Compound Detail

CHEMBL2397315

Enter ChEMBL ID:

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

Cc1nc(NC(=O)[C@@H](C)CC(F)(F)F)sc1-c1ccc(N)nc1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL2397315
Phase	Preclinical
Structure Type	MOL
InChI Key	IIFUCWPNUMIYRT-ZETCQYMHSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

344.4

MW (Da)

3.62

ALogP

HBA

HBD

80.9

PSA (Å²)

0.89

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C14H15F3N4OS
MW	344.36
Aromatic Rings	2
Heavy Atoms	23
NP-Likeness	-1.07

Activity Summary

EC50 10 meas. best 7.48

IC50 8 meas. best 7.28

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
rhinovirus A16 CHEMBL613769	EC50	7.48	6.96	33.0	2
Human rhinovirus sp. CHEMBL612470	EC50	7.35	7.35	45.0	1
Phosphatidylinositol 4-kinase beta CHEMBL3268	IC50	7.28	7.28	53.0	1
Coxsackievirus B4 CHEMBL612320	EC50	7.21	7.21	61.0	1
rhinovirus B14 CHEMBL613759	EC50	7.08	6.81	83.0	2
Echovirus CHEMBL612353	EC50	6.77	6.77	170.0	1
Enterovirus A71 CHEMBL612436	EC50	6.62	6.62	240.0	1
NON-PROTEIN TARGET CHEMBL3879801	EC50	6.55	6.55	280.0	1
Coxsackievirus B3 CHEMBL613554	EC50	6.28	6.28	520.0	1
Unchecked CHEMBL612545	IC50	5.56	5.56	2750.0	1
Phosphatidylinositol 4-phosphate 3-kinase C2 domain-containing subunit alpha CHEMBL1075102	IC50	5.32	5.32	4800.0	1
Cyclin-dependent kinase 9 CHEMBL3116	IC50	5.28	5.28	5300.0	1
Mitogen-activated protein kinase kinase kinase kinase 4 CHEMBL6166	IC50	5.1	5.1	8000.0	1
Phosphatidylinositol 4-phosphate 3-kinase C2 domain-containing subunit beta CHEMBL5554	IC50	5.05	5.05	8900.0	1
Dual specificity tyrosine-phosphorylation-regulated kinase 3 CHEMBL4575	IC50	5.0	5.0	10000.0	1
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform CHEMBL3130	IC50	4.96	4.96	11000.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
AUC	4132.32	ng.hr.mL-1	Mus musculus
AUC	13085.68	ng.hr.mL-1	Mus musculus
AUC	1377.44	ng.hr.mL-1	Mus musculus
CL	71.0	mL.min-1.kg-1	Mus musculus
Cmax	26000.0	nM	Mus musculus
Cmax	20000.0	nM	Mus musculus
Cmax	2200.0	nM	Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
rhinovirus A16	EC50	=	33.0	nM	7.48	Antiviral activity against Human rhinovirus A16 assessed as inhibition of viral ...	23726345
Human rhinovirus sp.	EC50	=	45.0	nM	7.35	Antiviral activity against Human rhinovirus C15 assessed as inhibition of viral ...	23726345
Phosphatidylinositol 4-kinase beta	IC50	=	53.0	nM	7.28	Inhibition of PI4K3beta (unknown origin)	23726345
Coxsackievirus B4	EC50	=	61.0	nM	7.21	Antiviral activity against Human coxsackievirus B4 assessed as protection agains...	23726345
rhinovirus B14	EC50	=	83.0	nM	7.08	Antiviral activity against Human rhinovirus B14 assessed as inhibition of viral ...	23726345
Echovirus	EC50	=	170.0	nM	6.77	Antiviral activity against Echovirus assessed as protection against virus-induce...	23726345
Enterovirus A71	EC50	=	240.0	nM	6.62	Antiviral activity against Human enterovirus 71 assessed as protection against v...	23726345
NON-PROTEIN TARGET	EC50	=	280.0	nM	6.55	Antiviral activity against Poliovirus assessed as protection against virus-induc...	23726345
rhinovirus B14	EC50	=	290.0	nM	6.54	Antiviral activity against Human rhinovirus 14 assessed as protection against vi...	23726345
rhinovirus A16	EC50	=	360.0	nM	6.44	Antiviral activity against Human rhinovirus 16 assessed as protection against vi...	23726345
Coxsackievirus B3	EC50	=	520.0	nM	6.28	Antiviral activity against Human coxsackievirus B3 assessed as protection agains...	23726345
Unchecked	IC50	=	2750.0	nM	5.56	Inhibition of PI4K3alpha (unknown origin)	23726345
Phosphatidylinositol 4-phosphate 3-kinase C2 domain-containing subunit alpha	IC50	=	4800.0	nM	5.32	Inhibition of PIK3C2A (unknown origin)	23726345
Cyclin-dependent kinase 9	IC50	=	5300.0	nM	5.28	Inhibition of CDK9 (unknown origin)	23726345
Mitogen-activated protein kinase kinase kinase kinase 4	IC50	=	8000.0	nM	5.1	Inhibition of MAP4K4 (unknown origin)	23726345
Phosphatidylinositol 4-phosphate 3-kinase C2 domain-containing subunit beta	IC50	=	8900.0	nM	5.05	Inhibition of PIK3C2B (unknown origin)	23726345
Dual specificity tyrosine-phosphorylation-regulated kinase 3	IC50	=	10000.0	nM	5.0	Inhibition of DYRK3 (unknown origin)	23726345
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform	IC50	=	11000.0	nM	4.96	Inhibition of PIK3CD (unknown origin)	23726345

Literature References

PubMed	DOI	Target Context	# Activities
23726345	10.1016/j.bmcl.2013.04.077	Mus musculus	7
23726345	10.1016/j.bmcl.2013.04.077	No relevant target	3
23726345	10.1016/j.bmcl.2013.04.077	rhinovirus B14	2
23726345	10.1016/j.bmcl.2013.04.077	rhinovirus A16	2
23726345	10.1016/j.bmcl.2013.04.077	Echovirus	1
23726345	10.1016/j.bmcl.2013.04.077	ADMET	1
23726345	10.1016/j.bmcl.2013.04.077	Liver microsomes	1
23726345	10.1016/j.bmcl.2013.04.077	Cytochrome P450 3A4	1
23726345	10.1016/j.bmcl.2013.04.077	Phosphatidylinositol 4-kinase beta	1
23726345	10.1016/j.bmcl.2013.04.077	Unchecked	1
23726345	10.1016/j.bmcl.2013.04.077	Human rhinovirus sp.	1
23726345	10.1016/j.bmcl.2013.04.077	Enterovirus A71	1
23726345	10.1016/j.bmcl.2013.04.077	NON-PROTEIN TARGET	1
23726345	10.1016/j.bmcl.2013.04.077	Coxsackievirus B4	1
23726345	10.1016/j.bmcl.2013.04.077	Coxsackievirus B3	1
23726345	10.1016/j.bmcl.2013.04.077	Phosphatidylinositol 4-phosphate 3-kinase C2 domain-containing subunit alpha	1
23726345	10.1016/j.bmcl.2013.04.077	Phosphatidylinositol 4-phosphate 3-kinase C2 domain-containing subunit beta	1
23726345	10.1016/j.bmcl.2013.04.077	Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform	1
23726345	10.1016/j.bmcl.2013.04.077	Cyclin-dependent kinase 9	1
23726345	10.1016/j.bmcl.2013.04.077	Dual specificity tyrosine-phosphorylation-regulated kinase 3	1

Data from ChEMBL 36 via Core Engine