Detailed information for compound 221993

Basic information

Technical information
  • Name: Unnamed compound
  • MW: 298.219 | Formula: C14H20BrNO
  • H donors: 0 H acceptors: 0 LogP: 3.81 Rotable bonds: 3
    Rule of 5 violations (Lipinski): 1
  • SMILES: CCCN1CCc2c(CC1)c(Br)ccc2OC
  • InChi: 1S/C14H20BrNO/c1-3-8-16-9-6-11-12(7-10-16)14(17-2)5-4-13(11)15/h4-5H,3,6-10H2,1-2H3
  • InChiKey: WPMMOWKJPCOCHT-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

No synonyms found for this compound

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Rattus norvegicus Dopamine D2 receptor Starlite/ChEMBL References
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 mansoni biogenic amine (5HT) receptor 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
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_133249 All targets in OG5_133249
Schistosoma japonicum expressed protein 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 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 japonicum Octopamine receptor, putative 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 IPR000276,Rhodopsin-like GPCR superfamily,domain-containing Serotonin 1a (5-HT1a) receptor   422 aa 392 aa 20.7 %
Echinococcus granulosus biogenic amine 5HT receptor Dopamine D2 receptor   444 aa 429 aa 31.7 %
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 %
Schistosoma japonicum ko:K04145 dopamine receptor D2, putative Serotonin 1a (5-HT1a) receptor   422 aa 410 aa 27.8 %
Onchocerca volvulus RB1-inducible coiled-coil protein 1 homolog Dopamine D2 receptor   444 aa 474 aa 23.4 %
Echinococcus granulosus alpha 1A adrenergic receptor Serotonin 1a (5-HT1a) receptor   422 aa 452 aa 21.0 %
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 426 aa 29.6 %
Echinococcus multilocularis g protein coupled receptor Serotonin 1a (5-HT1a) receptor   422 aa 432 aa 23.6 %
Loa Loa (eye worm) TYRA-2 protein Serotonin 1a (5-HT1a) receptor   422 aa 491 aa 27.3 %
Loa Loa (eye worm) hypothetical protein Serotonin 1a (5-HT1a) receptor   422 aa 388 aa 26.5 %
Echinococcus granulosus g protein coupled receptor Serotonin 1a (5-HT1a) receptor   422 aa 432 aa 24.3 %
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 436 aa 23.9 %
Echinococcus multilocularis g protein coupled receptor Serotonin 1a (5-HT1a) receptor   422 aa 433 aa 22.4 %
Echinococcus multilocularis serotonin receptor Dopamine D2 receptor   444 aa 428 aa 31.3 %
Schistosoma mansoni muscarinic acetylcholine (GAR) receptor Dopamine D2 receptor   444 aa 487 aa 23.8 %
Echinococcus multilocularis neuropeptides capa receptor Serotonin 1a (5-HT1a) receptor   422 aa 430 aa 20.0 %
Schistosoma mansoni biogenic amine receptor Dopamine D2 receptor   444 aa 452 aa 30.1 %
Echinococcus granulosus g protein coupled receptor Serotonin 1a (5-HT1a) receptor   422 aa 432 aa 23.4 %
Schistosoma japonicum IPR000276,Rhodopsin-like GPCR superfamily,domain-containing Serotonin 1a (5-HT1a) receptor   422 aa 417 aa 21.1 %
Schistosoma japonicum ko:K04136 adrenergic receptor, alpha 1b, putative Serotonin 1a (5-HT1a) receptor   422 aa 444 aa 29.3 %
Onchocerca volvulus Serotonin 1a (5-HT1a) receptor   422 aa 390 aa 33.6 %
Schistosoma japonicum Octopamine receptor, putative Dopamine D2 receptor   444 aa 456 aa 29.4 %
Schistosoma mansoni peptide (FMRFamide/neurokinin-3)-like receptor Serotonin 1a (5-HT1a) receptor   422 aa 350 aa 20.6 %
Onchocerca volvulus Glycoprotein hormone beta 5 homolog Serotonin 1a (5-HT1a) receptor   422 aa 477 aa 24.3 %
Onchocerca volvulus Serotonin 1a (5-HT1a) receptor   422 aa 407 aa 23.3 %
Echinococcus multilocularis orexin receptor type 2 Serotonin 1a (5-HT1a) receptor   422 aa 369 aa 22.2 %
Onchocerca volvulus Mitochondrial inner membrane protein homolog Serotonin 1a (5-HT1a) receptor   422 aa 383 aa 30.5 %
Schistosoma mansoni biogenic amine (dopamine) receptor Dopamine D2 receptor   444 aa 494 aa 26.3 %
Schistosoma japonicum ko:K04207 neuropeptide Y receptor Y5, putative Serotonin 1a (5-HT1a) receptor   422 aa 339 aa 23.0 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Mycobacterium tuberculosis Probable polyketide synthase Pks5 0.0066 0.0663 0.5
Mycobacterium ulcerans multifunctional mycocerosic acid synthase membrane-associated Mas 0.0066 0.0663 0.0653
Mycobacterium tuberculosis Possible oxidoreductase FadB5 0.0066 0.0663 0.5
Leishmania major quinone oxidoreductase, putative 0.0066 0.0663 0.0653
Trypanosoma cruzi nuclear receptor binding factor, putative 0.0066 0.0663 1
Mycobacterium ulcerans NADPH quinone oxidoreductase FadB4 0.0066 0.0663 0.0653
Onchocerca volvulus 0.0066 0.0663 1
Mycobacterium ulcerans zinc-type alcohol dehydrogenase AdhD 0.0066 0.0663 0.0653
Mycobacterium tuberculosis S-nitrosomycothiol reductase MscR 0.0066 0.0663 0.5
Toxoplasma gondii type I fatty acid synthase, putative 0.0066 0.0663 0.5
Brugia malayi oxidoreductase, zinc-binding dehydrogenase family protein 0.0066 0.0663 1
Leishmania major zinc binding dehydrogenase-like protein 0.0066 0.0663 0.0653
Trypanosoma brucei oxidoreductase, putative 0.0066 0.0663 1
Toxoplasma gondii Zn-containing alcohol dehydrogenase 0.0066 0.0663 0.5
Trypanosoma cruzi NADP-dependent alcohol hydrogenase, putative 0.0066 0.0663 1
Mycobacterium ulcerans quinone oxidoreductase 0.0066 0.0663 0.0653
Leishmania major NADP-dependent alcohol dehydrogenase, putative 0.0066 0.0663 0.0653
Mycobacterium ulcerans zinc-containing alcohol dehydrogenase NAD dependent AdhB 0.0066 0.0663 0.0653
Brugia malayi Alcohol dehydrogenase class III 0.0066 0.0663 1
Mycobacterium leprae Probable oxidireductase 0.0066 0.0663 0.5
Entamoeba histolytica NADP-dependent alcohol dehydrogenase, putative 0.0066 0.0663 0.0663
Mycobacterium ulcerans short-chain dehydrogenase 0.041 1 1
Mycobacterium tuberculosis Probable zinc-type alcohol dehydrogenase AdhD (aldehyde reductase) 0.0066 0.0663 0.5
Leishmania major oxidoreductase-like protein 0.0066 0.0663 0.0653
Loa Loa (eye worm) hypothetical protein 0.0172 0.3541 0.3535
Loa Loa (eye worm) hypothetical protein 0.0066 0.0663 0.0653
Mycobacterium tuberculosis Possible dehydrogenase 0.0066 0.0663 0.5
Schistosoma mansoni biogenic amine (5HT) receptor 0.0172 0.3541 1
Mycobacterium ulcerans Zn-dependent alcohol dehydrogenase, AdhX 0.0066 0.0663 0.0653
Mycobacterium leprae PHENOLPTHIOCEROL SYNTHESIS TYPE-I POLYKETIDE SYNTHASE PPSC 0.0066 0.0663 0.5
Mycobacterium tuberculosis Probable polyketide synthase Pks7 0.0066 0.0663 0.5
Brugia malayi oxidoreductase, zinc-binding dehydrogenase family protein 0.0042 0.001 0.0157
Mycobacterium leprae Probable S-nitrosomycothiol reductase MscR 0.0066 0.0663 0.5
Loa Loa (eye worm) hypothetical protein 0.0066 0.0663 0.0653
Trypanosoma cruzi nuclear receptor binding factor, putative 0.0066 0.0663 1
Mycobacterium tuberculosis Polyketide synthase Pks2 0.0066 0.0663 0.5
Trichomonas vaginalis alcohol dehydrogenase, putative 0.0066 0.0663 0.5
Mycobacterium tuberculosis Possible quinone oxidoreductase (NADPH:quinone oxidoreductase) (zeta-crystallin) 0.0066 0.0663 0.5
Brugia malayi oxidoreductase, zinc-binding dehydrogenase family protein 0.0042 0.001 0.0157
Trypanosoma cruzi NADP-dependent alcohol hydrogenase, putative 0.0066 0.0663 1
Loa Loa (eye worm) alcohol dehydrogenase class III 0.0066 0.0663 0.0653
Mycobacterium ulcerans oxidoreductase 0.0066 0.0663 0.0653
Mycobacterium leprae Probable multifunctional mycocerosic acid synthase membrane associated enzyme Mas 0.0066 0.0663 0.5
Onchocerca volvulus Putative alcohol dehydrogenase 0.0066 0.0663 1
Mycobacterium ulcerans phenolpthiocerol synthesis type-I polyketide synthase PpsC 0.0066 0.0663 0.0653
Trypanosoma brucei oxidoreductase, putative 0.0066 0.0663 1
Brugia malayi oxidoreductase, zinc-binding dehydrogenase family protein 0.0066 0.0663 1
Echinococcus multilocularis serotonin receptor 0.0172 0.3541 0.682
Mycobacterium ulcerans NADP-dependent alcohol dehydrogenase Adh 0.0066 0.0663 0.0653
Mycobacterium tuberculosis Possible dehydrogenase 0.0066 0.0663 0.5
Mycobacterium tuberculosis Probable NADPH quinone oxidoreductase FadB4 (NADPH:quinone reductase) (zeta-crystallin) 0.0066 0.0663 0.5
Loa Loa (eye worm) hypothetical protein 0.041 1 1
Trichomonas vaginalis alcohol dehydrogenase, putative 0.0066 0.0663 0.5
Trichomonas vaginalis alcohol dehydrogenase, putative 0.0066 0.0663 0.5
Echinococcus granulosus biogenic amine 5HT receptor 0.0172 0.3541 0.682
Echinococcus granulosus mitochondrial trans 2 enoyl coenzyme A reductase 0.0066 0.0663 0.1276
Mycobacterium tuberculosis Polyketide synthase Pks12 0.0066 0.0663 0.5
Mycobacterium tuberculosis Probable multifunctional mycocerosic acid synthase membrane-associated Mas 0.0066 0.0663 0.5
Schistosoma mansoni alcohol dehydrogenase 0.0066 0.0663 0.1872
Loa Loa (eye worm) hypothetical protein 0.0172 0.3541 0.3535
Mycobacterium ulcerans dehydrogenase 0.0066 0.0663 0.0653
Mycobacterium leprae Probable polyketide synthase Pks1 0.0066 0.0663 0.5
Mycobacterium ulcerans zinc-dependent alcohol dehydrogenase 0.0066 0.0663 0.0653
Mycobacterium tuberculosis Probable NADP-dependent alcohol dehydrogenase AdhC 0.0066 0.0663 0.5
Trypanosoma cruzi oxidoreductase, putative 0.0066 0.0663 1
Mycobacterium tuberculosis Probable oxidoreductase 0.0066 0.0663 0.5
Trypanosoma cruzi NADP-dependent alcohol hydrogenase, putative 0.0066 0.0663 1
Echinococcus multilocularis serotonin receptor 0.0172 0.3541 0.682
Toxoplasma gondii quinone oxidoreductase, putative 0.0066 0.0663 0.5
Schistosoma mansoni zinc binding dehydrogenase 0.0066 0.0663 0.1872
Echinococcus multilocularis mitochondrial trans 2 enoyl coenzyme A reductase 0.0066 0.0663 0.1276
Mycobacterium leprae PROBABLE NADP-DEPENDENT ALCOHOL DEHYDROGENASE ADHC 0.0066 0.0663 0.5
Echinococcus granulosus neuropeptides capa receptor 0.0233 0.5193 1
Mycobacterium ulcerans NADP-dependent alcohol dehydrogenase AdhC 0.0066 0.0663 0.0653
Mycobacterium tuberculosis Probable polyketide synthase Pks8 0.0066 0.0663 0.5
Entamoeba histolytica NADP-dependent alcohol dehydrogenase, putative 0.0066 0.0663 0.0663
Leishmania major oxidoreductase, putative 0.0066 0.0663 0.0653
Mycobacterium tuberculosis Probable alcohol dehydrogenase AdhA 0.0066 0.0663 0.5
Mycobacterium ulcerans quinone reductase Qor 0.0066 0.0663 0.0653
Mycobacterium ulcerans zinc-dependent alcohol dehydrogenase AdhE2 0.0066 0.0663 0.0653
Trypanosoma cruzi oxidoreductase, putative 0.0066 0.0663 1
Mycobacterium ulcerans quinone oxidoreductase 0.0066 0.0663 0.0653
Mycobacterium tuberculosis Probable alcohol dehydrogenase Adh 0.0066 0.0663 0.5
Trypanosoma cruzi NADP-dependent alcohol hydrogenase, putative 0.0066 0.0663 1
Wolbachia endosymbiont of Brugia malayi NADPH:quinone reductase 0.0066 0.0663 0.5
Echinococcus multilocularis neuropeptides capa receptor 0.0233 0.5193 1
Mycobacterium tuberculosis Probable quinone reductase Qor (NADPH:quinone reductase) (zeta-crystallin homolog protein) 0.0066 0.0663 0.5
Mycobacterium ulcerans oxidoreductase FadB5 0.0066 0.0663 0.0653
Mycobacterium tuberculosis Probable polyketide synthase Pks1 0.0066 0.0663 0.5
Mycobacterium leprae Probable alcohol dehydrogenase AdhA 0.0066 0.0663 0.5
Mycobacterium ulcerans zinc-containing alcohol dehydrogenase NAD-dependent AdhB 0.0066 0.0663 0.0653
Leishmania major d-xylulose reductase, putative 0.041 1 1
Mycobacterium ulcerans polyketide synthase 0.0066 0.0663 0.0653

Activities

Activity type Activity value Assay description Source Reference
5-HT syndrome (functional) = 0 Tested for the 5-HT syndrome presence, at 50 micromol/kg after subcutaneous administration; present ChEMBL. 1433207
5-HT syndrome (functional) = 0 Tested for the 5-HT syndrome presence, at 100 micromol/kg after peroral administration; present ChEMBL. 1433207
Control (functional) = 43 % Effect of the compound evaluated in vivo on 5-HTP accumulation in NE-rich hemispheres at a 50 dose microM/kg(sc) ChEMBL. 1433207
Control (functional) = 48 % Effect of the compound evaluated in vivo on 5-HTP accumulation in limbic system at a dose 50 umol/kg (s.c.) ChEMBL. 1433207
Control (functional) = 48 % Effect of the compound evaluated in vivo on 5-HTP accumulation in limbic system at a dose 50 umol/kg (p.o.) ChEMBL. 1433207
Control (functional) = 50 % Effect of the compound evaluated in vivo on 5-HTP accumulation in corpus striatum at a dose 50 umol/kg (s.c.) ChEMBL. 1433207
Control (functional) = 50 % Effect of the compound evaluated in vivo on 5-HTP accumulation in corpus striatum at a dose 50 umol/kg (p.o.) ChEMBL. 1433207
Control (functional) = 69 % Effect of the compound evaluated in vivo on 5-HTP accumulation in limbic system at a dose 3.1 umol/kg (s.c.) ChEMBL. 1433207
Control (functional) = 71 % Effect of the compound evaluated in vivo on 5-HTP accumulation in corpus striatum at a dose 3.1 umol/kg (s.c.) ChEMBL. 1433207
Control (functional) = 76 % Effect of the compound evaluated in vivo on 5-HTP accumulation in limbic system at a dose 12.5 umol/kg (p.o.) ChEMBL. 1433207
Control (functional) = 77 % Effect of the compound evaluated in vivo on 5-HTP accumulation in corpus striatum at a dose 12.5 umol/kg (p.o.) ChEMBL. 1433207
Control (functional) = 83 % Effect of the compound evaluated in vivo on 5-HTP accumulation in NE-rich hemispheres at a 3.1 dose microM/kg(sc) ChEMBL. 1433207
Control (functional) = 86 % Effect of the compound evaluated in vivo on 5-HTP accumulation in corpus striatum at a dose 0.80 umol/kg (p.o.) ChEMBL. 1433207
Control (functional) = 88 % Effect of the compound evaluated in vivo on 5-HTP accumulation in limbic system at a dose 0.80 umol/kg (p.o.) ChEMBL. 1433207
Control (functional) = 88 % Effect of the compound evaluated in vivo on 5-HTP accumulation in corpus striatum at a dose 12.5 umol/kg (p.o.) ChEMBL. 1433207
Control (functional) = 90 % Effect of the compound evaluated in vivo on 5-HTP accumulation in limbic system at a dose 3.1 umol/kg (p.o.) ChEMBL. 1433207
Control (functional) = 96 % Effect of the compound evaluated in vivo on 5-HTP accumulation in corpus striatum at a dose 3.1 umol/kg (p.o.) ChEMBL. 1433207
Control (functional) = 99 % Effect of the compound evaluated in vivo on 5-HTP accumulation in corpus striatum at a dose 3.1 umol/kg (p.o.) ChEMBL. 1433207
Control (functional) = 102 % Effect of the compound evaluated in vivo on 5-HTP accumulation in NE-rich hemispheres at a 0.20 dose microM/kg(sc) ChEMBL. 1433207
Control (functional) = 108 % Effect of the compound evaluated in vivo on 5-HTP accumulation in limbic system at a dose 0.20 umol/kg (s.c.) ChEMBL. 1433207
Control (functional) = 111 % Effect of the compound evaluated in vivo on 5-HTP accumulation in NE-rich hemispheres at a 0.80 dose microM/kg(sc) ChEMBL. 1433207
Control (functional) = 112 % Effect of the compound evaluated in vivo on 5-HTP accumulation in corpus striatum at a dose 0.80 umol/kg (p.o.) ChEMBL. 1433207
Control (functional) = 117 % Effect of the compound evaluated in vivo on 5-HTP accumulation in corpus striatum at a dose 0.20 umol/kg (s.c.) ChEMBL. 1433207
Control (functional) = 118 % Effect of the compound evaluated in vivo on 5-HTP accumulation in limbic system at a dose 0.80 umol/kg (s.c.) ChEMBL. 1433207
Control (functional) = 130 % Effect of the compound evaluated in vivo on 5-HTP accumulation in corpus striatum at a dose 0.80 umol/kg (s.c.) ChEMBL. 1433207
ED50 (functional) = 2.7 uM kg-1 Effect of the compound evaluated in vivo on 5-HTP accumulation in limbic system after subcutaneous administration ChEMBL. 1433207
ED50 (functional) = 3.2 uM kg-1 Effect of the compound evaluated in vivo on 5-HTP accumulation in corpus striatum after subcutaneous administration ChEMBL. 1433207
ED50 (functional) = 5 uM kg-1 Effect of the compound evaluated in vivo on 5-HTP accumulation in NE-rich hemispheres after subcutaneous administration ChEMBL. 1433207
ED50 (functional) = 13 uM kg-1 Effect of the compound evaluated in vivo on 5-HTP accumulation in limbic system after perioral administration ChEMBL. 1433207
ED50 (functional) = 14 uM kg-1 Effect of the compound evaluated in vivo on 5-HTP accumulation in corpus striatum after perioral administration ChEMBL. 1433207
ED50 (functional) = 21 uM kg-1 Effect of the compound evaluated in vivo on 5-HTP accumulation in NE-rich hemispheres after perioral administration ChEMBL. 1433207
IC50 (binding) = 28 nM Inhibitory activity against 5-hydroxytryptamine 1A receptor in rats, using [3H]-8-OH-DPAT as radioligand ChEMBL. 1433207
IC50 (binding) = 28 nM Inhibitory activity against 5-hydroxytryptamine 1A receptor in rats, using [3H]-8-OH-DPAT as radioligand ChEMBL. 1433207
IC50 (binding) = 680 nM Inhibitory activity against Dopamine receptor D2 in rats using [3H]-spiperone as radioligand ChEMBL. 1433207
IC50 (binding) = 680 nM Inhibitory activity against Dopamine receptor D2 in rats using [3H]-spiperone as radioligand ChEMBL. 1433207
Locomotor activity (functional) = 21 The compound was tested in vivo for locomotor activity in rats at 50 micromol/kg after perioral administration ChEMBL. 1433207
Locomotor activity (functional) = 108 The compound was tested in vivo for locomotor activity in rats at 50 micromol/kg after subcutaneous administration ChEMBL. 1433207

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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