Compound Detail

CHEMBL459729

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Cc1cc(C2CCN(CCCF)CC2)cc2[nH]c(-c3c(NCCn4cc(Cl)cn4)cc[nH]c3=O)nc12

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL459729
Phase	Preclinical
Structure Type	MOL
InChI Key	VWELCPLMPPEKOL-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

512.0

MW (Da)

4.73

ALogP

HBA

HBD

94.6

PSA (Å²)

0.30

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C26H31ClFN7O
MW	512.03
Aromatic Rings	4
Heavy Atoms	36
NP-Likeness	-1.38

Activity Summary

IC50 20 meas. best 7.47

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Insulin-like growth factor 1 receptor CHEMBL1957	IC50	7.47	7.47	34.0	1
Unchecked CHEMBL612545	IC50	7.14	6.105	72.0	2
Tyrosine-protein kinase Lck CHEMBL258	IC50	6.85	6.85	140.0	1
Focal adhesion kinase 1 CHEMBL2695	IC50	6.78	6.78	165.0	1
NON-PROTEIN TARGET CHEMBL3879801	IC50	6.73	6.73	185.0	1
Vascular endothelial growth factor receptor 2 CHEMBL279	IC50	6.43	6.43	369.0	1
Tyrosine-protein kinase ITK/TSK CHEMBL2959	IC50	6.43	6.43	370.0	1
Phosphodiesterase 4 CHEMBL2093863	IC50	5.4	5.4	4000.0	1
Hepatocyte growth factor receptor CHEMBL3717	IC50	5.4	5.4	3990.0	1
Receptor tyrosine-protein kinase erbB-2 CHEMBL1824	IC50	5.22	5.22	6000.0	1
Protein kinase C alpha type CHEMBL299	IC50	4.96	4.96	11000.0	1
Protein kinase C delta type CHEMBL2996	IC50	4.69	4.69	20300.0	1
Epidermal growth factor receptor CHEMBL203	IC50	4.68	4.68	21000.0	1
Cytochrome P450 3A4 CHEMBL340	IC50	4.58	4.58	26000.0	1
Mitogen-activated protein kinase 14 CHEMBL260	IC50	4.51	4.51	30970.0	1
Cytochrome P450 2C19 CHEMBL3622	IC50	4.47	4.47	34000.0	1
cAMP-dependent protein kinase catalytic subunit beta CHEMBL2918	IC50	4.42	4.42	37680.0	1
RAC-alpha serine/threonine-protein kinase CHEMBL4282	IC50	4.32	4.32	48390.0	1
Cyclin-dependent kinase 2-associated protein 2 CHEMBL6010	IC50	4.23	4.23	59070.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
AUC	1894.51	ng.hr.mL-1	Mus musculus
CL	23.0	mL.min-1.kg-1	Canis lupus familiaris
CL	159.0	mL.min-1.kg-1	Mus musculus
CL	76.0	mL.min-1.kg-1	Rattus norvegicus
CL	27.0	mL.min-1.kg-1	Macaca mulatta
Cmax	2300.0	nM	Mus musculus
Cmax	200.0	nM	Rattus norvegicus
Cmax	270.0	nM	Canis lupus familiaris
Cmax	400.0	nM	Macaca mulatta
F	100.0	%	Mus musculus
F	23.0	%	Rattus norvegicus
F	35.0	%	Canis lupus familiaris
F	48.0	%	Macaca mulatta
T1/2	7.3	hr	Macaca mulatta
T1/2	10.5	hr	Canis lupus familiaris
T1/2	2.3	hr	Mus musculus
T1/2	4.0	hr	Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Insulin-like growth factor 1 receptor	IC50	=	34.0	nM	7.47	Inhibition of human IGF1R expressed in transgenic mouse IGFSal cells	18763755
Unchecked	IC50	=	72.0	nM	7.14	Inhibition of IRK	18763755
Tyrosine-protein kinase Lck	IC50	=	140.0	nM	6.85	Inhibition of GST-tagged Lck	18763755
Focal adhesion kinase 1	IC50	=	165.0	nM	6.78	Inhibition of FAK	18763755
NON-PROTEIN TARGET	IC50	=	185.0	nM	6.73	Antiproliferative activity against transgenic mouse SAL cells overexpressing hum...	18763755
Vascular endothelial growth factor receptor 2	IC50	=	369.0	nM	6.43	Inhibition of GST-tagged KDR	18763755
Tyrosine-protein kinase ITK/TSK	IC50	=	370.0	nM	6.43	Inhibition of GST-tagged Emt	18763755
Hepatocyte growth factor receptor	IC50	=	3990.0	nM	5.4	Inhibition of GST-tagged Met	18763755
Phosphodiesterase 4	IC50	=	4000.0	nM	5.4	Inhibition of human PDE4 in U937 cells	18763755
Receptor tyrosine-protein kinase erbB-2	IC50	=	6000.0	nM	5.22	Inhibition of GST-tagged HER2	18763755
Unchecked	IC50	=	8560.0	nM	5.07	Inhibition of His-tagged GSK3	18763755
Protein kinase C alpha type	IC50	=	11000.0	nM	4.96	Inhibition of PKCalpha	18763755
Protein kinase C delta type	IC50	=	20300.0	nM	4.69	Inhibition of PKCdelta	18763755
Epidermal growth factor receptor	IC50	=	21000.0	nM	4.68	Inhibition of GST-tagged HER1	18763755
Cytochrome P450 3A4	IC50	=	26000.0	nM	4.58	Inhibition of human recombinant CYP3A4 in human liver microsomes using BFC as a ...	18763755
Mitogen-activated protein kinase 14	IC50	=	30970.0	nM	4.51	Inhibition of p38alpha	18763755
Cytochrome P450 2C19	IC50	=	34000.0	nM	4.47	Inhibition of human recombinant CYP2C19 in human liver microsomes	18763755
cAMP-dependent protein kinase catalytic subunit beta	IC50	=	37680.0	nM	4.42	Inhibition of PKA-B	18763755
RAC-alpha serine/threonine-protein kinase	IC50	=	48390.0	nM	4.32	Inhibition of AKT	18763755
Cyclin-dependent kinase 2-associated protein 2	IC50	=	59070.0	nM	4.23	Inhibition of CDK2	18763755

Literature References

PubMed	DOI	Target Context	# Activities
18763755	10.1021/jm800832q	Unchecked	18
18763755	10.1021/jm800832q	Mus musculus	9
18763755	10.1021/jm800832q	Canis familiaris	5
18763755	10.1021/jm800832q	Rhesus monkey	5
18763755	10.1021/jm800832q	Rattus norvegicus	5
18763755	10.1021/jm800832q	NON-PROTEIN TARGET	4
18763755	10.1021/jm800832q	T-cell	2
18763755	10.1021/jm800832q	Cytochrome P450 3A4	2
18763755	10.1021/jm800832q	Plasma	1
18763755	10.1021/jm800832q	Nuclear receptor subfamily 1 group I member 2	1
18763755	10.1021/jm800832q	Focal adhesion kinase 1	1
18763755	10.1021/jm800832q	Protein kinase C alpha type	1
18763755	10.1021/jm800832q	Protein kinase C delta type	1
18763755	10.1021/jm800832q	cAMP-dependent protein kinase catalytic subunit beta	1
18763755	10.1021/jm800832q	Cyclin-dependent kinase 2-associated protein 2	1
18763755	10.1021/jm800832q	Tyrosine-protein kinase Lck	1
18763755	10.1021/jm800832q	RAC-alpha serine/threonine-protein kinase	1
18763755	10.1021/jm800832q	Mitogen-activated protein kinase 14	1
18763755	10.1021/jm800832q	MAP kinase-activated protein kinase 2	1
18763755	10.1021/jm800832q	Vascular endothelial growth factor receptor 2	1

Data from ChEMBL 36 via Core Engine