Detailed information for compound 1236345

Basic information

Technical information
  • TDR Targets ID: 1236345
  • Name: (3aR,5aS,8R,9S,9aR,9bS)-8,9-dihydroxy-2-(phen ylmethyl)-4,5,5a,7,8,9,9a,9b-octahydro-3aH-be nzo[e]isoindole-1,3,6-trione
  • MW: 343.374 | Formula: C19H21NO5
  • H donors: 2 H acceptors: 5 LogP: -0.29 Rotable bonds: 2
    Rule of 5 violations (Lipinski): 1
  • SMILES: O[C@@H]1CC(=O)[C@@H]2[C@@H]([C@@H]1O)[C@H]1[C@@H](CC2)C(=O)N(C1=O)Cc1ccccc1
  • InChi: 1S/C19H21NO5/c21-13-8-14(22)17(23)15-11(13)6-7-12-16(15)19(25)20(18(12)24)9-10-4-2-1-3-5-10/h1-5,11-12,14-17,22-23H,6-9H2/t11-,12-,14-,15-,16-,17-/m1/s1
  • InChiKey: ZLPKGXQZXNRBPP-LJFFPRQNSA-N  


Substructure search Similarity search

Network

Hover on a compound node to display the structore

Synonyms

  • (3aR,5aS,8R,9S,9aR,9bS)-2-(benzyl)-8,9-dihydroxy-4,5,5a,7,8,9,9a,9b-octahydro-3aH-benzo[e]isoindole-1,3,6-trione

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens cytochrome P450, family 2, subfamily C, polypeptide 9 Starlite/ChEMBL No references
Homo sapiens APEX nuclease (multifunctional DNA repair enzyme) 1 Starlite/ChEMBL No references
Homo sapiens thyroid stimulating hormone receptor Starlite/ChEMBL No references

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Leishmania mexicana apurinic/apyrimidinic endonuclease-redox protein,AP-endonuclease Get druggable targets OG5_126768 All targets in OG5_126768
Candida albicans similar to S. cerevisiae APN2 (YBL019W) DNA repair apurinic/apyrimidinic endonuclease Get druggable targets OG5_126768 All targets in OG5_126768
Candida albicans similar to S. cerevisiae APN2 (YBL019W) DNA repair apurinic/apyrimidinic endonuclease Get druggable targets OG5_126768 All targets in OG5_126768
Trichomonas vaginalis ap endonuclease, putative Get druggable targets OG5_126768 All targets in OG5_126768
Plasmodium berghei AP endonuclease (DNA-[apurinic or apyrimidinic site] lyase), putative Get druggable targets OG5_126768 All targets in OG5_126768
Cryptosporidium hominis dna-(apurinic or apyrimidinic site) lyase Get druggable targets OG5_126768 All targets in OG5_126768
Brugia malayi exodeoxyribonuclease III family protein Get druggable targets OG5_126768 All targets in OG5_126768
Toxoplasma gondii exonuclease III APE Get druggable targets OG5_126768 All targets in OG5_126768
Leishmania braziliensis apurinic/apyrimidinic endonuclease-redox protein Get druggable targets OG5_126768 All targets in OG5_126768
Entamoeba histolytica exodeoxyribonuclease III, putative Get druggable targets OG5_126768 All targets in OG5_126768
Brugia malayi Cytochrome P450 family protein Get druggable targets OG5_126582 All targets in OG5_126582
Schistosoma japonicum ko:K10772 AP endonuclease 2, putative Get druggable targets OG5_126768 All targets in OG5_126768
Mycobacterium ulcerans exodeoxyribonuclease III protein XthA Get druggable targets OG5_126768 All targets in OG5_126768
Brugia malayi follicle stimulating hormone receptor Get druggable targets OG5_130089 All targets in OG5_130089
Schistosoma mansoni ap endonuclease Get druggable targets OG5_126768 All targets in OG5_126768
Leishmania donovani apurinic/apyrimidinic endonuclease-redox protein Get druggable targets OG5_126768 All targets in OG5_126768
Leishmania infantum apurinic/apyrimidinic endonuclease-redox protein Get druggable targets OG5_126768 All targets in OG5_126768
Trypanosoma cruzi apurinic/apyrimidinic endonuclease, putative Get druggable targets OG5_126768 All targets in OG5_126768
Plasmodium vivax AP endonuclease (DNA-[apurinic or apyrimidinic site] lyase), putative Get druggable targets OG5_126768 All targets in OG5_126768
Cryptosporidium parvum conserved hypothetical protein Get druggable targets OG5_126768 All targets in OG5_126768
Plasmodium falciparum AP endonuclease (DNA-[apurinic or apyrimidinic site] lyase), putative Get druggable targets OG5_126768 All targets in OG5_126768
Treponema pallidum exodeoxyribonuclease (exoA) Get druggable targets OG5_126768 All targets in OG5_126768
Theileria parva hypothetical protein Get druggable targets OG5_126768 All targets in OG5_126768
Trypanosoma congolense apurinic/apyrimidinic endonuclease, putative Get druggable targets OG5_126768 All targets in OG5_126768
Plasmodium yoelii putative AP endonuclease-related Get druggable targets OG5_126768 All targets in OG5_126768
Leishmania major apurinic/apyrimidinic endonuclease-redox protein Get druggable targets OG5_126768 All targets in OG5_126768
Plasmodium knowlesi AP endonuclease (DNA-[apurinic or apyrimidinic site] lyase), putative Get druggable targets OG5_126768 All targets in OG5_126768
Giardia lamblia Endonuclease/Exonuclease/phosphatase Get druggable targets OG5_126768 All targets in OG5_126768
Schistosoma mansoni ap endonuclease Get druggable targets OG5_126768 All targets in OG5_126768
Wolbachia endosymbiont of Brugia malayi exonuclease III Get druggable targets OG5_126768 All targets in OG5_126768
Neospora caninum hypothetical protein Get druggable targets OG5_126768 All targets in OG5_126768
Loa Loa (eye worm) exodeoxyribonuclease III family protein Get druggable targets OG5_126768 All targets in OG5_126768
Loa Loa (eye worm) cytochrome P450 family protein Get druggable targets OG5_126582 All targets in OG5_126582
Echinococcus multilocularis DNA (apurinic or apyrimidinic site) lyase Get druggable targets OG5_126768 All targets in OG5_126768
Loa Loa (eye worm) follicle stimulating hormone receptor Get druggable targets OG5_130089 All targets in OG5_130089
Schistosoma japonicum ko:K10771 AP endonuclease 1, putative Get druggable targets OG5_126768 All targets in OG5_126768
Schistosoma japonicum DNA-(apurinic or apyrimidinic site) lyase 2, putative Get druggable targets OG5_126768 All targets in OG5_126768
Trichomonas vaginalis ap endonuclease, putative Get druggable targets OG5_126768 All targets in OG5_126768
Schistosoma japonicum DNA-(apurinic or apyrimidinic site) lyase 2, putative Get druggable targets OG5_126768 All targets in OG5_126768
Trypanosoma brucei apurinic/apyrimidinic endonuclease, putative Get druggable targets OG5_126768 All targets in OG5_126768
Mycobacterium tuberculosis Probable exodeoxyribonuclease III protein XthA (exonuclease III) (EXO III) (AP endonuclease VI) Get druggable targets OG5_126768 All targets in OG5_126768
Trypanosoma brucei gambiense apurinic/apyrimidinic endonuclease, putative Get druggable targets OG5_126768 All targets in OG5_126768
Trypanosoma cruzi apurinic/apyrimidinic endonuclease Get druggable targets OG5_126768 All targets in OG5_126768
Echinococcus granulosus DNA apurinic or apyrimidinic site lyase Get druggable targets OG5_126768 All targets in OG5_126768
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Mycobacterium tuberculosis Probable cytochrome P450 136 Cyp136 cytochrome P450, family 2, subfamily C, polypeptide 9 490 aa 441 aa 21.8 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Brugia malayi Cytochrome P450 family protein 0.0027 0.0123 0.0123
Plasmodium falciparum aldehyde reductase, putative 0.0115 0.2464 1
Echinococcus granulosus aldo keto reductase 0.0396 1 1
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.0396 1 1
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.0396 1 1
Onchocerca volvulus 0.0396 1 1
Echinococcus granulosus aldo keto reductase family 1 member B4 0.0396 1 1
Toxoplasma gondii aldo/keto reductase family oxidoreductase 0.0115 0.2464 0.2464
Echinococcus granulosus aldo keto reductase family 1 member B4 0.0396 1 1
Leishmania major aldo-keto reductase-like protein 0.0396 1 1
Echinococcus granulosus aldo keto reductase family 1 member B4 0.0396 1 1
Toxoplasma gondii aldo-keto reductase 0.0115 0.2464 0.2464
Trichomonas vaginalis dihydrodiol dehydrogenase, putative 0.0396 1 1
Brugia malayi oxidoreductase, aldo/keto reductase family protein 0.0396 1 1
Giardia lamblia Aldose reductase 0.0396 1 1
Trichomonas vaginalis aldo-keto reductase, putative 0.0396 1 1
Echinococcus granulosus aldo keto reductase family 1 member B4 0.0396 1 1
Echinococcus multilocularis aldo keto reductase 0.0396 1 1
Loa Loa (eye worm) oxidoreductase 0.0396 1 1
Trichomonas vaginalis aldo-keto reductase, putative 0.0396 1 1
Loa Loa (eye worm) oxidoreductase 0.0396 1 1
Trichomonas vaginalis aldo-keto reductase, putative 0.0396 1 1
Schistosoma mansoni aldo-keto reductase 0.0396 1 1
Brugia malayi oxidoreductase, aldo/keto reductase family protein 0.0396 1 1
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.0396 1 1
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.0396 1 1
Trichomonas vaginalis dihydrodiol dehydrogenase, putative 0.0396 1 1
Onchocerca volvulus 0.0396 1 1
Trypanosoma brucei prostaglandin f synthase 0.0396 1 1
Echinococcus granulosus aldo keto reductase family 1 member B4 0.0396 1 1
Leishmania major prostaglandin f synthase, putative 0.0396 1 1
Trypanosoma cruzi aldo/keto reductase, putative 0.0115 0.2464 0.2464
Brugia malayi glutamate-cysteine ligase modifier subunit 0.0115 0.2464 0.2464
Trypanosoma cruzi aldo-keto reductase 0.0396 1 1
Loa Loa (eye worm) oxidoreductase 0.0396 1 1
Mycobacterium ulcerans hypothetical protein 0.0115 0.2464 0.2464
Brugia malayi oxidoreductase, aldo/keto reductase family protein 0.0396 1 1
Plasmodium vivax oxidoreductase, aldo/keto reductase domain containing protein 0.0115 0.2464 1
Onchocerca volvulus 0.0396 1 1
Brugia malayi follicle stimulating hormone receptor 0.028 0.6886 0.6886
Echinococcus granulosus aldo keto reductase 0.0396 1 1
Trichomonas vaginalis aldo-keto reductase, putative 0.0396 1 1
Mycobacterium tuberculosis Conserved protein 0.0115 0.2464 0.2464
Plasmodium falciparum aldo-keto reductase, putative 0.0115 0.2464 1
Trichomonas vaginalis aldo-keto reductase, putative 0.0396 1 1
Trichomonas vaginalis aldo-keto reductase, putative 0.0115 0.2464 0.2464
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.0396 1 1
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.0396 1 1
Echinococcus multilocularis voltage gated potassium channel subunit 0.0115 0.2464 0.2464
Loa Loa (eye worm) hypothetical protein 0.0396 1 1
Trypanosoma brucei aldo/keto reductase, putative 0.0115 0.2464 0.2464
Echinococcus granulosus aldo keto reductase family 1 member B4 0.0396 1 1
Brugia malayi NADH-dependent xylose reductase 0.0115 0.2464 0.2464
Echinococcus multilocularis aldo keto reductase 0.0396 1 1
Mycobacterium tuberculosis Probable oxidoreductase 0.0396 1 1
Trypanosoma brucei aldo-keto reductase, putative 0.0396 1 1
Trichomonas vaginalis aldo-keto reductase, putative 0.0396 1 1
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.0396 1 1
Mycobacterium leprae Conserved hypothetical protein 0.0281 0.6927 0.5922
Giardia lamblia Aldose reductase 0.0396 1 1
Echinococcus granulosus aldo keto reductase family 1, member B4 0.0115 0.2464 0.2464
Schistosoma mansoni aldo-keto reductase 0.0396 1 1
Schistosoma mansoni pol-related 0.0396 1 1
Trichomonas vaginalis aldo-keto reductase, putative 0.0396 1 1
Trichomonas vaginalis aldo-keto reductase, putative 0.0396 1 1
Toxoplasma gondii aldose reductase, putative 0.0396 1 1
Echinococcus multilocularis aldo keto reductase 0.0396 1 1
Echinococcus multilocularis aldo keto reductase 0.0396 1 1
Echinococcus granulosus aldo keto reductase family 1 member B4 0.0396 1 1
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.0396 1 1
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.0396 1 1
Trichomonas vaginalis aldo-keto reductase, putative 0.0396 1 1
Entamoeba histolytica aldose reductase, putative 0.0396 1 1
Entamoeba histolytica aldose reductase, putative 0.0396 1 1
Onchocerca volvulus 0.0396 1 1
Mycobacterium leprae PROBABLE OXIDOREDUCTASE 0.0396 1 1
Loa Loa (eye worm) follicle stimulating hormone receptor 0.028 0.6886 0.6886
Wolbachia endosymbiont of Brugia malayi exonuclease III 0.0023 0 0.5
Echinococcus granulosus aldo keto reductase family 1 member B4 0.0396 1 1
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.0396 1 1
Trichomonas vaginalis aldo/keto reductase, putative 0.0396 1 1
Plasmodium vivax aldehyde reductase, putative 0.0115 0.2464 1
Leishmania major aldo/keto reductase, putative,aldo/keto reductase family-like protein 0.0115 0.2464 0.2464
Loa Loa (eye worm) oxidoreductase 0.0396 1 1
Trichomonas vaginalis conserved hypothetical protein 0.0115 0.2464 0.2464
Echinococcus granulosus aldehyde reductase 0.0281 0.6927 0.6927
Trichomonas vaginalis aldo-keto reductase, putative 0.0396 1 1
Echinococcus multilocularis aldehyde reductase 0.0281 0.6927 0.6927
Trichomonas vaginalis aldo-keto reductase, putative 0.0396 1 1
Echinococcus granulosus hypothetical protein 0.0396 1 1
Trypanosoma cruzi aldo/keto reductase, putative 0.0396 1 1
Entamoeba histolytica alcohol dehydrogenase, putative 0.0115 0.2464 0.2464
Trichomonas vaginalis aldo-keto reductase, putative 0.0115 0.2464 0.2464
Trichomonas vaginalis dihydrodiol dehydrogenase, putative 0.0396 1 1
Echinococcus granulosus voltage gated potassium channel subunit 0.0115 0.2464 0.2464
Echinococcus granulosus aldo keto reductase 0.0396 1 1
Mycobacterium ulcerans oxidoreductase 0.0396 1 1
Trichomonas vaginalis aldo-keto reductase, putative 0.0115 0.2464 0.2464
Onchocerca volvulus 0.0396 1 1
Leishmania major prostaglandin f2-alpha synthase/D-arabinose dehydrogenase 0.0396 1 1
Leishmania major aldehyde reductase, putative,oxidoreductase, putative 0.0396 1 1
Entamoeba histolytica aldose reductase, putative 0.0396 1 1
Toxoplasma gondii oxidoreductase, aldo/keto reductase family protein 0.0115 0.2464 0.2464
Treponema pallidum exodeoxyribonuclease (exoA) 0.0023 0 0.5
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.0396 1 1
Entamoeba histolytica alcohol dehydrogenase, putative 0.0115 0.2464 0.2464
Loa Loa (eye worm) oxidoreductase 0.0396 1 1
Trichomonas vaginalis alcohol dehydrogenase, putative 0.0115 0.2464 0.2464
Trichomonas vaginalis aldo/keto reductase, putative 0.0396 1 1
Echinococcus granulosus aldo keto reductase family 1 member B4 0.0396 1 1
Onchocerca volvulus 0.0396 1 1
Trichomonas vaginalis aldo-keto reductase, putative 0.0396 1 1
Loa Loa (eye worm) cytochrome P450 family protein 0.0027 0.0123 0.0123
Trichomonas vaginalis aldo/keto reductase, putative 0.0396 1 1
Loa Loa (eye worm) glutamate-cysteine ligase modifier subunit 0.0115 0.2464 0.2464
Schistosoma mansoni potassium channel beta 0.0115 0.2464 0.2464

Activities

Activity type Activity value Assay description Source Reference
AC50 (functional) PUBCHEM_BIOASSAY: Cytochrome panel assay with activity outcomes. (Class of assay: other) Panel member name: p450-cyp1a2 Compounds with AC50 equal or less than 10 uM are considered active ChEMBL. No reference
AC50 (functional) PUBCHEM_BIOASSAY: Cytochrome panel assay with activity outcomes. (Class of assay: other) Panel member name: p450-cyp2c9 Compounds with AC50 equal or less than 10 uM are considered active ChEMBL. No reference
AC50 (functional) PUBCHEM_BIOASSAY: Cytochrome panel assay with activity outcomes. (Class of assay: other) Panel member name: p450-cyp3a4 Compounds with AC50 equal or less than 10 uM are considered active ChEMBL. No reference
AC50 (functional) PUBCHEM_BIOASSAY: Cytochrome panel assay with activity outcomes. (Class of assay: other) Panel member name: p450-cyp2c19 Compounds with AC50 equal or less than 10 uM are considered active ChEMBL. No reference
AC50 (functional) PUBCHEM_BIOASSAY: Cytochrome panel assay with activity outcomes. (Class of assay: other) Panel member name: p450-cyp2d6 Compounds with AC50 equal or less than 10 uM are considered active ChEMBL. No reference
AC50 (functional) PUBCHEM_BIOASSAY: Cytochrome panel assay with activity outcomes. (Class of assay: other) Panel member name: p450-cyp2c9 Compounds with AC50 equal or less than 10 uM are considered active ChEMBL. No reference
Potency (ADMET) = 3.9811 um PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors and Substrates of Cytochrome P450 2C9. (Class of assay: confirmatory) [Related pubchem assays: 885, 884, 410 ] ChEMBL. No reference
Potency (functional) = 6.3096 um PUBCHEM_BIOASSAY: qHTS Assay for Agonists of the Thyroid Stimulating Hormone Receptor. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) = 6.3096 um PUBCHEM_BIOASSAY: qHTS Assay for Agonists of the Thyroid Stimulating Hormone Receptor: Activators of Intracellular cAMP Concentrations in Parental HEK 293. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 7.9433 uM PubChem BioAssay. qHTS Assay for Inhibitors of the Human Apurinic/apyrimidinic Endonuclease 1 (APE1). (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.

If you have references for this compound, please enter them in a user comment (below) or Contact us.