TDR Targets

Basic information

Technical information

Name: Unnamed compound
MW: 422.907 | Formula: C23H23ClN4O2
H donors: 1 H acceptors: 3 LogP: 4.61 Rotable bonds: 7
Rule of 5 violations (Lipinski): 1
SMILES: CCCc1ncccc1Oc1ccc(cn1)NC(=O)N1CCc2c1cc(Cl)c(c2)C
InChi: 1S/C23H23ClN4O2/c1-3-5-19-21(6-4-10-25-19)30-22-8-7-17(14-26-22)27-23(29)28-11-9-16-12-15(2)18(24)13-20(16)28/h4,6-8,10,12-14H,3,5,9,11H2,1-2H3,(H,27,29)
InChiKey: BINKAPHEZWXBGE-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
Homo sapiens	5-hydroxytryptamine (serotonin) receptor 2B, G protein-coupled	Starlite/ChEMBL	References
Homo sapiens	5-hydroxytryptamine (serotonin) receptor 2C, G protein-coupled	Starlite/ChEMBL	References
Homo sapiens	5-hydroxytryptamine (serotonin) receptor 2A, G protein-coupled	Starlite/ChEMBL	References

Predicted pathogen targets for this compound

By orthology

Species	Potential target	Known druggable target/s	Ortholog Group
Brugia malayi	Serotonin receptor	Get druggable targets OG5_135430	All targets in OG5_135430
Echinococcus granulosus	hypothetical protein	Get druggable targets OG5_144688	All targets in OG5_144688
Echinococcus multilocularis	conserved hypothetical protein	Get druggable targets OG5_144688	All targets in OG5_144688

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
Trypanosoma cruzi	cysteine peptidase, putative	0.0023	0.0002	0.5
Onchocerca volvulus		0.021	0.2284	0.796
Trichomonas vaginalis	diaminopimelate decarboxylase, putative	0.0258	0.2869	1
Loa Loa (eye worm)	hypothetical protein	0.021	0.2284	0.5651
Leishmania major	ornithine decarboxylase, putative	0.0258	0.2869	1
Brugia malayi	Cathepsin L-like precursor	0.0023	0.0002	0.0003
Onchocerca volvulus		0.0023	0.0002	0.0007
Onchocerca volvulus		0.0023	0.0002	0.0007
Trichomonas vaginalis	ornithine decarboxylase, putative	0.0258	0.2869	1
Echinococcus multilocularis	cathepsin l cysteine peptidase	0.0023	0.0002	0.0002
Trichomonas vaginalis	ornithine decarboxylase, putative	0.0258	0.2869	1
Trypanosoma cruzi	cysteine peptidase, putative	0.0023	0.0002	0.5
Onchocerca volvulus		0.021	0.2284	0.796
Onchocerca volvulus		0.0023	0.0002	0.0007
Loa Loa (eye worm)	tyrosinase 1	0.021	0.2284	0.5651
Loa Loa (eye worm)	fibroinase	0.0023	0.0002	0.0005
Trypanosoma cruzi	cysteine peptidase, putative	0.0023	0.0002	0.5
Loa Loa (eye worm)	Papain cysteine protease/cathepsin propeptide inhibitor-containing protein	0.0023	0.0002	0.0005
Brugia malayi	Pyridoxal-dependent decarboxylase, pyridoxal binding domain containing protein	0.0258	0.2869	0.434
Loa Loa (eye worm)	ShTK domain-containing protein	0.021	0.2284	0.5651
Onchocerca volvulus		0.021	0.2284	0.796
Mycobacterium ulcerans	diaminopimelate decarboxylase LysA	0.0258	0.2869	0.5
Brugia malayi	Papain family cysteine protease containing protein	0.0023	0.0002	0.0003
Loa Loa (eye worm)	ctsf protein	0.0023	0.0002	0.0005
Echinococcus multilocularis	cathepsin L cysteine protease	0.0023	0.0002	0.0002
Brugia malayi	Cathepsin L-like precursor	0.0023	0.0002	0.0003
Brugia malayi	Cathepsin L-like precursor	0.0023	0.0002	0.0003
Echinococcus multilocularis	conserved hypothetical protein	0.0833	0.9895	1
Brugia malayi	Hypothetical tyrosinase-like protein C02C2.1 in chromosome III	0.021	0.2284	0.3455
Trypanosoma brucei	ornithine decarboxylase	0.0258	0.2869	1
Echinococcus multilocularis	cathepsin l cysteine peptidase	0.0023	0.0002	0.0002
Onchocerca volvulus		0.0023	0.0002	0.0007
Onchocerca volvulus		0.0023	0.0002	0.0007
Onchocerca volvulus	Cathepsin L homolog	0.0023	0.0002	0.0007
Brugia malayi	Cathepsin L-like precursor	0.0023	0.0002	0.0003
Mycobacterium leprae	PROBABLE DIAMINOPIMELATE DECARBOXYLASE LYSA (DAP DECARBOXYLASE)	0.0099	0.0938	0.5
Schistosoma mansoni	protein tyrosine phosphatase non-receptor type nt1	0.0354	0.4041	1
Trypanosoma cruzi	cysteine peptidase, putative	0.0023	0.0002	0.5
Brugia malayi	Hypothetical tyrosinase-like protein C02C2.1 in chromosome III	0.021	0.2284	0.3455
Entamoeba histolytica	ornithine decarboxylase, putative	0.0258	0.2869	1
Onchocerca volvulus		0.0023	0.0002	0.0007
Onchocerca volvulus	Cathepsin L homolog	0.0023	0.0002	0.0007
Brugia malayi	Cathepsin L-like precursor	0.0023	0.0002	0.0003
Giardia lamblia	Ornithine decarboxylase	0.0258	0.2869	0.5
Trichomonas vaginalis	pyridoxal-dependent decarboxylase, putative	0.0258	0.2869	1
Loa Loa (eye worm)	protein-tyrosine phosphatase	0.0354	0.4041	1
Echinococcus multilocularis	cysteine protease	0.0023	0.0002	0.0002
Loa Loa (eye worm)	papain family cysteine protease containing protein	0.0023	0.0002	0.0005
Echinococcus multilocularis	tyrosine protein phosphatase non receptor type	0.0354	0.4041	0.4084
Loa Loa (eye worm)	pyridoxal-dependent decarboxylase	0.0258	0.2869	0.7098
Echinococcus multilocularis	cysteine protease	0.0023	0.0002	0.0002
Echinococcus granulosus	cathepsin L cysteine proteinase	0.0023	0.0002	0.0002
Brugia malayi	Serotonin receptor	0.0564	0.661	1
Echinococcus multilocularis	cathepsin L cysteine protease	0.0023	0.0002	0.0002
Plasmodium falciparum	cysteine proteinase falcipain 2b	0.0023	0.0002	0.0007
Loa Loa (eye worm)	cysteine protease	0.0023	0.0002	0.0005
Plasmodium vivax	vivapain-2	0.0023	0.0002	0.0007
Schistosoma mansoni	tyrosinase precursor	0.021	0.2284	0.5651
Plasmodium falciparum	cysteine proteinase falcipain 2a	0.0023	0.0002	0.0007
Trichomonas vaginalis	conserved hypothetical protein	0.0099	0.0938	0.3266
Echinococcus granulosus	cathepsin l cysteine peptidase	0.0023	0.0002	0.0002
Onchocerca volvulus		0.021	0.2284	0.796
Plasmodium falciparum	cysteine proteinase falcipain 3	0.0023	0.0002	0.0007
Brugia malayi	ShTK domain containing protein	0.021	0.2284	0.3455
Plasmodium falciparum	S-adenosylmethionine decarboxylase/ornithine decarboxylase	0.0258	0.2869	1
Onchocerca volvulus	Cathepsin F homolog	0.0023	0.0002	0.0007
Echinococcus granulosus	tyrosine protein phosphatase non receptor type	0.0354	0.4041	0.4041
Onchocerca volvulus		0.0023	0.0002	0.0007
Brugia malayi	Protein-tyrosine phosphatase containing protein	0.0354	0.4041	0.6114
Plasmodium vivax	S-adenosylmethionine decarboxylase-ornithine decarboxylase, putative	0.0258	0.2869	1
Loa Loa (eye worm)	ShTK domain-containing protein	0.021	0.2284	0.5651
Trichomonas vaginalis	diaminopimelate decarboxylase, putative	0.0258	0.2869	1
Loa Loa (eye worm)	hypothetical protein	0.0023	0.0002	0.0005
Schistosoma mansoni	cathepsin F (C01 family)	0.0023	0.0002	0.0005
Plasmodium vivax	vivapain-2	0.0023	0.0002	0.0007
Onchocerca volvulus		0.0258	0.2869	1
Toxoplasma gondii	diaminopimelate decarboxylase	0.0258	0.2869	1
Loa Loa (eye worm)	hypothetical protein	0.021	0.2284	0.5651
Schistosoma mansoni	cathepsin F (C01 family)	0.0023	0.0002	0.0005
Brugia malayi	Cathepsin L-like precursor	0.0023	0.0002	0.0003
Brugia malayi	Hypothetical tyrosinase-like protein C02C2.1 in chromosome III	0.021	0.2284	0.3455
Mycobacterium tuberculosis	Diaminopimelate decarboxylase LysA (DAP decarboxylase)	0.0258	0.2869	0.5
Trypanosoma cruzi	cruzipain precursor, putative	0.0023	0.0002	0.5
Schistosoma mansoni	tyrosinase precursor	0.021	0.2284	0.5651
Echinococcus granulosus	cathepsin l1	0.0023	0.0002	0.0002
Trichomonas vaginalis	ornithine decarboxylase, putative	0.0092	0.0848	0.2952
Brugia malayi	Common central domain of tyrosinase family protein	0.021	0.2284	0.3455
Brugia malayi	Hypothetical tyrosinase-like protein F21C3.2 in chromosome I	0.021	0.2284	0.3455

Activities

Activity type	Activity value	Assay description	Source	Reference
Ki (binding)	= -8.8	Binding affinity towards human cloned 5-hydroxytryptamine 2C receptor of HEK293 cells by displacement of [3H]-mesulergine	ChEMBL.	10969986
Ki (binding)	= -7	Binding affinity towards human cloned 5-HT2B receptor of HEK293 cells by displacement of [3H]-5-HT	ChEMBL.	10969986
Ki (binding)	= -6.8	Binding affinity towards human cloned 5-hydroxytryptamine 2A receptor of HEK293 cells by displacement of [3H]-ketanserin	ChEMBL.	10969986
Log Ki (binding)	= 6.8	Binding affinity towards human cloned 5-hydroxytryptamine 2A receptor of HEK293 cells by displacement of [3H]-ketanserin	ChEMBL.	10969986
Log Ki (binding)	= 7	Binding affinity towards human cloned 5-HT2B receptor of HEK293 cells by displacement of [3H]-5-HT	ChEMBL.	10969986
Log Ki (binding)	= 8.8	Binding affinity towards human cloned 5-hydroxytryptamine 2C receptor of HEK293 cells by displacement of [3H]-mesulergine	ChEMBL.	10969986
Reversal (functional)	= 18 %	Percent reversal of mCPP induced hypolocomotion after peroral administration at 5 mg/kg in rat	ChEMBL.	10969986
Selectivity (binding)	= 60	Selectivity expressed as ratio of serotonin 5-HT2C receptor over serotonin 5-HT2B receptor	ChEMBL.	10969986
Selectivity (binding)	= 100	Selectivity expressed as ratio of serotonin 5-HT2C receptor over serotonin 5-HT2A receptor	ChEMBL.	10969986

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: CHEMBL55472

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 81466