Detailed information for compound 1545118

Basic information

Technical information
  • TDR Targets ID: 1545118
  • Name: 2-[4-(1,3-dioxoisoindol-2-yl)-2-hydroxy-3-oxo butyl]isoindole-1,3-dione
  • MW: 378.335 | Formula: C20H14N2O6
  • H donors: 1 H acceptors: 6 LogP: 0.71 Rotable bonds: 5
    Rule of 5 violations (Lipinski): 1
  • SMILES: OC(C(=O)CN1C(=O)c2c(C1=O)cccc2)CN1C(=O)c2c(C1=O)cccc2
  • InChi: 1S/C20H14N2O6/c23-15(9-21-17(25)11-5-1-2-6-12(11)18(21)26)16(24)10-22-19(27)13-7-3-4-8-14(13)20(22)28/h1-8,15,23H,9-10H2
  • InChiKey: ZJZYQKKDHFXIAM-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 2-[4-(1,3-dioxoisoindolin-2-yl)-2-hydroxy-3-oxo-butyl]isoindoline-1,3-dione
  • 2-[4-(1,3-dioxo-2-isoindolinyl)-2-hydroxy-3-oxobutyl]isoindoline-1,3-dione
  • 2-[4-(1,3-diketoisoindolin-2-yl)-2-hydroxy-3-keto-butyl]isoindoline-1,3-quinone
  • 79186-31-5
  • NCI60_003138
  • 2-[4-(1,3-dioxoisoindol-2-yl)-2-hydroxy-3-oxo-butyl]isoindole-1,3-dione
  • NSC351351

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
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
Loa Loa (eye worm) MH2 domain-containing protein Get druggable targets OG5_131716 All targets in OG5_131716
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
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
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
Mycobacterium ulcerans aldehyde dehydrogenase 0.0073 0.3968 1
Mycobacterium tuberculosis Probable aldehyde dehydrogenase 0.0073 0.3968 0.4899
Mycobacterium tuberculosis Probable NADH dehydrogenase Ndh 0.0118 0.6906 0.8837
Echinococcus multilocularis thioredoxin glutathione reductase 0.0052 0.254 0.6094
Leishmania major aldehyde dehydrogenase, mitochondrial precursor 0.0073 0.3968 1
Loa Loa (eye worm) MH2 domain-containing protein 0.0144 0.8639 1
Trypanosoma cruzi trypanothione reductase, putative 0.0052 0.254 1
Loa Loa (eye worm) hypothetical protein 0.0134 0.7962 0.8889
Brugia malayi Thioredoxin reductase 0.0052 0.254 0.294
Mycobacterium ulcerans aldehyde dehydrogenase 0.0073 0.3968 1
Trypanosoma brucei trypanothione reductase 0.0052 0.254 1
Mycobacterium tuberculosis Probable reductase 0.0118 0.6906 0.8837
Echinococcus multilocularis aldehyde dehydrogenase, mitochondrial 0.0073 0.3968 1
Treponema pallidum NADH oxidase 0.0018 0.0313 0.5
Mycobacterium tuberculosis Dihydrolipoamide dehydrogenase LpdC (lipoamide reductase (NADH)) (lipoyl dehydrogenase) (dihydrolipoyl dehydrogenase) (diaphoras 0.0131 0.7773 1
Toxoplasma gondii thioredoxin reductase 0.0052 0.254 0.6094
Schistosoma mansoni aldehyde dehydrogenase 0.0073 0.3968 0.3772
Leishmania major trypanothione reductase 0.0052 0.254 0.6094
Mycobacterium tuberculosis Probable nitrite reductase [NAD(P)H] large subunit [FAD flavoprotein] NirB 0.0118 0.6906 0.8837
Chlamydia trachomatis dihydrolipoyl dehydrogenase 0.0018 0.0313 0.5
Loa Loa (eye worm) hypothetical protein 0.0134 0.7962 0.8889
Wolbachia endosymbiont of Brugia malayi dihydrolipoamide dehydrogenase E3 component 0.0018 0.0313 0.5
Echinococcus granulosus aldehyde dehydrogenase mitochondrial 0.0073 0.3968 1
Echinococcus granulosus thioredoxin glutathione reductase 0.0052 0.254 0.6094
Toxoplasma gondii aldehyde dehydrogenase 0.0073 0.3968 1
Wolbachia endosymbiont of Brugia malayi dihydrolipoamide dehydrogenase E3 component 0.0018 0.0313 0.5
Trichomonas vaginalis glutathione reductase, putative 0.0018 0.0313 0.5
Plasmodium vivax glutathione reductase, putative 0.0052 0.254 1
Mycobacterium leprae DIHYDROLIPOAMIDE DEHYDROGENASE LPD (LIPOAMIDE REDUCTASE (NADH)) (LIPOYL DEHYDROGENASE) (DIHYDROLIPOYL DEHYDROGENASE) (DIAPHORASE 0.0131 0.7773 1
Mycobacterium tuberculosis Putative ferredoxin reductase 0.0118 0.6906 0.8837
Trichomonas vaginalis mercuric reductase, putative 0.0018 0.0313 0.5
Schistosoma mansoni aldehyde dehydrogenase 0.0073 0.3968 0.3772
Mycobacterium tuberculosis Probable oxidoreductase 0.0131 0.7773 1
Giardia lamblia NADH oxidase lateral transfer candidate 0.0018 0.0313 0.5
Brugia malayi glutathione reductase 0.0052 0.254 0.294
Mycobacterium tuberculosis NADPH-dependent mycothiol reductase Mtr 0.0052 0.254 0.2985
Mycobacterium tuberculosis NAD(P)H quinone reductase LpdA 0.0131 0.7773 1
Plasmodium falciparum glutathione reductase 0.0052 0.254 1
Mycobacterium tuberculosis Probable membrane NADH dehydrogenase NdhA 0.0118 0.6906 0.8837
Brugia malayi dihydrolipoyl dehydrogenase, mitochondrial precursor, putative 0.0018 0.0313 0.0363
Plasmodium falciparum thioredoxin reductase 0.0052 0.254 1
Mycobacterium ulcerans aldehyde dehydrogenase 0.0073 0.3968 1
Brugia malayi MH2 domain containing protein 0.0144 0.8639 1
Plasmodium vivax thioredoxin reductase, putative 0.0052 0.254 1
Brugia malayi hypothetical protein 0.0134 0.7962 0.9216
Onchocerca volvulus Huntingtin homolog 0.0134 0.7962 0.5
Mycobacterium tuberculosis Probable dehydrogenase 0.0118 0.6906 0.8837
Loa Loa (eye worm) transcription factor SMAD2 0.0144 0.8639 1
Onchocerca volvulus Huntingtin homolog 0.0134 0.7962 0.5

Activities

Activity type Activity value Assay description Source Reference
GI50 (functional) -4.699 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) -4.571 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) -4.49 PUBCHEM_BIOASSAY: NCI human tumor cell line growth inhibition assay. Data for the HOP-92 Non-Small Cell Lung cell line. (Class of assay: confirmatory) ChEMBL. No reference
GI50 (functional) -4.479 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) -4.35 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) -4.326 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) -4.272 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) -4.135 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 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 SK-MEL-5 Melanoma cell line. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 0.5623 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) 29.0929 uM PubChem BioAssay. qHTS for induction of synthetic lethality in tumor cells producing 2HG: qHTS for the HT-1080-NT fibrosarcoma cell line. (Class of assay: confirmatory) ChEMBL. No reference

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

No literature references available for this target.

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