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Compound Detail

CHEMBL2397316

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Cc1nc(NC(=O)C(C)(C)CC(F)(F)F)sc1-c1ccc(N)nc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL2397316
Phase Preclinical
Structure Type MOL
InChI Key UGTHQAXCCBBNQW-UHFFFAOYSA-N
13
Targets
15
Activities
2
Assay Types
7
PK Parameters
20
Publications
0
Known Names

Molecular Properties

358.4
MW (Da)
4.01
ALogP
5
HBA
2
HBD
80.9
PSA (Ų)
0.87
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C15H17F3N4OS
MW 358.39
Aromatic Rings 2
Heavy Atoms 24
NP-Likeness -1.09

Activity Summary

EC50 9 meas. best 7.36
IC50 6 meas. best 7.32

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
rhinovirus A16
CHEMBL613769
 EC50 7.36 7.04 44.0 2
Phosphatidylinositol 4-kinase beta
CHEMBL3268
 IC50 7.32 7.32 48.0 1
Human rhinovirus sp.
CHEMBL612470
 EC50 7.14 7.14 72.0 1
Coxsackievirus B4
CHEMBL612320
 EC50 6.92 6.92 120.0 1
rhinovirus B14
CHEMBL613759
 EC50 6.92 6.625 120.0 2
NON-PROTEIN TARGET
CHEMBL3879801
 EC50 6.89 6.89 130.0 1
Enterovirus A71
CHEMBL612436
 EC50 6.77 6.77 170.0 1
Coxsackievirus B3
CHEMBL613554
 EC50 6.55 6.55 280.0 1
Serine/threonine-protein kinase 17A
CHEMBL4525
 IC50 5.68 5.68 2100.0 1
Ribosomal protein S6 kinase alpha-4
CHEMBL3125
 IC50 5.34 5.34 4600.0 1
Phosphatidylinositol 4-phosphate 3-kinase C2 domain-containing subunit beta
CHEMBL5554
 IC50 5.25 5.25 5600.0 1
Phosphatidylinositol 4-phosphate 3-kinase C2 domain-containing subunit alpha
CHEMBL1075102
 IC50 4.92 4.92 12000.0 1
Cytochrome P450 3A4
CHEMBL340
 IC50 4.77 4.77 17000.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 262341.48 ng.hr.mL-1 Mus musculus
AUC 184212.46 ng.hr.mL-1 Mus musculus
AUC 74545.12 ng.hr.mL-1 Mus musculus
CL 58.0 mL.min-1.kg-1 Mus musculus
Cmax 59000.0 nM Mus musculus
Cmax 12000.0 nM Mus musculus
Cmax 500.0 nM Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
rhinovirus A16 EC50 = 44.0 nM 7.36 Antiviral activity against Human rhinovirus A16 assessed as inhibition of viral ... 23726345
Phosphatidylinositol 4-kinase beta IC50 = 48.0 nM 7.32 Inhibition of PI4K3beta (unknown origin) 23726345
Human rhinovirus sp. EC50 = 72.0 nM 7.14 Antiviral activity against Human rhinovirus C15 assessed as inhibition of viral ... 23726345
Coxsackievirus B4 EC50 = 120.0 nM 6.92 Antiviral activity against Human coxsackievirus B4 assessed as protection agains... 23726345
rhinovirus B14 EC50 = 120.0 nM 6.92 Antiviral activity against Human rhinovirus B14 assessed as inhibition of viral ... 23726345
NON-PROTEIN TARGET EC50 = 130.0 nM 6.89 Antiviral activity against Poliovirus assessed as protection against virus-induc... 23726345
Enterovirus A71 EC50 = 170.0 nM 6.77 Antiviral activity against Human enterovirus 71 assessed as protection against v... 23726345
rhinovirus A16 EC50 = 190.0 nM 6.72 Antiviral activity against Human rhinovirus 16 assessed as protection against vi... 23726345
Coxsackievirus B3 EC50 = 280.0 nM 6.55 Antiviral activity against Human coxsackievirus B3 assessed as protection agains... 23726345
rhinovirus B14 EC50 = 470.0 nM 6.33 Antiviral activity against Human rhinovirus 14 assessed as protection against vi... 23726345
Serine/threonine-protein kinase 17A IC50 = 2100.0 nM 5.68 Inhibition of STK17A (unknown origin) 23726345
Ribosomal protein S6 kinase alpha-4 IC50 = 4600.0 nM 5.34 Inhibition of MSK2 (unknown origin) 23726345
Phosphatidylinositol 4-phosphate 3-kinase C2 domain-containing subunit beta IC50 = 5600.0 nM 5.25 Inhibition of PIK3C2B (unknown origin) 23726345
Phosphatidylinositol 4-phosphate 3-kinase C2 domain-containing subunit alpha IC50 = 12000.0 nM 4.92 Inhibition of PIK3C2A (unknown origin) 23726345
Cytochrome P450 3A4 IC50 = 17000.0 nM 4.77 Inhibition of CYP3A4 (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 Human rhinovirus sp. 1
23726345 10.1016/j.bmcl.2013.04.077 ADMET 1
23726345 10.1016/j.bmcl.2013.04.077 Caco-2 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 Enterovirus A71 1
23726345 10.1016/j.bmcl.2013.04.077 Echovirus 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 Serine/threonine-protein kinase 17A 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 Ribosomal protein S6 kinase alpha-4 1

Data from ChEMBL 36 via Core Engine