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Compound Detail

CHEMBL5395502

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Cc1cnc(Nc2ccc(OCCCCCCC(=O)NO)c(F)c2)nc1Nc1cccc(S(=O)(=O)NC(C)(C)C)c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL5395502
Phase Preclinical
Structure Type MOL
InChI Key XQYXAGOVMRYFIS-UHFFFAOYSA-N
18
Targets
19
Activities
1
Assay Types
14
PK Parameters
20
Publications
0
Known Names

Molecular Properties

588.7
MW (Da)
5.32
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 C28H37FN6O5S
MW 588.71
Aromatic Rings 3
Heavy Atoms 41
NP-Likeness -1.43

Activity Summary

IC50 19 meas. best 9.7

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Histone deacetylase
CHEMBL2093865
 IC50 9.7 9.7 0.2 1
Histone deacetylase 1
CHEMBL325
 IC50 9.37 9.37 0.4 1
Histone deacetylase 6
CHEMBL1865
 IC50 8.16 8.16 7.0 1
Tyrosine-protein kinase JAK2
CHEMBL2971
 IC50 8.08 7.84 8.4 2
Tyrosine-protein kinase JAK1
CHEMBL2835
 IC50 7.39 7.39 41.0 1
Histone deacetylase 3
CHEMBL1829
 IC50 7.13 7.13 73.9 1
Polyamine deacetylase HDAC10
CHEMBL5103
 IC50 6.89 6.89 127.3 1
HEL
CHEMBL613888
 IC50 6.62 6.62 240.0 1
Histone deacetylase 2
CHEMBL1937
 IC50 6.52 6.52 299.3 1
Non-receptor tyrosine-protein kinase TYK2
CHEMBL3553
 IC50 6.11 6.11 780.4 1
Histone deacetylase 11
CHEMBL3310
 IC50 6.03 6.03 930.9 1
Tyrosine-protein kinase JAK3
CHEMBL2148
 IC50 6.02 6.02 954.1 1
K562
CHEMBL385
 IC50 5.91 5.91 1220.0 1
A549
CHEMBL392
 IC50 5.9 5.9 1270.0 1
MCF7
CHEMBL387
 IC50 5.7 5.7 1980.0 1
PC-3
CHEMBL390
 IC50 5.52 5.52 3040.0 1
HeLa
CHEMBL399
 IC50 5.49 5.49 3250.0 1
HL-60
CHEMBL383
 IC50 5.47 5.47 3370.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 168800.0 ng.hr.mL-1 Rattus norvegicus
AUC 548.54 ng.hr.mL-1 Rattus norvegicus
AUC 508.44 ng.hr.mL-1 Rattus norvegicus
CL 5.896 L/Kg.hr Rattus norvegicus
CL 5.9 L/Kg.hr Rattus norvegicus
Cmax 134.29 nM Rattus norvegicus
F 21.58 % Rattus norvegicus
MRT 5.109 hr Rattus norvegicus
MRT 0.161 hr Rattus norvegicus
T1/2 8.49 hr Rattus norvegicus
T1/2 1.812 hr Rattus norvegicus
T1/2 0.112 hr Rattus norvegicus
Tmax 2.554 hr Rattus norvegicus
Vd 15.41 L.kg-1 Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Histone deacetylase IC50 = 0.2 nM 9.7 Inhibition of HDAC in human HeLa cells nuclear extract incubated for 30 mins by ... 37057760
Histone deacetylase 1 IC50 = 0.43 nM 9.37 Inhibition of HDAC1 in human HeLa cells nuclear extract incubated for 30 mins by... 37057760
Histone deacetylase 6 IC50 = 6.98 nM 8.16 Inhibition of HDAC6 (unknown origin) 37057760
Tyrosine-protein kinase JAK2 IC50 = 8.36 nM 8.08 Inhibition of JAK2 (unknown origin) 37057760
Tyrosine-protein kinase JAK2 IC50 = 25.36 nM 7.6 Inhibition of JAK2 (unknown origin) incubated for 30 mins in presence of ATP by ... 37057760
Tyrosine-protein kinase JAK1 IC50 = 41.02 nM 7.39 Inhibition of JAK1 (unknown origin) 37057760
Histone deacetylase 3 IC50 = 73.9 nM 7.13 Inhibition of HDAC3 (unknown origin) 37057760
Polyamine deacetylase HDAC10 IC50 = 127.3 nM 6.89 Inhibition of HDAC10 (unknown origin) 37057760
HEL IC50 = 240.0 nM 6.62 Antiproliferative activity against HEL cells incubated for 72 hrs by CCK-8 assay 37057760
Histone deacetylase 2 IC50 = 299.3 nM 6.52 Inhibition of HDAC2 (unknown origin) 37057760
Non-receptor tyrosine-protein kinase TYK2 IC50 = 780.4 nM 6.11 Inhibition of TYK2 (unknown origin) 37057760
Histone deacetylase 11 IC50 = 930.9 nM 6.03 Inhibition of HDAC11 (unknown origin) 37057760
Tyrosine-protein kinase JAK3 IC50 = 954.1 nM 6.02 Inhibition of JAK3 (unknown origin) 37057760
K562 IC50 = 1220.0 nM 5.91 Antiproliferative activity against human K562 cells incubated for 72 hrs by CCK-... 37057760
A549 IC50 = 1270.0 nM 5.9 Antiproliferative activity against human A549 cells incubated for 72 hrs by CCK-... 37057760
MCF7 IC50 = 1980.0 nM 5.7 Antiproliferative activity against human MCF7 cells incubated for 72 hrs by CCK-... 37057760
PC-3 IC50 = 3040.0 nM 5.52 Antiproliferative activity against human PC-3 cells incubated for 72 hrs by CCK-... 37057760
HeLa IC50 = 3250.0 nM 5.49 Antiproliferative activity against human HeLa cells incubated for 72 hrs by CCK-... 37057760
HL-60 IC50 = 3370.0 nM 5.47 Antiproliferative activity against human HL-60 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