1641
Brugia malayi AMP-binding enzyme family protein 0.0027 0.0483 0.036
Mycobacterium ulcerans long-chain-fatty-acid--CoA ligase 0.0027 0.0483 0.1179
Mycobacterium ulcerans long-chain-fatty-acid-CoA ligase 0.0027 0.0483 0.1179
Schistosoma mansoni hypothetical protein 0.0047 0.1243 0.2808
Echinococcus granulosus expressed conserved protein 0.0106 0.3553 0.3476
Entamoeba histolytica Niemann-Pick C1 protein, putative 0.0113 0.382 1
Echinococcus multilocularis protein patched 0.0049 0.1311 0.12
Brugia malayi latrophilin 2 splice variant baaae 0.0039 0.0946 0.0829
Onchocerca volvulus 0.0034 0.0757 0.0288
Loa Loa (eye worm) hypothetical protein 0.0272 0.9982 1
Schistosoma mansoni patched 1 0.0049 0.1311 0.2979
Leishmania major aldehyde dehydrogenase, mitochondrial precursor 0.007 0.2135 0.3554
Mycobacterium tuberculosis Probable chain -fatty-acid-CoA ligase FadD13 (fatty-acyl-CoA synthetase) 0.0027 0.0483 0.1179
Echinococcus granulosus survival motor neuron protein 1 0.0272 0.9982 1
Echinococcus multilocularis protein dispatched 1 0.0055 0.1577 0.147
Echinococcus multilocularis survival motor neuron protein 1 0.0272 0.9982 1
Brugia malayi Pre-SET motif family protein 0.024 0.8716 0.8716
Mycobacterium ulcerans acyl-CoA synthetase 0.0027 0.0483 0.1179
Mycobacterium ulcerans long-chain fatty-acid CoA ligase 0.0027 0.0483 0.1179
Trypanosoma cruzi lanosterol synthase, putative 0.0147 0.5133 1
Mycobacterium tuberculosis Probable fatty-acid-CoA ligase FadD3 (fatty-acid-CoA synthetase) (fatty-acid-CoA synthase) 0.0019 0.0172 0.042
Loa Loa (eye worm) hypothetical protein 0.0049 0.1311 0.12
Schistosoma mansoni hypothetical protein 0.0039 0.0946 0.206
Echinococcus granulosus Niemann Pick C1 protein 0.0113 0.382 0.3746
Echinococcus multilocularis Niemann Pick C1 protein 0.0113 0.382 0.3746
Echinococcus granulosus 5'partial|histone lysine N methyltransferase SETDB2 0.0033 0.0708 0.0588
Echinococcus multilocularis expressed conserved protein 0.0106 0.3553 0.3476
Plasmodium vivax dihydrofolate synthase/folylpolyglutamate synthase, putative 0.012 0.4097 1
Schistosoma mansoni hypothetical protein 0.0041 0.1031 0.2273
Loa Loa (eye worm) hypothetical protein 0.0152 0.5327 0.5276
Loa Loa (eye worm) hypothetical protein 0.006 0.1735 0.163
Loa Loa (eye worm) FolC protein 0.012 0.4097 0.4027
Entamoeba histolytica hypothetical protein 0.0041 0.1031 0.1641
Mycobacterium tuberculosis Probable folylpolyglutamate synthase protein FolC (folylpoly-gamma-glutamate synthetase) (FPGS) 0.012 0.4097 1
Brugia malayi hypothetical protein 0.0272 0.9982 1
Mycobacterium tuberculosis Fatty-acid-AMP ligase FadD30 (fatty-acid-AMP synthetase) (fatty-acid-AMP synthase) 0.002 0.0215 0.0526
Schistosoma mansoni histone-lysine n-methyltransferase suv9 0.0034 0.0757 0.1584
Echinococcus granulosus folylpolyglutamate synthase mitochondrial 0.012 0.4097 0.4027
Echinococcus granulosus Basic leucine zipper bZIP transcription 0.0041 0.1031 0.0915
Loa Loa (eye worm) hypothetical protein 0.002 0.0215 0.0088
Mycobacterium ulcerans fatty-acid-CoA ligase 0.0027 0.0483 0.1179
Echinococcus multilocularis Niemann Pick C1 protein 0.0162 0.5706 0.5661
Mycobacterium tuberculosis Probable aldehyde dehydrogenase 0.007 0.2135 0.5212
Loa Loa (eye worm) hypothetical protein 0.0057 0.165 0.1544
Mycobacterium tuberculosis Probable fatty-acid-CoA ligase FadD2 (fatty-acid-CoA synthetase) (fatty-acid-CoA synthase) 0.0027 0.0483 0.1179
Echinococcus granulosus folylpolyglutamate synthase, mitochondrial 0.012 0.4097 0.4027
Echinococcus multilocularis folylpolyglutamate synthase, mitochondrial 0.012 0.4097 0.4027
Loa Loa (eye worm) hypothetical protein 0.0167 0.5902 0.586
Echinococcus multilocularis histone lysine N methyltransferase SETMAR 0.0034 0.0757 0.0638
Mycobacterium ulcerans aldehyde dehydrogenase 0.007 0.2135 0.5212
Loa Loa (eye worm) pre-SET domain-containing protein family protein 0.024 0.8716 0.8716
Schistosoma mansoni hypothetical protein 0.0056 0.1578 0.3652
Echinococcus multilocularis aldehyde dehydrogenase, mitochondrial 0.007 0.2135 0.2037
Schistosoma mansoni niemann-pick C1 (NPC1) 0.0115 0.3888 0.9474
Trichomonas vaginalis set domain proteins, putative 0.0273 1 1
Echinococcus multilocularis sterol regulatory element binding protein 0.0049 0.1311 0.12
Echinococcus granulosus sterol regulatory element binding protein 0.0049 0.1311 0.12
Schistosoma mansoni aldehyde dehydrogenase 0.007 0.2135 0.5057
Brugia malayi AMP-binding enzyme family protein 0.0027 0.0483 0.036
Schistosoma mansoni transcription factor LCR-F1 0.0041 0.1031 0.2273
Mycobacterium ulcerans hypothetical protein 0.0027 0.0483 0.1179
Leishmania major folylpolyglutamate synthetase 0.012 0.4097 0.7772
Entamoeba histolytica hypothetical protein 0.0041 0.1031 0.1641
Echinococcus multilocularis Basic leucine zipper (bZIP) transcription 0.0041 0.1031 0.0915
Brugia malayi FolC bifunctional protein 0.012 0.4097 0.4027
Echinococcus granulosus aldehyde dehydrogenase mitochondrial 0.007 0.2135 0.2037

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) 0 nM Ability of compound to inhibit Gamma glutamylhydroxylase; Not determined ChEMBL. 12127534
IC50 (binding) = 4 nM Compound was evaluated for its ability to inhibit Glutamate carboxypeptidase-II using N-acetyl-L-aspartyl-[3H]-L-glutamate as substrate ChEMBL. 12127534
IC50 (binding) = 4 nM Compound was evaluated for its ability to inhibit Glutamate carboxypeptidase-II using N-acetyl-L-aspartyl-[3H]-L-glutamate as substrate ChEMBL. 12127534
IC50 (binding) = 5700 nM Compound was evaluated for its ability to inhibit Folylpoly-gamma-glutamyl synthetase ChEMBL. 12127534
IC50 (binding) = 5700 nM Compound was evaluated for its ability to inhibit Folylpoly-gamma-glutamyl synthetase ChEMBL. 12127534

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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