cyproterone acetate   

GtoPdb Ligand ID: 2865

Synonyms: Androcur® | Cyprostat® | SH-714
cyproterone acetate is an approved drug
Compound class: Synthetic organic
Comment: Cyproterone acetate is a steroidal, pure antiandrogen pharmaceutical agent.
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2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 4
Hydrogen bond donors 0
Rotatable bonds 3
Topological polar surface area 60.44
Molecular weight 416.18
XLogP 3.28
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES CC(=O)OC1(CCC2C1(C)CCC1C2C=C(C2=CC(=O)C3C(C12C)C3)Cl)C(=O)C
Isomeric SMILES CC(=O)O[C@@]1(CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2C=C(C2=CC(=O)[C@H]3[C@@H]([C@]12C)C3)Cl)C(=O)C
InChI InChI=1S/C24H29ClO4/c1-12(26)24(29-13(2)27)8-6-16-14-10-20(25)19-11-21(28)15-9-18(15)23(19,4)17(14)5-7-22(16,24)3/h10-11,14-18H,5-9H2,1-4H3/t14-,15+,16-,17-,18-,22-,23-,24-/m0/s1
InChI Key UWFYSQMTEOIJJG-FDTZYFLXSA-N
Selectivity at nuclear hormone receptors
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
Androgen receptor Hs Antagonist Antagonist 7.8 pKi - 1
pKi 7.8 (Ki 1.4x10-8 M) [1]