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Compound Detail

CHEMBL1914702

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[N-]=[N+]=NCc1cc(N=[N+]=[N-])cc(C(=O)Nc2ccc(-c3cc(C(=O)NCCCCCCC(=O)NO)no3)cc2)c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL1914702
Phase Preclinical
Structure Type MOL
InChI Key CRPIWCWIMAOUCX-UHFFFAOYSA-N
18
Targets
25
Activities
3
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

546.5
MW (Da)
5.53
ALogP
8
HBA
4
HBD
231.1
PSA (Ų)
0.05
QED
2
Ro5 Violations
14
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C25H26N10O5
MW 546.55
Aromatic Rings 3
Heavy Atoms 40
NP-Likeness -1.05

Activity Summary

IC50 17 meas. best 7.42
EC50 7 meas. best 5.33
Ki 1 meas. best 7.64

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Histone deacetylase 3
CHEMBL1829
 Ki 7.64 7.64 23.0 1
Histone deacetylase 9
CHEMBL4145
 IC50 7.42 7.42 37.8 1
Histone deacetylase 3
CHEMBL1829
 IC50 7.35 7.35 45.0 1
Histone deacetylase 3/Nuclear receptor corepressor 2 (HDAC3/NCoR2)
CHEMBL2111363
 IC50 7.35 7.35 45.0 1
Histone deacetylase 6
CHEMBL1865
 IC50 7.33 7.33 47.0 1
Histone deacetylase 1
CHEMBL325
 IC50 7.08 7.08 82.2 1
Histone deacetylase 11
CHEMBL3310
 IC50 6.94 6.94 116.0 1
Histone deacetylase 4
CHEMBL3524
 IC50 6.37 6.37 432.0 1
Histone deacetylase 8
CHEMBL3192
 IC50 6.19 6.19 651.0 2
Histone deacetylase 2
CHEMBL1937
 IC50 6.11 6.11 780.0 1
Polyamine deacetylase HDAC10
CHEMBL5103
 IC50 6.11 6.11 776.0 1
Histone deacetylase 5
CHEMBL2563
 IC50 6.03 6.03 932.0 1
Histone deacetylase 7
CHEMBL2716
 IC50 5.65 5.65 2230.0 1
HeLa
CHEMBL399
 EC50 5.33 4.96 4700.0 3
HepG2
CHEMBL395
 EC50 5.31 5.125 4900.0 2
Matrix metalloproteinase-14
CHEMBL3869
 IC50 5.03 5.03 9330.0 1
Stromelysin-1
CHEMBL283
 IC50 4.92 4.92 12100.0 1
SH-SY5Y
CHEMBL614910
 EC50 4.64 4.565 23000.0 2
Matrix metalloproteinase-9
CHEMBL321
 IC50 4.64 4.64 22900.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Histone deacetylase 3 Ki = 23.0 nM 7.64 Inhibition of human recombinant HDAC3 using Boc-Lys(Ac)-AMC as substrate preincu... 23010266
Histone deacetylase 9 IC50 = 37.8 nM 7.42 Inhibition of human recombinant HDAC9 using fluorophore-conjugated substrate Boc... 21548582
Histone deacetylase 3 IC50 = 45.0 nM 7.35 Inhibition of human recombinant HDAC3 using Boc-Lys(Ac)-AMC as substrate preincu... 23010266
Histone deacetylase 3/Nuclear receptor corepressor 2 (HDAC3/NCoR2) IC50 = 45.0 nM 7.35 Inhibition of human recombinant HDAC3/NCoR2 using fluorophore-conjugated substra... 21548582
Histone deacetylase 6 IC50 = 47.0 nM 7.33 Inhibition of human recombinant HDAC6 using fluorophore-conjugated substrate Boc... 21548582
Histone deacetylase 1 IC50 = 82.2 nM 7.08 Inhibition of human recombinant HDAC1 using fluorophore-conjugated substrate Boc... 21548582
Histone deacetylase 11 IC50 = 116.0 nM 6.94 Inhibition of human recombinant HDAC11 using fluorophore-conjugated substrate Bo... 21548582
Histone deacetylase 4 IC50 = 432.0 nM 6.37 Inhibition of human recombinant HDAC4 using fluorophore-conjugated substrate Boc... 21548582
Histone deacetylase 8 IC50 = 651.0 nM 6.19 Inhibition of human recombinant HDAC8 using Fluor de Lys as substrate 21548582
Histone deacetylase 8 IC50 = 651.0 nM 6.19 Inhibition of human recombinant HDAC8 using fluor de Lys as substrate preincubat... 23010266
Polyamine deacetylase HDAC10 IC50 = 776.0 nM 6.11 Inhibition of human recombinant HDAC10 using fluorophore-conjugated substrate Bo... 21548582
Histone deacetylase 2 IC50 = 780.0 nM 6.11 Inhibition of human recombinant HDAC2 using fluorophore-conjugated substrate Boc... 21548582
Histone deacetylase 5 IC50 = 932.0 nM 6.03 Inhibition of human recombinant HDAC5 using fluorophore-conjugated substrate Boc... 21548582
Histone deacetylase 7 IC50 = 2230.0 nM 5.65 Inhibition of human recombinant HDAC7 using fluorophore-conjugated substrate Boc... 21548582
HeLa EC50 = 4700.0 nM 5.33 Antiproliferative activity against human HeLa cells after 72 hrs by XTT assay 21548582
HepG2 EC50 = 4900.0 nM 5.31 Antiproliferative activity against human HepG2 cells after 72 hrs by XTT assay 21548582
Matrix metalloproteinase-14 IC50 = 9330.0 nM 5.03 Inhibition of MMP14 21548582
HeLa EC50 = 10700.0 nM 4.97 Antiproliferative activity against human HeLa cells after 48 hrs by XTT assay 21548582
HepG2 EC50 = 11500.0 nM 4.94 Antiproliferative activity against human HepG2 cells after 48 hrs by XTT assay 21548582
Stromelysin-1 IC50 = 12100.0 nM 4.92 Inhibition of MMP3 21548582

Literature References

PubMed DOI Target Context # Activities
21548582 10.1021/jm2001025 HepG2 7
21548582 10.1021/jm2001025 Histone deacetylase 4
21548582 10.1021/jm2001025 Histone deacetylase 1 3
21548582 10.1021/jm2001025 Histone deacetylase 2 3
21548582 10.1021/jm2001025 SH-SY5Y 3
21548582 10.1021/jm2001025 HeLa 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 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