Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL1200374

EXEMESTANE
💊 Approved Drug
Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
💊 Approved Drug
C=C1C[C@@H]2[C@H](CC[C@]3(C)C(=O)CC[C@@H]23)[C@@]2(C)C=CC(=O)C=C12
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL1200374
Name EXEMESTANE
Phase Approved
Structure Type MOL
InChI Key BFYIZQONLCFLEV-DAELLWKTSA-N
Therapeutic ✓ Yes

Known Names

Aromasin Exemestane Exemestano FCE-24304 FCE24304 NSC-758907 PNU-155971
5
Targets
18
Activities
3
Assay Types
0
PK Parameters
20
Publications
7
Known Names
17
Indications
1
Mechanisms

Molecular Properties

296.4
MW (Da)
4.03
ALogP
2
HBA
0
HBD
34.1
PSA (Ų)
0.68
QED
0
Ro5 Violations
0
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1999
Availability Prescription
Chirality Single Enantiomer

Routes of Administration

Oral

Flags

Natural Product
USAN Stem -mestane
USAN Year 1999

Extended Properties

Molecular Formula C20H24O2
MW 296.41
Aromatic Rings 0
Heavy Atoms 22
NP-Likeness 2.53

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Cytochrome P450 19A1 inhibitor INHIBITOR Aromatase ✓ ✓

Indications

Breast Neoplasms Breast Neoplasms Breast Neoplasms Neoplasms Neoplasms Breast Neoplasms, Male Carcinoma, Intraductal, Noninfiltrating Ovarian Neoplasms Breast Carcinoma In Situ Carcinoma, Non-Small-Cell Lung Endometrial Hyperplasia Endometrial Neoplasms Granulosa Cell Tumor Prostatic Neoplasms, Castration-Resistant Triple Negative Breast Neoplasms Lung Neoplasms Lymphoma

ATC Classification

L02BG06
exemestane
Level 1: ANTINEOPLASTIC AND IMMUNOMODULATING AGENTS
Level 2: ENDOCRINE THERAPY

Activity Summary

IC50 9 meas. best 7.82
Ki 5 meas. best 9.02
EC50 4 meas. best 8.25

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Aromatase
CHEMBL1978
 Ki 9.02 7.95 0.9 5
NON-PROTEIN TARGET
CHEMBL3879801
 EC50 8.25 8.25 5.6 1
Aromatase
CHEMBL1978
 IC50 7.82 7.1775 15.0 8
Unchecked
CHEMBL612545
 EC50 5.55 5.37 2795.0 2
H4
CHEMBL1075452
 EC50 4.57 4.57 26676.0 1
Bile salt export pump
CHEMBL6020
 IC50 4.05 4.05 90000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Aromatase Ki = 0.95 nM 9.02 Binding affinity to aromatase (unknown origin) assessed as inhibition constant 33017749
NON-PROTEIN TARGET EC50 = 5.6 nM 8.25 Cytotoxicity against human MCF7a cells expressing Tet-off-3betaHSD1-Arom assesse... 22951074
Aromatase Ki = 10.2 nM 7.99 Competitive inhibition of human aromatase extracted from placental microsomes 26469743
Aromatase IC50 = 15.0 nM 7.82 Inhibition of aromatase in human breast tumor 35964426
Aromatase IC50 = 23.0 nM 7.64 Inhibition of aromatase (unknown origin) 34110821
Aromatase Ki = 26.0 nM 7.58 Inhibition of human placental microsome aromatase using [3H]androstenedione as s... 32302132
Aromatase Ki = 26.0 nM 7.58 Competitive inhibition of human placental microsome aromatase using varying leve... 30852901
Aromatase Ki = 26.0 nM 7.58 Irreversible inhibition of human aromatase extracted from placental microsomes 26469743
Aromatase IC50 = 42.5 nM 7.37 Inhibition of CYP19 in human placental microsome using [1beta-3H]-androstenedion... 28512028
Aromatase IC50 = 50.1 nM 7.3 Inhibition of aromatase in human JEG-3 cells using Androst-4-ene-3,17-dione as s... 35834906
Aromatase IC50 = 50.0 nM 7.3 Inhibition of human placental microsome aromatase using [1beta-3H] androstenedio... 25277066
Aromatase IC50 = 50.1 nM 7.3 Inhibition of human placental aromatase using [3H]-1beta-androstenedione as subs... 22951074
Aromatase IC50 = 230.0 nM 6.64 Inhibition of aromatase (unknown origin) 26469743
Aromatase IC50 = 900.0 nM 6.05 Inhibition of human placental microsome aromatase expressed in human MCF7 cells ... 25277066
Unchecked EC50 = 2795.0 nM 5.55 PUBCHEM_BIOASSAY: Luminescence Cell-Based Dose Confirmation HTS to Identify Acti... -
Unchecked EC50 = 6442.0 nM 5.19 PUBCHEM_BIOASSAY: Luminescence Cell-Based Dose Response HTS to Identify Activato... -
H4 EC50 = 26676.0 nM 4.57 PUBCHEM_BIOASSAY: Luminescence Cell-Based Dose Response HTS to Identify Activato... -
Bile salt export pump IC50 = 90000.0 nM 4.05 Inhibition of human BSEP overexpressed in Sf9 cell membrane vesicles assessed as... 23956101

Literature References

PubMed DOI Target Context # Activities
22194678 10.1371/journal.pcbi.1002310 Hepatotoxicity 14
25277066 10.1016/j.ejmech.2014.09.074 Aromatase 4
37468498 10.1038/s41467-023-40064-9 Muscarinic acetylcholine receptor M2 3
30852901 10.1021/acs.jmedchem.9b00157 Aromatase 3
37468498 10.1038/s41467-023-40064-9 Histamine H1 receptor 3
26469743 10.1016/j.ejmech.2015.09.038 Aromatase 3
37468498 10.1038/s41467-023-40064-9 5-hydroxytryptamine receptor 1A 3
37468498 10.1038/s41467-023-40064-9 Cannabinoid receptor 1 3
37468498 10.1038/s41467-023-40064-9 5-hydroxytryptamine receptor 2A 3
37468498 10.1038/s41467-023-40064-9 Alpha-1A adrenergic receptor 3
33017749 10.1016/j.ejmech.2020.112845 Aromatase 2
20876785 10.1124/dmd.110.032276 Cytochrome P450 3A4 2
20876785 10.1124/dmd.110.032276 Cytochrome P450 2B6 2
25277066 10.1016/j.ejmech.2014.09.074 MCF7 2
32302132 10.1021/acs.jmedchem.0c00101 Aromatase 2
37468498 10.1038/s41467-023-40064-9 Beta-2 adrenergic receptor 2
27160054 10.1016/j.bmc.2016.04.056 Aromatase 2
22951074 10.1021/jm300930n Aromatase 2
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
26948801 10.1016/j.drudis.2016.02.015 Homo sapiens 2

Data from ChEMBL 36 via Core Engine