Detailed information for compound 222117

Basic information

Technical information
  • TDR Targets ID: 222117
  • Name: N-[2-(2-methyl-5-nitroimidazol-1-yl)ethyl]-5- (2-nitroimidazol-1-yl)pentanamide
  • MW: 365.345 | Formula: C14H19N7O5
  • H donors: 1 H acceptors: 7 LogP: 0.36 Rotable bonds: 11
    Rule of 5 violations (Lipinski): 1
  • SMILES: O=C(NCCn1c(C)ncc1[N+](=O)[O-])CCCCn1ccnc1[N+](=O)[O-]
  • InChi: 1S/C14H19N7O5/c1-11-17-10-13(20(23)24)19(11)9-6-15-12(22)4-2-3-7-18-8-5-16-14(18)21(25)26/h5,8,10H,2-4,6-7,9H2,1H3,(H,15,22)
  • InChiKey: QRJAWFYCJLNBRT-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • N-[2-(2-methyl-5-nitro-imidazol-1-yl)ethyl]-5-(2-nitroimidazol-1-yl)pentanamide
  • N-[2-(2-methyl-5-nitro-1-imidazolyl)ethyl]-5-(2-nitro-1-imidazolyl)pentanamide
  • N-[2-(2-methyl-5-nitro-imidazol-1-yl)ethyl]-5-(2-nitroimidazol-1-yl)valeramide
  • NSC642501
  • NCI60_014351
  • AIDS-137614
  • AIDS137614
  • N-[2-(2-Methyl-5-nitro-1H-imidazol-1-yl)ethyl]-5-(2-nitro-1H-imidazol-1-yl)pentanamide

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
Mycobacterium tuberculosis Probable oxidoreductase 0.0393 1 0.5
Onchocerca volvulus 0.0393 1 0.5
Echinococcus granulosus aldo keto reductase 0.0393 1 1
Echinococcus multilocularis aldo keto reductase 0.0393 1 1
Trichomonas vaginalis aldo/keto reductase, putative 0.0393 1 0.5
Loa Loa (eye worm) hypothetical protein 0.0393 1 0.5
Trichomonas vaginalis aldo-keto reductase, putative 0.0393 1 0.5
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.0393 1 1
Trichomonas vaginalis dihydrodiol dehydrogenase, putative 0.0393 1 0.5
Schistosoma mansoni pol-related 0.0393 1 0.5
Onchocerca volvulus 0.0393 1 0.5
Echinococcus granulosus aldo keto reductase family 1 member B4 0.0393 1 1
Trypanosoma brucei prostaglandin f synthase 0.0393 1 0.5
Trypanosoma brucei aldo-keto reductase, putative 0.0393 1 0.5
Brugia malayi oxidoreductase, aldo/keto reductase family protein 0.0393 1 0.5
Trichomonas vaginalis aldo-keto reductase, putative 0.0393 1 0.5
Trichomonas vaginalis aldo-keto reductase, putative 0.0393 1 0.5
Trichomonas vaginalis aldo-keto reductase, putative 0.0393 1 0.5
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.0393 1 1
Echinococcus granulosus aldo keto reductase family 1 member B4 0.0393 1 1
Trichomonas vaginalis aldo-keto reductase, putative 0.0393 1 0.5
Echinococcus multilocularis aldo keto reductase 0.0393 1 1
Loa Loa (eye worm) oxidoreductase 0.0393 1 0.5
Trichomonas vaginalis aldo/keto reductase, putative 0.0393 1 0.5
Trichomonas vaginalis dihydrodiol dehydrogenase, putative 0.0393 1 0.5
Leishmania major prostaglandin f2-alpha synthase/D-arabinose dehydrogenase 0.0393 1 0.5
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.0393 1 1
Brugia malayi oxidoreductase, aldo/keto reductase family protein 0.0393 1 0.5
Onchocerca volvulus 0.0393 1 0.5
Trichomonas vaginalis dihydrodiol dehydrogenase, putative 0.0393 1 0.5
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.0393 1 1
Loa Loa (eye worm) oxidoreductase 0.0393 1 0.5
Echinococcus granulosus aldo keto reductase family 1 member B4 0.0393 1 1
Onchocerca volvulus 0.0393 1 0.5
Leishmania major prostaglandin f synthase, putative 0.0393 1 0.5
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.0393 1 1
Brugia malayi oxidoreductase, aldo/keto reductase family protein 0.0393 1 0.5
Leishmania major aldo-keto reductase-like protein 0.0393 1 0.5
Echinococcus granulosus hypothetical protein 0.0393 1 1
Echinococcus granulosus aldo keto reductase family 1 member B4 0.0393 1 1
Loa Loa (eye worm) oxidoreductase 0.0393 1 0.5
Trichomonas vaginalis aldo-keto reductase, putative 0.0393 1 0.5
Loa Loa (eye worm) oxidoreductase 0.0393 1 0.5
Trypanosoma cruzi aldo/keto reductase, putative 0.0393 1 0.5
Trichomonas vaginalis aldo/keto reductase, putative 0.0393 1 0.5
Schistosoma mansoni aldo-keto reductase 0.0393 1 0.5
Trichomonas vaginalis aldo-keto reductase, putative 0.0393 1 0.5
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.0393 1 1
Echinococcus granulosus aldo keto reductase 0.0393 1 1
Trichomonas vaginalis aldo-keto reductase, putative 0.0393 1 0.5
Echinococcus granulosus aldo keto reductase family 1 member B4 0.0393 1 1
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.0393 1 1
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.0393 1 1
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.0393 1 1
Entamoeba histolytica aldose reductase, putative 0.0393 1 0.5
Echinococcus multilocularis aldo keto reductase 0.0393 1 1
Echinococcus granulosus aldo keto reductase 0.0393 1 1
Trichomonas vaginalis aldo-keto reductase, putative 0.0393 1 0.5
Echinococcus granulosus aldo keto reductase family 1 member B4 0.0393 1 1
Echinococcus multilocularis aldo keto reductase 0.0393 1 1
Trypanosoma cruzi aldo-keto reductase 0.0393 1 0.5
Trichomonas vaginalis aldo-keto reductase, putative 0.0393 1 0.5
Leishmania major aldehyde reductase, putative,oxidoreductase, putative 0.0393 1 0.5
Onchocerca volvulus 0.0393 1 0.5
Mycobacterium leprae PROBABLE OXIDOREDUCTASE 0.0393 1 1
Onchocerca volvulus 0.0393 1 0.5
Giardia lamblia Aldose reductase 0.0393 1 0.5
Toxoplasma gondii aldose reductase, putative 0.0393 1 0.5
Entamoeba histolytica aldose reductase, putative 0.0393 1 0.5
Trichomonas vaginalis aldo-keto reductase, putative 0.0393 1 0.5
Echinococcus granulosus aldo keto reductase family 1 member B4 0.0393 1 1
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.0393 1 1
Trichomonas vaginalis aldo-keto reductase, putative 0.0393 1 0.5
Loa Loa (eye worm) oxidoreductase 0.0393 1 0.5
Schistosoma mansoni aldo-keto reductase 0.0393 1 0.5
Echinococcus granulosus aldo keto reductase family 1 member B4 0.0393 1 1
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.0393 1 1
Mycobacterium ulcerans oxidoreductase 0.0393 1 0.5
Echinococcus granulosus aldo keto reductase family 1 member B4 0.0393 1 1
Entamoeba histolytica aldose reductase, putative 0.0393 1 0.5
Giardia lamblia Aldose reductase 0.0393 1 0.5

Activities

Activity type Activity value Assay description Source Reference
C1.6 (functional) = 0.48 mM Average intracellular compound concentration when the hypoxic SER=1.6. ChEMBL. 8308864
C1.6 (functional) = 0.93 mM Compound concentration at which sensitizer enhancement ratio =1.6 under hypoxia. ChEMBL. 8308864
CT10 (ADMET) = 6 mM-hr Compound concentration required to reduce cell survival to 10% of control values under hypoxic condition ChEMBL. 8308864
GI50 (functional) -5 PUBCHEM_BIOASSAY: NCI human tumor cell line growth inhibition assay. Data for the DU-145 Prostate cell line. (Class of assay: confirmatory) ChEMBL. No reference
GI50 (functional) -4 PUBCHEM_BIOASSAY: NCI human tumor cell line growth inhibition assay. Data for the MDA-N Breast cell line. (Class of assay: confirmatory) ChEMBL. No reference
GI50 (functional) -4 PUBCHEM_BIOASSAY: NCI human tumor cell line growth inhibition assay. Data for the SN12C Renal cell line. (Class of assay: confirmatory) ChEMBL. No reference
GI50 (functional) -4 PUBCHEM_BIOASSAY: NCI human tumor cell line growth inhibition assay. Data for the NCI-H23 Non-Small Cell Lung cell line. (Class of assay: confirmatory) ChEMBL. No reference
GI50 (functional) -4 PUBCHEM_BIOASSAY: NCI human tumor cell line growth inhibition assay. Data for the UO-31 Renal cell line. (Class of assay: confirmatory) ChEMBL. No reference
GI50 (functional) -4 PUBCHEM_BIOASSAY: NCI human tumor cell line growth inhibition assay. Data for the ACHN Renal cell line. (Class of assay: confirmatory) ChEMBL. No reference
GI50 (functional) -4 PUBCHEM_BIOASSAY: NCI human tumor cell line growth inhibition assay. Data for the HL-60(TB) Leukemia cell line. (Class of assay: confirmatory) ChEMBL. No reference
GI50 (functional) -4 PUBCHEM_BIOASSAY: NCI human tumor cell line growth inhibition assay. Data for the SF-539 Central Nervous System cell line. (Class of assay: confirmatory) ChEMBL. No reference
GI50 (functional) -4 PUBCHEM_BIOASSAY: NCI human tumor cell line growth inhibition assay. Data for the SK-MEL-5 Melanoma cell line. (Class of assay: confirmatory) ChEMBL. No reference
GI50 (functional) -4 PUBCHEM_BIOASSAY: NCI human tumor cell line growth inhibition assay. Data for the MALME-3M Melanoma cell line. (Class of assay: confirmatory) ChEMBL. No reference
Hypersensitivity factor (functional) = 1.2 Aerobic cytotoxicity of the compound against UV4 cells in a growth inhibition microassay ChEMBL. 8308864
Hypersensitivity factor (functional) = 1.7 Aerobic cytotoxicity of the compound against murine mammary carcinoma EMT6 cells in a growth inhibition microassay ChEMBL. 8308864
Hypersensitivity factor (functional) = 3.5 Aerobic cytotoxicity of the compound against human melanoma FME cells in a growth inhibition microassay ChEMBL. 8308864
IC50 (functional) = 3.8 mM Concentration of the compound required to reduce AA8 cell numbers to 50% of controls in a growth inhibition microassay ChEMBL. 8308864
logP (ADMET) = -0.79 Partition coefficient (logP) ChEMBL. 8308864
Ratio (functional) > 7 The ratio of aerobic CT10 to hypoxic CT10. ChEMBL. 8308864
Solubility = 8.6 Solubility in mMol was measured by UV spectrophotometry. ChEMBL. 8308864
TI (ADMET) = 4 Invitro therapeutic index of the compound (aerobic IC50 / hypoxic C1.6) ChEMBL. 8308864
Uptake ratio (functional) = 0.52 Ratio of mean intracellular to extracellular compound concentration determined under hypoxic condition. ChEMBL. 8308864

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

1 literature reference was collected for this gene.

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