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Compound Detail

CHEMBL589586

MONOMETHYL FUMARATE
💊 Approved Drug
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💊 Approved Drug
COC(=O)/C=C/C(=O)O

Basic Information

ChEMBL ID CHEMBL589586
Name MONOMETHYL FUMARATE
Phase Approved
Structure Type MOL
InChI Key NKHAVTQWNUWKEO-NSCUHMNNSA-N
Therapeutic ✓ Yes

Known Names

Bafiertam Fumarate de monomethyle Fumarato de monometilo Fumaric acid monomethyl ester Monomethyl fumarate NSC-523835
2
Targets
4
Activities
3
Assay Types
0
PK Parameters
14
Publications
6
Known Names
2
Indications
1
Mechanisms

Molecular Properties

130.1
MW (Da)
-0.20
ALogP
3
HBA
1
HBD
63.6
PSA (Ų)
0.41
QED
0
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 2020
Availability Prescription
Chirality Achiral

Routes of Administration

Oral

Flags

Natural Product
USAN Year 2018

Extended Properties

Molecular Formula C5H6O4
MW 130.10
Aromatic Rings 0
Heavy Atoms 9
NP-Likeness 0.97

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Kelch-like ECH-associated protein 1 inhibitor INHIBITOR Kelch-like ECH-associated protein 1

Indications

Multiple Sclerosis Multiple Sclerosis, Relapsing-Remitting

Activity Summary

IC50 2 meas. best 9.02
EC50 1 meas.
Ki 1 meas. best 6.75

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Hydroxycarboxylic acid receptor 2
CHEMBL3785
IC50 9.02 9.02 1.0 1
Hydroxycarboxylic acid receptor 2
CHEMBL3785
Ki 6.75 6.75 180.0 1
THP-1
CHEMBL614245
IC50 4.72 4.72 18890.0 1

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
19962903 10.1016/j.bmc.2009.11.021 Unchecked 4
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
19962903 10.1016/j.bmc.2009.11.021 Carbonic anhydrase 5B, mitochondrial 1
19962903 10.1016/j.bmc.2009.11.021 Carbonic anhydrase 5A, mitochondrial 1
19962903 10.1016/j.bmc.2009.11.021 Carbonic anhydrase 2 1
19962903 10.1016/j.bmc.2009.11.021 Carbonic anhydrase 1 1
21167710 10.1016/j.bmcl.2010.11.091 Hydroxycarboxylic acid receptor 2 1
23647822 10.1016/j.bmc.2013.04.019 Nuclear factor erythroid 2-related factor 2 1
- 10.6019/CHEMBL3301361 ADMET 1
32163284 10.1021/acs.jnatprod.9b00560 RAW264.7 1
37187090 10.1016/j.ejmech.2023.115433 Nuclear factor erythroid 2-related factor 2 1
38116420 10.1021/acsmedchemlett.3c00336 Nuclear factor erythroid 2-related factor 2 1
38116420 10.1021/acsmedchemlett.3c00336 THP-1 1
38116420 10.1021/acsmedchemlett.3c00336 Hydroxycarboxylic acid receptor 2 1

Data from ChEMBL 36 via Core Engine