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Compound Detail

CHEMBL4059703

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O=C(/C=C/c1ccc(NCCCn2cc(-c3ncnc4[nH]ccc34)cn2)cc1)NO
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4059703
Phase Preclinical
Structure Type MOL
InChI Key YUXALDSNHVMDFU-QPJJXVBHSA-N
7
Targets
8
Activities
2
Assay Types
0
PK Parameters
10
Publications
0
Known Names

Molecular Properties

403.4
MW (Da)
2.84
ALogP
7
HBA
4
HBD
120.8
PSA (Ų)
0.16
QED
0
Ro5 Violations
8
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C21H21N7O2
MW 403.45
Aromatic Rings 4
Heavy Atoms 30
NP-Likeness -1.11

Activity Summary

IC50 7 meas. best 6.83
Kd 1 meas. best 6.7

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Histone deacetylase 6
CHEMBL1865
 IC50 6.83 6.83 148.0 1
Tyrosine-protein kinase JAK2
CHEMBL2971
 Kd 6.7 6.7 200.0 1
Tyrosine-protein kinase JAK2
CHEMBL2971
 IC50 6.3 6.3 502.0 1
Histone deacetylase 1
CHEMBL325
 IC50 5.58 5.58 2650.0 1
MDA-MB-231
CHEMBL400
 IC50 4.88 4.88 13300.0 1
MCF7
CHEMBL387
 IC50 4.84 4.84 14400.0 1
PC-3
CHEMBL390
 IC50 4.77 4.77 17000.0 1
HCT-116
CHEMBL394
 IC50 4.6 4.6 25300.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Histone deacetylase 6 IC50 = 148.0 nM 6.83 Inhibition of N-terminal GST tagged human HDAC6 (1 to 1215 residues) expressed i... 28953386
Tyrosine-protein kinase JAK2 Kd = 200.0 nM 6.7 Binding affinity to N-terminal His tagged human recombinant JAK2 (1014 to 1132 r... 28953386
Tyrosine-protein kinase JAK2 IC50 = 502.0 nM 6.3 Inhibition of human JAK2 using poly[Glu:Tyr] as substrate in presence of [gamma-... 28953386
Histone deacetylase 1 IC50 = 2650.0 nM 5.58 Inhibition of C-terminal FLAG His tagged full length human recombinant HDAC1 (1 ... 28953386
MDA-MB-231 IC50 = 13300.0 nM 4.88 Antiproliferative activity against human MDA-MB-231 cells after 72 hrs by MTT as... 28953386
MCF7 IC50 = 14400.0 nM 4.84 Antiproliferative activity against human MCF7 cells after 72 hrs by MTT assay 28953386
PC-3 IC50 = 17000.0 nM 4.77 Antiproliferative activity against human PC3 cells after 72 hrs by MTT assay 28953386
HCT-116 IC50 = 25300.0 nM 4.6 Antiproliferative activity against human HCT116 cells after 72 hrs by MTT assay 28953386

Literature References

PubMed DOI Target Context # Activities
28953386 10.1021/acs.jmedchem.7b00678 Tyrosine-protein kinase JAK2 3
28953386 10.1021/acs.jmedchem.7b00678 Histone deacetylase 6 2
28953386 10.1021/acs.jmedchem.7b00678 Histone deacetylase 1 2
28953386 10.1021/acs.jmedchem.7b00678 MCF7 1
28953386 10.1021/acs.jmedchem.7b00678 MDA-MB-231 1
28953386 10.1021/acs.jmedchem.7b00678 HCT-116 1
28953386 10.1021/acs.jmedchem.7b00678 PC-3 1
28953386 10.1021/acs.jmedchem.7b00678 HL-60 1
28953386 10.1021/acs.jmedchem.7b00678 HEL 92.1.7 1
28953386 10.1021/acs.jmedchem.7b00678 Jurkat 1

Data from ChEMBL 36 via Core Engine