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Compound Detail

CHEMBL188181

3,5-O-DIMETHYLPINOSYLVIN
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COc1cc(/C=C/c2ccccc2)cc(OC)c1

Basic Information

ChEMBL ID CHEMBL188181
Name 3,5-O-DIMETHYLPINOSYLVIN
Phase Preclinical
Structure Type MOL
InChI Key BIYGTLDPTJMNET-CMDGGOBGSA-N
3
Targets
4
Activities
2
Assay Types
0
PK Parameters
15
Publications
0
Known Names

Molecular Properties

240.3
MW (Da)
3.87
ALogP
2
HBA
0
HBD
18.5
PSA (Ų)
0.76
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C16H16O2
MW 240.30
Aromatic Rings 2
Heavy Atoms 18
NP-Likeness 0.03

Activity Summary

IC50 3 meas. best 7.0
EC50 1 meas. best 5.77

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
RAW264.7
CHEMBL612557
IC50 7.0 7.0 100.0 1
Transient receptor potential cation channel subfamily A member 1
CHEMBL5160
EC50 5.77 5.77 1700.0 1
Transient receptor potential cation channel subfamily A member 1
CHEMBL5160
IC50 5.47 5.47 3400.0 1
Acetylcholinesterase
CHEMBL4078
IC50 5.05 5.05 9000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
26750258 10.1016/j.bmcl.2015.12.065 Transient receptor potential cation channel subfamily A member 1 3
11421729 10.1021/np000597w Cladosporium cucumerinum 2
18849164 10.1016/j.bmcl.2008.09.085 Staphylococcus aureus 2
26750258 10.1016/j.bmcl.2015.12.065 Transient receptor potential cation channel subfamily V member 1 2
28576617 10.1016/j.bmcl.2017.05.025 Transient receptor potential cation channel subfamily A member 1 2
15501064 10.1016/j.bmcl.2004.09.022 RAW264.7 1
11421729 10.1021/np000597w Aedes aegypti 1
18849164 10.1016/j.bmcl.2008.09.085 Mycolicibacterium smegmatis 1
18849164 10.1016/j.bmcl.2008.09.085 Escherichia coli 1
18849164 10.1016/j.bmcl.2008.09.085 Bacillus cereus 1
23134335 10.1021/np300660y Acetylcholinesterase 1
23134335 10.1021/np300660y KB 1
21314127 10.1021/jf104742n Phomopsis obscurans 1
21314127 10.1021/jf104742n No relevant target 1
27426305 10.1016/j.bmcl.2016.07.018 No relevant target 1

Data from ChEMBL 36 via Core Engine