Detailed information for compound 1348073

Basic information

Technical information
  • TDR Targets ID: 1348073
  • Name: 8,8-dimethyl-2-phenyl-4,5,6,7,9,9a-hexahydro- 3aH-benzo[f]isoindole-1,3-dione
  • MW: 309.402 | Formula: C20H23NO2
  • H donors: 0 H acceptors: 2 LogP: 3.28 Rotable bonds: 1
    Rule of 5 violations (Lipinski): 1
  • SMILES: O=C1N(c2ccccc2)C(=O)C2C1CC1=C(C2)CCCC1(C)C
  • InChi: 1S/C20H23NO2/c1-20(2)10-6-7-13-11-15-16(12-17(13)20)19(23)21(18(15)22)14-8-4-3-5-9-14/h3-5,8-9,15-16H,6-7,10-12H2,1-2H3
  • InChiKey: HUIBWWOGCNJTFS-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 8,8-dimethyl-2-phenyl-4,5,6,7,9,9a-hexahydro-3aH-benzo[f]isoindole-1,3-quinone
  • BIM-0040085.P001
  • EU-0074684
  • Oprea1_460413
  • SMR000012621
  • Oprea1_620675
  • MixCom6_002228
  • STK000107
  • CBMicro_040244
  • STOCK1N-25769
  • 5,5-Dimethyl-2-phenyl-3a,4,5,6,7,8,9,9a-octahydro-benzo[f]isoindole-1,3-dione
  • MLS000071571
  • BAS 03840646

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens glucagon-like peptide 1 receptor Starlite/ChEMBL No references
Equus caballus Ferritin light chain Starlite/ChEMBL No references
Homo sapiens GNAS complex locus Starlite/ChEMBL No references
Homo sapiens geminin, DNA replication inhibitor 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) GTP-binding regulatory protein Gs alpha-S chain Get druggable targets OG5_131088 All targets in OG5_131088
Echinococcus granulosus guanine nucleotide binding protein Gs subunit Get druggable targets OG5_131088 All targets in OG5_131088
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) Get druggable targets OG5_131088 All targets in OG5_131088
Brugia malayi GTP-binding regulatory protein Gs alpha-S chain, putative Get druggable targets OG5_131088 All targets in OG5_131088
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit Get druggable targets OG5_131088 All targets in OG5_131088
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) Get druggable targets OG5_131088 All targets in OG5_131088
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) Get druggable targets OG5_131088 All targets in OG5_131088
Schistosoma japonicum ko:K04632 guanine nucleotide binding protein (G protein), alpha stimulating, putative Get druggable targets OG5_131088 All targets in OG5_131088
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit Get druggable targets OG5_131088 All targets in OG5_131088
Echinococcus granulosus guanine nucleotide binding protein Gs subunit Get druggable targets OG5_131088 All targets in OG5_131088
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Schistosoma mansoni apoferritin-2 Ferritin light chain   175 aa 146 aa 28.8 %
Schistosoma mansoni GTP-binding protein alpha subunit gna GNAS complex locus 394 aa 450 aa 28.7 %
Echinococcus multilocularis expressed protein Ferritin light chain   175 aa 146 aa 30.1 %
Loa Loa (eye worm) pigment dispersing factor receptor c glucagon-like peptide 1 receptor 463 aa 388 aa 25.8 %
Schistosoma mansoni ferritin Ferritin light chain   175 aa 171 aa 43.9 %
Echinococcus granulosus expressed protein Ferritin light chain   175 aa 146 aa 28.8 %
Schistosoma mansoni ferritin Ferritin light chain   175 aa 171 aa 44.4 %
Schistosoma mansoni apoferritin-2 Ferritin light chain   175 aa 142 aa 29.6 %
Schistosoma japonicum Ferritin, putative Ferritin light chain   175 aa 144 aa 24.3 %
Brugia malayi Hypothetical 65.5 kDa Trp-Asp repeats containing protein F02E8.5 inchromosome X geminin, DNA replication inhibitor 209 aa 176 aa 27.8 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Trypanosoma cruzi cytochrome p450-like protein, putative 0.0034 0.0255 0.5
Loa Loa (eye worm) pigment dispersing factor receptor c 0.006 0.0715 1
Mycobacterium ulcerans cytochrome P450 105Q4 Cyp105Q4 0.0034 0.0255 0.5
Trypanosoma brucei cytochrome P450, putative 0.0034 0.0255 0.5
Mycobacterium tuberculosis Probable cytochrome P450 138 Cyp138 0.0034 0.0255 0.5
Mycobacterium tuberculosis Possible cytochrome P450 135B1 Cyp135B1 0.0034 0.0255 0.5
Giardia lamblia NADPH oxidoreductase, putative 0.0595 1 0.5
Loa Loa (eye worm) hypothetical protein 0.006 0.0715 1
Schistosoma mansoni hypothetical protein 0.0034 0.0255 0.0791
Mycobacterium tuberculosis Probable cytochrome P450 128 Cyp128 0.0034 0.0255 0.5
Brugia malayi Calcitonin receptor-like protein seb-1 0.006 0.0715 1
Schistosoma mansoni hypothetical protein 0.0205 0.3223 1
Mycobacterium tuberculosis Cytochrome P450 51 Cyp51 (CYPL1) (P450-L1A1) (sterol 14-alpha demethylase) (lanosterol 14-alpha demethylase) (P450-14DM) 0.0034 0.0255 0.5
Leishmania major cytochrome p450-like protein 0.0034 0.0255 0.5
Mycobacterium ulcerans cytochrome P450 126A3 Cyp126A3 0.0034 0.0255 0.5
Echinococcus multilocularis 0.0034 0.0255 0.0791
Mycobacterium tuberculosis Probable cytochrome P450 143 Cyp143 0.0034 0.0255 0.5
Trichomonas vaginalis NAD(P)H dehydrogenase, putative 0.0595 1 1
Mycobacterium ulcerans cytochrome P450 142A3 Cyp142A3 0.0034 0.0255 0.5
Mycobacterium ulcerans cytochrome P450 51B1 Cyp51B1 0.0034 0.0255 0.5
Trichomonas vaginalis conserved hypothetical protein 0.0446 0.7419 0.6669
Brugia malayi GTP-binding regulatory protein Gs alpha-S chain, putative 0.0055 0.0629 0.8794
Mycobacterium ulcerans cytochrome p450 150 cyp150 0.0034 0.0255 0.5
Mycobacterium tuberculosis Probable cytochrome P450 125 Cyp125 0.0034 0.0255 0.5
Loa Loa (eye worm) cytochrome P450 family protein 0.0034 0.0255 0.3565
Mycobacterium ulcerans cytochrome P450 143A3 Cyp143A3 0.0034 0.0255 0.5
Mycobacterium ulcerans cytochrome P450 143A4 Cyp143A4 0.0034 0.0255 0.5
Trichomonas vaginalis conserved hypothetical protein 0.0595 1 1
Brugia malayi latrophilin 2 splice variant baaae 0.0041 0.0384 0.5371
Leishmania major cytochrome p450-like protein 0.0034 0.0255 0.5
Trichomonas vaginalis conserved hypothetical protein 0.0595 1 1
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0055 0.0629 0.195
Toxoplasma gondii cytochrome p450 superfamily protein 0.0034 0.0255 0.5
Mycobacterium ulcerans cytochrome P450 108B4 Cyp108B4 0.0034 0.0255 0.5
Mycobacterium leprae Conserved hypothetical protein 0.0034 0.0255 0.5
Brugia malayi Corticotropin releasing factor receptor 2 precursor, putative 0.006 0.0715 1
Trichomonas vaginalis conserved hypothetical protein 0.0595 1 1
Mycobacterium ulcerans cytochrome P450 188A3 Cyp188A3 0.0034 0.0255 0.5
Mycobacterium tuberculosis Probable cytochrome P450 123 Cyp123 0.0034 0.0255 0.5
Echinococcus granulosus geminin 0.0205 0.3223 1
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0055 0.0629 0.195
Mycobacterium tuberculosis Probable cytochrome P450 137 Cyp137 0.0034 0.0255 0.5
Brugia malayi Cytochrome P450 family protein 0.0034 0.0255 0.3565
Mycobacterium ulcerans cytochrome P450 123A3 Cyp123A3 0.0034 0.0255 0.5
Trypanosoma cruzi cytochrome P450, putative 0.0034 0.0255 0.5
Mycobacterium ulcerans cytochrome P450 187A5 Cyp187A5 0.0034 0.0255 0.5
Echinococcus granulosus cytochrome P450 2K1 0.0034 0.0255 0.0791
Trichomonas vaginalis conserved hypothetical protein 0.0595 1 1
Mycobacterium tuberculosis Probable cytochrome P450 140 Cyp140 0.0034 0.0255 0.5
Trichomonas vaginalis NAD(P)H dehydrogenase, putative 0.0595 1 1
Trypanosoma cruzi Lanosterol 14-alpha demethylase 0.0034 0.0255 0.5
Trypanosoma brucei Lanosterol 14-alpha demethylase 0.0034 0.0255 0.5
Brugia malayi Cytochrome P450 family protein 0.0034 0.0255 0.3565
Trypanosoma cruzi Lanosterol 14-alpha demethylase 0.0034 0.0255 0.5
Schistosoma mansoni cytochrome P450 0.0034 0.0255 0.0791
Entamoeba histolytica iron-sulfur flavoprotein, putative 0.0149 0.225 0.5
Trichomonas vaginalis conserved hypothetical protein 0.0595 1 1
Trichomonas vaginalis conserved hypothetical protein 0.0595 1 1
Giardia lamblia NADPH oxidoreductase, putative 0.0595 1 0.5
Mycobacterium tuberculosis Probable cytochrome P450 139 Cyp139 0.0034 0.0255 0.5
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0055 0.0629 0.195
Trichomonas vaginalis conserved hypothetical protein 0.0595 1 1
Loa Loa (eye worm) cytochrome P450 family protein 0.0034 0.0255 0.3565
Mycobacterium tuberculosis Probable cytochrome P450 136 Cyp136 0.0034 0.0255 0.5
Mycobacterium tuberculosis Probable cytochrome P450 132 Cyp132 0.0034 0.0255 0.5
Trichomonas vaginalis conserved hypothetical protein 0.0595 1 1
Mycobacterium tuberculosis Probable cytochrome P450 144 Cyp144 0.0034 0.0255 0.5
Loa Loa (eye worm) GTP-binding regulatory protein Gs alpha-S chain 0.0055 0.0629 0.8794
Leishmania major cytochrome p450-like protein 0.0034 0.0255 0.5
Brugia malayi Cytochrome P450 family protein 0.0034 0.0255 0.3565
Echinococcus multilocularis geminin 0.0205 0.3223 1
Schistosoma mansoni hypothetical protein 0.0041 0.0384 0.1191
Schistosoma mansoni hypothetical protein 0.0205 0.3223 1
Loa Loa (eye worm) hypothetical protein 0.0041 0.0384 0.5371
Mycobacterium ulcerans cytochrome P450 189A7 Cyp189A7 0.0034 0.0255 0.5
Leishmania major lanosterol 14-alpha-demethylase, putative 0.0034 0.0255 0.5
Mycobacterium ulcerans cytochrome P450 136A2 Cyp136A2 0.0034 0.0255 0.5
Mycobacterium leprae putative cytochrome p450 0.0034 0.0255 0.5
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0055 0.0629 0.195
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0055 0.0629 0.195
Mycobacterium ulcerans cytochrome P450 140A5 Cyp140A5 0.0034 0.0255 0.5
Mycobacterium ulcerans cytochrome P450 150A6 Cyp150A6 0.0034 0.0255 0.5
Mycobacterium tuberculosis Probable cytochrome P450 130 Cyp130 0.0034 0.0255 0.5
Trichomonas vaginalis conserved hypothetical protein 0.0595 1 1
Brugia malayi cytochrome P450 0.0034 0.0255 0.3565
Trichomonas vaginalis conserved hypothetical protein 0.0595 1 1
Loa Loa (eye worm) cytochrome P450 family protein 0.0034 0.0255 0.3565
Trichomonas vaginalis conserved hypothetical protein 0.0595 1 1
Trichomonas vaginalis conserved hypothetical protein 0.0595 1 1
Entamoeba histolytica modulator of drug activity B homolog, putative 0.0149 0.225 0.5
Mycobacterium tuberculosis Probable cytochrome P450 monooxygenase 142 Cyp142 0.0034 0.0255 0.5
Mycobacterium tuberculosis Possible cytochrome P450 126 Cyp126 0.0034 0.0255 0.5
Mycobacterium tuberculosis Cytochrome P450 121 Cyp121 0.0034 0.0255 0.5
Mycobacterium ulcerans cytochrome P450 144A4 Cyp144A4 0.0034 0.0255 0.5
Trichomonas vaginalis NAD(P)H dehydrogenase, putative 0.0595 1 1
Mycobacterium ulcerans cytochrome P450 191A3 Cyp191A3 0.0034 0.0255 0.5
Mycobacterium tuberculosis Possible cytochrome P450 135A1 Cyp135A1 0.0034 0.0255 0.5
Mycobacterium tuberculosis Probable cytochrome P450 141 Cyp141 0.0034 0.0255 0.5
Mycobacterium tuberculosis Probable cytochrome P450 124 Cyp124 0.0034 0.0255 0.5
Mycobacterium ulcerans cytochrome P450 185A4 Cyp185A4 0.0034 0.0255 0.5
Loa Loa (eye worm) cytochrome P450 0.0034 0.0255 0.3565
Mycobacterium ulcerans cytochrome P450 125A7 Cyp125A7 0.0034 0.0255 0.5
Loa Loa (eye worm) CYP4Cod1 0.0034 0.0255 0.3565
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0055 0.0629 0.195
Entamoeba histolytica hypothetical protein 0.0149 0.225 0.5
Mycobacterium ulcerans cytochrome P450 187A4 Cyp187A4 0.0034 0.0255 0.5
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0055 0.0629 0.195
Trypanosoma cruzi cytochrome P450, putative 0.0034 0.0255 0.5
Trichomonas vaginalis conserved hypothetical protein 0.0595 1 1
Mycobacterium ulcerans cytochrome P450 124A1, Cyp124A1 0.0034 0.0255 0.5
Brugia malayi Cytochrome P450 family protein 0.0034 0.0255 0.3565

Activities

Activity type Activity value Assay description Source Reference
EC50 (functional) > 29.9 um PUBCHEM_BIOASSAY: Dose response cell-based high-throughput screening assay for agonists of the transient receptor potential channel ML3 (TRPML3). (Class of assay: confirmatory) [Related pubchem assays: 1526, 1424, 1448 ] ChEMBL. No reference
EC50 (functional) > 29.9 um PUBCHEM_BIOASSAY: Fluorescence counterscreen assay for TRPML3 agonists: dose response cell-based high-throughput screening assay to identify agonists of the transient receptor potential channel N1 (TRPN1). (Class of assay: confirmatory) [Related pubchem assays: 1526, 1424, 1448 ] ChEMBL. No reference
Potency (functional) 1.1689 uM PUBCHEM_BIOASSAY: Primary qHTS for delayed death inhibitors of the malarial parasite plastid, 48 hour incubation. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID488752, AID488774, AID504848, AID504850] ChEMBL. No reference
Potency (functional) 5.1735 uM PubChem BioAssay. A quantitative high throughput screen for small molecules that induce DNA re-replication in MCF 10a normal breast cells. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 10 uM PubChem BioAssay. qHTS of GLP-1 Receptor Inverse Agonists (Inhibition Mode). (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 10 uM PubChem BioAssay. qHTS for Antagonists of gsp, the Etiologic Mutation Responsible for Fibrous Dysplasia/McCune-Albright Syndrome: qHTS. (Class of assay: confirmatory) ChEMBL. No reference
Potency (binding) = 19.9526 um PUBCHEM_BIOASSAY: qHTS Assay for Identification of Novel General Anesthetics. In this assay, a GABAergic mimetic model system, apoferritin and a profluorescent 1-aminoanthracene ligand (1-AMA), was used to construct a competitive binding assay for identification of novel general anesthetics (Class of assay: confirmatory) [Related pubchem assays: 2385 (Probe Development Summary for Identification of Novel General Anesthetics), 2323 (Validation apoferritin assay run on SigmaAldrich LOPAC1280 collection)] 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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