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Compound Detail

CHEMBL481599

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COc1cc(/C=C/c2cc(C)[nH]n2)ccc1O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL481599
Phase Preclinical
Structure Type MOL
InChI Key IJCIXCWAMXHVQD-HWKANZROSA-N
8
Targets
11
Activities
1
Assay Types
0
PK Parameters
9
Publications
0
Known Names

Molecular Properties

230.3
MW (Da)
2.60
ALogP
3
HBA
2
HBD
58.1
PSA (Ų)
0.85
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 C13H14N2O2
MW 230.27
Aromatic Rings 2
Heavy Atoms 17
NP-Likeness -0.01

Activity Summary

IC50 11 meas. best 4.78

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
MCF7
CHEMBL387
 IC50 4.78 4.78 16500.0 1
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 4.78 4.47 16500.0 3
Matrix metalloproteinase-9
CHEMBL321
 IC50 4.75 4.75 17600.0 1
DU-145
CHEMBL613508
 IC50 4.49 4.49 32200.0 1
MDCK
CHEMBL614068
 IC50 4.45 4.45 35400.0 1
HEK293
CHEMBL614818
 IC50 4.34 4.33 45200.0 2
ADMET
CHEMBL612558
 IC50 4.18 4.18 66300.0 1
MDA-MB-231
CHEMBL400
 IC50 4.17 4.17 67000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
NON-PROTEIN TARGET IC50 = 16500.0 nM 4.78 Cytotoxicity against human PC3 cells after 72 hrs by MTT assay 25842364
MCF7 IC50 = 16500.0 nM 4.78 Cytotoxicity against human MCF7 cells after 72 hrs by MTT assay 25842364
Matrix metalloproteinase-9 IC50 = 17600.0 nM 4.75 Reduction of MMP9 activity in TNF-alpha/IL1-beta-stimulated human Caco-2 cells t... 19128977
NON-PROTEIN TARGET IC50 = 29400.0 nM 4.53 Cytotoxicity against human S1 cells after 72 hrs by MTT assay 25842364
DU-145 IC50 = 32200.0 nM 4.49 Cytotoxicity against human DU145 cells after 72 hrs by MTT assay 25842364
MDCK IC50 = 35400.0 nM 4.45 Cytotoxicity against MDCK cells after 72 hrs by MTT assay 25842364
HEK293 IC50 = 45200.0 nM 4.34 Cytotoxicity against HEK293 cells expressing ABCB1 after 72 hrs by MTT assay 25842364
HEK293 IC50 = 47700.0 nM 4.32 Cytotoxicity against HEK293 cells expressing pcDNA3.1 after 72 hrs by MTT assay 25842364
ADMET IC50 = 66300.0 nM 4.18 Cytotoxicity against mouse NIH/3T3 cells after 72 hrs by MTT assay 25842364
MDA-MB-231 IC50 = 67000.0 nM 4.17 Cytotoxicity against human MDA-MB-231 cells after 72 hrs by MTT assay 25842364
NON-PROTEIN TARGET IC50 = 78800.0 nM 4.1 Cytotoxicity against human HCT116 cells after 72 hrs by MTT assay 25842364

Literature References

PubMed DOI Target Context # Activities
25842364 10.1016/j.bmc.2015.03.002 NON-PROTEIN TARGET 3
25842364 10.1016/j.bmc.2015.03.002 HEK293 3
19128977 10.1016/j.bmc.2008.12.029 Matrix metalloproteinase-9 2
30031653 10.1016/j.bmc.2018.07.027 Amyloid-beta precursor protein 2
25842364 10.1016/j.bmc.2015.03.002 DU-145 1
25842364 10.1016/j.bmc.2015.03.002 MCF7 1
25842364 10.1016/j.bmc.2015.03.002 MDA-MB-231 1
25842364 10.1016/j.bmc.2015.03.002 MDCK 1
25842364 10.1016/j.bmc.2015.03.002 ADMET 1

Data from ChEMBL 36 via Core Engine