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Compound Detail

CHEMBL460963

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CN(C)CC(C)(C)Cn1c(CCc2ccccc2)nc2cc(/C=C/C(=O)NO)ccc21
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL460963
Phase Preclinical
Structure Type MOL
InChI Key FOLVOXAEHBGIDM-NTCAYCPXSA-N
15
Targets
22
Activities
3
Assay Types
2
PK Parameters
20
Publications
0
Known Names

Molecular Properties

420.6
MW (Da)
3.93
ALogP
5
HBA
2
HBD
70.4
PSA (Ų)
0.31
QED
0
Ro5 Violations
9
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C25H32N4O2
MW 420.56
Aromatic Rings 3
Heavy Atoms 31
NP-Likeness -0.89

Activity Summary

IC50 12 meas. best 7.62
Ki 9 meas. best 8.0
EC50 1 meas. best 5.96

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Histone deacetylase 4
CHEMBL3524
 Ki 8.0 8.0 10.0 1
Histone deacetylase 3
CHEMBL1829
 Ki 7.96 7.96 11.0 1
Histone deacetylase 1
CHEMBL325
 Ki 7.82 7.82 15.0 1
Histone deacetylase 5
CHEMBL2563
 Ki 7.8 7.8 16.0 1
Histone deacetylase 11
CHEMBL3310
 Ki 7.8 7.8 16.0 1
Histone deacetylase 9
CHEMBL4145
 Ki 7.68 7.68 21.0 1
Histone deacetylase 6
CHEMBL1865
 Ki 7.64 7.64 23.0 1
Polyamine deacetylase HDAC10
CHEMBL5103
 Ki 7.64 7.64 23.0 1
Histone deacetylase 1
CHEMBL325
 IC50 7.62 7.526 24.0 5
Histone deacetylase 2
CHEMBL1937
 Ki 7.41 7.41 39.0 1
A2780
CHEMBL614004
 IC50 6.96 6.96 110.0 1
COLO 205
CHEMBL614561
 IC50 6.96 6.94 110.0 2
HCT-116
CHEMBL394
 IC50 6.8 6.8 160.0 1
PC-3
CHEMBL390
 IC50 6.75 6.75 180.0 1
Histone deacetylase 8
CHEMBL3192
 IC50 6.45 6.45 353.0 2
Unchecked
CHEMBL612545
 EC50 5.96 5.96 1100.0 1

Pharmacokinetic Data

Parameter Value Units Species
T1/2 1.0 hr Homo sapiens
T1/2 0.2833 hr Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Histone deacetylase 4 Ki = 10.0 nM 8.0 Competitive inhibition of HDAC4 using KI-104 as substrate by fluorescence assay 21634430
Histone deacetylase 3 Ki = 11.0 nM 7.96 Competitive inhibition of HDAC3 using KI-104 as substrate by fluorescence assay 21634430
Histone deacetylase 1 Ki = 15.0 nM 7.82 Competitive inhibition of HDAC1 using KI-104 as substrate by fluorescence assay 21634430
Histone deacetylase 11 Ki = 16.0 nM 7.8 Competitive inhibition of HDAC11 using KI-104 as substrate by fluorescence assay 21634430
Histone deacetylase 5 Ki = 16.0 nM 7.8 Competitive inhibition of HDAC5 using KI-104 as substrate by fluorescence assay 21634430
Histone deacetylase 9 Ki = 21.0 nM 7.68 Competitive inhibition of HDAC9 using KI-104 as substrate by fluorescence assay 21634430
Polyamine deacetylase HDAC10 Ki = 23.0 nM 7.64 Competitive inhibition of HDAC10 using KI-104 as substrate by fluorescence assay 21634430
Histone deacetylase 6 Ki = 23.0 nM 7.64 Competitive inhibition of HDAC6 using KI-104 as substrate by fluorescence assay 21634430
Histone deacetylase 1 IC50 = 24.0 nM 7.62 Enzyme Assay: The assay have been carried out in a 96 well format and the BIOMOL... -
Histone deacetylase 1 IC50 = 24.0 nM 7.62 In Vitro HDAC Assay: The assay has been carried out in 96 well format and the BI... -
Histone deacetylase 1 IC50 = 24.0 nM 7.62 Enzyme Assay: The assay has been carried out in 96 well format and the BIOMOL fl... -
Histone deacetylase 2 Ki = 39.0 nM 7.41 Competitive inhibition of HDAC2 using KI-104 as substrate by fluorescence assay 21634430
Histone deacetylase 1 IC50 = 41.0 nM 7.39 Inhibition of recombinant HDAC1 by fluorimetric assay 19181524
Histone deacetylase 1 IC50 = 42.0 nM 7.38 Inhibition of full length recombinant HDAC1 using Fluor de Lys as substrate by f... 21634430
A2780 IC50 = 110.0 nM 6.96 Antiproliferative activity against human A2780 cells after 96 hrs by celltiter 9... 21634430
COLO 205 IC50 = 110.0 nM 6.96 Antiproliferative activity against human COLO205 cells after 96 hrs by celltiter... 21634430
COLO 205 IC50 = 120.0 nM 6.92 Antiproliferative activity against human COLO205 cells after 96 hrs by celltiter... 19181524
HCT-116 IC50 = 160.0 nM 6.8 Antiproliferative activity against human HCT116 cells after 96 hrs by celltiter ... 21634430
PC-3 IC50 = 180.0 nM 6.75 Antiproliferative activity against human PC3 cells after 96 hrs by celltiter 96 ... 21634430
Histone deacetylase 8 IC50 = 353.0 nM 6.45 Histone H3 Acetylation Assay: To determine EC50 where acetylated histone 3 was i... -

Literature References

PubMed DOI Target Context # Activities
21634430 10.1021/jm2003552 Histone deacetylase 1 2
21634430 10.1021/jm2003552 Histone deacetylase 3 1
21634430 10.1021/jm2003552 Liver 1
21634430 10.1021/jm2003552 Liver microsomes 1
21634430 10.1021/jm2003552 Histone deacetylase 11 1
21634430 10.1021/jm2003552 Polyamine deacetylase HDAC10 1
21634430 10.1021/jm2003552 Histone deacetylase 9 1
21634430 10.1021/jm2003552 Histone deacetylase 8 1
21634430 10.1021/jm2003552 Histone deacetylase 7 1
21634430 10.1021/jm2003552 Histone deacetylase 6 1
21634430 10.1021/jm2003552 Histone deacetylase 5 1
21634430 10.1021/jm2003552 Histone deacetylase 4 1
19181524 10.1016/j.bmcl.2009.01.041 Histone deacetylase 1 1
21634430 10.1021/jm2003552 Histone deacetylase 2 1
21634430 10.1021/jm2003552 PC-3 1
21634430 10.1021/jm2003552 HCT-116 1
21634430 10.1021/jm2003552 A2780 1
21634430 10.1021/jm2003552 COLO 205 1
19181524 10.1016/j.bmcl.2009.01.041 Mus musculus 1
19181524 10.1016/j.bmcl.2009.01.041 HCT-116 1

Data from ChEMBL 36 via Core Engine