TDR Targets

Basic information

Technical information

TDR Targets ID: 369822
Name: benzyl N-[(5R)-5-[[2-[2-amino-3-(4-hydroxy-2, 6-dimethylphenyl)propanoyl]-3,4-dihydro-1H-is oquinoline-3-carbonyl]amino]-5-(1H-benzimidaz ol-2-yl)pentyl]carbamate
MW: 702.841 | Formula: C41H46N6O5
H donors: 5 H acceptors: 5 LogP: 5.32 Rotable bonds: 17
Rule of 5 violations (Lipinski): 2
SMILES: O=C(OCc1ccccc1)NCCCC[C@H](c1nc2c([nH]1)cccc2)NC(=O)C1Cc2ccccc2CN1C(=O)C(Cc1c(C)cc(cc1C)O)N
InChi: 1S/C41H46N6O5/c1-26-20-31(48)21-27(2)32(26)23-33(42)40(50)47-24-30-15-7-6-14-29(30)22-37(47)39(49)46-36(38-44-34-16-8-9-17-35(34)45-38)18-10-11-19-43-41(51)52-25-28-12-4-3-5-13-28/h3-9,12-17,20-21,33,36-37,48H,10-11,18-19,22-25,42H2,1-2H3,(H,43,51)(H,44,45)(H,46,49)/t33?,36-,37?/m1/s1
InChiKey: ZHRKDWCBKIOLKI-QNUATKLTSA-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

benzyl N-[(5R)-5-[[2-[2-amino-3-(4-hydroxy-2,6-dimethyl-phenyl)propanoyl]-3,4-dihydro-1H-isoquinoline-3-carbonyl]amino]-5-(1H-benzimidazol-2-yl)pentyl]carbamate
N-[(5R)-5-[[[2-[2-amino-3-(4-hydroxy-2,6-dimethylphenyl)-1-oxopropyl]-3,4-dihydro-1H-isoquinolin-3-yl]-oxomethyl]amino]-5-(1H-benzimidazol-2-yl)pentyl]carbamic acid benzyl ester
phenylmethyl N-[(5R)-5-[[2-[2-azanyl-3-(4-hydroxy-2,6-dimethyl-phenyl)propanoyl]-3,4-dihydro-1H-isoquinolin-3-yl]carbonylamino]-5-(1H-benzimidazol-2-yl)pentyl]carbamate
N-[(5R)-5-[[2-[2-amino-3-(4-hydroxy-2,6-dimethyl-phenyl)propanoyl]-3,4-dihydro-1H-isoquinoline-3-carbonyl]amino]-5-(1H-benzimidazol-2-yl)pentyl]carbamic acid benzyl ester
phenylmethyl N-[(5R)-5-[[2-[2-amino-3-(4-hydroxy-2,6-dimethylphenyl)propanoyl]3,4-dihydro-1H-isoquinoline-3-carbonyl]amino]-5-(1H-benzimidazol-2-yl)pentyl]carbamate
phenylmethyl N-[(5R)-5-[[2-[2-amino-3-(4-hydroxy-2,6-dimethyl-phenyl)propanoyl]3,4-dihydro-1H-isoquinoline-3-carbonyl]amino]-5-(1H-benzimidazol-2-yl)pentyl]carbamate
N-[(5R)-5-[[[2-[2-amino-3-(4-hydroxy-2,6-dimethylphenyl)-1-oxopropyl]-3,4-dihydro-1H-isoquinolin-3-yl]-oxomethyl]amino]-5-(1H-benzimidazol-2-yl)pentyl]carbamic acid phenylmethyl ester
N-[(5R)-5-[[2-[2-amino-3-(4-hydroxy-2,6-dimethyl-phenyl)propanoyl]3,4-dihydro-1H-isoquinoline-3-carbonyl]amino]-5-(1H-benzimidazol-2-yl)pentyl]carbamic acid benzyl ester
phenylmethyl N-[(5R)-5-[[2-[2-amino-3-(4-hydroxy-2,6-dimethyl-phenyl)propanoyl]-3,4-dihydro-1H-isoquinolin-3-yl]carbonylamino]-5-(1H-benzimidazol-2-yl)pentyl]carbamate

Targets

Known targets for this compound

No curated genes were found associated with this compound

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
Brugia malayi	Cathepsin L-like precursor	0.01	0.0402	0.0514
Trypanosoma cruzi	cysteine peptidase, putative	0.01	0.0402	0.0514
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0382	0.2729	0.3496
Entamoeba histolytica	cysteine proteinase, putative	0.01	0.0402	1
Brugia malayi	Cathepsin L-like precursor	0.0067	0.0128	0.0164
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0382	0.2729	0.3496
Echinococcus granulosus	mitogen activated protein kinase	0.0996	0.7805	0.7805
Echinococcus multilocularis	fatty acid amide hydrolase 1	0.0317	0.2192	0.2192
Schistosoma mansoni	cathepsin F (C01 family)	0.01	0.0402	0.0514
Echinococcus multilocularis	carbonic anhydrase	0.0083	0.0259	0.0259
Echinococcus granulosus	cathepsin l cysteine peptidase	0.01	0.0402	0.0402
Brugia malayi	Eukaryotic-type carbonic anhydrase family protein	0.0083	0.0259	0.0332
Brugia malayi	Cathepsin L-like precursor	0.01	0.0402	0.0514
Echinococcus multilocularis	tm gpcr rhodopsin gpcr rhodopsin superfamily	0.1261	1	1
Toxoplasma gondii	cathepsin CPL	0.01	0.0402	0.0188
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.01	0.0402	0.0514
Echinococcus granulosus	mitogen activated protein kinase 3	0.0996	0.7805	0.7805
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0382	0.2729	0.3496
Loa Loa (eye worm)	ctsf protein	0.01	0.0402	0.0357
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.01	0.0402	0.0514
Loa Loa (eye worm)	papain family cysteine protease containing protein	0.01	0.0402	0.0357
Leishmania major	cathepsin L-like protease	0.0382	0.2729	0.3143
Plasmodium vivax	vivapain-2	0.01	0.0402	1
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0382	0.2729	0.3496
Schistosoma mansoni	cathepsin F (C01 family)	0.01	0.0402	0.0514
Echinococcus granulosus	carbonic anhydrase	0.0083	0.0259	0.0259
Plasmodium vivax	vivapain-2	0.01	0.0402	1
Echinococcus multilocularis	carbonic anhydrase	0.0083	0.0259	0.0259
Brugia malayi	Eukaryotic-type carbonic anhydrase family protein	0.0083	0.0259	0.0332
Brugia malayi	Eukaryotic-type carbonic anhydrase family protein	0.0083	0.0259	0.0332
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.01	0.0402	0.0514
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.01	0.0402	0.0514
Trypanosoma brucei	carbonic anhydrase-like protein	0.0177	0.1034	0.1325
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0382	0.2729	0.3496
Trichomonas vaginalis	CMGC family protein kinase	0.0996	0.7805	1
Brugia malayi	amidase	0.0317	0.2192	0.2809
Brugia malayi	Papain family cysteine protease containing protein	0.01	0.0402	0.0514
Brugia malayi	Cathepsin L-like precursor	0.0067	0.0128	0.0164
Schistosoma mansoni	serine/threonine protein kinase	0.0996	0.7805	1
Trichomonas vaginalis	CMGC family protein kinase	0.0996	0.7805	1
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0382	0.2729	0.3496
Brugia malayi	Cathepsin L-like precursor	0.01	0.0402	0.0514
Onchocerca volvulus	Cathepsin F homolog	0.01	0.0402	1
Echinococcus multilocularis	carbonic anhydrase II	0.0177	0.1034	0.1034
Plasmodium falciparum	cysteine proteinase falcipain 2b	0.01	0.0402	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.01	0.0402	0.0514
Leishmania major	carbonic anhydrase-like protein	0.0177	0.1034	0.0854
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.01	0.0402	0.0514
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0382	0.2729	0.3496
Echinococcus granulosus	carbonic anhydrase	0.0083	0.0259	0.0259
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.01	0.0402	0.0514
Entamoeba histolytica	cysteine proteinase, putative	0.01	0.0402	1
Entamoeba histolytica	cysteine protease, putative	0.01	0.0402	1
Trypanosoma cruzi	cysteine peptidase, clan CA, family C1, cathepsin L-like, putative	0.0349	0.2455	0.3145
Giardia lamblia	Kinase, CMGC MAPK	0.0996	0.7805	0.5
Brugia malayi	Putative carbonic anhydrase 5 precursor	0.0177	0.1034	0.1325
Brugia malayi	Cathepsin L-like precursor	0.01	0.0402	0.0514
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.01	0.0402	0.0514
Echinococcus multilocularis	cysteine protease	0.01	0.0402	0.0402
Brugia malayi	Cathepsin L-like cysteine proteinase	0.0067	0.0128	0.0164
Echinococcus granulosus	cathepsin L cysteine proteinase	0.01	0.0402	0.0402
Echinococcus multilocularis	mitogen activated protein kinase 3	0.0996	0.7805	0.7805
Onchocerca volvulus		0.01	0.0402	1
Trypanosoma cruzi	cysteine peptidase, putative	0.0382	0.2729	0.3496
Brugia malayi	cathepsin L-like precursor	0.0067	0.0128	0.0164
Trypanosoma cruzi	cysteine peptidase, putative	0.0382	0.2729	0.3496
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.01	0.0402	0.0514
Echinococcus granulosus	cathepsin l1	0.01	0.0402	0.0402
Schistosoma mansoni	cathepsin F (C01 family)	0.0067	0.0128	0.0164
Leishmania major	mitogen activated protein kinase 4, putative;with=GeneDB:LmxM19.1440	0.0996	0.7805	1
Leishmania major	cathepsin L-like protease	0.0382	0.2729	0.3143
Loa Loa (eye worm)	hypothetical protein	0.0083	0.0259	0.0172
Trichomonas vaginalis	CMGC family protein kinase	0.0996	0.7805	1
Echinococcus multilocularis	carbonic anhydrase	0.0083	0.0259	0.0259
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.01	0.0402	0.0514
Brugia malayi	MAP kinase sur-1	0.0996	0.7805	1
Onchocerca volvulus	Cathepsin L homolog	0.01	0.0402	1
Schistosoma mansoni	carbonic anhydrase II (carbonate dehydratase II)	0.0177	0.1034	0.1325
Echinococcus granulosus	carbonic anhydrase II	0.0177	0.1034	0.1034
Loa Loa (eye worm)	Papain cysteine protease/cathepsin propeptide inhibitor-containing protein	0.01	0.0402	0.0357
Plasmodium falciparum	cysteine proteinase falcipain 3	0.01	0.0402	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.01	0.0402	0.0514
Schistosoma mansoni	carbonic anhydrase	0.0083	0.0259	0.0332
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0067	0.0128	0.0164
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0382	0.2729	0.3496
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.01	0.0402	0.0514
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.01	0.0402	0.0514
Loa Loa (eye worm)	hypothetical protein	0.0083	0.0259	0.0172
Plasmodium falciparum	carbonic anhydrase	0.0083	0.0259	0.6462
Loa Loa (eye worm)	cysteine protease	0.01	0.0402	0.0357
Trichomonas vaginalis	Clan CA, family C1, cathepsin L or K-like cysteine peptidase	0.01	0.0402	0.0514
Brugia malayi	Cathepsin L-like precursor	0.01	0.0402	0.0514
Echinococcus multilocularis	cathepsin l cysteine peptidase	0.01	0.0402	0.0402
Loa Loa (eye worm)	fibroinase	0.01	0.0402	0.0357
Plasmodium falciparum	cysteine proteinase falcipain 2a	0.01	0.0402	1
Schistosoma mansoni	carbonic anhydrase-related	0.0083	0.0259	0.0332
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0382	0.2729	0.3496
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.01	0.0402	0.0514
Onchocerca volvulus	Cathepsin L homolog	0.01	0.0402	1
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0382	0.2729	0.3496
Schistosoma mansoni	hypothetical protein	0.0083	0.0259	0.0332
Echinococcus multilocularis	cathepsin L cysteine protease	0.01	0.0402	0.0402
Echinococcus multilocularis	cathepsin l cysteine peptidase	0.01	0.0402	0.0402
Schistosoma mansoni	carbonic anhydrase II (carbonate dehydratase II)	0.0177	0.1034	0.1325
Trypanosoma cruzi	carbonic anhydrase-like protein, putative	0.0177	0.1034	0.1325
Onchocerca volvulus		0.01	0.0402	1
Echinococcus multilocularis	cathepsin L cysteine protease	0.01	0.0402	0.0402
Onchocerca volvulus		0.01	0.0402	1
Echinococcus granulosus	fatty acid amide hydrolase 1	0.0317	0.2192	0.2192
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.01	0.0402	0.0514
Onchocerca volvulus		0.01	0.0402	1
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.01	0.0402	0.0514
Schistosoma mansoni	fatty-acid amide hydrolase	0.0317	0.2192	0.2809
Echinococcus multilocularis	fatty acid amide hydrolase 1	0.0317	0.2192	0.2192
Echinococcus multilocularis	mitogen activated protein kinase	0.0996	0.7805	0.7805
Leishmania major	mitogen activated protein kinase, putative,map kinase, putative	0.0996	0.7805	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.01	0.0402	0.0514
Trypanosoma cruzi	mitogen activated protein kinase 4, putative	0.0996	0.7805	1
Onchocerca volvulus		0.01	0.0402	1
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0382	0.2729	0.3496
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.01	0.0402	0.0514
Entamoeba histolytica	cysteine proteinase, putative	0.0067	0.0128	0.3182
Echinococcus granulosus	carbonic anhydrase	0.0083	0.0259	0.0259
Trypanosoma cruzi	major cysteine proteinase, putative	0.03	0.2053	0.2631
Loa Loa (eye worm)	eukaryotic-type carbonic anhydrase	0.0083	0.0259	0.0172
Trypanosoma cruzi	cysteine peptidase, putative	0.0382	0.2729	0.3496
Trypanosoma cruzi	cruzipain precursor, putative	0.0382	0.2729	0.3496
Loa Loa (eye worm)	eukaryotic-type carbonic anhydrase	0.0177	0.1034	0.118
Echinococcus granulosus	cathepsin l1	0.0067	0.0128	0.0128
Loa Loa (eye worm)	hypothetical protein	0.0317	0.2192	0.2689
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.01	0.0402	0.0514
Onchocerca volvulus		0.01	0.0402	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.01	0.0402	0.0514
Toxoplasma gondii	CMGC kinase, MAPK family (ERK) MAPK-1	0.0996	0.7805	1
Brugia malayi	Cathepsin L-like precursor	0.01	0.0402	0.0514
Brugia malayi	Carbonic anhydrase like protein 2 precursor	0.0083	0.0259	0.0332
Trypanosoma cruzi	mitogen activated protein kinase 2, putative	0.0996	0.7805	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0067	0.0128	0.0164
Trypanosoma cruzi	carbonic anhydrase-like protein, putative	0.0177	0.1034	0.1325
Leishmania major	cathepsin L-like protease	0.0382	0.2729	0.3143
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.01	0.0402	0.0514
Trypanosoma cruzi	mitogen-activated protein kinase 11, putative	0.0996	0.7805	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.01	0.0402	0.0514
Loa Loa (eye worm)	carbonic anhydrase 3	0.0177	0.1034	0.118
Trypanosoma brucei	protein kinase, putative	0.0996	0.7805	1
Loa Loa (eye worm)	CMGC/MAPK/ERK1 protein kinase	0.0996	0.7805	1
Trypanosoma cruzi	mitogen-activated protein kinase 11, putative	0.0996	0.7805	1
Brugia malayi	Eukaryotic-type carbonic anhydrase family protein	0.0177	0.1034	0.1325
Schistosoma mansoni	carbonic anhydrase-related	0.0083	0.0259	0.0332
Schistosoma mansoni	amidase	0.0317	0.2192	0.2809
Echinococcus multilocularis	cysteine protease	0.01	0.0402	0.0402
Trichomonas vaginalis	Clan CA, family C1, cathepsin L or K-like cysteine peptidase	0.01	0.0402	0.0514
Schistosoma mansoni	carbonic anhydrase-related	0.0083	0.0259	0.0332
Echinococcus granulosus	fatty acid amide hydrolase 1	0.0317	0.2192	0.2192
Loa Loa (eye worm)	hypothetical protein	0.0083	0.0259	0.0172
Onchocerca volvulus		0.01	0.0402	1
Trichomonas vaginalis	CMGC family protein kinase	0.0996	0.7805	1
Brugia malayi	Carbonic anhydrase like protein 2 precursor	0.0083	0.0259	0.0332
Trypanosoma brucei	mitogen activated protein kinase 4, putative	0.0996	0.7805	1
Loa Loa (eye worm)	hypothetical protein	0.01	0.0402	0.0357
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.01	0.0402	0.0514

Activities

Activity type	Activity value	Assay description	Source	Reference
IC50 (functional)	= 62.5 nM	Agonist activity at mu opioid receptor assessed as inhibition of electrically-evoked contraction of guinea pig ileum	ChEMBL.	16942034
IC50 (functional)	> 10000 nM	Agonist activity at delta opioid receptor assessed as inhibition of electrically-evoked contraction of mouse vas deferens	ChEMBL.	16942034
Ki (binding)	= 0.15 nM	Displacement of [3H]DAMGO from mu opioid receptor in Sprague-Dawley rat brain P2 synaptosomal membrane	ChEMBL.	16942034
Ki (binding)	= 0.4 nM	Displacement of [3H]deltorphin2 from delta opioid receptor in Sprague-Dawley rat brain P2 synaptosomal membrane	ChEMBL.	16942034
pA2 (functional)	< 5	Antagonist activity at delta opioid receptor assessed as inhibition of deltorphin2-induced contraction of mouse vas deferens	ChEMBL.	16942034
Ratio Ki (binding)	= 2.7	Selectivity for mu opioid receptor over delta opioid receptor in Sprague-Dawley rat brain P2 synaptosomal membrane	ChEMBL.	16942034

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: 457539
PubChem: 16082947

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 369822