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Compound Detail

CHEMBL5433552

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Cc1cnc(Nc2ccc(OCCCCCCC(=O)NO)cc2)nc1Nc1cccc(S(=O)(=O)NC(C)(C)C)c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL5433552
Phase Preclinical
Structure Type MOL
InChI Key YJVWRVUQZNYKON-UHFFFAOYSA-N
18
Targets
19
Activities
1
Assay Types
14
PK Parameters
20
Publications
0
Known Names

Molecular Properties

570.7
MW (Da)
5.18
ALogP
9
HBA
5
HBD
154.6
PSA (Ų)
0.10
QED
2
Ro5 Violations
14
Rot. Bonds

Drug Information

Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C28H38N6O5S
MW 570.72
Aromatic Rings 3
Heavy Atoms 40
NP-Likeness -1.24

Activity Summary

IC50 19 meas. best 9.77

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Histone deacetylase
CHEMBL2093865
 IC50 9.77 9.77 0.2 1
Histone deacetylase 1
CHEMBL325
 IC50 9.47 9.47 0.3 1
Histone deacetylase 6
CHEMBL1865
 IC50 8.35 8.35 4.4 1
Tyrosine-protein kinase JAK2
CHEMBL2971
 IC50 8.27 7.96 5.3 2
Tyrosine-protein kinase JAK1
CHEMBL2835
 IC50 7.57 7.57 27.1 1
Histone deacetylase 3
CHEMBL1829
 IC50 7.23 7.23 58.7 1
Polyamine deacetylase HDAC10
CHEMBL5103
 IC50 6.93 6.93 116.1 1
Histone deacetylase 2
CHEMBL1937
 IC50 6.52 6.52 303.0 1
HEL
CHEMBL613888
 IC50 6.48 6.48 330.0 1
Non-receptor tyrosine-protein kinase TYK2
CHEMBL3553
 IC50 6.38 6.38 414.4 1
Tyrosine-protein kinase JAK3
CHEMBL2148
 IC50 6.23 6.23 594.8 1
A549
CHEMBL392
 IC50 6.14 6.14 730.0 1
Histone deacetylase 11
CHEMBL3310
 IC50 6.14 6.14 724.4 1
MCF7
CHEMBL387
 IC50 5.74 5.74 1830.0 1
K562
CHEMBL385
 IC50 5.73 5.73 1870.0 1
PC-3
CHEMBL390
 IC50 5.6 5.6 2520.0 1
HL-60
CHEMBL383
 IC50 5.59 5.59 2580.0 1
HeLa
CHEMBL399
 IC50 5.54 5.54 2880.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 216610.0 ng.hr.mL-1 Rattus norvegicus
AUC 745.25 ng.hr.mL-1 Rattus norvegicus
AUC 656.24 ng.hr.mL-1 Rattus norvegicus
CL 4.56 L/Kg.hr Rattus norvegicus
CL 4.571 L/Kg.hr Rattus norvegicus
Cmax 163.53 nM Rattus norvegicus
F 22.71 % Rattus norvegicus
MRT 6.016 hr Rattus norvegicus
MRT 0.185 hr Rattus norvegicus
T1/2 11.06 hr Rattus norvegicus
T1/2 2.084 hr Rattus norvegicus
T1/2 0.128 hr Rattus norvegicus
Tmax 2.912 hr Rattus norvegicus
Vd 13.71 L.kg-1 Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Histone deacetylase IC50 = 0.17 nM 9.77 Inhibition of HDAC in human HeLa cells nuclear extract incubated for 30 mins by ... 37057760
Histone deacetylase 1 IC50 = 0.34 nM 9.47 Inhibition of HDAC1 in human HeLa cells nuclear extract incubated for 30 mins by... 37057760
Histone deacetylase 6 IC50 = 4.44 nM 8.35 Inhibition of HDAC6 (unknown origin) 37057760
Tyrosine-protein kinase JAK2 IC50 = 5.32 nM 8.27 Inhibition of JAK2 (unknown origin) 37057760
Tyrosine-protein kinase JAK2 IC50 = 22.42 nM 7.65 Inhibition of JAK2 (unknown origin) incubated for 30 mins in presence of ATP by ... 37057760
Tyrosine-protein kinase JAK1 IC50 = 27.15 nM 7.57 Inhibition of JAK1 (unknown origin) 37057760
Histone deacetylase 3 IC50 = 58.7 nM 7.23 Inhibition of HDAC3 (unknown origin) 37057760
Polyamine deacetylase HDAC10 IC50 = 116.1 nM 6.93 Inhibition of HDAC10 (unknown origin) 37057760
Histone deacetylase 2 IC50 = 303.0 nM 6.52 Inhibition of HDAC2 (unknown origin) 37057760
HEL IC50 = 330.0 nM 6.48 Antiproliferative activity against HEL cells incubated for 72 hrs by CCK-8 assay 37057760
Non-receptor tyrosine-protein kinase TYK2 IC50 = 414.4 nM 6.38 Inhibition of TYK2 (unknown origin) 37057760
Tyrosine-protein kinase JAK3 IC50 = 594.8 nM 6.23 Inhibition of JAK3 (unknown origin) 37057760
A549 IC50 = 730.0 nM 6.14 Antiproliferative activity against human A549 cells incubated for 72 hrs by CCK-... 37057760
Histone deacetylase 11 IC50 = 724.4 nM 6.14 Inhibition of HDAC11 (unknown origin) 37057760
MCF7 IC50 = 1830.0 nM 5.74 Antiproliferative activity against human MCF7 cells incubated for 72 hrs by CCK-... 37057760
K562 IC50 = 1870.0 nM 5.73 Antiproliferative activity against human K562 cells incubated for 72 hrs by CCK-... 37057760
PC-3 IC50 = 2520.0 nM 5.6 Antiproliferative activity against human PC-3 cells incubated for 72 hrs by CCK-... 37057760
HL-60 IC50 = 2580.0 nM 5.59 Antiproliferative activity against human HL-60 cells incubated for 72 hrs by CCK... 37057760
HeLa IC50 = 2880.0 nM 5.54 Antiproliferative activity against human HeLa cells incubated for 72 hrs by CCK-... 37057760

Literature References

PubMed DOI Target Context # Activities
37057760 10.1021/acs.jmedchem.3c00036 ADMET 16
37057760 10.1021/acs.jmedchem.3c00036 Unchecked 9
37057760 10.1021/acs.jmedchem.3c00036 A549 4
37057760 10.1021/acs.jmedchem.3c00036 HEL 4
37057760 10.1021/acs.jmedchem.3c00036 Histone deacetylase 3
37057760 10.1021/acs.jmedchem.3c00036 Histone deacetylase 6 3
37057760 10.1021/acs.jmedchem.3c00036 Tyrosine-protein kinase JAK2 3
37057760 10.1021/acs.jmedchem.3c00036 Histone deacetylase 1/2/3 2
37057760 10.1021/acs.jmedchem.3c00036 Tyrosine-protein kinase JAK1 2
37057760 10.1021/acs.jmedchem.3c00036 MCF7 1
37057760 10.1021/acs.jmedchem.3c00036 HeLa 1
37057760 10.1021/acs.jmedchem.3c00036 HL-60 1
37057760 10.1021/acs.jmedchem.3c00036 PC-3 1
37057760 10.1021/acs.jmedchem.3c00036 Muscle, skeletal receptor tyrosine-protein kinase 1
37057760 10.1021/acs.jmedchem.3c00036 Histone deacetylase 2 1
37057760 10.1021/acs.jmedchem.3c00036 Histone deacetylase 3 1
37057760 10.1021/acs.jmedchem.3c00036 Histone deacetylase 4 1
37057760 10.1021/acs.jmedchem.3c00036 Histone deacetylase 5 1
37057760 10.1021/acs.jmedchem.3c00036 Histone deacetylase 1 1
37057760 10.1021/acs.jmedchem.3c00036 Histone deacetylase 8 1

Data from ChEMBL 36 via Core Engine