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
Selectivity at enzymes
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
hydroxy-delta-5-steroid dehydrogenase, 3 beta- and steroid delta-isomerase 2 Primary target of this compound N/A Inhibitor Inhibition 8.4 pIC50 - 1
pIC50 8.4 (IC50 4x10-9 M) Note that the species is not specified in the referenced article. [1]
Description: In vitro enzyme inhibition