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Compound Detail

CHEMBL1914708

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[N-]=[N+]=NCc1cc(Cn2cc(NC(=O)CCCCCCC(=O)NO)cn2)cc(N=[N+]=[N-])c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL1914708
Phase Preclinical
Structure Type MOL
InChI Key IGNPXOQRVRXSKJ-UHFFFAOYSA-N
15
Targets
21
Activities
3
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

440.5
MW (Da)
4.47
ALogP
7
HBA
3
HBD
193.8
PSA (Ų)
0.10
QED
0
Ro5 Violations
13
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C19H24N10O3
MW 440.47
Aromatic Rings 2
Heavy Atoms 32
NP-Likeness -1.01

Activity Summary

IC50 13 meas. best 7.77
EC50 7 meas. best 4.87
Ki 1 meas. best 7.19

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Histone deacetylase 8
CHEMBL3192
 IC50 7.77 7.77 17.0 2
Histone deacetylase 3
CHEMBL1829
 Ki 7.19 7.19 64.0 1
Histone deacetylase 1
CHEMBL325
 IC50 7.0 7.0 99.1 1
Histone deacetylase 3
CHEMBL1829
 IC50 6.89 6.89 128.0 1
Histone deacetylase 3/Nuclear receptor corepressor 2 (HDAC3/NCoR2)
CHEMBL2111363
 IC50 6.89 6.89 128.0 1
Polyamine deacetylase HDAC10
CHEMBL5103
 IC50 6.85 6.85 140.0 1
Histone deacetylase 6
CHEMBL1865
 IC50 6.56 6.56 274.0 1
Histone deacetylase 4
CHEMBL3524
 IC50 6.42 6.42 379.0 1
Histone deacetylase 11
CHEMBL3310
 IC50 6.32 6.32 476.0 1
Histone deacetylase 9
CHEMBL4145
 IC50 6.15 6.15 704.0 1
Histone deacetylase 5
CHEMBL2563
 IC50 6.05 6.05 892.0 1
Histone deacetylase 2
CHEMBL1937
 IC50 6.0 6.0 1000.0 1
Histone deacetylase 7
CHEMBL2716
 IC50 5.35 5.35 4510.0 1
HepG2
CHEMBL395
 EC50 4.87 4.74 13400.0 2
HeLa
CHEMBL399
 EC50 4.82 4.65 15000.0 3
SH-SY5Y
CHEMBL614910
 EC50 4.68 4.565 20800.0 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Histone deacetylase 8 IC50 = 17.0 nM 7.77 Inhibition of human recombinant HDAC8 using fluor de Lys as substrate preincubat... 23010266
Histone deacetylase 8 IC50 = 17.0 nM 7.77 Inhibition of human recombinant HDAC8 using Fluor de Lys as substrate 21548582
Histone deacetylase 3 Ki = 64.0 nM 7.19 Inhibition of human recombinant HDAC3 using Boc-Lys(Ac)-AMC as substrate preincu... 23010266
Histone deacetylase 1 IC50 = 99.1 nM 7.0 Inhibition of human recombinant HDAC1 using fluorophore-conjugated substrate Boc... 21548582
Histone deacetylase 3/Nuclear receptor corepressor 2 (HDAC3/NCoR2) IC50 = 128.0 nM 6.89 Inhibition of human recombinant HDAC3/NCoR2 using fluorophore-conjugated substra... 21548582
Histone deacetylase 3 IC50 = 128.0 nM 6.89 Inhibition of human recombinant HDAC3 using Boc-Lys(Ac)-AMC as substrate preincu... 23010266
Polyamine deacetylase HDAC10 IC50 = 140.0 nM 6.85 Inhibition of human recombinant HDAC10 using fluorophore-conjugated substrate Bo... 21548582
Histone deacetylase 6 IC50 = 274.0 nM 6.56 Inhibition of human recombinant HDAC6 using fluorophore-conjugated substrate Boc... 21548582
Histone deacetylase 4 IC50 = 379.0 nM 6.42 Inhibition of human recombinant HDAC4 using fluorophore-conjugated substrate Boc... 21548582
Histone deacetylase 11 IC50 = 476.0 nM 6.32 Inhibition of human recombinant HDAC11 using fluorophore-conjugated substrate Bo... 21548582
Histone deacetylase 9 IC50 = 704.0 nM 6.15 Inhibition of human recombinant HDAC9 using fluorophore-conjugated substrate Boc... 21548582
Histone deacetylase 5 IC50 = 892.0 nM 6.05 Inhibition of human recombinant HDAC5 using fluorophore-conjugated substrate Boc... 21548582
Histone deacetylase 2 IC50 = 1000.0 nM 6.0 Inhibition of human recombinant HDAC2 using fluorophore-conjugated substrate Boc... 21548582
Histone deacetylase 7 IC50 = 4510.0 nM 5.35 Inhibition of human recombinant HDAC7 using fluorophore-conjugated substrate Boc... 21548582
HepG2 EC50 = 13400.0 nM 4.87 Antiproliferative activity against human HepG2 cells after 72 hrs by XTT assay 21548582
HeLa EC50 = 15000.0 nM 4.82 Antiproliferative activity against human HeLa cells after 72 hrs by XTT assay 21548582
SH-SY5Y EC50 = 20800.0 nM 4.68 Antiproliferative activity against human SH-SY5Y cells after 72 hrs by XTT assay 21548582
HeLa EC50 = 23700.0 nM 4.62 Antiproliferative activity against human HeLa cells after 48 hrs by XTT assay 21548582
HepG2 EC50 = 24300.0 nM 4.61 Antiproliferative activity against human HepG2 cells after 48 hrs by XTT assay 21548582
HeLa EC50 = 30600.0 nM 4.51 Antiproliferative activity against human HeLa cells after 24 hrs by XTT assay 21548582

Literature References

PubMed DOI Target Context # Activities
21548582 10.1021/jm2001025 SH-SY5Y 6
21548582 10.1021/jm2001025 Histone deacetylase 1 3
21548582 10.1021/jm2001025 Histone deacetylase 2 3
21548582 10.1021/jm2001025 HeLa 3
21548582 10.1021/jm2001025 HepG2 3
21548582 10.1021/jm2001025 Polyamine deacetylase HDAC10 2
23010266 10.1016/j.bmcl.2012.08.104 Histone deacetylase 3 2
21548582 10.1021/jm2001025 Histone deacetylase 2
21548582 10.1021/jm2001025 Matrix metalloproteinase-14 2
21548582 10.1021/jm2001025 Matrix metalloproteinase-9 2
21548582 10.1021/jm2001025 Stromelysin-1 2
21548582 10.1021/jm2001025 Interstitial collagenase 2
21548582 10.1021/jm2001025 Histone deacetylase 11 2
21548582 10.1021/jm2001025 Histone deacetylase 3/Nuclear receptor corepressor 2 (HDAC3/NCoR2) 2
21548582 10.1021/jm2001025 Histone deacetylase 9 2
21548582 10.1021/jm2001025 Histone deacetylase 7 2
21548582 10.1021/jm2001025 Histone deacetylase 6 2
21548582 10.1021/jm2001025 Histone deacetylase 5 2
21548582 10.1021/jm2001025 Histone deacetylase 4 2
21548582 10.1021/jm2001025 Histone deacetylase 8 2

Data from ChEMBL 36 via Core Engine