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Compound Detail

CHEMBL500257

AMORPHASTILBOL
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CC(C)=CCC/C(C)=C/Cc1c(O)cc(/C=C/c2ccccc2)cc1O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL500257
Name AMORPHASTILBOL
Phase Preclinical
Structure Type MOL
InChI Key YPGQBVBJFQCVKA-ORSZPIRQSA-N
5
Targets
8
Activities
2
Assay Types
0
PK Parameters
14
Publications
0
Known Names

Molecular Properties

348.5
MW (Da)
6.50
ALogP
2
HBA
2
HBD
40.5
PSA (Ų)
0.44
QED
1
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C24H28O2
MW 348.49
Aromatic Rings 2
Heavy Atoms 26
NP-Likeness 1.55

Activity Summary

IC50 6 meas. best 6.58
EC50 2 meas. best 5.3

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Unchecked
CHEMBL612545
 IC50 6.58 6.375 260.0 2
Peroxisome proliferator-activated receptor gamma
CHEMBL235
 IC50 6.07 6.07 850.0 1
Peroxisome proliferator-activated receptor alpha
CHEMBL239
 IC50 5.82 5.82 1520.0 1
Peroxisome proliferator-activated receptor gamma
CHEMBL235
 EC50 5.3 5.3 5000.0 1
Peroxisome proliferator-activated receptor alpha
CHEMBL239
 EC50 4.92 4.92 12000.0 1
THP-1
CHEMBL614245
 IC50 4.6 4.6 25000.0 1
MRC5
CHEMBL614181
 IC50 4.3 4.3 50000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Unchecked IC50 = 260.0 nM 6.58 Inhibition of TNF-alpha-induced NF-kappaB activation in human HeLa cells by SEAP... 18841906
Unchecked IC50 = 680.0 nM 6.17 Inhibition of LPS-induced NF-kappaB activation in mouse RAW264.7 cells by SEAP r... 18841906
Peroxisome proliferator-activated receptor gamma IC50 = 850.0 nM 6.07 Binding affinity to GST-tagged human PPARgamma by TR-FRET analysis 22579420
Peroxisome proliferator-activated receptor alpha IC50 = 1520.0 nM 5.82 Binding affinity to GST-tagged human PPARalpha by TR-FRET analysis 22579420
Peroxisome proliferator-activated receptor gamma EC50 = 5000.0 nM 5.3 Transactivation of human PPARgamma expressed in african green monkey CV1 cells b... 22579420
Peroxisome proliferator-activated receptor alpha EC50 = 12000.0 nM 4.92 Transactivation of human PPARalpha expressed in african green monkey CV1 cells b... 22579420
THP-1 IC50 = 25000.0 nM 4.6 Cytotoxicity against human THP1 cells after 48 hrs by resazurin dye-based fluore... 28075580
MRC5 IC50 = 50000.0 nM 4.3 Cytotoxicity against human MRC5 cells after 48 hrs by resazurin dye-based fluore... 28075580

Literature References

PubMed DOI Target Context # Activities
22579420 10.1016/j.bmcl.2012.04.062 Peroxisome proliferator-activated receptor alpha 3
22579420 10.1016/j.bmcl.2012.04.062 Peroxisome proliferator-activated receptor gamma 3
18841906 10.1021/np800383q Unchecked 2
22579420 10.1016/j.bmcl.2012.04.062 Peroxisome proliferator-activated receptor delta 2
22579420 10.1016/j.bmcl.2012.04.062 HepG2 2
28075580 10.1021/acs.jnatprod.6b00809 Staphylococcus aureus 2
28075580 10.1021/acs.jnatprod.6b00809 Enterococcus faecalis 2
28075580 10.1021/acs.jnatprod.6b00809 Enterococcus faecium 2
22579420 10.1016/j.bmcl.2012.04.062 3T3-L1 1
28075580 10.1021/acs.jnatprod.6b00809 Mycobacterium tuberculosis 1
28075580 10.1021/acs.jnatprod.6b00809 Acinetobacter baumannii 1
28075580 10.1021/acs.jnatprod.6b00809 MRC5 1
28075580 10.1021/acs.jnatprod.6b00809 THP-1 1
28075580 10.1021/acs.jnatprod.6b00809 L5178Y 1

Data from ChEMBL 36 via Core Engine