TDR Targets

Basic information

Technical information

TDR Targets ID: 931619
Name: (2S)-2-amino-N-[(1S,6S)-7,7-dimethyl-1-[[4-(2 -methylphenyl)piperazin-1-yl]sulfonylmethyl]- 6-bicyclo[2.2.1]heptanyl]-4-methylsulfonylbut anamide
MW: 554.765 | Formula: C26H42N4O5S2
H donors: 2 H acceptors: 5 LogP: 2.07 Rotable bonds: 10
Rule of 5 violations (Lipinski): 2
SMILES: O=C([C@H](CCS(=O)(=O)C)N)N[C@H]1CC2C([C@]1(CC2)CS(=O)(=O)N1CCN(CC1)c1ccccc1C)(C)C
InChi: 1S/C26H42N4O5S2/c1-19-7-5-6-8-22(19)29-12-14-30(15-13-29)37(34,35)18-26-11-9-20(25(26,2)3)17-23(26)28-24(31)21(27)10-16-36(4,32)33/h5-8,20-21,23H,9-18,27H2,1-4H3,(H,28,31)/t20?,21-,23-,26+/m0/s1
InChiKey: MWIASLNTAGRGGA-WAAQWYFXSA-N

Network

Hover on a compound node to display the structore

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

This is a work in progress. Come back soon to try this features!

Clustering layers

This is a work in progress. Come back soon to try this features!

Synonyms

(2S)-2-amino-N-[(1S,2S)-7,7-dimethyl-1-[[4-(2-methylphenyl)piperazin-1-yl]sulfonylmethyl]norbornan-2-yl]-4-methylsulfonyl-butanamide
(2S)-2-amino-N-[(1S,2S)-7,7-dimethyl-1-[[4-(2-methylphenyl)-1-piperazinyl]sulfonylmethyl]-2-norbornanyl]-4-methylsulfonylbutanamide
(2S)-2-amino-N-[(1S,2S)-7,7-dimethyl-1-[[4-(2-methylphenyl)piperazin-1-yl]sulfonylmethyl]norbornan-2-yl]-4-mesyl-butyramide
(2S)-2-amino-N-[(1S,6S)-7,7-dimethyl-1-[[4-(2-methylphenyl)piperazin-1-yl]sulfonylmethyl]-6-bicyclo[2.2.1]heptanyl]-4-methylsulfonyl-butanamide

Targets

Known targets for this compound

Species	Target name	Source	Bibliographic reference
Homo sapiens	oxytocin receptor	Starlite/ChEMBL	References
Rattus norvegicus	Vasopressin V2 receptor	Starlite/ChEMBL	References
Rattus norvegicus	Oxytocin receptor	Starlite/ChEMBL	References
Rattus norvegicus	Vasopressin V1a receptor	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		Vasopressin V2 receptor	371 aa	331 aa	21.4 %
Echinococcus multilocularis	orexin receptor type 2	Oxytocin receptor	388 aa	332 aa	23.2 %
Schistosoma japonicum	ko:K04135 adrenergic receptor, alpha 1a, putative	Oxytocin receptor	388 aa	349 aa	22.9 %
Onchocerca volvulus		Vasopressin V1a receptor	424 aa	378 aa	21.4 %
Onchocerca volvulus	Mitochondrial inner membrane protein homolog	Oxytocin receptor	388 aa	346 aa	24.0 %
Echinococcus multilocularis	thyrotropin releasing hormone receptor	Vasopressin V2 receptor	371 aa	314 aa	21.3 %
Echinococcus multilocularis	allatostatin A receptor	Oxytocin receptor	388 aa	311 aa	21.9 %
Echinococcus granulosus	thyrotropin releasing hormone receptor	Vasopressin V2 receptor	371 aa	310 aa	20.3 %
Schistosoma japonicum	ko:K04134 cholinergic receptor, invertebrate, putative	Oxytocin receptor	388 aa	323 aa	21.7 %
Onchocerca volvulus		Oxytocin receptor	388 aa	327 aa	23.9 %
Schistosoma mansoni	biogenic amine (5HT) receptor	Vasopressin V2 receptor	371 aa	357 aa	21.6 %
Brugia malayi	GnHR receptor homolog	Vasopressin V2 receptor	371 aa	304 aa	22.4 %
Schistosoma mansoni	adenoreceptor	Vasopressin V2 receptor	371 aa	317 aa	26.2 %
Schistosoma mansoni	biogenic amine (octopamine/dopamine) receptor	Vasopressin V2 receptor	371 aa	382 aa	22.5 %
Echinococcus multilocularis	rhodopsin orphan GPCR	Vasopressin V1a receptor	424 aa	370 aa	21.9 %
Echinococcus granulosus	allatostatin A receptor	Oxytocin receptor	388 aa	313 aa	23.6 %
Echinococcus multilocularis	neuropeptides capa receptor	Vasopressin V1a receptor	424 aa	462 aa	19.5 %
Schistosoma japonicum	ko:K04209 neuropeptide Y receptor, invertebrate, putative	Oxytocin receptor	388 aa	327 aa	19.3 %
Onchocerca volvulus		Vasopressin V1a receptor	424 aa	347 aa	21.9 %
Echinococcus multilocularis	neuropeptide receptor	Oxytocin receptor	388 aa	324 aa	21.6 %
Loa Loa (eye worm)	hypothetical protein	Vasopressin V1a receptor	424 aa	382 aa	22.8 %
Onchocerca volvulus	Phospholipase d-related homolog	Oxytocin receptor	388 aa	330 aa	20.0 %
Schistosoma japonicum	ko:K04136 adrenergic receptor, alpha 1b, putative	Vasopressin V1a receptor	424 aa	400 aa	21.8 %
Echinococcus granulosus	orexin receptor type 2	Oxytocin receptor	388 aa	338 aa	24.3 %
Onchocerca volvulus		Vasopressin V2 receptor	371 aa	315 aa	22.5 %
Echinococcus granulosus	neuropeptide receptor	Oxytocin receptor	388 aa	324 aa	21.9 %

Ranking Plot

Putative Targets List

Species	Potential target	Raw	Global	Species
Loa Loa (eye worm)	carboxylesterase	0.0146407	0.0144599	0.0144599
Schistosoma mansoni	family S9 non-peptidase homologue (S09 family)	0.0146407	0.0144599	0.0444006
Echinococcus multilocularis	neuroglian	0.0227455	0.0429964	0.132025
Onchocerca volvulus	Tyrosine kinase homolog	0.275152	0.931701	1
Schistosoma mansoni	family S9 non-peptidase homologue (S09 family)	0.0146407	0.0144599	0.0444006
Schistosoma mansoni	family S9 non-peptidase homologue (S09 family)	0.0146407	0.0144599	0.0444006
Brugia malayi	Carboxylesterase family protein	0.0146407	0.0144599	0.0144599
Loa Loa (eye worm)	TK/KIN16 protein kinase	0.29455	1	1
Mycobacterium tuberculosis	NADPH-dependent mycothiol reductase Mtr	0.0216534	0.0391512	1
Schistosoma mansoni	tyrosine kinase	0.0123021	0.006226	0.0191176
Trypanosoma cruzi	polo-like protein kinase, putative	0.103029	0.325669	1
Schistosoma mansoni	neuroligin 3 (S09 family)	0.0146407	0.0144599	0.0444006
Trichomonas vaginalis	CAMK family protein kinase	0.103029	0.325669	1
Schistosoma mansoni	serine/threonine protein kinase	0.103029	0.325669	1
Schistosoma mansoni	subfamily A1A unassigned peptidase (A01 family)	0.016778	0.0219854	0.0675086
Trichomonas vaginalis	CAMK family protein kinase	0.049757	0.138102	0.397296
Brugia malayi	Immunoglobulin I-set domain containing protein	0.0181184	0.0267048	0.0267048
Plasmodium falciparum	thioredoxin reductase	0.0216534	0.0391512	1
Loa Loa (eye worm)	CAMK/MLCK protein kinase	0.0108996	0.00128783	0.00128783
Entamoeba histolytica	serine/threonine protein kinase, putative	0.103029	0.325669	0.5
Echinococcus multilocularis	para nitrobenzyl esterase	0.0146407	0.0144599	0.0444006
Brugia malayi	Protein kinase domain containing protein	0.0346276	0.0848324	0.0848324
Schistosoma mansoni	family S9 non-peptidase homologue (S09 family)	0.0866488	0.267995	0.822908
Loa Loa (eye worm)	acetylcholinesterase 1	0.0866488	0.267995	0.267995
Echinococcus granulosus	neuroglian	0.0227455	0.0429964	0.132025
Onchocerca volvulus		0.0146407	0.0144599	0.0155199
Trypanosoma cruzi	polo-like protein kinase, putative	0.103029	0.325669	1
Onchocerca volvulus		0.0146407	0.0144599	0.0155199
Echinococcus granulosus	cathepsin d lysosomal aspartyl protease	0.016778	0.0219854	0.0675086
Echinococcus multilocularis	family S9 non peptidase ue (S09 family)	0.0146407	0.0144599	0.0444006
Brugia malayi	Thioredoxin reductase	0.0216534	0.0391512	0.0391512
Brugia malayi	Immunoglobulin I-set domain containing protein	0.29455	1	1
Brugia malayi	serine/threonine-protein kinase plk-2	0.103029	0.325669	0.325669
Schistosoma mansoni	Neurotrimin precursor (hNT)	0.0181184	0.0267048	0.0819999
Loa Loa (eye worm)	hypothetical protein	0.0181184	0.0267048	0.0267048
Echinococcus granulosus	neuroligin	0.0146407	0.0144599	0.0444006
Loa Loa (eye worm)	hypothetical protein	0.0146407	0.0144599	0.0144599
Schistosoma mansoni	vesicular amine transporter	0.0181184	0.0267048	0.0819999
Trypanosoma brucei	polo-like protein kinase	0.103029	0.325669	1
Plasmodium falciparum	glutathione reductase	0.0216534	0.0391512	1
Loa Loa (eye worm)	hypothetical protein	0.0181184	0.0267048	0.0267048
Loa Loa (eye worm)	PLK/PLK1 protein kinase	0.103029	0.325669	0.325669
Loa Loa (eye worm)	hypothetical protein	0.0181184	0.0267048	0.0267048
Trichomonas vaginalis	CAMK family protein kinase	0.103029	0.325669	1
Brugia malayi	Carboxylesterase family protein	0.0866488	0.267995	0.267995
Echinococcus granulosus	BC026374 protein S09 family	0.0146407	0.0144599	0.0444006
Loa Loa (eye worm)	thioredoxin reductase	0.0216534	0.0391512	0.0391512
Brugia malayi	hypothetical protein	0.0146407	0.0144599	0.0144599
Echinococcus multilocularis	roundabout 2	0.0286522	0.0637936	0.195885
Loa Loa (eye worm)	glutathione reductase	0.0216534	0.0391512	0.0391512
Schistosoma mansoni	acetylcholinesterase	0.0146407	0.0144599	0.0444006
Echinococcus multilocularis	Immunoglobulin	0.0181184	0.0267048	0.0819999
Echinococcus granulosus	neurotracting:lsamp:neurotrimin:obcam	0.0240251	0.047502	0.14586
Echinococcus multilocularis	serine:threonine protein kinase PLK1	0.103029	0.325669	1
Loa Loa (eye worm)	hypothetical protein	0.0146407	0.0144599	0.0144599
Schistosoma mansoni	gliotactin	0.0146407	0.0144599	0.0444006
Echinococcus granulosus	protein tyrosine kinase	0.0342107	0.0833646	0.25598
Trichomonas vaginalis	CAMK family protein kinase	0.103029	0.325669	1
Echinococcus granulosus	para nitrobenzyl esterase	0.0146407	0.0144599	0.0444006
Brugia malayi	Carboxylesterase family protein	0.0866488	0.267995	0.267995
Echinococcus multilocularis	BC026374 protein (S09 family)	0.0146407	0.0144599	0.0444006
Brugia malayi	glutathione reductase	0.0216534	0.0391512	0.0391512
Echinococcus multilocularis	carboxylesterase 5A	0.0866488	0.267995	0.822908
Echinococcus granulosus	defective proboscis extension response	0.0181184	0.0267048	0.0819999
Trichomonas vaginalis	Clan AA, family A1, cathepsin D-like aspartic peptidase	0.016778	0.0219854	0.0241817
Trichomonas vaginalis	CAMK family protein kinase	0.103029	0.325669	1
Echinococcus multilocularis	protein tyrosine kinase	0.0342107	0.0833646	0.25598
Mycobacterium ulcerans	carboxylesterase, LipT	0.0146407	0.0144599	0.5
Trichomonas vaginalis	CAMK family protein kinase	0.049757	0.138102	0.397296
Brugia malayi	Carboxylesterase family protein	0.0146407	0.0144599	0.0144599
Echinococcus multilocularis	cathepsin d (lysosomal aspartyl protease)	0.016778	0.0219854	0.0675086
Loa Loa (eye worm)	TK/FAK protein kinase	0.0346276	0.0848324	0.0848324
Loa Loa (eye worm)	hypothetical protein	0.0146407	0.0144599	0.0144599
Loa Loa (eye worm)	carboxylesterase	0.0146407	0.0144599	0.0144599
Echinococcus granulosus	family S9 non peptidase ue S09 family	0.0146407	0.0144599	0.0444006
Trichomonas vaginalis	CAMK family protein kinase	0.103029	0.325669	1
Echinococcus granulosus	carboxylesterase 5A	0.0866488	0.267995	0.822908
Leishmania major	protein kinase, putative,polo-like protein kinase, putative	0.103029	0.325669	1
Onchocerca volvulus		0.0146407	0.0144599	0.0155199
Echinococcus granulosus	Immunoglobulin	0.0181184	0.0267048	0.0819999
Schistosoma mansoni	defective proboscis extension response (dpr)-related	0.0181184	0.0267048	0.0819999
Echinococcus granulosus	twitchin	0.0231113	0.0442843	0.135979
Loa Loa (eye worm)	hypothetical protein	0.0866488	0.267995	0.267995
Echinococcus multilocularis	neuroligin	0.0146407	0.0144599	0.0444006
Plasmodium vivax	glutathione reductase, putative	0.0216534	0.0391512	1
Echinococcus multilocularis	acetylcholinesterase	0.0866488	0.267995	0.822908
Loa Loa (eye worm)	hypothetical protein	0.0866488	0.267995	0.267995
Loa Loa (eye worm)	hypothetical protein	0.0146407	0.0144599	0.0144599
Loa Loa (eye worm)	hypothetical protein	0.0181184	0.0267048	0.0267048
Loa Loa (eye worm)	aspartic protease BmAsp-2	0.016778	0.0219854	0.0219854
Trichomonas vaginalis	CAMK family protein kinase	0.103029	0.325669	1
Schistosoma mansoni	cathepsin D (A01 family)	0.0494691	0.137088	0.420943
Schistosoma mansoni	cell adhesion molecule	0.0240251	0.047502	0.14586
Schistosoma mansoni	kinase	0.0536377	0.151766	0.466013
Echinococcus multilocularis	basement membrane specific heparan sulfate	0.0181184	0.0267048	0.0819999
Echinococcus granulosus	acetylcholinesterase	0.0866488	0.267995	0.822908
Loa Loa (eye worm)	hypothetical protein	0.0181184	0.0267048	0.0267048
Loa Loa (eye worm)	hypothetical protein	0.0146407	0.0144599	0.0144599
Trichomonas vaginalis	CAMK family protein kinase	0.103029	0.325669	1
Onchocerca volvulus		0.268757	0.909183	0.975832
Echinococcus multilocularis	Immunoglobulin	0.0181184	0.0267048	0.0819999
Loa Loa (eye worm)	hypothetical protein	0.0181184	0.0267048	0.0267048
Onchocerca volvulus	Serine\/threonine kinase homolog	0.103029	0.325669	0.349542
Loa Loa (eye worm)	hypothetical protein	0.0286522	0.0637936	0.0637936
Echinococcus multilocularis	thioredoxin glutathione reductase	0.0216534	0.0391512	0.120218
Schistosoma mansoni	tyrosine kinase	0.0342107	0.0833646	0.25598
Onchocerca volvulus		0.0146407	0.0144599	0.0155199
Giardia lamblia	Kinase, PLK	0.103029	0.325669	0.5
Echinococcus multilocularis	acetylcholinesterase	0.0866488	0.267995	0.822908
Schistosoma mansoni	nephrin	0.0227455	0.0429964	0.132025
Echinococcus granulosus	thioredoxin glutathione reductase	0.0216534	0.0391512	0.120218
Brugia malayi	Carboxylesterase family protein	0.0146407	0.0144599	0.0144599
Echinococcus granulosus	acetylcholinesterase	0.0866488	0.267995	0.822908
Onchocerca volvulus		0.0146407	0.0144599	0.0155199
Loa Loa (eye worm)	hypothetical protein	0.0240251	0.047502	0.047502
Toxoplasma gondii	thioredoxin reductase	0.0216534	0.0391512	1
Loa Loa (eye worm)	hypothetical protein	0.0286522	0.0637936	0.0637936
Brugia malayi	Fibronectin type III domain containing protein	0.0181184	0.0267048	0.0267048
Schistosoma mansoni	cathepsin D (A01 family)	0.0494691	0.137088	0.420943
Loa Loa (eye worm)	hypothetical protein	0.0146407	0.0144599	0.0144599
Loa Loa (eye worm)	hypothetical protein	0.016778	0.0219854	0.0219854
Plasmodium vivax	thioredoxin reductase, putative	0.0216534	0.0391512	1
Brugia malayi	hypothetical protein	0.0181184	0.0267048	0.0267048
Schistosoma mansoni	BC026374 protein (S09 family)	0.0146407	0.0144599	0.0444006
Brugia malayi	Carboxylesterase family protein	0.0146407	0.0144599	0.0144599
Loa Loa (eye worm)	carboxylesterase	0.0866488	0.267995	0.267995
Echinococcus granulosus	serine:threonine protein kinase PLK1	0.103029	0.325669	1
Echinococcus granulosus	roundabout 2	0.0286522	0.0637936	0.195885
Loa Loa (eye worm)	hypothetical protein	0.0146407	0.0144599	0.0144599

Activities

Activity type	Activity value	Assay description	Source	Reference
IC50 (functional)	= -5	Antiplasmodial activity against Plasmodium falciparum 7G8 after 72 hrs by SYBR green assay	ChEMBL.	19734910
IC50 (functional)	= -4.9	Antiplasmodial activity against Plasmodium falciparum Dd2 after 72 hrs by SYBR green assay	ChEMBL.	19734910
IC50 (functional)	= -4.9	Antiplasmodial activity against Plasmodium falciparum GB4 after 72 hrs by SYBR green assay	ChEMBL.	19734910
IC50 (functional)	= -4.9	Antiplasmodial activity against Plasmodium falciparum W2 after 72 hrs by SYBR green assay	ChEMBL.	19734910
IC50 (binding)	= 8.9 nM	Displacement of [3H]-OT from binding to oxytocin receptor of rat uterus	ChEMBL.	8126695
IC50 (binding)	= 370 nM	Displacement of [3H]-AVP from binding to arginine vasopressin 1a (V1a) column of rat liver	ChEMBL.	8126695
IC50 (binding)	= 570 nM	Displacement of [3H]-AVP from binding to Vasopressin receptor V2 of rat kidney	ChEMBL.	8126695
Kd (functional)	= 8.9	Compound was evaluated in vitro for its antagonism of OT-induced uterine contractions,against rat uterus by measuring pA2 value which refers to the negative logarithm of the molar concentration	ChEMBL.	8126695
Ki (functional)	= 8 nM	Antagonist activity at human cloned oxytocin receptor by cell based beta lactamase reporter assay	ChEMBL.	18639455

Phenotypes

Whole-cell/tissue/organism interactions

Species name	Source	Reference	Is orphan
Plasmodium falciparum	ChEMBL23	19734910

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: CHEMBL2112903

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 931619