Detailed information for compound 1304395

Basic information

Technical information
  • TDR Targets ID: 1304395
  • Name: 3-(2-hydroxy-3-methoxyphenyl)-1-(2-methylprop yl)-4,6-dioxo-5-(phenylmethyl)-3a,6a-dihydro- 3H-pyrrolo[3,4-c]pyrrol-2-ium-1-carboxylate
  • MW: 452.5 | Formula: C25H28N2O6
  • H donors: 3 H acceptors: 5 LogP: 0.06 Rotable bonds: 7
    Rule of 5 violations (Lipinski): 1
  • SMILES: COc1cccc(c1O)C1NC(C2C1C(=O)N(C2=O)Cc1ccccc1)(CC(C)C)C(=O)O
  • InChi: 1S/C25H28N2O6/c1-14(2)12-25(24(31)32)19-18(20(26-25)16-10-7-11-17(33-3)21(16)28)22(29)27(23(19)30)13-15-8-5-4-6-9-15/h4-11,14,18-20,26,28H,12-13H2,1-3H3,(H,31,32)
  • InChiKey: JRTOHKDXBKZGGE-UHFFFAOYSA-N  


Substructure search Similarity search

Network

Hover on a compound node to display the structore

Synonyms

  • 3-(2-hydroxy-3-methoxy-phenyl)-1-isobutyl-4,6-dioxo-5-(phenylmethyl)-3a,6a-dihydro-3H-pyrrolo[3,4-c]pyrrol-2-ium-1-carboxylate
  • 3-(2-hydroxy-3-methoxyphenyl)-1-isobutyl-4,6-dioxo-5-(phenylmethyl)-3a,6a-dihydro-3H-pyrrolo[3,4-c]pyrrol-2-ium-1-carboxylate
  • 5-(benzyl)-3-(2-hydroxy-3-methoxy-phenyl)-1-isobutyl-4,6-diketo-3a,6a-dihydro-3H-pyrrolo[3,4-c]pyrrol-2-ium-1-carboxylate
  • 3-(2-hydroxy-3-methoxy-phenyl)-1-(2-methylpropyl)-4,6-dioxo-5-(phenylmethyl)-3a,6a-dihydro-3H-pyrrolo[3,4-c]pyrrol-2-ium-1-carboxylate
  • 3-(2-hydroxy-3-methoxyphenyl)-1-(2-methylpropyl)-4,6-dioxo-5-(phenylmethyl)-2,3,3a,6a-tetrahydropyrrolo[3,4-c]pyrrole-1-carboxylic acid
  • 3-(2-hydroxy-3-methoxy-phenyl)-1-isobutyl-4,6-dioxo-5-(phenylmethyl)-2,3,3a,6a-tetrahydropyrrolo[3,4-c]pyrrole-1-carboxylic acid
  • 3-(2-hydroxy-3-methoxyphenyl)-1-isobutyl-4,6-dioxo-5-(phenylmethyl)-2,3,3a,6a-tetrahydropyrrolo[3,4-c]pyrrole-1-carboxylic acid
  • 5-(benzyl)-3-(2-hydroxy-3-methoxy-phenyl)-1-isobutyl-4,6-diketo-2,3,3a,6a-tetrahydropyrrolo[3,4-c]pyrrole-1-carboxylic acid
  • 3-(2-hydroxy-3-methoxy-phenyl)-1-(2-methylpropyl)-4,6-dioxo-5-(phenylmethyl)-2,3,3a,6a-tetrahydropyrrolo[3,4-c]pyrrole-1-carboxylic acid
  • SMR000027561
  • MLS000045604
  • A2850/0120282
  • 5-benzyl-3-(2-hydroxy-3-methoxyphenyl)-1-isobutyl-4,6-dioxooctahydropyrrolo[3,4-c]pyrrole-1-carboxylic acid
  • EU-0019941

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens survival of motor neuron 2, centromeric Starlite/ChEMBL No references

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Echinococcus multilocularis survival motor neuron protein 1 Get druggable targets OG5_132873 All targets in OG5_132873
Echinococcus granulosus survival motor neuron protein 1 Get druggable targets OG5_132873 All targets in OG5_132873
Brugia malayi hypothetical protein Get druggable targets OG5_132873 All targets in OG5_132873
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_132873 All targets in OG5_132873
By sequence similarity to non orthologous known druggable targets
No druggable targets predicted by sequence similarity
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Echinococcus multilocularis lamin 0.0027 0.0339 0.0513
Schistosoma mansoni tar DNA-binding protein 0.0063 0.1224 0.2258
Mycobacterium ulcerans zinc-containing alcohol dehydrogenase NAD dependent AdhB 0.0235 0.5394 1
Mycobacterium tuberculosis Possible dehydrogenase 0.0037 0.0575 0.1054
Mycobacterium ulcerans phenolpthiocerol synthesis type-I polyketide synthase PpsC 0.0037 0.0575 0.1054
Schistosoma mansoni hypothetical protein 0.0058 0.1098 0.2024
Brugia malayi oxidoreductase, zinc-binding dehydrogenase family protein 0.0037 0.0575 0.0568
Mycobacterium ulcerans zinc-dependent alcohol dehydrogenase 0.0235 0.5394 1
Mycobacterium ulcerans oxidoreductase 0.0037 0.0575 0.1054
Mycobacterium ulcerans oxidoreductase FadB5 0.0037 0.0575 0.1054
Entamoeba histolytica hypothetical protein 0.0037 0.058 1
Echinococcus granulosus lamin dm0 0.0027 0.0339 0.0513
Toxoplasma gondii Zn-containing alcohol dehydrogenase 0.0235 0.5394 1
Brugia malayi Alcohol dehydrogenase class III 0.0235 0.5394 0.539
Trypanosoma cruzi oxidoreductase, putative 0.0023 0.0251 0.4279
Loa Loa (eye worm) acyl carrier protein 0.0023 0.0251 0.0251
Mycobacterium tuberculosis Possible oxidoreductase FadB5 0.0037 0.0575 0.1054
Mycobacterium tuberculosis Probable polyketide synthase Pks8 0.0037 0.0575 0.1054
Echinococcus granulosus intermediate filament protein 0.0027 0.0339 0.0513
Leishmania major NADP-dependent alcohol dehydrogenase, putative 0.0037 0.0575 1
Toxoplasma gondii type I fatty acid synthase, putative 0.0037 0.0575 0.1054
Toxoplasma gondii quinone oxidoreductase, putative 0.0037 0.0575 0.1054
Brugia malayi oxidoreductase, zinc-binding dehydrogenase family protein 0.0023 0.0251 0.0243
Loa Loa (eye worm) intermediate filament tail domain-containing protein 0.0027 0.0339 0.0339
Echinococcus granulosus mitochondrial trans 2 enoyl coenzyme A reductase 0.0037 0.0575 0.0869
Loa Loa (eye worm) RNA binding protein 0.0063 0.1224 0.1224
Loa Loa (eye worm) alcohol dehydrogenase class III 0.0235 0.5394 0.5394
Mycobacterium ulcerans NADP-dependent oxidoreductase 0.0023 0.0251 0.0451
Mycobacterium ulcerans multifunctional mycocerosic acid synthase membrane-associated Mas 0.0037 0.0575 0.1054
Echinococcus multilocularis lamin dm0 0.0027 0.0339 0.0513
Mycobacterium ulcerans Zn-dependent alcohol dehydrogenase, AdhX 0.0037 0.0575 0.1054
Leishmania major nuclear receptor binding factor-like protein 0.0023 0.0251 0.4279
Loa Loa (eye worm) intermediate filament protein 0.0027 0.0339 0.0339
Loa Loa (eye worm) hypothetical protein 0.0027 0.0327 0.0327
Onchocerca volvulus 0.0027 0.0339 0.0172
Mycobacterium ulcerans quinone oxidoreductase 0.0037 0.0575 0.1054
Loa Loa (eye worm) cytoplasmic intermediate filament protein 0.0014 0.0035 0.0035
Echinococcus multilocularis synaptic vesicle membrane protein VAT 1 0.0013 0.0008 0.0012
Mycobacterium tuberculosis Probable multifunctional mycocerosic acid synthase membrane-associated Mas 0.0037 0.0575 0.1054
Loa Loa (eye worm) RNA recognition domain-containing protein domain-containing protein 0.0063 0.1224 0.1224
Mycobacterium ulcerans quinone oxidoreductase 0.0037 0.0575 0.1054
Loa Loa (eye worm) camk/mapkapk/mnk protein kinase 0.0425 1 1
Loa Loa (eye worm) hypothetical protein 0.0037 0.0575 0.0575
Echinococcus granulosus survival motor neuron protein 1 0.0286 0.662 1
Wolbachia endosymbiont of Brugia malayi NADPH:quinone reductase 0.0037 0.0575 0.5
Echinococcus multilocularis mitochondrial trans 2 enoyl coenzyme A reductase 0.0037 0.0575 0.0869
Onchocerca volvulus 0.0027 0.0339 0.0172
Mycobacterium ulcerans zinc-containing alcohol dehydrogenase NAD-dependent AdhB 0.0235 0.5394 1
Trypanosoma brucei oxidoreductase, putative 0.0037 0.0575 1
Mycobacterium tuberculosis Polyketide synthase Pks12 0.0037 0.0575 0.1054
Mycobacterium tuberculosis Possible quinone oxidoreductase (NADPH:quinone oxidoreductase) (zeta-crystallin) 0.0037 0.0575 0.1054
Mycobacterium tuberculosis Probable polyketide synthase Pks5 0.0037 0.0575 0.1054
Entamoeba histolytica hypothetical protein 0.0037 0.058 1
Echinococcus multilocularis tar DNA binding protein 0.0063 0.1224 0.1849
Trypanosoma cruzi oxidoreductase, putative 0.0037 0.0575 1
Schistosoma mansoni alcohol dehydrogenase 0.0235 0.5394 1
Trypanosoma cruzi oxidoreductase, putative 0.0037 0.0575 1
Loa Loa (eye worm) hypothetical protein 0.0037 0.0575 0.0575
Trypanosoma cruzi nuclear receptor binding factor, putative 0.0037 0.0575 1
Brugia malayi hypothetical protein 0.0037 0.058 0.0573
Loa Loa (eye worm) TAR-binding protein 0.0063 0.1224 0.1224
Brugia malayi TAR-binding protein 0.0063 0.1224 0.1217
Echinococcus granulosus lamin 0.0027 0.0339 0.0513
Trichomonas vaginalis alcohol dehydrogenase, putative 0.0037 0.0575 0.5
Schistosoma mansoni intermediate filament proteins 0.0027 0.0339 0.0615
Leishmania major zinc-binding dehydrogenase-like protein 0.0023 0.0251 0.4279
Brugia malayi Intermediate filament tail domain containing protein 0.0027 0.0339 0.0332
Mycobacterium tuberculosis Polyketide synthase Pks2 0.0037 0.0575 0.1054
Mycobacterium tuberculosis Probable alcohol dehydrogenase Adh 0.0037 0.0575 0.1054
Trypanosoma brucei Trans-2-enoyl-ACP reductase 2, putative 0.0023 0.0251 0.4279
Loa Loa (eye worm) oxidoreductase 0.0013 0.0008 0.0008
Trichomonas vaginalis alcohol dehydrogenase, putative 0.0037 0.0575 0.5
Brugia malayi oxidoreductase, zinc-binding dehydrogenase family protein 0.0037 0.0575 0.0568
Onchocerca volvulus 0.0058 0.1098 0.1648
Echinococcus multilocularis survival motor neuron protein 1 0.0286 0.662 1
Brugia malayi RNA binding protein 0.0063 0.1224 0.1217
Schistosoma mansoni tar DNA-binding protein 0.0063 0.1224 0.2258
Mycobacterium tuberculosis Probable quinone reductase Qor (NADPH:quinone reductase) (zeta-crystallin homolog protein) 0.0037 0.0575 0.1054
Echinococcus granulosus synaptic vesicle membrane protein VAT 1 0.0013 0.0008 0.0012
Leishmania major oxidoreductase, putative 0.0037 0.0575 1
Mycobacterium tuberculosis Possible zinc-containing alcohol dehydrogenase NAD dependent AdhB 0.0198 0.4502 0.8344
Mycobacterium ulcerans zinc-type alcohol dehydrogenase AdhD 0.0235 0.5394 1
Brugia malayi hypothetical protein 0.0286 0.662 0.6617
Mycobacterium tuberculosis Probable oxidoreductase 0.0037 0.0575 0.1054
Loa Loa (eye worm) hypothetical protein 0.0027 0.0339 0.0339
Leishmania major quinone oxidoreductase, putative 0.0037 0.0575 1
Mycobacterium tuberculosis Probable alcohol dehydrogenase AdhA 0.0037 0.0575 0.1054
Mycobacterium ulcerans NADP-dependent alcohol dehydrogenase AdhC 0.0037 0.0575 0.1054
Echinococcus granulosus Basic leucine zipper bZIP transcription 0.0037 0.058 0.0877
Mycobacterium tuberculosis Probable zinc-type alcohol dehydrogenase (E subunit) AdhE1 0.0198 0.4502 0.8344
Echinococcus granulosus tar DNA binding protein 0.0063 0.1224 0.1849
Loa Loa (eye worm) hypothetical protein 0.0037 0.0575 0.0575
Trypanosoma cruzi NADP-dependent alcohol hydrogenase, putative 0.0037 0.0575 1
Mycobacterium ulcerans short-chain dehydrogenase 0.0037 0.0575 0.1054
Trypanosoma brucei oxidoreductase, putative 0.0037 0.0575 1
Brugia malayi oxidoreductase, zinc-binding dehydrogenase family protein 0.0023 0.0251 0.0243
Mycobacterium tuberculosis Probable NADPH quinone oxidoreductase FadB4 (NADPH:quinone reductase) (zeta-crystallin) 0.0037 0.0575 0.1054
Brugia malayi cytoplasmic intermediate filament protein 0.0014 0.0035 0.0027
Schistosoma mansoni tar DNA-binding protein 0.0063 0.1224 0.2258
Mycobacterium ulcerans NADPH quinone oxidoreductase FadB4 0.0037 0.0575 0.1054
Mycobacterium tuberculosis Probable polyketide synthase Pks7 0.0037 0.0575 0.1054
Entamoeba histolytica hypothetical protein 0.0037 0.058 1
Echinococcus multilocularis Basic leucine zipper (bZIP) transcription 0.0037 0.058 0.0877
Mycobacterium ulcerans oxidoreductase 0.0023 0.0251 0.0451
Onchocerca volvulus Putative alcohol dehydrogenase 0.0235 0.5394 1
Mycobacterium tuberculosis Probable polyketide synthase Pks1 0.0037 0.0575 0.1054
Mycobacterium leprae Probable S-nitrosomycothiol reductase MscR 0.0235 0.5394 1
Schistosoma mansoni survival motor neuron protein 0.0058 0.1098 0.2024
Schistosoma mansoni lamin 0.0027 0.0339 0.0615
Loa Loa (eye worm) hypothetical protein 0.0023 0.0251 0.0251
Leishmania major d-xylulose reductase, putative 0.0037 0.0575 1
Mycobacterium tuberculosis Possible dehydrogenase 0.0037 0.0575 0.1054
Schistosoma mansoni lamin 0.0027 0.0339 0.0615
Schistosoma mansoni transcription factor LCR-F1 0.0037 0.058 0.1063
Schistosoma mansoni tar DNA-binding protein 0.0063 0.1224 0.2258
Mycobacterium tuberculosis Probable NADP-dependent alcohol dehydrogenase AdhC 0.0037 0.0575 0.1054
Brugia malayi RNA recognition motif domain containing protein 0.0063 0.1224 0.1217
Trypanosoma cruzi nuclear receptor binding factor, putative 0.0037 0.0575 1
Entamoeba histolytica hypothetical protein 0.0037 0.058 1
Mycobacterium ulcerans zinc-dependent alcohol dehydrogenase AdhE2 0.0235 0.5394 1
Mycobacterium ulcerans NADP-dependent alcohol dehydrogenase Adh 0.0037 0.0575 0.1054
Loa Loa (eye worm) hypothetical protein 0.0286 0.662 0.662
Echinococcus multilocularis musashi 0.0027 0.0339 0.0513
Onchocerca volvulus 0.0037 0.0575 0.0631
Mycobacterium ulcerans polyketide synthase 0.0037 0.0575 0.1054
Trypanosoma cruzi NADP-dependent alcohol hydrogenase, putative 0.0037 0.0575 1
Mycobacterium ulcerans quinone reductase Qor 0.0037 0.0575 0.1054
Leishmania major zinc binding dehydrogenase-like protein 0.0037 0.0575 1
Leishmania major oxidoreductase-like protein 0.0037 0.0575 1
Mycobacterium tuberculosis Probable zinc-type alcohol dehydrogenase AdhD (aldehyde reductase) 0.0235 0.5394 1
Mycobacterium tuberculosis S-nitrosomycothiol reductase MscR 0.0037 0.0575 0.1054
Schistosoma mansoni tar DNA-binding protein 0.0063 0.1224 0.2258
Trypanosoma cruzi NADP-dependent alcohol hydrogenase, putative 0.0037 0.0575 1
Brugia malayi intermediate filament protein 0.0027 0.0339 0.0332
Schistosoma mansoni zinc binding dehydrogenase 0.0037 0.0575 0.1054
Schistosoma mansoni hypothetical protein 0.0037 0.058 0.1063
Mycobacterium ulcerans dehydrogenase 0.0037 0.0575 0.1054
Brugia malayi Iron-sulfur cluster assembly accessory protein 0.0058 0.1098 0.1091
Trypanosoma cruzi NADP-dependent alcohol hydrogenase, putative 0.0037 0.0575 1
Trichomonas vaginalis alcohol dehydrogenase, putative 0.0037 0.0575 0.5

Activities

Activity type Activity value Assay description Source Reference
Potency (functional) 2.0787 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) = 6.3096 um PUBCHEM_BIOASSAY: qHTS Assay for Enhancers of SMN2 Splice Variant Expression. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) = 31.6228 um PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors and Activators of Human alpha-Glucosidase Cleavage of Glycogen. (Class of assay: confirmatory) [Related pubchem assays: 1473, 1466 ] ChEMBL. No reference
Potency (functional) 56.2341 uM PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors of Rango (Ran-regulated importin-beta cargo) - Importin beta complex formation. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID540273] 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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