raloxifene   

GtoPdb Ligand ID: 2820

Synonyms: Evista® | LY-156758 | Optruma® | raloxifene hydrochloride
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
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
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
Selectivity at GPCRs
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
GPER Hs Agonist Full agonist 7.0 pKi - 3
pKi 7.0 [3]
Selectivity at nuclear hormone receptors
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
Estrogen receptor-α Hs Agonist Agonist 9.5 pKi - 4
pKi 9.5 [4]
Estrogen receptor-α Hs Antagonist Antagonist 9.5 pKi - 2
pKi 9.5 [2]
Estrogen receptor-β Hs Antagonist Antagonist 8.0 pKi - 1
pKi 8.0 (Ki 1x10-8 M) [1]
Ligand mentioned in the following text fields