TDR Targets

Basic information

Technical information

TDR Targets ID: 54862
Name: 3-(fluoromethyl)-1,2,3,4-tetrahydroisoquinoli ne-7-carbonitrile
MW: 190.217 | Formula: C11H11FN2
H donors: 1 H acceptors: 1 LogP: 1.45 Rotable bonds: 1
Rule of 5 violations (Lipinski): 1
SMILES: FCC1NCc2c(C1)ccc(c2)C#N
InChi: 1S/C11H11FN2/c12-5-11-4-9-2-1-8(6-13)3-10(9)7-14-11/h1-3,11,14H,4-5,7H2
InChiKey: UYOIEPOOLGXPIW-UHFFFAOYSA-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
Bos taurus	Phenylethanolamine N-methyltransferase	Starlite/ChEMBL	References
Homo sapiens	phenylethanolamine N-methyltransferase	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

Species	Potential target	Known druggable target	Length	Alignment span	Identity
Loa Loa (eye worm)	NNMT/PNMT/TEMT family protein	Phenylethanolamine N-methyltransferase	283 aa	245 aa	26.5 %
Brugia malayi	NNMT/PNMT/TEMT family protein	phenylethanolamine N-methyltransferase	282 aa	257 aa	26.5 %
Onchocerca volvulus	Putative Werner syndrome ATP-dependent helicase homolog 1	Phenylethanolamine N-methyltransferase	283 aa	254 aa	27.2 %
Brugia malayi	NNMT/PNMT/TEMT family protein	Phenylethanolamine N-methyltransferase	283 aa	254 aa	26.0 %

Ranking Plot

Putative Targets List

Species	Potential target	Raw	Global	Species
Trypanosoma brucei	protein farnesyltransferase alpha subunit, putative	0.0557	0.2119	0.645
Brugia malayi	Protein prenyltransferase alpha subunit repeat containing protein	0.0557	0.2119	0.2119
Plasmodium vivax	prenyltransferase alpha subunit, putative	0.2148	1	1
Trypanosoma brucei	RNA helicase, putative	0.0753	0.309	1
Schistosoma mansoni	microtubule-associated protein tau	0.0728	0.2964	0.2705
Echinococcus multilocularis	cAMP specific 3',5' cyclic phosphodiesterase	0.0612	0.2393	0.2114
Brugia malayi	dihydrofolate reductase family protein	0.1143	0.502	0.502
Echinococcus granulosus	protein farnesyltransferase alpha subunit	0.2148	1	1
Loa Loa (eye worm)	hypothetical protein	0.0697	0.2814	0.2814
Loa Loa (eye worm)	dihydrofolate reductase	0.1143	0.502	0.502
Schistosoma mansoni	hypothetical protein	0.0753	0.309	0.2835
Echinococcus multilocularis	geranylgeranyl transferase type 2 subunit alpha	0.0557	0.2119	0.1829
Schistosoma mansoni	rab geranylgeranyl transferase alpha subunit	0.0557	0.2119	0.1829
Schistosoma mansoni	dihydrofolate reductase	0.1143	0.502	0.4836
Trypanosoma cruzi	Protein prenyltransferase alpha subunit repeat, putative	0.0557	0.2119	0.7182
Treponema pallidum	ribonuclease H (rnhA)	0.0201	0.0355	0.5
Wolbachia endosymbiont of Brugia malayi	ribonuclease HI	0.0201	0.0355	0.5
Plasmodium vivax	bifunctional dihydrofolate reductase-thymidylate synthase, putative	0.0697	0.2811	0.0878
Trichomonas vaginalis	protein farnesyltransferase alpha subunit, putative	0.2148	1	1
Trypanosoma brucei	dihydrofolate reductase-thymidylate synthase	0.0697	0.2811	0.8981
Echinococcus granulosus	microtubule associated protein 2	0.0728	0.2964	0.2705
Echinococcus multilocularis	atpase aaa+ type core atpase aaa type core	0.0855	0.3595	0.3359
Mycobacterium leprae	DIHYDROFOLATE REDUCTASE DFRA (DHFR) (TETRAHYDROFOLATE DEHYDROGENASE)	0.1143	0.502	0.5
Echinococcus multilocularis	cAMP specific 3',5' cyclic phosphodiesterase	0.0697	0.2814	0.2549
Schistosoma mansoni	camp-specific 35-cyclic phosphodiesterase	0.0697	0.2814	0.2549
Brugia malayi	Dihydrofolate reductase	0.1143	0.502	0.502
Trichomonas vaginalis	protein farnesyltransferase alpha subunit/RAB geranylgeranyl transferase alpha subunit, putative	0.2148	1	1
Trypanosoma brucei	hypothetical protein, conserved	0.0557	0.2119	0.645
Toxoplasma gondii	3'5'-cyclic nucleotide phosphodiesterase domain-containing protein	0.0697	0.2814	0.357
Plasmodium falciparum	bifunctional dihydrofolate reductase-thymidylate synthase	0.0697	0.2811	0.0878
Trypanosoma cruzi	hypothetical protein, conserved	0.0557	0.2119	0.7182
Mycobacterium ulcerans	dihydrofolate reductase DfrA	0.1143	0.502	0.5
Schistosoma mansoni	protein farnesyltransferase alpha subunit	0.2148	1	1
Giardia lamblia	Rab geranylgeranyltransferase	0.2148	1	1
Loa Loa (eye worm)	hypothetical protein	0.2148	1	1
Trypanosoma cruzi	protein farnesyltransferase alpha subunit, putative	0.0557	0.2119	0.7182
Brugia malayi	Probable 3',5'-cyclic phosphodiesterase R153.1, putative	0.0612	0.2393	0.2393
Trypanosoma brucei	ingi protein (ORF1)	0.0218	0.0439	0.0309
Giardia lamblia	CAMP-specific 3,5-cyclic phosphodiesterase 4B	0.0697	0.2814	0.2549
Trypanosoma brucei	Protein prenyltransferase alpha subunit repeat, putative	0.0557	0.2119	0.645
Echinococcus granulosus	cAMP specific 3'5' cyclic phosphodiesterase	0.0697	0.2814	0.2549
Toxoplasma gondii	hypothetical protein	0.1591	0.7242	1
Echinococcus multilocularis	protein farnesyltransferase alpha subunit	0.2148	1	1
Brugia malayi	RNase H family protein	0.0201	0.0355	0.0355
Loa Loa (eye worm)	hypothetical protein	0.0667	0.2662	0.2662
Toxoplasma gondii	bifunctional dihydrofolate reductase-thymidylate synthase	0.0697	0.2811	0.3567
Echinococcus multilocularis	microtubule associated protein 2	0.0728	0.2964	0.2705
Giardia lamblia	Rab geranylgeranyltransferase	0.0557	0.2119	0.1829
Brugia malayi	RNase H family protein	0.0201	0.0355	0.0355
Echinococcus multilocularis	dihydrofolate reductase	0.1143	0.502	0.4836
Trichomonas vaginalis	protein farnesyltransferase alpha subunit/RAB geranylgeranyl transferase alpha subunit, putative	0.1591	0.7242	0.714
Echinococcus granulosus	cAMP specific 3'5' cyclic phosphodiesterase	0.0612	0.2393	0.2114
Onchocerca volvulus	Ribonuclease H1 homolog	0.0201	0.0355	0.1674
Echinococcus multilocularis	protein prenyltransferase alpha subunit	0.0557	0.2119	0.1829
Trypanosoma cruzi	hypothetical protein, conserved	0.0557	0.2119	0.7182
Loa Loa (eye worm)	hypothetical protein	0.0667	0.2662	0.2662
Echinococcus multilocularis	cAMP specific 3',5' cyclic phosphodiesterase	0.0697	0.2814	0.2549
Echinococcus granulosus	geranylgeranyl transferase type 2 subunit alpha	0.0557	0.2119	0.1829
Plasmodium falciparum	protein farnesyltransferase subunit alpha	0.2148	1	1
Leishmania major	dihydrofolate reductase-thymidylate synthase	0.0697	0.2811	1
Trypanosoma cruzi	protein farnesyltransferase alpha subunit, putative	0.0557	0.2119	0.7182
Onchocerca volvulus		0.0557	0.2119	1
Loa Loa (eye worm)	prenyltransferase alpha subunit repeat containing protein	0.0557	0.2119	0.2119
Brugia malayi	NNMT/PNMT/TEMT family protein	0.0667	0.2662	0.2662
Loa Loa (eye worm)	cyclic AMP specific phosphodiesterase PDE4D5A	0.0612	0.2393	0.2393
Trichomonas vaginalis	protein farnesyltransferase alpha subunit, putative	0.2148	1	1
Loa Loa (eye worm)	NNMT/PNMT/TEMT family protein	0.0667	0.2662	0.2662
Chlamydia trachomatis	dihydrofolate reductase	0.1143	0.502	0.5
Trichomonas vaginalis	protein farnesyltransferase alpha subunit, putative	0.0557	0.2119	0.1829
Trypanosoma brucei	Protein prenyltransferase alpha subunit repeat, putative	0.0557	0.2119	0.645
Trypanosoma brucei	unspecified product	0.0218	0.0439	0.0309
Trypanosoma brucei	hypothetical protein, conserved	0.0218	0.0439	0.0309
Trypanosoma brucei	ingi protein (ORF1)	0.0218	0.0439	0.0309
Leishmania major	protein farnesyltransferase alpha subunit, putative	0.0557	0.2119	0.7182
Echinococcus granulosus	dihydrofolate reductase	0.1143	0.502	0.4836
Loa Loa (eye worm)	prenyltransferase alpha subunit repeat containing protein	0.2148	1	1
Entamoeba histolytica	protein farnesyltransferase alpha subunit, putative	0.2148	1	1
Toxoplasma gondii	hypothetical protein	0.0557	0.2119	0.2561
Trypanosoma brucei	retrotransposon hot spot protein 4 (RHS4), interrupted	0.0218	0.0439	0.0309
Trypanosoma cruzi	dihydrofolate reductase-thymidylate synthase	0.0697	0.2811	1
Mycobacterium tuberculosis	Dihydrofolate reductase DfrA (DHFR) (tetrahydrofolate dehydrogenase)	0.1143	0.502	0.5
Brugia malayi	RNase H family protein	0.0201	0.0355	0.0355
Echinococcus granulosus	protein prenyltransferase alpha subunit	0.0557	0.2119	0.1829
Echinococcus granulosus	cAMP specific 3'5' cyclic phosphodiesterase	0.0697	0.2814	0.2549

Activities

Activity type	Activity value	Assay description	Source	Reference
clogP	= 1.2	Calculated partition coefficient (clogP)	ChEMBL.	10479290
Ki (binding)	= 0.97 uM	Inhibitory constant against bovine phenylethanolamine N-methyltransferase	ChEMBL.	11412985
Ki (binding)	= 1.1 uM	Affinity for bovine Phenylethanolamine N-Methyltransferase	ChEMBL.	10479290
Ki (binding)	= 1.1 uM	In vitro inhibition of PNMT (Phenylethanolamine N-Methyltransferase).	ChEMBL.	10543879
Ki (binding)	= 1.1 uM	Ability to inhibit phenylethanolamine N-methyltransferase (PNMT)	ChEMBL.	11495596
Ki (binding)	= 1.1 uM	Affinity for bovine Phenylethanolamine N-Methyltransferase	ChEMBL.	10479290
Ki (binding)	= 1.1 uM	In vitro inhibition of PNMT (Phenylethanolamine N-Methyltransferase).	ChEMBL.	10543879
Ki (binding)	= 1.1 uM	Ability to inhibit phenylethanolamine N-methyltransferase (PNMT)	ChEMBL.	11495596
Ki (binding)	= 1.5 uM	Inhibitory constant against human phenylethanolamine N-methyltransferase overexpressed in E. coli	ChEMBL.	11412985
Ki (binding)	= 1.7 uM	Inhibitory constant against bovine phenylethanolamine N-methyltransferase	ChEMBL.	11412985
Ki (binding)	= 1.7 uM	Inhibitory constant against bovine phenylethanolamine N-methyltransferase	ChEMBL.	11412985
Ki (binding)	= 2.6 uM	Inhibitory constant against human phenylethanolamine N-methyltransferase overexpressed in E. coli	ChEMBL.	11412985
Ki (binding)	= 2.6 uM	Inhibitory constant against human phenylethanolamine N-methyltransferase overexpressed in E. coli	ChEMBL.	11412985
Ki (binding)	= 3.5 uM	Inhibitory constant against bovine phenylethanolamine N-methyltransferase	ChEMBL.	11412985
Ki (binding)	= 4.5 uM	Inhibitory constant against human phenylethanolamine N-methyltransferase overexpressed in E. coli	ChEMBL.	11412985
Ki (binding)	= 460 uM	Compound was tested in vitro for its affinity towards rat Alpha-2 adrenergic receptor	ChEMBL.	10479290
Ki (binding)	= 460 uM	In vitro inhibition of [3H]-clonidine binding at the alpha-2 adrenergic receptor.	ChEMBL.	10543879
Ki (binding)	= 460 uM	Binding affinity to alpha-2 adrenergic receptor by displacement of [3H]-Clonidine	ChEMBL.	11495596
Ki (binding)	= 460 uM	Compound was tested in vitro for its affinity towards rat Alpha-2 adrenergic receptor	ChEMBL.	10479290
Ki (binding)	= 460 uM	In vitro inhibition of [3H]-clonidine binding at the alpha-2 adrenergic receptor.	ChEMBL.	10543879
Ki (binding)	= 460 uM	Binding affinity to alpha-2 adrenergic receptor by displacement of [3H]-Clonidine	ChEMBL.	11495596
Ratio (binding)	= 420	Ratio for binding affinity towards alpha2 adenoceptor to PNMT	ChEMBL.	10479290
Ratio (binding)	= 1.3	Ki ratio of human versus bovine phenylethanolamine N-methyltransferase	ChEMBL.	11412985
Ratio (binding)	= 1.5	Ki ratio of human versus bovine phenylethanolamine N-methyltransferase	ChEMBL.	11412985
Ratio (binding)	= 420	Ratio for binding affinity towards alpha2 adenoceptor to PNMT	ChEMBL.	10479290
Selectivity (binding)	= 420	Ratio of binding affinity of PNMT to alpha-2 receptors.	ChEMBL.	10543879
Selectivity (binding)	= 420	Selectivity ratio (alpha2/PNMT)	ChEMBL.	11495596

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: CHEMBL40081
PubChem: 10750185

Bibliographic References

4 literature references were 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 54862