Detailed information for compound 115585

Basic information

Technical information
  • TDR Targets ID: 115585
  • Name: 2-[8-(dipropylamino)-6,7,8,9-tetrahydro-3H-be nzo[e]indol-1-yl]-N,N-diethyl-2-oxoacetamide
  • MW: 397.554 | Formula: C24H35N3O2
  • H donors: 1 H acceptors: 2 LogP: 4.67 Rotable bonds: 10
    Rule of 5 violations (Lipinski): 1
  • SMILES: CCCN(C1CCc2c(C1)c1c(cc2)[nH]cc1C(=O)C(=O)N(CC)CC)CCC
  • InChi: 1S/C24H35N3O2/c1-5-13-27(14-6-2)18-11-9-17-10-12-21-22(19(17)15-18)20(16-25-21)23(28)24(29)26(7-3)8-4/h10,12,16,18,25H,5-9,11,13-15H2,1-4H3
  • InChiKey: REIFSICUZLPXAD-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 2-[8-(dipropylamino)-6,7,8,9-tetrahydro-3H-benzo[e]indol-1-yl]-N,N-diethyl-2-oxo-acetamide
  • 2-[8-(dipropylamino)-6,7,8,9-tetrahydro-3H-benzo[e]indol-1-yl]-N,N-diethyl-2-oxo-ethanamide
  • 2-[8-(dipropylamino)-6,7,8,9-tetrahydro-3H-benzo[e]indol-1-yl]-N,N-diethyl-2-keto-acetamide

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Rattus norvegicus Serotonin 1a (5-HT1a) receptor Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Schistosoma japonicum expressed protein Get druggable targets OG5_133249 All targets in OG5_133249
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_133249 All targets in OG5_133249
Schistosoma japonicum ko:K04153 5-hydroxytryptamine (serotonin) receptor 1A, putative Get druggable targets OG5_133249 All targets in OG5_133249
Echinococcus multilocularis serotonin receptor Get druggable targets OG5_133249 All targets in OG5_133249
Schistosoma japonicum Octopamine receptor, putative Get druggable targets OG5_133249 All targets in OG5_133249
Echinococcus multilocularis serotonin receptor Get druggable targets OG5_133249 All targets in OG5_133249
Echinococcus granulosus biogenic amine 5HT receptor Get druggable targets OG5_133249 All targets in OG5_133249
Schistosoma mansoni biogenic amine (5HT) receptor Get druggable targets OG5_133249 All targets in OG5_133249
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_133249 All targets in OG5_133249
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Schistosoma japonicum ko:K04135 adrenergic receptor, alpha 1a, putative Serotonin 1a (5-HT1a) receptor   422 aa 448 aa 29.7 %
Schistosoma japonicum IPR000276,Rhodopsin-like GPCR superfamily,domain-containing Serotonin 1a (5-HT1a) receptor   422 aa 392 aa 20.7 %
Echinococcus multilocularis g protein coupled receptor Serotonin 1a (5-HT1a) receptor   422 aa 432 aa 23.6 %
Echinococcus granulosus alpha 1A adrenergic receptor Serotonin 1a (5-HT1a) receptor   422 aa 452 aa 21.0 %
Schistosoma mansoni amine GPCR Serotonin 1a (5-HT1a) receptor   422 aa 440 aa 31.6 %
Onchocerca volvulus Serotonin 1a (5-HT1a) receptor   422 aa 407 aa 23.3 %
Echinococcus granulosus orexin receptor type 2 Serotonin 1a (5-HT1a) receptor   422 aa 369 aa 22.0 %
Onchocerca volvulus Serotonin 1a (5-HT1a) receptor   422 aa 390 aa 33.6 %
Echinococcus multilocularis neuropeptides capa receptor Serotonin 1a (5-HT1a) receptor   422 aa 430 aa 20.0 %
Onchocerca volvulus Serotonin 1a (5-HT1a) receptor   422 aa 436 aa 23.9 %
Echinococcus multilocularis orexin receptor type 2 Serotonin 1a (5-HT1a) receptor   422 aa 369 aa 22.2 %
Schistosoma japonicum ko:K04145 dopamine receptor D2, putative Serotonin 1a (5-HT1a) receptor   422 aa 410 aa 27.8 %
Loa Loa (eye worm) hypothetical protein Serotonin 1a (5-HT1a) receptor   422 aa 388 aa 26.5 %
Schistosoma japonicum ko:K04136 adrenergic receptor, alpha 1b, putative Serotonin 1a (5-HT1a) receptor   422 aa 444 aa 29.3 %
Schistosoma japonicum ko:K04207 neuropeptide Y receptor Y5, putative Serotonin 1a (5-HT1a) receptor   422 aa 339 aa 23.0 %
Schistosoma japonicum IPR000276,Rhodopsin-like GPCR superfamily,domain-containing Serotonin 1a (5-HT1a) receptor   422 aa 417 aa 21.1 %
Schistosoma japonicum Octopamine receptor 1, putative Serotonin 1a (5-HT1a) receptor   422 aa 424 aa 24.3 %
Onchocerca volvulus Serotonin 1a (5-HT1a) receptor   422 aa 426 aa 29.6 %
Schistosoma mansoni peptide (FMRFamide/neurokinin-3)-like receptor Serotonin 1a (5-HT1a) receptor   422 aa 350 aa 20.6 %
Loa Loa (eye worm) TYRA-2 protein Serotonin 1a (5-HT1a) receptor   422 aa 491 aa 27.3 %
Echinococcus granulosus g protein coupled receptor Serotonin 1a (5-HT1a) receptor   422 aa 432 aa 24.3 %
Onchocerca volvulus Glycoprotein hormone beta 5 homolog Serotonin 1a (5-HT1a) receptor   422 aa 477 aa 24.3 %
Onchocerca volvulus Mitochondrial inner membrane protein homolog Serotonin 1a (5-HT1a) receptor   422 aa 383 aa 30.5 %
Echinococcus granulosus g protein coupled receptor Serotonin 1a (5-HT1a) receptor   422 aa 432 aa 23.4 %
Echinococcus multilocularis g protein coupled receptor Serotonin 1a (5-HT1a) receptor   422 aa 433 aa 22.4 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Echinococcus granulosus Niemann Pick C1 protein 0.0096 0.0379 0.0303
Trichomonas vaginalis 3-oxo-5-alpha-steroid 4-dehydrogenase, putative 0.0193 0.1128 1
Echinococcus multilocularis synaptic glycoprotein sc2 0.0064 0.0127 0.0133
Echinococcus multilocularis Niemann Pick C1 protein 0.0096 0.0379 0.0395
Plasmodium vivax 3-oxo-5-alpha-steroid 4-dehydrogenase, putative 0.0064 0.0127 0.5
Mycobacterium leprae Probable anthranilate phosphoribosyltransferase TrpD 0.0365 0.2448 0.5
Echinococcus multilocularis 3 oxo 5 alpha steroid 4 dehydrogenase, C terminal 0.0064 0.0127 0.0133
Schistosoma mansoni synaptic glycoprotein sc2 related 0.0064 0.0127 0.0037
Loa Loa (eye worm) jmjC domain-containing protein 0.0059 0.0091 0.0584
Echinococcus granulosus synaptic glycoprotein sc2 0.0064 0.0127 0.0038
Giardia lamblia Synaptic glycoprotein SC2 0.0064 0.0127 0.5
Trypanosoma cruzi 3-oxo-5-alpha-steroid 4-dehydrogenase, putative 0.0193 0.1128 1
Entamoeba histolytica Niemann-Pick C1 protein, putative 0.0096 0.0379 0.2517
Brugia malayi Synaptic glycoprotein SC2 0.0064 0.0127 0.035
Mycobacterium ulcerans thymidine phosphorylase 0.1291 0.9599 1
Toxoplasma gondii 3-oxo-5-alpha-steroid 4-dehydrogenase 0.0193 0.1128 1
Loa Loa (eye worm) hypothetical protein 0.0064 0.0127 0.0914
Plasmodium falciparum polyprenol reductase, putative 0.0064 0.0127 0.5
Schistosoma mansoni niemann-pick C1 (NPC1) 0.0098 0.0391 0.0302
Echinococcus multilocularis Transcription factor, JmjC domain containing protein 0.0059 0.0091 0.0095
Entamoeba histolytica steroid 5-alpha reductase, putative 0.0193 0.1128 1
Echinococcus multilocularis serotonin receptor 0.0155 0.0829 0.0864
Trypanosoma brucei 3-oxo-5-alpha-steroid 4-dehydrogenase-like, putative 0.0193 0.1128 1
Loa Loa (eye worm) hypothetical protein 0.0155 0.0829 0.7288
Schistosoma mansoni family A2 unassigned peptidase (A02 family) 0.0244 0.152 0.1442
Echinococcus multilocularis Niemann Pick C1 protein 0.0138 0.0698 0.0727
Leishmania major 3-oxo-5-alpha-steroid 4-dehydrogenase-like protein 0.0193 0.1128 0.5
Loa Loa (eye worm) hypothetical protein 0.0096 0.0379 0.3201
Trichomonas vaginalis 3-oxo-5-alpha-steroid 4-dehydrogenase, putative 0.0193 0.1128 1
Mycobacterium tuberculosis Probable anthranilate phosphoribosyltransferase TrpD 0.0365 0.2448 0.1557
Echinococcus multilocularis lysine specific demethylase 5A 0.0059 0.0091 0.0095
Mycobacterium ulcerans anthranilate phosphoribosyltransferase 0.0365 0.2448 0.1558
Echinococcus granulosus 3 oxo 5 alpha steroid 4 dehydrogenase C terminal 0.0064 0.0127 0.0038
Echinococcus granulosus Niemann Pick C1 protein 0.0138 0.0698 0.0639
Trypanosoma cruzi 3-oxo-5-alpha-steroid 4-dehydrogenase, putative 0.0193 0.1128 1
Echinococcus granulosus expressed conserved protein 0.009 0.0334 0.0256
Schistosoma mansoni biogenic amine (5HT) receptor 0.0155 0.0829 0.0745
Echinococcus multilocularis serotonin receptor 0.0155 0.0829 0.0864
Echinococcus multilocularis expressed conserved protein 0.009 0.0334 0.0348
Schistosoma mansoni synaptic glycoprotein sc2 related 0.0064 0.0127 0.0037
Mycobacterium ulcerans epoxide hydrolase EphA 0.0194 0.113 0.0002
Loa Loa (eye worm) hypothetical protein 0.0064 0.0127 0.0914
Trichomonas vaginalis 3-oxo-5-alpha-steroid 4-dehydrogenase, putative 0.0193 0.1128 1
Mycobacterium tuberculosis Probable thymidine phosphorylase DeoA (tdrpase) (pyrimidine phosphorylase) 0.1291 0.9599 1
Onchocerca volvulus 0.0064 0.0127 0.5
Echinococcus granulosus biogenic amine 5HT receptor 0.0155 0.0829 0.0777
Echinococcus granulosus thymidine phosphorylase 0.1291 0.9599 1
Echinococcus multilocularis thymidine phosphorylase 0.1291 0.9599 1
Brugia malayi Niemann-Pick C1 protein precursor 0.0096 0.0379 0.2779
Brugia malayi 3-oxo-5-alpha-steroid 4-dehydrogenase 1 0.0193 0.1128 1
Mycobacterium ulcerans short chain dehydrogenase 0.029 0.1876 0.0883
Mycobacterium tuberculosis Probable oxidoreductase 0.029 0.1876 0.0882
Loa Loa (eye worm) hypothetical protein 0.0155 0.0829 0.7288
Loa Loa (eye worm) hypothetical protein 0.0193 0.1128 1
Plasmodium vivax polyprenol reductase, putative 0.0064 0.0127 0.5
Plasmodium falciparum 3-oxo-5-alpha-steroid 4-dehydrogenase, putative 0.0064 0.0127 0.5

Activities

Activity type Activity value Assay description Source Reference
Ki (binding) = 7.3 nM Binding affinity against 5-hydroxytryptamine 1A receptor from CHO-K1 cells, using [3H]-8-OH-DPAT as the radioligand. ChEMBL. 7783152
Ki (binding) = 7.3 nM Binding affinity against 5-hydroxytryptamine 1A receptor from CHO-K1 cells, using [3H]-8-OH-DPAT as the radioligand. ChEMBL. 7783152

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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