Detailed information for compound 1718523

Basic information

Technical information
  • Name: Unnamed compound
  • MW: 461.492 | Formula: C20H23N5O6S
  • H donors: 6 H acceptors: 6 LogP: 0.69 Rotable bonds: 12
    Rule of 5 violations (Lipinski): 2
  • SMILES: OC(=O)CC[C@@H](C(=O)O)NC(=O)c1csc(c1)CCCCc1[nH]c2c(c1)c(=O)[nH]c(n2)N
  • InChi: 1S/C20H23N5O6S/c21-20-24-16-13(18(29)25-20)8-11(22-16)3-1-2-4-12-7-10(9-32-12)17(28)23-14(19(30)31)5-6-15(26)27/h7-9,14H,1-6H2,(H,23,28)(H,26,27)(H,30,31)(H4,21,22,24,25,29)/t14-/m0/s1
  • InChiKey: JBVKQLSCSCXKDY-AWEZNQCLSA-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
Homo sapiens phosphoribosylglycinamide formyltransferase, phosphoribosylglycinamide synthetase, phosphoribosylaminoimidazole synthetase Starlite/ChEMBL References
Homo sapiens solute carrier family 46 (folate transporter), member 1 Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Mycobacterium leprae PROBABLE PHOSPHORIBOSYLAMINE--GLYCINE LIGASE PURD (GARS) (GLYCINAMIDE RIBONUCLEOTIDE SYNTHETASE) (PHOSPHORIBOSYLGLYCINAMIDE SYNT 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
Echinococcus multilocularis Major facilitator superfamily, general substrate transporter Get druggable targets OG5_133613 All targets in OG5_133613
Mycobacterium ulcerans phosphoribosylaminoimidazole synthetase Get druggable targets OG5_126894 All targets in OG5_126894
Schistosoma japonicum IPR011701,Major facilitator superfamily MFS_1,domain-containing Get druggable targets OG5_133613 All targets in OG5_133613
Candida albicans purine biosynthesis Get druggable targets OG5_126894 All targets in OG5_126894
Onchocerca volvulus 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 leprae PROBABLE PHOSPHORIBOSYLFORMYLGLYCINAMIDINE CYCLO-LIGASE PURM (AIRS) (PHOSPHORIBOSYL-AMINOIMIDAZOLE SYNTHETASE) (AIR SYNTHASE) Get druggable targets OG5_126894 All targets in OG5_126894
Echinococcus granulosus Major facilitator superfamily general substrate transporter Get druggable targets OG5_133613 All targets in OG5_133613
Mycobacterium tuberculosis Probable phosphoribosylamine--glycine ligase PurD (GARS) (glycinamide ribonucleotide synthetase) (phosphoribosylglycinamide synt 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
Onchocerca volvulus 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
Schistosoma mansoni hypothetical protein Get druggable targets OG5_133613 All targets in OG5_133613
Mycobacterium tuberculosis Probable phosphoribosylformylglycinamidine CYCLO-ligase PurM (AIRS) (phosphoribosyl-aminoimidazole synthetase) (air synthase) 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

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 Probable phosphoribosylformylglycinamidine CYCLO-ligase PurM (AIRS) (phosphoribosyl-aminoimidazole synthetase) (air synthase) 0.004 0.1569 1
Trypanosoma brucei Selenophosphate synthetase 2 0.0013 0 0.5
Wolbachia endosymbiont of Brugia malayi phosphoribosylaminoimidazole synthetase 0.004 0.1569 0.1578
Loa Loa (eye worm) selenium donor protein 0.0013 0 0.5
Trypanosoma cruzi selenophosphate synthetase, putative 0.0013 0 0.5
Toxoplasma gondii selenide, water dikinase 0.0013 0 0.5
Wolbachia endosymbiont of Brugia malayi phosphoribosylamine--glycine ligase 0.018 0.9947 1
Onchocerca volvulus 0.004 0.1569 1
Mycobacterium leprae PROBABLE PHOSPHORIBOSYLFORMYLGLYCINAMIDINE CYCLO-LIGASE PURM (AIRS) (PHOSPHORIBOSYL-AMINOIMIDAZOLE SYNTHETASE) (AIR SYNTHASE) 0.004 0.1569 0.1578
Mycobacterium ulcerans phosphoribosylamine--glycine ligase 0.018 0.9947 1
Plasmodium falciparum selenide water dikinase, putative 0.0013 0 0.5
Brugia malayi selenium donor protein 0.0013 0 0.5
Echinococcus multilocularis Major facilitator superfamily, general substrate transporter 0.0181 1 1
Schistosoma mansoni hypothetical protein 0.018 0.9985 1
Mycobacterium ulcerans phosphoribosylaminoimidazole synthetase 0.004 0.1569 0.1578
Plasmodium vivax selenophosphate synthetase, putative 0.0013 0 0.5
Mycobacterium leprae PROBABLE PHOSPHORIBOSYLAMINE--GLYCINE LIGASE PURD (GARS) (GLYCINAMIDE RIBONUCLEOTIDE SYNTHETASE) (PHOSPHORIBOSYLGLYCINAMIDE SYNT 0.018 0.9947 1
Trypanosoma cruzi selenophosphate synthetase, putative 0.0013 0 0.5
Leishmania major selenophosphate synthetase, putative 0.0013 0 0.5
Mycobacterium tuberculosis Probable phosphoribosylamine--glycine ligase PurD (GARS) (glycinamide ribonucleotide synthetase) (phosphoribosylglycinamide synt 0.0026 0.0766 0.4879

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 2.03 nM Inhibition of GARFTase in human IGROV1 cells assessed as reduction in [14C]glycine incorporation into [14C]formyl GAR incubated for 15 hrs in complete folate free RPMI medium in presence of 2 nM leucovorin ChEMBL. 22243528
IC50 (ADMET) > 1000 nM Growth inhibition of Chinese hamster R2 cells deficient in reduced folate carrier and human folate receptor alpha incubated for 96 hrs by CellTiter-blue cell viability assay ChEMBL. 22243528
Inhibition (binding) Inhibition of GARFTase in human KB cells assessed as reduction in [14C]glycine incorporation into [14C]formyl GAR incubated for 15 hrs in complete folate free RPMI medium in presence of 2 nM leucovorin ChEMBL. 22243528
Ki (binding) = 0.42 uM Inhibition of [3H]MTX transport at human PCFT expressed in Chinese hamster R2 cells at pH 5.5 by Dixon plot ChEMBL. 22243528
Ki (binding) = 30.7 uM Inhibition of [3H]MTX transport at human PCFT expressed in Chinese hamster R2 cells at pH 6.8 by Dixon plot ChEMBL. 22243528
RBA (binding) >= 1 Inhibition of [3H]folic acid binding to human FRalpha expressed in CHO cells relative to folic acid ChEMBL. 22243528

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Homo sapiens ChEMBL23 22243528

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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