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Compound Detail

CHEMBL46909

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COc1cc(/C=C/c2ccc(OC)cc2OC)cc(OC)c1

Basic Information

ChEMBL ID CHEMBL46909
Phase Preclinical
Structure Type MOL
InChI Key JDBCWSHYEQUBLW-AATRIKPKSA-N
8
Targets
30
Activities
2
Assay Types
9
PK Parameters
20
Publications
0
Known Names

Molecular Properties

300.4
MW (Da)
3.89
ALogP
4
HBA
0
HBD
36.9
PSA (Ų)
0.76
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 C18H20O4
MW 300.35
Aromatic Rings 2
Heavy Atoms 22
NP-Likeness 0.04

Activity Summary

IC50 29 meas. best 8.7
Ki 1 meas. best 8.52

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Cytochrome P450 1B1
CHEMBL4878
IC50 8.7 7.9544 2.0 9
Cytochrome P450 1B1
CHEMBL4878
Ki 8.52 8.52 3.0 1
Cytochrome P450 1A1
CHEMBL2231
IC50 8.22 6.6857 6.0 7
Unchecked
CHEMBL612545
IC50 5.89 5.89 1300.0 1
Histone deacetylase 6
CHEMBL1865
IC50 5.81 5.81 1536.0 1
Cytochrome P450 1A2
CHEMBL3356
IC50 5.62 5.5286 2394.6 7
Cytochrome P450
CHEMBL4523986
IC50 5.43 5.43 3700.0 1
ADMET
CHEMBL612558
IC50 5.25 5.175 5600.0 2
KB
CHEMBL398
IC50 5.07 5.07 8600.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 81.2 mL.min-1.g-1 Homo sapiens
CL 94.7 mL.min-1.g-1 Rattus norvegicus
CL 535.5 mL.min-1.g-1 Mus musculus
CL 73.1 mL.min-1.kg-1 Homo sapiens
CL 170.5 mL.min-1.kg-1 Rattus norvegicus
CL 2120.5 mL.min-1.kg-1 Mus musculus
T1/2 0.285 hr Homo sapiens
T1/2 0.2433 hr Rattus norvegicus
T1/2 0.04333 hr Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Cytochrome P450 1B1 IC50 = 2.0 nM 8.7 Inhibition of CYP1B1 in human liver microsomes by 7-ethoxyresorufin-O-deethylati... -
Cytochrome P450 1B1 Ki = 3.0 nM 8.52 Inhibition of human CYP1B1 using ethoxyresorufin as substrate preincubated for 3... 30503941
Cytochrome P450 1B1 IC50 = 6.0 nM 8.22 Inhibition of ethoxyresorufin O-deethylation (EROD) in bicistronic bacterial mem... 11754588
Cytochrome P450 1B1 IC50 = 6.0 nM 8.22 Inhibition of CYP1B1 (unknown origin) 36512763
Cytochrome P450 1B1 IC50 = 6.0 nM 8.22 Inhibition of recombinant human CYP1B1 expressed in Escherichia coli membranes c... 30613334
Cytochrome P450 1B1 IC50 = 6.0 nM 8.22 Inhibition of recombinant human CYP1B1 expressed in Escherichia coli DH5aplha ce... 27265259
Cytochrome P450 1A1 IC50 = 6.0 nM 8.22 Inhibition of human CYP1A1 expressed in Escherichia coli assessed as changes in ... -
Cytochrome P450 1B1 IC50 = 6.0 nM 8.22 Inhibition of recombinant human CYP1B1 expressed in Escherichia coli DH5alpha us... 28458135
Cytochrome P450 1B1 IC50 = 8.225 nM 8.09 Inhibition of recombinant human CYP1B1 using 7-ethyl-0-resorufin as substrate in... 36512763
Cytochrome P450 1B1 IC50 = 66.0 nM 7.18 Inhibition of CYP1B1 (unknown origin) expressed in HEK293-T-REx cells co-express... 36520541
Cytochrome P450 1A1 IC50 = 209.31 nM 6.68 Inhibition of recombinant human CYP1A1 using 7-ethyl-0-resorufin as substrate in... 36512763
Cytochrome P450 1B1 IC50 = 300.0 nM 6.52 Inhibition of human CYP1B1 expressed in Escherichia coli assessed as changes in ... -
Cytochrome P450 1A1 IC50 = 300.0 nM 6.52 Inhibition of CYP1A1 (unknown origin) 36512763
Cytochrome P450 1A1 IC50 = 300.0 nM 6.52 Inhibition of recombinant human CYP1A1 expressed in Escherichia coli DH5alpha us... 28458135
Cytochrome P450 1A1 IC50 = 300.0 nM 6.52 Inhibition of ethoxyresorufin O-deethylation (EROD) in bicistronic bacterial mem... 11754588
Cytochrome P450 1A1 IC50 = 300.0 nM 6.52 Inhibition of recombinant human CYP1A1 expressed in Escherichia coli membranes c... 30613334
Unchecked IC50 = 1300.0 nM 5.89 Cytotoxicity against HEK293-T-REx cells assessed as reduction in cell viability ... 36520541
Cytochrome P450 1A1 IC50 = 1500.0 nM 5.82 Inhibition of CYP1A1 (unknown origin) expressed in HEK293-T-REx cells co-express... 36520541
Histone deacetylase 6 IC50 = 1536.0 nM 5.81 Determination of IC50 values for inhibition of enzymatic assay of human HDAC6 wi... -
Cytochrome P450 1A2 IC50 = 2394.6 nM 5.62 Inhibition of recombinant human CYP1A2 using 7-ethyl-0-resorufin as substrate in... 36512763

Literature References

Data from ChEMBL 36 via Core Engine