Detailed information for compound 154989

Basic information

Technical information
  • TDR Targets ID: 154989
  • Name: 1-(5-methoxy-4H-indeno[1,2-b]pyrrol-1-yl)prop an-2-amine
  • MW: 242.316 | Formula: C15H18N2O
  • H donors: 1 H acceptors: 0 LogP: 1.72 Rotable bonds: 3
    Rule of 5 violations (Lipinski): 1
  • SMILES: COc1cccc2c1Cc1c2n(cc1)CC(N)C
  • InChi: 1S/C15H18N2O/c1-10(16)9-17-7-6-11-8-13-12(15(11)17)4-3-5-14(13)18-2/h3-7,10H,8-9,16H2,1-2H3
  • InChiKey: BFHNETWGFNWKLA-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 1-(5-methoxy-4H-indeno[1,2-b]pyrrol-1-yl)-2-propanamine
  • [2-(5-methoxy-4H-indeno[1,2-b]pyrrol-1-yl)-1-methyl-ethyl]amine
  • 1-(5-methoxy-4H-indeno[3,2-b]pyrrol-1-yl)propan-2-amine
  • [2-(5-methoxy-4H-indeno[3,2-b]pyrrol-1-yl)-1-methyl-ethyl]amine

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens 5-hydroxytryptamine (serotonin) receptor 2A, G protein-coupled Starlite/ChEMBL References
Homo sapiens 5-hydroxytryptamine (serotonin) receptor 2C, 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
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 granulosus ornithine aminotransferase 0.0241 0.1201 1
Trypanosoma brucei metallo-peptidase, Clan MA(E) Family M1 0.0037 0 0.5
Chlamydia trachomatis glutamate-1-semialdehyde-2,1-aminomutase 0.0241 0.1201 0.5
Brugia malayi 4-aminobutyrate aminotransferase, mitochondrial precursor 0.0241 0.1201 0.1201
Mycobacterium ulcerans glutamate-1-semialdehyde aminotransferase 0.0241 0.1201 0.1229
Toxoplasma gondii ornithine aminotransferase, mitochondrial precursor, putative 0.0241 0.1201 0.5
Leishmania major aminopeptidase-like protein,metallo-peptidase, Clan MA(E), Family M1 0.0037 0 0.5
Trypanosoma brucei Aminopeptidase M1, putative 0.0037 0 0.5
Trichomonas vaginalis acetylornithine aminotransferase, putative 0.1696 0.9771 1
Leishmania major aminopeptidase, putative,metallo-peptidase, Clan MA(E), Family M1 0.0037 0 0.5
Mycobacterium ulcerans L-lysine aminotransferase 0.0241 0.1201 0.1229
Echinococcus multilocularis ornithine aminotransferase 0.0241 0.1201 1
Mycobacterium ulcerans adenosylmethionine-8-amino-7-oxononanoate aminotransferase 0.1696 0.9771 1
Mycobacterium tuberculosis Adenosylmethionine-8-amino-7-oxononanoate aminotransferase BioA 0.1696 0.9771 1
Entamoeba histolytica aminopeptidase, putative 0.0037 0 0.5
Trypanosoma cruzi Aminopeptidase M1, putative 0.0037 0 0.5
Echinococcus multilocularis Aminotransferase class III 0.0241 0.1201 1
Wolbachia endosymbiont of Brugia malayi acetylornithine transaminase protein 0.0241 0.1201 0.5
Onchocerca volvulus 0.1735 1 1
Trypanosoma cruzi metallo-peptidase, clan MA(E), family M1, putative 0.0037 0 0.5
Mycobacterium ulcerans 4-aminobutyrate aminotransferase 0.0241 0.1201 0.1229
Mycobacterium leprae PROBABLE ADENOSYLMETHIONINE-8-AMINO-7-OXONONANOATE AMINOTRANSFERASE BIOA 0.1696 0.9771 1
Mycobacterium tuberculosis Probable aminotransferase 0.1696 0.9771 1
Plasmodium falciparum ornithine aminotransferase 0.0241 0.1201 0.5
Trypanosoma cruzi aminopeptidase, putative 0.0037 0 0.5
Plasmodium vivax ornithine aminotransferase, putative 0.0241 0.1201 0.5
Mycobacterium ulcerans hypothetical protein 0.1696 0.9771 1
Mycobacterium ulcerans 4-aminobutyrate aminotransferase 0.0241 0.1201 0.1229
Trypanosoma brucei Aminopeptidase M1, putative 0.0037 0 0.5
Brugia malayi Serotonin receptor 0.0561 0.3086 0.3086
Echinococcus granulosus Aminotransferase class III 0.0241 0.1201 1
Mycobacterium ulcerans ornithine aminotransferase RocD1 and RocD2 0.0241 0.1201 0.1229
Schistosoma mansoni ornithine--oxo-acid transaminase 0.0241 0.1201 1
Echinococcus multilocularis ornithine aminotransferase 0.0241 0.1201 1
Loa Loa (eye worm) pax transcription factor protein 2 0.1735 1 1
Mycobacterium ulcerans acetylornithine aminotransferase 0.0241 0.1201 0.1229

Activities

Activity type Activity value Assay description Source Reference
ED50 (functional) > 10 mg kg-1 Induction of penile erection in rats after subcutaneous administration, indicative of 5-HT 2c receptor activation ChEMBL. 9276022
ED50 (functional) > 10 mg kg-1 Induction of penile erection in rats after subcutaneous administration, indicative of 5-HT 2c receptor activation ChEMBL. 9276022
Ki (binding) = -7 Binding affinity against human 5-hydroxytryptamine 2C receptor using displacement of [3H]-DOB ChEMBL. 9276022
Ki (binding) = -5.5 Binding affinity against human 5-hydroxytryptamine 2A receptor using displacement of [3H]-5-HT ChEMBL. 9276022
Log EC50 (functional) 0 Efficacy (pEC50) was evaluated for 5-HT2C receptor-mediated stimulation of IP3 formation in vitro in choroid plexus of the rat ; inactive ChEMBL. 9276022
Log Ki (binding) = 5.5 Binding affinity against human 5-hydroxytryptamine 2A receptor using displacement of [3H]-5-HT ChEMBL. 9276022
Log Ki (binding) = 7 Binding affinity against human 5-hydroxytryptamine 2C receptor using displacement of [3H]-DOB ChEMBL. 9276022
Selectivity ratio (binding) = 32 Selectivity ratio was measured as pKi ratio of 5-HT2C to that of 5-HT2A receptor ChEMBL. 9276022

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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