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Compound Detail

CHEMBL491174

PRUNETIN
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COc1cc(O)c2c(=O)c(-c3ccc(O)cc3)coc2c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL491174
Name PRUNETIN
Phase Preclinical
Structure Type MOL
InChI Key KQMVAGISDHMXJJ-UHFFFAOYSA-N
3
Targets
3
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

284.3
MW (Da)
2.88
ALogP
5
HBA
2
HBD
79.9
PSA (Ų)
0.76
QED
0
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C16H12O5
MW 284.27
Aromatic Rings 3
Heavy Atoms 21
NP-Likeness 1.14

Activity Summary

IC50 2 meas. best 4.98
Ki 1 meas. best 6.35

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Aldehyde dehydrogenase, mitochondrial
CHEMBL1935
 Ki 6.35 6.35 450.0 1
Nitric oxide synthase, inducible
CHEMBL3464
 IC50 4.98 4.98 10500.0 1
Trypanosoma brucei brucei
CHEMBL612851
 IC50 4.7 4.7 20200.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Aldehyde dehydrogenase, mitochondrial Ki = 450.0 nM 6.35 Inhibition of human recombinant ALDH2 18613661
Nitric oxide synthase, inducible IC50 = 10500.0 nM 4.98 Inhibition of iNOS-mediated NO production in LPS-stimulated mouse RAW264.7 cells... 22148193
Trypanosoma brucei brucei IC50 = 20200.0 nM 4.7 Antitrypanosomal activity against Trypanosoma brucei brucei MITat 1.2 variant 22... 16441066

Literature References

PubMed DOI Target Context # Activities
7769390 10.1021/np50116a009 DNA topoisomerase 2-alpha 4
30199256 10.1021/acs.jnatprod.8b00131 Progesterone receptor 4
33412152 10.1016/j.bmcl.2021.127775 C2C12 4
7769390 10.1021/np50116a009 Unchecked 2
24900787 10.1021/ml400397k Unchecked 2
22148193 10.1021/np100874f Nitric oxide synthase, inducible 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
19592245 10.1016/j.bmcl.2009.06.073 Glucocorticoid receptor 2
19592245 10.1016/j.bmcl.2009.06.073 Androgen receptor 2
18613661 10.1021/jm800488j Aldehyde dehydrogenase, mitochondrial 1
21265557 10.1021/np1005218 Aspergillus niger 1
21265557 10.1021/np1005218 Pseudomonas aeruginosa 1
21265557 10.1021/np1005218 Klebsiella pneumoniae 1
21265557 10.1021/np1005218 Staphylococcus aureus 1
33412152 10.1016/j.bmcl.2021.127775 Tyrosine-protein phosphatase non-receptor type 1 1
16441066 10.1021/np0502600 Vero 1
21907578 10.1016/j.bmcl.2011.08.077 Unchecked 1
16441066 10.1021/np0502600 Trypanosoma brucei brucei 1
22148193 10.1021/np100874f RAW264.7 1
16441066 10.1021/np0502600 Leishmania donovani 1

Data from ChEMBL 36 via Core Engine