TDR Targets

Basic information

Technical information

TDR Targets ID: 250633
Name: N-[6-[(4-amino-6,7-dimethoxyquinazolin-2-yl)- methylamino]hexyl]-2-(chloromethyl)-N-methylb enzamide
MW: 500.033 | Formula: C26H34ClN5O3
H donors: 1 H acceptors: 3 LogP: 4.57 Rotable bonds: 13
Rule of 5 violations (Lipinski): 2
SMILES: COc1cc2nc(nc(c2cc1OC)N)N(CCCCCCN(C(=O)c1ccccc1CCl)C)C
InChi: 1S/C26H34ClN5O3/c1-31(25(33)19-12-8-7-11-18(19)17-27)13-9-5-6-10-14-32(2)26-29-21-16-23(35-4)22(34-3)15-20(21)24(28)30-26/h7-8,11-12,15-16H,5-6,9-10,13-14,17H2,1-4H3,(H2,28,29,30)
InChiKey: FPMVZQFETOYUKV-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

N-[6-[(4-amino-6,7-dimethoxy-quinazolin-2-yl)-methyl-amino]hexyl]-2-(chloromethyl)-N-methyl-benzamide
N-[6-[(4-amino-6,7-dimethoxy-2-quinazolinyl)-methylamino]hexyl]-2-(chloromethyl)-N-methylbenzamide
N-[6-[(4-azanyl-6,7-dimethoxy-quinazolin-2-yl)-methyl-amino]hexyl]-2-(chloromethyl)-N-methyl-benzamide

Targets

Known targets for this compound

Species	Target name	Source	Bibliographic reference
Rattus norvegicus	Alpha-1b adrenergic receptor	Starlite/ChEMBL	References
Rattus norvegicus	Adrenergic receptor alpha-2	Starlite/ChEMBL	References
Rattus norvegicus	Alpha-1a adrenergic receptor	Starlite/ChEMBL	References
Rattus norvegicus	Alpha-1d adrenergic receptor	Starlite/ChEMBL	References

Predicted pathogen targets for this compound

By orthology

Species	Potential target	Known druggable target/s	Ortholog Group
Schistosoma japonicum	ko:K04135 adrenergic receptor, alpha 1a, putative	Get druggable targets OG5_128924	All targets in OG5_128924
Schistosoma japonicum	Alpha-1D adrenergic receptor, putative	Get druggable targets OG5_128924	All targets in OG5_128924
Schistosoma mansoni	amine GPCR	Get druggable targets OG5_128924	All targets in OG5_128924

By sequence similarity to non orthologous known druggable targets

Species	Potential target	Known druggable target	Length	Alignment span	Identity
Echinococcus multilocularis	serotonin receptor	Adrenergic receptor alpha-2	450 aa	426 aa	31.9 %
Onchocerca volvulus		Alpha-1b adrenergic receptor	515 aa	429 aa	20.3 %
Schistosoma japonicum	ko:K04145 dopamine receptor D2, putative	Adrenergic receptor alpha-2	450 aa	473 aa	24.1 %
Echinococcus granulosus	biogenic amine 5HT receptor	Alpha-1a adrenergic receptor	466 aa	418 aa	30.4 %
Schistosoma mansoni	biogenic amine (5HT) receptor	Adrenergic receptor alpha-2	450 aa	433 aa	27.9 %
Echinococcus multilocularis	g protein coupled receptor	Alpha-1a adrenergic receptor	466 aa	414 aa	20.3 %
Echinococcus granulosus	g protein coupled receptor	Alpha-1a adrenergic receptor	466 aa	399 aa	20.8 %
Loa Loa (eye worm)	TYRA-2 protein	Adrenergic receptor alpha-2	450 aa	488 aa	23.8 %
Echinococcus granulosus	g protein coupled receptor	Alpha-1a adrenergic receptor	466 aa	414 aa	20.5 %
Echinococcus multilocularis	neuropeptides capa receptor	Adrenergic receptor alpha-2	450 aa	486 aa	20.6 %
Onchocerca volvulus		Adrenergic receptor alpha-2	450 aa	420 aa	19.8 %
Schistosoma japonicum	ko:K04207 neuropeptide Y receptor Y5, putative	Adrenergic receptor alpha-2	450 aa	378 aa	20.9 %
Echinococcus multilocularis	fmrfamide receptor	Adrenergic receptor alpha-2	450 aa	366 aa	19.9 %
Echinococcus multilocularis	alpha 1A adrenergic receptor	Adrenergic receptor alpha-2	450 aa	478 aa	20.7 %
Schistosoma japonicum	FMRFamide receptor, putative	Alpha-1a adrenergic receptor	466 aa	374 aa	19.5 %
Schistosoma mansoni	amine GPCR	Adrenergic receptor alpha-2	450 aa	439 aa	29.2 %
Echinococcus multilocularis	g protein coupled receptor	Alpha-1a adrenergic receptor	466 aa	398 aa	21.4 %
Onchocerca volvulus		Adrenergic receptor alpha-2	450 aa	467 aa	25.1 %
Schistosoma japonicum	ko:K04136 adrenergic receptor, alpha 1b, putative	Alpha-1a adrenergic receptor	466 aa	386 aa	31.6 %
Echinococcus multilocularis	neuropeptide Y receptor	Alpha-1a adrenergic receptor	466 aa	419 aa	19.6 %
Echinococcus granulosus	rhodopsin orphan GPCR	Alpha-1a adrenergic receptor	466 aa	418 aa	20.3 %
Echinococcus granulosus	alpha 1A adrenergic receptor	Adrenergic receptor alpha-2	450 aa	476 aa	21.0 %
Schistosoma japonicum	ko:K04135 adrenergic receptor, alpha 1a, putative	Alpha-1a adrenergic receptor	466 aa	443 aa	31.2 %

Ranking Plot

Putative Targets List

Species	Potential target	Raw	Global	Species
Schistosoma mansoni	cathepsin F (C01 family)	0.0075	0.0683	0.0683
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0075	0.0683	1
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0075	0.0683	0.5
Plasmodium vivax	vivapain-2	0.0075	0.0683	0.5
Plasmodium falciparum	cysteine proteinase falcipain 2b	0.0075	0.0683	0.5
Onchocerca volvulus		0.0075	0.0683	1
Onchocerca volvulus		0.0075	0.0683	1
Schistosoma mansoni	glutamate receptor NMDA	0.0111	0.1653	0.1653
Leishmania major	cathepsin L-like protease	0.0075	0.0683	0.5
Schistosoma mansoni	glutamate receptor kainate	0.0247	0.5393	0.5393
Onchocerca volvulus		0.0075	0.0683	1
Schistosoma mansoni	glutamate receptor NMDA	0.0131	0.2229	0.2229
Echinococcus granulosus	cathepsin l cysteine peptidase	0.0075	0.0683	0.1144
Onchocerca volvulus		0.0075	0.0683	1
Trypanosoma cruzi	cysteine peptidase, putative	0.0075	0.0683	1
Schistosoma mansoni	glutamate receptor AMPA	0.0111	0.1653	0.1653
Echinococcus multilocularis	Glutamate receptor, ionotropic kainate 3	0.0177	0.348	0.5292
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0075	0.0683	0.5
Entamoeba histolytica	cysteine proteinase, putative	0.0075	0.0683	1
Echinococcus multilocularis	glutamate receptor, ionotrophic, AMPA 3	0.0131	0.2229	0.2925
Leishmania major	cathepsin L-like protease	0.0075	0.0683	0.5
Trichomonas vaginalis	Clan CA, family C1, cathepsin L or K-like cysteine peptidase	0.0075	0.0683	1
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0075	0.0683	0.5
Leishmania major	cathepsin L-like protease	0.0075	0.0683	0.5
Schistosoma mansoni	glutamate receptor AMPA	0.0111	0.1653	0.1653
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0075	0.0683	1
Leishmania major	cathepsin L-like protease	0.0075	0.0683	0.5
Echinococcus granulosus	glutamate receptor 2	0.0091	0.1106	0.1852
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0075	0.0683	0.5
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0075	0.0683	1
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0075	0.0683	1
Onchocerca volvulus		0.0075	0.0683	1
Leishmania major	cathepsin L-like protease	0.0075	0.0683	0.5
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0075	0.0683	1
Echinococcus granulosus	Glutamate receptor ionotropic kainate 2	0.0268	0.5969	1
Loa Loa (eye worm)	glutamate receptor 1	0.0111	0.1653	1
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0075	0.0683	0.5
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0075	0.0683	1
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0075	0.0683	0.5
Echinococcus granulosus	Glutamate receptor ionotropic kainate 2	0.0268	0.5969	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0075	0.0683	1
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0075	0.0683	1
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0075	0.0683	0.5
Echinococcus granulosus	cathepsin L cysteine proteinase	0.0075	0.0683	0.1144
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0075	0.0683	1
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0075	0.0683	1
Onchocerca volvulus		0.0075	0.0683	1
Brugia malayi	Cathepsin L-like precursor	0.0075	0.0683	0.4132
Echinococcus granulosus	glutamate receptor ionotropic kainate 3	0.0177	0.348	0.5831
Echinococcus multilocularis	glutamate receptor 2	0.0131	0.2229	0.2925
Entamoeba histolytica	cysteine proteinase, putative	0.0075	0.0683	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0075	0.0683	1
Loa Loa (eye worm)	glutamate receptor 2	0.0111	0.1653	1
Echinococcus granulosus	glutamate receptor ionotrophic AMPA 3	0.0131	0.2229	0.3735
Plasmodium vivax	vivapain-2	0.0075	0.0683	0.5
Echinococcus multilocularis	Glutamate receptor, ionotropic kainate 2	0.0268	0.5969	1
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0075	0.0683	1
Schistosoma mansoni	glutamate receptor kainate	0.0247	0.5393	0.5393
Onchocerca volvulus	Cathepsin L homolog	0.0075	0.0683	1
Echinococcus multilocularis	Glutamate receptor, ionotropic kainate 2	0.0268	0.5969	1
Toxoplasma gondii	cathepsin CPL	0.0075	0.0683	0.5
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0075	0.0683	0.5
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0075	0.0683	0.5
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0075	0.0683	0.5
Echinococcus granulosus	glutamate receptor ionotropic kainate	0.0177	0.348	0.5831
Entamoeba histolytica	cysteine protease, putative	0.0075	0.0683	1
Trypanosoma cruzi	cysteine peptidase, putative	0.0075	0.0683	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L or K-like cysteine peptidase	0.0075	0.0683	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0075	0.0683	1
Leishmania major	cathepsin L-like protease	0.0075	0.0683	0.5
Brugia malayi	Cathepsin L-like precursor	0.0075	0.0683	0.4132
Onchocerca volvulus	Cathepsin F homolog	0.0075	0.0683	1
Echinococcus multilocularis	glutamate receptor 2	0.0091	0.1106	0.0799
Echinococcus granulosus	cathepsin l1	0.0075	0.0683	0.1144
Echinococcus granulosus	glutamate receptor 2	0.0131	0.2229	0.3735
Trypanosoma cruzi	cysteine peptidase, putative	0.0075	0.0683	1
Echinococcus multilocularis	glutamate (NMDA) receptor subunit	0.0111	0.1653	0.1835
Leishmania major	cathepsin L-like protease	0.0075	0.0683	0.5
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0075	0.0683	1
Onchocerca volvulus		0.0075	0.0683	1
Leishmania major	cysteine peptidase A (CPA)	0.0075	0.0683	0.5
Schistosoma mansoni	cathepsin F (C01 family)	0.0075	0.0683	0.0683
Brugia malayi	Cathepsin L-like precursor	0.0075	0.0683	0.4132
Brugia malayi	Cathepsin L-like precursor	0.0075	0.0683	0.4132
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0075	0.0683	0.5
Brugia malayi	Papain family cysteine protease containing protein	0.0075	0.0683	0.4132
Schistosoma mansoni	glutamate receptor kainate	0.0111	0.1653	0.1653
Trypanosoma cruzi	cysteine peptidase, putative	0.0075	0.0683	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0075	0.0683	1
Echinococcus multilocularis	Glutamate receptor, ionotropic kainate 2	0.0268	0.5969	1
Loa Loa (eye worm)	hypothetical protein	0.0075	0.0683	0.4132
Brugia malayi	Glutamate receptor 2 precursor	0.0111	0.1653	1
Echinococcus multilocularis	glutamate receptor 2	0.0111	0.1653	0.1835
Schistosoma mansoni	ATP-binding cassette transporter	0.0111	0.1653	0.1653
Leishmania major	cathepsin L-like protease	0.0075	0.0683	0.5
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0075	0.0683	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0075	0.0683	1
Loa Loa (eye worm)	papain family cysteine protease containing protein	0.0075	0.0683	0.4132
Plasmodium falciparum	cysteine proteinase falcipain 2a	0.0075	0.0683	0.5
Onchocerca volvulus	Cathepsin L homolog	0.0075	0.0683	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0075	0.0683	1
Brugia malayi	Cathepsin L-like precursor	0.0075	0.0683	0.4132
Loa Loa (eye worm)	cysteine protease	0.0075	0.0683	0.4132
Brugia malayi	Glutamate receptor 1 precursor	0.0111	0.1653	1
Echinococcus granulosus	glutamate NMDA receptor subunit	0.0111	0.1653	0.277
Echinococcus multilocularis	glutamate receptor ionotropic kainate	0.0177	0.348	0.5292
Loa Loa (eye worm)	Papain cysteine protease/cathepsin propeptide inhibitor-containing protein	0.0075	0.0683	0.4132
Loa Loa (eye worm)	ctsf protein	0.0075	0.0683	0.4132
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0075	0.0683	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0075	0.0683	1
Echinococcus multilocularis	NMDA receptor	0.0177	0.348	0.5292
Loa Loa (eye worm)	fibroinase	0.0075	0.0683	0.4132
Trypanosoma cruzi	cruzipain precursor, putative	0.0075	0.0683	1
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0075	0.0683	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0075	0.0683	1
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0075	0.0683	1
Echinococcus granulosus	Glutamate receptor ionotropic kainate 2	0.0268	0.5969	1
Plasmodium falciparum	cysteine proteinase falcipain 3	0.0075	0.0683	0.5
Brugia malayi	Cathepsin L-like precursor	0.0075	0.0683	0.4132

Activities

Activity type	Activity value	Assay description	Source	Reference
Kd (functional)	= 5.31	Antagonism of the norepinephrine induced contraction of rat isolated prostatic vas deferens.	ChEMBL.	9822553
Kd (functional)	= 6.38	Antagonism of the norepinephrine induced contraction of rat isolated prostatic vas deferens.	ChEMBL.	9822553
Kd (functional)	= 8.55	Antagonism of norepinephrine induced contraction of rat isolated thoracic aorta.	ChEMBL.	9822553
Kd (functional)	= 8.73	Antagonism of phenylephrine stimulated contraction of the rat isolated spleen.	ChEMBL.	9822553
pA2 (functional)	= 5.31	Antagonism of the norepinephrine induced contraction of rat isolated prostatic vas deferens.	ChEMBL.	9822553
pA2 (functional)	= 6.38	Antagonism of the norepinephrine induced contraction of rat isolated prostatic vas deferens.	ChEMBL.	9822553
pA2 (functional)	= 8.55	Antagonism of norepinephrine induced contraction of rat isolated thoracic aorta.	ChEMBL.	9822553
pA2 (functional)	= 8.73	Antagonism of phenylephrine stimulated contraction of the rat isolated spleen.	ChEMBL.	9822553

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: CHEMBL144677
PubChem: 10767688

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 250633