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Compound Detail

CHEMBL4475463

AMCENESTRANT
🧪 Phase III
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🧪 Phase III
O=C(O)c1ccc2c(c1)CCCC(c1ccc(Cl)cc1Cl)=C2c1ccc(O[C@H]2CCN(CCCF)C2)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4475463
Name AMCENESTRANT
Phase Phase III
Structure Type MOL
InChI Key KISZAGQTIXIVAR-VWLOTQADSA-N

Known Names

Amcenestrant SAR-439859 Sar439859
3
Targets
15
Activities
2
Assay Types
10
PK Parameters
12
Publications
3
Known Names
3
Indications
1
Mechanisms

Molecular Properties

554.5
MW (Da)
7.80
ALogP
3
HBA
1
HBD
49.8
PSA (Ų)
0.31
QED
2
Ro5 Violations
8
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Single Enantiomer
USAN Stem -estr-; -estrant
USAN Year 2021

Extended Properties

Molecular Formula C31H30Cl2FNO3
MW 554.49
Aromatic Rings 3
Heavy Atoms 38
NP-Likeness -0.55

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Estrogen receptor alpha degrader DEGRADER Estrogen receptor ✓ ✓

Indications

Breast Neoplasms Breast Neoplasms Hemangiosarcoma

Activity Summary

IC50 9 meas. best 8.74
EC50 6 meas. best 9.7

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Estrogen receptor
CHEMBL206
 EC50 9.7 9.34 0.2 3
Estrogen receptor
CHEMBL206
 IC50 8.74 7.4383 1.8 6
Estrogen receptor beta
CHEMBL242
 IC50 8.08 8.075 8.4 2
MCF7
CHEMBL387
 IC50 8.04 8.04 9.1 1
MCF7
CHEMBL387
 EC50 7.7 6.8 20.0 3

Pharmacokinetic Data

Parameter Value Units Species
CL 3.167 mL.min-1.kg-1 Rattus norvegicus
CL 32.0 mL.min-1.kg-1 Mus musculus
CL 0.5 mL.min-1.kg-1 Canis lupus familiaris
Cmax - - Rattus norvegicus
F 76.0 % Rattus norvegicus
F 62.0 % Mus musculus
F 54.0 % Canis lupus familiaris
T1/2 4.13 hr Rattus norvegicus
T1/2 1.98 hr Mus musculus
T1/2 9.8 hr Canis lupus familiaris

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Estrogen receptor EC50 = 0.2 nM 9.7 Induction of ERalpha degradation in human MCF7 cells incubated for 4 hrs by Alex... 31721572
Estrogen receptor EC50 = 0.4 nM 9.4 Induction of ERalpha degradation in human MCF7 cells 37377342
Estrogen receptor EC50 = 1.2 nM 8.92 Induction of ERalpha degradation in human MCF7 cells incubated for 24 hrs by Wes... 35357160
Estrogen receptor IC50 = 1.8 nM 8.74 Inhibition of ERalpha (246 to 595 residues) in doxycycline-induced human HEK293 ... 37377342
Estrogen receptor beta IC50 = 8.4 nM 8.08 Inhibition of ERbeta (261 to 500 residues) in doxycycline-induced human HEK293 c... 37377342
Estrogen receptor beta IC50 = 8.6 nM 8.07 Antagonist activity at ERbeta expressed in HEK293/Gal4 cells incubated for 24 hr... 35357160
MCF7 IC50 = 9.1 nM 8.04 Antiproliferative activity against human MCF7 cells assessed as inhibition of ce... 35357160
Estrogen receptor IC50 = 15.0 nM 7.82 Estrogen Receptor Coactivator Assay: It is a competition assay, where binding of... -
Estrogen receptor IC50 = 17.2 nM 7.76 Antagonist activity at ERalpha D538G mutant degradation in human SK-BR-3 cells i... 35357160
MCF7 EC50 = 20.0 nM 7.7 Anti-proliferative activity against wild type human MCF7 cells assessed as reduc... 37377342
Estrogen receptor IC50 = 57.7 nM 7.24 Antagonist activity at ERalpha Y537S mutant degradation in human SK-BR-3 cells i... 35357160
Estrogen receptor IC50 = 221.0 nM 6.66 Estrogen Receptor Coactivator Assay: It is a competition assay, where binding of... -
MCF7 EC50 = 331.0 nM 6.48 Anti-proliferative activity against human MCF7 cells harboring ERalpha Y537S mut... 37377342
Estrogen receptor IC50 = 389.0 nM 6.41 Estrogen Receptor Coactivator Assay: It is a competition assay, where binding of... -
MCF7 EC50 = 595.0 nM 6.22 Anti-proliferative activity against human MCF7 cells harboring ERalpha D538G mut... 37377342

Literature References

PubMed DOI Target Context # Activities
31721572 10.1021/acs.jmedchem.9b01293 ADMET 16
37377342 10.1021/acs.jmedchem.3c00136 MCF7 11
35357160 10.1021/acs.jmedchem.2c00008 Estrogen receptor 4
37377342 10.1021/acs.jmedchem.3c00136 Unchecked 4
37377342 10.1021/acs.jmedchem.3c00136 Estrogen receptor 3
31721572 10.1021/acs.jmedchem.9b01293 Estrogen receptor 2
31721572 10.1021/acs.jmedchem.9b01293 MCF7 2
35357160 10.1021/acs.jmedchem.2c00008 ADMET 2
31721572 10.1021/acs.jmedchem.9b01293 No relevant target 1
35357160 10.1021/acs.jmedchem.2c00008 MCF7 1
35357160 10.1021/acs.jmedchem.2c00008 Estrogen receptor beta 1
37377342 10.1021/acs.jmedchem.3c00136 Estrogen receptor beta 1

Data from ChEMBL 36 via Core Engine