TDR Targets

Basic information

Technical information

TDR Targets ID: 236559
Name: (3R)-3-(chloromethyl)-7-nitro-1,2,3,4-tetrahy droisoquinoline
MW: 226.66 | Formula: C10H11ClN2O2
H donors: 1 H acceptors: 2 LogP: 1.81 Rotable bonds: 2
Rule of 5 violations (Lipinski): 1
SMILES: ClC[C@@H]1NCc2c(C1)ccc(c2)[N+](=O)[O-]
InChi: 1S/C10H11ClN2O2/c11-5-9-3-7-1-2-10(13(14)15)4-8(7)6-12-9/h1-2,4,9,12H,3,5-6H2/t9-/m1/s1
InChiKey: PPUIGVZNCXQYJZ-SECBINFHSA-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

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
Onchocerca volvulus	Putative Werner syndrome ATP-dependent helicase homolog 1	Phenylethanolamine N-methyltransferase	283 aa	254 aa	27.2 %
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	283 aa	254 aa	26.0 %

Ranking Plot

Putative Targets List

Species	Potential target	Raw	Global	Species
Schistosoma mansoni	microtubule-associated protein tau	0.0804	1	1
Echinococcus granulosus	geminin	0.0197	0.2298	0.2298
Chlamydia trachomatis	holo [acyl-carrier protein] synthase	0.0027	0.0137	0.5
Loa Loa (eye worm)	NNMT/PNMT/TEMT family protein	0.0333	0.4023	1
Schistosoma mansoni	cathepsin F (C01 family)	0.002	0.0038	0.0038
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.002	0.0038	0.5
Echinococcus granulosus	cathepsin l1	0.002	0.0038	0.0038
Schistosoma mansoni	hypothetical protein	0.0197	0.2298	0.2298
Leishmania major	cathepsin L-like protease	0.002	0.0038	0.0521
Brugia malayi	Muscleblind-like protein	0.0174	0.2001	0.4973
Loa Loa (eye worm)	hypothetical protein	0.0333	0.4023	1
Leishmania major	cathepsin L-like protease	0.0074	0.0734	1
Loa Loa (eye worm)	cytochrome P450 family protein	0.0061	0.0565	0.1403
Brugia malayi	Cathepsin L-like precursor	0.002	0.0038	0.0095
Mycobacterium ulcerans	cytochrome P450 185A4 Cyp185A4	0.0027	0.013	0.9494
Leishmania major	cathepsin L-like protease	0.002	0.0038	0.0521
Loa Loa (eye worm)	cytochrome P450 family protein	0.0027	0.013	0.0322
Loa Loa (eye worm)	papain family cysteine protease containing protein	0.002	0.0038	0.0095
Leishmania major	cathepsin L-like protease	0.0074	0.0734	1
Brugia malayi	Papain family cysteine protease containing protein	0.002	0.0038	0.0095
Loa Loa (eye worm)	hypothetical protein	0.0097	0.1021	0.2537
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0074	0.0734	1
Brugia malayi	NNMT/PNMT/TEMT family protein	0.0333	0.4023	1
Trypanosoma cruzi	cysteine peptidase, clan CA, family C1, cathepsin L-like, putative	0.0068	0.0652	0.8885
Brugia malayi	aminoadipate-semialdehyde dehydrogenase-phosphopantetheinyl transferase	0.0097	0.1021	0.2537
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.002	0.0038	0.5
Trichomonas vaginalis	Clan CA, family C1, cathepsin L or K-like cysteine peptidase	0.002	0.0038	0.5
Echinococcus multilocularis	cysteine protease	0.002	0.0038	0.0038
Trypanosoma cruzi	major cysteine proteinase, putative	0.0058	0.0532	0.7249
Echinococcus granulosus	cadherin EGF LAG seven pass G type receptor	0.0018	0.0024	0.0024
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0074	0.0734	1
Schistosoma mansoni	hypothetical protein	0.0197	0.2298	0.2298
Loa Loa (eye worm)	MH2 domain-containing protein	0.0139	0.1557	0.387
Loa Loa (eye worm)	pigment dispersing factor receptor c	0.0058	0.0528	0.1313
Echinococcus multilocularis	L aminoadipate semialdehyde	0.0097	0.1021	0.1021
Echinococcus multilocularis	cathepsin L cysteine protease	0.002	0.0038	0.0038
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.002	0.0038	0.5
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.002	0.0038	0.5
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.002	0.0038	0.5
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.002	0.0038	0.5
Loa Loa (eye worm)	hypothetical protein	0.0333	0.4023	1
Schistosoma mansoni	hypothetical protein	0.0018	0.0024	0.0024
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.002	0.0038	0.5
Wolbachia endosymbiont of Brugia malayi	4'-phosphopantetheinyl transferase	0.0027	0.0137	0.5
Entamoeba histolytica	hypothetical protein	0.0027	0.0137	1
Mycobacterium ulcerans	4'-phosphopantetheinyl transferase	0.0027	0.0137	1
Toxoplasma gondii	4'-phosphopantetheinyl transferase domain-containing protein	0.0027	0.0137	1
Brugia malayi	Cytochrome P450 family protein	0.0027	0.013	0.0322
Brugia malayi	Calcitonin receptor-like protein seb-1	0.0058	0.0528	0.1313
Echinococcus granulosus	L aminoadipate semialdehyde	0.0097	0.1021	0.1021
Trypanosoma cruzi	cytochrome P450, putative	0.0027	0.013	0.1765
Loa Loa (eye worm)	transcription factor SMAD2	0.0139	0.1557	0.387
Brugia malayi	Cytochrome P450 family protein	0.0061	0.0565	0.1403
Mycobacterium ulcerans	phosphopantetheinyl transferase, PptII	0.0027	0.0137	1
Echinococcus multilocularis	microtubule associated protein 2	0.0804	1	1
Trypanosoma cruzi	cytochrome P450, putative	0.0027	0.013	0.1765
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0074	0.0734	1
Onchocerca volvulus		0.0097	0.1021	1
Trypanosoma cruzi	cruzipain precursor, putative	0.0074	0.0734	1
Schistosoma mansoni	aminoadipate-semialdehyde dehydrogenase	0.0097	0.1021	0.1021
Echinococcus multilocularis	diuretic hormone 44 receptor GPRdih2	0.0018	0.0024	0.0024
Echinococcus granulosus	cathepsin l cysteine peptidase	0.002	0.0038	0.0038
Echinococcus granulosus	cathepsin L cysteine proteinase	0.002	0.0038	0.0038
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0074	0.0734	1
Loa Loa (eye worm)	Papain cysteine protease/cathepsin propeptide inhibitor-containing protein	0.002	0.0038	0.0095
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0074	0.0734	1
Leishmania major	cathepsin L-like protease	0.002	0.0038	0.0521
Plasmodium falciparum	holo-[acyl-carrier-protein] synthase, putative	0.0027	0.0137	1
Brugia malayi	Cytochrome P450 family protein	0.0027	0.013	0.0322
Plasmodium vivax	holo-[acyl-carrier-protein] synthase, putative	0.0027	0.0137	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.002	0.0038	0.5
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.002	0.0038	0.5
Echinococcus multilocularis	cathepsin L cysteine protease	0.002	0.0038	0.0038
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.002	0.0038	0.5
Trypanosoma cruzi	cysteine peptidase, putative	0.0074	0.0734	1
Loa Loa (eye worm)	cytochrome P450 family protein	0.0027	0.013	0.0322
Schistosoma mansoni	hypothetical protein	0.0018	0.0024	0.0024
Trypanosoma brucei	cytochrome P450, putative	0.0027	0.013	0.1765
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.002	0.0038	0.5
Echinococcus granulosus	muscleblind protein	0.0174	0.2001	0.2001
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.002	0.0038	0.5
Brugia malayi	Corticotropin releasing factor receptor 2 precursor, putative	0.0058	0.0528	0.1313
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.002	0.0038	0.5
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0074	0.0734	1
Loa Loa (eye worm)	hypothetical protein	0.002	0.0038	0.0095
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0074	0.0734	1
Leishmania major	cytochrome p450-like protein	0.0027	0.013	0.1765
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.002	0.0038	0.5
Schistosoma mansoni	hypothetical protein	0.0018	0.0024	0.0024
Schistosoma mansoni	cathepsin F (C01 family)	0.002	0.0038	0.0038
Echinococcus multilocularis	GPCR, family 2	0.0018	0.0024	0.0024
Mycobacterium tuberculosis	holo-[acyl-carrier protein] synthase AcpS (holo-ACP synthase) (CoA:APO-[ACP]pantetheinephosphotransferase) (CoA:APO-[acyl-carrie	0.0027	0.0137	1
Mycobacterium leprae	conserved hypothetical protein	0.0027	0.0137	1
Trypanosoma cruzi	cysteine peptidase, putative	0.0074	0.0734	1
Echinococcus multilocularis	cadherin EGF LAG seven pass G type receptor	0.0018	0.0024	0.0024
Loa Loa (eye worm)	fibroinase	0.002	0.0038	0.0095
Loa Loa (eye worm)	cysteine protease	0.002	0.0038	0.0095
Schistosoma mansoni	hypothetical protein	0.0018	0.0024	0.0024
Trypanosoma cruzi	cysteine peptidase, putative	0.002	0.0038	0.0521
Echinococcus multilocularis	cathepsin l cysteine peptidase	0.002	0.0038	0.0038
Brugia malayi	MH2 domain containing protein	0.0139	0.1557	0.387
Echinococcus multilocularis	geminin	0.0197	0.2298	0.2298
Leishmania major	cathepsin L-like protease	0.002	0.0038	0.0521
Loa Loa (eye worm)	hypothetical protein	0.0018	0.0024	0.0059
Schistosoma mansoni	hypothetical protein	0.004	0.0295	0.0295
Loa Loa (eye worm)	ctsf protein	0.002	0.0038	0.0095
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0074	0.0734	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.002	0.0038	0.5
Echinococcus granulosus	diuretic hormone 44 receptor GPRdih2	0.0018	0.0024	0.0024
Loa Loa (eye worm)	hypothetical protein	0.0058	0.0528	0.1313
Loa Loa (eye worm)	hypothetical protein	0.004	0.0295	0.0733
Leishmania major	phosphopantetheinyl transferase-like protein	0.0027	0.0137	0.1859
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.002	0.0038	0.5
Brugia malayi	Cathepsin L-like precursor	0.002	0.0038	0.0095
Echinococcus multilocularis	muscleblind protein	0.0174	0.2001	0.2001
Trichomonas vaginalis	Clan CA, family C1, cathepsin L or K-like cysteine peptidase	0.002	0.0038	0.5
Leishmania major	cathepsin L-like protease	0.002	0.0038	0.0521
Trypanosoma cruzi	cysteine peptidase, putative	0.0074	0.0734	1
Brugia malayi	Cathepsin L-like precursor	0.002	0.0038	0.0095
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.002	0.0038	0.5
Loa Loa (eye worm)	hypothetical protein	0.0174	0.2001	0.4973
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.002	0.0038	0.5
Toxoplasma gondii	cathepsin CPL	0.002	0.0038	0.2805
Echinococcus granulosus	GPCR family 2	0.0018	0.0024	0.0024
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0074	0.0734	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.002	0.0038	0.5
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.002	0.0038	0.5
Brugia malayi	latrophilin 2 splice variant baaae	0.004	0.0295	0.0733
Brugia malayi	Cathepsin L-like precursor	0.002	0.0038	0.0095
Toxoplasma gondii	4'-phosphopantetheinyl transferase superfamily protein	0.0027	0.0137	1
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0074	0.0734	1
Brugia malayi	calcium-independent alpha-latrotoxin receptor 2, putative	0.0018	0.0024	0.0059
Brugia malayi	Latrophilin receptor protein 2	0.0018	0.0024	0.0059
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.002	0.0038	0.5
Trypanosoma brucei	hypothetical protein, conserved	0.0027	0.0137	0.1859
Loa Loa (eye worm)	latrophilin receptor protein 2	0.0018	0.0024	0.0059
Loa Loa (eye worm)	CYP4Cod1	0.0027	0.013	0.0322
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0074	0.0734	1
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.002	0.0038	0.5
Leishmania major	cathepsin L-like protease	0.0074	0.0734	1
Echinococcus multilocularis	muscleblind protein 1	0.0174	0.2001	0.2001
Echinococcus multilocularis	cysteine protease	0.002	0.0038	0.0038
Leishmania major	cysteine peptidase A (CPA)	0.002	0.0038	0.0521
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.002	0.0038	0.5
Brugia malayi	Cathepsin L-like precursor	0.002	0.0038	0.0095
Echinococcus multilocularis	cathepsin l cysteine peptidase	0.002	0.0038	0.0038
Loa Loa (eye worm)	hypothetical protein	0.0174	0.2001	0.4973
Brugia malayi	Cathepsin L-like precursor	0.002	0.0038	0.0095
Treponema pallidum	4'-phosphopantetheinyl transferase	0.0027	0.0137	0.5

Activities

Activity type	Activity value	Assay description	Source	Reference
Ki (binding)	= 0.47 uM	In vitro inhibition of PNMT (Phenylethanolamine N-Methyltransferase).	ChEMBL.	10543879
Ki (binding)	= 0.47 uM	In vitro inhibition of PNMT (Phenylethanolamine N-Methyltransferase).	ChEMBL.	10543879
Ki (binding)	= 100 uM	In vitro inhibition of [3H]-clonidine binding at the alpha-2 adrenergic receptor.	ChEMBL.	10543879
Ki (binding)	= 100 uM	In vitro inhibition of [3H]-clonidine binding at the alpha-2 adrenergic receptor.	ChEMBL.	10543879
Selectivity (binding)	= 210	Ratio of binding affinity of PNMT to alpha-2 receptors.	ChEMBL.	10543879

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: CHEMBL337156
PubChem: 10331303

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 236559