Compound Detail

CHEMBL1830422

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CCCCCCc1nc2cc(/C=C/C(=O)NO)ccc2n1CCNC(C)C

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL1830422
Phase	Preclinical
Structure Type	MOL
InChI Key	IFKSLVQLRLKBBZ-ZRDIBKRKSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

372.5

MW (Da)

3.68

ALogP

HBA

HBD

79.2

PSA (Å²)

0.24

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C21H32N4O2
MW	372.51
Aromatic Rings	2
Heavy Atoms	27
NP-Likeness	-0.81

Activity Summary

Ki 11 meas. best 8.18

IC50 5 meas. best 7.44

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Histone deacetylase 5 CHEMBL2563	Ki	8.18	8.18	6.6	1
Histone deacetylase 4 CHEMBL3524	Ki	8.18	8.18	6.6	1
Histone deacetylase 11 CHEMBL3310	Ki	7.85	7.85	14.0	1
Histone deacetylase 3 CHEMBL1829	Ki	7.82	7.82	15.0	1
Histone deacetylase 9 CHEMBL4145	Ki	7.8	7.8	16.0	1
Histone deacetylase 2 CHEMBL1937	Ki	7.75	7.75	18.0	1
Histone deacetylase 1 CHEMBL325	Ki	7.7	7.7	20.0	1
Polyamine deacetylase HDAC10 CHEMBL5103	Ki	7.54	7.54	29.0	1
Histone deacetylase 1 CHEMBL325	IC50	7.44	7.44	36.0	1
Histone deacetylase 7 CHEMBL2716	Ki	7.39	7.39	41.0	1
Histone deacetylase 8 CHEMBL3192	Ki	7.24	7.24	57.0	1
PC-3 CHEMBL390	IC50	6.77	6.77	170.0	1
COLO 205 CHEMBL614561	IC50	6.77	6.77	170.0	1
A2780 CHEMBL614004	IC50	6.7	6.7	200.0	1
HCT-116 CHEMBL394	IC50	6.68	6.68	210.0	1
Histone deacetylase 6 CHEMBL1865	Ki	6.46	6.46	348.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Histone deacetylase 4	Ki	=	6.6	nM	8.18	Competitive inhibition of HDAC4 using KI-104 as substrate by fluorescence assay	21634430
Histone deacetylase 5	Ki	=	6.6	nM	8.18	Competitive inhibition of HDAC5 using KI-104 as substrate by fluorescence assay	21634430
Histone deacetylase 11	Ki	=	14.0	nM	7.85	Competitive inhibition of HDAC11 using KI-104 as substrate by fluorescence assay	21634430
Histone deacetylase 3	Ki	=	15.0	nM	7.82	Competitive inhibition of HDAC3 using KI-104 as substrate by fluorescence assay	21634430
Histone deacetylase 9	Ki	=	16.0	nM	7.8	Competitive inhibition of HDAC9 using KI-104 as substrate by fluorescence assay	21634430
Histone deacetylase 2	Ki	=	18.0	nM	7.75	Competitive inhibition of HDAC2 using KI-104 as substrate by fluorescence assay	21634430
Histone deacetylase 1	Ki	=	20.0	nM	7.7	Competitive inhibition of HDAC1 using KI-104 as substrate by fluorescence assay	21634430
Polyamine deacetylase HDAC10	Ki	=	29.0	nM	7.54	Competitive inhibition of HDAC10 using KI-104 as substrate by fluorescence assay	21634430
Histone deacetylase 1	IC50	=	36.0	nM	7.44	Inhibition of full length recombinant HDAC1 using Fluor de Lys as substrate by f...	21634430
Histone deacetylase 7	Ki	=	41.0	nM	7.39	Competitive inhibition of HDAC7 using KI-104 as substrate by fluorescence assay	21634430
Histone deacetylase 8	Ki	=	57.0	nM	7.24	Competitive inhibition of HDAC8 using KI-104 as substrate by fluorescence assay	21634430
COLO 205	IC50	=	170.0	nM	6.77	Antiproliferative activity against human COLO205 cells after 96 hrs by celltiter...	21634430
PC-3	IC50	=	170.0	nM	6.77	Antiproliferative activity against human PC3 cells after 96 hrs by celltiter 96 ...	21634430
A2780	IC50	=	200.0	nM	6.7	Antiproliferative activity against human A2780 cells after 96 hrs by celltiter 9...	21634430
HCT-116	IC50	=	210.0	nM	6.68	Antiproliferative activity against human HCT116 cells after 96 hrs by celltiter ...	21634430
Histone deacetylase 6	Ki	=	348.0	nM	6.46	Competitive inhibition of HDAC6 using KI-104 as substrate by fluorescence assay	21634430

Literature References

PubMed	DOI	Target Context	# Activities
21634430	10.1021/jm2003552	Histone deacetylase 1	2
21634430	10.1021/jm2003552	COLO 205	1
21634430	10.1021/jm2003552	A2780	1
21634430	10.1021/jm2003552	HCT-116	1
21634430	10.1021/jm2003552	PC-3	1
21634430	10.1021/jm2003552	Histone deacetylase 2	1
21634430	10.1021/jm2003552	Histone deacetylase 3	1
21634430	10.1021/jm2003552	Histone deacetylase 4	1
21634430	10.1021/jm2003552	Histone deacetylase 5	1
21634430	10.1021/jm2003552	Histone deacetylase 6	1
21634430	10.1021/jm2003552	Histone deacetylase 7	1
21634430	10.1021/jm2003552	Histone deacetylase 8	1
21634430	10.1021/jm2003552	Histone deacetylase 9	1
21634430	10.1021/jm2003552	Polyamine deacetylase HDAC10	1
21634430	10.1021/jm2003552	Histone deacetylase 11	1

Data from ChEMBL 36 via Core Engine