trilostane   Click here for help

GtoPdb Ligand ID: 6850

Synonyms: Vetoryl® | WIN 24,540 | WIN-24540
Approved drug
trilostane is an approved drug (FDA (date of approval not specified))
Compound class: Synthetic organic
Comment: Trilostane is a 3 β-hydroxysteroid dehydrogenase (gene symbol HSD3B1) inhibitor. It is now used mainly in veterinary practice.
Click here for help
2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 4
Hydrogen bond donors 2
Rotatable bonds 0
Topological polar surface area 76.78
Molecular weight 329.2
XLogP 2.64
No. Lipinski's rules broken 0
Click here for help
Canonical SMILES N#CC1=C(O)C2C3(C(C1)(C)C1CCC4(C(C1CC3)CCC4O)C)O2
Isomeric SMILES N#CC1=C(O)[C@@H]2[C@]3([C@@](C1)(C)[C@H]1CC[C@]4([C@H]([C@@H]1CC3)CC[C@@H]4O)C)O2
InChI InChI=1S/C20H27NO3/c1-18-7-6-14-12(13(18)3-4-15(18)22)5-8-20-17(24-20)16(23)11(10-21)9-19(14,20)2/h12-15,17,22-23H,3-9H2,1-2H3/t12-,13-,14-,15-,17+,18-,19+,20+/m0/s1
No information available.
Summary of Clinical Use Click here for help
Was used to treat Cushing's syndrome, but was withdrawn from the US market in 1994
Mechanism Of Action and Pharmacodynamic Effects Click here for help
Inhibits 3-β-hydroxysteroid dehydrogenase 2 (HSD3B2).