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Compound Detail

CHEMBL477692

BOLINAQUINONE
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COC1=CC(=O)C(O)=C(C[C@@]2(C)CC[C@]3(C)C(C)=CCC[C@H]3[C@H]2C)C1=O

Basic Information

ChEMBL ID CHEMBL477692
Name BOLINAQUINONE
Phase Preclinical
Structure Type MOL
InChI Key PYUXUMSQSVWNDS-NSAJDELNSA-N
6
Targets
6
Activities
1
Assay Types
0
PK Parameters
12
Publications
0
Known Names

Molecular Properties

358.5
MW (Da)
4.67
ALogP
4
HBA
1
HBD
63.6
PSA (Ų)
0.59
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C22H30O4
MW 358.48
Aromatic Rings 0
Heavy Atoms 26
NP-Likeness 3.06

Activity Summary

IC50 6 meas. best 7.0

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Phospholipase A2
CHEMBL4807
IC50 7.0 7.0 100.0 1
Phospholipase A2, membrane associated
CHEMBL3474
IC50 6.7 6.7 200.0 1
Phospholipase A2, major isoenzyme
CHEMBL4715
IC50 6.4 6.4 400.0 1
RAW264.7
CHEMBL612557
IC50 5.28 5.28 5200.0 1
Neutrophil
CHEMBL613710
IC50 5.28 5.28 5200.0 1
HeLa
CHEMBL399
IC50 5.26 5.26 5450.0 1

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
11374954 10.1021/np000637w Neutrophil 3
11374954 10.1021/np000637w Phospholipase A2, major isoenzyme 2
11374954 10.1021/np000637w Phospholipase A2, membrane associated 2
11374954 10.1021/np000637w Phospholipase A2 2
11374954 10.1021/np000637w Acidic phospholipase A2 2 1
11374954 10.1021/np000637w Cytosolic phospholipase A2 1
11374954 10.1021/np000637w ADMET 1
19091557 10.1016/j.bmcl.2008.11.068 Human immunodeficiency virus 1 1
19091557 10.1016/j.bmcl.2008.11.068 HeLa 1
19414266 10.1016/j.bmc.2009.04.025 HT-22 1
21163556 10.1016/j.ejmech.2010.11.028 RAW264.7 1
24865416 10.1016/j.bmcl.2014.04.116 DU-145 1

Data from ChEMBL 36 via Core Engine