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Compound Detail

CHEMBL2337127

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COc1cc(CCc2ccccc2)c(C(=O)O)c(O)c1C/C=C(\C)CCC=C(C)C
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL2337127
Phase Preclinical
Structure Type MOL
InChI Key DKNIJLWIVUCTHW-CPNJWEJPSA-N
7
Targets
10
Activities
3
Assay Types
0
PK Parameters
13
Publications
0
Known Names

Molecular Properties

408.5
MW (Da)
6.12
ALogP
3
HBA
2
HBD
66.8
PSA (Ų)
0.46
QED
1
Ro5 Violations
10
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C26H32O4
MW 408.54
Aromatic Rings 2
Heavy Atoms 30
NP-Likeness 1.68

Activity Summary

IC50 5 meas. best 4.89
Kd 3 meas. best 7.72
EC50 2 meas. best 7.3

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Peroxisome proliferator-activated receptor gamma
CHEMBL235
 Kd 7.72 7.72 19.0 1
Peroxisome proliferator-activated receptor gamma
CHEMBL235
 EC50 7.3 7.22 50.0 2
Peroxisome proliferator-activated receptor delta
CHEMBL3979
 Kd 5.75 5.75 1800.0 1
Peroxisome proliferator-activated receptor alpha
CHEMBL239
 Kd 5.58 5.58 2600.0 1
T84
CHEMBL613531
 IC50 4.89 4.89 13000.0 1
HT-29
CHEMBL384
 IC50 4.7 4.61 20000.0 2
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 4.5 4.5 32000.0 1
MCF7
CHEMBL387
 IC50 4.48 4.48 33000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Peroxisome proliferator-activated receptor gamma Kd = 19.0 nM 7.72 Binding affinity to human PPARgamma (unknown origin) by competitive TR-FRET assa... 23286787
Peroxisome proliferator-activated receptor gamma EC50 = 50.0 nM 7.3 Agonist at human PPARgamma LBD expressed in human HEK293 cells cotransfected wit... 23286787
Peroxisome proliferator-activated receptor gamma EC50 = 73.0 nM 7.14 Agonist at human PPARgamma LBD expressed in human HEK293 cells cotransfected wit... 25938459
Peroxisome proliferator-activated receptor delta Kd = 1800.0 nM 5.75 Binding affinity to human PPARdelta (unknown origin) by competitive TR-FRET assa... 23286787
Peroxisome proliferator-activated receptor alpha Kd = 2600.0 nM 5.58 Binding affinity to human PPARalpha (unknown origin) by competitive TR-FRET assa... 23286787
T84 IC50 = 13000.0 nM 4.89 Antiproliferative activity against human T84 cells assessed as cellular DNA cont... 26731300
HT-29 IC50 = 20000.0 nM 4.7 Antiproliferative activity against human HT-29 cells assessed as cellular DNA co... 26731300
HT-29 IC50 = 30500.0 nM 4.52 Reduction in TNFalpha-induced PPARgamma expression in human HT-29 cells after 48... 25938459
NON-PROTEIN TARGET IC50 = 32000.0 nM 4.5 Antiproliferative activity against human PC3 cells assessed as cellular DNA cont... 26731300
MCF7 IC50 = 33000.0 nM 4.48 Antiproliferative activity against human MCF7 cells assessed as cellular DNA con... 26731300

Literature References

PubMed DOI Target Context # Activities
25938459 10.1021/np500747y Peroxisome proliferator-activated receptor gamma 8
30444360 10.1021/acs.jnatprod.8b00315 Pseudomonas aeruginosa 5
23286787 10.1021/jm3013272 Peroxisome proliferator-activated receptor gamma 3
30444360 10.1021/acs.jnatprod.8b00315 Anthranilate--CoA ligase 3
30444360 10.1021/acs.jnatprod.8b00315 Elastase 3
30444360 10.1021/acs.jnatprod.8b00315 3-(3-hydroxydecanoyloxy)decanoate synthase 3
25938459 10.1021/np500747y HT-29 2
26731300 10.1021/acs.jnatprod.5b00072 HT-29 2
26731300 10.1021/acs.jnatprod.5b00072 T84 2
26731300 10.1021/acs.jnatprod.5b00072 NON-PROTEIN TARGET 2
26731300 10.1021/acs.jnatprod.5b00072 MCF7 2
23286787 10.1021/jm3013272 Peroxisome proliferator-activated receptor delta 1
23286787 10.1021/jm3013272 Peroxisome proliferator-activated receptor alpha 1

Data from ChEMBL 36 via Core Engine