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Compound Detail

CHEMBL4475597

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COc1cc(/C=C/C(=O)/C=C/c2nc(C)c(C)nc2C)cc(OC)c1OC
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4475597
Phase Preclinical
Structure Type MOL
InChI Key NBGMGBHHJLPPOH-XBLVEGMJSA-N
4
Targets
8
Activities
1
Assay Types
0
PK Parameters
4
Publications
0
Known Names

Molecular Properties

368.4
MW (Da)
3.72
ALogP
6
HBA
0
HBD
70.5
PSA (Ų)
0.69
QED
0
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Unknown
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C21H24N2O4
MW 368.43
Aromatic Rings 2
Heavy Atoms 27
NP-Likeness 0.16

Activity Summary

IC50 8 meas. best 6.0

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
A549/CDDP
CHEMBL4483225
 IC50 6.0 6.0 1000.0 1
A549
CHEMBL392
 IC50 5.8 5.8 1600.0 1
Thioredoxin reductase
CHEMBL2096978
 IC50 5.7 5.6133 1980.0 3
Unchecked
CHEMBL612545
 IC50 5.63 5.2467 2340.0 3

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
A549/CDDP IC50 = 1000.0 nM 6.0 Antiproliferative activity against human A549/CDDP cells after 72 hrs by MTT ass... 26891099
A549 IC50 = 1600.0 nM 5.8 Antiproliferative activity against human A549 cells after 72 hrs by MTT assay 26891099
Thioredoxin reductase IC50 = 1980.0 nM 5.7 Inhibition of thioredoxin reductase in human A549/CDDP cells by DTNB dye based m... 26891099
Unchecked IC50 = 2340.0 nM 5.63 Antiproliferative activity against human LTEP-G2 cells after 72 hrs by MTT assay 26891099
Thioredoxin reductase IC50 = 2360.0 nM 5.63 Inhibition of thioredoxin reductase in human A549 cells by DTNB dye based microp... 26891099
Thioredoxin reductase IC50 = 3060.0 nM 5.51 Inhibition of thioredoxin reductase (unknown origin) after 2 hrs by DTNB dye bas... 26891099
Unchecked IC50 = 5350.0 nM 5.27 Antiproliferative activity against human SPC-A1 cells after 72 hrs by MTT assay 26891099
Unchecked IC50 = 14350.0 nM 4.84 Cytotoxicity against NHBE cells after 72 hrs by MTT assay 26891099

Literature References

PubMed DOI Target Context # Activities
26891099 10.1021/acs.jmedchem.5b01203 Thioredoxin reductase 3
26891099 10.1021/acs.jmedchem.5b01203 Unchecked 3
26891099 10.1021/acs.jmedchem.5b01203 A549/CDDP 1
26891099 10.1021/acs.jmedchem.5b01203 A549 1

Data from ChEMBL 36 via Core Engine