Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL1830396

Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
CCCCc1nc2cc(/C=C/C(=O)NO)ccc2n1CCNC(C)C
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL1830396
Phase Preclinical
Structure Type MOL
InChI Key OCDKGOFASZWZBG-CSKARUKUSA-N
15
Targets
16
Activities
2
Assay Types
1
PK Parameters
17
Publications
0
Known Names

Molecular Properties

344.5
MW (Da)
2.90
ALogP
5
HBA
3
HBD
79.2
PSA (Ų)
0.37
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 C19H28N4O2
MW 344.46
Aromatic Rings 2
Heavy Atoms 25
NP-Likeness -1.01

Activity Summary

Ki 11 meas. best 7.96
IC50 5 meas. best 7.38

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Histone deacetylase 5
CHEMBL2563
 Ki 7.96 7.96 11.0 1
Histone deacetylase 4
CHEMBL3524
 Ki 7.96 7.96 11.0 1
Histone deacetylase 11
CHEMBL3310
 Ki 7.75 7.75 18.0 1
Histone deacetylase 1
CHEMBL325
 Ki 7.58 7.58 26.0 1
Histone deacetylase 3
CHEMBL1829
 Ki 7.57 7.57 27.0 1
Histone deacetylase 9
CHEMBL4145
 Ki 7.52 7.52 30.0 1
Histone deacetylase 2
CHEMBL1937
 Ki 7.48 7.48 33.0 1
Polyamine deacetylase HDAC10
CHEMBL5103
 Ki 7.47 7.47 34.0 1
Histone deacetylase 1
CHEMBL325
 IC50 7.38 7.38 42.0 1
Histone deacetylase 7
CHEMBL2716
 Ki 7.11 7.11 77.0 1
Histone deacetylase 8
CHEMBL3192
 Ki 7.11 7.11 78.0 1
Histone deacetylase 6
CHEMBL1865
 Ki 6.65 6.65 225.0 1
PC-3
CHEMBL390
 IC50 6.64 6.64 230.0 1
HCT-116
CHEMBL394
 IC50 6.47 6.47 340.0 1
A2780
CHEMBL614004
 IC50 6.42 6.42 380.0 1
COLO 205
CHEMBL614561
 IC50 6.33 6.33 470.0 1

Pharmacokinetic Data

Parameter Value Units Species
F 9.0 % Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Histone deacetylase 4 Ki = 11.0 nM 7.96 Competitive inhibition of HDAC4 using KI-104 as substrate by fluorescence assay 21634430
Histone deacetylase 5 Ki = 11.0 nM 7.96 Competitive inhibition of HDAC5 using KI-104 as substrate by fluorescence assay 21634430
Histone deacetylase 11 Ki = 18.0 nM 7.75 Competitive inhibition of HDAC11 using KI-104 as substrate by fluorescence assay 21634430
Histone deacetylase 1 Ki = 26.0 nM 7.58 Competitive inhibition of HDAC1 using KI-104 as substrate by fluorescence assay 21634430
Histone deacetylase 3 Ki = 27.0 nM 7.57 Competitive inhibition of HDAC3 using KI-104 as substrate by fluorescence assay 21634430
Histone deacetylase 9 Ki = 30.0 nM 7.52 Competitive inhibition of HDAC9 using KI-104 as substrate by fluorescence assay 21634430
Histone deacetylase 2 Ki = 33.0 nM 7.48 Competitive inhibition of HDAC2 using KI-104 as substrate by fluorescence assay 21634430
Polyamine deacetylase HDAC10 Ki = 34.0 nM 7.47 Competitive inhibition of HDAC10 using KI-104 as substrate by fluorescence assay 21634430
Histone deacetylase 1 IC50 = 42.0 nM 7.38 Inhibition of full length recombinant HDAC1 using Fluor de Lys as substrate by f... 21634430
Histone deacetylase 7 Ki = 77.0 nM 7.11 Competitive inhibition of HDAC7 using KI-104 as substrate by fluorescence assay 21634430
Histone deacetylase 8 Ki = 78.0 nM 7.11 Competitive inhibition of HDAC8 using KI-104 as substrate by fluorescence assay 21634430
Histone deacetylase 6 Ki = 225.0 nM 6.65 Competitive inhibition of HDAC6 using KI-104 as substrate by fluorescence assay 21634430
PC-3 IC50 = 230.0 nM 6.64 Antiproliferative activity against human PC3 cells after 96 hrs by celltiter 96 ... 21634430
HCT-116 IC50 = 340.0 nM 6.47 Antiproliferative activity against human HCT116 cells after 96 hrs by celltiter ... 21634430
A2780 IC50 = 380.0 nM 6.42 Antiproliferative activity against human A2780 cells after 96 hrs by celltiter 9... 21634430
COLO 205 IC50 = 470.0 nM 6.33 Antiproliferative activity against human COLO205 cells after 96 hrs by celltiter... 21634430

Literature References

PubMed DOI Target Context # Activities
21634430 10.1021/jm2003552 Histone deacetylase 1 2
21634430 10.1021/jm2003552 Histone deacetylase 5 1
21634430 10.1021/jm2003552 Mus musculus 1
21634430 10.1021/jm2003552 Rattus norvegicus 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 4 1
21634430 10.1021/jm2003552 Histone deacetylase 3 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

Data from ChEMBL 36 via Core Engine