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Compound Detail

CHEMBL459129

AURICULASIN
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CC(C)=CCc1c2c(c(O)c3c(=O)c(-c4ccc(O)c(O)c4)coc13)C=CC(C)(C)O2

Basic Information

ChEMBL ID CHEMBL459129
Name AURICULASIN
Phase Preclinical
Structure Type MOL
InChI Key PSEBCAMYGWGJMH-UHFFFAOYSA-N
2
Targets
4
Activities
2
Assay Types
0
PK Parameters
8
Publications
0
Known Names

Molecular Properties

420.5
MW (Da)
5.27
ALogP
6
HBA
3
HBD
100.1
PSA (Ų)
0.39
QED
1
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 C25H24O6
MW 420.46
Aromatic Rings 3
Heavy Atoms 31
NP-Likeness 2.64

Activity Summary

IC50 2 meas. best 6.52
Ki 2 meas. best 6.89

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Sialidase
CHEMBL5189
Ki 6.89 6.89 130.0 1
Sialidase
CHEMBL5189
IC50 6.52 6.52 300.0 1
Tyrosine-protein phosphatase non-receptor type 1
CHEMBL335
IC50 5.44 5.44 3600.0 1
Tyrosine-protein phosphatase non-receptor type 1
CHEMBL335
Ki 5.36 5.36 4400.0 1

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
15270565 10.1021/np030554q Mus musculus 6
24054487 10.1016/j.bmc.2013.08.049 Sialidase 3
26704263 10.1016/j.bmcl.2015.12.021 Tyrosine-protein phosphatase non-receptor type 1 2
30106294 10.1021/acs.jnatprod.8b00321 Staphylococcus aureus 1
30106294 10.1021/acs.jnatprod.8b00321 Staphylococcus epidermidis 1
30106294 10.1021/acs.jnatprod.8b00321 Bacillus subtilis 1
30106294 10.1021/acs.jnatprod.8b00321 Salmonella typhimurium 1
30106294 10.1021/acs.jnatprod.8b00321 Pseudomonas aeruginosa 1

Data from ChEMBL 36 via Core Engine