Detailed information for compound 278268

Basic information

Technical information
  • TDR Targets ID: 278268
  • Name: (2S)-2-[[4-[2-(2-amino-4-oxo-1H-pyrido[2,3-d] pyrimidin-6-yl)ethyl]benzoyl]amino]pentanedio ic acid
  • MW: 439.421 | Formula: C21H21N5O6
  • H donors: 5 H acceptors: 9 LogP: 1.41 Rotable bonds: 10
    Rule of 5 violations (Lipinski): 1
  • SMILES: OC(=O)CC[C@@H](C(=O)O)NC(=O)c1ccc(cc1)CCc1cnc2c(c1)c(O)nc(n2)N
  • InChi: 1S/C21H21N5O6/c22-21-25-17-14(19(30)26-21)9-12(10-23-17)2-1-11-3-5-13(6-4-11)18(29)24-15(20(31)32)7-8-16(27)28/h3-6,9-10,15H,1-2,7-8H2,(H,24,29)(H,27,28)(H,31,32)(H3,22,23,25,26,30)/t15-/m0/s1
  • InChiKey: BHDZQFSNQPIPGI-HNNXBMFYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • (2S)-2-[[[4-[2-(2-amino-4-oxo-1H-pyrido[2,3-d]pyrimidin-6-yl)ethyl]phenyl]-oxomethyl]amino]pentanedioic acid
  • (2S)-2-[[4-[2-(2-azanyl-4-oxo-1H-pyrido[2,3-d]pyrimidin-6-yl)ethyl]phenyl]carbonylamino]pentanedioic acid
  • (2S)-2-[[4-[2-(2-amino-4-keto-1H-pyrido[2,3-d]pyrimidin-6-yl)ethyl]benzoyl]amino]glutaric acid
  • 5,10-dideazafolic acid
  • (2S)-2-[[4-[2-(2-amino-4-oxo-1H-pyrido[5,6-e]pyrimidin-6-yl)ethyl]benzoyl]amino]pentanedioic acid
  • (2S)-2-[[[4-[2-(2-amino-4-oxo-1H-pyrido[5,6-e]pyrimidin-6-yl)ethyl]phenyl]-oxomethyl]amino]pentanedioic acid
  • (2S)-2-[[4-[2-(2-amino-4-keto-1H-pyrido[5,6-e]pyrimidin-6-yl)ethyl]benzoyl]amino]glutaric acid
  • (2S)-2-[[4-[2-(2-amino-4-oxo-1H-pyrido[5,6-e]pyrimidin-6-yl)ethyl]phenyl]carbonylamino]pentanedioic acid
  • 85597-18-8
  • L-Glutamic acid, N-(4-(2-(2-amino-1,4-dihydro-4-oxopyrido(2,3-d)pyrimidin-6-yl)ethyl)bezoyl)-

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens phosphoribosylglycinamide formyltransferase, phosphoribosylglycinamide synthetase, phosphoribosylaminoimidazole synthetase Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Mycobacterium leprae PROBABLE PHOSPHORIBOSYLFORMYLGLYCINAMIDINE CYCLO-LIGASE PURM (AIRS) (PHOSPHORIBOSYL-AMINOIMIDAZOLE SYNTHETASE) (AIR SYNTHASE) Get druggable targets OG5_126894 All targets in OG5_126894
Candida albicans N terminus of ADE5,7 bifunctional ligase Get druggable targets OG5_126894 All targets in OG5_126894
Mycobacterium ulcerans phosphoribosylamine--glycine ligase Get druggable targets OG5_126894 All targets in OG5_126894
Mycobacterium tuberculosis Probable phosphoribosylamine--glycine ligase PurD (GARS) (glycinamide ribonucleotide synthetase) (phosphoribosylglycinamide synt Get druggable targets OG5_126894 All targets in OG5_126894
Mycobacterium tuberculosis Probable phosphoribosylformylglycinamidine CYCLO-ligase PurM (AIRS) (phosphoribosyl-aminoimidazole synthetase) (air synthase) Get druggable targets OG5_126894 All targets in OG5_126894
Mycobacterium leprae PROBABLE PHOSPHORIBOSYLAMINE--GLYCINE LIGASE PURD (GARS) (GLYCINAMIDE RIBONUCLEOTIDE SYNTHETASE) (PHOSPHORIBOSYLGLYCINAMIDE SYNT Get druggable targets OG5_126894 All targets in OG5_126894
Onchocerca volvulus Get druggable targets OG5_126894 All targets in OG5_126894
Mycobacterium ulcerans phosphoribosylaminoimidazole synthetase Get druggable targets OG5_126894 All targets in OG5_126894
Candida albicans ADE5,7 bifunctional ligase Get druggable targets OG5_126894 All targets in OG5_126894
Wolbachia endosymbiont of Brugia malayi phosphoribosylamine--glycine ligase Get druggable targets OG5_126894 All targets in OG5_126894
Onchocerca volvulus Get druggable targets OG5_126894 All targets in OG5_126894
Wolbachia endosymbiont of Brugia malayi phosphoribosylaminoimidazole synthetase Get druggable targets OG5_126894 All targets in OG5_126894
Candida albicans purine biosynthesis Get druggable targets OG5_126894 All targets in OG5_126894
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 granulosus integrin beta 2 0.0493 0.8548 1
Onchocerca volvulus 0.004 0.0149 1
Brugia malayi Kelch motif family protein 0.011 0.1447 0.143
Schistosoma mansoni integrin beta subunit 0.0392 0.6674 1
Mycobacterium leprae PROBABLE PHOSPHORIBOSYLAMINE--GLYCINE LIGASE PURD (GARS) (GLYCINAMIDE RIBONUCLEOTIDE SYNTHETASE) (PHOSPHORIBOSYLGLYCINAMIDE SYNT 0.018 0.2743 1
Loa Loa (eye worm) hypothetical protein 0.0041 0.0179 0.0159
Loa Loa (eye worm) AStacin protease 0.0063 0.0588 0.0569
Loa Loa (eye worm) kelch domain-containing protein family protein 0.011 0.1447 0.143
Loa Loa (eye worm) hypothetical protein 0.0097 0.1215 0.1198
Loa Loa (eye worm) bone morphogenetic protein 1b 0.0101 0.1292 0.1274
Echinococcus multilocularis Tolloid protein 1 0.0101 0.1292 0.1491
Echinococcus granulosus Tolloid protein 1 0.0101 0.1292 0.1491
Loa Loa (eye worm) hypothetical protein 0.0101 0.1288 0.127
Mycobacterium tuberculosis Probable phosphoribosylformylglycinamidine CYCLO-ligase PurM (AIRS) (phosphoribosyl-aminoimidazole synthetase) (air synthase) 0.004 0.0149 0.5
Mycobacterium ulcerans phosphoribosylamine--glycine ligase 0.018 0.2743 1
Echinococcus multilocularis fibrillin 1 0.0054 0.0417 0.0466
Wolbachia endosymbiont of Brugia malayi phosphoribosylamine--glycine ligase 0.018 0.2743 1
Echinococcus multilocularis integrin beta 2 0.0493 0.8548 1
Toxoplasma gondii calcium binding egf domain-containing protein 0.0033 0.002 0.5
Toxoplasma gondii calcium binding egf domain-containing protein 0.0033 0.002 0.5
Brugia malayi hypothetical protein 0.0101 0.1288 0.127
Loa Loa (eye worm) integrin beta-2 0.0572 1 1

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 0.000049 M In vitro inhibitory concentration against beef liver dihydrofolate reductase ChEMBL. 4009615
IC50 (binding) = 0.000077 M In vitro inhibitory concentration against Lactobacillus casei thymidylate synthetase ChEMBL. 4009615
IC50 (functional) > 0.0001 M Inhibitory concentration against the growth of L1210 murine leukemia cells in tissue culture. ChEMBL. 4009615
IC50 (functional) = 16.2 nM Tested in vitro for inhibitory concentration against CCRF-CEM human Leukemic lymphoblast by using GAR FTase as primary target ChEMBL. 8035423
IC50 (functional) = 60 nM Inhibitory activity of the compound against the growth of murine L1210 leukemia cells; value ranges from 20-60 ChEMBL. 2918520
IC50 (functional) = 60 nM Inhibitory activity of the compound against the growth of CEM human leukoblast cells; value ranges from 20-60 ChEMBL. 2918520
IC50 (functional) = 60 nM Inhibitory activity of the compound against the growth of SSC15 human squamous carcinoma cells; value ranges from 20-60 ChEMBL. 2918520
IC50 (functional) = 60 nM Inhibitory activity of the compound against the growth of murine L1210 leukemia cells; value ranges from 20-60 ChEMBL. 2918520
IC50 (functional) = 60 nM Inhibitory activity of the compound against the growth of CEM human leukoblast cells; value ranges from 20-60 ChEMBL. 2918520
Km (binding) = 157 M Activity(apparent Km ) of the compound was evaluated in vitro by purified mouse liver folate polyglutamate synthetase (FPGS) . ChEMBL. 4009615
Relative activity (functional) = 6.8 Tested in vitro for relative activity against CCRF-CEM human Leukemic lymphoblast by using GAR FTase as primary target ChEMBL. 8035423

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Homo sapiens ChEMBL23 2918520
Mus musculus ChEMBL23 2918520

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

3 literature references were collected for this gene.

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