fulvestrant   Click here for help

GtoPdb Ligand ID: 1015

Synonyms: Faslodex® | ICI 182,780 | ICI 182780 | ICI182780 | ZD-9238
Approved drug
fulvestrant is an approved drug (FDA (2002), EMA (2004))
Compound class: Synthetic organic
Comment: Fulvestrant is an estrogen receptor antagonist. It behaves as a selective estrogen receptor degrader (SERD). Fulvestrant binding triggers ERα's degradation by ubiquitination.
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 2
Hydrogen bond donors 2
Rotatable bonds 15
Topological polar surface area 76.74
Molecular weight 606.32
XLogP 10.2
No. Lipinski's rules broken 2
SMILES / InChI / InChIKey
Click here for help
Canonical SMILES O=S(CCCC(C(F)(F)F)(F)F)CCCCCCCCCC1Cc2cc(O)ccc2C2C1C1CCC(C1(CC2)C)O
Isomeric SMILES O=S(CCCC(C(F)(F)F)(F)F)CCCCCCCCC[C@@H]1Cc2cc(O)ccc2[C@@H]2[C@@H]1[C@@H]1CC[C@@H]([C@]1(CC2)C)O
InChI InChI=1S/C32H47F5O3S/c1-30-17-15-26-25-12-11-24(38)21-23(25)20-22(29(26)27(30)13-14-28(30)39)10-7-5-3-2-4-6-8-18-41(40)19-9-16-31(33,34)32(35,36)37/h11-12,21-22,26-29,38-39H,2-10,13-20H2,1H3/t22-,26-,27+,28+,29-,30+,41?/m1/s1
InChI Key VWUXBMIQPBEWFH-WCCTWKNTSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (2002), EMA (2004))
IUPAC Name Click here for help
(7R,8R,9S,13S,14S,17S)-13-methyl-7-[9-(4,4,5,5,5-pentafluoropentylsulfinyl)nonyl]-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthrene-3,17-diol
International Nonproprietary Names Click here for help
INN number INN
7712 fulvestrant
Synonyms Click here for help
Faslodex® | ICI 182,780 | ICI 182780 | ICI182780 | ZD-9238
Database Links Click here for help
BindingDB Ligand 50169743
CAS Registry No. 129453-61-8
ChEBI CHEBI:31638
ChEMBL Ligand CHEMBL1358
DrugBank Ligand DB00947
DrugCentral Ligand 1255
GtoPdb PubChem SID 135650370
PubChem CID 104741
Search Google for chemical match using the InChIKey VWUXBMIQPBEWFH-WCCTWKNTSA-N
Search Google for chemicals with the same backbone VWUXBMIQPBEWFH
Search PubMed clinical trials fulvestrant
Search PubMed titles fulvestrant
Search PubMed titles/abstracts fulvestrant
Search UniChem for chemical match using the InChIKey VWUXBMIQPBEWFH-WCCTWKNTSA-N
Search UniChem for chemicals with the same backbone VWUXBMIQPBEWFH
Wikipedia Fulvestrant