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Compound Detail

CHEMBL4875953

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O=C(CCCCCONC(=O)c1cnc2ccccc2n1)NO
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4875953
Phase Preclinical
Structure Type MOL
InChI Key LUTFGXARJQOWLQ-UHFFFAOYSA-N
7
Targets
10
Activities
1
Assay Types
0
PK Parameters
7
Publications
0
Known Names

Molecular Properties

318.3
MW (Da)
1.36
ALogP
6
HBA
3
HBD
113.4
PSA (Ų)
0.38
QED
0
Ro5 Violations
8
Rot. Bonds

Drug Information

Molecule Type Unknown
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C15H18N4O4
MW 318.33
Aromatic Rings 2
Heavy Atoms 23
NP-Likeness -0.88

Activity Summary

IC50 10 meas. best 7.75

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Histone deacetylase 6
CHEMBL1865
 IC50 7.75 7.75 18.0 1
Histone deacetylase 2
CHEMBL1937
 IC50 7.36 7.36 44.0 1
Histone deacetylase
CHEMBL2093865
 IC50 6.72 5.825 190.0 4
CAL-27
CHEMBL1075408
 IC50 6.1 6.1 800.0 1
A2780
CHEMBL614004
 IC50 5.11 5.11 7700.0 1
Histone deacetylase 8
CHEMBL3192
 IC50 5.1 5.1 7950.0 1
Histone deacetylase 4
CHEMBL3524
 IC50 4.22 4.22 60800.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Histone deacetylase 6 IC50 = 18.0 nM 7.75 Inhibition of recombinant human N-terminal GST-tagged HDAC6 (1 to 1215 residues)... 33360560
Histone deacetylase 2 IC50 = 44.0 nM 7.36 Inhibition of recombinant human full length C-terminal GST-fusion tagged HDAC2 e... 33360560
Histone deacetylase IC50 = 190.0 nM 6.72 Inhibition of HDAC in human A2780 cells using Boc-Lys (acetyl)-AMC as substrate ... 33360560
Histone deacetylase IC50 = 490.0 nM 6.31 Inhibition of HDAC in human CAL-27 cells using Boc-Lys (acetyl)-AMC as substrate... 33360560
CAL-27 IC50 = 800.0 nM 6.1 Antiproliferative activity against human CAL-27 cells assessed as reduction in c... 33360560
Histone deacetylase IC50 = 2900.0 nM 5.54 Inhibition of HDAC in human CAL-27 cells assessed as potentiation of cisplatin-i... 33360560
A2780 IC50 = 7700.0 nM 5.11 Antiproliferative activity against human A2780 cells assessed as reduction in ce... 33360560
Histone deacetylase 8 IC50 = 7950.0 nM 5.1 Inhibition of recombinant human C-terminal His-fusion tagged/N-terminal Strep2 t... 33360560
Histone deacetylase IC50 = 18700.0 nM 4.73 Inhibition of HDAC in human Cal27CisR cells assessed as potentiation of cisplati... 33360560
Histone deacetylase 4 IC50 = 60800.0 nM 4.22 Inhibition of recombinant human N-terminal GST-fusion tagged/C-terminal GST-tagg... 33360560

Literature References

PubMed DOI Target Context # Activities
33360560 10.1016/j.ejmech.2020.113095 Histone deacetylase 6
33360560 10.1016/j.ejmech.2020.113095 A2780 1
33360560 10.1016/j.ejmech.2020.113095 CAL-27 1
33360560 10.1016/j.ejmech.2020.113095 Histone deacetylase 2 1
33360560 10.1016/j.ejmech.2020.113095 Histone deacetylase 4 1
33360560 10.1016/j.ejmech.2020.113095 Histone deacetylase 6 1
33360560 10.1016/j.ejmech.2020.113095 Histone deacetylase 8 1

Data from ChEMBL 36 via Core Engine