Detailed information for compound 55985

Basic information

Technical information
  • TDR Targets ID: 55985
  • Name: 3-[2-[(3aR,9bR)-6-methoxy-1,3,3a,4,5,9b-hexah ydrobenzo[e]isoindol-2-yl]ethyl]-9-methyl-1H- [1]benzothiolo[3,2-d]pyrimidine-2,4-dione
  • MW: 461.576 | Formula: C26H27N3O3S
  • H donors: 1 H acceptors: 2 LogP: 4.52 Rotable bonds: 4
    Rule of 5 violations (Lipinski): 1
  • SMILES: COc1cccc2c1CC[C@@H]1[C@H]2CN(C1)CCn1c(=O)[nH]c2c(c1=O)sc1c2c(C)ccc1
  • InChi: 1S/C26H27N3O3S/c1-15-5-3-8-21-22(15)23-24(33-21)25(30)29(26(31)27-23)12-11-28-13-16-9-10-18-17(19(16)14-28)6-4-7-20(18)32-2/h3-8,16,19H,9-14H2,1-2H3,(H,27,31)/t16-,19+/m0/s1
  • InChiKey: WILFKKPCOOPYST-QFBILLFUSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 3-[2-[(3aR,9bR)-6-methoxy-1,3,3a,4,5,9b-hexahydrobenzo[e]isoindol-2-yl]ethyl]-9-methyl-1H-benzothiopheno[3,2-d]pyrimidine-2,4-dione
  • 3-[2-[(3aR,9bR)-6-methoxy-1,3,3a,4,5,9b-hexahydrobenzo[e]isoindol-2-yl]ethyl]-9-methyl-1H-benzothiopheno[3,2-d]pyrimidine-2,4-quinone
  • 3-[2-[(3aR,9bR)-6-methoxy-1,3,3a,4,5,9b-hexahydrobenzo[g]isoindol-2-yl]ethyl]-9-methyl-1H-[1]benzothiolo[2,3-e]pyrimidine-2,4-dione
  • 3-[2-[(3aR,9bR)-6-methoxy-1,3,3a,4,5,9b-hexahydrobenzo[g]isoindol-2-yl]ethyl]-9-methyl-1H-benzothiopheno[2,3-e]pyrimidine-2,4-dione
  • 3-[2-[(3aR,9bR)-6-methoxy-1,3,3a,4,5,9b-hexahydrobenzo[g]isoindol-2-yl]ethyl]-9-methyl-1H-benzothiopheno[2,3-e]pyrimidine-2,4-quinone

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Rattus norvegicus Alpha-1d adrenergic receptor Starlite/ChEMBL References
Rattus norvegicus Alpha-1a adrenergic receptor Starlite/ChEMBL References
Mesocricetus auratus Alpha-1b adrenergic receptor Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Schistosoma japonicum ko:K04135 adrenergic receptor, alpha 1a, putative Get druggable targets OG5_128924 All targets in OG5_128924
Schistosoma japonicum Alpha-1D adrenergic receptor, putative Get druggable targets OG5_128924 All targets in OG5_128924
Schistosoma mansoni amine GPCR Get druggable targets OG5_128924 All targets in OG5_128924
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Echinococcus multilocularis g protein coupled receptor Alpha-1a adrenergic receptor   466 aa 414 aa 20.3 %
Echinococcus granulosus g protein coupled receptor Alpha-1a adrenergic receptor   466 aa 399 aa 20.8 %
Echinococcus multilocularis g protein coupled receptor Alpha-1a adrenergic receptor   466 aa 398 aa 21.4 %
Schistosoma japonicum ko:K04136 adrenergic receptor, alpha 1b, putative Alpha-1a adrenergic receptor   466 aa 386 aa 31.6 %
Echinococcus granulosus biogenic amine 5HT receptor Alpha-1a adrenergic receptor   466 aa 418 aa 30.4 %
Schistosoma japonicum ko:K04135 adrenergic receptor, alpha 1a, putative Alpha-1a adrenergic receptor   466 aa 443 aa 31.2 %
Echinococcus multilocularis neuropeptide Y receptor Alpha-1a adrenergic receptor   466 aa 419 aa 19.6 %
Echinococcus granulosus g protein coupled receptor Alpha-1a adrenergic receptor   466 aa 414 aa 20.5 %
Echinococcus granulosus rhodopsin orphan GPCR Alpha-1a adrenergic receptor   466 aa 418 aa 20.3 %
Schistosoma japonicum FMRFamide receptor, putative Alpha-1a adrenergic receptor   466 aa 374 aa 19.5 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Echinococcus multilocularis Dipeptidyl peptidase 9 0.1977 0.4928 0.4928
Loa Loa (eye worm) hypothetical protein 0.0806 0.1356 0.1356
Trypanosoma brucei Dipeptidyl-peptidase 8-like, putative 0.1977 0.4928 1
Plasmodium vivax hypothetical protein, conserved 0.0361 0 0.5
Trypanosoma cruzi serine peptidase, Clan SC, Family S9B 0.1977 0.4928 1
Onchocerca volvulus Dipeptidyl peptidase family member 1 homolog 0.364 1 1
Schistosoma mansoni amine GPCR 0.0409 0.0144 0.0144
Giardia lamblia Alanyl dipeptidyl peptidase 0.0361 0 0.5
Mycobacterium leprae PROBABLE PROTEASE II PTRBB (OLIGOPEPTIDASE B) 0.0361 0 0.5
Entamoeba histolytica prolyl oligopeptidase family protein 0.0361 0 0.5
Entamoeba histolytica dipeptidyl-peptidase, putative 0.0361 0 0.5
Brugia malayi prolyl oligopeptidase family protein 0.1977 0.4928 0.4928
Mycobacterium tuberculosis Probable peptidase 0.0361 0 0.5
Trichomonas vaginalis Clan SC, family S9, acylaminoacyl-peptidase-like serine peptidase 0.0361 0 0.5
Trypanosoma brucei serine peptidase, Clan SC, Family S9B 0.1977 0.4928 1
Leishmania major dipeptidyl-peptidase 8-like serine peptidase, putative,serine peptidase, Clan SC, Family S9B 0.1977 0.4928 1
Loa Loa (eye worm) hypothetical protein 0.1171 0.2471 0.2471
Entamoeba histolytica prolyl oligopeptidase family protein 0.0361 0 0.5
Schistosoma mansoni dipeptidyl-peptidase 9 (S09 family) 0.1977 0.4928 0.4928
Loa Loa (eye worm) prolyl oligopeptidase 0.364 1 1
Trypanosoma cruzi dipeptidyl-peptidase 8-like serine peptidase 0.1977 0.4928 1
Schistosoma mansoni family S28 unassigned peptidase (S28 family) 0.075 0.1185 0.1185
Giardia lamblia Alanyl dipeptidyl peptidase 0.0361 0 0.5
Trichomonas vaginalis conserved hypothetical protein 0.0361 0 0.5
Echinococcus multilocularis dipeptidyl aminopeptidaseprotein 0.364 1 1
Mycobacterium ulcerans protease II (oligopeptidase B), PtrB 0.0361 0 0.5
Entamoeba histolytica hypothetical protein, conserved 0.0361 0 0.5
Plasmodium falciparum peptidase, putative 0.0361 0 0.5
Schistosoma mansoni subfamily S9B unassigned peptidase (S09 family) 0.364 1 1
Trichomonas vaginalis Clan SC, family S33, methylesterase-like serine peptidase 0.0361 0 0.5
Echinococcus granulosus Dipeptidyl peptidase 9 0.1977 0.4928 0.4928
Echinococcus granulosus dipeptidyl aminopeptidaseprotein 0.364 1 1
Toxoplasma gondii dipeptidyl peptidase iv (dpp iv) n-terminal region domain-containing protein 0.1533 0.3573 1
Entamoeba histolytica dipeptidyl-peptidase, putative 0.0361 0 0.5
Echinococcus granulosus Lysosomal Pro X carboxypeptidase 0.075 0.1185 0.1185
Brugia malayi hypothetical protein 0.1171 0.2471 0.2471
Mycobacterium tuberculosis Probable protease II PtrBb [second part] (oligopeptidase B) 0.0361 0 0.5
Entamoeba histolytica prolyl oligopeptidase family protein 0.0361 0 0.5
Echinococcus multilocularis Lysosomal Pro X carboxypeptidase 0.075 0.1185 0.1185

Activities

Activity type Activity value Assay description Source Reference
Ki (binding) = 0.88 nM In vitro binding affinity using [3H]-prazosin as radioligand against alpha-1D adrenergic receptor expressed in LTK cell ChEMBL. 10780916
Ki (binding) = 0.88 nM In vitro binding affinity using [3H]-prazosin as radioligand against alpha-1D adrenergic receptor expressed in LTK cell ChEMBL. 10780916
Ki (binding) = 1.29 nM In vitro binding affinity using [3H]-prazosin as radioligand against alpha-1A adrenergic receptor ChEMBL. 10780916
Ki (binding) = 1.29 nM In vitro binding affinity using [3H]-prazosin as radioligand against alpha-1A adrenergic receptor ChEMBL. 10780916
Ki (binding) = 6.95 nM In vitro binding affinity using [3H]-prazosin as radioligand against alpha-1B adrenergic receptor expressed in LTK cell ChEMBL. 10780916
Ki (binding) = 6.95 nM In vitro binding affinity using [3H]-prazosin as radioligand against alpha-1B adrenergic receptor expressed in LTK cell ChEMBL. 10780916
Selectivity ratio (binding) = 5.38 Ratio between Ki(alpha1b)/Ki(alpha1A) ChEMBL. 10780916

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

1 literature reference was collected for this gene.

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