Detailed information for compound 447348

Basic information

Technical information
  • TDR Targets ID: 447348
  • Name: [4-(trifluoromethyl)phenyl] N-[2-(5-hydroxy-1 H-indol-3-yl)ethyl]carbamate
  • MW: 364.319 | Formula: C18H15F3N2O3
  • H donors: 3 H acceptors: 2 LogP: 4.11 Rotable bonds: 7
    Rule of 5 violations (Lipinski): 1
  • SMILES: O=C(Oc1ccc(cc1)C(F)(F)F)NCCc1c[nH]c2c1cc(O)cc2
  • InChi: 1S/C18H15F3N2O3/c19-18(20,21)12-1-4-14(5-2-12)26-17(25)22-8-7-11-10-23-16-6-3-13(24)9-15(11)16/h1-6,9-10,23-24H,7-8H2,(H,22,25)
  • InChiKey: SKUUVNSSRZHULF-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]carbamic acid [4-(trifluoromethyl)phenyl] ester

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Rattus norvegicus Anandamide amidohydrolase Starlite/ChEMBL References
Homo sapiens transient receptor potential cation channel, subfamily V, member 1 Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_127783 All targets in OG5_127783
Schistosoma japonicum Fatty-acid amide hydrolase 1, putative Get druggable targets OG5_127783 All targets in OG5_127783
Schistosoma mansoni fatty-acid amide hydrolase Get druggable targets OG5_127783 All targets in OG5_127783
Candida albicans one of two amidase genes similar to S. pombe SPCC550.07 and to S. cerevisiae AMD2 (YDR242W) Get druggable targets OG5_127783 All targets in OG5_127783
Schistosoma japonicum Fatty-acid amide hydrolase 1, putative Get druggable targets OG5_127783 All targets in OG5_127783
Candida albicans one of two amidase genes similar to S. pombe SPCC550.07 and to S. cerevisiae AMD2 (YDR242W) Get druggable targets OG5_127783 All targets in OG5_127783
Echinococcus granulosus fatty acid amide hydrolase 1 Get druggable targets OG5_127783 All targets in OG5_127783
Echinococcus multilocularis fatty acid amide hydrolase 1 Get druggable targets OG5_127783 All targets in OG5_127783
Echinococcus granulosus fatty acid amide hydrolase 1 Get druggable targets OG5_127783 All targets in OG5_127783
Echinococcus multilocularis fatty acid amide hydrolase 1 Get druggable targets OG5_127783 All targets in OG5_127783
Candida albicans one of two amidase genes similar to S. pombe SPCC550.07 and to S. cerevisiae AMD2 (YDR242W) Get druggable targets OG5_127783 All targets in OG5_127783
Candida albicans hypothetical protein Get druggable targets OG5_127783 All targets in OG5_127783
Candida albicans one of two amidase genes similar to S. pombe SPCC550.07 and to S. cerevisiae AMD2 (YDR242W) Get druggable targets OG5_127783 All targets in OG5_127783
Schistosoma mansoni amidase Get druggable targets OG5_127783 All targets in OG5_127783
Schistosoma japonicum ko:K01175 fatty acid amide hydrolase [EC:3.1.-.-], putative Get druggable targets OG5_127783 All targets in OG5_127783
Candida albicans hypothetical protein Get druggable targets OG5_127783 All targets in OG5_127783
Brugia malayi amidase Get druggable targets OG5_127783 All targets in OG5_127783
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Onchocerca volvulus Anandamide amidohydrolase   579 aa 539 aa 34.7 %
Schistosoma japonicum Fatty-acid amide hydrolase 1, putative Anandamide amidohydrolase   579 aa 499 aa 24.6 %
Echinococcus multilocularis fatty acid amide hydrolase 1 Anandamide amidohydrolase   579 aa 470 aa 28.3 %
Echinococcus granulosus fatty acid amide hydrolase 1 Anandamide amidohydrolase   579 aa 470 aa 28.7 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Trichomonas vaginalis cyclin D, putative 0.0181 0.0182 0.0759
Echinococcus granulosus cyclin dependent kinase 1 0.1855 0.2121 0.2121
Echinococcus granulosus Cyclin L1 0.0044 0.0023 0.0023
Echinococcus multilocularis cyclins 0.0181 0.0182 0.0182
Loa Loa (eye worm) hypothetical protein 0.4144 0.4773 0.4761
Trichomonas vaginalis cyclin B, putative 0.0181 0.0182 0.0759
Echinococcus multilocularis cyclins 0.0181 0.0182 0.0182
Echinococcus granulosus cyclin B3 1 0.0181 0.0182 0.0182
Echinococcus multilocularis cyclins 0.0181 0.0182 0.0182
Trichomonas vaginalis CMGC family protein kinase 0.1855 0.2121 1
Trichomonas vaginalis cyclins, putative 0.0181 0.0182 0.0759
Echinococcus granulosus cyclin B 0.0181 0.0182 0.0182
Echinococcus multilocularis cyclin b3 0.0181 0.0182 0.0182
Echinococcus granulosus cyclins 0.0181 0.0182 0.0182
Loa Loa (eye worm) hypothetical protein 0.0123 0.0115 0.0092
Echinococcus multilocularis oligomeric golgi complex subunit 3 0.0044 0.0023 0.0023
Leishmania major cell division protein kinase 2,cdc2-related kinase 0.1855 0.2121 1
Leishmania major cyclin 0.0181 0.0182 0.0759
Trypanosoma cruzi cyclin, putative 0.0181 0.0182 0.0759
Echinococcus granulosus cyclins 0.0181 0.0182 0.0182
Trypanosoma cruzi cdc2-related kinase 1 0.1855 0.2121 1
Brugia malayi Protein kinase domain containing protein 0.1855 0.2121 0.4417
Loa Loa (eye worm) hypothetical protein 0.0181 0.0182 0.016
Giardia lamblia G2/mitotic-specific cyclin B 0.0181 0.0182 0.0759
Loa Loa (eye worm) CMGC/CDK/CDK5 protein kinase 0.1855 0.2121 0.2103
Trichomonas vaginalis cyclins, putative 0.0181 0.0182 0.0759
Brugia malayi Cyclin, N-terminal domain containing protein 0.1248 0.1419 0.2938
Echinococcus granulosus G1:S specific cyclin D1 0.0044 0.0023 0.0023
Echinococcus granulosus cyclin A3 4 0.0044 0.0023 0.0023
Echinococcus multilocularis cyclin y 0.0044 0.0023 0.0023
Echinococcus multilocularis cyclin B 0.0181 0.0182 0.0182
Trypanosoma cruzi cdc2-related kinase 3 0.1855 0.2121 1
Loa Loa (eye worm) CMGC/CDK/CDC2 protein kinase 0.1855 0.2121 0.2103
Entamoeba histolytica cyclin family protein 0.0181 0.0182 0.0759
Giardia lamblia Cyclin A 0.0181 0.0182 0.0759
Echinococcus granulosus fatty acid amide hydrolase 1 0.0123 0.0115 0.0115
Trichomonas vaginalis cyclins, putative 0.0181 0.0182 0.0759
Trypanosoma cruzi cdc2-related kinase 1 0.1855 0.2121 1
Plasmodium falciparum cyclin 0.0181 0.0182 0.0759
Trypanosoma cruzi CYC2-like cyclin, putative 0.0181 0.0182 0.0759
Trichomonas vaginalis CMGC family protein kinase 0.1855 0.2121 1
Schistosoma mansoni serine/threonine protein kinase 0.1855 0.2121 0.2103
Giardia lamblia Kinase, CMGC CDK 0.1855 0.2121 1
Trichomonas vaginalis cyclin B, putative 0.0181 0.0182 0.0759
Echinococcus multilocularis cyclin dependent kinase 5 activator 1 0.8656 1 1
Loa Loa (eye worm) hypothetical protein 0.1835 0.2098 0.208
Echinococcus granulosus cyclin G2 0.0044 0.0023 0.0023
Echinococcus multilocularis fatty acid amide hydrolase 1 0.0123 0.0115 0.0115
Trichomonas vaginalis cyclin A, putative 0.0181 0.0182 0.0759
Echinococcus granulosus G2:mitotic specific cyclin B3 0.0181 0.0182 0.0182
Brugia malayi Cyclin, N-terminal domain containing protein 0.0181 0.0182 0.0335
Loa Loa (eye worm) cyclin domain-containing protein 0.0181 0.0182 0.016
Trypanosoma cruzi cyclin 6, putative 0.0181 0.0182 0.0759
Onchocerca volvulus 0.0181 0.0182 1
Leishmania major cell division related protein kinase 2,cdc2-related kinase 0.1855 0.2121 1
Echinococcus granulosus 5'partial|cyclin dependent kinase 1 0.1855 0.2121 0.2121
Schistosoma mansoni cyclin B 0.0181 0.0182 0.016
Echinococcus granulosus cyclin t1 0.0044 0.0023 0.0023
Trypanosoma cruzi cdc2-related kinase 3 0.1855 0.2121 1
Echinococcus multilocularis cyclin dependent kinase 1 0.1855 0.2121 0.2121
Trypanosoma brucei mitotic cyclin 6 0.0181 0.0182 0.0759
Echinococcus multilocularis cyclin dependent kinase 5 0.1855 0.2121 0.2121
Schistosoma mansoni cyclin-dependent kinase 5 activator 0.8656 1 1
Schistosoma mansoni cyclins 0.0181 0.0182 0.016
Trypanosoma brucei cdc2-related kinase 1 0.1855 0.2121 1
Echinococcus multilocularis cyclin dependent kinase 1 0.1855 0.2121 0.2121
Echinococcus granulosus cyclin b3 0.0181 0.0182 0.0182
Brugia malayi cell division control protein 2 homolog 0.1855 0.2121 0.4417
Giardia lamblia Hypothetical protein 0.0181 0.0182 0.0759
Entamoeba histolytica cyclin, putative 0.0181 0.0182 0.0759
Brugia malayi Cyclin, N-terminal domain containing protein 0.0181 0.0182 0.0335
Loa Loa (eye worm) CMGC/CDK/CDC2 protein kinase 0.1855 0.2121 0.2103
Echinococcus granulosus cyclins 0.0181 0.0182 0.0182
Trichomonas vaginalis conserved hypothetical protein 0.0181 0.0182 0.0759
Echinococcus granulosus cyclins 0.0181 0.0182 0.0182
Entamoeba histolytica cell division protein kinase 2, putative 0.1855 0.2121 1
Loa Loa (eye worm) cyclin domain-containing protein 0.1248 0.1419 0.1399
Echinococcus granulosus cyclin y 0.0044 0.0023 0.0023
Plasmodium falciparum protein kinase 5 0.1855 0.2121 1
Trypanosoma brucei cdc2-related kinase 3 0.1855 0.2121 1
Schistosoma mansoni amidase 0.0123 0.0115 0.0092
Echinococcus granulosus fatty acid amide hydrolase 1 0.0123 0.0115 0.0115
Trichomonas vaginalis cyclin B3, putative 0.0181 0.0182 0.0759
Echinococcus granulosus cyclin y 0.0044 0.0023 0.0023
Echinococcus multilocularis cyclin y 0.0044 0.0023 0.0023
Echinococcus multilocularis cdk5 and abl1 enzyme substrate 1 0.0044 0.0023 0.0023
Trichomonas vaginalis cyclin D, putative 0.0181 0.0182 0.0759
Echinococcus multilocularis cyclin A3 4 0.0044 0.0023 0.0023
Echinococcus multilocularis cyclins 0.0181 0.0182 0.0182
Echinococcus multilocularis fatty acid amide hydrolase 1 0.0123 0.0115 0.0115
Echinococcus granulosus cyclin G2 0.0044 0.0023 0.0023
Echinococcus multilocularis cyclins 0.0181 0.0182 0.0182
Echinococcus granulosus cyclin 0.0044 0.0023 0.0023
Echinococcus multilocularis Cyclin L1 0.0044 0.0023 0.0023
Echinococcus multilocularis cyclin 0.0044 0.0023 0.0023
Loa Loa (eye worm) hypothetical protein 0.8656 1 1
Trichomonas vaginalis cyclin B, putative 0.0181 0.0182 0.0759
Echinococcus granulosus cyclin dependent kinase 0.1855 0.2121 0.2121
Trypanosoma cruzi cyclin, putative 0.0181 0.0182 0.0759
Echinococcus multilocularis cyclins 0.0181 0.0182 0.0182
Loa Loa (eye worm) hypothetical protein 0.4144 0.4773 0.4761
Echinococcus granulosus cyclins 0.0044 0.0023 0.0023
Brugia malayi hypothetical protein 0.4144 0.4773 1
Leishmania major CYC2-like cyclin, putative,cyclin 6, putative 0.0181 0.0182 0.0759
Trichomonas vaginalis cyclins, putative 0.0181 0.0182 0.0759
Schistosoma mansoni cyclin B3 0.0181 0.0182 0.016
Brugia malayi Cyclin, N-terminal domain containing protein 0.0181 0.0182 0.0335
Echinococcus multilocularis cyclin t1 0.0044 0.0023 0.0023
Echinococcus multilocularis cyclin G2 0.0044 0.0023 0.0023
Echinococcus multilocularis cyclin dependent kinase 0.1855 0.2121 0.2121
Schistosoma mansoni fatty-acid amide hydrolase 0.0123 0.0115 0.0092
Echinococcus multilocularis cyclin B3 1 0.0181 0.0182 0.0182
Echinococcus multilocularis cyclin G2 0.0044 0.0023 0.0023
Entamoeba histolytica cyclin family protein 0.0181 0.0182 0.0759
Echinococcus granulosus cyclins 0.0181 0.0182 0.0182
Echinococcus granulosus cdk5 and abl1 enzyme substrate 1 0.0044 0.0023 0.0023
Toxoplasma gondii hypothetical protein 0.0137 0.0132 0.0517
Echinococcus multilocularis G2:mitotic specific cyclin B3 0.0181 0.0182 0.0182
Echinococcus granulosus cyclin k 0.0044 0.0023 0.0023
Giardia lamblia Kinase, CMGC CDK 0.1855 0.2121 1
Trichomonas vaginalis CMGC family protein kinase 0.1855 0.2121 1
Echinococcus multilocularis cyclin k 0.0044 0.0023 0.0023
Trichomonas vaginalis cyclin B, putative 0.0181 0.0182 0.0759
Entamoeba histolytica cyclin, putative 0.0181 0.0182 0.0759
Echinococcus granulosus cyclin dependent kinase 5 0.1855 0.2121 0.2121
Plasmodium vivax protein kinase Crk2 0.1855 0.2121 1
Echinococcus granulosus oligomeric golgi complex subunit 3 0.0044 0.0023 0.0023
Echinococcus multilocularis cyclins 0.0181 0.0182 0.0182
Brugia malayi amidase 0.0123 0.0115 0.0194
Entamoeba histolytica cell division protein kinase 2, putative 0.1855 0.2121 1
Toxoplasma gondii cell-cycle-associated protein kinase CDK, putative 0.1855 0.2121 1
Loa Loa (eye worm) hypothetical protein 0.0181 0.0182 0.016
Trichomonas vaginalis cyclin B, putative 0.0181 0.0182 0.0759
Trichomonas vaginalis cyclins, putative 0.0181 0.0182 0.0759
Echinococcus multilocularis G1:S specific cyclin D1 0.0044 0.0023 0.0023
Schistosoma mansoni serine/threonine protein kinase 0.1855 0.2121 0.2103

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 6.4 uM Inhibition of rat brain FAAH assessed by measuring [14C]anandamide hydrolysis after 30 mins ChEMBL. 18027904
IC50 (binding) = 6.4 uM Inhibition of rat brain FAAH assessed by measuring [14C]anandamide hydrolysis after 30 mins ChEMBL. 18027904
IC50 (functional) > 10 uM Antagonist activity at human recombinant TRPV1 receptor expressed in HEK293 cells assessed as inhibition of capsaicin-induced intracellular calcium elevation ChEMBL. 18027904
IC50 (functional) > 10 uM Antagonist activity at human recombinant TRPV1 receptor expressed in HEK293 cells assessed as inhibition of capsaicin-induced intracellular calcium elevation ChEMBL. 18027904

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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