CLASCOTERONE

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Search structure


Synonyms	Breezula CB-03-01 Cb-03-01 Clascoterone Cortexolone 17.alpha.-propionate Cortodoxone 17.alpha.-propionate Winlevi
Status
Molecule Category	UNKNOWN
UNII	XN7MM8XG2M
EPA CompTox	DTXSID10471883


Active Pharmaceutical Ingredients Bioactive chemicals	Exact Similarity SubStructure	Threshold (%) >= 70

Structure


InChI Key	GPNHMOZDMYNCPO-PDUMRIMRSA-N
Smiles	CCC(=O)O[C@]1(C(=O)CO)CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C)[C@H]3CC[C@@]21C
InChI	InChI=1S/C24H34O5/c1-4-21(28)29-24(20(27)14-25)12-9-19-17-6-5-15-13-16(26)7-10-22(15,2)18(17)8-11-23(19,24)3/h13,17-19,25H,4-12,14H2,1-3H3/t17-,18+,19+,22+,23+,24+/m1/s1

Physicochemical Descriptors

Property Name	Value
Molecular Formula	C24H34O5
Molecular Weight	402.53
AlogP	3.77
Hydrogen Bond Acceptor	5.0
Hydrogen Bond Donor	1.0
Number of Rotational Bond	4.0
Polar Surface Area	80.67
Molecular species	NEUTRAL
Aromatic Rings	0.0
Heavy Atoms	29.0

Bioactivity

Mechanism of Action	Action	Reference
Androgen Receptor antagonist	ANTAGONIST	PubMed Other Other


Protein: Androgen Receptor Description: Androgen receptor Organism : Homo sapiens P10275 ENSG00000169083

Targets	EC50(nM)	IC50(nM)	Kd(nM)	Ki(nM)	Inhibition(%)
Transcription factor Nuclear receptor Nuclear hormone receptor subfamily 3 Nuclear hormone receptor subfamily 3 group C Nuclear hormone receptor subfamily 3 group C member 4	-	50	-	40	-

Assay Description	Organism	Bioactivity	Reference
Antiandrogenic activity in female Syrian golden hamsters assessed as inhibition of testosterone propionate-induced flank organ enlargement at 400 ug per animal, topically relative to untreated control	Mesocricetus auratus	84.0 %
Antiandrogenic activity in female Syrian golden hamsters assessed as inhibition of testosterone propionate-induced flank organ enlargement at 100 ug per animal, topically relative to untreated control	Mesocricetus auratus	40.0 %
Antiandrogenic activity in female Syrian golden hamsters assessed as inhibition of testosterone propionate-induced flank organ enlargement at 200 ug per animal, topically relative to untreated control	Mesocricetus auratus	78.0 %
Displacement of [3H]methyltrienolone from androgen receptor in human prostate cancer cells	Homo sapiens	50.0 nM		Displacement of [3H]methyltrienolone from androgen receptor in human prostate cancer cells	Homo sapiens	40.0 nM
Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of Caco-2 cells at 10 uM after 48 hours by high content imaging	Homo sapiens	5.52 %
SARS-CoV-2 3CL-Pro protease inhibition percentage at 20µM by FRET kind of response from peptide substrate	Severe acute respiratory syndrome coronavirus 2	4.12 %
Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of VERO-6 cells at 10 uM after 48 hours exposure to 0.01 MOI SARS CoV-2 virus by high content imaging	Chlorocebus sabaeus	0.85 %		Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of VERO-6 cells at 10 uM after 48 hours exposure to 0.01 MOI SARS CoV-2 virus by high content imaging	Chlorocebus sabaeus	0.85 %

Related Entries

Cross References

Resources	Reference
ChEMBL	CHEMBL3590187
DrugBank	DB12499
FDA SRS	XN7MM8XG2M
Guide to Pharmacology	11215
PubChem	11750009
SureChEMBL	SCHEMBL1231152
ZINC	ZINC000006716459

CONTENTS

PREMIER has received funding from the Innovative Medicines Initiative 2 Joint Undertaking (JU) under grant agreement No 875508. The JU receives support from the EU’s Horizon 2020 research and innovation programme and the European Federation of Pharmaceutical Industries and Associations (EFPIA). The views reflect only the authors’ perspective and the JU is not responsible for any use that may be made of the information this manuscript contains.

Elements of the website have been developed under projects PREMIER and the Biocenter Finland Drug Discovery and Chemical Biology network. CSC-IT is thanked for providing computational resources. Content of the website is provided without guarantee for correctness. Data has been collected and integrated from multiple public sources, for the largest: FDA, HUGO Gene Nomenclature Committee, ChEMBL, IUPHAR/BPS guide to pharmacology, Reactome, UniProt, and Ensembl. Credit is given to Ensembl for collecting species images (provided under public domain licences such as Wikimedia and NHGRI).