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Compound Detail

CHEMBL3357105

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COc1ccc(C2=C(c3ccc(Br)cc3)C(=O)OC2)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL3357105
Phase Preclinical
Structure Type MOL
InChI Key DNEOHVHUTMBXIP-UHFFFAOYSA-N
6
Targets
8
Activities
1
Assay Types
0
PK Parameters
15
Publications
0
Known Names

Molecular Properties

345.2
MW (Da)
3.93
ALogP
3
HBA
0
HBD
35.5
PSA (Ų)
0.79
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C17H13BrO3
MW 345.19
Aromatic Rings 2
Heavy Atoms 21
NP-Likeness 0.35

Activity Summary

IC50 8 meas. best 6.92

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Prostaglandin G/H synthase 1
CHEMBL2949
 IC50 6.92 6.92 120.0 1
Prostaglandin G/H synthase 2
CHEMBL4321
 IC50 6.35 6.35 450.0 1
K562
CHEMBL385
 IC50 6.28 6.28 530.0 1
HL-60
CHEMBL383
 IC50 6.08 5.87 830.0 2
TERT-RPE1
CHEMBL615013
 IC50 5.47 4.86 3350.0 2
MCF7
CHEMBL387
 IC50 4.84 4.84 14280.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Prostaglandin G/H synthase 1 IC50 = 120.0 nM 6.92 Inhibition of ovine COX-1 assessed as inhibition of [14C]arachidonic acid to rad... 25408841
Prostaglandin G/H synthase 2 IC50 = 450.0 nM 6.35 Inhibition of mouse COX-2 assessed as inhibition of [14C]arachidonic acid to rad... 25408841
K562 IC50 = 530.0 nM 6.28 Cytotoxicity against human K562 cells assessed as reduction in cell viability af... 29223099
HL-60 IC50 = 830.0 nM 6.08 Cytotoxicity against human HL60 cells assessed as reduction in cell viability af... 29223099
HL-60 IC50 = 2180.0 nM 5.66 Induction of apoptosis in human HL60 cells assessed as caspase 3/7 activity afte... 29223099
TERT-RPE1 IC50 = 3350.0 nM 5.47 Cytotoxicity against human RPE1 cells assessed as reduction in cell viability af... 29223099
MCF7 IC50 = 14280.0 nM 4.84 Cytotoxicity against human MCF7 cells assessed as reduction in cell viability af... 29223099
TERT-RPE1 IC50 = 56420.0 nM 4.25 Induction of apoptosis in human RPE1 cells assessed as caspase 3/7 activity afte... 29223099

Literature References

PubMed DOI Target Context # Activities
29223099 10.1016/j.ejmech.2017.11.078 Staphylococcus aureus 4
29223099 10.1016/j.ejmech.2017.11.078 Klebsiella pneumoniae 4
29223099 10.1016/j.ejmech.2017.11.078 TERT-RPE1 2
29223099 10.1016/j.ejmech.2017.11.078 K562 2
29223099 10.1016/j.ejmech.2017.11.078 HL-60 2
29223099 10.1016/j.ejmech.2017.11.078 PC-3 2
29223099 10.1016/j.ejmech.2017.11.078 HepG2 2
29223099 10.1016/j.ejmech.2017.11.078 Staphylococcus epidermidis 2
29223099 10.1016/j.ejmech.2017.11.078 Enterococcus sp. 2
29223099 10.1016/j.ejmech.2017.11.078 Escherichia coli 2
29223099 10.1016/j.ejmech.2017.11.078 Pseudomonas aeruginosa 2
25408841 10.1021/ml500344j Prostaglandin G/H synthase 1 1
25408841 10.1021/ml500344j Prostaglandin G/H synthase 2 1
29223099 10.1016/j.ejmech.2017.11.078 BJ 1
29223099 10.1016/j.ejmech.2017.11.078 MCF7 1

Data from ChEMBL 36 via Core Engine