raloxifene   Click here for help

GtoPdb Ligand ID: 2820

Synonyms: Evista® | LY-156758 | Optruma® | raloxifene hydrochloride
Approved drug PDB Ligand
raloxifene is an approved drug (FDA (1997), EMA (1998))
Compound class: Synthetic organic
Comment: Raloxifene is a selective estrogen receptor modulator (SERM).
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 2
Hydrogen bond donors 2
Rotatable bonds 7
Topological polar surface area 98.24
Molecular weight 473.17
XLogP 5.65
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
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Canonical SMILES Oc1ccc2c(c1)sc(c2C(=O)c1ccc(cc1)OCCN1CCCCC1)c1ccc(cc1)O
Isomeric SMILES Oc1ccc2c(c1)sc(c2C(=O)c1ccc(cc1)OCCN1CCCCC1)c1ccc(cc1)O
InChI InChI=1S/C28H27NO4S/c30-21-8-4-20(5-9-21)28-26(24-13-10-22(31)18-25(24)34-28)27(32)19-6-11-23(12-7-19)33-17-16-29-14-2-1-3-15-29/h4-13,18,30-31H,1-3,14-17H2
InChI Key GZUITABIAKMVPG-UHFFFAOYSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1997), EMA (1998))
IUPAC Name Click here for help
[6-hydroxy-2-(4-hydroxyphenyl)-1-benzothiophen-3-yl]-[4-(2-piperidin-1-ylethoxy)phenyl]methanone
International Nonproprietary Names Click here for help
INN number INN
5388 raloxifene
Synonyms Click here for help
Evista® | LY-156758 | Optruma® | raloxifene hydrochloride
Database Links Click here for help
Specialist databases
GPCRdb Ligand raloxifene
Other databases
BindingDB Ligand 19441
CAS Registry No. 84449-90-1 (source: Scifinder)
ChEMBL Ligand CHEMBL81
DrugBank Ligand DB00481
DrugCentral Ligand 2351
GtoPdb PubChem SID 135650883
PubChem CID 5035
RCSB PDB Ligand RAL
Search Google for chemical match using the InChIKey GZUITABIAKMVPG-UHFFFAOYSA-N
Search Google for chemicals with the same backbone GZUITABIAKMVPG
Search PubMed clinical trials raloxifene
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SynPHARM 6512 (in complex with Estrogen receptor-α)
UniChem Compound Search for chemical match using the InChIKey GZUITABIAKMVPG-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey GZUITABIAKMVPG-UHFFFAOYSA-N
Wikipedia Raloxifene