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Compound Detail

CHEMBL392438

LIPOXIN A4
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CCCCC[C@H](O)/C=C/C=C\C=C\C=C\[C@@H](O)[C@@H](O)CCCC(=O)O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL392438
Name LIPOXIN A4
Phase Preclinical
Structure Type MOL
InChI Key IXAQOQZEOGMIQS-SSQFXEBMSA-N
3
Targets
11
Activities
2
Assay Types
0
PK Parameters
11
Publications
0
Known Names

Molecular Properties

352.5
MW (Da)
3.13
ALogP
4
HBA
4
HBD
98.0
PSA (Ų)
0.28
QED
0
Ro5 Violations
14
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C20H32O5
MW 352.47
Aromatic Rings 0
Heavy Atoms 25
NP-Likeness 1.76

Activity Summary

IC50 10 meas. best 10.22
EC50 1 meas. best 8.3

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Nuclear factor NF-kappa-B complex
CHEMBL2094258
 IC50 10.22 10.22 0.1 1
N-formyl peptide receptor 2
CHEMBL4227
 IC50 8.77 8.13 1.7 6
THP-1
CHEMBL614245
 EC50 8.3 8.3 5.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Nuclear factor NF-kappa-B complex IC50 = 0.06 nM 10.22 Inhibition of LPS-induced NF-kappaB activation in human THP-1 monocytes expressi... 34138563
N-formyl peptide receptor 2 IC50 = 1.7 nM 8.77 Agonist activity at ALX/FPR2 in human THP1 cells harboring NF-kB-Luc assessed as... 30419493
N-formyl peptide receptor 2 IC50 = 1.8 nM 8.74 Agonist activity at ALX/FPR2 in human THP1 cells harboring NF-kB-Luc assessed as... 30419493
THP-1 EC50 = 5.0 nM 8.3 Induction of phagocytosis in human THP-1-MF0 macrophages pretreated for 30 mins ... 34138563
N-formyl peptide receptor 2 IC50 = 7.7 nM 8.11 Agonist activity at ALX/FPR2 in human THP1 cells harboring NF-kB-Luc assessed as... 30419493
N-formyl peptide receptor 2 IC50 = 11.8 nM 7.93 Agonist activity at ALX/FPR2 in human THP1 cells harboring NF-kB-Luc assessed as... 30419493
N-formyl peptide receptor 2 IC50 = 22.2 nM 7.65 Agonist activity at ALX/FPR2 in human THP1 cells harboring NF-kB-Luc assessed as... 30419493
N-formyl peptide receptor 2 IC50 = 26.3 nM 7.58 Agonist activity at ALX/FPR2 in human THP1 cells harboring NF-kB-Luc assessed as... 30419493

Literature References

PubMed DOI Target Context # Activities
30419493 10.1016/j.ejmech.2018.10.049 N-formyl peptide receptor 2 29
34138563 10.1021/acs.jmedchem.1c00403 THP-1 11
30419493 10.1016/j.ejmech.2018.10.049 Mus musculus 4
34138563 10.1021/acs.jmedchem.1c00403 Nuclear factor NF-kappa-B complex 3
17960922 10.1021/jm060270d THP-1 2
18249111 10.1016/j.bmcl.2008.01.013 ADMET 2
17244615 10.1074/jbc.m609212200 Unchecked 1
30419493 10.1016/j.ejmech.2018.10.049 Unchecked 1
30419493 10.1016/j.ejmech.2018.10.049 J774.1 1
30419493 10.1016/j.ejmech.2018.10.049 HEK293 1
34138563 10.1021/acs.jmedchem.1c00403 Unchecked 1

Data from ChEMBL 36 via Core Engine