clascoterone   Click here for help

GtoPdb Ligand ID: 11215

Synonyms: CB-03-01 | CB-0301 | cortexolone 17α-propionate | Winlevi®
Approved drug
clascoterone is an approved drug (FDA (2020))
Compound class: Synthetic organic
Comment: Clascoterone is a steroidal androgen receptor antagonist (antiandrogen) [2]. It was developed to address the hormonal pathogenesis of acne [1]. It has been shown to inhibit production of lipids and inflammatory cytokines from sebocytes [4].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 5
Hydrogen bond donors 1
Rotatable bonds 5
Topological polar surface area 80.67
Molecular weight 402.24
XLogP 2.99
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES CCC(=O)O[C@@]1(CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CCC2=CC(=O)CC[C@]12C)C(=O)CO
Isomeric SMILES CCC(=O)O[C@@]1(CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CCC2=CC(=O)CC[C@]12C)C(=O)CO
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
InChI Key GPNHMOZDMYNCPO-PDUMRIMRSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (2020))
IUPAC Name Click here for help
[(8R,9S,10R,13S,14S,17R)-17-(2-hydroxyacetyl)-10,13-dimethyl-3-oxo-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-17-yl] propanoate
International Nonproprietary Names Click here for help
INN number INN
6252 clarithromycin
Synonyms Click here for help
CB-03-01 | CB-0301 | cortexolone 17α-propionate | Winlevi®
Database Links Click here for help
CAS Registry No. 19608-29-8 (source: WHO INN record)
ChEMBL Ligand CHEMBL3590187
DrugBank Ligand DB12499
GtoPdb PubChem SID 434122275
PubChem CID 11750009
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