Compound Detail

CHEMBL504547

Enter ChEMBL ID:

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

O=C1NC(=O)c2ccc(I)cc2/C1=C/NCc1ccc(-c2ccoc2)c(O)c1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL504547
Phase	Preclinical
Structure Type	MOL
InChI Key	CUISPPCDYZFGCY-ZDLGFXPLSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

486.3

MW (Da)

3.66

ALogP

HBA

HBD

91.6

PSA (Å²)

0.30

QED

Ro5 Violations

Rot. Bonds

First in Class Prodrug

IC50 14 meas. best 7.22

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Cyclin-dependent kinase 4/cyclin D1 CHEMBL1907601	IC50	7.22	7.22	60.0	1
HCT-116 CHEMBL394	IC50	6.32	6.32	480.0	1
Retinoblastoma-associated protein CHEMBL5288	IC50	6.21	6.21	610.0	1
MCF7 CHEMBL387	IC50	5.95	5.95	1130.0	1
Signal transducer and activator of transcription 3 CHEMBL4026	IC50	5.77	5.77	1700.0	1
Cyclin-dependent kinase 2 CHEMBL301	IC50	5.33	5.33	4700.0	1
Tyrosine-protein kinase Lyn CHEMBL3905	IC50	5.07	5.07	8500.0	1
Vascular endothelial growth factor receptor 2 CHEMBL279	IC50	5.0	5.0	10000.0	1
RAC-alpha serine/threonine-protein kinase CHEMBL4282	IC50	4.99	4.99	10200.0	1
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 1, mitochondrial CHEMBL4766	IC50	4.77	4.77	17000.0	1
Serine/threonine-protein kinase mTOR CHEMBL2842	IC50	4.75	4.75	18000.0	1
MAP kinase-activated protein kinase 2 CHEMBL2208	IC50	4.72	4.72	19000.0	1
Cyclin-dependent kinase 1/cyclin B1 CHEMBL1907602	IC50	4.61	4.61	24400.0	1
Protein kinase C theta type CHEMBL3920	IC50	4.59	4.59	25900.0	1

Parameter	Value	Units	Species
T1/2	0.5	hr	Rattus norvegicus
T1/2	0.3	hr	Rattus norvegicus

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Cyclin-dependent kinase 4/cyclin D1	IC50	=	60.0	nM	7.22	Inhibition of CDK4/Cyclin D1 assessed as inhibition of retinoblastoma susceptibi...	19317452
HCT-116	IC50	=	480.0	nM	6.32	Cytotoxicity against human HCT116 cells after 3 days by SRB assay	19317452
Retinoblastoma-associated protein	IC50	=	610.0	nM	6.21	Inhibition of retinoblastoma susceptibility gene product phosphorylation in huma...	19317452
MCF7	IC50	=	1130.0	nM	5.95	Cytotoxicity against human MCF7 cells after 3 days by SRB assay	19317452
Signal transducer and activator of transcription 3	IC50	=	1700.0	nM	5.77	Inhibition of STAT3	19317452
Cyclin-dependent kinase 2	IC50	=	4700.0	nM	5.33	Inhibition of CDK2/Cyclin E assessed as inhibition of retinoblastoma susceptibil...	19317452
Tyrosine-protein kinase Lyn	IC50	=	8500.0	nM	5.07	Inhibition of LYN	19317452
Vascular endothelial growth factor receptor 2	IC50	=	10000.0	nM	5.0	Inhibition of KDR	19317452
RAC-alpha serine/threonine-protein kinase	IC50	=	10200.0	nM	4.99	Inhibition of AKT	19317452
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 1, mitochondrial	IC50	=	17000.0	nM	4.77	Inhibition of PDK1	19317452
Serine/threonine-protein kinase mTOR	IC50	=	18000.0	nM	4.75	Inhibition of mTOR	19317452
MAP kinase-activated protein kinase 2	IC50	=	19000.0	nM	4.72	Inhibition of MK2	19317452
Cyclin-dependent kinase 1/cyclin B1	IC50	=	24400.0	nM	4.61	Inhibition of CDK1/Cyclin B1 assessed as inhibition of retinoblastoma susceptibi...	19317452
Protein kinase C theta type	IC50	=	25900.0	nM	4.59	Inhibition of PKCtheta	19317452

PubMed	DOI	Target Context	# Activities
19317452	10.1021/jm801026e	Unchecked	2
19317452	10.1021/jm801026e	Liver microsomes	2
19317452	10.1021/jm801026e	Inhibitor of nuclear factor kappa-B kinase subunit beta	1
19317452	10.1021/jm801026e	Retinoblastoma-associated protein	1
19317452	10.1021/jm801026e	Cyclin-dependent kinase 2	1
19317452	10.1021/jm801026e	HCT-116	1
19317452	10.1021/jm801026e	MCF7	1
19317452	10.1021/jm801026e	RAC-alpha serine/threonine-protein kinase	1
19317452	10.1021/jm801026e	Vascular endothelial growth factor receptor 2	1
19317452	10.1021/jm801026e	MAP kinase-activated protein kinase 2	1
19317452	10.1021/jm801026e	[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 1, mitochondrial	1
19317452	10.1021/jm801026e	Mitogen-activated protein kinase kinase kinase 8	1
19317452	10.1021/jm801026e	Serine/threonine-protein kinase B-raf	1
19317452	10.1021/jm801026e	Tyrosine-protein kinase Lck	1
19317452	10.1021/jm801026e	Serine/threonine-protein kinase mTOR	1
19317452	10.1021/jm801026e	Protein kinase C theta type	1
19317452	10.1021/jm801026e	Signal transducer and activator of transcription 3	1
19317452	10.1021/jm801026e	Epidermal growth factor receptor	1
19317452	10.1021/jm801026e	Insulin receptor	1
19317452	10.1021/jm801026e	Tyrosine-protein kinase Lyn	1

Data from ChEMBL 36 via Core Engine