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Compound Detail

CHEMBL5571546

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O=C(NOCCN1CCCCC1)c1ccc(-c2noc(C(F)(F)F)n2)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL5571546
Phase Preclinical
Structure Type MOL
InChI Key YZRZYFOOSSKPAR-UHFFFAOYSA-N
10
Targets
12
Activities
1
Assay Types
0
PK Parameters
12
Publications
0
Known Names

Molecular Properties

384.4
MW (Da)
2.90
ALogP
6
HBA
1
HBD
80.5
PSA (Ų)
0.61
QED
0
Ro5 Violations
6
Rot. Bonds

Drug Information

Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C17H19F3N4O3
MW 384.36
Aromatic Rings 2
Heavy Atoms 27
NP-Likeness -1.75

Activity Summary

IC50 12 meas. best 6.94

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Histone deacetylase 4
CHEMBL3524
 IC50 6.94 6.94 114.0 1
Histone deacetylase 5
CHEMBL2563
 IC50 6.57 6.57 268.0 1
Histone deacetylase 7
CHEMBL2716
 IC50 6.55 6.55 284.0 1
Unchecked
CHEMBL612545
 IC50 6.23 5.21 590.0 2
Histone deacetylase 8
CHEMBL3192
 IC50 5.03 5.03 9390.0 1
Histone deacetylase 6
CHEMBL1865
 IC50 4.94 4.94 11400.0 1
Histone deacetylase 3
CHEMBL1829
 IC50 4.82 4.82 15000.0 1
Histone deacetylase 1
CHEMBL325
 IC50 4.68 4.68 20700.0 1
Histone deacetylase 2
CHEMBL1937
 IC50 4.52 4.52 30200.0 1
CAL-27
CHEMBL1075408
 IC50 4.16 4.135 69800.0 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Histone deacetylase 4 IC50 = 114.0 nM 6.94 Inhibition of human recombinant TEV-8His-tagged HDAC4 (648 to 1057 residues) exp... 37979441
Histone deacetylase 5 IC50 = 268.0 nM 6.57 Inhibition of HDAC5 (unknown origin) 37979441
Histone deacetylase 7 IC50 = 284.0 nM 6.55 Inhibition of HDAC7 (unknown origin) 37979441
Unchecked IC50 = 590.0 nM 6.23 Inhibition of Class IIa/8 HDAC in human THP-1 cells preincubated for 18 hrs foll... 37979441
Histone deacetylase 8 IC50 = 9390.0 nM 5.03 Inhibition of human recombinant HDAC8 using Boc-Lys-(Tfa)-AMC as substrate prein... 37979441
Histone deacetylase 6 IC50 = 11400.0 nM 4.94 Inhibition of human recombinant HDAC6 using Boc-Lys(Ac)-AMC as substrate preincu... 37979441
Histone deacetylase 3 IC50 = 15000.0 nM 4.82 Inhibition of HDAC3 (unknown origin) 37979441
Histone deacetylase 1 IC50 = 20700.0 nM 4.68 Inhibition of HDAC1 (unknown origin) 37979441
Histone deacetylase 2 IC50 = 30200.0 nM 4.52 Inhibition of human recombinant HDAC2 using Boc-Lys(Ac)-AMC as substrate preincu... 37979441
Unchecked IC50 = 64200.0 nM 4.19 Inhibition of Class I/IIb HDAC in human THP-1 cells preincubated for 18 hrs foll... 37979441
CAL-27 IC50 = 69800.0 nM 4.16 Antiproliferative activity against human CAL-27 cells overexpressing HDAC4 asses... 37979441
CAL-27 IC50 = 77700.0 nM 4.11 Antiproliferative activity against human CAL-27 cells without HDAC4 expression a... 37979441

Literature References

PubMed DOI Target Context # Activities
37979441 10.1016/j.ejmech.2023.115907 THP-1 21
37979441 10.1016/j.ejmech.2023.115907 Unchecked 8
37979441 10.1016/j.ejmech.2023.115907 CAL-27 2
37979441 10.1016/j.ejmech.2023.115907 Histone deacetylase 4 1
37979441 10.1016/j.ejmech.2023.115907 Histone deacetylase 2 1
37979441 10.1016/j.ejmech.2023.115907 Histone deacetylase 6 1
37979441 10.1016/j.ejmech.2023.115907 Histone deacetylase 8 1
37979441 10.1016/j.ejmech.2023.115907 Histone deacetylase 1 1
37979441 10.1016/j.ejmech.2023.115907 Histone deacetylase 3 1
37979441 10.1016/j.ejmech.2023.115907 Histone deacetylase 5 1
37979441 10.1016/j.ejmech.2023.115907 Histone deacetylase 7 1
37979441 10.1016/j.ejmech.2023.115907 Histone deacetylase 11 1

Data from ChEMBL 36 via Core Engine