ARBACLOFEN

/static/temp/default.svg Search structure
Synonyms
Status
Molecule Category UNKNOWN
UNII NYU6UTW25B
EPA CompTox DTXSID90219366

Structure

InChI Key KPYSYYIEGFHWSV-QMMMGPOBSA-N
Smiles NC[C@H](CC(=O)O)c1ccc(Cl)cc1
InChI
InChI=1S/C10H12ClNO2/c11-9-3-1-7(2-4-9)8(6-12)5-10(13)14/h1-4,8H,5-6,12H2,(H,13,14)/t8-/m0/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C10H12ClNO2
Molecular Weight 213.66
AlogP 1.86
Hydrogen Bond Acceptor 2.0
Hydrogen Bond Donor 2.0
Number of Rotational Bond 4.0
Polar Surface Area 63.32
Molecular species ZWITTERION
Aromatic Rings 1.0
Heavy Atoms 14.0

Bioactivity

Mechanism of Action Action Reference
GABA-B receptor agonist AGONIST PubMed
Protein: GABA-B receptor
Description: Gamma-aminobutyric acid type B receptor subunit 2
Organism : Homo sapiens
O75899 ENSG00000136928
Protein: GABA-B receptor
Description: Gamma-aminobutyric acid type B receptor subunit 1
Organism : Homo sapiens
Q9UBS5 ENSG00000204681
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Ion channel Voltage-gated ion channel Voltage-gated sodium channel
- - - - 12
Membrane receptor Family C G protein-coupled receptor Small molecule receptor (family C GPCR) Neurotransmitter receptor (family C GPCR) GABA-B receptor
1000 32-140 - - -
Assay Description Organism Bioactivity Reference
Inhibition of [3H]-baclofen binding to Gamma-aminobutyric acid type B receptor of cat cerebellum Felis catus 15.0 nM
Displacement of [3H]GABA from Gamma-aminobutyric acid type B receptor Rattus norvegicus 140.0 nM
Inhibition of [3H]CGP-27492 binding to Gamma-aminobutyric acid type B receptor of rat cortex Rattus norvegicus 32.0 nM
Inhibitory concentration against binding of (R)-(-)-[3H]-baclofen to GABAB sites on rat whole brain synaptic membrane None 330.0 nM
The compound was tested for blockade of the monosynaptic reflexes in the hemisected neonatal spinal cord Rattus norvegicus 325.0 nM
Deterioration of rotarod performance of rats 0.5-1 hour after subcutaneous administration of compound Rattus norvegicus 9.0 uM kg-1
Deterioration of rotarod performance of rats 1.2 hour after subcutaneous administration of compound Rattus norvegicus 16.0 uM kg-1
The compound was tested for inhibition of release of [3H]GABA from rat cortical slices after electrical stimulation. Rattus norvegicus 330.0 nM
Inhibition of binding of Batrachotoxinin [3H]BTX-B to high affinity sites on voltage dependent sodium channels in a vesicular preparation from guinea pig cerebral cortex at 10 uM Cavia porcellus 11.7 %
Agonist activity against human GABAB receptor expressed in HEK cells assessed as increase in cytoplasmic calcium level Homo sapiens 79.43 nM
Displacement of [3H]baclofen from GABA-B receptor in cat cerebellum Felis catus 15.0 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 44.4 %
SARS-CoV-2 3CL-Pro protease inhibition percentage at 20µM by FRET kind of response from peptide substrate Severe acute respiratory syndrome coronavirus 2 3.15 % SARS-CoV-2 3CL-Pro protease inhibition percentage at 20µM by FRET kind of response from peptide substrate Severe acute respiratory syndrome coronavirus 2 0.792 %
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 0.13 % 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 -0.02 % 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 -0.02 % 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 0.13 %

Related Entries

Cross References

Resources Reference
ChEMBL CHEMBL301742
DrugBank DB08891
FDA SRS NYU6UTW25B
Guide to Pharmacology 3428
PDB 2C0
PubChem 44602
SureChEMBL SCHEMBL351220
ZINC ZINC000000000061
CONTENTS