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Compound Detail

CHEMBL463675

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COc1cc([C@@H]2CC(=O)c3c(cc(O)c(C/C=C(\C)CCC=C(C)C)c3O)O2)cc(O)c1O

Basic Information

ChEMBL ID CHEMBL463675
Phase Preclinical
Structure Type MOL
InChI Key UKCODVXNYJFPIN-OMKLEDIQSA-N
7
Targets
7
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

454.5
MW (Da)
5.46
ALogP
7
HBA
4
HBD
116.5
PSA (Ų)
0.32
QED
1
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C26H30O7
MW 454.52
Aromatic Rings 2
Heavy Atoms 33
NP-Likeness 2.34

Activity Summary

EC50 4 meas. best 5.33
IC50 3 meas. best 7.22

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Polyunsaturated fatty acid 5-lipoxygenase
CHEMBL215
IC50 7.22 7.22 60.0 1
Prostaglandin G/H synthase 1
CHEMBL2949
IC50 5.48 5.48 3300.0 1
BJ
CHEMBL614358
EC50 5.33 5.33 4700.0 1
U-266
CHEMBL2366315
EC50 5.26 5.26 5500.0 1
RPMI-8226
CHEMBL614882
EC50 5.14 5.14 7300.0 1
HeLa
CHEMBL399
EC50 5.13 5.13 7400.0 1
Prostaglandin G/H synthase 2
CHEMBL230
IC50 4.97 4.97 10600.0 1

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
28322565 10.1021/acs.jnatprod.6b01011 Polyunsaturated fatty acid 5-lipoxygenase 3
28322565 10.1021/acs.jnatprod.6b01011 Prostaglandin G/H synthase 2 2
20192247 10.1021/np900681y MCF7 1
28322565 10.1021/acs.jnatprod.6b01011 Unchecked 1
28322565 10.1021/acs.jnatprod.6b01011 Prostaglandin G/H synthase 1 1
20192247 10.1021/np900681y THP-1 1
20192247 10.1021/np900681y BJ 1
20192247 10.1021/np900681y HeLa 1
20192247 10.1021/np900681y U-266 1
20192247 10.1021/np900681y RPMI-8226 1
20192247 10.1021/np900681y CCRF-CEM 1
18293924 10.1021/np070446u Escherichia coli 1
18293924 10.1021/np070446u Staphylococcus epidermidis 1
18293924 10.1021/np070446u Staphylococcus aureus 1
18293924 10.1021/np070446u Listeria monocytogenes 1
18293924 10.1021/np070446u Enterococcus faecalis 1
18293924 10.1021/np070446u Bacillus subtilis 1
18293924 10.1021/np070446u Bacillus cereus 1
18293924 10.1021/np070446u Candida albicans 1
18293924 10.1021/np070446u Salmonella enteritidis 1

Data from ChEMBL 36 via Core Engine