Detailed information for compound 110408

Basic information

Technical information
  • Name: Unnamed compound
  • MW: 471.506 | Formula: C23H29N5O6
  • H donors: 6 H acceptors: 8 LogP: 2.39 Rotable bonds: 11
    Rule of 5 violations (Lipinski): 2
  • SMILES: CCC1C(CCc2ccc(cc2)C(=O)NC(C(=O)O)CCC(=O)O)CNc2c1c(O)nc(n2)N
  • InChi: 1S/C23H29N5O6/c1-2-15-14(11-25-19-18(15)21(32)28-23(24)27-19)8-5-12-3-6-13(7-4-12)20(31)26-16(22(33)34)9-10-17(29)30/h3-4,6-7,14-16H,2,5,8-11H2,1H3,(H,26,31)(H,29,30)(H,33,34)(H4,24,25,27,28,32)
  • InChiKey: GOKSNIJPDRLOBQ-UHFFFAOYSA-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
Lactobacillus casei Dihydrofolate reductase Starlite/ChEMBL References
Mus musculus phosphoribosylglycinamide formyltransferase Starlite/ChEMBL References
Mus musculus dihydrofolate reductase Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Onchocerca volvulus Get druggable targets OG5_126894 All targets in OG5_126894
Candida albicans hypothetical protein Get druggable targets OG5_128410 All targets in OG5_128410
Schistosoma mansoni dihydrofolate reductase Get druggable targets OG5_128410 All targets in OG5_128410
Mycobacterium tuberculosis Dihydrofolate reductase DfrA (DHFR) (tetrahydrofolate dehydrogenase) Get druggable targets OG5_128410 All targets in OG5_128410
Schistosoma japonicum ko:K00287 dihydrofolate reductase [EC1.5.1.3], putative Get druggable targets OG5_128410 All targets in OG5_128410
Mycobacterium leprae PROBABLE PHOSPHORIBOSYLFORMYLGLYCINAMIDINE CYCLO-LIGASE PURM (AIRS) (PHOSPHORIBOSYL-AMINOIMIDAZOLE SYNTHETASE) (AIR SYNTHASE) Get druggable targets OG5_126894 All targets in OG5_126894
Loa Loa (eye worm) dihydrofolate reductase Get druggable targets OG5_128410 All targets in OG5_128410
Brugia malayi Dihydrofolate reductase Get druggable targets OG5_128410 All targets in OG5_128410
Candida albicans N terminus of ADE5,7 bifunctional ligase Get druggable targets OG5_126894 All targets in OG5_126894
Candida albicans dihydrofolate reductase Get druggable targets OG5_128410 All targets in OG5_128410
Candida albicans 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 phosphoribosylformylglycinamidine CYCLO-ligase PurM (AIRS) (phosphoribosyl-aminoimidazole synthetase) (air synthase) Get druggable targets OG5_126894 All targets in OG5_126894
Candida albicans purine biosynthesis 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 ulcerans phosphoribosylaminoimidazole synthetase Get druggable targets OG5_126894 All targets in OG5_126894
Mycobacterium ulcerans dihydrofolate reductase DfrA Get druggable targets OG5_128410 All targets in OG5_128410
Echinococcus granulosus dihydrofolate reductase Get druggable targets OG5_128410 All targets in OG5_128410
Wolbachia endosymbiont of Brugia malayi phosphoribosylamine--glycine ligase Get druggable targets OG5_126894 All targets in OG5_126894
Mycobacterium leprae DIHYDROFOLATE REDUCTASE DFRA (DHFR) (TETRAHYDROFOLATE DEHYDROGENASE) Get druggable targets OG5_128410 All targets in OG5_128410
Onchocerca volvulus Get druggable targets OG5_126894 All targets in OG5_126894
Candida albicans dihydrofolate reductase Get druggable targets OG5_128410 All targets in OG5_128410
Brugia malayi dihydrofolate reductase family protein Get druggable targets OG5_128410 All targets in OG5_128410
Echinococcus multilocularis dihydrofolate reductase Get druggable targets OG5_128410 All targets in OG5_128410
Wolbachia endosymbiont of Brugia malayi phosphoribosylaminoimidazole synthetase Get druggable targets OG5_126894 All targets in OG5_126894
Chlamydia trachomatis dihydrofolate reductase Get druggable targets OG5_128410 All targets in OG5_128410
Mycobacterium leprae PROBABLE PHOSPHORIBOSYLAMINE--GLYCINE LIGASE PURD (GARS) (GLYCINAMIDE RIBONUCLEOTIDE SYNTHETASE) (PHOSPHORIBOSYLGLYCINAMIDE SYNT Get druggable targets OG5_126894 All targets in OG5_126894

By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Toxoplasma gondii bifunctional dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   163 aa 138 aa 29.7 %
Plasmodium yoelii thymidylate synthase, putative Dihydrofolate reductase   163 aa 139 aa 21.6 %
Onchocerca volvulus Putative dihydrofolate reductase Dihydrofolate reductase   163 aa 173 aa 27.2 %
Plasmodium falciparum bifunctional dihydrofolate reductase-thymidylate synthase dihydrofolate reductase 187 aa 207 aa 30.4 %
Babesia bovis dihydrofolate reductase/thymidilate synthase Dihydrofolate reductase   163 aa 133 aa 27.1 %

Obtained from network model

Ranking Plot


Putative Targets List


Species Potential target Raw Global Species
Plasmodium vivax bifunctional dihydrofolate reductase-thymidylate synthase, putative 0.0159 0.3407 0.5
Mycobacterium leprae PROBABLE PHOSPHORIBOSYLAMINE--GLYCINE LIGASE PURD (GARS) (GLYCINAMIDE RIBONUCLEOTIDE SYNTHETASE) (PHOSPHORIBOSYLGLYCINAMIDE SYNT 0.018 0.3947 0.3731
Onchocerca volvulus 0.004 0.0345 1
Leishmania major dihydrofolate reductase-thymidylate synthase 0.0159 0.3407 0.5
Mycobacterium leprae DIHYDROFOLATE REDUCTASE DFRA (DHFR) (TETRAHYDROFOLATE DEHYDROGENASE) 0.0415 1 1
Toxoplasma gondii bifunctional dihydrofolate reductase-thymidylate synthase 0.0159 0.3407 0.5
Wolbachia endosymbiont of Brugia malayi phosphoribosylamine--glycine ligase 0.018 0.3947 1
Mycobacterium tuberculosis Dihydrofolate reductase DfrA (DHFR) (tetrahydrofolate dehydrogenase) 0.0415 1 1
Chlamydia trachomatis dihydrofolate reductase 0.0415 1 0.5
Mycobacterium ulcerans phosphoribosylamine--glycine ligase 0.018 0.3947 0.3731
Plasmodium falciparum bifunctional dihydrofolate reductase-thymidylate synthase 0.0159 0.3407 0.5
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase 0.0159 0.3407 0.5
Echinococcus multilocularis dihydrofolate reductase 0.0415 1 0.5
Trypanosoma brucei dihydrofolate reductase-thymidylate synthase 0.0159 0.3407 0.5
Mycobacterium ulcerans dihydrofolate reductase DfrA 0.0415 1 1
Mycobacterium tuberculosis Probable phosphoribosylformylglycinamidine CYCLO-ligase PurM (AIRS) (phosphoribosyl-aminoimidazole synthetase) (air synthase) 0.004 0.0345 0.0345
Loa Loa (eye worm) dihydrofolate reductase 0.0415 1 0.5
Echinococcus granulosus dihydrofolate reductase 0.0415 1 0.5
Brugia malayi Dihydrofolate reductase 0.0415 1 0.5
Schistosoma mansoni dihydrofolate reductase 0.0415 1 0.5

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 0.00000001 M Inhibition of GAR transformylase from Lactobacillus casei ChEMBL. 3184124
IC50 (binding) = 0.00000001 M Inhibition of GAR transformylase from Lactobacillus casei ChEMBL. 3184124
IC50 (binding) = 0.0000005 M Inhibition of GAR transformylase from mammalian Manca ChEMBL. 3184124
IC50 (binding) = 0.0000005 M Inhibition of GAR transformylase from mammalian L1210 cells ChEMBL. 3184124
IC50 (binding) = 0.0000005 M Inhibition of GAR transformylase from mammalian Manca ChEMBL. 3184124
IC50 (binding) = 0.0000005 M Inhibition of GAR transformylase from mammalian L1210 cells ChEMBL. 3184124
IC50 (binding) = 0.000019 M Evaluated for inhibition of dihydrofolate reductase (DHFR) from Lactobacillus casei ChEMBL. 3184124
IC50 (binding) = 0.000019 M Evaluated for inhibition of dihydrofolate reductase (DHFR) from Lactobacillus casei ChEMBL. 3184124
IC50 (binding) = 0.00002 M Compound was tested for inhibition of AICAR formyltransferase ChEMBL. 3184124
IC50 (binding) = 0.00002 M Compound was tested for inhibition of AICAR formyltransferase ChEMBL. 3184124
IC50 (binding) > 0.0001 M Evaluated for inhibition of thymidylate synthase (TS) from Lactobacillus casei ChEMBL. 3184124
IC50 (binding) > 0.0001 M Evaluated for inhibition of thymidylate synthase (TS) from Lactobacillus casei ChEMBL. 3184124
IC50 (functional) = 57.2 nM Evaluated for cell growth inhibition of L1210 cells in cultures ChEMBL. 3184124
IC50 (functional) = 57.2 nM Evaluated for cell growth inhibition of L1210 cells in cultures ChEMBL. 3184124
Ki (binding) > 1000 pM Evaluated for inhibition of dihydrofolate reductase (DHFR) isolated from L1210 cells ChEMBL. 3184124
Ki (binding) > 1000 pM Evaluated for inhibition of dihydrofolate reductase (DHFR) isolated from L1210 cells ChEMBL. 3184124
Km (functional) = 2.48 uM Influx characteristics of the compound toward L1210 cells was evaluated ChEMBL. 3184124
Km (functional) = 2.48 uM Influx characteristics of the compound toward L1210 cells was evaluated ChEMBL. 3184124

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Mus musculus ChEMBL23 3184124

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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