TDR Targets

Basic information

Technical information

TDR Targets ID: 336457
Name: (10R,13S)-17-(benzotriazol-1-yl)-10,13-dimeth yl-1,2,6,7,8,9,11,12,14,15-decahydrocyclopent a[a]phenanthren-3-one
MW: 387.517 | Formula: C25H29N3O
H donors: 0 H acceptors: 3 LogP: 4.86 Rotable bonds: 1
Rule of 5 violations (Lipinski): 1
SMILES: O=C1CC[C@]2(C(=C1)CCC1C2CC[C@]2(C1CC=C2n1nnc2c1cccc2)C)C
InChi: 1S/C25H29N3O/c1-24-13-11-17(29)15-16(24)7-8-18-19-9-10-23(25(19,2)14-12-20(18)24)28-22-6-4-3-5-21(22)26-27-28/h3-6,10,15,18-20H,7-9,11-14H2,1-2H3/t18?,19?,20?,24-,25-/m0/s1
InChiKey: DLFRRIAKGPWBHJ-DKWXUSTFSA-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

(10R,13S)-17-(1-benzotriazolyl)-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15-decahydrocyclopenta[a]phenanthren-3-one

Targets

Known targets for this compound

Species	Target name	Source	Bibliographic reference
Homo sapiens	cytochrome P450, family 17, subfamily A, polypeptide 1	Starlite/ChEMBL	References

Predicted pathogen targets for this compound

By orthology

No druggable targets predicted by orthology data

By sequence similarity to non orthologous known druggable targets

Species	Potential target	Known druggable target	Length	Alignment span	Identity
Brugia malayi	Cytochrome P450 family protein	cytochrome P450, family 17, subfamily A, polypeptide 1	508 aa	468 aa	25.2 %

Ranking Plot

Putative Targets List

Species	Potential target	Raw	Global	Species
Brugia malayi	cathepsin L-like precursor	0.0132	0.021	0.021
Trypanosoma cruzi	cysteine peptidase, putative	0.018	0.066	0.066
Loa Loa (eye worm)	Papain cysteine protease/cathepsin propeptide inhibitor-containing protein	0.018	0.066	0.046
Entamoeba histolytica	cysteine protease, putative	0.018	0.066	1
Echinococcus multilocularis	cathepsin l cysteine peptidase	0.018	0.066	0.066
Giardia lamblia	Cathepsin B precursor	0.0408	0.2782	0.5
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.018	0.066	0.2372
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.018	0.066	0.2372
Plasmodium falciparum	cysteine proteinase falcipain 2b	0.018	0.066	1
Echinococcus granulosus	cathepsin b	0.1181	1	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0132	0.021	0.0755
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.018	0.066	0.2372
Brugia malayi	Cathepsin L-like precursor	0.018	0.066	0.066
Trypanosoma cruzi	cysteine peptidase, putative	0.018	0.066	0.066
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0132	0.021	0.0755
Onchocerca volvulus		0.018	0.066	1
Echinococcus multilocularis	cathepsin L cysteine protease	0.018	0.066	0.066
Echinococcus multilocularis	cathepsin L cysteine protease	0.018	0.066	0.066
Echinococcus granulosus	cathepsin l1	0.018	0.066	0.066
Plasmodium vivax	vivapain-2	0.018	0.066	1
Echinococcus multilocularis	cathepsin l cysteine peptidase	0.018	0.066	0.066
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.018	0.066	0.2372
Brugia malayi	Cathepsin L-like cysteine proteinase	0.0132	0.021	0.021
Giardia lamblia	Cathepsin B precursor	0.0408	0.2782	0.5
Giardia lamblia	Cathepsin B precursor	0.0408	0.2782	0.5
Onchocerca volvulus	Cathepsin F homolog	0.018	0.066	1
Entamoeba histolytica	cysteine proteinase, putative	0.018	0.066	1
Brugia malayi	Cathepsin L-like precursor	0.0132	0.021	0.021
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.018	0.066	0.2372
Echinococcus granulosus	cathepsin b	0.1181	1	1
Onchocerca volvulus		0.018	0.066	1
Echinococcus multilocularis	cathepsin b	0.1181	1	1
Schistosoma mansoni	cathepsin F (C01 family)	0.018	0.066	0.066
Plasmodium falciparum	cysteine proteinase falcipain 2a	0.018	0.066	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.018	0.066	0.2372
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.018	0.066	0.2372
Echinococcus multilocularis	cysteine protease	0.018	0.066	0.066
Schistosoma mansoni	cathepsin B-like peptidase (C01 family)	0.1181	1	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.018	0.066	0.2372
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.018	0.066	0.2372
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.018	0.066	0.2372
Echinococcus multilocularis	cysteine protease	0.018	0.066	0.066
Schistosoma mansoni	cathepsin F (C01 family)	0.0132	0.021	0.021
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.018	0.066	0.2372
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.018	0.066	0.2372
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.018	0.066	0.2372
Leishmania major	cysteine peptidase C (CPC),CPC cysteine peptidase, Clan CA, family C1, Cathepsin B-like	0.0408	0.2782	1
Loa Loa (eye worm)	cysteine protease	0.018	0.066	0.046
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.018	0.066	0.2372
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.018	0.066	0.2372
Brugia malayi	Cathepsin L-like precursor	0.0132	0.021	0.021
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.018	0.066	0.2372
Brugia malayi	Cathepsin L-like precursor	0.018	0.066	0.066
Loa Loa (eye worm)	hypothetical protein	0.018	0.066	0.046
Onchocerca volvulus	Cathepsin L homolog	0.018	0.066	1
Entamoeba histolytica	cysteine proteinase, putative	0.018	0.066	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.018	0.066	0.2372
Echinococcus granulosus	cathepsin L cysteine proteinase	0.018	0.066	0.066
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.018	0.066	0.2372
Trypanosoma cruzi	cruzipain precursor, putative	0.018	0.066	0.066
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.018	0.066	0.2372
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.018	0.066	0.2372
Loa Loa (eye worm)	hypothetical protein	0.1181	1	1
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.018	0.066	0.2372
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.018	0.066	0.2372
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.018	0.066	0.2372
Trypanosoma cruzi	cysteine peptidase C (CPC), putative	0.0408	0.2782	0.2782
Plasmodium vivax	vivapain-2	0.018	0.066	1
Trypanosoma cruzi	cysteine peptidase C (CPC), putative	0.1181	1	1
Echinococcus granulosus	cathepsin l1	0.0132	0.021	0.021
Trichomonas vaginalis	Clan CA, family C1, cathepsin L or K-like cysteine peptidase	0.018	0.066	0.2372
Brugia malayi	Cathepsin L-like precursor	0.018	0.066	0.066
Schistosoma mansoni	cathepsin F (C01 family)	0.018	0.066	0.066
Echinococcus multilocularis	cathepsin b	0.1181	1	1
Echinococcus granulosus	cathepsin l cysteine peptidase	0.018	0.066	0.066
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.018	0.066	0.2372
Loa Loa (eye worm)	cathepsin B	0.0408	0.2782	0.2627
Onchocerca volvulus		0.018	0.066	1
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.018	0.066	0.2372
Plasmodium falciparum	cysteine proteinase falcipain 3	0.018	0.066	1
Brugia malayi	Papain family cysteine protease containing protein	0.018	0.066	0.066
Schistosoma mansoni	cathepsin B-like peptidase (C01 family)	0.1181	1	1
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.018	0.066	0.2372
Trypanosoma cruzi	cysteine peptidase, putative	0.018	0.066	0.066
Brugia malayi	Cathepsin L-like precursor	0.018	0.066	0.066
Trichomonas vaginalis	Clan CA, family C1, cathepsin B-like cysteine peptidase	0.0408	0.2782	1
Onchocerca volvulus		0.018	0.066	1
Onchocerca volvulus	Cathepsin L homolog	0.018	0.066	1
Entamoeba histolytica	cysteine proteinase, putative	0.0132	0.021	0.3182
Schistosoma mansoni	cathepsin B-like peptidase (C01 family)	0.0408	0.2782	0.2782
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.018	0.066	0.2372
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.018	0.066	0.2372
Schistosoma mansoni	SmCB2 peptidase (C01 family)	0.1181	1	1
Schistosoma mansoni	cathepsin B-like peptidase (C01 family)	0.1181	1	1
Trypanosoma cruzi	cysteine peptidase, putative	0.018	0.066	0.066
Brugia malayi	Cathepsin L-like precursor	0.018	0.066	0.066
Trypanosoma cruzi	cysteine peptidase, clan CA, family C1, cathepsin L-like, putative	0.0132	0.021	0.021
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.018	0.066	0.2372
Brugia malayi	Cathepsin L-like precursor	0.018	0.066	0.066
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.018	0.066	0.2372
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.018	0.066	0.2372
Loa Loa (eye worm)	ctsf protein	0.018	0.066	0.046
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.018	0.066	0.2372
Onchocerca volvulus		0.018	0.066	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.018	0.066	0.2372
Toxoplasma gondii	cathepsin B	0.0408	0.2782	1
Trypanosoma brucei	cysteine peptidase C (CPC)	0.0408	0.2782	1
Onchocerca volvulus		0.018	0.066	1
Loa Loa (eye worm)	fibroinase	0.018	0.066	0.046
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.018	0.066	0.2372
Loa Loa (eye worm)	papain family cysteine protease containing protein	0.018	0.066	0.046
Onchocerca volvulus		0.018	0.066	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L or K-like cysteine peptidase	0.018	0.066	0.2372

Activities

Activity type	Activity value	Assay description	Source	Reference
IC50 (binding)	0 nM	Displacement of [3H]-R-1881 from Androgen receptor of LNCaP cells; - = not determined	ChEMBL.	15828836
IC50 (binding)	0 nM	Displacement of [3H]-R-1881 from Androgen receptor of PC3-AR cells; - = not determined	ChEMBL.	15828836
IC50 (binding)	= 5817.4 nM	In vitro inhibitory concentration against Cytochrome P450 17 expressed in E. coli	ChEMBL.	15828836
IC50 (binding)	= 5817.4 nM	In vitro inhibitory concentration against Cytochrome P450 17 expressed in E. coli	ChEMBL.	15828836
Inhibition (functional)	= 21 %	Inhibition of human steroid 5-alpha-reductase type I expressed in DU-145 cells using [1beta-3H]-androstenedione at a concentration of 10 uM	ChEMBL.	15828836
Inhibition (functional)	= 21 %	Inhibition of human steroid 5-alpha-reductase type I expressed in DU-145 cells using [1beta-3H]-androstenedione at a concentration of 10 uM	ChEMBL.	15828836
Inhibition (functional)	= 56 %	Inhibition of [1beta-2beta-3H]- -testosterone binding to human steroid 5-alpha-reductase type 2 of BPH tissue at 10 uM	ChEMBL.	15828836
Inhibition (functional)	= 56 %	Inhibition of [1beta-2beta-3H]- -testosterone binding to human steroid 5-alpha-reductase type 2 of BPH tissue at 10 uM	ChEMBL.	15828836

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: CHEMBL363364
PubChem: 11855880

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 336457