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Compound Detail

CHEMBL1688457

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O=C(O)CCc1ccc(OCc2cccc(-c3ccccc3)c2)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL1688457
Phase Preclinical
Structure Type MOL
InChI Key MGJFEYSWQNHPIL-UHFFFAOYSA-N
4
Targets
8
Activities
2
Assay Types
0
PK Parameters
13
Publications
0
Known Names

Molecular Properties

332.4
MW (Da)
4.95
ALogP
2
HBA
1
HBD
46.5
PSA (Ų)
0.67
QED
0
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C22H20O3
MW 332.40
Aromatic Rings 3
Heavy Atoms 25
NP-Likeness -0.26

Activity Summary

EC50 6 meas. best 7.12
IC50 2 meas. best 5.13

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Free fatty acid receptor 1
CHEMBL4422
 EC50 7.12 6.772 75.0 5
Free fatty acid receptor 4
CHEMBL5339
 EC50 5.62 5.62 2398.8 1
Aldo-keto reductase family 1 member B1
CHEMBL1900
 IC50 5.13 5.13 7400.0 1
Unchecked
CHEMBL612545
 IC50 5.13 5.13 7400.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Free fatty acid receptor 1 EC50 = 75.0 nM 7.12 Agonist activity at GPR40 (unknown origin) 32008883
Free fatty acid receptor 1 EC50 = 75.0 nM 7.12 Agonist activity at human GRP40 expressed in HEK293 cells incubated for 40 mins ... 38039791
Free fatty acid receptor 1 EC50 = 134.9 nM 6.87 Agonist activity at human FFA1 transfected in 1321N1 cells assessed as calcium m... 24900217
Free fatty acid receptor 1 EC50 = 260.0 nM 6.58 Agonist activity against human GPR40 expressed in CHO cells assessed as increase... 21319751
Free fatty acid receptor 1 EC50 = 676.08 nM 6.17 Agonist activity at FFAR1 expressed in HEK 293 cells assessed as beta-arrestin r... 22519963
Free fatty acid receptor 4 EC50 = 2398.83 nM 5.62 Agonist activity at GPR120 expressed in HEK 293 cells assessed as beta-arrestin ... 22519963
Unchecked IC50 = 7400.0 nM 5.13 Inhibition of AKR1B (unknown origin) 32008883
Aldo-keto reductase family 1 member B1 IC50 = 7400.0 nM 5.13 Inhibition of human recombinant AKR1B1 38039791

Literature References

PubMed DOI Target Context # Activities
24900217 10.1021/ml100106c Free fatty acid receptor 1 2
24900217 10.1021/ml100106c Peroxisome proliferator-activated receptor gamma 2
22519963 10.1021/jm300215x Free fatty acid receptor 4 2
22519963 10.1021/jm300215x Free fatty acid receptor 1 2
21319751 10.1021/jm101405t Free fatty acid receptor 1 1
21319751 10.1021/jm101405t No relevant target 1
24900217 10.1021/ml100106c Free fatty acid receptor 3 1
24900217 10.1021/ml100106c Free fatty acid receptor 2 1
24900217 10.1021/ml100106c Unchecked 1
32008883 10.1016/j.bmc.2019.115263 Unchecked 1
32008883 10.1016/j.bmc.2019.115263 Free fatty acid receptor 1 1
38039791 10.1016/j.ejmech.2023.115990 Aldo-keto reductase family 1 member B1 1
38039791 10.1016/j.ejmech.2023.115990 Free fatty acid receptor 1 1

Data from ChEMBL 36 via Core Engine