TDR Targets

Basic information

Technical information

TDR Targets ID: 953690
Name: 6-methoxy-3,3-dimethyl-12H-pyrano[6,5-c]acrid in-7-one
MW: 307.343 | Formula: C19H17NO3
H donors: 1 H acceptors: 1 LogP: 3.87 Rotable bonds: 1
Rule of 5 violations (Lipinski): 1
SMILES: COc1cc2OC(C)(C)C=Cc2c2c1c(=O)c1c([nH]2)cccc1
InChi: 1S/C19H17NO3/c1-19(2)9-8-12-14(23-19)10-15(22-3)16-17(12)20-13-7-5-4-6-11(13)18(16)21/h4-10H,1-3H3,(H,20,21)
InChiKey: NEYQKEUFRBPEJP-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-Demethyl-acronycine

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
Onchocerca volvulus	Cathepsin L homolog	0.1054	1	1
Trypanosoma cruzi	cruzipain precursor, putative	0.1054	1	1
Loa Loa (eye worm)	hypothetical protein	0.0712	0.5206	0.5206
Trypanosoma cruzi	fatty acid transporter protein-like, putative	0.0424	0.1153	0.1153
Giardia lamblia	Cathepsin B precursor	0.042	0.1096	0.5
Brugia malayi	Cathepsin L-like precursor	0.0712	0.5206	0.5206
Onchocerca volvulus		0.1054	1	1
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.1054	1	1
Echinococcus granulosus	cathepsin L cysteine proteinase	0.1054	1	1
Trypanosoma cruzi	cysteine protease, putative	0.0553	0.2968	0.2968
Leishmania major	cathepsin L-like protease	0.1054	1	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.1054	1	1
Echinococcus multilocularis	cathepsin L cysteine protease	0.1054	1	1
Entamoeba histolytica	cysteine proteinase, putative	0.1054	1	1
Onchocerca volvulus	Cathepsin F homolog	0.1054	1	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0712	0.5206	0.4615
Trypanosoma cruzi	cysteine peptidase C (CPC), putative	0.0885	0.7623	0.7623
Onchocerca volvulus		0.1054	1	1
Schistosoma mansoni	cathepsin B-like peptidase (C01 family)	0.0885	0.7623	0.7623
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.1054	1	1
Mycobacterium leprae	possible long-chain acyl-CoA synthase	0.0418	0.1075	0.5
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0553	0.2968	0.2103
Schistosoma mansoni	cathepsin F (C01 family)	0.0712	0.5206	0.5206
Leishmania major	cysteine peptidase C (CPC),CPC cysteine peptidase, Clan CA, family C1, Cathepsin B-like	0.042	0.1096	0.0024
Trypanosoma cruzi	cysteine proteinase, putative	0.0553	0.2968	0.2968
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0553	0.2968	0.2103
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.1054	1	1
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.1054	1	1
Loa Loa (eye worm)	hypothetical protein	0.0712	0.5206	0.5206
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.1054	1	1
Brugia malayi	Cathepsin L-like precursor	0.1054	1	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.1054	1	1
Loa Loa (eye worm)	hypothetical protein	0.0885	0.7623	0.7623
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.1054	1	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.1054	1	1
Leishmania major	cathepsin L-like protease	0.1054	1	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.1054	1	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0553	0.2968	0.2103
Echinococcus multilocularis	cathepsin L	0.0553	0.2968	0.2052
Loa Loa (eye worm)	Papain cysteine protease/cathepsin propeptide inhibitor-containing protein	0.1054	1	1
Schistosoma mansoni	SmCB2 peptidase (C01 family)	0.0885	0.7623	0.7623
Onchocerca volvulus		0.1054	1	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.1054	1	1
Trypanosoma cruzi	fatty acid transporter protein-like, putative	0.0424	0.1153	0.1153
Entamoeba histolytica	cysteine proteinase, putative	0.0712	0.5206	0.3182
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.1054	1	1
Plasmodium falciparum	cysteine proteinase falcipain 2b	0.1054	1	1
Trypanosoma cruzi	cysteine peptidase C (CPC), putative	0.042	0.1096	0.1096
Loa Loa (eye worm)	fibroinase	0.1054	1	1
Plasmodium vivax	vivapain-2	0.1054	1	1
Plasmodium vivax	unspecified product	0.0553	0.2968	0.2968
Echinococcus granulosus	cysteine protease	0.0553	0.2968	0.2052
Entamoeba histolytica	cysteine proteinase, putative	0.1054	1	1
Plasmodium vivax	vivapain-2	0.1054	1	1
Plasmodium falciparum	cysteine proteinase falcipain 3	0.1054	1	1
Trypanosoma cruzi	cysteine peptidase (N-terminal), putative	0.0553	0.2968	0.2968
Leishmania major	cathepsin L-like protease	0.1054	1	1
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.1054	1	1
Loa Loa (eye worm)	papain family cysteine protease containing protein	0.1054	1	1
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0553	0.2968	0.2103
Entamoeba histolytica	cysteine protease, putative	0.1054	1	1
Trypanosoma cruzi	cysteine peptidase, putative	0.1054	1	1
Trypanosoma cruzi	cysteine peptidase, putative	0.1054	1	1
Mycobacterium ulcerans	long-chain-acyl-CoA synthetase	0.0437	0.1345	0.5
Giardia lamblia	Cathepsin B precursor	0.042	0.1096	0.5
Trypanosoma cruzi	cysteine peptidase, clan CA, family C1, cathepsin L-like, putative	0.0712	0.5206	0.5206
Brugia malayi	AMP-binding enzyme family protein	0.0437	0.1345	0.1345
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.1054	1	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.1054	1	1
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.1054	1	1
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.1054	1	1
Echinococcus granulosus	cathepsin l cysteine peptidase	0.1054	1	1
Echinococcus multilocularis	cathepsin l cysteine peptidase	0.1054	1	1
Schistosoma mansoni	SmCL2-like peptidase (C01 family)	0.0553	0.2968	0.2968
Loa Loa (eye worm)	cathepsin B	0.042	0.1096	0.1096
Trichomonas vaginalis	Clan CA, family C1, cathepsin L or K-like cysteine peptidase	0.1054	1	1
Giardia lamblia	Cathepsin B precursor	0.042	0.1096	0.5
Toxoplasma gondii	cathepsin CPL	0.1054	1	1
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.1054	1	1
Brugia malayi	Cathepsin L-like precursor	0.1054	1	1
Plasmodium vivax	vivapain-3	0.0553	0.2968	0.2968
Echinococcus multilocularis	cysteine protease	0.1054	1	1
Loa Loa (eye worm)	ctsf protein	0.1054	1	1
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.1054	1	1
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.1054	1	1
Echinococcus granulosus	cathepsin b	0.0885	0.7623	0.7313
Brugia malayi	Cathepsin L-like precursor	0.1054	1	1
Onchocerca volvulus		0.1054	1	1
Echinococcus multilocularis	cysteine protease	0.1054	1	1
Echinococcus multilocularis	cathepsin b	0.0885	0.7623	0.7313
Leishmania major	cathepsin L-like protease	0.1054	1	1
Leishmania major	cathepsin L-like protease	0.1054	1	1
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.1054	1	1
Onchocerca volvulus		0.1054	1	1
Trypanosoma cruzi	cysteine peptidase, putative	0.1054	1	1
Onchocerca volvulus		0.1054	1	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.1054	1	1
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.1054	1	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.1054	1	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.1054	1	1
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.1054	1	1
Brugia malayi	Papain family cysteine protease containing protein	0.0553	0.2968	0.2968
Leishmania major	cysteine peptidase A (CPA)	0.1054	1	1
Brugia malayi	Cathepsin L-like precursor	0.1054	1	1
Schistosoma mansoni	cathepsin B-like peptidase (C01 family)	0.042	0.1096	0.1096
Plasmodium falciparum	cysteine proteinase falcipain 2a	0.1054	1	1
Schistosoma mansoni	SmCL2-like peptidase (C01 family)	0.0553	0.2968	0.2968
Trypanosoma cruzi	cysteine peptidase, putative	0.0553	0.2968	0.2968
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.1054	1	1
Onchocerca volvulus	Cathepsin L homolog	0.1054	1	1
Loa Loa (eye worm)	hypothetical protein	0.1054	1	1
Schistosoma mansoni	cathepsin B-like peptidase (C01 family)	0.0885	0.7623	0.7623
Onchocerca volvulus		0.1054	1	1
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.1054	1	1
Loa Loa (eye worm)	AMP-binding enzyme family protein	0.0437	0.1345	0.1345
Schistosoma mansoni	cathepsin B-like peptidase (C01 family)	0.0885	0.7623	0.7623
Mycobacterium tuberculosis	Probable fatty-acid-CoA ligase FadD6 (fatty-acid-CoA synthetase) (fatty-acid-CoA synthase)	0.0418	0.1075	0.5
Schistosoma mansoni	FFA transport protein	0.0424	0.1153	0.1153
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.1054	1	1
Plasmodium vivax	vivapain-1	0.0553	0.2968	0.2968
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.1054	1	1
Loa Loa (eye worm)	cysteine protease	0.1054	1	1
Trypanosoma cruzi	cysteine peptidase, putative	0.1054	1	1
Leishmania major	cathepsin L-like protease	0.1054	1	1
Brugia malayi	Cathepsin L-like precursor	0.1054	1	1
Brugia malayi	cathepsin B-like cysteine proteinase	0.0885	0.7623	0.7623
Schistosoma mansoni	cathepsin F (C01 family)	0.1054	1	1
Echinococcus granulosus	cathepsin l1	0.0712	0.5206	0.4581
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.1054	1	1
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.1054	1	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.1054	1	1
Echinococcus multilocularis	cathepsin L cysteine protease	0.1054	1	1
Trypanosoma cruzi	cysteine proteinase, putative	0.0553	0.2968	0.2968
Echinococcus granulosus	cathepsin L	0.0553	0.2968	0.2052
Echinococcus multilocularis	cathepsin l cysteine peptidase	0.1054	1	1
Loa Loa (eye worm)	hypothetical protein	0.0712	0.5206	0.5206
Echinococcus granulosus	cathepsin L cysteine protease	0.0553	0.2968	0.2052
Brugia malayi	Cathepsin L-like precursor	0.0712	0.5206	0.5206
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.1054	1	1
Brugia malayi	Papain family cysteine protease containing protein	0.1054	1	1
Leishmania major	cathepsin L-like protease	0.1054	1	1
Leishmania major	cathepsin L-like protease	0.1054	1	1
Schistosoma mansoni	SmCL2-like peptidase (C01 family)	0.0553	0.2968	0.2968
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0712	0.5206	0.4615
Echinococcus granulosus	cathepsin b	0.0885	0.7623	0.7313
Echinococcus multilocularis	cathepsin b	0.0885	0.7623	0.7313
Brugia malayi	cathepsin L-like precursor	0.0712	0.5206	0.5206
Brugia malayi	Papain family cysteine protease containing protein	0.0553	0.2968	0.2968
Schistosoma mansoni	cathepsin F (C01 family)	0.1054	1	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L or K-like cysteine peptidase	0.1054	1	1
Brugia malayi	Cathepsin L-like cysteine proteinase	0.0712	0.5206	0.5206
Echinococcus granulosus	cathepsin l1	0.1054	1	1

Activities

Activity type	Activity value	Assay description	Source	Reference
IC50 (functional)	> 40 uM	Antiproliferative activity against human A549 cells after 3 days by alamar blue assay	ChEMBL.	10217715
IC50 (functional)	> 40 uM	Antiproliferative activity against mouse B16 cells after 3 days by alamar blue assay	ChEMBL.	10217715
IC50 (functional)	> 40 uM	Antiproliferative activity against human CCRF-HSB-2 cells after 3 days by alamar blue assay	ChEMBL.	10217715
IC50 (functional)	> 40 uM	Antiproliferative activity against human TGBC11TKB cells after 3 days by alamar blue assay	ChEMBL.	10217715

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: CHEMBL454827

Bibliographic References

No literature references available for this target.

If you have references for this compound, please enter them in a user comment (below) or Contact us.

Detailed information for compound 953690