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Compound Detail

CHEMBL4451948

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COc1cc(/C=C/C(=O)/C=C/c2nc(C)c(C)nc2C)ccc1O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4451948
Phase Preclinical
Structure Type MOL
InChI Key FVCYSHIIMOFVLY-ZIRGRKGMSA-N
4
Targets
8
Activities
1
Assay Types
0
PK Parameters
7
Publications
0
Known Names

Molecular Properties

324.4
MW (Da)
3.41
ALogP
5
HBA
1
HBD
72.3
PSA (Ų)
0.85
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Unknown
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C19H20N2O3
MW 324.38
Aromatic Rings 2
Heavy Atoms 24
NP-Likeness 0.37

Activity Summary

IC50 8 meas. best 6.22

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
A549/CDDP
CHEMBL4483225
 IC50 6.22 6.22 600.0 1
Thioredoxin reductase
CHEMBL2096978
 IC50 5.91 5.7567 1220.0 3
A549
CHEMBL392
 IC50 5.66 5.66 2190.0 1
Unchecked
CHEMBL612545
 IC50 5.54 5.24 2880.0 3

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
A549/CDDP IC50 = 600.0 nM 6.22 Antiproliferative activity against human A549/CDDP cells after 72 hrs by MTT ass... 26891099
Thioredoxin reductase IC50 = 1220.0 nM 5.91 Inhibition of thioredoxin reductase in human A549/CDDP cells by DTNB dye based m... 26891099
Thioredoxin reductase IC50 = 1490.0 nM 5.83 Inhibition of thioredoxin reductase in human A549 cells by DTNB dye based microp... 26891099
A549 IC50 = 2190.0 nM 5.66 Antiproliferative activity against human A549 cells after 72 hrs by MTT assay 26891099
Unchecked IC50 = 2880.0 nM 5.54 Antiproliferative activity against human LTEP-G2 cells after 72 hrs by MTT assay 26891099
Thioredoxin reductase IC50 = 2950.0 nM 5.53 Inhibition of thioredoxin reductase (unknown origin) after 2 hrs by DTNB dye bas... 26891099
Unchecked IC50 = 3120.0 nM 5.51 Antiproliferative activity against human SPC-A1 cells after 72 hrs by MTT assay 26891099
Unchecked IC50 = 21340.0 nM 4.67 Cytotoxicity against NHBE cells after 72 hrs by MTT assay 26891099

Literature References

PubMed DOI Target Context # Activities
26891099 10.1021/acs.jmedchem.5b01203 A549/CDDP 18
26891099 10.1021/acs.jmedchem.5b01203 ADMET 15
26891099 10.1021/acs.jmedchem.5b01203 A549 14
26891099 10.1021/acs.jmedchem.5b01203 Unchecked 7
26891099 10.1021/acs.jmedchem.5b01203 Thioredoxin reductase 3
26891099 10.1021/acs.jmedchem.5b01203 ATP-dependent translocase ABCB1 2
26891099 10.1021/acs.jmedchem.5b01203 RAC-alpha serine/threonine-protein kinase 2

Data from ChEMBL 36 via Core Engine