Detailed information for compound 1416012

Basic information

Technical information
  • TDR Targets ID: 1416012
  • Name: 2-[(3-chloro-4-hydroxy-5-nitrophenyl)methyl]i soindole-1,3-dione
  • MW: 332.695 | Formula: C15H9ClN2O5
  • H donors: 1 H acceptors: 5 LogP: 3.05 Rotable bonds: 3
    Rule of 5 violations (Lipinski): 1
  • SMILES: O=C1N(Cc2cc(Cl)c(c(c2)[N+](=O)[O-])O)C(=O)c2c1cccc2
  • InChi: 1S/C15H9ClN2O5/c16-11-5-8(6-12(13(11)19)18(22)23)7-17-14(20)9-3-1-2-4-10(9)15(17)21/h1-6,19H,7H2
  • InChiKey: YLGRPJXMEIXCFZ-UHFFFAOYSA-N  


Substructure search Similarity search

Network

Hover on a compound node to display the structore

Synonyms

  • 2-[(3-chloro-4-hydroxy-5-nitro-phenyl)methyl]isoindoline-1,3-dione
  • 2-[(3-chloro-4-hydroxy-5-nitrophenyl)methyl]isoindoline-1,3-dione
  • 2-(3-chloro-4-hydroxy-5-nitro-benzyl)isoindoline-1,3-quinone
  • 2-[(3-chloro-4-hydroxy-5-nitro-phenyl)methyl]isoindole-1,3-dione
  • A3135/0132560

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Influenza A virus Nonstructural protein 1 Starlite/ChEMBL No references
Homo sapiens nuclear factor, erythroid 2-like 2 Starlite/ChEMBL No references
Homo sapiens SMAD family member 2 Starlite/ChEMBL No references

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Brugia malayi MH2 domain containing protein Get druggable targets OG5_131716 All targets in OG5_131716
Loa Loa (eye worm) transcription factor SMAD2 Get druggable targets OG5_131716 All targets in OG5_131716
Loa Loa (eye worm) MH2 domain-containing protein Get druggable targets OG5_131716 All targets in OG5_131716
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Mycobacterium tuberculosis Hypothetical protein Nonstructural protein 1   230 aa 202 aa 23.8 %
Brugia malayi MH2 domain containing protein SMAD family member 2 467 aa 405 aa 31.6 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Brugia malayi Voltage-gated potassium channel, EAG (KCNH1)-related. C. elegans egl-2 ortholog 0.0045 0.0038 0.0038
Brugia malayi FAD binding domain containing protein 0.0322 0.5828 0.5828
Brugia malayi MH2 domain containing protein 0.0144 0.2104 0.2104
Schistosoma mansoni NADH-cytochrome B5 reductase 0.0059 0.0333 0.0333
Echinococcus granulosus NADH cytochrome b5 reductase 3 0.0059 0.0333 0.0333
Entamoeba histolytica type A flavoprotein, putative 0.02 0.3265 1
Plasmodium vivax hypothetical protein, conserved 0.02 0.3265 0.3033
Trypanosoma cruzi NADPH-dependent FMN/FAD containing oxidoreductase, putative 0.0522 1 1
Entamoeba histolytica type A flavoprotein, putative 0.02 0.3265 1
Entamoeba histolytica type A flavoprotein, putative 0.02 0.3265 1
Echinococcus multilocularis potassium voltage gated channel subfamily H 0.0156 0.2355 0.2355
Echinococcus multilocularis NADPH dependent diflavin oxidoreductase 1 0.0522 1 1
Plasmodium vivax flavodoxin domain containing protein 0.0463 0.876 0.8717
Echinococcus granulosus cytochrome b5 reductase 4 0.0059 0.0333 0.0333
Trypanosoma brucei S-adenosyl-L-methionine-dependent tRNA 4-demethylwyosine synthase, putative 0.02 0.3265 0.3033
Toxoplasma gondii flavodoxin domain-containing protein 0.0259 0.4505 1
Loa Loa (eye worm) voltage and ligand gated potassium channel 0.0156 0.2355 0.2326
Loa Loa (eye worm) diaphorase 0.0059 0.0333 0.0296
Brugia malayi flavodoxin family protein 0.02 0.3265 0.3265
Echinococcus granulosus methionine synthase reductase 0.0322 0.5828 0.5828
Plasmodium falciparum nitric oxide synthase, putative 0.0522 1 1
Brugia malayi FAD binding domain containing protein 0.0522 1 1
Loa Loa (eye worm) cytochrome b5 reductase 4 0.0059 0.0333 0.0296
Schistosoma mansoni voltage-gated potassium channel 0.0171 0.2655 0.2655
Trypanosoma brucei NADPH--cytochrome P450 reductase, putative 0.0522 1 1
Trypanosoma cruzi cytochrome P450 reductase, putative 0.0522 1 1
Echinococcus multilocularis cytochrome b5 reductase 4 0.0059 0.0333 0.0333
Echinococcus multilocularis NADH cytochrome b5 reductase 3 0.0059 0.0333 0.0333
Mycobacterium tuberculosis Probable monooxygenase 0.0059 0.0333 0.5
Echinococcus multilocularis methionine synthase reductase 0.0322 0.5828 0.5828
Brugia malayi diaphorase 0.0059 0.0333 0.0333
Giardia lamblia Hypothetical protein 0.0463 0.876 1
Echinococcus granulosus cytochrome b5 reductase 4 0.0059 0.0333 0.0333
Toxoplasma gondii flavodoxin domain-containing protein 0.0259 0.4505 1
Mycobacterium tuberculosis Hypothetical oxidoreductase 0.0059 0.0333 0.5
Loa Loa (eye worm) hypothetical protein 0.0136 0.1924 0.1894
Entamoeba histolytica type A flavoprotein, putative 0.02 0.3265 1
Plasmodium falciparum NADPH--cytochrome P450 reductase, putative 0.02 0.3265 0.3033
Loa Loa (eye worm) MH2 domain-containing protein 0.0144 0.2104 0.2074
Loa Loa (eye worm) FAD binding domain-containing protein 0.0322 0.5828 0.5812
Schistosoma mansoni diflavin oxidoreductase 0.0259 0.4505 0.4505
Mycobacterium tuberculosis Possible oxygenase 0.0059 0.0333 0.5
Schistosoma mansoni cytochrome P450 reductase 0.0522 1 1
Mycobacterium tuberculosis Possible electron transfer protein FdxB 0.0059 0.0333 0.5
Onchocerca volvulus 0.0059 0.0333 0.5
Trichomonas vaginalis NADPH cytochrome P450, putative 0.02 0.3265 0.1431
Trypanosoma brucei NADPH--cytochrome P450 reductase, putative 0.0522 1 1
Echinococcus granulosus NADPH dependent diflavin oxidoreductase 1 0.0522 1 1
Plasmodium falciparum S-adenosyl-L-methionine-dependent tRNA 4-demethylwyosine synthase, putative 0.02 0.3265 0.3033
Schistosoma mansoni cytochrome B5 0.0059 0.0333 0.0333
Trypanosoma cruzi Flavodoxin/Radical SAM superfamily/Wyosine base formation, putative 0.02 0.3265 0.3033
Brugia malayi Cytochrome b5-like Heme/Steroid binding domain containing protein 0.0059 0.0333 0.0333
Trypanosoma brucei NADPH-cytochrome p450 reductase, putative 0.0522 1 1
Trypanosoma cruzi NADPH--cytochrome P450 reductase, putative 0.02 0.3265 0.3033
Trypanosoma brucei NADPH-dependent diflavin oxidoreductase 1 0.0522 1 1
Schistosoma mansoni NADPH flavin oxidoreductase 0.0263 0.4588 0.4588
Schistosoma mansoni 5-methyl tetrahydrofolate-homocysteine methyltransferase reductase 0.0322 0.5828 0.5828
Trichomonas vaginalis NADPH fad oxidoreductase, putative 0.0463 0.876 0.8422
Leishmania major p450 reductase, putative 0.0522 1 1
Entamoeba histolytica type A flavoprotein, putative 0.02 0.3265 1
Echinococcus multilocularis NADPH cytochrome P450 reductase 0.0522 1 1
Trypanosoma cruzi Flavodoxin/Radical SAM superfamily/Wyosine base formation, putative 0.02 0.3265 0.3033
Loa Loa (eye worm) flavodoxin family protein 0.02 0.3265 0.3239
Schistosoma mansoni voltage-gated potassium channel 0.0045 0.0038 0.0038
Trichomonas vaginalis sulfite reductase, putative 0.0522 1 1
Echinococcus granulosus potassium voltage gated channel subfamily H 0.0045 0.0038 0.0038
Chlamydia trachomatis sulfite reductase 0.0322 0.5828 1
Mycobacterium tuberculosis Probable oxidoreductase 0.0059 0.0333 0.5
Loa Loa (eye worm) FAD binding domain-containing protein 0.0522 1 1
Brugia malayi Voltage-gated potassium channel, HERG (KCNH2)-related. C. elegans unc-103 ortholog 0.0156 0.2355 0.2355
Echinococcus multilocularis potassium voltage gated channel subfamily H 0.0045 0.0038 0.0038
Giardia lamblia Nitric oxide synthase, inducible 0.0463 0.876 1
Loa Loa (eye worm) transcription factor SMAD2 0.0144 0.2104 0.2074
Leishmania major cytochrome P450 reductase, putative 0.0463 0.876 0.8717
Loa Loa (eye worm) hypothetical protein 0.0522 1 1
Echinococcus granulosus NADPH cytochrome P450 reductase 0.0522 1 1
Trypanosoma cruzi p450 reductase, putative 0.0522 1 1
Echinococcus multilocularis voltage gated potassium channel 0.0045 0.0038 0.0038
Trypanosoma cruzi cytochrome P450 reductase, putative 0.0522 1 1
Leishmania major hypothetical protein, conserved 0.02 0.3265 0.3033
Echinococcus granulosus potassium voltage gated channel subfamily H 0.0156 0.2355 0.2355
Schistosoma mansoni voltage-gated potassium channel 0.0045 0.0038 0.0038
Mycobacterium ulcerans formate dehydrogenase H FdhF 0.0522 1 1
Plasmodium vivax NADPH-cytochrome p450 reductase, putative 0.0522 1 1
Echinococcus granulosus voltage gated potassium channel 0.0045 0.0038 0.0038
Trichomonas vaginalis NADPH cytochrome P450, putative 0.02 0.3265 0.1431
Trichomonas vaginalis NADPH cytochrome P450, putative 0.02 0.3265 0.1431
Leishmania major NADPH-cytochrome p450 reductase-like protein 0.0522 1 1
Schistosoma mansoni voltage-gated potassium channel 0.0171 0.2655 0.2655
Treponema pallidum flavodoxin 0.02 0.3265 1
Trichomonas vaginalis NADPH cytochrome P450, putative 0.02 0.3265 0.1431

Activities

Activity type Activity value Assay description Source Reference
Potency (functional) = 1.4125 um PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors of Influenza NS1 Protein Function. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 12.5893 uM PUBCHEM_BIOASSAY: qHTS for Inhibitors of TGF-b. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID588856, AID588860] ChEMBL. No reference
Potency (functional) 13.1154 uM PUBCHEM_BIOASSAY: Primary qHTS for delayed death inhibitors of the malarial parasite plastid, 96 hour incubation. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID488745, AID488752, AID488774, AID504848, AID504850] ChEMBL. No reference
Potency (functional) 16.3601 uM PUBCHEM_BIOASSAY: Nrf2 qHTS screen for inhibitors. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID493153, AID493163, AID504648] ChEMBL. No reference
Potency (functional) 70.7946 uM PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors of BAZ2B. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID504391] ChEMBL. No reference

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Plasmodium falciparum ChEMBL23

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

No literature references available for this target.

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