Detailed information for compound 29162

Basic information

Technical information
  • TDR Targets ID: 29162
  • Name: 2-[bis(2-chloroethyl)amino]-N-(2,3-dihydroxyp ropyl)-3,5-dinitrobenzamide
  • MW: 425.221 | Formula: C14H18Cl2N4O7
  • H donors: 3 H acceptors: 7 LogP: 0.86 Rotable bonds: 12
    Rule of 5 violations (Lipinski): 1
  • SMILES: ClCCN(c1c(cc(cc1[N+](=O)[O-])[N+](=O)[O-])C(=O)NCC(CO)O)CCCl
  • InChi: 1S/C14H18Cl2N4O7/c15-1-3-18(4-2-16)13-11(14(23)17-7-10(22)8-21)5-9(19(24)25)6-12(13)20(26)27/h5-6,10,21-22H,1-4,7-8H2,(H,17,23)
  • InChiKey: YIKHRDIMTKWWKM-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 2-[bis(2-chloroethyl)amino]-N-(2,3-dihydroxypropyl)-3,5-dinitro-benzamide
  • 2-[bis(2-chloroethyl)amino]-N-glyceryl-3,5-dinitro-benzamide
  • NSC668522

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Escherichia coli nitroreductase A, NADPH-dependent, FMN-dependent Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Mycobacterium ulcerans hypothetical protein Get druggable targets OG5_137372 All targets in OG5_137372
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
Loa Loa (eye worm) hypothetical protein 0.2162 1 1
Trichomonas vaginalis conserved hypothetical protein 0.0246 0 0.5
Trichomonas vaginalis ribokinase, putative 0.0246 0 0.5
Entamoeba histolytica tagatose-6-phosphate kinase, putative 0.0246 0 0.5
Trypanosoma cruzi adenosine kinase, putative 0.2162 1 1
Onchocerca volvulus 0.1916 0.8714 1
Echinococcus multilocularis adenosine kinase 0.2162 1 1
Mycobacterium leprae Probable adenosine kinase adk 0.0246 0 0.5
Giardia lamblia Ribokinase 0.0246 0 0.5
Entamoeba histolytica Hypothetical protein T24C12.3, putative 0.0246 0 0.5
Mycobacterium tuberculosis Adenosine kinase 0.0246 0 0.5
Trichomonas vaginalis ribokinase, putative 0.0246 0 0.5
Mycobacterium tuberculosis Ribokinase RbsK 0.0246 0 0.5
Schistosoma mansoni hypothetical protein 0.1589 0.7008 0.7008
Entamoeba histolytica fructokinase, putative 0.0246 0 0.5
Trypanosoma brucei adenosine kinase, putative 0.2162 1 1
Trypanosoma brucei adenosine kinase, putative 0.2162 1 1
Toxoplasma gondii kinase, pfkB family protein 0.2162 1 1
Trichomonas vaginalis ribokinase, putative 0.0246 0 0.5
Mycobacterium ulcerans hypothetical protein 0.1604 0.7088 1
Entamoeba histolytica kinase, PfkB family 0.0246 0 0.5
Entamoeba histolytica ribokinase, putative 0.0246 0 0.5
Schistosoma mansoni adenosine kinase 0.2162 1 1
Leishmania major adenosine kinase, putative 0.2162 1 1
Trypanosoma brucei RNA helicase, putative 0.1589 0.7008 0.7008
Trypanosoma cruzi adenosine kinase, putative 0.2162 1 1
Echinococcus granulosus adenosine kinase 0.2162 1 1
Mycobacterium tuberculosis 6-phosphofructokinase PfkB (phosphohexokinase) (phosphofructokinase) 0.0246 0 0.5
Schistosoma mansoni adenosine kinase 0.2162 1 1

Activities

Activity type Activity value Assay description Source Reference
Hypersensitivity factor (functional) = 1.8 Potency in clonogenic assay defined by Hypersensitivity factor calculated for AA8 cells versus EMT6 cells [IC50(AA8)/IC50 (EMT6)] ChEMBL. 8691449
Hypersensitivity factor (functional) = 4.9 Potency in clonogenic assay, defined by hypersensitivity factor calculated for UV4 cells versus AA8 cells [IC50(AA8)/IC50(UV4)] ChEMBL. 8691449
IC50 (functional) = 13 uM Cytotoxicity in T79-A3 (NR-positive) cell lines ChEMBL. 9111301
IC50 (functional) = 13 uM Cytotoxicity in T79-A3 (NR-positive) cell lines ChEMBL. 9111301
IC50 (functional) = 500 uM Inhibition of growth under aerobic conditions in AA8 cells ChEMBL. 8691449
IC50 (functional) = 919 uM Cytotoxicity in T78-1 (NR-negative) cell lines ChEMBL. 9111301
Ratio (functional) = 75 IC50 ratio for NR-positive and NR-negative cell lines ChEMBL. 9111301
Ratio (functional) = 75 IC50 ratio for NR-positive and NR-negative cell lines ChEMBL. 9111301
TE50 (functional) = 12 TE50 is termed as Bystander effect evaluated in T78-1 and T79-A3 cell lines ChEMBL. 9111301

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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