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.
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2D Structure
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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
References
1. Wakabayashi K, Imai K, Miyachi H, Hashimoto Y, Tanatani A. (2008)
4-(Anilino)pyrrole-2-carboxamides: Novel non-steroidal/non-anilide type androgen antagonists effective upon human prostate tumor LNCaP cells with mutated nuclear androgen receptor.
Bioorg. Med. Chem., 16 (14): 6799-812. [PMID:18571420]