TDR Targets

Basic information

Technical information

TDR Targets ID: 48086
Name: 9-(butylamino)-N-(2-dimethylaminoethyl)acridi ne-4-carboxamide
MW: 364.484 | Formula: C22H28N4O
H donors: 2 H acceptors: 2 LogP: 4.08 Rotable bonds: 9
Rule of 5 violations (Lipinski): 1
SMILES: CCCCNc1c2cccc(c2nc2c1cccc2)C(=O)NCCN(C)C
InChi: 1S/C22H28N4O/c1-4-5-13-23-20-16-9-6-7-12-19(16)25-21-17(20)10-8-11-18(21)22(27)24-14-15-26(2)3/h6-12H,4-5,13-15H2,1-3H3,(H,23,25)(H,24,27)
InChiKey: IFOGRHUSMJFXSD-UHFFFAOYSA-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

9-(butylamino)-N-(2-dimethylaminoethyl)-4-acridinecarboxamide
9-butylamino-N-(2-dimethylaminoethyl)acridine-4-carboxamide
9-butylamino-N-(2-dimethylaminoethyl)-4-acridinecarboxamide
BDC
BIS-(9-OCTYLAMINO(2-DIMETHYLAMINOETHYL)ACRIDINE-4-CARBOXAMIDE
BIS-DACA

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
Schistosoma mansoni	gcn5proteinral control of amino-acid synthesis 5-like 2 gcnl2	0.0146	0.0399	0.0399
Mycobacterium tuberculosis	Carboxylesterase LipT	0.0536	0.1637	1
Chlamydia trachomatis	glutamine binding protein	0.0038	0.0058	0.5
Loa Loa (eye worm)	hypothetical protein	0.0536	0.1637	0.1637
Trichomonas vaginalis	spcc417.12 protein, putative	0.0536	0.1637	1
Loa Loa (eye worm)	cytochrome P450 family protein	0.0049	0.0093	0.0093
Mycobacterium tuberculosis	Probable aldehyde dehydrogenase	0.0061	0.0131	0.0462
Trypanosoma cruzi	mitochondrial DNA polymerase beta, putative	0.0302	0.0895	1
Echinococcus multilocularis	carboxylesterase 5A	0.3174	1	1
Schistosoma mansoni	BC026374 protein (S09 family)	0.0536	0.1637	0.1637
Echinococcus multilocularis	geminin	0.0171	0.0481	0.0481
Loa Loa (eye worm)	hypothetical protein	0.3174	1	1
Brugia malayi	Carboxylesterase family protein	0.0536	0.1637	0.1637
Brugia malayi	Cytochrome P450 family protein	0.0049	0.0093	0.0093
Echinococcus granulosus	arachidonate 5 lipoxygenase	0.0055	0.0113	0.0113
Echinococcus granulosus	glutamate receptor 2	0.0022	0.0008	0.0008
Schistosoma mansoni	acetylcholinesterase	0.0536	0.1637	0.1637
Echinococcus multilocularis	musashi	0.0027	0.0023	0.0023
Loa Loa (eye worm)	hypothetical protein	0.0536	0.1637	0.1637
Schistosoma mansoni	hypothetical protein	0.0171	0.0481	0.0481
Onchocerca volvulus		0.0536	0.1637	1
Echinococcus granulosus	histone acetyltransferase KAT2B	0.0142	0.0386	0.0386
Schistosoma mansoni	family S9 non-peptidase homologue (S09 family)	0.3174	1	1
Mycobacterium ulcerans	aldehyde dehydrogenase	0.0061	0.0131	0.0462
Loa Loa (eye worm)	hypothetical protein	0.0536	0.1637	0.1637
Echinococcus granulosus	neuroligin	0.0536	0.1637	0.1637
Echinococcus multilocularis	neuroligin	0.0536	0.1637	0.1637
Schistosoma mansoni	intermediate filament proteins	0.0027	0.0023	0.0023
Brugia malayi	hypothetical protein	0.0536	0.1637	0.1637
Echinococcus multilocularis	acetylcholinesterase	0.3174	1	1
Echinococcus granulosus	histone acetyltransferase KAT2B	0.0043	0.0073	0.0073
Schistosoma mansoni	family S9 non-peptidase homologue (S09 family)	0.0536	0.1637	0.1637
Echinococcus multilocularis	Glutamate receptor, ionotropic kainate 2	0.0022	0.0008	0.0008
Schistosoma mansoni	family S9 non-peptidase homologue (S09 family)	0.0536	0.1637	0.1637
Mycobacterium ulcerans	aldehyde dehydrogenase	0.0061	0.0131	0.0462
Echinococcus multilocularis	arachidonate 5 lipoxygenase	0.0055	0.0113	0.0113
Chlamydia trachomatis	arginine ABC transporter substrate-binding protein ArtJ	0.0038	0.0058	0.5
Echinococcus multilocularis	family S9 non peptidase ue (S09 family)	0.0536	0.1637	0.1637
Trypanosoma brucei	mitochondrial DNA polymerase beta-PAK	0.0143	0.039	0.3871
Giardia lamblia	Histone acetyltransferase GCN5	0.0039	0.0062	0.5
Brugia malayi	acetyltransferase, GNAT family protein	0.0146	0.0399	0.0399
Mycobacterium tuberculosis	POSSIBLE PARA-NITROBENZYL ESTERASE (FRAGMENT)	0.0536	0.1637	1
Loa Loa (eye worm)	acetylcholinesterase 1	0.3174	1	1
Schistosoma mansoni	neuroligin 3 (S09 family)	0.0536	0.1637	0.1637
Loa Loa (eye worm)	carboxylesterase	0.3174	1	1
Trypanosoma cruzi	mitochondrial DNA polymerase beta-PAK, putative	0.0052	0.0101	0.0358
Echinococcus multilocularis	glutamate receptor, ionotrophic, AMPA 3	0.0022	0.0008	0.0008
Onchocerca volvulus		0.0536	0.1637	1
Mycobacterium ulcerans	aldehyde dehydrogenase	0.0061	0.0131	0.0462
Plasmodium falciparum	histone acetyltransferase GCN5	0.0039	0.0062	1
Brugia malayi	Carboxylesterase family protein	0.0536	0.1637	0.1637
Schistosoma mansoni	lipoxygenase	0.0055	0.0113	0.0113
Onchocerca volvulus		0.0027	0.0023	0.0141
Trypanosoma brucei	mitochondrial DNA polymerase beta	0.0302	0.0895	1
Echinococcus granulosus	geminin	0.0171	0.0481	0.0481
Echinococcus multilocularis	glutamate receptor 2	0.0022	0.0008	0.0008
Echinococcus granulosus	lamin	0.0027	0.0023	0.0023
Treponema pallidum	amino acid ABC transporter, periplasmic binding protein (hisJ)	0.0038	0.0058	0.5
Schistosoma mansoni	aldehyde dehydrogenase	0.0061	0.0131	0.0131
Schistosoma mansoni	lamin	0.0027	0.0023	0.0023
Loa Loa (eye worm)	acetyltransferase	0.0146	0.0399	0.0399
Echinococcus granulosus	nmda type glutamate receptor	0.0053	0.0105	0.0105
Toxoplasma gondii	hypothetical protein	0.0049	0.0092	0.3228
Loa Loa (eye worm)	intermediate filament tail domain-containing protein	0.0027	0.0023	0.0023
Entamoeba histolytica	acetyltransferase, GNAT family	0.0039	0.0062	0.5
Echinococcus granulosus	para nitrobenzyl esterase	0.0536	0.1637	0.1637
Echinococcus granulosus	BC026374 protein S09 family	0.0536	0.1637	0.1637
Loa Loa (eye worm)	hypothetical protein	0.0536	0.1637	0.1637
Schistosoma mansoni	aldehyde dehydrogenase	0.0061	0.0131	0.0131
Echinococcus multilocularis	lamin	0.0027	0.0023	0.0023
Echinococcus granulosus	acetylcholinesterase	0.3174	1	1
Loa Loa (eye worm)	hypothetical protein	0.0536	0.1637	0.1637
Loa Loa (eye worm)	hypothetical protein	0.0536	0.1637	0.1637
Echinococcus multilocularis	acetylcholinesterase	0.3174	1	1
Echinococcus multilocularis	Glutamate receptor, ionotropic kainate 3	0.0053	0.0105	0.0105
Schistosoma mansoni	glutamate receptor NMDA	0.0125	0.0334	0.0334
Trypanosoma cruzi	mitochondrial DNA polymerase beta, putative	0.0302	0.0895	1
Echinococcus multilocularis	BC026374 protein (S09 family)	0.0536	0.1637	0.1637
Onchocerca volvulus		0.0536	0.1637	1
Loa Loa (eye worm)	carboxylesterase	0.0536	0.1637	0.1637
Leishmania major	mitochondrial DNA polymerase beta	0.0302	0.0895	1
Brugia malayi	Intermediate filament tail domain containing protein	0.0027	0.0023	0.0023
Plasmodium vivax	histone acetyltransferase GCN5, putative	0.0043	0.0073	1
Leishmania major	mitochondrial DNA polymerase beta-PAK, putative	0.0143	0.039	0.3399
Echinococcus granulosus	acetylcholinesterase	0.3174	1	1
Trypanosoma cruzi	mitochondrial DNA polymerase beta-PAK, putative	0.0143	0.039	0.3871
Mycobacterium tuberculosis	POSSIBLE PARA-NITROBENZYL ESTERASE (FRAGMENT)	0.0536	0.1637	1
Echinococcus multilocularis	Glutamate receptor, ionotropic kainate 2	0.0022	0.0008	0.0008
Echinococcus granulosus	carboxylesterase 5A	0.3174	1	1
Mycobacterium ulcerans	carboxylesterase, LipT	0.0536	0.1637	1
Loa Loa (eye worm)	hypothetical protein	0.0536	0.1637	0.1637
Brugia malayi	Carboxylesterase family protein	0.3174	1	1
Brugia malayi	Carboxylesterase family protein	0.0536	0.1637	0.1637
Onchocerca volvulus		0.0027	0.0023	0.0141
Toxoplasma gondii	aldehyde dehydrogenase	0.0061	0.0131	1
Echinococcus granulosus	Glutamate receptor ionotropic kainate 2	0.0022	0.0008	0.0008
Schistosoma mansoni	hypothetical protein	0.0171	0.0481	0.0481
Echinococcus multilocularis	aldehyde dehydrogenase, mitochondrial	0.0061	0.0131	0.0131
Echinococcus granulosus	aldehyde dehydrogenase mitochondrial	0.0061	0.0131	0.0131
Mycobacterium ulcerans	hypothetical protein	0.0159	0.0442	0.2431
Schistosoma mansoni	family S9 non-peptidase homologue (S09 family)	0.0536	0.1637	0.1637
Echinococcus granulosus	Glutamate receptor ionotropic kainate 2	0.0022	0.0008	0.0008
Echinococcus granulosus	glutamate receptor ionotrophic AMPA 3	0.0022	0.0008	0.0008
Echinococcus granulosus	Glutamate receptor ionotropic kainate 2	0.0022	0.0008	0.0008
Brugia malayi	intermediate filament protein	0.0027	0.0023	0.0023
Schistosoma mansoni	lamin	0.0027	0.0023	0.0023
Echinococcus multilocularis	gcn5proteinral control of amino acid synthesis	0.0146	0.0399	0.0399
Echinococcus multilocularis	glutamate (NMDA) receptor subunit	0.0125	0.0334	0.0334
Mycobacterium tuberculosis	Conserved hypothetical protein	0.0159	0.0442	0.2431
Echinococcus multilocularis	nmda type glutamate receptor	0.0053	0.0105	0.0105
Echinococcus granulosus	glutamate NMDA receptor subunit	0.0125	0.0334	0.0334
Treponema pallidum	amino acid ABC transporter, periplasmic binding protein	0.0038	0.0058	0.5
Echinococcus granulosus	family S9 non peptidase ue S09 family	0.0536	0.1637	0.1637
Echinococcus multilocularis	lamin dm0	0.0027	0.0023	0.0023
Onchocerca volvulus		0.0536	0.1637	1
Echinococcus granulosus	lamin dm0	0.0027	0.0023	0.0023
Echinococcus multilocularis	para nitrobenzyl esterase	0.0536	0.1637	0.1637
Loa Loa (eye worm)	hypothetical protein	0.0027	0.0023	0.0023
Loa Loa (eye worm)	hypothetical protein	0.0027	0.0022	0.0022
Echinococcus multilocularis	Glutamate receptor, ionotropic kainate 2	0.0022	0.0008	0.0008
Loa Loa (eye worm)	hypothetical protein	0.3174	1	1
Loa Loa (eye worm)	intermediate filament protein	0.0027	0.0023	0.0023
Trichomonas vaginalis	carboxylesterase domain containing protein, putative	0.0536	0.1637	1
Brugia malayi	Carboxylesterase family protein	0.0536	0.1637	0.1637
Echinococcus granulosus	intermediate filament protein	0.0027	0.0023	0.0023
Schistosoma mansoni	glutamate receptor NMDA	0.0022	0.0008	0.0008
Onchocerca volvulus		0.0536	0.1637	1
Loa Loa (eye worm)	carboxylesterase	0.0536	0.1637	0.1637
Schistosoma mansoni	gliotactin	0.0536	0.1637	0.1637

Activities

Activity type	Activity value	Assay description	Source	Reference
ID50 (functional)	= 41 nM	Concentration required for 50% reduction of counted L1210 cells upon exposure for a period of 70h	ChEMBL.	6492078
ID50 (functional)	= 41 nM	Concentration required for 50% reduction of counted L1210 cells upon exposure for a period of 70h	ChEMBL.	6492078
ID50 (functional)	= 150 nM	Concentration of the compound required for 50% reduction of counted HCT-8 cells upon exposure for a period of 70h	ChEMBL.	6492078
ID50 (functional)	= 150 nM	Concentration of the compound required for 50% reduction of counted HCT-8 cells upon exposure for a period of 70h	ChEMBL.	6492078
ILS (functional)	= 70 %	Percentage increase in lifespan of treated animals over that of animals injected with tumor (10e6 P388 leukemia cells), at the optimal dose of 20 mg/(kg day)	ChEMBL.	6492078
ILS (functional)	= 70 %	Percentage increase in lifespan of treated animals over that of animals injected with tumor (10e6 P388 leukemia cells), at the optimal dose of 20 mg/(kg day)	ChEMBL.	6492078
Log K (ADMET)	= 7.1	Logarithmic association constant determined by ethidium displacement from DNA co-polymers (adenine & thymine)	ChEMBL.	6492078
Log K (ADMET)	= 7.69	Logarithmic association constant determined by ethidium displacement from DNA co-polymers (G + C)	ChEMBL.	6492078
Rm	= 0.34	Lipophilicity (Rm) (RP-TLC)	ChEMBL.	6492078

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: CHEMBL285860
PubChem: 446612

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 48086