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  


Substructure search Similarity search

Network

Hover on a compound node to display the structore

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 Isocitrate lyase Icl (isocitrase) (isocitratase) Curated by TDR Targets References
Mycobacterium tuberculosis Probable isocitrate lyase AceAa [first part] (isocitrase) (isocitratase) (Icl) Curated by TDR Targets References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Mycobacterium ulcerans isocitrate lyase Icl 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 ulcerans isocitrate lyase AceAb 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
Candida albicans isocitrate lyase capable of functionally substituting for S. cerevisiae ICL1 (YER065C) Get druggable targets OG5_129572 All targets in OG5_129572
Mycobacterium tuberculosis Probable isocitrate lyase AceAa [first 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
Mycobacterium tuberculosis Probable isocitrate lyase AceAb [second part] (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
Mycobacterium tuberculosis Isocitrate lyase Icl (isocitrase) (isocitratase) 0.1882 1 1
Brugia malayi latrophilin 2 splice variant baaae 0.0036 0.0136 0.6031
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0048 0.0202 1
Schistosoma mansoni hypothetical protein 0.0017 0.0032 0.159
Loa Loa (eye worm) pigment dispersing factor receptor c 0.0053 0.0225 1
Toxoplasma gondii isocitrate dehydrogenase 0.0017 0.0032 0.5
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0048 0.0202 1
Onchocerca volvulus 0.0011 0 0.5
Brugia malayi isocitrate dehydrogenase 0.0017 0.0032 0.1432
Loa Loa (eye worm) GTP-binding regulatory protein Gs alpha-S chain 0.0048 0.0202 0.8966
Loa Loa (eye worm) hypothetical protein 0.0017 0.0032 0.1426
Echinococcus multilocularis isocitrate dehydrogenase 2 (NADP+) 0.0017 0.0032 0.1597
Echinococcus granulosus diuretic hormone 44 receptor GPRdih2 0.0017 0.0032 0.159
Trypanosoma brucei isocitrate dehydrogenase [NADP], mitochondrial precursor, putative 0.0017 0.0032 0.5
Mycobacterium ulcerans isocitrate lyase AceAb 0.1882 1 0.5
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0048 0.0202 1
Trypanosoma cruzi isocitrate dehydrogenase [NADP], mitochondrial precursor, putative 0.0017 0.0032 0.5
Toxoplasma gondii isocitrate dehydrogenase 0.0017 0.0032 0.5
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
Onchocerca volvulus Steroid hormone receptor family member cnr14 homolog 0.0011 0 0.5
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0048 0.0202 1
Schistosoma mansoni hypothetical protein 0.0036 0.0136 0.6727
Echinococcus multilocularis isocitrate dehydrogenase 0.0017 0.0032 0.1597
Plasmodium vivax isocitrate dehydrogenase [NADP], mitochondrial, putative 0.0017 0.0032 0.5
Echinococcus multilocularis cadherin EGF LAG seven pass G type receptor 0.0017 0.0032 0.159
Echinococcus granulosus cadherin EGF LAG seven pass G type receptor 0.0017 0.0032 0.159
Echinococcus granulosus NADP dependent isocitrate dehydrogenase 0.0017 0.0032 0.1597
Brugia malayi calcium-independent alpha-latrotoxin receptor 2, putative 0.0017 0.0032 0.1426
Echinococcus multilocularis GPCR, family 2 0.0017 0.0032 0.159
Trypanosoma cruzi isocitrate dehydrogenase, putative 0.0017 0.0032 0.5
Loa Loa (eye worm) isocitrate dehydrogenase 0.0017 0.0032 0.1432
Loa Loa (eye worm) hypothetical protein 0.0053 0.0225 1
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0048 0.0202 1
Schistosoma mansoni hypothetical protein 0.0017 0.0032 0.159
Leishmania major isocitrate dehydrogenase [NADP], mitochondrial precursor, putative 0.0017 0.0032 0.5
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0048 0.0202 1
Echinococcus granulosus GPCR family 2 0.0017 0.0032 0.159
Brugia malayi Latrophilin receptor protein 2 0.0017 0.0032 0.1426
Brugia malayi Isocitrate dehydrogenase 0.0017 0.0032 0.1432
Mycobacterium tuberculosis Probable isocitrate lyase AceAb [second part] (isocitrase) (isocitratase) (Icl) 0.1882 1 1
Echinococcus multilocularis diuretic hormone 44 receptor GPRdih2 0.0017 0.0032 0.159
Brugia malayi Corticotropin releasing factor receptor 2 precursor, putative 0.0053 0.0225 1
Onchocerca volvulus Bile acid receptor homolog 0.0011 0 0.5
Schistosoma mansoni hypothetical protein 0.0017 0.0032 0.159
Loa Loa (eye worm) latrophilin receptor protein 2 0.0017 0.0032 0.1426
Onchocerca volvulus Protein ultraspiracle homolog 0.0011 0 0.5
Plasmodium falciparum isocitrate dehydrogenase [NADP], mitochondrial 0.0017 0.0032 0.5
Mycobacterium tuberculosis Probable isocitrate lyase AceAa [first part] (isocitrase) (isocitratase) (Icl) 0.1882 1 1
Loa Loa (eye worm) hypothetical protein 0.0036 0.0136 0.6031
Brugia malayi GTP-binding regulatory protein Gs alpha-S chain, putative 0.0048 0.0202 0.8966
Trypanosoma brucei isocitrate dehydrogenase, putative 0.0017 0.0032 0.5
Echinococcus multilocularis NADP dependent isocitrate dehydrogenase 0.0017 0.0032 0.1597
Mycobacterium ulcerans isocitrate lyase Icl 0.1882 1 0.5
Echinococcus multilocularis NADP dependent isocitrate dehydrogenase 0.0017 0.0032 0.1597
Echinococcus multilocularis NADP dependent isocitrate dehydrogenase 0.0017 0.0032 0.1597
Schistosoma mansoni NADP-specific isocitrate dehydrogenase 0.0017 0.0032 0.1597
Brugia malayi Calcitonin receptor-like protein seb-1 0.0053 0.0225 1

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:

Affected Entity Phenotypic quality Occurs in Occurs at Evidence Observed in Targets
catalytic activity (GO:0003824) decreased (PATO:0000468) in vitro (MI:0492) inferred from specific protein inhibition (ECO:0000020) Mycobacterium tuberculosis 5624  
Annotator: crowther@u.washington.edu Comment: 2007-12-12 References: 10572116
catalytic activity (GO:0003824) decreased (PATO:0000468) in vitro (MI:0492) inferred from specific protein inhibition (ECO:0000020) Mycobacterium tuberculosis 5625  
Annotator: crowther@u.washington.edu Comment: 2007-12-12 References: 10572116
catalytic activity (GO:0003824) decreased (PATO:0000468) in vitro (MI:0492) inferred from specific protein inhibition (ECO:0000020) Mycobacterium tuberculosis 6243  
Annotator: crowther@u.washington.edu Comment: 2007-12-12 References: 10572116

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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