Detailed information for compound 439415

Basic information

Technical information
  • TDR Targets ID: 439415
  • Name: 6,7-dichloro-2-[4-methoxy-3-(2-piperidin-1-yl ethoxy)phenyl]-4-methyl-3H-pyrrolo[3,4-b]indo l-1-one
  • MW: 488.406 | Formula: C25H27Cl2N3O3
  • H donors: 0 H acceptors: 1 LogP: 4.71 Rotable bonds: 6
    Rule of 5 violations (Lipinski): 1
  • SMILES: COc1ccc(cc1OCCN1CCCCC1)N1Cc2c(C1=O)c1c(n2C)cc(c(c1)Cl)Cl
  • InChi: 1S/C25H27Cl2N3O3/c1-28-20-14-19(27)18(26)13-17(20)24-21(28)15-30(25(24)31)16-6-7-22(32-2)23(12-16)33-11-10-29-8-4-3-5-9-29/h6-7,12-14H,3-5,8-11,15H2,1-2H3
  • InChiKey: PTDVPXOIEWMMPL-UHFFFAOYSA-N  

Network

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Synonyms

  • 6,7-dichloro-2-[4-methoxy-3-[2-(1-piperidyl)ethoxy]phenyl]-4-methyl-3H-pyrrolo[3,4-b]indol-1-one
  • 6,7-dichloro-2-[4-methoxy-3-(2-piperidinoethoxy)phenyl]-4-methyl-3H-pyrrolo[3,4-b]indol-1-one
  • 6,7-dichloro-2-[4-methoxy-3-(2-piperidin-1-ylethoxy)phenyl]-4-methyl-3H-pyrrolo[4,3-b]indol-1-one
  • 6,7-dichloro-2-[4-methoxy-3-[2-(1-piperidyl)ethoxy]phenyl]-4-methyl-3H-pyrrolo[4,3-b]indol-1-one
  • 6,7-dichloro-2-[4-methoxy-3-(2-piperidinoethoxy)phenyl]-4-methyl-3H-pyrrolo[4,3-b]indol-1-one

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens 5-hydroxytryptamine (serotonin) receptor 2B, G protein-coupled Starlite/ChEMBL References
Homo sapiens 5-hydroxytryptamine (serotonin) receptor 2C, G protein-coupled Starlite/ChEMBL References
Homo sapiens 5-hydroxytryptamine (serotonin) receptor 2A, G protein-coupled Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Brugia malayi Serotonin receptor Get druggable targets OG5_135430 All targets in OG5_135430
Echinococcus multilocularis conserved hypothetical protein Get druggable targets OG5_144688 All targets in OG5_144688
Echinococcus granulosus hypothetical protein Get druggable targets OG5_144688 All targets in OG5_144688

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
Entamoeba histolytica aldose reductase, putative 0.2626 1 1
Brugia malayi oxidoreductase, aldo/keto reductase family protein 0.2626 1 1
Echinococcus granulosus aldo keto reductase family 1 member B4 0.2626 1 1
Trypanosoma brucei sphingolipid delta 4 desaturase, putative 0.0227 0.0698 0.0698
Loa Loa (eye worm) hypothetical protein 0.0156 0.0424 0.0424
Leishmania major fatty acid desaturase, putative,sphingolipid delta 4 desaturase, putative 0.0227 0.0698 0.0698
Trypanosoma brucei aldo/keto reductase, putative 0.076 0.2768 0.2768
Trichomonas vaginalis aldo-keto reductase, putative 0.2626 1 1
Trypanosoma brucei prostaglandin f synthase 0.2626 1 1
Leishmania major fatty acid desaturase, putative 0.0227 0.0698 0.0698
Leishmania major fatty acid desaturase, putative,sphingolipid delta 4 desaturase, putative 0.0227 0.0698 0.0698
Leishmania major aldo-keto reductase-like protein 0.2626 1 1
Mycobacterium leprae Conserved hypothetical protein 0.1865 0.7051 0.5922
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.2626 1 1
Echinococcus granulosus hypothetical protein 0.085 0.3113 0.3113
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.2626 1 1
Onchocerca volvulus 0.2626 1 1
Loa Loa (eye worm) oxidoreductase 0.2626 1 1
Trypanosoma cruzi aldo/keto reductase, putative 0.2626 1 1
Leishmania major aldo/keto reductase, putative,aldo/keto reductase family-like protein 0.076 0.2768 0.2768
Mycobacterium tuberculosis Probable oxidoreductase 0.2626 1 1
Onchocerca volvulus 0.076 0.2768 0.2225
Brugia malayi Fatty acid desaturase family protein 0.0227 0.0698 0.0698
Onchocerca volvulus 0.2626 1 1
Loa Loa (eye worm) hypothetical protein 0.0227 0.0698 0.0698
Brugia malayi glutamate-cysteine ligase modifier subunit 0.076 0.2768 0.2768
Trichomonas vaginalis aldo/keto reductase, putative 0.2626 1 1
Trypanosoma cruzi aldo/keto reductase, putative 0.076 0.2768 0.2768
Echinococcus granulosus Sphingolipid delta4 desaturase DES1 0.0227 0.0698 0.0698
Trichomonas vaginalis aldo-keto reductase, putative 0.2626 1 1
Echinococcus granulosus aldo keto reductase family 1 member B4 0.2626 1 1
Plasmodium falciparum stearoyl-CoA desaturase 0.0858 0.3147 1
Trypanosoma cruzi fatty acid desaturase, putative 0.0858 0.3147 0.3147
Echinococcus multilocularis Peptidase M, neutral zinc metallopeptidases, zinc binding site 0.0227 0.0698 0.0698
Onchocerca volvulus 0.2626 1 1
Echinococcus multilocularis muscleblind protein 0.0156 0.0424 0.0424
Trichomonas vaginalis aldo-keto reductase, putative 0.2626 1 1
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.2626 1 1
Trichomonas vaginalis aldo/keto reductase, putative 0.2626 1 1
Brugia malayi Fatty acid desaturase family protein 0.0227 0.0698 0.0698
Trypanosoma cruzi delta-4 fatty acid desaturase, putative 0.0227 0.0698 0.0698
Leishmania major fatty acid desaturase, putative,sphingolipid delta 4 desaturase, putative 0.0227 0.0698 0.0698
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.2626 1 1
Loa Loa (eye worm) acyl-CoA desaturase 0.0858 0.3147 0.3147
Entamoeba histolytica aldose reductase, putative 0.2626 1 1
Echinococcus granulosus aldo keto reductase family 1 member B4 0.2626 1 1
Echinococcus granulosus muscleblind protein 0.0156 0.0424 0.0424
Echinococcus multilocularis aldo keto reductase 0.2626 1 1
Loa Loa (eye worm) fatty acid desaturase 0.0227 0.0698 0.0698
Leishmania major stearic acid desaturase, putative 0.1085 0.4027 0.4027
Giardia lamblia Aldose reductase 0.2626 1 0.5
Trypanosoma brucei cytochrome b5-dependent oleate desaturase 0.0227 0.0698 0.0698
Trypanosoma brucei delta-6 fatty acid desaturase, putative 0.0227 0.0698 0.0698
Leishmania major delta-6 fatty acid desaturase 0.0227 0.0698 0.0698
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.2626 1 1
Toxoplasma gondii aldo/keto reductase family oxidoreductase 0.076 0.2768 0.2225
Echinococcus granulosus voltage gated potassium channel subunit 0.076 0.2768 0.2768
Loa Loa (eye worm) hypothetical protein 0.2626 1 1
Entamoeba histolytica aldose reductase, putative 0.2626 1 1
Trichomonas vaginalis aldo-keto reductase, putative 0.2626 1 1
Schistosoma mansoni pol-related 0.2626 1 1
Echinococcus granulosus aldo keto reductase family 1 member B4 0.2626 1 1
Leishmania major fatty-acid desaturase, putative 0.1085 0.4027 0.4027
Trypanosoma cruzi fatty acid desaturase, putative 0.0858 0.3147 0.3147
Toxoplasma gondii oxidoreductase, aldo/keto reductase family protein 0.076 0.2768 0.2225
Echinococcus multilocularis muscleblind protein 1 0.0156 0.0424 0.0424
Onchocerca volvulus 0.1085 0.4027 0.3578
Brugia malayi Serotonin receptor 0.0572 0.2036 0.2036
Schistosoma mansoni potassium channel beta 0.076 0.2768 0.2768
Echinococcus granulosus Fatty acid desaturase type 1 0.0227 0.0698 0.0698
Echinococcus granulosus aldo keto reductase 0.2626 1 1
Brugia malayi oxidoreductase, aldo/keto reductase family protein 0.2626 1 1
Mycobacterium tuberculosis Conserved protein 0.076 0.2768 0.2225
Schistosoma mansoni fatty acid desaturase 0.0227 0.0698 0.0698
Echinococcus multilocularis aldo keto reductase 0.2626 1 1
Echinococcus multilocularis conserved hypothetical protein 0.0833 0.305 0.305
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.2626 1 1
Echinococcus granulosus aldo keto reductase 0.2626 1 1
Trypanosoma cruzi sphingolipid delta 4 desaturase, putative 0.0227 0.0698 0.0698
Echinococcus multilocularis Peptidase M, neutral zinc metallopeptidases, zinc binding site 0.0227 0.0698 0.0698
Loa Loa (eye worm) oxidoreductase 0.2626 1 1
Echinococcus multilocularis voltage gated potassium channel subunit 0.076 0.2768 0.2768
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.2626 1 1
Trichomonas vaginalis aldo/keto reductase, putative 0.2626 1 1
Echinococcus granulosus aldo keto reductase family 1 member B4 0.2626 1 1
Loa Loa (eye worm) FAT-3 protein 0.0227 0.0698 0.0698
Echinococcus granulosus aldo keto reductase family 1 member B4 0.2626 1 1
Echinococcus multilocularis aldo keto reductase 0.2626 1 1
Trypanosoma cruzi fatty acid desaturase, putative 0.0227 0.0698 0.0698
Trypanosoma cruzi fatty acid desaturase, putative 0.0227 0.0698 0.0698
Loa Loa (eye worm) oxidoreductase 0.2626 1 1
Echinococcus multilocularis aldehyde reductase 0.1865 0.7051 0.7051
Trichomonas vaginalis aldo-keto reductase, putative 0.2626 1 1
Trypanosoma brucei delta-4 fatty acid desaturase 0.0227 0.0698 0.0698
Plasmodium vivax stearoyl-CoA desaturase (acyl-CoA desaturase, faty acid desaturase), putative 0.0858 0.3147 1
Brugia malayi Delta5 fatty acid desaturase 0.0227 0.0698 0.0698
Trichomonas vaginalis aldo-keto reductase, putative 0.2626 1 1
Onchocerca volvulus 0.1085 0.4027 0.3578
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.2626 1 1
Toxoplasma gondii aldo-keto reductase 0.076 0.2768 0.2225
Echinococcus granulosus aldehyde reductase 0.1865 0.7051 0.7051
Echinococcus granulosus hypothetical protein 0.2626 1 1
Brugia malayi Muscleblind-like protein 0.0156 0.0424 0.0424
Echinococcus multilocularis aldo keto reductase 0.2626 1 1
Brugia malayi oxidoreductase, aldo/keto reductase family protein 0.2626 1 1
Loa Loa (eye worm) oxidoreductase 0.2626 1 1
Trichomonas vaginalis aldo-keto reductase, putative 0.2626 1 1
Schistosoma mansoni aldo-keto reductase 0.2626 1 1
Echinococcus granulosus aldo keto reductase 0.2626 1 1
Toxoplasma gondii aldose reductase, putative 0.2626 1 1
Schistosoma mansoni aldo-keto reductase 0.2626 1 1
Leishmania major delta-5 fatty acid desaturase 0.0227 0.0698 0.0698
Leishmania major prostaglandin f2-alpha synthase/D-arabinose dehydrogenase 0.2626 1 1
Onchocerca volvulus 0.2626 1 1
Leishmania major delta-12 fatty acid desaturase 0.0227 0.0698 0.0698
Leishmania major fatty acid desaturase, putative 0.0227 0.0698 0.0698
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.2626 1 1
Mycobacterium leprae PROBABLE OXIDOREDUCTASE 0.2626 1 1
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.2626 1 1
Trypanosoma brucei fatty acid desaturase, putative 0.1085 0.4027 0.4027
Echinococcus granulosus aldo keto reductase family 1 member B4 0.2626 1 1
Loa Loa (eye worm) glutamate-cysteine ligase modifier subunit 0.076 0.2768 0.2768
Echinococcus multilocularis tm gpcr rhodopsin gpcr rhodopsin superfamily 0.0576 0.205 0.205
Trypanosoma cruzi cytochrome b5-dependent oleate desaturase 0.0227 0.0698 0.0698
Trichomonas vaginalis dihydrodiol dehydrogenase, putative 0.2626 1 1
Leishmania major prostaglandin f synthase, putative 0.2626 1 1
Loa Loa (eye worm) fatty acid desaturase 0.0227 0.0698 0.0698
Trypanosoma brucei aldo-keto reductase, putative 0.2626 1 1
Brugia malayi acyl-CoA desaturase 0.0858 0.3147 0.3147
Trypanosoma cruzi aldo-keto reductase 0.2626 1 1
Loa Loa (eye worm) oxidoreductase 0.2626 1 1
Mycobacterium ulcerans hypothetical protein 0.076 0.2768 0.2225
Giardia lamblia Aldose reductase 0.2626 1 0.5
Loa Loa (eye worm) hypothetical protein 0.0156 0.0424 0.0424
Leishmania major delta-4 fatty acid desaturase 0.0227 0.0698 0.0698
Trichomonas vaginalis dihydrodiol dehydrogenase, putative 0.2626 1 1
Leishmania major aldehyde reductase, putative,oxidoreductase, putative 0.2626 1 1
Echinococcus granulosus aldo keto reductase family 1, member B4 0.076 0.2768 0.2768
Echinococcus granulosus aldo keto reductase family 1 member B4 0.2626 1 1
Trichomonas vaginalis aldo-keto reductase, putative 0.2626 1 1
Trichomonas vaginalis dihydrodiol dehydrogenase, putative 0.2626 1 1
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.2626 1 1
Brugia malayi NADH-dependent xylose reductase 0.076 0.2768 0.2768
Mycobacterium ulcerans oxidoreductase 0.2626 1 1
Trichomonas vaginalis aldo-keto reductase, putative 0.2626 1 1
Trichomonas vaginalis aldo-keto reductase, putative 0.2626 1 1
Echinococcus granulosus aldo keto reductase family 1 member B4 0.2626 1 1
Trypanosoma cruzi delta-4 fatty acid desaturase, putative 0.0227 0.0698 0.0698
Echinococcus multilocularis Fatty acid desaturase, type 1 0.0227 0.0698 0.0698
Trichomonas vaginalis aldo-keto reductase, putative 0.2626 1 1
Onchocerca volvulus 0.2626 1 1
Trichomonas vaginalis aldo-keto reductase, putative 0.2626 1 1
Trypanosoma cruzi fatty acid desaturase, putative 0.1085 0.4027 0.4027
Echinococcus granulosus tm gpcr rhodopsin 0.0576 0.205 0.205
Onchocerca volvulus 0.2626 1 1
Leishmania major fatty acid desaturase, putative,sphingolipid delta 4 desaturase, putative 0.0227 0.0698 0.0698

Activities

Activity type Activity value Assay description Source Reference
Activity (functional) Agonist activity at human 5HT2C receptor expressed in HEK293 cells by measuring intracellular calcium mobilization upto 10 uM ChEMBL. 17079142
Activity (functional) Agonist activity at human 5HT2B receptor expressed in HEK293 cells by measuring intracellular calcium mobilization upto 10 uM ChEMBL. 17079142
Activity (functional) Agonist activity at human 5HT2A receptor expressed in HEK293 cells by measuring intracellular calcium mobilization upto 10 uM ChEMBL. 17079142
Activity (functional) 0 Agonist activity at human 5HT2A receptor expressed in HEK293 cells by measuring intracellular calcium mobilization upto 10 uM ChEMBL. 17079142
Activity (functional) 0 Agonist activity at human 5HT2B receptor expressed in HEK293 cells by measuring intracellular calcium mobilization upto 10 uM ChEMBL. 17079142
Activity (functional) 0 Agonist activity at human 5HT2C receptor expressed in HEK293 cells by measuring intracellular calcium mobilization upto 10 uM ChEMBL. 17079142
Ki (binding) = -8.2 Displacement of [3H]mesulergine from human 5HT2C receptor expressed in HEK293 cells ChEMBL. 17079142
Ki (binding) = -6.7 Displacement of [3H]5HT from human 5HT2B receptor expressed in HEK293 cells ChEMBL. 17079142
Ki (binding) = -6.3 Displacement of [3H]ketanserin from human 5HT2A receptor expressed in HEK293 cells ChEMBL. 17079142
Log Ki (binding) = 6.3 Displacement of [3H]ketanserin from human 5HT2A receptor expressed in HEK293 cells ChEMBL. 17079142
Log Ki (binding) = 6.7 Displacement of [3H]5HT from human 5HT2B receptor expressed in HEK293 cells ChEMBL. 17079142
Log Ki (binding) = 8.2 Displacement of [3H]mesulergine from human 5HT2C receptor expressed in HEK293 cells ChEMBL. 17079142

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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