Detailed information for compound 142023

Basic information

Technical information
  • TDR Targets ID: 142023
  • Name: 3-methylideneoxolane-2,5-dione
  • MW: 112.083 | Formula: C5H4O3
  • H donors: 0 H acceptors: 2 LogP: 0.17 Rotable bonds: 0
    Rule of 5 violations (Lipinski): 1
  • SMILES: O=C1OC(=O)C(=C)C1
  • InChi: 1S/C5H4O3/c1-3-2-4(6)8-5(3)7/h1-2H2
  • InChiKey: OFNISBHGPNMTMS-UHFFFAOYSA-N  

Network

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Synonyms

  • 3-methylenetetrahydrofuran-2,5-dione
  • 3-methylenetetrahydrofuran-2,5-quinone
  • 25300-97-4
  • 2170-03-8
  • 141257-20-7
  • InChI=1/C5H4O3/c1-3-2-4(6)8-5(3)7/h1-2H
  • 2,5-Furandione, dihydro-3-methylene-
  • Itaconic acid anhydride
  • Itaconic anhydride
  • Methylenesuccinic anhydride
  • NSC43979
  • Succinic anhydride, methylene-
  • 3-methylenedihydrofuran-2,5-dione
  • NSC43972
  • 2-Methylenesuccinic anhydride
  • Dihydro-3-methylene-2,5-furandione
  • EINECS 218-518-2
  • NSC 43979
  • 259926_ALDRICH

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Mycobacterium tuberculosis Probable isocitrate lyase AceAb [second part] (isocitrase) (isocitratase) (Icl) Curated by TDR Targets References
Mycobacterium tuberculosis Probable isocitrate lyase AceAa [first part] (isocitrase) (isocitratase) (Icl) Curated by TDR Targets References
Mycobacterium tuberculosis Isocitrate lyase Icl (isocitrase) (isocitratase) Curated by TDR Targets References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Mycobacterium tuberculosis Probable isocitrate lyase AceAa [first part] (isocitrase) (isocitratase) (Icl) Get druggable targets OG5_129572 All targets in OG5_129572
Mycobacterium ulcerans isocitrate lyase AceAb Get druggable targets OG5_129572 All targets in OG5_129572
Mycobacterium ulcerans isocitrate lyase Icl Get druggable targets OG5_129572 All targets in OG5_129572
Mycobacterium tuberculosis Probable isocitrate lyase AceAb [second part] (isocitrase) (isocitratase) (Icl) Get druggable targets OG5_129572 All targets in OG5_129572
Mycobacterium tuberculosis Isocitrate lyase Icl (isocitrase) (isocitratase) Get druggable targets OG5_129572 All targets in OG5_129572
Candida albicans isocitrate lyase capable of functionally substituting for S. cerevisiae ICL1 (YER065C) Get druggable targets OG5_129572 All targets in OG5_129572
Candida albicans isocitrate lyase capable of functionally substituting for S. cerevisiae ICL1 (YER065C) Get druggable targets OG5_129572 All targets in OG5_129572
Mycobacterium leprae PROBABLE ISOCITRATE LYASE AceA (ISOCITRASE) (ISOCITRATASE) (ICL) Get druggable targets OG5_129572 All targets in OG5_129572

By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Mycobacterium leprae Isocitrate lyase Probable isocitrate lyase AceAa [first part] (isocitrase) (isocitratase) (Icl) 367 aa 295 aa 87.1 %

Obtained from network model

Ranking Plot


Putative Targets List


Species Potential target Raw Global Species
Onchocerca volvulus 0.0011 0 0.5
Echinococcus multilocularis NADP dependent isocitrate dehydrogenase 0.0017 0.0032 0.1597
Brugia malayi isocitrate dehydrogenase 0.0017 0.0032 0.1432
Loa Loa (eye worm) isocitrate dehydrogenase 0.0017 0.0032 0.1432
Mycobacterium tuberculosis Probable isocitrate lyase AceAa [first part] (isocitrase) (isocitratase) (Icl) 0.1882 1 1
Plasmodium vivax isocitrate dehydrogenase [NADP], mitochondrial, putative 0.0017 0.0032 0.5
Brugia malayi Calcitonin receptor-like protein seb-1 0.0053 0.0225 1
Echinococcus multilocularis cadherin EGF LAG seven pass G type receptor 0.0017 0.0032 0.159
Onchocerca volvulus Protein ultraspiracle homolog 0.0011 0 0.5
Loa Loa (eye worm) GTP-binding regulatory protein Gs alpha-S chain 0.0048 0.0202 0.8966
Onchocerca volvulus Steroid hormone receptor family member cnr14 homolog 0.0011 0 0.5
Schistosoma mansoni hypothetical protein 0.0017 0.0032 0.159
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0048 0.0202 1
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0048 0.0202 1
Brugia malayi Corticotropin releasing factor receptor 2 precursor, putative 0.0053 0.0225 1
Echinococcus multilocularis isocitrate dehydrogenase 0.0017 0.0032 0.1597
Trypanosoma brucei isocitrate dehydrogenase [NADP], mitochondrial precursor, putative 0.0017 0.0032 0.5
Echinococcus multilocularis GPCR, family 2 0.0017 0.0032 0.159
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0048 0.0202 1
Trypanosoma brucei isocitrate dehydrogenase, putative 0.0017 0.0032 0.5
Echinococcus granulosus GPCR family 2 0.0017 0.0032 0.159
Plasmodium falciparum isocitrate dehydrogenase [NADP], mitochondrial 0.0017 0.0032 0.5
Schistosoma mansoni hypothetical protein 0.0017 0.0032 0.159
Trypanosoma cruzi isocitrate dehydrogenase, putative 0.0017 0.0032 0.5
Mycobacterium ulcerans isocitrate lyase AceAb 0.1882 1 0.5
Brugia malayi Latrophilin receptor protein 2 0.0017 0.0032 0.1426
Echinococcus multilocularis NADP dependent isocitrate dehydrogenase 0.0017 0.0032 0.1597
Mycobacterium tuberculosis Isocitrate lyase Icl (isocitrase) (isocitratase) 0.1882 1 1
Loa Loa (eye worm) latrophilin receptor protein 2 0.0017 0.0032 0.1426
Echinococcus multilocularis NADP dependent isocitrate dehydrogenase 0.0017 0.0032 0.1597
Loa Loa (eye worm) hypothetical protein 0.0017 0.0032 0.1426
Schistosoma mansoni hypothetical protein 0.0036 0.0136 0.6727
Brugia malayi GTP-binding regulatory protein Gs alpha-S chain, putative 0.0048 0.0202 0.8966
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0048 0.0202 1
Mycobacterium tuberculosis Probable isocitrate lyase AceAb [second part] (isocitrase) (isocitratase) (Icl) 0.1882 1 1
Toxoplasma gondii isocitrate dehydrogenase 0.0017 0.0032 0.5
Toxoplasma gondii isocitrate dehydrogenase 0.0017 0.0032 0.5
Echinococcus granulosus NADP dependent isocitrate dehydrogenase 0.0017 0.0032 0.1597
Echinococcus granulosus diuretic hormone 44 receptor GPRdih2 0.0017 0.0032 0.159
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0048 0.0202 1
Schistosoma mansoni NADP-specific isocitrate dehydrogenase 0.0017 0.0032 0.1597
Leishmania major isocitrate dehydrogenase [NADP], mitochondrial precursor, putative 0.0017 0.0032 0.5
Loa Loa (eye worm) pigment dispersing factor receptor c 0.0053 0.0225 1
Echinococcus granulosus cadherin EGF LAG seven pass G type receptor 0.0017 0.0032 0.159
Schistosoma mansoni hypothetical protein 0.0017 0.0032 0.159
Brugia malayi latrophilin 2 splice variant baaae 0.0036 0.0136 0.6031
Echinococcus multilocularis diuretic hormone 44 receptor GPRdih2 0.0017 0.0032 0.159
Schistosoma mansoni hypothetical protein 0.0017 0.0032 0.159
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0048 0.0202 1
Brugia malayi Isocitrate dehydrogenase 0.0017 0.0032 0.1432
Loa Loa (eye worm) hypothetical protein 0.0036 0.0136 0.6031
Brugia malayi calcium-independent alpha-latrotoxin receptor 2, putative 0.0017 0.0032 0.1426
Mycobacterium ulcerans isocitrate lyase Icl 0.1882 1 0.5
Onchocerca volvulus Bile acid receptor homolog 0.0011 0 0.5
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0048 0.0202 1
Loa Loa (eye worm) hypothetical protein 0.0053 0.0225 1
Trypanosoma cruzi isocitrate dehydrogenase [NADP], mitochondrial precursor, putative 0.0017 0.0032 0.5
Echinococcus multilocularis isocitrate dehydrogenase 2 (NADP+) 0.0017 0.0032 0.1597

Activities

Activity type Activity value Assay description Source Reference
IC50 (functional) > 50 uM Cytotoxicity against human HL60 cells after 18 hrs by annexin-V labeling-based flow cytometry ChEMBL. 22985027
IC50 (binding) > 1000 uM In vitro inhibition of farnesyl-protein transferase ChEMBL. 11755366
IC50 (binding) > 1000 uM In vitro inhibition of geranylgeranyl-protein transferase type-I ChEMBL. 11755366
IC50 (binding) > 1000 uM In vitro inhibition of farnesyl-protein transferase ChEMBL. 11755366
IC50 (binding) > 1000 uM In vitro inhibition of geranylgeranyl-protein transferase type-I ChEMBL. 11755366

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:

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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