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Compound Detail

CHEMBL514671

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Nc1ccccc1NC(=O)c1ccc(CNCOC(=O)c2cccnc2)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL514671
Phase Preclinical
Structure Type MOL
InChI Key YPFKJHJILXIYNQ-UHFFFAOYSA-N
9
Targets
11
Activities
2
Assay Types
0
PK Parameters
15
Publications
0
Known Names

Molecular Properties

376.4
MW (Da)
2.82
ALogP
6
HBA
3
HBD
106.3
PSA (Ų)
0.25
QED
0
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C21H20N4O3
MW 376.42
Aromatic Rings 3
Heavy Atoms 28
NP-Likeness -0.91

Activity Summary

IC50 9 meas. best 7.28
EC50 2 meas. best 5.63

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
EOL1
CHEMBL614489
 IC50 7.28 7.28 53.0 1
Histone deacetylase 1
CHEMBL325
 IC50 7.09 6.61 82.0 2
Histone deacetylase 3
CHEMBL1829
 IC50 6.21 6.21 620.0 1
CCRF-CEM
CHEMBL382
 IC50 6.15 6.15 710.0 1
K562
CHEMBL385
 IC50 6.14 6.14 720.0 1
Histone deacetylase
CHEMBL2093865
 EC50 5.63 5.63 2350.0 1
Unchecked
CHEMBL612545
 EC50 5.63 5.63 2350.0 1
A549
CHEMBL392
 IC50 5.48 5.48 3300.0 1
HeLa
CHEMBL399
 IC50 5.48 5.48 3300.0 1
Histone deacetylase
CHEMBL2093865
 IC50 4.96 4.96 11000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
EOL1 IC50 = 53.0 nM 7.28 Cytotoxicity against human EOL-1 cells after 72 hrs by alamar-blue cell viabilit... 19301902
Histone deacetylase 1 IC50 = 82.0 nM 7.09 Inhibition of human recombinant HDAC1 expressed in HEK293 cells 21080629
Histone deacetylase 3 IC50 = 620.0 nM 6.21 Inhibition of Flag tagged human recombinant HDAC3 expressed in Sf21 cells coexpr... 21080629
CCRF-CEM IC50 = 710.0 nM 6.15 Cytotoxicity against human CCRF-CEM cells after 72 hrs by alamar-blue cell viabi... 19301902
K562 IC50 = 720.0 nM 6.14 Cytotoxicity against human K562 cells after 72 hrs by alamar-blue cell viability... 19301902
Histone deacetylase 1 IC50 = 740.0 nM 6.13 Inhibition of human recombinant HDAC1 expressed in HEK293 cells 19301902
Histone deacetylase EC50 = 2350.0 nM 5.63 Inhibition of HDAC in human HeLa cells assessed as induction of cellular histone... 19301902
Unchecked EC50 = 2350.0 nM 5.63 Inhibition of HDAC assessed as histone H3K'9+14 acetylation levels by cell based... 21080629
HeLa IC50 = 3300.0 nM 5.48 Cytotoxicity against human HeLa cells after 72 hrs by alamar-blue cell viability... 19301902
A549 IC50 = 3300.0 nM 5.48 Cytotoxicity against human A549 cells after 72 hrs by alamar-blue cell viability... 19301902
Histone deacetylase IC50 = 11000.0 nM 4.96 Inhibition of HDAC in human HeLa cell nuclear extracts 21080629

Literature References

PubMed DOI Target Context # Activities
19301902 10.1021/jm800988r K562 1
19301902 10.1021/jm800988r Histone deacetylase 1 1
19301902 10.1021/jm800988r Histone deacetylase 1
19301902 10.1021/jm800988r HeLa 1
19301902 10.1021/jm800988r Histone deacetylase 6 1
19301902 10.1021/jm800988r Tyrosine-protein kinase ABL1 1
19301902 10.1021/jm800988r A549 1
19301902 10.1021/jm800988r EOL1 1
19301902 10.1021/jm800988r CCRF-CEM 1
21080629 10.1021/jm100665z Histone deacetylase 6 1
21080629 10.1021/jm100665z Histone deacetylase 8 1
21080629 10.1021/jm100665z Histone deacetylase 1 1
21080629 10.1021/jm100665z Histone deacetylase 3 1
21080629 10.1021/jm100665z Histone deacetylase 1
21080629 10.1021/jm100665z Unchecked 1

Data from ChEMBL 36 via Core Engine