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Compound Detail

CHEMBL5399106

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O=C(CCCCCCNC(=O)c1ncc(-c2ccc(Br)cc2)o1)NO
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL5399106
Phase Preclinical
Structure Type MOL
InChI Key YNWLMVWHXKRQRH-UHFFFAOYSA-N
9
Targets
9
Activities
1
Assay Types
0
PK Parameters
15
Publications
0
Known Names

Molecular Properties

410.3
MW (Da)
3.29
ALogP
5
HBA
3
HBD
104.5
PSA (Ų)
0.33
QED
0
Ro5 Violations
9
Rot. Bonds

Drug Information

Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C17H20BrN3O4
MW 410.27
Aromatic Rings 2
Heavy Atoms 25
NP-Likeness -0.75

Activity Summary

IC50 9 meas. best 8.25

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Histone deacetylase 6
CHEMBL1865
 IC50 8.25 8.25 5.6 1
Histone deacetylase 1
CHEMBL325
 IC50 7.7 7.7 19.8 1
Histone deacetylase 3
CHEMBL1829
 IC50 7.39 7.39 40.3 1
Histone deacetylase 2
CHEMBL1937
 IC50 7.24 7.24 57.8 1
HepG2
CHEMBL395
 IC50 6.8 6.8 160.0 1
HL-60
CHEMBL383
 IC50 6.66 6.66 220.0 1
A549
CHEMBL392
 IC50 6.62 6.62 240.0 1
Histone deacetylase 8
CHEMBL3192
 IC50 6.52 6.52 302.7 1
MDA-MB-238
CHEMBL613513
 IC50 6.35 6.35 450.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Histone deacetylase 6 IC50 = 5.63 nM 8.25 Inhibition of human HDAC6 using Boc-Lys (acetyl)-AMC as substrate pretreated wit... 36215854
Histone deacetylase 1 IC50 = 19.75 nM 7.7 Inhibition of human HDAC1 using Boc-Lys (acetyl)-AMC as substrate pretreated wit... 36215854
Histone deacetylase 3 IC50 = 40.27 nM 7.39 Inhibition of human HDAC3 using Boc-Lys (acetyl)-AMC as substrate pretreated wit... 36215854
Histone deacetylase 2 IC50 = 57.8 nM 7.24 Inhibition of human HDAC2 using Boc-Lys (acetyl)-AMC as substrate pretreated wit... 36215854
HepG2 IC50 = 160.0 nM 6.8 Anticancer activity against human HepG2 cells assessed as cell growth inhibition... 36215854
HL-60 IC50 = 220.0 nM 6.66 Anticancer activity against human HL-60 cells assessed as cell growth inhibition... 36215854
A549 IC50 = 240.0 nM 6.62 Anticancer activity against human A549 cells assessed as cell growth inhibition ... 36215854
Histone deacetylase 8 IC50 = 302.73 nM 6.52 Inhibition of human HDAC8 using Boc-Lys (trifluoroacety1)-AMC as substrate pretr... 36215854
MDA-MB-238 IC50 = 450.0 nM 6.35 Anticancer activity against human MDA-MB-238 cells assessed as cell growth inhib... 36215854

Literature References

PubMed DOI Target Context # Activities
36215854 10.1016/j.ejmech.2022.114705 A549 27
36215854 10.1016/j.ejmech.2022.114705 Histone deacetylase 3
36215854 10.1016/j.ejmech.2022.114705 ADMET 1
36215854 10.1016/j.ejmech.2022.114705 Histone deacetylase 1 1
36215854 10.1016/j.ejmech.2022.114705 Histone deacetylase 6 1
36215854 10.1016/j.ejmech.2022.114705 HepG2 1
36215854 10.1016/j.ejmech.2022.114705 MDA-MB-238 1
36215854 10.1016/j.ejmech.2022.114705 HL-60 1
36215854 10.1016/j.ejmech.2022.114705 Histone deacetylase 2 1
36215854 10.1016/j.ejmech.2022.114705 Histone deacetylase 3 1
36215854 10.1016/j.ejmech.2022.114705 Histone deacetylase 4 1
36215854 10.1016/j.ejmech.2022.114705 Histone deacetylase 5 1
36215854 10.1016/j.ejmech.2022.114705 Histone deacetylase 7 1
36215854 10.1016/j.ejmech.2022.114705 Histone deacetylase 8 1
36215854 10.1016/j.ejmech.2022.114705 Histone deacetylase 9 1

Data from ChEMBL 36 via Core Engine