Detailed information for compound 1408622

Basic information

Technical information
  • TDR Targets ID: 1408622
  • Name: 2-(1,3-dioxoisoindol-2-yl)-N-(3-imidazol-1-yl propyl)-3-(4-nitrophenyl)propanamide
  • MW: 447.443 | Formula: C23H21N5O5
  • H donors: 1 H acceptors: 6 LogP: 2.14 Rotable bonds: 10
    Rule of 5 violations (Lipinski): 1
  • SMILES: O=C(C(N1C(=O)c2c(C1=O)cccc2)Cc1ccc(cc1)[N+](=O)[O-])NCCCn1cncc1
  • InChi: 1S/C23H21N5O5/c29-21(25-10-3-12-26-13-11-24-15-26)20(14-16-6-8-17(9-7-16)28(32)33)27-22(30)18-4-1-2-5-19(18)23(27)31/h1-2,4-9,11,13,15,20H,3,10,12,14H2,(H,25,29)
  • InChiKey: ARTGYXOSNMJCJL-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 2-(1,3-dioxoisoindolin-2-yl)-N-(3-imidazol-1-ylpropyl)-3-(4-nitrophenyl)propanamide
  • 2-(1,3-dioxo-2-isoindolinyl)-N-[3-(1-imidazolyl)propyl]-3-(4-nitrophenyl)propanamide
  • 2-(1,3-diketoisoindolin-2-yl)-N-(3-imidazol-1-ylpropyl)-3-(4-nitrophenyl)propionamide
  • BAS 00449584
  • AG-690/36877046
  • MLS000527163
  • SMR000117637
  • 2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-N-(3-imidazol-1-yl-propyl)-3-(4-nitro-phenyl)-propionamide

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens SMAD family member 2 Starlite/ChEMBL No references
Escherichia coli penicillin-binding protein Starlite/ChEMBL No references
Homo sapiens glycoprotein hormones, alpha polypeptide Starlite/ChEMBL No references

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Mycobacterium tuberculosis Possible penicillin-binding protein Get druggable targets OG5_149948 All targets in OG5_149948
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
Toxoplasma gondii intraflagellar transport protein 172, putative glycoprotein hormones, alpha polypeptide 116 aa 94 aa 26.6 %
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 Papain family cysteine protease containing protein 0.0275 0.3427 0.3427
Loa Loa (eye worm) cathepsin B 0.0187 0.1119 0.1119
Giardia lamblia Cathepsin B precursor 0.0187 0.1119 0.5
Schistosoma mansoni SmCL2-like peptidase (C01 family) 0.0275 0.3427 0.2926
Loa Loa (eye worm) hypothetical protein 0.0372 0.5972 0.5972
Loa Loa (eye worm) hypothetical protein 0.0171 0.0708 0.0708
Loa Loa (eye worm) hypothetical protein 0.0355 0.5518 0.5518
Giardia lamblia Cathepsin B precursor 0.0187 0.1119 0.5
Trypanosoma cruzi cysteine proteinase, putative 0.0275 0.3427 0.2926
Plasmodium vivax vivapain-3 0.0275 0.3427 0.2926
Schistosoma mansoni cathepsin B-like peptidase (C01 family) 0.0372 0.5972 0.5665
Loa Loa (eye worm) hypothetical protein 0.0171 0.0708 0.0708
Schistosoma mansoni cathepsin B-like peptidase (C01 family) 0.0372 0.5972 0.5665
Loa Loa (eye worm) hypothetical protein 0.0355 0.5518 0.5518
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0355 0.5518 0.4954
Echinococcus multilocularis cathepsin b 0.0372 0.5972 0.3872
Mycobacterium tuberculosis Possible penicillin-binding protein 0.0278 0.3497 0.5
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0275 0.3427 0.2599
Loa Loa (eye worm) hypothetical protein 0.0355 0.5518 0.5518
Echinococcus granulosus cathepsin b 0.0372 0.5972 0.3872
Brugia malayi Papain family cysteine protease containing protein 0.0275 0.3427 0.3427
Schistosoma mansoni cathepsin F (C01 family) 0.0355 0.5518 0.5177
Schistosoma mansoni SmCB2 peptidase (C01 family) 0.0372 0.5972 0.5665
Schistosoma mansoni SmCL2-like peptidase (C01 family) 0.0275 0.3427 0.2926
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0275 0.3427 0.2599
Echinococcus granulosus cathepsin b 0.0372 0.5972 0.3872
Trypanosoma cruzi cysteine peptidase (N-terminal), putative 0.0275 0.3427 0.2926
Brugia malayi Cathepsin L-like cysteine proteinase 0.0355 0.5518 0.5518
Loa Loa (eye worm) papain family cysteine protease containing protein 0.0171 0.0708 0.0708
Giardia lamblia Cathepsin B precursor 0.0187 0.1119 0.5
Brugia malayi Cathepsin L-like precursor 0.0355 0.5518 0.5518
Trypanosoma cruzi cysteine peptidase C (CPC), putative 0.0187 0.1119 0.0442
Trypanosoma cruzi cysteine peptidase, clan CA, family C1, cathepsin L-like, putative 0.0355 0.5518 0.5177
Brugia malayi cathepsin L-like precursor 0.0355 0.5518 0.5518
Echinococcus multilocularis cathepsin b 0.0372 0.5972 0.3872
Plasmodium vivax unspecified product 0.0275 0.3427 0.2926
Echinococcus granulosus cathepsin l1 0.0355 0.5518 0.3182
Entamoeba histolytica cysteine proteinase, putative 0.0355 0.5518 0.3182
Brugia malayi cathepsin L-like cysteine proteinase, identical 0.0171 0.0708 0.0708
Brugia malayi Cathepsin L-like precursor 0.0355 0.5518 0.5518
Plasmodium vivax vivapain-1 0.0275 0.3427 0.2926
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0275 0.3427 0.2599
Brugia malayi Cathepsin L-like precursor 0.0171 0.0708 0.0708
Brugia malayi cathepsin F-like cysteine proteinase 0.0171 0.0708 0.0708
Schistosoma mansoni cathepsin B-like peptidase (C01 family) 0.0372 0.5972 0.5665
Trypanosoma cruzi cysteine peptidase C (CPC), putative 0.0372 0.5972 0.5665
Trypanosoma cruzi cysteine proteinase, putative 0.0275 0.3427 0.2926
Trypanosoma cruzi cysteine peptidase, putative 0.0275 0.3427 0.2926
Loa Loa (eye worm) hypothetical protein 0.0171 0.0708 0.0708
Schistosoma mansoni SmCL2-like peptidase (C01 family) 0.0275 0.3427 0.2926
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0275 0.3427 0.2599
Brugia malayi cathepsin B-like cysteine proteinase 0.0372 0.5972 0.5972
Schistosoma mansoni cathepsin B-like peptidase (C01 family) 0.0187 0.1119 0.0442
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0355 0.5518 0.4954
Trypanosoma cruzi cysteine protease, putative 0.0275 0.3427 0.2926

Activities

Activity type Activity value Assay description Source Reference
Potency (functional) 1.4125 uM PUBCHEM_BIOASSAY: qHTS for Inhibitors of binding or entry into cells for Lassa Virus. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID463114, AID540249] ChEMBL. No reference
Potency (functional) = 1.9953 um PUBCHEM_BIOASSAY: qHTS Inhibitors of AmpC Beta-Lactamase (assay with detergent). (Class of assay: confirmatory) [Related pubchem assays: 1002 (Confirmation Concentration-Response Assay for Inhibitors of AmpC Beta-Lactamase (assay with detergent)), 585 (Promiscuous and Specific Inhibitors of AmpC Beta-Lactamase (assay without detergent) - a screen old NIH MLSMR collection), 584 (Promiscuous and Specific Inhibitors of AmpC Beta-Lactamase (assay with detergent) - a screen of the old NIH MLSMR collection), 1003 (Confirmation Cuvette-Based Assay for Inhibitors of AmpC Beta-Lactamase (assay with detergent))] ChEMBL. No reference
Potency (functional) 3.1623 uM PubChem BioAssay. qHTS for Activators of Integrin-Mediated Alleviation for Muscular Dystrophy. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 6.3096 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) 11.6891 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) 89.1251 uM PUBCHEM_BIOASSAY: Inhibitors of Regulator of G Protein Signaling (RGS) 4: qHTS. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID504856] ChEMBL. No reference

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Homo sapiens ChEMBL23
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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