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Compound Detail

CHEMBL140796

ISOPIMPINELLIN
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COc1c2ccoc2c(OC)c2oc(=O)ccc12
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL140796
Name ISOPIMPINELLIN
Phase Preclinical
Structure Type MOL
InChI Key DFMAXQKDIGCMTL-UHFFFAOYSA-N
5
Targets
9
Activities
3
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

246.2
MW (Da)
2.56
ALogP
5
HBA
0
HBD
61.8
PSA (Ų)
0.65
QED
0
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C13H10O5
MW 246.22
Aromatic Rings 3
Heavy Atoms 18
NP-Likeness 1.25

Activity Summary

IC50 5 meas. best 7.7
Ki 3 meas. best 7.92
EC50 1 meas. best 4.86

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Cytochrome P450 1A1
CHEMBL2231
 Ki 7.92 7.92 12.0 1
Cytochrome P450 1A1
CHEMBL2231
 IC50 7.7 7.7 20.0 1
Cytochrome P450 1A2
CHEMBL3356
 Ki 7.55 7.55 28.0 1
Cytochrome P450 1A2
CHEMBL3356
 IC50 7.4 7.4 40.0 1
Cytochrome P450 1B1
CHEMBL4878
 IC50 5.2 5.2 6380.0 1
Unchecked
CHEMBL612545
 IC50 5.03 5.03 9400.0 1
Cytochrome P450 1B1
CHEMBL4878
 Ki 4.96 4.96 11000.0 1
Cytochrome P450 1A1
CHEMBL2231
 EC50 4.86 4.86 13800.0 1
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 4.0 4.0 99800.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Cytochrome P450 1A1 Ki = 12.0 nM 7.92 Inhibition of human recombinant CYP1A1 expressed in HEK293 cells using 7-ethoxyr... 30108931
Cytochrome P450 1A1 IC50 = 20.0 nM 7.7 Inhibition of human recombinant CYP1A1 expressed in HEK293 cells using 7-ethoxyr... 30108931
Cytochrome P450 1A2 Ki = 28.0 nM 7.55 Inhibition of human recombinant CYP1A2 expressed in HEK293 cells using 3-cyano-7... 30108931
Cytochrome P450 1A2 IC50 = 40.0 nM 7.4 Inhibition of human recombinant CYP1A2 expressed in HEK293 cells using 3-cyano-7... 30108931
Cytochrome P450 1B1 IC50 = 6380.0 nM 5.2 Inhibition of human recombinant CYP1B1 expressed in HEK293 cells using 7-ethoxyr... 30108931
Unchecked IC50 = 9400.0 nM 5.03 Inhibition of serum-opsonized zymosan-induced oxidative burst in whole blood (un... 26711890
Cytochrome P450 1B1 Ki = 11000.0 nM 4.96 Competitive inhibition of CYP1B1 (unknown origin) expressed in yeast microsomes ... 28458135
Cytochrome P450 1A1 EC50 = 13800.0 nM 4.86 Inhibition of human recombinant CYP1A1 expressed in adherent HEK293 cells assess... 30108931
NON-PROTEIN TARGET IC50 = 99800.0 nM 4.0 Cytotoxicity against human PC3 cells after 3 days by MTT assay 26711890

Literature References

PubMed DOI Target Context # Activities
16441065 10.1021/np058080d Unchecked 6
30108931 10.1039/C7MD00388A Cytochrome P450 1A1 5
9804693 10.1021/jm981032o ADMET 3
30108931 10.1039/C7MD00388A Cytochrome P450 1A2 3
36731248 10.1016/j.bmc.2023.117187 Staphylococcus aureus 3
30108931 10.1039/C7MD00388A Cytochrome P450 1B1 2
9804693 10.1021/jm981032o Nucleic Acid 2
30108931 10.1039/C7MD00388A Cytochrome P450 2D6 2
30108931 10.1039/C7MD00388A Cytochrome P450 3A4 2
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
26711890 10.1016/j.bmcl.2015.12.028 NON-PROTEIN TARGET 2
30108931 10.1039/C7MD00388A Cytochrome P450 2C9 2
21625478 10.1371/journal.pone.0019825 Polymerase acidic protein 2
22222157 10.1016/j.bmc.2011.12.002 Beta-secretase 1 2
30108931 10.1039/C7MD00388A Cytochrome P450 2C19 2
4009182 10.1021/np50037a032 Rattus norvegicus 2
26711890 10.1016/j.bmcl.2015.12.028 Unchecked 1
26711890 10.1016/j.bmcl.2015.12.028 Bacillus subtilis 1
26711890 10.1016/j.bmcl.2015.12.028 Staphylococcus aureus 1
26711890 10.1016/j.bmcl.2015.12.028 Escherichia coli 1

Data from ChEMBL 36 via Core Engine