TDR Targets

Basic information

Technical information

TDR Targets ID: 279106
Name: 4-(methanesulfonamido)-N-[[4-(3-methoxyphenyl )piperazin-2-yl]methyl]benzamide
MW: 418.51 | Formula: C20H26N4O4S
H donors: 3 H acceptors: 3 LogP: 1.37 Rotable bonds: 8
Rule of 5 violations (Lipinski): 1
SMILES: COc1cccc(c1)N1CCNC(C1)CNC(=O)c1ccc(cc1)NS(=O)(=O)C
InChi: 1S/C20H26N4O4S/c1-28-19-5-3-4-18(12-19)24-11-10-21-17(14-24)13-22-20(25)15-6-8-16(9-7-15)23-29(2,26)27/h3-9,12,17,21,23H,10-11,13-14H2,1-2H3,(H,22,25)
InChiKey: HTUZPHQYHWKKIZ-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

4-(methanesulfonamido)-N-[[4-(3-methoxyphenyl)-2-piperazinyl]methyl]benzamide
N-[[4-(3-methoxyphenyl)piperazin-2-yl]methyl]-4-(methylsulfonylamino)benzamide
4-methanesulfonamido-N-[[4-(3-methoxyphenyl)piperazin-2-yl]methyl]benzamide
4-methanesulfonamido-N-[[4-(3-methoxyphenyl)-2-piperazinyl]methyl]benzamide

Targets

Known targets for this compound

Species	Target name	Source	Bibliographic reference
Homo sapiens	adrenoceptor beta 1	Starlite/ChEMBL	References
Canis lupus familiaris	Beta-2 adrenergic 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		Beta-2 adrenergic receptor	415 aa	347 aa	17.9 %
Schistosoma japonicum	ko:K04135 adrenergic receptor, alpha 1a, putative	Beta-2 adrenergic receptor	415 aa	357 aa	33.9 %
Echinococcus multilocularis	neuropeptides capa receptor	Beta-2 adrenergic receptor	415 aa	402 aa	22.1 %
Loa Loa (eye worm)	hypothetical protein	Beta-2 adrenergic receptor	415 aa	360 aa	23.6 %
Schistosoma japonicum	ko:K04136 adrenergic receptor, alpha 1b, putative	Beta-2 adrenergic receptor	415 aa	381 aa	32.5 %
Echinococcus multilocularis	thyrotropin releasing hormone receptor	Beta-2 adrenergic receptor	415 aa	337 aa	24.9 %
Onchocerca volvulus	Mitogen-activated protein kinase kinase kinase 8 homolog	Beta-2 adrenergic receptor	415 aa	419 aa	21.7 %
Onchocerca volvulus		Beta-2 adrenergic receptor	415 aa	353 aa	19.8 %
Echinococcus multilocularis	orexin receptor type 2	Beta-2 adrenergic receptor	415 aa	338 aa	25.1 %
Schistosoma japonicum	ko:K04209 neuropeptide Y receptor, invertebrate, putative	Beta-2 adrenergic receptor	415 aa	350 aa	24.3 %
Echinococcus granulosus	thyrotropin releasing hormone receptor	Beta-2 adrenergic receptor	415 aa	342 aa	24.6 %
Onchocerca volvulus	Mitochondrial inner membrane protein homolog	Beta-2 adrenergic receptor	415 aa	358 aa	32.4 %
Echinococcus multilocularis	allatostatin A receptor	Beta-2 adrenergic receptor	415 aa	377 aa	26.0 %
Onchocerca volvulus	Phospholipase d-related homolog	Beta-2 adrenergic receptor	415 aa	338 aa	22.8 %
Schistosoma mansoni	biogenic amine (5HT) receptor	Beta-2 adrenergic receptor	415 aa	367 aa	32.2 %
Echinococcus granulosus	allatostatin A receptor	Beta-2 adrenergic receptor	415 aa	377 aa	25.7 %
Onchocerca volvulus		Beta-2 adrenergic receptor	415 aa	385 aa	27.0 %

Ranking Plot

Putative Targets List

Species	Potential target	Raw	Global	Species
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0215	0.2083	0.9863
Schistosoma mansoni	SmCB2 peptidase (C01 family)	0.0581	1	1
Brugia malayi	Cathepsin L-like precursor	0.0149	0.0663	0.0663
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0215	0.2083	0.9863
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0215	0.2083	0.9863
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0215	0.2083	0.9863
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0215	0.2083	0.9863
Entamoeba histolytica	cysteine proteinase, putative	0.0215	0.2083	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0215	0.2083	0.9863
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0215	0.2083	0.9863
Brugia malayi	Cathepsin L-like precursor	0.0149	0.0663	0.0663
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0215	0.2083	0.9863
Giardia lamblia	Cathepsin B precursor	0.0216	0.2112	0.5
Onchocerca volvulus	Cathepsin F homolog	0.0215	0.2083	1
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0215	0.2083	0.9863
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0215	0.2083	0.9863
Brugia malayi	Cathepsin L-like precursor	0.0215	0.2083	0.2083
Onchocerca volvulus		0.0215	0.2083	1
Loa Loa (eye worm)	hypothetical protein	0.0215	0.2083	0.2019
Giardia lamblia	Cathepsin B precursor	0.0216	0.2112	0.5
Onchocerca volvulus		0.0215	0.2083	1
Schistosoma mansoni	cathepsin F (C01 family)	0.0149	0.0663	0.0663
Echinococcus granulosus	cathepsin l cysteine peptidase	0.0215	0.2083	0.2083
Brugia malayi	Cathepsin L-like precursor	0.0215	0.2083	0.2083
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0149	0.0663	0.3138
Onchocerca volvulus	Cathepsin L homolog	0.0215	0.2083	1
Onchocerca volvulus		0.0215	0.2083	1
Trypanosoma brucei	cysteine peptidase C (CPC)	0.0216	0.2112	1
Entamoeba histolytica	cysteine proteinase, putative	0.0149	0.0663	0.3182
Echinococcus multilocularis	cathepsin b	0.0581	1	1
Brugia malayi	Papain family cysteine protease containing protein	0.0215	0.2083	0.2083
Entamoeba histolytica	cysteine protease, putative	0.0215	0.2083	1
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0215	0.2083	0.9863
Onchocerca volvulus		0.0215	0.2083	1
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0215	0.2083	0.9863
Loa Loa (eye worm)	papain family cysteine protease containing protein	0.0215	0.2083	0.2019
Echinococcus granulosus	cathepsin l1	0.0149	0.0663	0.0663
Schistosoma mansoni	cathepsin B-like peptidase (C01 family)	0.0581	1	1
Echinococcus multilocularis	cathepsin b	0.0581	1	1
Echinococcus granulosus	cathepsin b	0.0581	1	1
Schistosoma mansoni	cathepsin F (C01 family)	0.0215	0.2083	0.2083
Loa Loa (eye worm)	hypothetical protein	0.0581	1	1
Schistosoma mansoni	cathepsin B-like peptidase (C01 family)	0.0581	1	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0215	0.2083	0.9863
Echinococcus granulosus	cathepsin b	0.0581	1	1
Loa Loa (eye worm)	cysteine protease	0.0215	0.2083	0.2019
Trypanosoma cruzi	cysteine peptidase, putative	0.0215	0.2083	0.2083
Trypanosoma cruzi	cysteine peptidase C (CPC), putative	0.0581	1	1
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0215	0.2083	0.9863
Loa Loa (eye worm)	ctsf protein	0.0215	0.2083	0.2019
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0215	0.2083	0.9863
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0215	0.2083	0.9863
Giardia lamblia	Cathepsin B precursor	0.0216	0.2112	0.5
Loa Loa (eye worm)	hypothetical protein	0.0149	0.0663	0.0587
Plasmodium falciparum	cysteine proteinase falcipain 3	0.0215	0.2083	1
Plasmodium vivax	vivapain-2	0.0215	0.2083	1
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0215	0.2083	0.9863
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0215	0.2083	0.9863
Onchocerca volvulus	Cathepsin L homolog	0.0215	0.2083	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0215	0.2083	0.9863
Entamoeba histolytica	cysteine proteinase, putative	0.0215	0.2083	1
Loa Loa (eye worm)	Papain cysteine protease/cathepsin propeptide inhibitor-containing protein	0.0215	0.2083	0.2019
Brugia malayi	Cathepsin L-like cysteine proteinase	0.0149	0.0663	0.0663
Echinococcus multilocularis	cathepsin l cysteine peptidase	0.0215	0.2083	0.2083
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0215	0.2083	0.9863
Trypanosoma cruzi	cysteine peptidase, putative	0.0215	0.2083	0.2083
Brugia malayi	cathepsin L-like precursor	0.0149	0.0663	0.0663
Schistosoma mansoni	cathepsin B-like peptidase (C01 family)	0.0581	1	1
Trypanosoma cruzi	cysteine peptidase, putative	0.0215	0.2083	0.2083
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0215	0.2083	0.9863
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0215	0.2083	0.9863
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0215	0.2083	0.9863
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0215	0.2083	0.9863
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0215	0.2083	0.9863
Trichomonas vaginalis	Clan CA, family C1, cathepsin B-like cysteine peptidase	0.0216	0.2112	1
Echinococcus granulosus	cathepsin L cysteine proteinase	0.0215	0.2083	0.2083
Trichomonas vaginalis	Clan CA, family C1, cathepsin L or K-like cysteine peptidase	0.0215	0.2083	0.9863
Trypanosoma cruzi	cysteine peptidase C (CPC), putative	0.0216	0.2112	0.2112
Loa Loa (eye worm)	fibroinase	0.0215	0.2083	0.2019
Schistosoma mansoni	subfamily S1A unassigned peptidase (S01 family)	0.0122	0.008	0.008
Echinococcus multilocularis	cathepsin L cysteine protease	0.0215	0.2083	0.2083
Echinococcus multilocularis	cysteine protease	0.0215	0.2083	0.2083
Echinococcus multilocularis	cysteine protease	0.0215	0.2083	0.2083
Loa Loa (eye worm)	hypothetical protein	0.0149	0.0663	0.0587
Leishmania major	cysteine peptidase C (CPC),CPC cysteine peptidase, Clan CA, family C1, Cathepsin B-like	0.0216	0.2112	1
Toxoplasma gondii	cathepsin B	0.0216	0.2112	1
Brugia malayi	Cathepsin L-like precursor	0.0215	0.2083	0.2083
Trichomonas vaginalis	Clan CA, family C1, cathepsin L or K-like cysteine peptidase	0.0215	0.2083	0.9863
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0149	0.0663	0.3138
Plasmodium falciparum	cysteine proteinase falcipain 2a	0.0215	0.2083	1
Echinococcus granulosus	cathepsin l1	0.0215	0.2083	0.2083
Trypanosoma cruzi	cysteine peptidase, clan CA, family C1, cathepsin L-like, putative	0.0149	0.0663	0.0663
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0215	0.2083	0.9863
Onchocerca volvulus		0.0215	0.2083	1
Onchocerca volvulus		0.0149	0.0663	0.2909
Echinococcus multilocularis	cathepsin l cysteine peptidase	0.0215	0.2083	0.2083
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0215	0.2083	0.9863
Loa Loa (eye worm)	cathepsin B	0.0216	0.2112	0.2048
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0215	0.2083	0.9863
Onchocerca volvulus		0.0215	0.2083	1
Brugia malayi	Cathepsin L-like precursor	0.0215	0.2083	0.2083
Plasmodium falciparum	cysteine proteinase falcipain 2b	0.0215	0.2083	1
Echinococcus multilocularis	cathepsin L cysteine protease	0.0215	0.2083	0.2083
Trypanosoma cruzi	cysteine peptidase, putative	0.0215	0.2083	0.2083
Loa Loa (eye worm)	hypothetical protein	0.0149	0.0663	0.0587
Brugia malayi	Cathepsin L-like precursor	0.0215	0.2083	0.2083
Brugia malayi	Cathepsin L-like precursor	0.0215	0.2083	0.2083
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0215	0.2083	0.9863
Brugia malayi	Trypsin family protein	0.0122	0.008	0.008
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0215	0.2083	0.9863
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0215	0.2083	0.9863
Plasmodium vivax	vivapain-2	0.0215	0.2083	1
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0215	0.2083	0.9863
Schistosoma mansoni	cathepsin F (C01 family)	0.0215	0.2083	0.2083
Schistosoma mansoni	cathepsin B-like peptidase (C01 family)	0.0216	0.2112	0.2112
Schistosoma mansoni	subfamily S1A unassigned peptidase (S01 family)	0.0122	0.008	0.008
Trypanosoma cruzi	cruzipain precursor, putative	0.0215	0.2083	0.2083
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0215	0.2083	0.9863
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0215	0.2083	0.9863
Onchocerca volvulus		0.0215	0.2083	1

Activities

Activity type	Activity value	Assay description	Source	Reference
C20 APD95 (functional)	= 2.5 uM	Concentration necessary to prolong APD at 95% repolarization by 20% from control.	ChEMBL.	1347318
Change (functional)	= 1 %	Percent change in force of contraction from control at a 10 microM concentration of compound (contractile function)	ChEMBL.	1347318
IC50 (binding)	= 1.7 uM	Binding affinity for Beta-1 adrenergic receptor by displacing [3H]dihydroalprenolol, in partially purified membrane fractions from canine ventricular muscle in the presence of 1 microM zinterol	ChEMBL.	1347318
IC50 (binding)	= 1.7 uM	Binding affinity for Beta-1 adrenergic receptor by displacing [3H]dihydroalprenolol, in partially purified membrane fractions from canine ventricular muscle in the presence of 1 microM zinterol	ChEMBL.	1347318
IC50 (binding)	= 3.5 uM	Binding affinity towards Beta-2 adrenergic receptor by displacing [3H]dihydroalprenolol, in partially purified membrane fractions from canine lung tissue in the presence of 0.1 microM metoprolol	ChEMBL.	1347318
IC50 (binding)	= 3.5 uM	Binding affinity towards Beta-2 adrenergic receptor by displacing [3H]dihydroalprenolol, in partially purified membrane fractions from canine lung tissue in the presence of 0.1 microM metoprolol	ChEMBL.	1347318

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: CHEMBL163587
PubChem: 14998849

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 279106