Detailed information for compound 79622

Basic information

Technical information
  • TDR Targets ID: 79622
  • Name: 4-bromo-N-[(3S)-1-cycloheptylpyrrolidin-3-yl] -1-methoxynaphthalene-2-carboxamide
  • MW: 445.393 | Formula: C23H29BrN2O2
  • H donors: 1 H acceptors: 1 LogP: 5.7 Rotable bonds: 5
    Rule of 5 violations (Lipinski): 1
  • SMILES: COc1c(cc(c2c1cccc2)Br)C(=O)N[C@H]1CCN(C1)C1CCCCCC1
  • InChi: 1S/C23H29BrN2O2/c1-28-22-19-11-7-6-10-18(19)21(24)14-20(22)23(27)25-16-12-13-26(15-16)17-8-4-2-3-5-9-17/h6-7,10-11,14,16-17H,2-5,8-9,12-13,15H2,1H3,(H,25,27)/t16-/m0/s1
  • InChiKey: CJONMKUBCIENBK-INIZCTEOSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 4-bromo-N-[(3S)-1-cycloheptylpyrrolidin-3-yl]-1-methoxy-naphthalene-2-carboxamide
  • 4-bromo-N-[(3S)-1-cycloheptyl-3-pyrrolidinyl]-1-methoxy-2-naphthalenecarboxamide
  • 4-bromo-N-[(3S)-1-cycloheptylpyrrolidin-3-yl]-1-methoxy-2-naphthamide

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Rattus norvegicus Dopamine D3 receptor Starlite/ChEMBL References
Rattus norvegicus Dopamine D2 receptor Starlite/ChEMBL References
Homo sapiens sigma non-opioid intracellular receptor 1 Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Trypanosoma brucei gambiense C-8 sterol isomerase, putative Get druggable targets OG5_131051 All targets in OG5_131051
Trypanosoma brucei C-8 sterol isomerase, putative Get druggable targets OG5_131051 All targets in OG5_131051
Leishmania infantum C-8 sterol isomerase-like protein Get druggable targets OG5_131051 All targets in OG5_131051
Trypanosoma congolense C-8 sterol isomerase, putative Get druggable targets OG5_131051 All targets in OG5_131051
Leishmania braziliensis C-8 sterol isomerase-like protein Get druggable targets OG5_131051 All targets in OG5_131051
Leishmania donovani C-8 sterol isomerase-like protein Get druggable targets OG5_131051 All targets in OG5_131051
Trypanosoma cruzi C-8 sterol isomerase, putative Get druggable targets OG5_131051 All targets in OG5_131051
Candida albicans sterol C8-C7 isomerase Get druggable targets OG5_131051 All targets in OG5_131051
Trypanosoma congolense C-8 sterol isomerase, putative Get druggable targets OG5_131051 All targets in OG5_131051
Candida albicans sterol C8-C7 isomerase Get druggable targets OG5_131051 All targets in OG5_131051
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_131051 All targets in OG5_131051
Brugia malayi ERG2 and Sigma1 receptor like protein Get druggable targets OG5_131051 All targets in OG5_131051
Leishmania mexicana C-8 sterol isomerase-like protein Get druggable targets OG5_131051 All targets in OG5_131051
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_131051 All targets in OG5_131051
Leishmania major C-8 sterol isomerase-like protein Get druggable targets OG5_131051 All targets in OG5_131051
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Schistosoma japonicum ko:K04145 dopamine receptor D2, putative Dopamine D3 receptor   446 aa 426 aa 28.6 %
Echinococcus granulosus alpha 1A adrenergic receptor Dopamine D3 receptor   446 aa 460 aa 21.1 %
Schistosoma japonicum ko:K04136 adrenergic receptor, alpha 1b, putative Dopamine D2 receptor   444 aa 440 aa 30.0 %
Schistosoma mansoni amine GPCR Dopamine D3 receptor   446 aa 420 aa 31.4 %
Onchocerca volvulus Glycoprotein hormone beta 5 homolog Dopamine D3 receptor   446 aa 489 aa 22.9 %
Loa Loa (eye worm) hypothetical protein Dopamine D3 receptor   446 aa 425 aa 21.4 %
Echinococcus granulosus biogenic amine 5HT receptor Dopamine D2 receptor   444 aa 429 aa 31.7 %
Echinococcus multilocularis serotonin receptor Dopamine D2 receptor   444 aa 428 aa 31.3 %
Echinococcus multilocularis alpha 1A adrenergic receptor Dopamine D3 receptor   446 aa 473 aa 21.6 %
Schistosoma mansoni biogenic amine (dopamine) receptor Dopamine D2 receptor   444 aa 494 aa 26.3 %
Schistosoma japonicum ko:K04207 neuropeptide Y receptor Y5, putative Dopamine D2 receptor   444 aa 386 aa 19.7 %
Schistosoma mansoni muscarinic acetylcholine (GAR) receptor Dopamine D2 receptor   444 aa 487 aa 23.8 %
Schistosoma japonicum Octopamine receptor, putative Dopamine D3 receptor   446 aa 501 aa 28.5 %
Onchocerca volvulus RB1-inducible coiled-coil protein 1 homolog Dopamine D3 receptor   446 aa 478 aa 22.8 %
Loa Loa (eye worm) TYRA-2 protein Dopamine D3 receptor   446 aa 494 aa 24.3 %
Echinococcus multilocularis biogenic amine (5HT) receptor Dopamine D3 receptor   446 aa 499 aa 30.9 %
Echinococcus multilocularis g protein coupled receptor Dopamine D2 receptor   444 aa 465 aa 21.5 %
Schistosoma mansoni ancient conserved domain protein 2 (cyclin m2) Dopamine D3 receptor   446 aa 463 aa 25.5 %
Onchocerca volvulus Dopamine D3 receptor   446 aa 462 aa 26.0 %
Echinococcus granulosus g protein coupled receptor Dopamine D2 receptor   444 aa 457 aa 21.0 %
Schistosoma japonicum ko:K04145 dopamine receptor D2, putative Dopamine D3 receptor   446 aa 463 aa 29.8 %
Schistosoma mansoni biogenic amine receptor Dopamine D3 receptor   446 aa 455 aa 28.6 %
Onchocerca volvulus Dopamine D3 receptor   446 aa 434 aa 19.4 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Schistosoma mansoni transient receptor potential cation channel subfamily A member 0.0191 0.2716 1
Loa Loa (eye worm) carboxylesterase 0.0163 0.1909 0.1909
Echinococcus granulosus carboxylesterase 5A 0.0163 0.1909 0.6494
Echinococcus granulosus ankyrin repeat protein 0.0191 0.2716 0.924
Echinococcus multilocularis ankyrin repeat protein 0.0191 0.2716 0.924
Trypanosoma cruzi C-8 sterol isomerase, putative 0.0445 1 0.5
Schistosoma mansoni family S9 non-peptidase homologue (S09 family) 0.0163 0.1909 0.7028
Echinococcus multilocularis carboxylesterase 5A 0.0163 0.1909 0.6494
Brugia malayi Carboxylesterase family protein 0.0163 0.1909 0.1909
Loa Loa (eye worm) hypothetical protein 0.0227 0.3757 0.3757
Echinococcus multilocularis acetylcholinesterase 0.0163 0.1909 0.6494
Echinococcus multilocularis acetylcholinesterase 0.0163 0.1909 0.6494
Echinococcus granulosus transient receptor potential cation channel 0.0199 0.294 1
Loa Loa (eye worm) hypothetical protein 0.0163 0.1909 0.1909
Echinococcus granulosus acetylcholinesterase 0.0163 0.1909 0.6494
Trypanosoma brucei C-8 sterol isomerase, putative 0.0445 1 0.5
Loa Loa (eye worm) acetylcholinesterase 1 0.0163 0.1909 0.1909
Leishmania major C-8 sterol isomerase-like protein 0.0445 1 0.5
Loa Loa (eye worm) hypothetical protein 0.0163 0.1909 0.1909
Loa Loa (eye worm) hypothetical protein 0.0445 1 1
Echinococcus multilocularis transient receptor potential cation channel 0.0199 0.294 1
Brugia malayi Carboxylesterase family protein 0.0163 0.1909 0.1909
Echinococcus granulosus acetylcholinesterase 0.0163 0.1909 0.6494

Activities

Activity type Activity value Assay description Source Reference
Ki (binding) = 0.2 nM Binding affinity for dopamine receptor D3 expressed in Sf9 cells using [125I]-IABN the radioligand. ChEMBL. 11356115
Ki (binding) = 0.2 nM Binding affinity for dopamine receptor D3 expressed in Sf9 cells using [125I]-IABN the radioligand. ChEMBL. 11356115
Ki (binding) = 1.8 nM Binding affinity for dopamine receptor D2 long expressed in Sf9 cells using [125I]-IABN radioligand. ChEMBL. 11356115
Ki (binding) = 1.8 nM Binding affinity for dopamine receptor D2 long expressed in Sf9 cells using [125I]-IABN radioligand. ChEMBL. 11356115
Ki (binding) = 4.8 nM Binding affinity for sigma-1 receptor measured on guinea pig brain membranes using [3H]-(+)-pentazocine as radioligand. ChEMBL. 11356115
Ki (binding) = 4.8 nM Binding affinity for sigma-1 receptor measured on guinea pig brain membranes using [3H]-(+)-pentazocine as radioligand. ChEMBL. 11356115
Ki (binding) = 17 nM Binding affinity for sigma-2 receptor measured on rat liver membranes using [3H]-DTG as radioligand in the presence of (+)-pentazocine ChEMBL. 11356115
Ratio (binding) = 9 Dopamine D2/D3 ratio of the compound ChEMBL. 11356115

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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