Detailed information for compound 329152

Basic information

Technical information
  • TDR Targets ID: 329152
  • Name: N-(3-methoxyphenyl)-5-nitrofuran-2-carboxamid e
  • MW: 262.218 | Formula: C12H10N2O5
  • H donors: 1 H acceptors: 3 LogP: 2.29 Rotable bonds: 5
    Rule of 5 violations (Lipinski): 1
  • SMILES: COc1cccc(c1)NC(=O)c1ccc(o1)[N+](=O)[O-]
  • InChi: 1S/C12H10N2O5/c1-18-9-4-2-3-8(7-9)13-12(15)10-5-6-11(19-10)14(16)17/h2-7H,1H3,(H,13,15)
  • InChiKey: XVWMZIVFRVVKAL-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • N-(3-methoxyphenyl)-5-nitro-furan-2-carboxamide
  • N-(3-methoxyphenyl)-5-nitro-2-furancarboxamide
  • N-(3-methoxyphenyl)-5-nitro-2-furamide
  • AIDS167027
  • EU-0070288
  • Oprea1_171522
  • AIDS-167027

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
Echinococcus granulosus acetylcholinesterase 0.077 0.2837 0.2837
Loa Loa (eye worm) hypothetical protein 0.077 0.2837 0.2837
Mycobacterium ulcerans carboxylesterase, LipT 0.013 0 0.5
Schistosoma mansoni hormone-sensitive lipase (S09 family) 0.2387 1 1
Trichomonas vaginalis spcc417.12 protein, putative 0.013 0 0.5
Mycobacterium tuberculosis POSSIBLE PARA-NITROBENZYL ESTERASE (FRAGMENT) 0.013 0 0.5
Echinococcus multilocularis tyrosine protein kinase shark 0.0973 0.3736 0.3736
Echinococcus multilocularis hormone sensitive lipase 0.2387 1 1
Onchocerca volvulus 0.013 0 0.5
Echinococcus granulosus tyrosine protein kinase shark 0.0973 0.3736 0.3736
Onchocerca volvulus 0.013 0 0.5
Loa Loa (eye worm) hypothetical protein 0.2387 1 1
Echinococcus multilocularis carboxylesterase 5A 0.077 0.2837 0.2837
Loa Loa (eye worm) acetylcholinesterase 1 0.077 0.2837 0.2837
Schistosoma mansoni family S9 non-peptidase homologue (S09 family) 0.077 0.2837 0.2837
Schistosoma mansoni tyrosine kinase 0.0973 0.3736 0.3736
Trichomonas vaginalis carboxylesterase domain containing protein, putative 0.013 0 0.5
Mycobacterium tuberculosis POSSIBLE PARA-NITROBENZYL ESTERASE (FRAGMENT) 0.013 0 0.5
Brugia malayi Carboxylesterase family protein 0.077 0.2837 1
Mycobacterium tuberculosis Carboxylesterase LipT 0.013 0 0.5
Loa Loa (eye worm) carboxylesterase 0.077 0.2837 0.2837
Onchocerca volvulus 0.013 0 0.5
Echinococcus granulosus carboxylesterase 5A 0.077 0.2837 0.2837
Onchocerca volvulus 0.013 0 0.5
Onchocerca volvulus 0.013 0 0.5
Loa Loa (eye worm) hypothetical protein 0.077 0.2837 0.2837
Schistosoma mansoni hormone-sensitive lipase (S09 family) 0.2387 1 1
Schistosoma mansoni hormone-sensitive lipase (S09 family) 0.2387 1 1
Brugia malayi Carboxylesterase family protein 0.077 0.2837 1
Echinococcus multilocularis acetylcholinesterase 0.077 0.2837 0.2837
Schistosoma mansoni tyrosine kinase 0.0951 0.3637 0.3637
Echinococcus granulosus acetylcholinesterase 0.077 0.2837 0.2837
Echinococcus multilocularis acetylcholinesterase 0.077 0.2837 0.2837

Activities

Activity type Activity value Assay description Source Reference
Activity (functional) = 7.2 log CFU Viable M. tuberculosis in spleen of infected Mice after an 8-day drug treatment; Dose is 150 mg/kg ChEMBL. 15456272
Activity (functional) = 7.2 log CFU Viable M. tuberculosis in spleen of infected Mice after an 8-day drug treatment; Dose is 150 mg/kg ChEMBL. 15456272
Activity (functional) = 8 log CFU Viable M. tuberculosis in lungs of infected Mice after an 8-day drug treatment; Dose is 150 mg/kg ChEMBL. 15456272
Activity (functional) = 8 log CFU Viable M. tuberculosis in lungs of infected Mice after an 8-day drug treatment; Dose is 150 mg/kg ChEMBL. 15456272
EC50 (functional) = 58.6 nM Trypanocidal activity against bloodstream form of Trypanosoma brucei brucei 427 after 72 hrs by Alamar blue assay ChEMBL. 23281892
EC50 (ADMET) > 20 uM Cytotoxicity against human HeLa cells after 65 hrs by Alamar blue assay ChEMBL. 23281892
IC50 (functional) = 18.63 Cytotoxicity against VERO cells (CCL-81) ChEMBL. 15456272
IC50 (binding) = 42 ug ml-1 Inhibition of M. tuberculosis UDP-galactose mutase expressed in E. coli UDP-6 [3H]- Galf ChEMBL. 15456272
IC50 (binding) = 42 ug ml-1 Inhibition of M. tuberculosis UDP-galactose mutase expressed in E. coli UDP-6 [3H]- Galf ChEMBL. 15456272
Protein binding (ADMET) = 63.6 % The protein binding is expressed as percent bound as determined by VolSurf ChEMBL. 15456272
Selectivity index (functional) = 23.3 Selectivity is the ratio of cytotoxicity compared to TBMIC ChEMBL. 15456272
TBMIC (functional) = 0.8 ug ml-1 Activity against M. tuberculosis H37Ra ChEMBL. 15456272
TBMIC (functional) = 0.8 ug ml-1 Activity against M. tuberculosis H37Ra ChEMBL. 15456272

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Trypanosoma brucei gambiense 23281892

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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