bicalutamide   

GtoPdb Ligand ID: 2863

Synonyms: Calutide® | Casodex®
bicalutamide is an approved drug (FDA (1995))
Compound class: Synthetic organic
Comment: Bicalutamide is non-steroidal anti-androgen that binds to the andogen receptor. The INN record for this drug indicates that it is a mixture of stereo-isomers. We show the non-stereo molecule to represent this mixture. (R)-Bicalutamide has PubChem CID 56069.
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2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 6
Hydrogen bond donors 2
Rotatable bonds 7
Topological polar surface area 115.64
Molecular weight 430.06
XLogP 2.53
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES N#Cc1ccc(cc1C(F)(F)F)NC(=O)C(CS(=O)(=O)c1ccc(cc1)F)(O)C
Isomeric SMILES N#Cc1ccc(cc1C(F)(F)F)NC(=O)C(CS(=O)(=O)c1ccc(cc1)F)(O)C
InChI InChI=1S/C18H14F4N2O4S/c1-17(26,10-29(27,28)14-6-3-12(19)4-7-14)16(25)24-13-5-2-11(9-23)15(8-13)18(20,21)22/h2-8,26H,10H2,1H3,(H,24,25)
InChI Key LKJPYSCBVHEWIU-UHFFFAOYSA-N
Classification
Compound class Synthetic organic
Approved drug? Yes (FDA (1995))
WHO Essential Medicine WHO Model List of Essential Medicines (21st List, 2019). Access PDF version.
IUPAC Name
N-[4-cyano-3-(trifluoromethyl)phenyl]-3-(4-fluorophenyl)sulfonyl-2-hydroxy-2-methylpropanamide
International Nonproprietary Names
INN number INN
7021 bicalutamide
Synonyms
Calutide® | Casodex®
Database Links
BindingDB Ligand 18525
CAS Registry No. 90357-06-5 (source: Scifinder)
ChEMBL Ligand CHEMBL409
DrugBank Ligand DB01128
DrugCentral Ligand 367
GtoPdb PubChem SID 135649993
PubChem CID 2375
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Search UniChem for chemical match using the InChIKey LKJPYSCBVHEWIU-UHFFFAOYSA-N
Search UniChem for chemicals with the same backbone LKJPYSCBVHEWIU
Wikipedia Bicalutamide

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Bicalutamide
Cat. No. 3389