Compound Detail

CHEMBL4878408

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COc1ccc(N(C)c2nc(C)nc3ccccc23)cc1OC(C(=O)NO)C(C)C

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL4878408
Phase	Preclinical
Structure Type	MOL
InChI Key	ZTYHIBVAHSWEEK-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

410.5

MW (Da)

3.62

ALogP

HBA

HBD

96.8

PSA (Å²)

0.45

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Unknown
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C22H26N4O4
MW	410.47
Aromatic Rings	3
Heavy Atoms	30
NP-Likeness	-0.79

Activity Summary

IC50 21 meas. best 8.86

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
HCT-116 CHEMBL394	IC50	8.86	8.86	1.4	1
HepG2 CHEMBL395	IC50	8.8	8.8	1.6	1
A2780S CHEMBL4296398	IC50	8.73	8.73	1.9	1
MDA-MB-231 CHEMBL400	IC50	8.7	8.7	2.0	1
Huh-7 CHEMBL614039	IC50	8.66	8.66	2.2	1
MV4-11 CHEMBL613835	IC50	8.66	8.66	2.2	1
A549 CHEMBL392	IC50	8.56	8.56	2.8	1
A549/TR CHEMBL4483226	IC50	8.51	8.51	3.1	1
HeLa CHEMBL399	IC50	8.5	8.5	3.1	1
786-0 CHEMBL613102	IC50	8.45	8.45	3.5	1
Ramos CHEMBL614629	IC50	8.44	8.44	3.6	1
HT-29 CHEMBL384	IC50	8.42	8.42	3.8	1
THP-1 CHEMBL614245	IC50	8.42	8.42	3.8	1
NCI-H460 CHEMBL396	IC50	8.25	8.25	5.6	1
MCF7 CHEMBL387	IC50	8.22	8.22	6.1	1
A2780/Taxol CHEMBL4483224	IC50	8.2	8.2	6.3	1
Unchecked CHEMBL612545	IC50	8.17	8.17	6.7	1
MOLM-13 CHEMBL3706572	IC50	8.01	8.01	9.8	1
Cytochrome P450 1A2 CHEMBL3356	IC50	4.78	4.78	16800.0	1
Cytochrome P450 2E1 CHEMBL5281	IC50	4.16	4.16	69170.0	1
Cytochrome P450 3A4 CHEMBL340	IC50	4.03	4.03	92790.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
AUC	2113.0	ng.hr.mL-1	Rattus norvegicus
AUC	1286.0	ng.hr.mL-1	Rattus norvegicus
CL	3.6	mL.min-1.g-1	Mus musculus
CL	6.0	mL.min-1.g-1	Homo sapiens
CL	28.83	mL.min-1.kg-1	Rattus norvegicus
CL	32.83	mL.min-1.kg-1	Rattus norvegicus
Cmax	4146466.25	nM	Rattus norvegicus
Cmax	1378.91	nM	Rattus norvegicus
F	60.9	%	Rattus norvegicus
T1/2	6.417	hr	Mus musculus
T1/2	3.85	hr	Homo sapiens
T1/2	9.09	hr	Rattus norvegicus
T1/2	5.58	hr	Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
HCT-116	IC50	=	1.37	nM	8.86	Antiproliferative activity against human HCT116 cells incubated for 72 hrs by MT...	34648295
HepG2	IC50	=	1.6	nM	8.8	Antiproliferative activity against human HepG2 cells incubated for 72 hrs by MTT...	34648295
A2780S	IC50	=	1.85	nM	8.73	Antiproliferative activity against human A2780S cells incubated for 72 hrs by MT...	34648295
MDA-MB-231	IC50	=	2.02	nM	8.7	Antiproliferative activity against human MDA-MB-231 cells incubated for 72 hrs b...	34648295
Huh-7	IC50	=	2.19	nM	8.66	Antiproliferative activity against human Huh-7 cells incubated for 72 hrs by MTT...	34648295
MV4-11	IC50	=	2.17	nM	8.66	Antiproliferative activity against human MV4-11 cells incubated for 72 hrs by MT...	34648295
A549	IC50	=	2.76	nM	8.56	Antiproliferative activity against human A549 cells incubated for 72 hrs by MTT ...	34648295
A549/TR	IC50	=	3.12	nM	8.51	Antiproliferative activity against human A549/T cells incubated for 72 hrs by MT...	34648295
HeLa	IC50	=	3.15	nM	8.5	Antiproliferative activity against human HeLa cells incubated for 72 hrs by MTT ...	34648295
786-0	IC50	=	3.53	nM	8.45	Antiproliferative activity against human 786-O cells incubated for 72 hrs by MTT...	34648295
Ramos	IC50	=	3.62	nM	8.44	Antiproliferative activity against human Ramos cells incubated for 72 hrs by MTT...	34648295
HT-29	IC50	=	3.78	nM	8.42	Antiproliferative activity against human HT-29 cells incubated for 72 hrs by MTT...	34648295
THP-1	IC50	=	3.83	nM	8.42	Antiproliferative activity against human THP-1 cells incubated for 72 hrs by MTT...	34648295
NCI-H460	IC50	=	5.6	nM	8.25	Antiproliferative activity against human NCI-H460 cells incubated for 72 hrs by ...	34648295
MCF7	IC50	=	6.06	nM	8.22	Antiproliferative activity against human MCF7 cells incubated for 72 hrs by MTT ...	34648295
A2780/Taxol	IC50	=	6.27	nM	8.2	Antiproliferative activity against human A2780T cells incubated for 72 hrs by MT...	34648295
Unchecked	IC50	=	6.73	nM	8.17	Antiproliferative activity against human MCF-7/ADR cells incubated for 72 hrs by...	34648295
MOLM-13	IC50	=	9.85	nM	8.01	Antiproliferative activity against human MOLM-13 cells incubated for 72 hrs by M...	34648295
Cytochrome P450 1A2	IC50	=	16800.0	nM	4.78	Inhibition of CYP1A2 in human liver microsomes using probe substrate in presence...	34648295
Cytochrome P450 2E1	IC50	=	69170.0	nM	4.16	Inhibition of CYP2E1 in human liver microsomes using probe substrate in presence...	34648295

Literature References

PubMed	DOI	Target Context	# Activities
34648295	10.1021/acs.jmedchem.1c01451	ADMET	139
34648295	10.1021/acs.jmedchem.1c01451	A2780S	25
34648295	10.1021/acs.jmedchem.1c01451	Unchecked	13
34648295	10.1021/acs.jmedchem.1c01451	Tubulin	10
34648295	10.1021/acs.jmedchem.1c01451	HUVEC	4
34648295	10.1021/acs.jmedchem.1c01451	Histone deacetylase	2
34648295	10.1021/acs.jmedchem.1c01451	Cytochrome P450 2E1	1
34648295	10.1021/acs.jmedchem.1c01451	Tubulin beta	1
34648295	10.1021/acs.jmedchem.1c01451	Histone deacetylase 11	1
34648295	10.1021/acs.jmedchem.1c01451	Polyamine deacetylase HDAC10	1
34648295	10.1021/acs.jmedchem.1c01451	Histone deacetylase 9	1
34648295	10.1021/acs.jmedchem.1c01451	Histone deacetylase 8	1
34648295	10.1021/acs.jmedchem.1c01451	Histone deacetylase 7	1
34648295	10.1021/acs.jmedchem.1c01451	Histone deacetylase 5	1
34648295	10.1021/acs.jmedchem.1c01451	Histone deacetylase 4	1
34648295	10.1021/acs.jmedchem.1c01451	Histone deacetylase 3/Nuclear receptor corepressor 2 (HDAC3/NCoR2)	1
34648295	10.1021/acs.jmedchem.1c01451	Histone deacetylase 2	1
34648295	10.1021/acs.jmedchem.1c01451	MOLM-13	1
34648295	10.1021/acs.jmedchem.1c01451	HCT-116	1
34648295	10.1021/acs.jmedchem.1c01451	Histone deacetylase 6	1

Data from ChEMBL 36 via Core Engine