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Compound Detail

CHEMBL3596977

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COc1cc(/C=C/c2ccccc2)c(C(=O)O)c(O)c1CC=C(C)C
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL3596977
Phase Preclinical
Structure Type MOL
InChI Key XPDYDSQPCFQSLH-ZHACJKMWSA-N
3
Targets
6
Activities
1
Assay Types
0
PK Parameters
18
Publications
0
Known Names

Molecular Properties

338.4
MW (Da)
4.78
ALogP
3
HBA
2
HBD
66.8
PSA (Ų)
0.59
QED
0
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C21H22O4
MW 338.40
Aromatic Rings 2
Heavy Atoms 25
NP-Likeness 1.27

Activity Summary

EC50 6 meas. best 5.52

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Hepatitis C virus
CHEMBL379
 EC50 5.52 5.3 3030.0 4
Unchecked
CHEMBL612545
 EC50 5.5 5.5 3170.0 1
Human coronavirus OC43
CHEMBL5209665
 EC50 4.65 4.65 22220.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Hepatitis C virus EC50 = 3030.0 nM 5.52 Antiviral activity against wild-type HCV J6/JFH/JC1 infected in human Huh7.5 cel... 27783522
Unchecked EC50 = 3170.0 nM 5.5 Antiviral activity against HCV subtype 2a J6/JFH/JC1 infected in human Huh7.5 ce... 27783522
Hepatitis C virus EC50 = 3800.0 nM 5.42 Antiviral activity against HCV J6/JFH/JC1 harboring D168V mutant infected in hum... 27783522
Hepatitis C virus EC50 = 6440.0 nM 5.19 Antiviral activity against HCV J6/JFH/JC1 harboring A156T mutant infected in hum... 27783522
Hepatitis C virus EC50 = 8590.0 nM 5.07 Antiviral activity against HCV J6/JFH/JC1 harboring S282T mutant infected in hum... 27783522
Human coronavirus OC43 EC50 = 22220.0 nM 4.65 Antiviral activity against HCoV-OC43 infected in human NCI-H460 cells treated fo... 37813064

Literature References

PubMed DOI Target Context # Activities
27783522 10.1021/acs.jmedchem.6b01301 Hepatitis C virus 14
34274830 10.1016/j.ejmech.2021.113691 Staphylococcus aureus 12
27783522 10.1021/acs.jmedchem.6b01301 Unchecked 12
26093280 10.1016/j.ejmech.2015.06.008 Staphylococcus aureus 10
27783522 10.1021/acs.jmedchem.6b01301 Chondroitin sulfate N-acetylgalactosaminyltransferase 1 6
31255927 10.1016/j.ejmech.2019.06.034 RAW264.7 3
37813064 10.1016/j.ejmech.2023.115831 Human coronavirus OC43 1
26093280 10.1016/j.ejmech.2015.06.008 Bacillus subtilis 1
37813064 10.1016/j.ejmech.2023.115831 NCI-H460 1
34274830 10.1016/j.ejmech.2021.113691 Enterococcus faecalis 1
34274830 10.1016/j.ejmech.2021.113691 Pseudomonas aeruginosa 1
34274830 10.1016/j.ejmech.2021.113691 Escherichia coli 1
30444360 10.1021/acs.jnatprod.8b00315 Pseudomonas aeruginosa 1
31550154 10.1021/acs.jnatprod.9b00519 RAW264.7 1
26093280 10.1016/j.ejmech.2015.06.008 Pseudomonas aeruginosa 1
26093280 10.1016/j.ejmech.2015.06.008 Proteus vulgaris 1
26093280 10.1016/j.ejmech.2015.06.008 Escherichia coli 1
26093280 10.1016/j.ejmech.2015.06.008 Staphylococcus epidermidis 1

Data from ChEMBL 36 via Core Engine