Detailed information for compound 57680

Basic information

Technical information
  • Name: Unnamed compound
  • MW: 524.837 | Formula: C26H23BrClN3O2
  • H donors: 0 H acceptors: 3 LogP: 3.34 Rotable bonds: 3
    Rule of 5 violations (Lipinski): 2
  • SMILES: [O-][n+]1ccc(cc1)CC(=O)N1CCC(=C2c3ccc(cc3CCc3c2ncc(c3)Br)Cl)CC1
  • InChi: 1S/C26H23BrClN3O2/c27-21-14-20-2-1-19-15-22(28)3-4-23(19)25(26(20)29-16-21)18-7-9-30(10-8-18)24(32)13-17-5-11-31(33)12-6-17/h3-6,11-12,14-16H,1-2,7-10,13H2
  • InChiKey: QCDHQOJQZWJDKD-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
Homo sapiens farnesyltransferase, CAAX box, beta References
Homo sapiens farnesyltransferase, CAAX box, alpha Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Plasmodium vivax farnesyltransferase beta subunit, putative Get druggable targets OG5_128081 All targets in OG5_128081
Trypanosoma brucei gambiense protein farnesyltransferase beta subunit, putative Get druggable targets OG5_128081 All targets in OG5_128081
Schistosoma japonicum ko:K05954 farnesyltransferase, CAAX box, alpha [EC:2.5.1.58 2.5.1.59], putative Get druggable targets OG5_128459 All targets in OG5_128459
Cryptosporidium parvum farnesyltransferase Get druggable targets OG5_128459 All targets in OG5_128459
Cryptosporidium parvum protein geranyl-geranyltransferase beta subunit Get druggable targets OG5_128081 All targets in OG5_128081
Trichomonas vaginalis protein farnesyltransferase alpha subunit, putative Get druggable targets OG5_128459 All targets in OG5_128459
Trichomonas vaginalis protein farnesyltransferase alpha subunit/RAB geranylgeranyl transferase alpha subunit, putative Get druggable targets OG5_128459 All targets in OG5_128459
Babesia bovis prenyltransferase and squalene oxidase repeat family protein Get druggable targets OG5_128081 All targets in OG5_128081
Trypanosoma brucei protein farnesyltransferase beta subunit Get druggable targets OG5_128081 All targets in OG5_128081
Entamoeba histolytica protein farnesyltransferase beta subunit, putative Get druggable targets OG5_128081 All targets in OG5_128081
Leishmania mexicana farnesyltransferase beta subunit Get druggable targets OG5_128081 All targets in OG5_128081
Plasmodium knowlesi protein farnesyltransferase subunit alpha, putative Get druggable targets OG5_128459 All targets in OG5_128459
Trichomonas vaginalis geranylgeranyl transferase type II beta subunit, putative Get druggable targets OG5_128081 All targets in OG5_128081
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_128459 All targets in OG5_128459
Cryptosporidium hominis farnesyltransferase Get druggable targets OG5_128459 All targets in OG5_128459
Loa Loa (eye worm) prenyltransferase alpha subunit repeat containing protein Get druggable targets OG5_128459 All targets in OG5_128459
Trichomonas vaginalis protein farnesyltransferase alpha subunit/RAB geranylgeranyl transferase alpha subunit, putative Get druggable targets OG5_128459 All targets in OG5_128459
Echinococcus granulosus protein farnesyltransferase subunit beta Get druggable targets OG5_128081 All targets in OG5_128081
Schistosoma mansoni protein farnesyltransferase subunit beta Get druggable targets OG5_128081 All targets in OG5_128081
Trichomonas vaginalis type I geranylgeranyltransferase beta subunit, putative Get druggable targets OG5_128081 All targets in OG5_128081
Leishmania major farnesyltransferase beta subunit Get druggable targets OG5_128081 All targets in OG5_128081
Brugia malayi Prenyltransferase and squalene oxidase repeat family protein Get druggable targets OG5_128081 All targets in OG5_128081
Trichomonas vaginalis geranylgeranyl transferase type I beta subunit, putative Get druggable targets OG5_128081 All targets in OG5_128081
Brugia malayi Protein prenyltransferase alpha subunit repeat containing protein Get druggable targets OG5_128459 All targets in OG5_128459
Candida albicans alpha subunit shared by C terminal CaaX Geranylgeranyltransferase I (Ram2p+Cdc43p) and farnesyltransferase (Ram2p+Ram1p) Get druggable targets OG5_128459 All targets in OG5_128459
Giardia lamblia Prenyltransferase Get druggable targets OG5_128081 All targets in OG5_128081
Plasmodium falciparum protein farnesyltransferase subunit alpha Get druggable targets OG5_128459 All targets in OG5_128459
Trypanosoma cruzi protein farnesyltransferase, putative Get druggable targets OG5_128081 All targets in OG5_128081
Trichomonas vaginalis geranylgeranyl transferase type II beta subunit, putative Get druggable targets OG5_128081 All targets in OG5_128081
Theileria parva hypothetical protein Get druggable targets OG5_128459 All targets in OG5_128459
Toxoplasma gondii hypothetical protein Get druggable targets OG5_128459 All targets in OG5_128459
Giardia lamblia Rab geranylgeranyltransferase Get druggable targets OG5_128459 All targets in OG5_128459
Plasmodium vivax conserved Plasmodium protein, unknown function Get druggable targets OG5_128081 All targets in OG5_128081
Plasmodium knowlesi conserved Plasmodium protein, unknown function Get druggable targets OG5_128081 All targets in OG5_128081
Babesia bovis protein prenyltransferase alpha subunit repeat domain containing protein Get druggable targets OG5_128459 All targets in OG5_128459
Leishmania braziliensis farnesyltransferase beta subunit Get druggable targets OG5_128081 All targets in OG5_128081
Trichomonas vaginalis geranylgeranyl transferase type beta subunit, putative Get druggable targets OG5_128081 All targets in OG5_128081
Plasmodium yoelii Prenyltransferase and squalene oxidase repeat, putative Get druggable targets OG5_128081 All targets in OG5_128081
Plasmodium knowlesi protein farnesyltransferase subunit beta, putative Get druggable targets OG5_128081 All targets in OG5_128081
Trypanosoma cruzi protein farnesyltransferase, putative Get druggable targets OG5_128081 All targets in OG5_128081
Echinococcus multilocularis protein farnesyltransferase alpha subunit Get druggable targets OG5_128459 All targets in OG5_128459
Plasmodium vivax prenyltransferase alpha subunit, putative Get druggable targets OG5_128459 All targets in OG5_128459
Plasmodium falciparum protein farnesyltransferase subunit beta Get druggable targets OG5_128081 All targets in OG5_128081
Candida albicans alpha subunit shared by C terminal CaaX Geranylgeranyltransferase I (Ram2p+Cdc43p) and farnesyltransferase (Ram2p+Ram1p) Get druggable targets OG5_128459 All targets in OG5_128459
Toxoplasma gondii prenyltransferase and squalene oxidase repeat-containing protein Get druggable targets OG5_128081 All targets in OG5_128081
Schistosoma japonicum ko:K05954 farnesyltransferase, CAAX box, beta [EC:2.5.1.58], putative Get druggable targets OG5_128081 All targets in OG5_128081
Schistosoma mansoni protein farnesyltransferase alpha subunit Get druggable targets OG5_128459 All targets in OG5_128459
Entamoeba histolytica protein farnesyltransferase alpha subunit, putative Get druggable targets OG5_128459 All targets in OG5_128459
Plasmodium berghei protein farnesyltransferase subunit alpha, putative Get druggable targets OG5_128459 All targets in OG5_128459
Candida albicans similar to S. cerevisiae RAM1 (YDL090C) beta subunit of farnesyl transferase (Ram1p+Ram2p), involved in prenylation of RAS prote Get druggable targets OG5_128081 All targets in OG5_128081
Echinococcus multilocularis protein farnesyltransferase subunit beta Get druggable targets OG5_128081 All targets in OG5_128081
Trichomonas vaginalis protein farnesyltransferase alpha subunit, putative Get druggable targets OG5_128459 All targets in OG5_128459
Neospora caninum hypothetical protein Get druggable targets OG5_128459 All targets in OG5_128459
Candida albicans similar to S. cerevisiae RAM1 (YDL090C) beta subunit of farnesyl transferase (Ram1p+Ram2p), involved in prenylation of RAS prote Get druggable targets OG5_128081 All targets in OG5_128081
Theileria parva farnesyltransferase beta subunit, putative Get druggable targets OG5_128081 All targets in OG5_128081
Trichomonas vaginalis geranylgeranyl transferase type II beta subunit, putative Get druggable targets OG5_128081 All targets in OG5_128081
Leishmania infantum farnesyltransferase beta subunit Get druggable targets OG5_128081 All targets in OG5_128081
Echinococcus granulosus protein farnesyltransferase alpha subunit Get druggable targets OG5_128459 All targets in OG5_128459
Plasmodium berghei protein farnesyltransferase subunit beta, putative Get druggable targets OG5_128081 All targets in OG5_128081
Leishmania donovani farnesyltransferase beta subunit Get druggable targets OG5_128081 All targets in OG5_128081
Loa Loa (eye worm) prenyltransferase and squalene oxidase repeat family protein Get druggable targets OG5_128081 All targets in OG5_128081
Cryptosporidium hominis chain B, structure of fpt bound to ggpp Get druggable targets OG5_128081 All targets in OG5_128081
Neospora caninum protein farnesyltranstransferase beta subunit, putative Get druggable targets OG5_128081 All targets in OG5_128081
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
Schistosoma mansoni protein farnesyltransferase alpha subunit 0.0193 0.0999 0.0639
Echinococcus granulosus sodium bile acid cotransporter 0.1047 1 1
Schistosoma mansoni sodium-bile acid cotransporter 0.0622 0.5526 0.5347
Leishmania major farnesyltransferase beta subunit 0.0135 0.0385 0.5
Trypanosoma cruzi protein farnesyltransferase, putative 0.0135 0.0385 0.5
Echinococcus multilocularis sodium bile acid cotransporter 0.1047 1 1
Echinococcus multilocularis sodium bile acid cotransporter 0.1047 1 1
Loa Loa (eye worm) prenyltransferase alpha subunit repeat containing protein 0.0193 0.0999 0.0639
Plasmodium vivax farnesyltransferase beta subunit, putative 0.0135 0.0385 0.3849
Brugia malayi Protein prenyltransferase alpha subunit repeat containing protein 0.0193 0.0999 0.0639
Entamoeba histolytica protein farnesyltransferase alpha subunit, putative 0.0193 0.0999 1
Echinococcus granulosus protein farnesyltransferase alpha subunit 0.0193 0.0999 0.0639
Trypanosoma brucei protein farnesyltransferase beta subunit 0.0135 0.0385 0.5
Echinococcus granulosus sodium bile acid cotransporter 0.1047 1 1
Schistosoma mansoni sodium-bile acid cotransporter related 0.1047 1 1
Trypanosoma cruzi protein farnesyltransferase, putative 0.0135 0.0385 0.5
Loa Loa (eye worm) hypothetical protein 0.0193 0.0999 0.0639
Trichomonas vaginalis protein farnesyltransferase alpha subunit/RAB geranylgeranyl transferase alpha subunit, putative 0.0193 0.0999 1
Loa Loa (eye worm) hypothetical protein 0.1047 1 1
Trichomonas vaginalis protein farnesyltransferase alpha subunit, putative 0.0193 0.0999 1
Toxoplasma gondii hypothetical protein 0.0143 0.0472 1
Echinococcus granulosus sodium bile acid cotransporter 0.1047 1 1
Trichomonas vaginalis protein farnesyltransferase alpha subunit, putative 0.0193 0.0999 1
Trichomonas vaginalis protein farnesyltransferase alpha subunit/RAB geranylgeranyl transferase alpha subunit, putative 0.0143 0.0472 0.1427
Giardia lamblia Rab geranylgeranyltransferase 0.0193 0.0999 1
Echinococcus multilocularis sodium bile acid cotransporter 0.1047 1 1
Onchocerca volvulus 0.1047 1 0.5
Echinococcus multilocularis protein farnesyltransferase alpha subunit 0.0193 0.0999 0.0639
Plasmodium vivax prenyltransferase alpha subunit, putative 0.0193 0.0999 1
Plasmodium falciparum protein farnesyltransferase subunit alpha 0.0193 0.0999 1
Schistosoma mansoni sodium-bile acid cotransporter related 0.0424 0.3441 0.3178

Activities

Activity type Activity value Assay description Source Reference
AUC (ADMET) = 12.9 ug hr ml-1 Compound was evaluated for the area under the concentration - time curve by administering orally at 25 mg/kg in mice ChEMBL. 9435898
AUC (ADMET) = 12.9 ug hr ml-1 Pharmacokinetic parameter area under the curve (0-24 hr) for the compound was evaluated in nude mice after oral administration . ChEMBL. 9822558
AUC (ADMET) = 12.9 ug hr ml-1 Area under the concentration time curve (AUC) taken for 0-24 h was measured when administered through oral route in mice ChEMBL. 9572881
AUC (ADMET) = 12.9 ug hr ml-1 Compound was evaluated for the area under the concentration - time curve by administering orally at 25 mg/kg in mice ChEMBL. 9435898
AUC (ADMET) = 12.9 ug hr ml-1 Pharmacokinetic parameter area under the curve (0-24 hr) for the compound was evaluated in nude mice after oral administration . ChEMBL. 9822558
AUC (ADMET) = 12.9 ug hr ml-1 Area under the concentration time curve (AUC) taken for 0-24 h was measured when administered through oral route in mice ChEMBL. 9572881
AUC (ADMET) = 17.3 ug hr ml-1 Compound was evaluated for the area under the concentration - time curve by administering intravenously at 25 mg/kg in mice ChEMBL. 9435898
AUC (ADMET) = 17.3 ug hr ml-1 Area under the concentration time curve (AUC) taken for 0-24 h was measured when administered through iv route in mice ChEMBL. 9572881
AUC (ADMET) = 17.3 ug hr ml-1 Compound was evaluated for the area under the concentration - time curve by administering intravenously at 25 mg/kg in mice ChEMBL. 9435898
AUC (ADMET) = 17.3 ug hr ml-1 Area under the concentration time curve (AUC) taken for 0-24 h was measured when administered through iv route in mice ChEMBL. 9572881
Cmax (ADMET) = 8.3 ug ml-1 Compound was evaluated for maximum plasma concentration by administering orally at 25 mg/kg in mice ChEMBL. 9435898
Cmax (ADMET) = 8.300000000000004 ug ml-1 Compound was evaluated for maximum plasma concentration by administering orally at 25 mg/kg in mice ChEMBL. 9435898
Cmax (ADMET) = 10 ug ml-1 maximum concentration was measured when administered through oral route in mice ChEMBL. 9572881
Cmax (ADMET) = 10 ug ml-1 maximum concentration was measured when administered through oral route in mice ChEMBL. 9572881
F (ADMET) = 75 % Oral bioavailability in mouse ChEMBL. 9572881
IC50 (binding) = 52 nM Inhibition of Farnesyl protein transferase ChEMBL. 10377218
IC50 (binding) = 52 nM Inhibition of Farnesyl protein transferase ChEMBL. 10377218
IC50 (binding) = 90 nM Compound ability to inhibit the transfer of [3H]- farnesyl from Farnesyltransferase to H-Ras-CVLS, a process that is mediated by FPT ChEMBL. 9822558
IC50 (binding) = 90 nM FPT inhibitory activity was determined by the ability of the compound to inhibit the transfer of [3H]-farnesyl from farnesyl pyrophosphate to H-ras-CLVS ChEMBL. 11844681
IC50 (binding) = 90 nM Compound ability to inhibit the transfer of [3H]- farnesyl from Farnesyltransferase to H-Ras-CVLS, a process that is mediated by FPT ChEMBL. 9822558
IC50 (binding) = 90 nM FPT inhibitory activity was determined by the ability of the compound to inhibit the transfer of [3H]-farnesyl from farnesyl pyrophosphate to H-ras-CLVS ChEMBL. 11844681
IC50 (functional) = 525 nM Inhibiting the farnesylation of H-ras proteins in COS-7 monkey cells transiently expressing H-ras[Val12]-CVLS in the whole cell assay. ChEMBL. 9822558
IC50 (functional) = 525 nM Inhibiting the farnesylation of H-ras proteins in COS-7 monkey cells transiently expressing H-ras[Val12]-CVLS in the whole cell assay. ChEMBL. 9822558
IC50 (binding) = 0.09 uM Inhibition of Farnesyltransferase ChEMBL. 9435898
IC50 (binding) = 0.09 uM Inhibition of Farnesyltransferase ChEMBL. 9572881
IC50 (binding) = 0.09 uM Inhibition of Farnesyltransferase ChEMBL. 9435898
IC50 (binding) = 0.09 uM Inhibition of Farnesyltransferase ChEMBL. 9572881
IC50 (functional) = 0.6 uM Compound was tested for the inhibition of COS cells in monkey. ChEMBL. 9435898
IC50 (functional) = 0.6 uM Inhibitory activity was measured against COS cell ChEMBL. 9572881
IC50 (binding) = 38 uM Inhibition of Geranylgeranyl transferase ChEMBL. 9572881
Inhibition (functional) = 0 % Average inhibition of tumor growth on MSV-3T3 tumor model at 5 mg/kg ChEMBL. 9435898
Inhibition (functional) = 0 % Average inhibition of tumor growth on MSV-3T3 tumor model at 20 mg/kg ChEMBL. 9435898
Inhibition (functional) = 0 % Average inhibition of tumor growth on MSV-3T3 tumor model at 5 mg/kg ChEMBL. 9435898
Inhibition (functional) = 0 % Average inhibition of tumor growth on MSV-3T3 tumor model at 20 mg/kg ChEMBL. 9435898
Inhibition (functional) = 18 % Average inhibition of tumor growth on CVLL tumor model at 10 mg/kg ChEMBL. 9435898
Inhibition (functional) = 18 % Average inhibition of tumor growth on CVLL tumor model at 10 mg/kg ChEMBL. 9435898
Inhibition (functional) = 20 % Average inhibition of tumor growth on CVIM tumor model at 5 mg/kg ChEMBL. 9435898
Inhibition (functional) = 20 % Average inhibition of tumor growth on CVIM tumor model at 5 mg/kg ChEMBL. 9435898
Inhibition (functional) = 28 % Average inhibition of tumor growth onDLD-1 tumor modelat 10 mg/kg ChEMBL. 9435898
Inhibition (functional) = 28 % The inhibition of growth of solid tumor in DLD-1 model was measured at 10 mg/kg after po administration.0.01 ChEMBL. 9572881
Inhibition (functional) = 28 % Average inhibition of tumor growth onDLD-1 tumor modelat 10 mg/kg ChEMBL. 9435898
Inhibition (functional) = 28 % The inhibition of growth of solid tumor in DLD-1 model was measured at 10 mg/kg after po administration.0.01 ChEMBL. 9572881
Inhibition (functional) = 33 % Average inhibition of tumor growth on CVIM tumor model at 20 mg/kg ChEMBL. 9435898
Inhibition (functional) = 33 % Average inhibition of tumor growth on CVIM tumor model at 20 mg/kg ChEMBL. 9435898
Inhibition (functional) = 36 % Average inhibition of tumor growth on MSV-3T3 tumor model at 50 mg/kg ChEMBL. 9435898
Inhibition (functional) = 36 % Average inhibition of tumor growth on MSV-3T3 tumor model at 50 mg/kg ChEMBL. 9435898
Inhibition (functional) = 40 % Average inhibition of tumor growth on DLD-1 tumor model at 50 mg/kg ChEMBL. 9435898
Inhibition (functional) = 40 % The inhibition of growth of solid tumor in DLD-1 model was measured at 50 mg/kg after po administration. p<0.01 ChEMBL. 9572881
Inhibition (functional) = 40 % Average inhibition of tumor growth on DLD-1 tumor model at 50 mg/kg ChEMBL. 9435898
Inhibition (functional) = 40 % The inhibition of growth of solid tumor in DLD-1 model was measured at 50 mg/kg after po administration. p<0.01 ChEMBL. 9572881
Inhibition (functional) = 45 % Average inhibition of tumor growth on PT-24 tumor model at 10 mg/kg ChEMBL. 9435898
Inhibition (functional) = 45 % Average inhibition of tumor growth on PT-24 tumor model at 10 mg/kg ChEMBL. 9435898
Inhibition (functional) = 46 % Average inhibition of tumor growth on CVLL tumor model at 50 mg/kg ChEMBL. 9435898
Inhibition (functional) = 46 % Average inhibition of tumor growth on CVLL tumor model at 50 mg/kg ChEMBL. 9435898
Inhibition (functional) = 52 % Average inhibition of tumor growth on CVLS tumor model at 10 mg/kg ChEMBL. 9435898
Inhibition (functional) = 52 % Average inhibition of tumor growth on CVLS tumor model at 10 mg/kg ChEMBL. 9435898
Inhibition (functional) = 53 % Average inhibition of tumor growth on CVIM tumor model at 50 mg/kg ChEMBL. 9435898
Inhibition (functional) = 53 % Average inhibition of tumor growth on CVIM tumor model at 50 mg/kg ChEMBL. 9435898
Inhibition (functional) = 81 % Average inhibition of tumor growth on CVLS tumor model at 50 mg/kg ChEMBL. 9435898
Inhibition (functional) = 81 % Average inhibition of tumor growth on PT-24 tumor model at 50 mg/kg ChEMBL. 9435898
Inhibition (functional) = 81 % Average inhibition of tumor growth on CVLS tumor model at 50 mg/kg ChEMBL. 9435898
Inhibition (functional) = 81 % Average inhibition of tumor growth on PT-24 tumor model at 50 mg/kg ChEMBL. 9435898
Kd = 17.5 nM Dissociation constant of the Compound ChEMBL. 10377218
T1/2 (ADMET) = 48 min half life period of the compound is evaluated by administering intravenously at 25 mg/kg in mice ChEMBL. 9435898
T1/2 (ADMET) = 48 min Biological half life was measured when given iv route in mice ChEMBL. 9572881
T1/2 (ADMET) = 48 min half life period of the compound is evaluated by administering intravenously at 25 mg/kg in mice ChEMBL. 9435898
T1/2 (ADMET) = 48 min Biological half life was measured when given iv route in mice ChEMBL. 9572881

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

5 literature references were collected for this gene.

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