enzalutamide   

GtoPdb Ligand ID: 6812

Synonyms: MDV-3100 | MDV3100 | Xtandi®
enzalutamide is an approved drug (FDA (2012), EMA (2013))
Compound class: Synthetic organic
Comment: Enzalutamide is an androgen receptor antagonist.
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2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 6
Hydrogen bond donors 1
Rotatable bonds 5
Topological polar surface area 108.53
Molecular weight 464.09
XLogP 4
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES CNC(=O)c1ccc(cc1F)N1C(=S)N(C(=O)C1(C)C)c1ccc(c(c1)C(F)(F)F)C#N
Isomeric SMILES CNC(=O)c1ccc(cc1F)N1C(=S)N(C(=O)C1(C)C)c1ccc(c(c1)C(F)(F)F)C#N
InChI InChI=1S/C21H16F4N4O2S/c1-20(2)18(31)28(12-5-4-11(10-26)15(8-12)21(23,24)25)19(32)29(20)13-6-7-14(16(22)9-13)17(30)27-3/h4-9H,1-3H3,(H,27,30)
InChI Key WXCXUHSOUPDCQV-UHFFFAOYSA-N
Classification
Compound class Synthetic organic
Approved drug? Yes (FDA (2012), EMA (2013))
IUPAC Name
4-{3-[4-cyano-3-(trifluoromethyl)phenyl]-5,5-dimethyl-4-oxo-2-sulfanylideneimidazolidin-1-yl}-2-fluoro-N-methylbenzamide
International Nonproprietary Names
INN number INN
9621 enzalutamide
Synonyms
MDV-3100 | MDV3100 | Xtandi®
Database Links
CAS Registry No. 915087-33-1
ChEMBL Ligand CHEMBL1082407
DrugBank Ligand DB08899
DrugCentral Ligand 4628
GtoPdb PubChem SID 178103418
PubChem CID 15951529
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Wikipedia Enzalutamide