Detailed information for compound 206450

Basic information

Technical information
  • TDR Targets ID: 206450
  • Name: 2-[2-[butyl(ethoxy)phosphoryl]oxyethyl]isoind ole-1,3-dione
  • MW: 339.323 | Formula: C16H22NO5P
  • H donors: 0 H acceptors: 3 LogP: 1.76 Rotable bonds: 9
    Rule of 5 violations (Lipinski): 1
  • SMILES: CCCCP(=O)(OCC)OCCN1C(=O)c2c(C1=O)cccc2
  • InChi: 1S/C16H22NO5P/c1-3-5-12-23(20,21-4-2)22-11-10-17-15(18)13-8-6-7-9-14(13)16(17)19/h6-9H,3-5,10-12H2,1-2H3
  • InChiKey: KBYFBJGWMSREFL-UHFFFAOYSA-N  


Substructure search Similarity search

Network

Hover on a compound node to display the structore

Synonyms

  • 2-[2-[butyl(ethoxy)phosphoryl]oxyethyl]isoindoline-1,3-dione
  • 2-[2-[butyl(ethoxy)phosphoryl]oxyethyl]isoindoline-1,3-quinone
  • 2-[2-(butyl-ethoxyphosphoryl)oxyethyl]isoindole-1,3-dione
  • 2-[2-(butyl-ethoxy-phosphoryl)oxyethyl]isoindoline-1,3-dione
  • 2-[2-(butyl-ethoxyphosphoryl)oxyethyl]isoindoline-1,3-dione
  • 2-[2-(butyl-ethoxy-phosphoryl)oxyethyl]isoindoline-1,3-quinone
  • 2-[2-(butyl-ethoxy-phosphoryl)oxyethyl]isoindole-1,3-dione
  • AIDS-212315
  • AIDS212315
  • Phosphonic acid, butyl-, 2-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)ethyl ethyl ester

Targets

Known targets for this compound

No curated genes were found associated with this compound

Predicted pathogen targets for this compound

By orthology
No druggable targets predicted by orthology data
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
Plasmodium vivax dihydrolipoyl dehydrogenase, mitochondrial, putative 0.0065 0.2452 0.2425
Trypanosoma brucei hexokinase 0.0082 0.3462 0.3439
Trypanosoma brucei DNA polymerase kappa, putative 0.004 0.0878 0.0846
Trypanosoma cruzi DNA polymerase kappa, putative 0.004 0.0878 0.0846
Trypanosoma brucei DNA polymerase IV, putative 0.004 0.0878 0.0846
Trypanosoma brucei DNA polymerase eta, putative 0.0066 0.2482 0.2455
Onchocerca volvulus 0.0082 0.3462 1
Mycobacterium tuberculosis NADPH-dependent mycothiol reductase Mtr 0.0188 1 1
Leishmania major acetoin dehydrogenase e3 component-like protein 0.0065 0.2452 0.2425
Trichomonas vaginalis mercuric reductase, putative 0.0065 0.2452 1
Brugia malayi Hexokinase family protein 0.0082 0.3462 0.3462
Brugia malayi Calcitonin receptor-like protein seb-1 0.0051 0.1587 0.1587
Mycobacterium ulcerans dihydrolipoamide dehydrogenase, LpdB 0.0065 0.2452 1
Mycobacterium tuberculosis Probable soluble pyridine nucleotide transhydrogenase SthA (STH) (NAD(P)(+) transhydrogenase [B-specific]) (nicotinamide nucleot 0.0065 0.2452 0.1725
Trypanosoma brucei DNA polymerase kappa, putative 0.004 0.0878 0.0846
Schistosoma mansoni DNA polymerase eta 0.0066 0.2482 0.2007
Echinococcus multilocularis geminin 0.0174 0.9115 0.903
Onchocerca volvulus 0.0082 0.3462 1
Loa Loa (eye worm) hypothetical protein 0.0066 0.2482 0.2482
Plasmodium vivax hexokinase, putative 0.0082 0.3462 0.3439
Wolbachia endosymbiont of Brugia malayi dihydrolipoamide dehydrogenase E3 component 0.0065 0.2452 0.5
Plasmodium falciparum thioredoxin reductase 0.0065 0.2452 0.2425
Brugia malayi ImpB/MucB/SamB family protein 0.004 0.0878 0.0878
Brugia malayi Hexokinase family protein 0.0051 0.1594 0.1594
Trichomonas vaginalis glutathione reductase, putative 0.0065 0.2452 1
Mycobacterium leprae DIHYDROLIPOAMIDE DEHYDROGENASE LPD (LIPOAMIDE REDUCTASE (NADH)) (LIPOYL DEHYDROGENASE) (DIHYDROLIPOYL DEHYDROGENASE) (DIAPHORASE 0.0065 0.2452 0.5
Trypanosoma brucei dihydrolipoamide dehydrogenase 0.0065 0.2452 0.2425
Trypanosoma brucei hexokinase 0.0082 0.3462 0.3439
Plasmodium falciparum dihydrolipoyl dehydrogenase, apicoplast 0.0065 0.2452 0.2425
Schistosoma mansoni hexokinase 0.0082 0.3462 0.305
Loa Loa (eye worm) hypothetical protein 0.0056 0.1868 0.1868
Trypanosoma cruzi dihydrolipoamide dehydrogenase, putative 0.0065 0.2452 0.2425
Trypanosoma cruzi DNA polymerase kappa, putative 0.004 0.0878 0.0846
Trypanosoma cruzi DNA polymerase kappa, putative 0.004 0.0878 0.0846
Brugia malayi hexokinase 0.0082 0.3462 0.3462
Trypanosoma cruzi DNA polymerase kappa, putative 0.004 0.0878 0.0846
Mycobacterium ulcerans dihydrolipoamide dehydrogenase 0.0065 0.2452 1
Echinococcus granulosus hexokinase 0.0082 0.3462 0.2833
Echinococcus granulosus hexokinase type 2 0.0082 0.3462 0.2833
Echinococcus multilocularis hexokinase 0.0082 0.3462 0.2833
Trypanosoma cruzi dihydrolipoamide dehydrogenase, putative 0.0065 0.2452 0.2425
Trypanosoma cruzi DNA polymerase eta, putative 0.0066 0.2482 0.2455
Trypanosoma brucei DNA polymerase kappa, putative 0.004 0.0878 0.0846
Trypanosoma cruzi dihydrolipoamide dehydrogenase, putative 0.0065 0.2452 0.2425
Leishmania major dihydrolipoamide dehydrogenase, putative 0.0065 0.2452 0.2425
Brugia malayi hypothetical protein 0.0026 0.0035 0.0035
Loa Loa (eye worm) hypothetical protein 0.0026 0.0043 0.0043
Trypanosoma cruzi hexokinase, putative 0.0082 0.3462 0.3439
Loa Loa (eye worm) ImpB/MucB/SamB family protein 0.004 0.0878 0.0878
Mycobacterium tuberculosis Probable oxidoreductase 0.0065 0.2452 0.1725
Plasmodium falciparum hexokinase 0.0082 0.3462 0.3439
Chlamydia trachomatis dihydrolipoyl dehydrogenase 0.0065 0.2452 0.5
Trypanosoma brucei DNA polymerase IV, putative 0.004 0.0878 0.0846
Echinococcus granulosus hexokinase 0.0082 0.3462 0.2833
Loa Loa (eye worm) hypothetical protein 0.0026 0.0043 0.0043
Leishmania major hexokinase, putative 0.0082 0.3462 0.3439
Trypanosoma brucei dihydrolipoyl dehydrogenase 0.0065 0.2452 0.2425
Trypanosoma brucei DNA polymerase kappa, putative 0.004 0.0878 0.0846
Echinococcus multilocularis hexokinase type 2 0.0082 0.3462 0.2833
Trypanosoma brucei DNA polymerase kappa, putative 0.004 0.0878 0.0846
Toxoplasma gondii hexokinase 0.0082 0.3462 0.3439
Brugia malayi Corticotropin releasing factor receptor 2 precursor, putative 0.0051 0.1587 0.1587
Brugia malayi hexokinase type II 0.0026 0.0043 0.0043
Echinococcus multilocularis thioredoxin glutathione reductase 0.0188 1 1
Loa Loa (eye worm) hypothetical protein 0.0035 0.0594 0.0594
Trypanosoma brucei unspecified product 0.0027 0.0124 0.0089
Loa Loa (eye worm) thioredoxin reductase 0.0188 1 1
Leishmania major dihydrolipoamide dehydrogenase, putative 0.0065 0.2452 0.2425
Loa Loa (eye worm) glutathione reductase 0.0188 1 1
Trypanosoma brucei dihydrolipoamide dehydrogenase 0.0065 0.2452 0.2425
Loa Loa (eye worm) hypothetical protein 0.0026 0.0035 0.0035
Entamoeba histolytica hexokinase 2 0.0082 0.3462 1
Leishmania major trypanothione reductase 0.0188 1 1
Echinococcus granulosus geminin 0.0174 0.9115 0.903
Leishmania major DNA polymerase kappa, putative 0.004 0.0878 0.0846
Trypanosoma cruzi dihydrolipoamide dehydrogenase, putative 0.0065 0.2452 0.2425
Trypanosoma cruzi dihydrolipoyl dehydrogenase, putative 0.0065 0.2452 0.2425
Loa Loa (eye worm) hexokinase type II 0.0082 0.3462 0.3462
Toxoplasma gondii NADPH-glutathione reductase 0.0065 0.2452 0.2425
Plasmodium falciparum dihydrolipoyl dehydrogenase, mitochondrial 0.0065 0.2452 0.2425
Giardia lamblia NADH oxidase lateral transfer candidate 0.0065 0.2452 1
Loa Loa (eye worm) pigment dispersing factor receptor c 0.0051 0.1587 0.1587
Echinococcus multilocularis hexokinase 0.0082 0.3462 0.2833
Echinococcus multilocularis hexokinase 0.0082 0.3462 0.2833
Trypanosoma brucei DNA polymerase kappa, putative 0.0027 0.0124 0.0089
Plasmodium falciparum glutathione reductase 0.0188 1 1
Entamoeba histolytica hexokinase 1 0.0082 0.3462 1
Schistosoma mansoni hypothetical protein 0.0174 0.9115 0.9059
Schistosoma mansoni terminal deoxycytidyl transferase 0.004 0.0878 0.0302
Plasmodium vivax dihydrolipoyl dehydrogenase, apicoplast, putative 0.0065 0.2452 0.2425
Trypanosoma cruzi trypanothione reductase, putative 0.0188 1 1
Trypanosoma brucei dihydrolipoamide dehydrogenase, point mutation 0.0065 0.2452 0.2425
Schistosoma mansoni rab geranylgeranyl transferase alpha subunit 0.004 0.0878 0.0302
Treponema pallidum hexokinase (hxk) 0.0082 0.3462 1
Trypanosoma brucei DNA polymerase kappa, putative 0.004 0.0878 0.0846
Loa Loa (eye worm) hexokinase 0.0082 0.3462 0.3462
Echinococcus granulosus dna polymerase eta 0.0066 0.2482 0.1758
Trypanosoma brucei DNA polymerase kappa, putative 0.004 0.0878 0.0846
Trypanosoma brucei unspecified product 0.0027 0.0124 0.0089
Brugia malayi Pyridine nucleotide-disulphide oxidoreductase, dimerisation domain containing protein 0.0048 0.1389 0.1389
Leishmania major DNA polymerase eta, putative 0.0038 0.0806 0.0774
Brugia malayi Thioredoxin reductase 0.0188 1 1
Trypanosoma cruzi trypanothione reductase, putative 0.0065 0.2452 0.2425
Trypanosoma brucei DNA polymerase kappa, putative 0.004 0.0878 0.0846
Trypanosoma brucei unspecified product 0.004 0.0878 0.0846
Echinococcus multilocularis dihydrolipoamide dehydrogenase 0.0065 0.2452 0.1725
Echinococcus granulosus dihydrolipoamide dehydrogenase 0.0065 0.2452 0.1725
Trypanosoma brucei DNA polymerase kappa, putative 0.004 0.0878 0.0846
Plasmodium falciparum thioredoxin reductase 0.0188 1 1
Wolbachia endosymbiont of Brugia malayi dihydrolipoamide dehydrogenase E3 component 0.0065 0.2452 0.5
Leishmania major 2-oxoglutarate dehydrogenase, e3 component, lipoamidedehydrogenase-like protein 0.0065 0.2452 0.2425
Trypanosoma cruzi hexokinase, putative 0.0082 0.3462 0.3439
Leishmania major DNA polymerase eta, putative 0.0066 0.2482 0.2455
Trypanosoma brucei DNA polymerase IV, putative 0.004 0.0878 0.0846
Brugia malayi ImpB/MucB/SamB family protein 0.0066 0.2482 0.2482
Trypanosoma brucei trypanothione reductase 0.0188 1 1
Trypanosoma cruzi dihydrolipoamide dehydrogenase, putative 0.0065 0.2452 0.2425
Loa Loa (eye worm) hexokinase 0.0051 0.1594 0.1594
Echinococcus granulosus hexokinase 0.0082 0.3462 0.2833
Toxoplasma gondii pyruvate dehydrogenase complex subunit PDH-E3II 0.0065 0.2452 0.2425
Trypanosoma cruzi dihydrolipoyl dehydrogenase, putative 0.0065 0.2452 0.2425
Trypanosoma cruzi dihydrolipoamide dehydrogenase, putative 0.0065 0.2452 0.2425
Loa Loa (eye worm) hexokinase 0.0082 0.3462 0.3462
Echinococcus multilocularis dna polymerase eta 0.0066 0.2482 0.1758
Mycobacterium ulcerans flavoprotein disulfide reductase 0.0065 0.2452 1
Leishmania major DNA polymerase kappa, putative,DNA polymerase IV, putative 0.004 0.0878 0.0846
Trypanosoma brucei DNA polymerase kappa, putative 0.0027 0.0124 0.0089
Brugia malayi alpha keto acid dehydrogenase complex, E3 component, lipoamide dehydrogenase 0.0048 0.1389 0.1389
Plasmodium falciparum glutathione reductase 0.0065 0.2452 0.2425
Schistosoma mansoni hypothetical protein 0.0174 0.9115 0.9059
Onchocerca volvulus 0.0082 0.3462 1
Brugia malayi latrophilin 2 splice variant baaae 0.0035 0.0594 0.0594
Mycobacterium tuberculosis Dihydrolipoamide dehydrogenase LpdC (lipoamide reductase (NADH)) (lipoyl dehydrogenase) (dihydrolipoyl dehydrogenase) (diaphoras 0.0065 0.2452 0.1725
Toxoplasma gondii thioredoxin reductase 0.0188 1 1
Loa Loa (eye worm) hypothetical protein 0.0051 0.1587 0.1587
Echinococcus granulosus thioredoxin glutathione reductase 0.0188 1 1
Brugia malayi dihydrolipoyl dehydrogenase, mitochondrial precursor, putative 0.0065 0.2452 0.2452
Plasmodium vivax glutathione reductase, putative 0.0188 1 1
Trypanosoma cruzi DNA polymerase eta, putative 0.0038 0.0806 0.0774
Toxoplasma gondii ImpB/MucB/SamB family protein 0.0038 0.0806 0.0774
Mycobacterium tuberculosis NAD(P)H quinone reductase LpdA 0.0065 0.2452 0.1725
Plasmodium vivax thioredoxin reductase, putative 0.0188 1 1
Trypanosoma brucei DNA polymerase kappa, putative 0.004 0.0878 0.0846
Schistosoma mansoni dihydrolipoamide dehydrogenase 0.0065 0.2452 0.1975
Trypanosoma brucei DNA polymerase kappa, putative 0.0027 0.0124 0.0089
Trypanosoma brucei hexokinase, putative 0.0082 0.3462 0.3439
Leishmania major hexokinase, putative 0.0082 0.3462 0.3439

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 50.7 uM Inhibition of Mycobacterium tuberculosis recombinant antigen 85C mycolyltransferase ChEMBL. 17010479
IC50 (binding) = 50.7 uM Inhibition of Mycobacterium tuberculosis recombinant antigen 85C mycolyltransferase ChEMBL. 17010479
IC50 (binding) = 50.74 uM In vitro concentration required to inhibit antigen 85C mycolyltransferase activity in Mycobaterium tuberculosis ChEMBL. 15177473
IC50 (binding) = 50.74 uM In vitro concentration required to inhibit antigen 85C mycolyltransferase activity in Mycobaterium tuberculosis ChEMBL. 15177473
MIC (functional) = 406.1 ug ml-1 Growth inhibition of Mycobacterium avium 2447 ChEMBL. 17010479

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

2 literature references were collected for this gene.

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