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Compound Detail

CHEMBL459546

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COC(=O)[C@@]12OC[C@]34[C@H]([C@@H](O)[C@@H]1O)[C@@]1(C)CC(=O)C(O)=C(C)[C@@H]1C[C@H]3OC(=O)[C@H](OC(=O)C=C(C)C)[C@@H]24

Basic Information

ChEMBL ID CHEMBL459546
Phase Preclinical
Structure Type MOL
InChI Key ZZZYHIMVKOHVIH-VILODJCFSA-N
7
Targets
7
Activities
1
Assay Types
0
PK Parameters
13
Publications
0
Known Names

Molecular Properties

520.5
MW (Da)
0.52
ALogP
11
HBA
3
HBD
165.9
PSA (Ų)
0.27
QED
2
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 C26H32O11
MW 520.53
Aromatic Rings 0
Heavy Atoms 37
NP-Likeness 3.63

Activity Summary

IC50 7 meas. best 7.54

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Nuclear factor erythroid 2-related factor 2
CHEMBL1075094
IC50 7.54 7.54 29.2 1
SARS-CoV-2
CHEMBL4303835
IC50 7.31 7.31 49.0 1
HCT-116
CHEMBL394
IC50 7.17 7.17 67.0 1
MDA-MB-231
CHEMBL400
IC50 7.09 7.09 81.0 1
MCF7
CHEMBL387
IC50 7.08 7.08 83.0 1
SW1990
CHEMBL1075592
IC50 7.0 7.0 100.0 1
PANC-1
CHEMBL614139
IC50 6.44 6.44 360.0 1

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
32971261 10.1016/j.bmcl.2020.127553 ADMET 7
32971261 10.1016/j.bmcl.2020.127553 Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform 6
32971261 10.1016/j.bmcl.2020.127553 Unchecked 2
31270017 10.1016/j.bmcl.2019.06.049 Nuclear factor erythroid 2-related factor 2 1
32971261 10.1016/j.bmcl.2020.127553 No relevant target 1
33289552 10.1021/acs.jmedchem.0c01449 HCT-116 1
33289552 10.1021/acs.jmedchem.0c01449 PANC-1 1
33289552 10.1021/acs.jmedchem.0c01449 SW1990 1
33289552 10.1021/acs.jmedchem.0c01449 MCF7 1
33289552 10.1021/acs.jmedchem.0c01449 MDA-MB-231 1
33248849 10.1016/j.ejmech.2020.113030 HT-29 1
36399766 10.1021/acs.jnatprod.2c00736 SARS-CoV-2 1
37172476 10.1016/j.ejmech.2023.115415 PC-12 1

Data from ChEMBL 36 via Core Engine