Compound Detail

CHEMBL4785064

Enter ChEMBL ID:

Free Research Context This compound will appear in recent viewed items on the research home for this browser.

Nc1ccc(-c2nc(N3CCOCC3)c3ncn(CCCCCCC(=O)NO)c3n2)cn1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL4785064
Phase	Preclinical
Structure Type	MOL
InChI Key	IXTBKGBJNGTKQS-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

440.5

MW (Da)

1.76

ALogP

HBA

HBD

144.3

PSA (Å²)

0.26

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Unknown
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C21H28N8O3
MW	440.51
Aromatic Rings	3
Heavy Atoms	32
NP-Likeness	-1.03

Activity Summary

IC50 27 meas. best 9.07

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Histone deacetylase 1 CHEMBL325	IC50	9.07	9.035	0.8	2
Polyamine deacetylase HDAC10 CHEMBL5103	IC50	8.77	8.77	1.7	1
Histone deacetylase 3/Nuclear receptor corepressor 2 (HDAC3/NCoR2) CHEMBL2111363	IC50	8.7	8.7	2.0	1
Histone deacetylase 2 CHEMBL1937	IC50	8.4	8.4	4.0	1
Histone deacetylase 6 CHEMBL1865	IC50	8.34	8.34	4.6	1
MV4-11 CHEMBL613835	IC50	7.35	7.35	45.0	1
MOLT-4 CHEMBL614177	IC50	6.8	6.8	160.0	1
Histone deacetylase 8 CHEMBL3192	IC50	6.74	6.74	184.0	1
PI3-kinase p110-alpha/p85-alpha CHEMBL2111367	IC50	6.71	6.71	196.0	1
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform CHEMBL4005	IC50	6.7	6.7	198.0	1
SU-DHL-6 CHEMBL4296496	IC50	6.64	6.64	230.0	1
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform CHEMBL3130	IC50	6.52	6.52	301.0	1
Raji CHEMBL614628	IC50	6.46	6.46	350.0	1
Serine/threonine-protein kinase mTOR CHEMBL2842	IC50	6.43	6.43	374.0	1
Huh-7 CHEMBL614039	IC50	6.3	6.3	500.0	1
K562 CHEMBL385	IC50	6.22	6.22	600.0	1
Ramos CHEMBL614629	IC50	6.22	6.22	600.0	1
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform CHEMBL3267	IC50	6.1	6.1	793.0	1
HepG2 CHEMBL395	IC50	6.02	6.02	960.0	1
SK-HEP1 CHEMBL614912	IC50	5.94	5.94	1160.0	1
SNU-398 CHEMBL614454	IC50	5.82	5.82	1520.0	1
Hep 3B2 CHEMBL4296437	IC50	5.81	5.81	1550.0	1
PLC-PRF-5 CHEMBL1075561	IC50	5.8	5.8	1570.0	1
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform CHEMBL3145	IC50	5.78	5.78	1656.0	1
SNU-387 CHEMBL1075583	IC50	5.5	5.5	3150.0	1
PC-3 CHEMBL390	IC50	5.4	5.4	4010.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
T1/2	1.0	hr	Homo sapiens
T1/2	1.0	hr	Mus musculus
T1/2	0.6167	hr	Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Histone deacetylase 1	IC50	=	0.85	nM	9.07	Inhibition of HDAC1 in human HeLa nuclear extract using Boc-Lys(Ac)-AMC as subst...	29360358
Histone deacetylase 1	IC50	=	1.0	nM	9.0	Inhibition of full length recombinant human C-terminal FLAG/His-tagged HDAC1 (1 ...	29360358
Polyamine deacetylase HDAC10	IC50	=	1.7	nM	8.77	Inhibition of N-terminal FLAG-tagged human HDAC10 (2 to 631 residues) expressed ...	29360358
Histone deacetylase 3/Nuclear receptor corepressor 2 (HDAC3/NCoR2)	IC50	=	2.0	nM	8.7	Inhibition of recombinant human C-terminal His-tagged HDAC3 (1 to 428 end residu...	29360358
Histone deacetylase 2	IC50	=	4.0	nM	8.4	Inhibition of HDAC2 (unknown origin) using fluorogenic HDAC substrate 3 incubate...	29360358
Histone deacetylase 6	IC50	=	4.6	nM	8.34	Inhibition of recombinant human N-terminal GST-tagged HDAC6 expressed in baculov...	29360358
MV4-11	IC50	=	45.0	nM	7.35	Antiproliferative activity against human MV4-11 cells assessed as reduction in c...	29360358
MOLT-4	IC50	=	160.0	nM	6.8	Antiproliferative activity against human MOLT-4 cells assessed as reduction in c...	29360358
Histone deacetylase 8	IC50	=	184.0	nM	6.74	Inhibition of recombinant human full length C-terminal His-tagged HDAC8 expresse...	29360358
PI3-kinase p110-alpha/p85-alpha	IC50	=	196.0	nM	6.71	Inhibition of human full-length recombinant p110alpha/p85alpha co-expressed in b...	29360358
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform	IC50	=	198.0	nM	6.7	Inhibition of human PI3Kalpha incubated for 1 hr by ADP-Glo kinase assay	29360358
SU-DHL-6	IC50	=	230.0	nM	6.64	Antiproliferative activity against human SU-DHL-6 cells assessed as reduction in...	29360358
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform	IC50	=	301.0	nM	6.52	Inhibition of human PI3Kdelta incubated for 1 hr by ADP-Glo kinase assay	29360358
Raji	IC50	=	350.0	nM	6.46	Antiproliferative activity against human Raji cells assessed as reduction in cel...	29360358
Serine/threonine-protein kinase mTOR	IC50	=	374.0	nM	6.43	Inhibition of human mTOR	29360358
Huh-7	IC50	=	500.0	nM	6.3	Antiproliferative activity against human HuH-7 cells assessed as reduction in ce...	29360358
K562	IC50	=	600.0	nM	6.22	Antiproliferative activity against human K562 cells assessed as reduction in cel...	29360358
Ramos	IC50	=	600.0	nM	6.22	Antiproliferative activity against human Ramos cells assessed as reduction in ce...	29360358
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform	IC50	=	793.0	nM	6.1	Inhibition of human PI3Kgamma incubated for 1 hr by ADP-Glo kinase assay	29360358
HepG2	IC50	=	960.0	nM	6.02	Antiproliferative activity against human HepG2 cells assessed as reduction in ce...	29360358

Literature References

PubMed	DOI	Target Context	# Activities
29360358	10.1021/acs.jmedchem.7b01465	ADMET	7
29360358	10.1021/acs.jmedchem.7b01465	Unchecked	6
29360358	10.1021/acs.jmedchem.7b01465	Histone deacetylase 6	3
29360358	10.1021/acs.jmedchem.7b01465	HepG2	2
29360358	10.1021/acs.jmedchem.7b01465	Histone deacetylase 1	2
29360358	10.1021/acs.jmedchem.7b01465	Histone deacetylase 4	1
29360358	10.1021/acs.jmedchem.7b01465	Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform	1
29360358	10.1021/acs.jmedchem.7b01465	Histone deacetylase 11	1
29360358	10.1021/acs.jmedchem.7b01465	Histone deacetylase 9	1
29360358	10.1021/acs.jmedchem.7b01465	Histone deacetylase 8	1
29360358	10.1021/acs.jmedchem.7b01465	Histone deacetylase 7	1
29360358	10.1021/acs.jmedchem.7b01465	Histone deacetylase 5	1
29360358	10.1021/acs.jmedchem.7b01465	PLC-PRF-5	1
29360358	10.1021/acs.jmedchem.7b01465	Cytochrome P450 3A4	1
29360358	10.1021/acs.jmedchem.7b01465	Histone deacetylase 2	1
29360358	10.1021/acs.jmedchem.7b01465	PC-3	1
29360358	10.1021/acs.jmedchem.7b01465	MV4-11	1
29360358	10.1021/acs.jmedchem.7b01465	PI3-kinase p110-alpha/p85-alpha	1
29360358	10.1021/acs.jmedchem.7b01465	Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform	1
29360358	10.1021/acs.jmedchem.7b01465	Huh-7	1

Data from ChEMBL 36 via Core Engine