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Compound Detail

CHEMBL4163681

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O=C(CCCCCCN(Cc1ccc(F)cc1)c1ncc(C(=O)NCCCn2ccnc2)s1)NO
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4163681
Phase Preclinical
Structure Type MOL
InChI Key WSTLKKSKCYMNAA-UHFFFAOYSA-N
10
Targets
10
Activities
1
Assay Types
0
PK Parameters
11
Publications
0
Known Names

Molecular Properties

502.6
MW (Da)
3.76
ALogP
8
HBA
3
HBD
112.4
PSA (Ų)
0.17
QED
1
Ro5 Violations
15
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C24H31FN6O3S
MW 502.62
Aromatic Rings 3
Heavy Atoms 35
NP-Likeness -1.60

Activity Summary

IC50 10 meas. best 8.39

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Histone deacetylase 3/NCoR1
CHEMBL3038484
 IC50 8.39 8.39 4.1 1
Histone deacetylase 6
CHEMBL1865
 IC50 8.21 8.21 6.2 1
Nicotinamide phosphoribosyltransferase
CHEMBL1744525
 IC50 7.72 7.72 19.0 1
Histone deacetylase 2
CHEMBL1937
 IC50 7.48 7.48 33.0 1
Histone deacetylase 1
CHEMBL325
 IC50 7.44 7.44 36.0 1
Histone deacetylase 8
CHEMBL3192
 IC50 6.46 6.46 351.0 1
HepG2
CHEMBL395
 IC50 5.03 5.03 9400.0 1
A549
CHEMBL392
 IC50 5.01 5.01 9700.0 1
HCT-116
CHEMBL394
 IC50 5.01 5.01 9700.0 1
Histone deacetylase 4
CHEMBL3524
 IC50 4.68 4.68 21000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Histone deacetylase 3/NCoR1 IC50 = 4.1 nM 8.39 Inhibition of human recombinant HDAC3/GST-tagged NCOR1 DAD (397 to 503 residues)... 29348808
Histone deacetylase 6 IC50 = 6.2 nM 8.21 Inhibition of recombinant human full length C-terminal flag-tagged HDAC6 express... 29348808
Nicotinamide phosphoribosyltransferase IC50 = 19.0 nM 7.72 Inhibition of NAMPT (unknown origin) using NAM as substrate incubated for 5 mins... 29348808
Histone deacetylase 2 IC50 = 33.0 nM 7.48 Inhibition of HDAC2 (unknown origin) 29348808
Histone deacetylase 1 IC50 = 36.0 nM 7.44 Inhibition of recombinant full length human C-terminal His/flag-tagged HDAC1 exp... 29348808
Histone deacetylase 8 IC50 = 351.0 nM 6.46 Inhibition of recombinant human full length C-terminal His-tagged HDAC8 expresse... 29348808
HepG2 IC50 = 9400.0 nM 5.03 Cytotoxicity against human HepG2 cells assessed as inhibition of cell growth aft... 29348808
HCT-116 IC50 = 9700.0 nM 5.01 Cytotoxicity against human HCT116 cells assessed as inhibition of cell growth af... 29348808
A549 IC50 = 9700.0 nM 5.01 Cytotoxicity against human A549 cells assessed as inhibition of cell growth afte... 29348808
Histone deacetylase 4 IC50 = 21000.0 nM 4.68 Inhibition of recombinant human N-terminal GST-tagged HDAC4 (612 to end residues... 29348808

Literature References

PubMed DOI Target Context # Activities
29348808 10.1021/acsmedchemlett.7b00414 Nicotinamide phosphoribosyltransferase 3
29348808 10.1021/acsmedchemlett.7b00414 Histone deacetylase 2
29348808 10.1021/acsmedchemlett.7b00414 Histone deacetylase 1 1
29348808 10.1021/acsmedchemlett.7b00414 HCT-116 1
29348808 10.1021/acsmedchemlett.7b00414 A549 1
29348808 10.1021/acsmedchemlett.7b00414 HepG2 1
29348808 10.1021/acsmedchemlett.7b00414 Histone deacetylase 2 1
29348808 10.1021/acsmedchemlett.7b00414 Histone deacetylase 3/NCoR1 1
29348808 10.1021/acsmedchemlett.7b00414 Histone deacetylase 4 1
29348808 10.1021/acsmedchemlett.7b00414 Histone deacetylase 6 1
29348808 10.1021/acsmedchemlett.7b00414 Histone deacetylase 8 1

Data from ChEMBL 36 via Core Engine