TDR Targets

Basic information

Technical information

TDR Targets ID: 408868
Name: (6aS,11aR)-6-(3-bromopropyl)-8,9,10-trimethox y-3-nitro-6a,11a-dihydroindeno[1,2-c]isoquino line-5,11-dione
MW: 505.315 | Formula: C22H21BrN2O7
H donors: 0 H acceptors: 4 LogP: 3.03 Rotable bonds: 7
Rule of 5 violations (Lipinski): 2
SMILES: BrCCCN1C(=O)c2cc(ccc2[C@@H]2[C@H]1c1cc(OC)c(c(c1C2=O)OC)OC)[N+](=O)[O-]
InChi: 1S/C22H21BrN2O7/c1-30-15-10-14-17(21(32-3)20(15)31-2)19(26)16-12-6-5-11(25(28)29)9-13(12)22(27)24(18(14)16)8-4-7-23/h5-6,9-10,16,18H,4,7-8H2,1-3H3/t16-,18-/m1/s1
InChiKey: CIEWUCHYUNPKCX-SJLPKXTDSA-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

(6aS,11aR)-6-(3-bromopropyl)-8,9,10-trimethoxy-3-nitro-6a,11a-dihydroindeno[1,2-c]isoquinoline-5,11-quinone
(6aS,11aR)-6-(3-bromopropyl)-8,9,10-trimethoxy-3-nitro-6a,11a-dihydroindeno[3,2-c]isoquinoline-5,11-dione
(6aS,11aR)-6-(3-bromopropyl)-8,9,10-trimethoxy-3-nitro-6a,11a-dihydroindeno[3,2-c]isoquinoline-5,11-quinone

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
Loa Loa (eye worm)	growth/differentiation factor 10	0.0016	0.0014	0.0012
Brugia malayi	Transforming growth factor beta like domain containing protein	0.0016	0.0014	0.0012
Echinococcus multilocularis	tyrosine protein kinase Fyn	0.0048	0.0124	0.0118
Echinococcus multilocularis	mitogen activated protein kinase 11	0.0127	0.0395	0.0389
Echinococcus multilocularis	tgf beta family	0.0016	0.0014	0.0007
Mycobacterium ulcerans	long-chain-fatty-acid-CoA ligase	0.0024	0.0043	0.0146
Loa Loa (eye worm)	hypothetical protein	0.1128	0.3815	0.3814
Mycobacterium ulcerans	haloalkane dehalogenase	0.0847	0.2855	1
Echinococcus multilocularis	tyrosine protein kinase Fyn	0.0048	0.0124	0.0118
Echinococcus granulosus	tyrosine protein kinase HCK	0.0034	0.0078	0.0072
Brugia malayi	Transforming growth factor beta like domain containing protein	0.0061	0.0169	0.0167
Echinococcus granulosus	activin receptor type	0.1332	0.4511	0.4508
Trichomonas vaginalis	fructose-bisphosphate aldolase, putative	0.0285	0.0935	0.5
Plasmodium vivax	tyrosine kinase-like protein, putative	0.0051	0.0136	1
Brugia malayi	bone morphogenetic protein type 1 receptor	0.2939	1	1
Brugia malayi	Variant SH3 domain containing protein	0.0013	0.0006	0.0005
Brugia malayi	Tyrosine-protein kinase abl-1	0.0124	0.0385	0.0384
Echinococcus multilocularis	tyrosine protein kinase Src42A	0.0037	0.0085	0.0079
Mycobacterium tuberculosis	Probable fatty-acid-CoA ligase FadD2 (fatty-acid-CoA synthetase) (fatty-acid-CoA synthase)	0.0024	0.0043	0.0085
Echinococcus multilocularis	tyrosine protein kinase Blk	0.0041	0.0101	0.0095
Schistosoma mansoni	tyrosine kinase	0.0018	0.0022	0.0016
Trichomonas vaginalis	fructose-bisphosphate aldolase, putative	0.0285	0.0935	0.5
Echinococcus granulosus	bone morphogenetic protein 2	0.0016	0.0014	0.0007
Brugia malayi	protein C17H12.11	0.1128	0.3815	0.3814
Echinococcus granulosus	tyrosine protein kinase Fyn	0.0048	0.0124	0.0118
Plasmodium falciparum	tyrosine kinase-like protein, putative	0.0051	0.0136	1
Leishmania major	mitogen-activated protein kinase 3, putative,map kinase 3, putative	0.0127	0.0395	1
Schistosoma mansoni	protein kinase	0.1328	0.4495	0.4492
Echinococcus granulosus	tyrosine protein kinase Src64B	0.0048	0.0124	0.0118
Trichomonas vaginalis	fructose-bisphosphate aldolase, putative	0.0285	0.0935	0.5
Entamoeba histolytica	fructose-1,6-bisphosphate aldolase, putative	0.0285	0.0935	1
Loa Loa (eye worm)	hypothetical protein	0.0082	0.024	0.0238
Loa Loa (eye worm)	sex muscle abnormal protein 5	0.0013	0.0006	0.0005
Brugia malayi	P38 map kinase family protein 2	0.0127	0.0395	0.0394
Loa Loa (eye worm)	hypothetical protein	0.0024	0.0043	0.0042
Echinococcus multilocularis	tyrosine protein kinase ABL1	0.0213	0.0687	0.0681
Brugia malayi	Sex muscle abnormal protein 5	0.0013	0.0006	0.0005
Mycobacterium tuberculosis	Fatty-acid-AMP ligase FadD30 (fatty-acid-AMP synthetase) (fatty-acid-AMP synthase)	0.0018	0.0022	0.0012
Echinococcus multilocularis	serine:threonine protein kinase receptor R3	0.1328	0.4496	0.4492
Entamoeba histolytica	protein kinase, putative	0.0034	0.0078	0.0836
Echinococcus multilocularis	tyrosine protein kinase Abl	0.0095	0.0285	0.0279
Loa Loa (eye worm)	hypothetical protein	0.0016	0.0014	0.0012
Echinococcus multilocularis	mitogen activated protein kinase 14	0.0127	0.0395	0.0389
Echinococcus multilocularis	proto oncogene tyrosine protein kinase LCK	0.0048	0.0124	0.0118
Echinococcus granulosus	proto oncogene tyrosine protein kinase LCK	0.0048	0.0124	0.0118
Brugia malayi	protein-tyrosine kinase	0.0041	0.0101	0.01
Mycobacterium ulcerans	acyl-CoA synthetase	0.0024	0.0043	0.0146
Echinococcus granulosus	tyrosine protein kinase Fyn	0.0048	0.0124	0.0118
Loa Loa (eye worm)	CMGC/MAPK/P38 protein kinase	0.0127	0.0395	0.0394
Mycobacterium ulcerans	long-chain-fatty-acid--CoA ligase	0.0024	0.0043	0.0146
Echinococcus granulosus	tyrosine protein kinase Src42A	0.0037	0.0085	0.0079
Echinococcus multilocularis	mitogen activated protein kinase 11	0.0127	0.0395	0.0389
Echinococcus granulosus	TGF-beta receptor type-1	0.2939	1	1
Brugia malayi	Protein kinase domain containing protein	0.1133	0.3831	0.383
Echinococcus multilocularis	tyrosine protein kinase Fgr	0.0048	0.0124	0.0118
Brugia malayi	hypothetical protein	0.0016	0.0014	0.0012
Echinococcus granulosus	c src tyrosine kinase	0.0018	0.0022	0.0016
Trypanosoma brucei	mitogen-activated protein kinase 3, putative	0.0127	0.0395	1
Mycobacterium ulcerans	fructose-bisphosphate aldolase	0.0139	0.0437	0.1524
Loa Loa (eye worm)	hypothetical protein	0.0024	0.0043	0.0042
Echinococcus multilocularis	tyrosine protein kinase Srms	0.0041	0.0101	0.0095
Mycobacterium ulcerans	fatty-acid-CoA ligase	0.0024	0.0043	0.0146
Loa Loa (eye worm)	hypothetical protein	0.0013	0.0006	0.0005
Echinococcus granulosus	tyrosine protein kinase Lyn	0.0052	0.014	0.0134
Echinococcus granulosus	anti dorsalizing morphogenetic protein 1a	0.0061	0.0169	0.0162
Mycobacterium ulcerans	hypothetical protein	0.0024	0.0043	0.0146
Plasmodium vivax	acyl-CoA synthetase, putative	0.0018	0.0022	0.0986
Loa Loa (eye worm)	hypothetical protein	0.0024	0.0043	0.0042
Echinococcus multilocularis	tyrosine protein kinase Fyn	0.0048	0.0124	0.0118
Echinococcus granulosus	tgf beta family	0.0016	0.0014	0.0007
Brugia malayi	Transforming growth factor beta like domain containing protein	0.0016	0.0014	0.0012
Leishmania major	4-coumarate:coa ligase-like protein	0.0024	0.0043	0.1056
Echinococcus granulosus	tyrosine protein kinase Blk	0.0041	0.0101	0.0095
Echinococcus granulosus	tyrosine protein kinase Fyn	0.0048	0.0124	0.0118
Echinococcus multilocularis	tyrosine protein kinase HCK	0.0034	0.0078	0.0072
Mycobacterium tuberculosis	Probable chain -fatty-acid-CoA ligase FadD13 (fatty-acyl-CoA synthetase)	0.0024	0.0043	0.0085
Onchocerca volvulus		0.0024	0.0043	1
Brugia malayi	Variant SH3 domain containing protein	0.0013	0.0006	0.0005
Echinococcus granulosus	tyrosine protein kinase ABL1	0.0213	0.0687	0.0681
Giardia lamblia	Fructose-bisphosphate aldolase	0.0285	0.0935	0.5
Trichomonas vaginalis	fructose-bisphosphate aldolase, putative	0.0285	0.0935	0.5
Loa Loa (eye worm)	TKL/STKR/TYPE2 protein kinase	0.1133	0.3831	0.383
Trichomonas vaginalis	fructose-bisphosphate aldolase, putative	0.0285	0.0935	0.5
Echinococcus multilocularis	tyrosine protein kinase Src64B	0.0048	0.0124	0.0118
Mycobacterium ulcerans	acyl-CoA synthetase	0.0024	0.0043	0.0146
Brugia malayi	hypothetical protein	0.1128	0.3815	0.3814
Loa Loa (eye worm)	variant SH3 domain-containing protein	0.0013	0.0006	0.0005
Loa Loa (eye worm)	bone morphogenic protein 6	0.0061	0.0169	0.0167
Brugia malayi	Tyrosine-protein kinase abl-1	0.0095	0.0285	0.0284
Echinococcus multilocularis	bone morphogenetic protein 2	0.0016	0.0014	0.0007
Echinococcus multilocularis	activin receptor type	0.1332	0.4511	0.4508
Loa Loa (eye worm)	SRC-1	0.0048	0.0124	0.0122
Echinococcus granulosus	tyrosine kinase	0.0041	0.0101	0.0095
Echinococcus granulosus	mitogen activated protein kinase 11	0.0127	0.0395	0.0389
Mycobacterium tuberculosis	Possible haloalkane dehalogenase DhaA (1-chlorohexane halidohydrolase)	0.0847	0.2855	1
Echinococcus multilocularis	anti dorsalizing morphogenetic protein 1a	0.0061	0.0169	0.0162
Mycobacterium ulcerans	acyl-CoA synthetase	0.0024	0.0043	0.0146
Loa Loa (eye worm)	TK protein kinase	0.0034	0.0078	0.0076
Loa Loa (eye worm)	hypothetical protein	0.0018	0.0022	0.0021
Loa Loa (eye worm)	TKL/STKR/TYPE1 protein kinase	0.2939	1	1
Schistosoma mansoni	tyrosine kinase	0.0048	0.0124	0.0118
Brugia malayi	SRC-1	0.0048	0.0124	0.0122
Brugia malayi	AMP-binding enzyme family protein	0.0024	0.0043	0.0042
Loa Loa (eye worm)	TKL/STKR/TYPE1 protein kinase	0.1133	0.3831	0.383
Schistosoma mansoni	tyrosine kinase	0.0206	0.0664	0.0658
Trypanosoma cruzi	mitogen-activated protein kinase 3, putative	0.0127	0.0395	1
Echinococcus multilocularis	c src tyrosine kinase	0.0018	0.0022	0.0016
Trichomonas vaginalis	fructose-bisphosphate aldolase, putative	0.0285	0.0935	0.5
Mycobacterium leprae	Probable fructose bisphosphate aldolase Fba	0.0139	0.0437	1
Echinococcus multilocularis	TGF beta receptor type 1	0.2939	1	1
Echinococcus multilocularis	tyrosine protein kinase lyn lyn a protein tyrosine kinase lymphocyte specific protein tyrosine kinase	0.0048	0.0124	0.0118
Echinococcus multilocularis	tyrosine protein kinase Fyn	0.0041	0.0101	0.0095
Schistosoma mansoni	tyrosine kinase	0.0048	0.0124	0.0118
Loa Loa (eye worm)	TK protein kinase	0.0041	0.0101	0.01
Loa Loa (eye worm)	hypothetical protein	0.0018	0.0022	0.0021
Toxoplasma gondii	Tyrosine kinase-like (TKL) protein	0.0051	0.0136	0.5
Loa Loa (eye worm)	hypothetical protein	0.0016	0.0014	0.0012
Loa Loa (eye worm)	hypothetical protein	0.0018	0.0022	0.0021
Schistosoma mansoni	tyrosine kinase	0.0018	0.0022	0.0016
Loa Loa (eye worm)	hypothetical protein	0.0018	0.0022	0.0021
Treponema pallidum	fructose-bisphosphate aldolase	0.0285	0.0935	0.5
Brugia malayi	AMP-binding enzyme family protein	0.0024	0.0043	0.0042
Brugia malayi	hypothetical protein	0.0016	0.0014	0.0012
Leishmania major	4-coumarate:coa ligase-like protein	0.0024	0.0043	0.1056
Schistosoma mansoni	tgf-beta family	0.0016	0.0014	0.0007
Chlamydia trachomatis	acylglycerophosphoethanolamine acyltransferase	0.0018	0.0022	0.5
Loa Loa (eye worm)	LjBmp2/4b	0.0016	0.0014	0.0012
Echinococcus granulosus	3'partial\|tyrosine protein kinase Fgr	0.0048	0.0124	0.0118
Echinococcus multilocularis	tyrosine protein kinase lyn tyrosine protein kinase blk	0.0048	0.0124	0.0118
Echinococcus multilocularis	tyrosine protein kinase Src42A	0.0048	0.0124	0.0118
Echinococcus granulosus	tyrosine kinase\|tyrosine protein kinase Fyn	0.0041	0.0101	0.0095
Echinococcus granulosus	tyrosine protein kinase Src42A	0.0048	0.0124	0.0118
Entamoeba histolytica	fructose-1,6-bisphosphate aldolase, putative	0.0285	0.0935	1
Mycobacterium ulcerans	long-chain fatty-acid CoA ligase	0.0024	0.0043	0.0146
Leishmania major	4-coumarate:coa ligase-like protein	0.0024	0.0043	0.1056
Mycobacterium tuberculosis	Probable fructose-bisphosphate aldolase Fba	0.0139	0.0437	0.1473
Echinococcus granulosus	tyrosine protein kinase Btk29A	0.0018	0.0022	0.0016
Mycobacterium ulcerans	fatty-acid-CoA ligase	0.0018	0.0022	0.0072
Entamoeba histolytica	acyl-coA synthetase, putative	0.0024	0.0043	0.0463
Echinococcus multilocularis	mitogen activated protein kinase 14	0.0127	0.0395	0.0389
Entamoeba histolytica	acyl-CoA synthetase, putative	0.0024	0.0043	0.0463
Schistosoma mansoni	tgf-beta family	0.0016	0.0014	0.0007
Brugia malayi	AMP-binding enzyme family protein	0.0024	0.0043	0.0042
Echinococcus multilocularis	tyrosine protein kinase Btk29A	0.0018	0.0022	0.0016
Schistosoma mansoni	protein kinase	0.2939	1	1
Echinococcus granulosus	mitogen activated protein kinase 14	0.0127	0.0395	0.0389
Trichomonas vaginalis	fructose-bisphosphate aldolase, putative	0.0285	0.0935	0.5
Trypanosoma cruzi	mitogen-activated protein kinase 3, putative	0.0127	0.0395	1
Loa Loa (eye worm)	TK/ABL protein kinase	0.0213	0.0687	0.0686
Loa Loa (eye worm)	hypothetical protein	0.0018	0.0022	0.0021
Entamoeba histolytica	acyl-CoA synthetase, putative	0.0024	0.0043	0.0463
Schistosoma mansoni	proto-oncogene tyrosine-protein kinase src	0.0018	0.0022	0.0016
Trichomonas vaginalis	fructose-bisphosphate aldolase, putative	0.0285	0.0935	0.5

Activities

Activity type	Activity value	Assay description	Source	Reference
GI50 (ADMET)	< 0.01 uM	Cytotoxicity against human HOP62 cell line	ChEMBL.	17181156
GI50 (ADMET)	< 0.01 uM	Cytotoxicity against human HCT116 cell line	ChEMBL.	17181156
GI50 (ADMET)	< 0.01 uM	Cytotoxicity against human UACC62 cell line	ChEMBL.	17181156
GI50 (ADMET)	< 0.01 uM	Cytotoxicity against human OVCAR3 cell line	ChEMBL.	17181156
GI50 (ADMET)	< 0.01 uM	Cytotoxicity against human MDA-MB-435 cell line	ChEMBL.	17181156
GI50 (ADMET)	< 0.01 uM	Cytotoxicity against human HOP62 cell line	ChEMBL.	17181156
GI50 (ADMET)	< 0.01 uM	Cytotoxicity against human HCT116 cell line	ChEMBL.	17181156
GI50 (ADMET)	< 0.01 uM	Cytotoxicity against human UACC62 cell line	ChEMBL.	17181156
GI50 (ADMET)	< 0.01 uM	Cytotoxicity against human OVCAR3 cell line	ChEMBL.	17181156
GI50 (ADMET)	< 0.01 uM	Cytotoxicity against human MDA-MB-435 cell line	ChEMBL.	17181156
GI50 (ADMET)	= 0.257 uM	Cytotoxicity against human SN12C cell line	ChEMBL.	17181156
GI50 (ADMET)	= 0.257 uM	Cytotoxicity against human SN12C cell line	ChEMBL.	17181156
GI50 (ADMET)	= 0.468 uM	Cytotoxicity against human SF539 cell line	ChEMBL.	17181156
GI50 (ADMET)	= 0.468 uM	Cytotoxicity against human SF539 cell line	ChEMBL.	17181156
GI50 (ADMET)	= 1.02 uM	Cytotoxicity against human DU145 cell line	ChEMBL.	17181156
GI50 (ADMET)	= 1.02 uM	Cytotoxicity against human DU145 cell line	ChEMBL.	17181156

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

PubChem: 16098814

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 408868