flutamide   

GtoPdb Ligand ID: 6943

Synonyms: Eulexin® | SCH-13521
flutamide is an approved drug (FDA (1989))
Compound class: Synthetic organic
Comment: Flutamide is an androgen receptor antagonist.
IUPHAR Pharmacology Education Project (PEP) logo

View more information in the IUPHAR Pharmacology Education Project: flutamide

2D Structure
Click here for structure editor
Physico-chemical Properties
Hydrogen bond acceptors 2
Hydrogen bond donors 1
Rotatable bonds 5
Topological polar surface area 72.24
Molecular weight 276.07
XLogP 2.64
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES O=C(C(C)C)Nc1ccc(c(c1)C(F)(F)F)[N+](=O)[O-]
Isomeric SMILES O=C(C(C)C)Nc1ccc(c(c1)C(F)(F)F)[N+](=O)[O-]
InChI InChI=1S/C11H11F3N2O3/c1-6(2)10(17)15-7-3-4-9(16(18)19)8(5-7)11(12,13)14/h3-6H,1-2H3,(H,15,17)
InChI Key MKXKFYHWDHIYRV-UHFFFAOYSA-N
No information available.
Summary of Clinical Use
Flutamide may be used to treat locally confined metastatic prostate cancers.
Mechanism Of Action and Pharmacodynamic Effects
Flutamide blocks the action of endogenous and exogenous testosterone by binding to the androgen receptor.