Structure

InChI Key PCOBBVZJEWWZFR-UHFFFAOYSA-N
Smiles CCOC(=O)Nc1ccc(NCc2ccc(F)cc2)cc1N
InChI
InChI=1S/C16H18FN3O2/c1-2-22-16(21)20-15-8-7-13(9-14(15)18)19-10-11-3-5-12(17)6-4-11/h3-9,19H,2,10,18H2,1H3,(H,20,21)

Physicochemical Descriptors

Property Name Value
Molecular Formula C16H18FN3O2
Molecular Weight 303.34
AlogP 3.59
Hydrogen Bond Acceptor 4.0
Hydrogen Bond Donor 3.0
Number of Rotational Bond 5.0
Polar Surface Area 76.38
Molecular species NEUTRAL
Aromatic Rings 2.0
Heavy Atoms 22.0

Bioactivity

Mechanism of Action Action Reference
KCNQ (Kv7) potassium channel opener OPENER FDA PubMed
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Ion channel Voltage-gated ion channel Potassium channels Voltage-gated potassium channel
1300-1300 - - - -
Assay Description Organism Bioactivity Reference
Activity at Kv 7.2 channel expressed in cloned CHO cells by [86Rb] efflux assay None 150.0 nM
Activation of KCNQ2/Q3 expressed in CHO cells by atomic absorption Rb'+ efflux assay None 430.0 nM
Activation of KCNQ2 (unknown origin) expressed in CHO cells at 10 uM after 10 mins by atomic absorption spectrophotometry-based Rb+ flow assay Homo sapiens 350.0 nM
Channel opening activity at KCNQ2 (unknown origin) expressed in CHO cells after 10 mins by atomic absorption spectrophotometry-based Rb+ flow assay Homo sapiens 350.0 nM
Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of Caco-2 cells at 10 uM after 48 hours by high content imaging Homo sapiens 1.55 %
Activation of human Kv7.2 expressed in CHO cells assessed as increase in channel current amplitude by whole cell patch clamp electrophysiology assay Homo sapiens 930.0 nM
Activation of human Kv7.5 expressed in CHO cells assessed as increase in channel current amplitude by whole cell patch clamp electrophysiology assay Homo sapiens 800.0 nM
SARS-CoV-2 3CL-Pro protease inhibition percentage at 20µM by FRET kind of response from peptide substrate Severe acute respiratory syndrome coronavirus 2 7.961 %
Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of VERO-6 cells at 10 uM after 48 hours exposure to 0.01 MOI SARS CoV-2 virus by high content imaging Chlorocebus sabaeus -0.12 % Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of VERO-6 cells at 10 uM after 48 hours exposure to 0.01 MOI SARS CoV-2 virus by high content imaging Chlorocebus sabaeus -0.12 %

Cross References

Resources Reference
ChEBI 68584
ChEMBL CHEMBL41355
DrugBank DB04953
DrugCentral 4181
FDA SRS 12G01I6BBU
Guide to Pharmacology 2601
KEGG C13826
PDB FBX
PubChem 121892
SureChEMBL SCHEMBL20835
ZINC ZINC000000016154