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Compound Detail

CHEMBL4278591

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CC(=O)Nc1ccc(-c2ccnc(Nc3cccc(OCCCCCCCC(=O)NO)c3)n2)cc1.Cl
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4278591
Phase Preclinical
Structure Type MOL
InChI Key IEBSBPYXJSVQNG-UHFFFAOYSA-N
Parent Compound CHEMBL4301883
Active Moiety CHEMBL4301883
10
Targets
10
Activities
1
Assay Types
0
PK Parameters
12
Publications
0
Known Names

Molecular Properties

477.6
MW (Da)
5.07
ALogP
7
HBA
4
HBD
125.5
PSA (Ų)
0.15
QED
1
Ro5 Violations
13
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C26H32ClN5O4
MW 514.03
Aromatic Rings 3
Heavy Atoms 35
NP-Likeness -1.10

Activity Summary

IC50 10 meas. best 8.17

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Histone deacetylase 6
CHEMBL1865
 IC50 8.17 8.17 6.7 1
Tyrosine-protein kinase JAK2
CHEMBL2971
 IC50 7.77 7.77 17.0 1
KMS-12-BM
CHEMBL4296455
 IC50 6.17 6.17 680.0 1
Histone deacetylase 1
CHEMBL325
 IC50 5.98 5.98 1043.0 1
MCF7
CHEMBL387
 IC50 5.91 5.91 1220.0 1
HCT-116
CHEMBL394
 IC50 5.82 5.82 1510.0 1
PC-3
CHEMBL390
 IC50 5.79 5.79 1640.0 1
HEL 92.1.7
CHEMBL4296425
 IC50 5.48 5.48 3340.0 1
MDA-MB-231
CHEMBL400
 IC50 5.44 5.44 3610.0 1
Unchecked
CHEMBL612545
 IC50 5.14 5.14 7220.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Histone deacetylase 6 IC50 = 6.7 nM 8.17 Inhibition of HDAC6 (unknown origin) using Arg-His-Lys-Lys(Ac) as substrate prei... 30243158
Tyrosine-protein kinase JAK2 IC50 = 17.0 nM 7.77 Inhibition of human JAK2 using poly(Glu:Tyr)(4:1) as substrate preincubated for ... 30243158
KMS-12-BM IC50 = 680.0 nM 6.17 Antiproliferative activity against human KMS-12-BM cells after 72 hrs by MTT ass... 30243158
Histone deacetylase 1 IC50 = 1043.0 nM 5.98 Inhibition of HDAC1 (unknown origin) using Arg-His-Lys-Lys(Ac) as substrate prei... 30243158
MCF7 IC50 = 1220.0 nM 5.91 Antiproliferative activity against human MCF7 cells after 72 hrs by MTT assay 30243158
HCT-116 IC50 = 1510.0 nM 5.82 Antiproliferative activity against human HCT116 cells after 72 hrs by MTT assay 30243158
PC-3 IC50 = 1640.0 nM 5.79 Antiproliferative activity against human PC3 cells after 72 hrs by MTT assay 30243158
HEL 92.1.7 IC50 = 3340.0 nM 5.48 Antiproliferative activity against human HEL 92.1.7 cells after 72 hrs by MTT as... 30243158
MDA-MB-231 IC50 = 3610.0 nM 5.44 Antiproliferative activity against human MDA-MB-231 cells after 72 hrs by MTT as... 30243158
Unchecked IC50 = 7220.0 nM 5.14 Antiproliferative activity against human XG6 cells after 72 hrs by MTT assay 30243158

Literature References

PubMed DOI Target Context # Activities
30243158 10.1016/j.ejmech.2018.09.024 Unchecked 18
30243158 10.1016/j.ejmech.2018.09.024 Tyrosine-protein kinase JAK2 1
30243158 10.1016/j.ejmech.2018.09.024 Histone deacetylase 1 1
30243158 10.1016/j.ejmech.2018.09.024 Histone deacetylase 6 1
30243158 10.1016/j.ejmech.2018.09.024 HCT-116 1
30243158 10.1016/j.ejmech.2018.09.024 MDA-MB-231 1
30243158 10.1016/j.ejmech.2018.09.024 MCF7 1
30243158 10.1016/j.ejmech.2018.09.024 PC-3 1
30243158 10.1016/j.ejmech.2018.09.024 TAMH 1
30243158 10.1016/j.ejmech.2018.09.024 HEL 92.1.7 1
30243158 10.1016/j.ejmech.2018.09.024 Jurkat 1
30243158 10.1016/j.ejmech.2018.09.024 KMS-12-BM 1

Data from ChEMBL 36 via Core Engine