Detailed information for compound 115162

Basic information

Technical information
  • TDR Targets ID: 115162
  • Name: 1-chloro-N,N-dipropyl-6,7,8,9-tetrahydro-3H-b enzo[e]indol-8-amine
  • MW: 304.858 | Formula: C18H25ClN2
  • H donors: 1 H acceptors: 0 LogP: 5.22 Rotable bonds: 5
    Rule of 5 violations (Lipinski): 1
  • SMILES: CCCN(C1CCc2c(C1)c1c(Cl)c[nH]c1cc2)CCC
  • InChi: 1S/C18H25ClN2/c1-3-9-21(10-4-2)14-7-5-13-6-8-17-18(15(13)11-14)16(19)12-20-17/h6,8,12,14,20H,3-5,7,9-11H2,1-2H3
  • InChiKey: AXWVKOPRBOVXMC-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • (1-chloro-6,7,8,9-tetrahydro-3H-benzo[e]indol-8-yl)-dipropyl-amine

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Rattus norvegicus Dopamine D3 receptor Starlite/ChEMBL References
Rattus norvegicus Serotonin 1a (5-HT1a) receptor Starlite/ChEMBL References
Rattus norvegicus Dopamine D2 receptor Starlite/ChEMBL References
Homo sapiens 5-hydroxytryptamine (serotonin) receptor 1D, G protein-coupled 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
Schistosoma japonicum ko:K04153 5-hydroxytryptamine (serotonin) receptor 1A, putative 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
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_133680 All targets in OG5_133680
Echinococcus multilocularis serotonin receptor Get druggable targets OG5_133249 All targets in OG5_133249
Echinococcus multilocularis serotonin 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
Schistosoma japonicum 5-hydroxytryptamine receptor, putative Get druggable targets OG5_133680 All targets in OG5_133680
Echinococcus granulosus 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
Schistosoma mansoni biogenic amine (5HT) receptor 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
Onchocerca volvulus Serotonin 1a (5-HT1a) receptor   422 aa 390 aa 33.6 %
Onchocerca volvulus Serotonin 1a (5-HT1a) receptor   422 aa 436 aa 23.9 %
Schistosoma mansoni ancient conserved domain protein 2 (cyclin m2) Dopamine D3 receptor   446 aa 463 aa 25.5 %
Schistosoma japonicum IPR000276,Rhodopsin-like GPCR superfamily,domain-containing Serotonin 1a (5-HT1a) receptor   422 aa 417 aa 21.1 %
Echinococcus multilocularis biogenic amine (5HT) receptor Dopamine D3 receptor   446 aa 499 aa 30.9 %
Schistosoma mansoni peptide (FMRFamide/neurokinin-3)-like receptor Serotonin 1a (5-HT1a) receptor   422 aa 350 aa 20.6 %
Schistosoma mansoni biogenic amine receptor Dopamine D3 receptor   446 aa 455 aa 28.6 %
Schistosoma japonicum ko:K04207 neuropeptide Y receptor Y5, putative Serotonin 1a (5-HT1a) receptor   422 aa 339 aa 23.0 %
Echinococcus granulosus alpha 1A adrenergic receptor Serotonin 1a (5-HT1a) receptor   422 aa 452 aa 21.0 %
Schistosoma japonicum ko:K04136 adrenergic receptor, alpha 1b, putative Serotonin 1a (5-HT1a) receptor   422 aa 444 aa 29.3 %
Echinococcus multilocularis orexin receptor type 2 Serotonin 1a (5-HT1a) receptor   422 aa 369 aa 22.2 %
Onchocerca volvulus Glycoprotein hormone beta 5 homolog Serotonin 1a (5-HT1a) receptor   422 aa 477 aa 24.3 %
Schistosoma japonicum ko:K04145 dopamine receptor D2, putative Dopamine D3 receptor   446 aa 463 aa 29.8 %
Echinococcus granulosus biogenic amine 5HT receptor Dopamine D2 receptor   444 aa 429 aa 31.7 %
Echinococcus multilocularis g protein coupled receptor Serotonin 1a (5-HT1a) receptor   422 aa 432 aa 23.6 %
Schistosoma japonicum Octopamine receptor, putative Dopamine D3 receptor   446 aa 501 aa 28.5 %
Echinococcus multilocularis alpha 1A adrenergic receptor Dopamine D3 receptor   446 aa 473 aa 21.6 %
Onchocerca volvulus RB1-inducible coiled-coil protein 1 homolog Dopamine D3 receptor   446 aa 478 aa 22.8 %
Schistosoma mansoni biogenic amine (dopamine) receptor Dopamine D2 receptor   444 aa 494 aa 26.3 %
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 407 aa 23.3 %
Schistosoma japonicum ko:K04145 dopamine receptor D2, putative Serotonin 1a (5-HT1a) receptor   422 aa 410 aa 27.8 %
Schistosoma mansoni amine GPCR Serotonin 1a (5-HT1a) receptor   422 aa 440 aa 31.6 %
Schistosoma japonicum ko:K04135 adrenergic receptor, alpha 1a, putative Serotonin 1a (5-HT1a) receptor   422 aa 448 aa 29.7 %
Echinococcus granulosus g protein coupled receptor Serotonin 1a (5-HT1a) receptor   422 aa 432 aa 23.4 %
Schistosoma mansoni muscarinic acetylcholine (GAR) receptor Dopamine D2 receptor   444 aa 487 aa 23.8 %
Schistosoma japonicum IPR000276,Rhodopsin-like GPCR superfamily,domain-containing Serotonin 1a (5-HT1a) receptor   422 aa 392 aa 20.7 %
Echinococcus granulosus g protein coupled receptor Serotonin 1a (5-HT1a) receptor   422 aa 432 aa 24.3 %
Echinococcus multilocularis g protein coupled receptor Serotonin 1a (5-HT1a) receptor   422 aa 433 aa 22.4 %
Loa Loa (eye worm) TYRA-2 protein Serotonin 1a (5-HT1a) receptor   422 aa 491 aa 27.3 %
Onchocerca volvulus Dopamine D3 receptor   446 aa 462 aa 26.0 %
Echinococcus multilocularis serotonin receptor Dopamine D2 receptor   444 aa 428 aa 31.3 %
Loa Loa (eye worm) hypothetical protein Serotonin 1a (5-HT1a) receptor   422 aa 388 aa 26.5 %
Echinococcus granulosus orexin receptor type 2 Serotonin 1a (5-HT1a) receptor   422 aa 369 aa 22.0 %
Onchocerca volvulus Mitochondrial inner membrane protein homolog Serotonin 1a (5-HT1a) receptor   422 aa 383 aa 30.5 %
Onchocerca volvulus Serotonin 1a (5-HT1a) receptor   422 aa 426 aa 29.6 %
Schistosoma japonicum Octopamine receptor 1, putative Serotonin 1a (5-HT1a) receptor   422 aa 424 aa 24.3 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Mycobacterium tuberculosis Probable thymidine phosphorylase DeoA (tdrpase) (pyrimidine phosphorylase) 0.1227 1 1
Loa Loa (eye worm) hypothetical protein 0.0338 0.157 1
Schistosoma mansoni biogenic amine (5HT) receptor 0.0173 0 0.5
Echinococcus multilocularis thymidine phosphorylase 0.1227 1 1
Mycobacterium ulcerans thymidine phosphorylase 0.1227 1 1
Mycobacterium leprae Probable anthranilate phosphoribosyltransferase TrpD 0.0346 0.1647 0.5

Activities

Activity type Activity value Assay description Source Reference
ED50 (functional) 0 uM kg-1 The concentration of the compound yielding a half maximal decrease of the DOPA was determined in rat brain hemispheres; Partial response at 50 umol/kg ChEMBL. 7932553
ED50 (functional) 0 uM kg-1 The Compound was tested in vivo for DOPA accumulation in hemispheres(cortex) against reserpine-pretreated rats; P=significant partial reduction only at the highest dose tested (50). ChEMBL. 7783152
ED50 (functional) = 1.4 uM kg-1 The concentration of the compound yielding a half maximal decrease of the 5-HTP was determined in rat limbic system. ChEMBL. 7932553
ED50 (functional) = 1.4 uM kg-1 The concentration of the compound yielding a half maximal decrease of the 5-HTP was determined in rat brain hemispheres. ChEMBL. 7932553
ED50 (functional) = 1.4 uM kg-1 In vivo for 5-HTP accumulation in limbic system against reserpine-pretreated rats. ChEMBL. 7783152
ED50 (functional) = 1.4 uM kg-1 In vivo for 5-HTP accumulation in hemispheres(cortex) against reserpine-pretreated rats. ChEMBL. 7783152
ED50 (functional) = 1.7 uM kg-1 The concentration of the compound yielding a half maximal decrease of the 5-HTP was determined in rat brain striatum. ChEMBL. 7932553
ED50 (functional) = 1.7 uM kg-1 In vivo for 5-HTP accumulation in corpus striatum against reserpine-pretreated rats. ChEMBL. 7783152
ED50 (functional) = 3.4 uM kg-1 The concentration of the compound yielding a half maximal decrease of the DOPA was determined in rat brain striatum. ChEMBL. 7932553
ED50 (functional) = 3.4 uM kg-1 In vivo for DOPA accumulation in corpus striatum against reserpine-pretreated rats. ChEMBL. 7783152
ED50 (functional) = 3.7 uM kg-1 The concentration of the compound yielding a half maximal decrease of the DOPA was determined in rat limbic system. ChEMBL. 7932553
ED50 (functional) = 3.7 uM kg-1 In vivo for DOPA accumulation in limbic system against reserpine-pretreated rats. ChEMBL. 7783152
Ki (binding) nM Binding affinity against 5-hydroxytryptamine 1D receptor beta expressed in CHO-K1 cells, using [3H]-5-HT as the radioligand. ChEMBL. 7783152
Ki (binding) 0 nM Binding affinity against 5-hydroxytryptamine 1D receptor beta expressed in CHO-K1 cells, using [3H]-5-HT as the radioligand. ChEMBL. 7783152
Ki (binding) = 2 nM Binding affinity against 5-hydroxytryptamine 1A receptor from CHO-K1 cells, using [3H]-8-OH-DPAT as the radioligand. ChEMBL. 7783152
Ki (binding) = 2 nM Binding affinity against 5-hydroxytryptamine 1A receptor from CHO-K1 cells, using [3H]-8-OH-DPAT as the radioligand. ChEMBL. 7783152
Ki (binding) = 9.8 nM Binding affinity against Dopamine receptor D2 expressed in CHO-K1 cells, using [3H]-U-86,170 as the radioligand. ChEMBL. 7783152
Ki (binding) = 9.8 nM Binding affinity against Dopamine receptor D2 expressed in CHO-K1 cells, using [3H]-U-86,170 as the radioligand. ChEMBL. 7783152
Ki (binding) = 12.6 nM Displacement of the radioligand [3H]-8-OH-DPAT from 5-hydroxytryptamine 1A receptor ChEMBL. 7932553
Ki (binding) = 12.6 nM Displacement of the radioligand [3H]-8-OH-DPAT from 5-hydroxytryptamine 1A receptor ChEMBL. 7932553
Ki (binding) = 15 nM Binding affinity against Dopamine receptor D3 expressed in CHO-K1 cells, using [3H]-spiperone as the radioligand. ChEMBL. 7783152
Ki (binding) = 15 nM Binding affinity against Dopamine receptor D3 expressed in CHO-K1 cells, using [3H]-spiperone as the radioligand. ChEMBL. 7783152
Ki (binding) = 23 nM Binding affinity against 5-hydroxytryptamine 1D receptor alpha expressed in CHO-K1 cells, using [3H]-5-HT as the radioligand. ChEMBL. 7783152
Ki (binding) = 23 nM Binding affinity against 5-hydroxytryptamine 1D receptor alpha expressed in CHO-K1 cells, using [3H]-5-HT as the radioligand. ChEMBL. 7783152
Ki (binding) = 317 nM Displacement of the radioligand [3H]-spiperone from D2 receptor ChEMBL. 7932553
Ki (binding) = 317 nM Displacement of the radioligand [3H]-spiperone from D2 receptor ChEMBL. 7932553
pED50 (functional) = 5.43 Log concentration of the compound to inhibit DOPA accumulation was determined in rat limbic system ChEMBL. 7932553
pED50 (functional) = 5.47 Log concentration of the compound to inhibit DOPA accumulation was determined in rat brain striatum ChEMBL. 7932553
pED50 (functional) = 5.78 Log concentration of the compound to inhibit 5-HTP accumulation was determined in rat brain striatum ChEMBL. 7932553
pED50 (functional) = 5.85 Log concentration of the compound to inhibit 5-HTP accumulation was determined in rat brain hemispheres ChEMBL. 7932553
pED50 (functional) = 5.86 Log concentration of the compound to inhibit 5-HTP accumulation was determined in rat limbic system ChEMBL. 7932553

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

2 literature references were collected for this gene.

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