Compound Detail

CHEMBL1830397

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CN(C)CC(C)(C)Cn1c(CC(C)(C)C)nc2cc(/C=C/C(=O)NO)ccc21

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL1830397
Phase	Preclinical
Structure Type	MOL
InChI Key	FDURBWFXDKGGLQ-PKNBQFBNSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

386.5

MW (Da)

3.73

ALogP

HBA

HBD

70.4

PSA (Å²)

0.43

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C22H34N4O2
MW	386.54
Aromatic Rings	2
Heavy Atoms	28
NP-Likeness	-0.86

Activity Summary

Ki 11 meas. best 8.1

IC50 8 meas. best 7.34

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Histone deacetylase 4 CHEMBL3524	Ki	8.1	8.1	7.9	1
Histone deacetylase 5 CHEMBL2563	Ki	7.96	7.96	11.0	1
Histone deacetylase 9 CHEMBL4145	Ki	7.96	7.96	11.0	1
Histone deacetylase 11 CHEMBL3310	Ki	7.85	7.85	14.0	1
Histone deacetylase 3 CHEMBL1829	Ki	7.7	7.7	20.0	1
Histone deacetylase 1 CHEMBL325	Ki	7.62	7.62	24.0	1
Histone deacetylase 2 CHEMBL1937	Ki	7.58	7.58	26.0	1
Polyamine deacetylase HDAC10 CHEMBL5103	Ki	7.47	7.47	34.0	1
Histone deacetylase 1 CHEMBL325	IC50	7.34	7.34	46.0	1
Histone deacetylase 8 CHEMBL3192	Ki	7.19	7.19	65.0	1
Histone deacetylase 7 CHEMBL2716	Ki	7.05	7.05	89.0	1
Histone deacetylase 6 CHEMBL1865	Ki	7.03	7.03	94.0	1
A2780 CHEMBL614004	IC50	6.36	6.36	440.0	1
PC-3 CHEMBL390	IC50	6.3	6.3	500.0	1
COLO 205 CHEMBL614561	IC50	6.24	6.24	570.0	1
HCT-116 CHEMBL394	IC50	6.1	6.1	800.0	1
Cytochrome P450 3A4 CHEMBL340	IC50	5.64	5.64	2280.0	1
Cytochrome P450 2C19 CHEMBL3622	IC50	5.09	5.09	8100.0	1
Cytochrome P450 2D6 CHEMBL289	IC50	4.86	4.86	13900.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
F	4.0	%	Rattus norvegicus
F	51.0	%	Mus musculus
F	110.0	%	Canis lupus familiaris

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Histone deacetylase 4	Ki	=	7.9	nM	8.1	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 9	Ki	=	11.0	nM	7.96	Competitive inhibition of HDAC9 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	=	20.0	nM	7.7	Competitive inhibition of HDAC3 using KI-104 as substrate by fluorescence assay	21634430
Histone deacetylase 1	Ki	=	24.0	nM	7.62	Competitive inhibition of HDAC1 using KI-104 as substrate by fluorescence assay	21634430
Histone deacetylase 2	Ki	=	26.0	nM	7.58	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	=	46.0	nM	7.34	Inhibition of full length recombinant HDAC1 using Fluor de Lys as substrate by f...	21634430
Histone deacetylase 8	Ki	=	65.0	nM	7.19	Competitive inhibition of HDAC8 using KI-104 as substrate by fluorescence assay	21634430
Histone deacetylase 7	Ki	=	89.0	nM	7.05	Competitive inhibition of HDAC7 using KI-104 as substrate by fluorescence assay	21634430
Histone deacetylase 6	Ki	=	94.0	nM	7.03	Competitive inhibition of HDAC6 using KI-104 as substrate by fluorescence assay	21634430
A2780	IC50	=	440.0	nM	6.36	Antiproliferative activity against human A2780 cells after 96 hrs by celltiter 9...	21634430
PC-3	IC50	=	500.0	nM	6.3	Antiproliferative activity against human PC3 cells after 96 hrs by celltiter 96 ...	21634430
COLO 205	IC50	=	570.0	nM	6.24	Antiproliferative activity against human COLO205 cells after 96 hrs by celltiter...	21634430
HCT-116	IC50	=	800.0	nM	6.1	Antiproliferative activity against human HCT116 cells after 96 hrs by celltiter ...	21634430
Cytochrome P450 3A4	IC50	=	2280.0	nM	5.64	Inhibition of recombinant CYP3A4 after 30 mins by fluorescence assay	21634430
Cytochrome P450 2C19	IC50	=	8100.0	nM	5.09	Inhibition of CYP2C19 in human liver microsomes by fluorescence assay	21634430
Cytochrome P450 2D6	IC50	=	13900.0	nM	4.86	Inhibition of CYP2D6 in human liver microsomes by fluorescence assay	21634430

Literature References

PubMed	DOI	Target Context	# Activities
21634430	10.1021/jm2003552	Cytochrome P450 2D6	2
21634430	10.1021/jm2003552	Cytochrome P450 3A4	2
21634430	10.1021/jm2003552	Histone deacetylase 1	2
21634430	10.1021/jm2003552	Histone deacetylase 7	1
21634430	10.1021/jm2003552	Cytochrome P450 2C19	1
21634430	10.1021/jm2003552	Canis familiaris	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 6	1
21634430	10.1021/jm2003552	Histone deacetylase 5	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

Data from ChEMBL 36 via Core Engine