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Compound Detail

CHEMBL328190

LASOFOXIFENE
💊 Approved Drug
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💊 Approved Drug
Oc1ccc2c(c1)CC[C@H](c1ccccc1)[C@@H]2c1ccc(OCCN2CCCC2)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL328190
Name LASOFOXIFENE
Phase Approved
Structure Type MOL
InChI Key GXESHMAMLJKROZ-IAPPQJPRSA-N
Therapeutic ✓ Yes

Known Names

Lasofoxifene Lasofoxifeno
5
Targets
13
Activities
1
Assay Types
7
PK Parameters
20
Publications
2
Known Names
4
Indications
1
Mechanisms

Molecular Properties

413.6
MW (Da)
5.73
ALogP
3
HBA
1
HBD
32.7
PSA (Ų)
0.56
QED
1
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 2009
Availability Unknown
Chirality Single Enantiomer

Routes of Administration

Oral

Flags

Natural Product
USAN Stem -ifene

Extended Properties

Molecular Formula C28H31NO2
MW 413.56
Aromatic Rings 3
Heavy Atoms 31
NP-Likeness -0.02

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Estrogen receptor modulator MODULATOR Estrogen receptor ✓ ✓

Indications

Breast Neoplasms Breast Neoplasms Osteoporosis Hemangiosarcoma

ATC Classification

G03XC03
lasofoxifene
Level 1: GENITO URINARY SYSTEM AND SEX HORMONES
Level 2: SEX HORMONES AND MODULATORS OF THE GENITAL SYSTEM

Activity Summary

IC50 13 meas. best 10.0

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Estrogen receptor
CHEMBL2093866
 IC50 10.0 9.32 0.1 2
MCF7
CHEMBL387
 IC50 10.0 10.0 0.1 1
Estrogen receptor
CHEMBL206
 IC50 8.89 8.6625 1.3 4
Estrogen receptor beta
CHEMBL242
 IC50 8.74 8.2475 1.8 4
Estrogen receptor
CHEMBL2094114
 IC50 7.96 7.955 11.1 2

Pharmacokinetic Data

Parameter Value Units Species
CL 55.7 mL.min-1.kg-1 Rattus norvegicus
Cmax 15.5 nM Rattus norvegicus
F 60.0 % Rattus norvegicus
F 62.0 % Rattus norvegicus
F 45.0 % Macaca fascicularis
F 38.0 % Rattus norvegicus
F 60.0 % Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Estrogen receptor IC50 = 0.1 nM 10.0 Inhibition of MCF-7 cell proliferation 15664843
MCF7 IC50 = 0.1 nM 10.0 Antiproliferative activity against human breast cancer MCF7 cell line in presenc... 16203138
Estrogen receptor IC50 = 1.3 nM 8.89 Binding affinity for human estrogen receptor alpha 15664843
Estrogen receptor IC50 = 1.4 nM 8.85 Inhibition of binding to recombinant human ERalpha by scintillation proximity as... 16203138
Estrogen receptor beta IC50 = 1.8 nM 8.74 Binding affinity for human estrogen receptor beta 15664843
Estrogen receptor beta IC50 = 1.8 nM 8.74 Inhibition of binding to recombinant human ERbeta by scintillation proximity ass... 16203138
Estrogen receptor IC50 = 2.3 nM 8.64 Inhibition of estrogen-mediated human breast adenocarcinoma (MCF-7) cell prolife... 15658851
Estrogen receptor IC50 = 3.1 nM 8.51 Inhibition of 17-beta-estradiol mediated luciferase transcription in HeLa cells ... 15658851
Estrogen receptor IC50 = 4.0 nM 8.4 Inhibition of [3H]estradiol binding to human estrogen receptor alpha expressed i... 15658851
Estrogen receptor IC50 = 11.1 nM 7.96 Inhibition of estradiol binding to estrogen receptor 9685230
Estrogen receptor IC50 = 11.3 nM 7.95 Inhibition of estradiol binding to estrogen receptor 9685230
Estrogen receptor beta IC50 = 13.0 nM 7.89 Inhibition of [3H]estradiol binding to human estrogen receptor beta expressed in... 15658851
Estrogen receptor beta IC50 = 24.0 nM 7.62 Inhibition of 17-beta-estradiol mediated luciferase transcription in HeLa cells ... 15658851

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL4495565 SARS-CoV-2 4
15664843 10.1016/j.bmcl.2004.11.018 Estrogen receptor 4
15658851 10.1021/jm040858p Estrogen receptor 4
15658851 10.1021/jm040858p ADMET 4
26789657 10.1021/acs.jmedchem.5b01696 Delta(24)-sterol reductase 4
37468498 10.1038/s41467-023-40064-9 Estrogen receptor 3
37468498 10.1038/s41467-023-40064-9 Nuclear receptor subfamily 1 group I member 2 3
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
9685230 10.1021/jm980048b Estrogen receptor 2
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 2
37468498 10.1038/s41467-023-40064-9 Peroxisome proliferator-activated receptor gamma 2
26789657 10.1021/acs.jmedchem.5b01696 3-beta-hydroxysteroid-Delta(8),Delta(7)-isomerase 2
16203138 10.1016/j.bmcl.2005.08.084 Rattus norvegicus 2
37468498 10.1038/s41467-023-40064-9 Gamma-aminobutyric acid receptor subunit alpha-1 2
16203138 10.1016/j.bmcl.2005.08.084 Estrogen receptor 2
15658851 10.1021/jm040858p Estrogen receptor beta 2
37468498 10.1038/s41467-023-40064-9 5-hydroxytryptamine receptor 2B 2
9685230 10.1021/jm980048b Rattus norvegicus 2
9685230 10.1021/jm980048b ADMET 2

Data from ChEMBL 36 via Core Engine