Detailed information for compound 811210

Basic information

Technical information
  • TDR Targets ID: 811210
  • Name: 2-[[4-(6-bicyclo[2.2.1]heptanyl)piperazin-1-y l]methyl]-4-bromophenol
  • MW: 365.308 | Formula: C18H25BrN2O
  • H donors: 1 H acceptors: 1 LogP: 3.65 Rotable bonds: 3
    Rule of 5 violations (Lipinski): 1
  • SMILES: Brc1ccc(c(c1)CN1CCN(CC1)C1CC2CC1CC2)O
  • InChi: 1S/C18H25BrN2O/c19-16-3-4-18(22)15(11-16)12-20-5-7-21(8-6-20)17-10-13-1-2-14(17)9-13/h3-4,11,13-14,17,22H,1-2,5-10,12H2
  • InChiKey: HNVUJOILHPMUKN-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 4-bromo-2-[(4-norbornan-2-ylpiperazin-1-yl)methyl]phenol
  • 4-bromo-2-[[4-(2-norbornanyl)-1-piperazinyl]methyl]phenol
  • 4-bromo-2-[[4-(2-norbornyl)piperazin-1-yl]methyl]phenol
  • 2-[[4-(6-bicyclo[2.2.1]heptanyl)piperazin-1-yl]methyl]-4-bromo-phenol
  • Oprea1_833229
  • Oprea1_765280
  • BIM-0010136.P001
  • CBMicro_010073
  • 2-(4-Bicyclo[2.2.1]hept-2-yl-piperazin-1-ylmethyl)-4-bromo-phenol
  • BAS 03050926

Targets

Known targets for this compound

No curated genes were found associated with this compound

Predicted pathogen targets for this compound

By orthology
No druggable targets predicted by orthology data
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
Toxoplasma gondii proteasome subunit beta type, putative 0.0097036 1 1
Plasmodium falciparum proteasome subunit beta type-5 0.0097036 1 1
Mycobacterium leprae proteasome (beta subunit) PrcB 0.0097036 1 0.5
Plasmodium vivax proteasome subunit beta type-5, putative 0.0097036 1 1
Giardia lamblia Proteasome subunit beta type 5 precursor 0.0097036 1 1
Mycobacterium tuberculosis Proteasome beta subunit PrcB; assembles with alpha subunit PrcA. 0.0097036 1 0.5
Leishmania major proteasome beta 5 subunit, putative 0.0097036 1 1
Trypanosoma cruzi proteasome subunit beta type-5, putative 0.0097036 1 1
Echinococcus granulosus proteasome prosome macropain 0.0097036 1 1
Trichomonas vaginalis Family T1, proteasome beta subunit, threonine peptidase 0.0097036 1 1
Trypanosoma brucei proteasome subunit beta type-5, putative 0.0097036 1 1
Loa Loa (eye worm) proteasome A-type and B-type family protein 0.0097036 1 1
Trypanosoma cruzi proteasome subunit beta type-5, putative 0.0097036 1 1
Mycobacterium ulcerans proteasome PrcB 0.0097036 1 0.5
Schistosoma mansoni proteasome catalytic subunit 3 (T01 family) 0.0097036 1 1
Entamoeba histolytica proteasome subunit beta type 5 precursor, putative 0.0097036 1 1
Echinococcus multilocularis proteasome (prosome, macropain) 0.0097036 1 1
Brugia malayi Proteasome A-type and B-type family protein 0.0097036 1 1

Activities

Activity type Activity value Assay description Source Reference
aqueous solubility, where (a) 0 = extremely low, (b) 1 = very low; (c) 2 = low, (d) 3 = good, (e) 4 = optimal, (f) 5 = very soluble (ADMET) = 2 aqueous solubility, where (a) 0 = extremely low, (b) 1 = very low; (c) 2 = low, (d) 3 = good, (e) 4 = optimal, (f) 5 = very soluble Saint Jude. 20485428
Compound predicted to be a mutagen in Ames test: 0=false; 1=true (ADMET) = 0 TRUE if compound predicted to be a mutagen in an Ames test Saint Jude. 20485428
EC50 (functional) = 0.1181 uM Differential activity in the presence of antimalarial artemisinin Saint Jude. 20485428
EC50 (functional) = 0.131 uM Cytotoxic activity for compound versus Plasmodium falciparum K1 Saint Jude. 20485428
EC50 (functional) 0.131 uM ST_JUDE: Cytotoxicity against Plasmodium falciparum K1 ChEMBL. 20485428
EC50 (functional) = 0.18 uM Plasmodium falciparum K1 EC50 (uM) as measured by SYBR green dye Saint Jude. 20485428
EC50 (functional) 0.1807 uM ST_JUDE: Plasmodium falciparum K1 EC50 (uM) as measured by SYBR green dye ChEMBL. 20485428
EC50 (functional) = 0.2142 uM Differential activity in the presence of antimalarial chloroquine Saint Jude. 20485428
EC50 (functional) = 0.2313 uM Differential activity in the presence of antimalarial mefloquine Saint Jude. 20485428
EC50 (functional) = 0.2847 uM Cytotoxic activity for compound versus Plasmodium falciparum Dd2 Saint Jude. 20485428
EC50 (functional) 0.2847 uM ST_JUDE: Cytotoxicity against Plasmodium falciparum Dd2 ChEMBL. 20485428
EC50 (functional) 0.2886 uM ST_JUDE: Plasmodium falciparum 3D7 EC50 (uM) as measured by SYBR green dye ChEMBL. 20485428
EC50 (functional) = 0.29 uM Plasmodium falciparum 3D7 EC50 (uM) as measured by SYBR green dye Saint Jude. 20485428
EC50 (functional) = 0.29 uM Cytotoxic activity for compound versus Plasmodium falciparum V1/S Saint Jude. 20485428
EC50 (functional) 0.29 uM ST_JUDE: Cytotoxicity against Plasmodium falciparum V1/S ChEMBL. 20485428
EC50 (functional) = 0.4627 uM Differential activity in the presence of antimalarial atovaquone Saint Jude. 20485428
EC50 (functional) = 0.5008 uM Cytotoxic activity for compound versus Plasmodium falciparum 3D7 Saint Jude. 20485428
EC50 (functional) 0.5008 uM ST_JUDE: Cytotoxicity against Plasmodium falciparum 3D7 ChEMBL. 20485428
EC50 (functional) 0.5188 uM ST_JUDE: Cytotoxicity against Plasmodium falciparum W2 ChEMBL. 20485428
EC50 (functional) = 0.52 uM Cytotoxic activity for compound versus Plasmodium falciparum W2 Saint Jude. 20485428
EC50 (functional) = 0.86 uM Cytotoxic activity for compound versus Plasmodium falciparum D10 transfected with yeast DHOD Saint Jude. 20485428
EC50 (functional) 0.8643 uM ST_JUDE: Cytotoxicity against Plasmodium falciparum D10 transfected with yeast DHOD ChEMBL. 20485428
EC50 (functional) = 0.953 uM Cytotoxic activity for compound versus Plasmodium falciparum SB-A6 Saint Jude. 20485428
EC50 (functional) 0.953 uM ST_JUDE: Cytotoxicity against Plasmodium falciparum SB-A6 ChEMBL. 20485428
EC50 (binding) > 10 uM Plasmodium falciparum dihydroorotate dehydrogenase inhibition assay Saint Jude. 20485428
EC50 (functional) > 16.36 uM ST_JUDE: Cytotoxicity using Alamar Blue to measure viability of Leishmania major ChEMBL. 20485428
EC50 (functional) > 20.9408 uM Cytotoxic activity for compound versus Toxoplasma gondii Saint Jude. 20485428
EC50 (functional) > 20.9408 uM ST_JUDE: Growth inhibition of to Toxoplasma gondii, in human U-2OS cells, as measured by luciferase. ChEMBL. 20485428
EC50 (functional) = 25 uM hemozoin polymerization inhibition assay. EC50 from hemozoin assay were approximately derived based on 3 point dose response Saint Jude. 20485428
EC50 (functional) > 36.6464 uM Cytotoxic activity for compound versus Trypanosoma brucei Saint Jude. 20485428
EC50 (functional) = 36.6464 uM Cytotoxic activity for compound versus Leishmania major Saint Jude. 20485428
EC50 (functional) > 36.6464 uM ST_JUDE: Cytotoxicity using luciferase to measure ATP as an indicator of the viability of Trypanosoma brucei ChEMBL. 20485428
EC50 (functional) > 38.217 uM Cytotoxic activity for compound versus human forskin fibroblast cells Saint Jude. 20485428
EC50 (functional) > 38.217 uM Cytotoxic activity for compound versus human epithelial hepatocellular carcinoma cells Saint Jude. 20485428
EC50 (functional) > 38.217 uM Cytotoxic activity for compound versus human epithelial embryonic kidney cells Saint Jude. 20485428
EC50 (functional) > 38.217 uM Cytotoxic activity for compound versus human Burkitt's lymphoma lymphoblast cells Saint Jude. 20485428
EC50 > 38.217 uM ST_JUDE: Cytotoxicity using luciferase to measure ATP as an indicator of the viability of human epithelial hepatocellular carcinoma cells (HepG2) ChEMBL. 20485428
EC50 > 38.217 uM ST_JUDE: Cytotoxicity using luciferase to measure ATP as an indicator of the viability of human epithelial embryonic kidney cells (HEK293) ChEMBL. 20485428
EC50 > 38.217 uM ST_JUDE: Cytotoxicity using luciferase to measure ATP as an indicator of the viability of human foreskin fibroblast cells (BJ) ChEMBL. 20485428
EC50 > 38.217 uM ST_JUDE: Cytotoxicity using luciferase to measure ATP as an indicator of the viability of human Burkitt''s lymphoma lymphoblast cells (Raji) ChEMBL. 20485428
EC50 (binding) > 50 uM Plasmodium falciparum falcipain 2 inhibition assay Saint Jude. 20485428
LD50 (ADMET) = 1.391 g kg-1 rat oral acute median lethal dose (g/kg) Saint Jude. 20485428
passive intestinal absorption level, where (a) 0 good; (b) 1 = moderate; (c) 2 = poor, (d) 3 = very poor (ADMET) = 0 passive intestinal absorption level, where (a) 0 good; (b) 1 = moderate; (c) 2 = poor, (d) 3 = very poor Saint Jude. 20485428
Percent growth inhibition (functional) = 87.6 % Plasmodium falciparum 3D7 % growth inhibition at 7uM as measured by YOYO-3 red dye Saint Jude. 20485428
Percent growth inhibition (functional) = 104.1 % Plasmodium falciparum 3D7 % growth inhibition at 7uM as measured by SYBR green dye Saint Jude. 20485428

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Plasmodium falciparum ChEMBL23 20485428
Leishmania major ChEMBL23 20485428

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.
 
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External resources for this compound

Bibliographic References

No literature references available for this target.

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