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Compound Detail

CHEMBL2177146

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COc1ccc(CC(=O)c2ccc3c(c2OC)C=CC(C)(C)O3)cc1OC

Basic Information

ChEMBL ID CHEMBL2177146
Phase Preclinical
Structure Type MOL
InChI Key TZRPLTHVBYHDBJ-UHFFFAOYSA-N
6
Targets
7
Activities
1
Assay Types
0
PK Parameters
14
Publications
0
Known Names

Molecular Properties

368.4
MW (Da)
4.32
ALogP
5
HBA
0
HBD
54.0
PSA (Ų)
0.71
QED
0
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C22H24O5
MW 368.43
Aromatic Rings 2
Heavy Atoms 27
NP-Likeness 1.23

Activity Summary

IC50 7 meas. best 7.05

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Heat shock protein HSP 90-alpha
CHEMBL3880
IC50 7.05 7.05 90.0 1
NON-PROTEIN TARGET
CHEMBL3879801
IC50 6.85 6.85 140.0 1
NCI-H1299
CHEMBL612255
IC50 6.85 5.89 140.0 2
Hypoxia-inducible factor 1-alpha
CHEMBL4261
IC50 5.67 5.67 2150.0 1
A549
CHEMBL392
IC50 5.22 5.22 6000.0 1
MCF7
CHEMBL387
IC50 5.16 5.16 6880.0 1

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
23186287 10.1021/jm301488q Danio rerio 6
30784881 10.1016/j.ejmech.2019.02.014 NCI-H1299 4
23186287 10.1021/jm301488q Heat shock protein HSP 90-beta 3
26392052 10.1016/j.bmcl.2015.07.063 Signal transducer and activator of transcription 3 2
30252468 10.1021/acs.jmedchem.8b00971 Mus musculus 2
23186287 10.1021/jm301488q NON-PROTEIN TARGET 1
26457742 10.1016/j.ejmech.2015.09.033 Hypoxia-inducible factor 1-alpha 1
27745993 10.1016/j.bmc.2016.09.067 Heat shock protein HSP90 1
30252468 10.1021/acs.jmedchem.8b00971 Hypoxia-inducible factor 1-alpha 1
30784881 10.1016/j.ejmech.2019.02.014 MCF7 1
30784881 10.1016/j.ejmech.2019.02.014 A549 1
30784881 10.1016/j.ejmech.2019.02.014 Heat shock protein HSP 90-alpha 1
31663736 10.1021/acs.jmedchem.9b00940 NCI-H1299 1
36549397 10.1016/j.bmcl.2022.129111 NCI-H1299 1

Data from ChEMBL 36 via Core Engine