Detailed information for compound 1933185

Basic information

Technical information
  • Name: Unnamed compound
  • MW: 461.492 | Formula: C20H23N5O6S
  • H donors: 6 H acceptors: 6 LogP: 1.17 Rotable bonds: 12
    Rule of 5 violations (Lipinski): 2
  • SMILES: OC(=O)CC[C@@H](C(=O)O)NC(=O)c1ccc(s1)CCCCc1c[nH]c2c1c(=O)[nH]c(n2)N
  • InChi: 1S/C20H23N5O6S/c21-20-24-16-15(18(29)25-20)10(9-22-16)3-1-2-4-11-5-7-13(32-11)17(28)23-12(19(30)31)6-8-14(26)27/h5,7,9,12H,1-4,6,8H2,(H,23,28)(H,26,27)(H,30,31)(H4,21,22,24,25,29)/t12-/m0/s1
  • InChiKey: JLRJTWXBYRMGEB-LBPRGKRZSA-N  


Substructure search Similarity search

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 solute carrier family 19 (folate transporter), member 1 Starlite/ChEMBL References
Homo sapiens folate receptor 1 (adult) Starlite/ChEMBL References
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
Echinococcus multilocularis folate receptor beta Get druggable targets OG5_133376 All targets in OG5_133376
Echinococcus granulosus folate receptor beta Get druggable targets OG5_133376 All targets in OG5_133376
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
Candida albicans ADE5,7 bifunctional ligase Get druggable targets OG5_126894 All targets in OG5_126894
Schistosoma japonicum Folate receptor beta precursor, putative Get druggable targets OG5_133376 All targets in OG5_133376
Schistosoma mansoni hypothetical protein Get druggable targets OG5_133613 All targets in OG5_133613
Mycobacterium ulcerans phosphoribosylaminoimidazole synthetase 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
Onchocerca volvulus 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
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
Mycobacterium tuberculosis Probable phosphoribosylformylglycinamidine CYCLO-ligase PurM (AIRS) (phosphoribosyl-aminoimidazole synthetase) (air synthase) 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
Schistosoma japonicum IPR011701,Major facilitator superfamily MFS_1,domain-containing Get druggable targets OG5_133613 All targets in OG5_133613
Echinococcus granulosus Major facilitator superfamily general substrate transporter Get druggable targets OG5_133613 All targets in OG5_133613
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
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 multilocularis folate receptor beta 0.0503 1 1
Onchocerca volvulus 0.0061 0.062 1
Loa Loa (eye worm) hypothetical protein 0.0061 0.062 0.5
Loa Loa (eye worm) hypothetical protein 0.0061 0.062 0.5
Brugia malayi folate-like transporter 3 0.0061 0.062 0.5
Mycobacterium ulcerans phosphoribosylamine--glycine ligase 0.018 0.3144 1
Loa Loa (eye worm) hypothetical protein 0.0061 0.062 0.5
Loa Loa (eye worm) hypothetical protein 0.0061 0.062 0.5
Onchocerca volvulus Folate transporter 1 homolog 0.0061 0.062 1
Loa Loa (eye worm) hypothetical protein 0.0061 0.062 0.5
Schistosoma mansoni hypothetical protein 0.018 0.3157 0.5
Entamoeba histolytica hypothetical protein 0.0061 0.062 0.5
Onchocerca volvulus Folate transporter 1 homolog 0.0061 0.062 1
Loa Loa (eye worm) hypothetical protein 0.0061 0.062 0.5
Onchocerca volvulus Folate transporter 1 homolog 0.0061 0.062 1
Loa Loa (eye worm) hypothetical protein 0.0061 0.062 0.5
Brugia malayi Reduced folate carrier family protein 0.0061 0.062 0.5
Onchocerca volvulus 0.0061 0.062 1
Onchocerca volvulus 0.0061 0.062 1
Loa Loa (eye worm) hypothetical protein 0.0061 0.062 0.5
Onchocerca volvulus 0.0061 0.062 1
Onchocerca volvulus 0.004 0.0171 0.276
Loa Loa (eye worm) reduced folate carrier family protein 0.0061 0.062 0.5
Loa Loa (eye worm) hypothetical protein 0.0061 0.062 0.5
Mycobacterium leprae PROBABLE PHOSPHORIBOSYLAMINE--GLYCINE LIGASE PURD (GARS) (GLYCINAMIDE RIBONUCLEOTIDE SYNTHETASE) (PHOSPHORIBOSYLGLYCINAMIDE SYNT 0.018 0.3144 1
Toxoplasma gondii hypothetical protein 0.0124 0.1953 0.5
Loa Loa (eye worm) hypothetical protein 0.0061 0.062 0.5
Wolbachia endosymbiont of Brugia malayi phosphoribosylamine--glycine ligase 0.018 0.3144 1
Giardia lamblia Hypothetical protein 0.0061 0.062 0.5
Mycobacterium tuberculosis Probable phosphoribosylformylglycinamidine CYCLO-ligase PurM (AIRS) (phosphoribosyl-aminoimidazole synthetase) (air synthase) 0.004 0.0171 0.5

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 38.3 nM Binding affinity to human RFC expressed in Chinese hamster PC43-10 cells assessed as cell growth inhibition after 96 hrs by CellTiter-Blue assay ChEMBL. 25602637
IC50 (binding) = 49.3 nM Binding affinity to human FRalpha expressed in Chinese hamster RT16 cells assessed as cell growth inhibition after 96 hrs by CellTiter-Blue assay ChEMBL. 25602637
IC50 (binding) = 61.03 nM Inhibition of GARFTase in human KB cells expressing RFC/FRalpha/PCFT assessed as incorporation of [U-14C]-glycine into [14C]-formyl glycinamide ribonucleotide incubated for 1 hr followed by [U-14C]-glycine addition measured after 16 hrs ChEMBL. 25602637
IC50 (binding) = 141 nM Binding affinity to human PCFT expressed in Chinese hamster R2/PCFT4 cells assessed as cell growth inhibition after 96 hrs by CellTiter-Blue assay ChEMBL. 25602637
IC50 (ADMET) > 1000 nM Cytotoxicity against RFC-deficient Chinese hamster R2 cells assessed as growth inhibition after 96 hrs by CellTiter-Blue assay ChEMBL. 25602637
Inhibition (binding) Inhibition of GARFTase in human KB cells expressing RFC/FRalpha/PCFT assessed as incorporation of [U-14C]-glycine into [14C]-formyl glycinamide ribonucleotide incubated for 1 hr followed by [U-14C]-glycine addition measured after 16 hrs ChEMBL. 25602637
Inhibition (binding) Inhibition of GARFTase/AICARFTase in human KB cells expressing RFC/FRalpha/PCFT assessed as cell growth inhibition at 1 to 1000 nM after 96 hrs by CellTiter-Blue assay in presence of 10 uM thymidine ChEMBL. 25602637
Inhibition (binding) Inhibition of GARFTase/AICARFTase in human KB cells expressing RFC/FRalpha/PCFT assessed as cell growth inhibition at 1 to 1000 nM after 96 hrs by CellTiter-Blue assay in presence of 60 uM adenosine ChEMBL. 25602637
Inhibition (binding) > 95 % Inhibition of GARFTase/AICARFTase in human KB cells expressing RFC/FRalpha/PCFT assessed as decrease in intracellular ATP level at 1 uM after 24 hrs by ion pair HPLC analysis ChEMBL. 25602637

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Homo sapiens ChEMBL23 25602637

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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