TDR Targets

Basic information

Technical information

Name: Unnamed compound
MW: 224.271 | Formula: C13H17FO2
H donors: 1 H acceptors: 2 LogP: 3.35 Rotable bonds: 5
Rule of 5 violations (Lipinski): 1
SMILES: FC[C@@H](c1ccc(cc1)CC(C)C)C(=O)O
InChi: 1S/C13H17FO2/c1-9(2)7-10-3-5-11(6-4-10)12(8-14)13(15)16/h3-6,9,12H,7-8H2,1-2H3,(H,15,16)/t12-/m0/s1
InChiKey: RHYPLXHTNFTLQW-LBPRGKRZSA-N

Network

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Target Layer

Model Organisms

Species	Viewmode
Arabidopsis thaliana
Caenorhabditis elegans
Dictyostelium discoideum
Drosophila melanogaster
Escherichia coli
Homo sapiens
Mus musculus
Oryza sativa
Saccharomyces cerevisiae
Schmidtea mediterranea
Other organisms

TDR Pathogens:

Species	Viewmode
Brugia malayi
Chlamydia trachomatis
Echinococcus granulosus
Entamoeba histolytica
Echinococcus multilocularis
Giardia lamblia
Leishmania major
Loa Loa (eye worm)
Mycobacterium leprae
Mycobacterium tuberculosis
Mycobacterium ulcerans
Onchocerca volvulus
Plasmodium falciparum
Plasmodium vivax
Schistosoma mansoni
Trypanosoma brucei
Trypanosoma cruzi
Toxoplasma gondii
Treponema pallidum
Trichomonas vaginalis
Wolbachia endosymbiont of Brugia malayi

Other Pathogens:

Species	Viewmode
Babesia bovis
Candida albicans
Cryptosporidium hominis
Cryptosporidium parvum
Leishmania braziliensis
Leishmania donovani
Leishmania infantum
Leishmania mexicana
Neospora caninum
Plasmodium berghei
Plasmodium knowlesi
Plasmodium yoelii
Schistosoma japonicum
Trypanosoma brucei gambiense
Trypanosoma congolense
Theileria parva

Compound Layer

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Clustering layers

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Synonyms

No synonyms found for this compound

Targets

Known targets for this compound

Species	Target name	Source	Bibliographic reference
Ovis aries	Cyclooxygenase-1	Starlite/ChEMBL	References
Homo sapiens	prostaglandin-endoperoxide synthase 2 (prostaglandin G/H synthase and cyclooxygenase)	Starlite/ChEMBL	References
Homo sapiens	prostaglandin-endoperoxide synthase 1 (prostaglandin G/H synthase and cyclooxygenase)	Starlite/ChEMBL	References

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

Ranking Plot

Putative Targets List

Species	Potential target	Raw	Global	Species
Loa Loa (eye worm)	hypothetical protein	0.0111	0.1143	1
Toxoplasma gondii	DNA-directed RNA polymerase I RPA2	0.003	0.0121	0.4474
Trichomonas vaginalis	DNA-directed RNA polymerase III subunit, putative	0.0042	0.027	0.5
Trypanosoma cruzi	DNA-directed RNA polymerase III, putative	0.0042	0.027	1
Loa Loa (eye worm)	RNA polymerase III 128kD subunit-PA	0.0042	0.027	0.2363
Trypanosoma brucei	DNA-directed RNA polymerase II subunit 2, putative	0.0042	0.027	1
Loa Loa (eye worm)	hypothetical protein	0.0111	0.1143	1
Onchocerca volvulus	Peroxidase homolog	0.0111	0.1143	1
Loa Loa (eye worm)	hypothetical protein	0.0111	0.1143	1
Trypanosoma brucei	DNA-directed RNA polymerase III, putative	0.0042	0.027	1
Loa Loa (eye worm)	hypothetical protein	0.0111	0.1143	1
Onchocerca volvulus	Dual oxidase homolog	0.0111	0.1143	1
Giardia lamblia	DNA-directed RNA polymerase subunit B	0.003	0.0121	0.4474
Loa Loa (eye worm)	hypothetical protein	0.0111	0.1143	1
Schistosoma mansoni	DNA-directed RNA polymerase III subunit	0.0042	0.027	0.2363
Loa Loa (eye worm)	animal heme peroxidase	0.0111	0.1143	1
Echinococcus multilocularis	peroxidasin	0.0111	0.1143	1
Brugia malayi	DNA-directed RNA polymerase, beta subunit family protein	0.0042	0.027	0.2363
Loa Loa (eye worm)	DNA-directed RNA polymerase	0.0034	0.0176	0.1538
Echinococcus granulosus	DNA directed RNA polymerase I subunit RPA2	0.0042	0.027	0.2363
Brugia malayi	DNA-directed RNA polymerase II second largest subunit, putative	0.0042	0.027	0.2363
Loa Loa (eye worm)	hypothetical protein	0.0111	0.1143	1
Mycobacterium ulcerans	DNA-directed RNA polymerase subunit beta	0.0813	1	0.5
Onchocerca volvulus	Peroxidasin homolog	0.0111	0.1143	1
Echinococcus granulosus	peroxidasin	0.0111	0.1143	1
Plasmodium vivax	DNA-directed RNA polymerase III subunit, putative	0.0042	0.027	1
Brugia malayi	Animal haem peroxidase family protein	0.0111	0.1143	1
Brugia malayi	Animal haem peroxidase family protein	0.0111	0.1143	1
Brugia malayi	Blistered cuticle protein 3	0.0111	0.1143	1
Plasmodium falciparum	DNA-directed RNA polymerase subunit beta, putative	0.0221	0.2529	1
Giardia lamblia	DNA-directed RNA polymerase subunit B	0.0042	0.027	1
Schistosoma mansoni	peroxidasin	0.0111	0.1143	1
Echinococcus multilocularis	DNA directed RNA polymerase I subunit RPA2	0.0042	0.027	0.2363
Loa Loa (eye worm)	animal heme peroxidase	0.0111	0.1143	1
Loa Loa (eye worm)	animal heme peroxidase	0.0111	0.1143	1
Loa Loa (eye worm)	animal heme peroxidase	0.0111	0.1143	1
Loa Loa (eye worm)	hypothetical protein	0.0111	0.1143	1
Loa Loa (eye worm)	hypothetical protein	0.0111	0.1143	1
Echinococcus multilocularis	DNA directed RNA polymerase III subunit RPC2	0.0042	0.027	0.2363
Wolbachia endosymbiont of Brugia malayi	DNA-directed RNA polymerase subunit beta/beta'	0.0813	1	0.5
Treponema pallidum	DNA-directed RNA polymerase subunit beta	0.0813	1	0.5
Trichomonas vaginalis	DNA-directed RNA polymerase I subunit, putative	0.0042	0.027	0.5
Trichomonas vaginalis	DNA-directed RNA polymerase I subunit, putative	0.0042	0.027	0.5
Schistosoma mansoni	DNA-directed RNA polymerase I subunit	0.003	0.0121	0.1057
Loa Loa (eye worm)	blistered cuticle protein 3	0.0111	0.1143	1
Loa Loa (eye worm)	hypothetical protein	0.0111	0.1143	1
Brugia malayi	DNA-directed RNA polymerase III subunit 127.6 kDa polypeptide	0.0042	0.027	0.2363
Loa Loa (eye worm)	hypothetical protein	0.0111	0.1143	1
Echinococcus granulosus	DNA directed RNA polymerase III subunit RPC2	0.0042	0.027	0.2363
Schistosoma mansoni	DNA-directed rna polymerase II subunit	0.0042	0.027	0.2363
Loa Loa (eye worm)	hypothetical protein	0.0111	0.1143	1
Onchocerca volvulus	Chorion peroxidase homolog	0.0111	0.1143	1
Toxoplasma gondii	DNA-directed RNA polymerase III RPC2	0.0042	0.027	1
Brugia malayi	Animal haem peroxidase family protein	0.0111	0.1143	1
Plasmodium falciparum	DNA-directed RNA polymerase II subunit RPB2, putative	0.0042	0.027	0.062
Plasmodium vivax	DNA-directed RNA polymerase II subunit RPB2, putative	0.0042	0.027	1
Loa Loa (eye worm)	hypothetical protein	0.0111	0.1143	1
Trypanosoma cruzi	RNA polymerase I second largest subunit, putative	0.003	0.0121	0.1682
Plasmodium falciparum	DNA-directed RNA polymerase III subunit RPC2, putative	0.0042	0.027	0.062
Mycobacterium leprae	DNA-DIRECTED RNA POLYMERASE (BETA CHAIN) RPOB (TRANSCRIPTASE BETA CHAIN) (RNA POLYMERASE BETA SUBUNIT)	0.0813	1	0.5
Brugia malayi	Animal haem peroxidase family protein	0.0111	0.1143	1
Schistosoma mansoni	peroxidasin	0.0111	0.1143	1
Entamoeba histolytica	DNA-directed RNA polymerase subunit, putative	0.0042	0.027	0.5
Leishmania major	DNA-directed RNA polymerase polypeptide, putative	0.0042	0.027	1
Onchocerca volvulus		0.0111	0.1143	1
Schistosoma mansoni	DNA-directed RNA polymerase III subunit	0.0042	0.027	0.2363
Brugia malayi	hypothetical protein	0.0111	0.1143	1
Onchocerca volvulus	Peroxidase homolog	0.0111	0.1143	1
Onchocerca volvulus		0.0111	0.1143	1
Giardia lamblia	DNA-directed RNA polymerase RPB2	0.0042	0.027	1
Entamoeba histolytica	DNA-directed RNA polymerase III subunit 127.6 kDa polypeptide, putative	0.0042	0.027	0.5
Onchocerca volvulus		0.0111	0.1143	1
Loa Loa (eye worm)	DNA-directed RNA polymerase II second largest subunit	0.0042	0.027	0.2363
Loa Loa (eye worm)	hypothetical protein	0.0111	0.1143	1
Brugia malayi	Peroxidasin	0.0111	0.1143	1
Onchocerca volvulus	Peroxidasin homolog	0.0111	0.1143	1
Loa Loa (eye worm)	hypothetical protein	0.0111	0.1143	1
Entamoeba histolytica	DNA-directed RNA polymerase subunit, putative	0.0042	0.027	0.5
Toxoplasma gondii	DNA-directed RNA polymerase II RPB2	0.0042	0.027	1
Echinococcus granulosus	DNA directed RNA polymerase II subunit RPB2	0.0042	0.027	0.2363
Echinococcus multilocularis	DNA directed RNA polymerase II subunit RPB2	0.0042	0.027	0.2363
Brugia malayi	Animal haem peroxidase family protein	0.0111	0.1143	1
Mycobacterium tuberculosis	DNA-directed RNA polymerase (beta chain) RpoB (transcriptase beta chain) (RNA polymerase beta subunit)	0.0199	0.2249	0.5

Activities

Activity type	Activity value	Assay description	Source	Reference
AUC (ADMET)	= 23287.97 ug/L.hr	AUC (0 to t) in ICR mouse at 5 mg/kg, iv	ChEMBL.	21602044
AUC (ADMET)	= 23345.61 ug/L.hr	AUC (0 to infinity) in ICR mouse at 5 mg/kg, iv	ChEMBL.	21602044
AUC (ADMET)	= 50159.54 ug/L.hr	AUC (0 to t) in ICR mouse at 10 mg/kg, po	ChEMBL.	21602044
AUC (ADMET)	= 50205.11 ug/L.hr	AUC (0 to infinity) in ICR mouse at 10 mg/kg, po	ChEMBL.	21602044
CL (ADMET)	= 0.21 L/hr/kg	Clearance in ICR mouse at 5 mg/kg, iv	ChEMBL.	21602044
Cmax (ADMET)	= 31627.39 ug/L	Cmax in ICR mouse at 5 mg/kg, iv	ChEMBL.	21602044
Cmax (ADMET)	= 42109.24 ug/L	Cmax in ICR mouse at 10 mg/kg, po	ChEMBL.	21602044
Cp (ADMET)	= 42.35 ng/ml	Plasma concentration in ICR mouse at 10 mg/kg, po after 8 hrs by HPLC/MS/MS analysis	ChEMBL.	21602044
Cp (ADMET)	= 45.34 ng/ml	Plasma concentration in ICR mouse at 5 mg/kg, iv after 8 hrs by HPLC/MS/MS analysis	ChEMBL.	21602044
Cp (ADMET)	= 102.5 ng/ml	Plasma concentration in ICR mouse at 10 mg/kg, po after 6 hrs by HPLC/MS/MS analysis	ChEMBL.	21602044
Cp (ADMET)	= 129.96 ng/ml	Plasma concentration in ICR mouse at 5 mg/kg, iv after 6 hrs by HPLC/MS/MS analysis	ChEMBL.	21602044
Cp (ADMET)	= 206.42 ng/ml	Plasma concentration in ICR mouse at 5 mg/kg, iv after 4 hrs by HPLC/MS/MS analysis	ChEMBL.	21602044
Cp (ADMET)	= 792.42 ng/ml	Plasma concentration in ICR mouse at 10 mg/kg, po after 4 hrs by HPLC/MS/MS analysis	ChEMBL.	21602044
Cp (ADMET)	= 2238.74 ng/ml	Plasma concentration in ICR mouse at 5 mg/kg, iv after 2 hrs by HPLC/MS/MS analysis	ChEMBL.	21602044
Cp (ADMET)	= 5308.82 ng/ml	Plasma concentration in ICR mouse at 10 mg/kg, po after 2 hrs by HPLC/MS/MS analysis	ChEMBL.	21602044
Cp (ADMET)	= 6155.17 ng/ml	Plasma concentration in ICR mouse at 5 mg/kg, iv after 1 hr by HPLC/MS/MS analysis	ChEMBL.	21602044
Cp (ADMET)	= 13724.93 ng/ml	Plasma concentration in ICR mouse at 5 mg/kg, iv after 0.5 hrs by HPLC/MS/MS analysis	ChEMBL.	21602044
Cp (ADMET)	= 18032.43 ng/ml	Plasma concentration in ICR mouse at 5 mg/kg, iv after 0.25 hrs by HPLC/MS/MS analysis	ChEMBL.	21602044
Cp (ADMET)	= 20897.3 ng/ml	Plasma concentration in ICR mouse at 10 mg/kg, po after 1 hr by HPLC/MS/MS analysis	ChEMBL.	21602044
Cp (ADMET)	= 28495.37 ng/ml	Plasma concentration in ICR mouse at 10 mg/kg, po after 0.5 hrs by HPLC/MS/MS analysis	ChEMBL.	21602044
Cp (ADMET)	= 31627.39 ng/ml	Plasma concentration in ICR mouse at 5 mg/kg, iv after 0.083 hrs by HPLC/MS/MS analysis	ChEMBL.	21602044
Cp (ADMET)	= 41804.84 ng/ml	Plasma concentration in ICR mouse at 10 mg/kg, po after 0.083 hrs by HPLC/MS/MS analysis	ChEMBL.	21602044
Cp (ADMET)	= 42109.24 ng/ml	Plasma concentration in ICR mouse at 10 mg/kg, po after 0.25 hrs by HPLC/MS/MS analysis	ChEMBL.	21602044
Drug uptake (ADMET)	= 24.69 ng/g	Drug level in ICR mouse brain at 10 mg/kg, po after 4 hrs by HPLC/MS/MS analysis	ChEMBL.	21602044
Drug uptake (ADMET)	= 64.88 ng/g	Drug level in ICR mouse brain at 5 mg/kg, iv after 2 hrs by HPLC/MS/MS analysis	ChEMBL.	21602044
Drug uptake (ADMET)	= 162.13 ng/g	Drug level in ICR mouse brain at 10 mg/kg, po after 2 hrs by HPLC/MS/MS analysis	ChEMBL.	21602044
Drug uptake (ADMET)	= 232.38 ng/g	Drug level in ICR mouse brain at 5 mg/kg, iv after 1 hr by HPLC/MS/MS analysis	ChEMBL.	21602044
Drug uptake (ADMET)	= 516.3 ng/g	Drug level in ICR mouse brain at 10 mg/kg, po after 1 hr by HPLC/MS/MS analysis	ChEMBL.	21602044
Drug uptake (ADMET)	= 522.59 ng/g	Drug level in ICR mouse brain at 5 mg/kg, iv after 0.5 hrs by HPLC/MS/MS analysis	ChEMBL.	21602044
Drug uptake (ADMET)	= 758.97 ng/g	Drug level in ICR mouse brain at 5 mg/kg, iv after 0.25 hrs by HPLC/MS/MS analysis	ChEMBL.	21602044
Drug uptake (ADMET)	= 949.69 ng/g	Drug level in ICR mouse brain at 10 mg/kg, po after 0.5 hrs by HPLC/MS/MS analysis	ChEMBL.	21602044
Drug uptake (ADMET)	= 982.12 ng/g	Drug level in ICR mouse brain at 5 mg/kg, iv after 0.083 hrs by HPLC/MS/MS analysis	ChEMBL.	21602044
Drug uptake (ADMET)	= 1156.67 ng/g	Drug level in ICR mouse brain at 10 mg/kg, po after 0.083 hrs by HPLC/MS/MS analysis	ChEMBL.	21602044
Drug uptake (ADMET)	= 1265.99 ng/g	Drug level in ICR mouse brain at 10 mg/kg, po after 0.25 hrs by HPLC/MS/MS analysis	ChEMBL.	21602044
F (ADMET)	= 107.53 %	Oral bioavailability ICR mouse at 10 mg/kg	ChEMBL.	21602044
IC50 (binding)	= 1.23 nM	Inhibition of COX1 in human HEL 92.1.7 cells assessed as thromboxane B2 production incubated for 30 mins before arachidonic acid addition measured after 15 mins by ELISA	ChEMBL.	21602044
IC50 (binding)	= 0.5 uM	Inhibition of ovine COX1 by EIA	ChEMBL.	21602044
IC50 (binding)	= 0.53 uM	Inhibition of COX2 in LPS-stimulated and PMA-treated human U937 cells assessed as PGE2 production after 15 mins by ELISA	ChEMBL.	21602044
Inhibition (binding)		Inhibition of COX1 in human HEL 92.1.7 cells assessed as thromboxane B2 production incubated for 30 mins before arachidonic acid addition measured after 15 mins by ELISA	ChEMBL.	21602044
Inhibition (functional)	= 50 %	Analgesic activity in Swiss albino mouse assessed as inhibition of acetic acid-induced writhing at 33.6 mg/kg, ig administered 1 hr before acetic acid challenge measured 10 mins post acetic acid challenge	ChEMBL.	21602044
MRT (ADMET)	= 0.83 hr	Mean residence time (0 to infinity) in ICR mouse at 5 mg/kg, iv	ChEMBL.	21602044
MRT (ADMET)	= 0.95 hr	Mean residence time (0 to infinity) in ICR mouse at 10 mg/kg, po	ChEMBL.	21602044
Ratio IC50 (binding)	= 80	Ratio of ibuprofen IC50 to compound IC50 for ovine COX1 expressed in human HEL 92.1.7 cells	ChEMBL.	21602044
T1/2 (ADMET)	= 0.75 hr	Apparent half life in ICR mouse at 10 mg/kg, po	ChEMBL.	21602044
T1/2 (ADMET)	= 0.88 hr	Apparent half life in ICR mouse at 5 mg/kg, iv	ChEMBL.	21602044
Tmax (ADMET)	= 0.08 hr	Tmax in ICR mouse at 5 mg/kg, iv	ChEMBL.	21602044
Tmax (ADMET)	= 0.25 hr	Tmax in ICR mouse at 10 mg/kg, po	ChEMBL.	21602044
Vd (ADMET)	= 0.27 L/Kg	Apparent volume of distribution in ICR mouse at 5 mg/kg, iv	ChEMBL.	21602044

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

ChEMBL: CHEMBL1945285

Bibliographic References

1 literature reference was collected for this gene.

If you have references for this compound, please enter them in a user comment (below) or Contact us.

Detailed information for compound 1597053