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Compound Detail

CHEMBL4459518

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CN(CCOC(=O)/C=C/C(=O)c1ccc(F)cc1)C(C(=O)NC(C)(C)C)c1ccc(F)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4459518
Phase Preclinical
Structure Type MOL
InChI Key RJGWWNVHLMPYEN-BUHFOSPRSA-N
8
Targets
11
Activities
1
Assay Types
0
PK Parameters
10
Publications
0
Known Names

Molecular Properties

458.5
MW (Da)
3.83
ALogP
5
HBA
1
HBD
75.7
PSA (Ų)
0.35
QED
0
Ro5 Violations
9
Rot. Bonds

Drug Information

Molecule Type Unknown
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C25H28F2N2O4
MW 458.51
Aromatic Rings 2
Heavy Atoms 33
NP-Likeness -0.93

Activity Summary

IC50 11 meas. best 6.22

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Thioredoxin reductase 1, cytoplasmic
CHEMBL6035
 IC50 6.22 6.22 600.0 2
Thioredoxin reductase 1, cytoplasmic
CHEMBL1927
 IC50 6.02 5.58 960.0 2
HaCaT
CHEMBL614392
 IC50 5.08 5.08 8300.0 1
Unchecked
CHEMBL612545
 IC50 5.07 5.07 8540.0 1
U-87 MG
CHEMBL614247
 IC50 5.05 5.03 8900.0 2
SH-SY5Y
CHEMBL614910
 IC50 4.96 4.96 10990.0 1
MRC5
CHEMBL614181
 IC50 4.93 4.93 11850.0 1
PBMC
CHEMBL613107
 IC50 4.25 4.25 55710.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Thioredoxin reductase 1, cytoplasmic IC50 = 600.0 nM 6.22 Inhibition of rat TrxR1 using DTNB as substrate preincubated for 15 mins followe... 31400708
Thioredoxin reductase 1, cytoplasmic IC50 = 600.0 nM 6.22 Inhibition of recombinant rat TrxR1 using DTNB as substrate preincubated for 15 ... 32087464
Thioredoxin reductase 1, cytoplasmic IC50 = 960.0 nM 6.02 Inhibition of TrxR1 (unknown origin) using DTNB as substrate preincubated for 30... 31400708
Thioredoxin reductase 1, cytoplasmic IC50 = 7260.0 nM 5.14 Inhibition of TrxR in human SH-SY5Y cells using DTNB as substrate preincubated f... 31400708
HaCaT IC50 = 8300.0 nM 5.08 Cytotoxicity against human HaCaT assessed as reduction in cell viability incubat... 31400708
Unchecked IC50 = 8540.0 nM 5.07 Cytotoxicity against human U87-TxR cells assessed as reduction in cell viability... 32087464
U-87 MG IC50 = 8900.0 nM 5.05 Cytotoxicity against human U87 cells assessed as reduction in cell viability inc... 32087464
U-87 MG IC50 = 9700.0 nM 5.01 Cytotoxicity against human U87 cells assessed as reduction in cell viability inc... 31400708
SH-SY5Y IC50 = 10990.0 nM 4.96 Cytotoxicity against human SH-SY5Y cells assessed as reduction in cell viability... 31400708
MRC5 IC50 = 11850.0 nM 4.93 Cytotoxicity against human MRC5 cells assessed as reduction in cell viability in... 32087464
PBMC IC50 = 55710.0 nM 4.25 Cytotoxicity against human PBMC assessed as reduction in cell viability incubate... 31400708

Literature References

PubMed DOI Target Context # Activities
31400708 10.1016/j.ejmech.2019.111580 SH-SY5Y 7
31400708 10.1016/j.ejmech.2019.111580 HaCaT 7
31400708 10.1016/j.ejmech.2019.111580 Thioredoxin reductase 1, cytoplasmic 4
32087464 10.1016/j.ejmech.2020.112119 Unchecked 4
31400708 10.1016/j.ejmech.2019.111580 U-87 MG 3
32087464 10.1016/j.ejmech.2020.112119 Thioredoxin reductase 1, cytoplasmic 2
31400708 10.1016/j.ejmech.2019.111580 PBMC 1
32087464 10.1016/j.ejmech.2020.112119 U-87 MG 1
32087464 10.1016/j.ejmech.2020.112119 MRC5 1
32087464 10.1016/j.ejmech.2020.112119 ATP-dependent translocase ABCB1 1

Data from ChEMBL 36 via Core Engine