BACLOFEN

/static/temp/default.svg Search structure
Trade Names
Synonyms
Status
Molecule Category UNKNOWN
ATC M03BX01
UNII H789N3FKE8
EPA CompTox DTXSID5022641

Structure

InChI Key KPYSYYIEGFHWSV-UHFFFAOYSA-N
Smiles NCC(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)

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 Wikipedia
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 Ligand-gated ion channel GABA-A receptor
- 30 - - -
Ion channel Voltage-gated ion channel Voltage-gated sodium channel
- - - - 6
Membrane receptor Family C G protein-coupled receptor Small molecule receptor (family C GPCR) Neurotransmitter receptor (family C GPCR) GABA-B receptor
1700 30-420 - 6000 65
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC21/SLCO family of organic anion transporting polypeptides
- - - - 102
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC22 family of organic cation and anion transporters
- - - - 21
Assay Description Organism Bioactivity Reference
Inhibition of [3H]-baclofen binding to Gamma-aminobutyric acid type B receptor of cat cerebellum Felis catus 35.0 nM
Displacement of [3H]baclofen from gamma-aminobutyric-acid B receptor Rattus norvegicus 420.0 nM
In vitro displacement of [3H]GABA from Gamma-aminobutyric acid type B receptor sites in rat brain membranes Rattus norvegicus 30.0 nM
Inhibition of [3H]baclofen binding to rat gamma-aminobutyric acid type B receptor. Rattus norvegicus 330.0 nM Inhibition of [3H]baclofen binding to rat gamma-aminobutyric acid type B receptor. Rattus norvegicus 180.0 nM
Displacement of [3H]baclofen from Gamma-aminobutyric acid type B receptor in rat brain membranes Rattus norvegicus 60.0 nM
Binding affinity against Gamma-aminobutyric acid type B receptor in rat brain synaptosomes after 30 minutes Rattus norvegicus 200.0 nM
Displacement of [3H]baclofen from Gamma-aminobutyric acid type B receptor of rat brain membranes Rattus norvegicus 200.0 nM
Inhibition of [3H]CGP-27492 binding to Gamma-aminobutyric acid type B receptor of rat cortex Rattus norvegicus 107.0 nM
Displacement of [3H]GABA from Gamma-aminobutyric acid A (GABA-A) receptor in rat brain membranes Rattus norvegicus 30.0 nM
Inhibitory effect on bronchospasm caused by vagal nerve stimulation (EFS) in anesthetized, mechanically ventilated guinea-pigs at 3 mg/kg after 10 minutes Cavia porcellus 75.0 %
Deterioration of rotarod performance of rats 0.5-1 hour after subcutaneous administration of compound Rattus norvegicus 24.0 uM kg-1
Deterioration of rotarod performance of rats 1-2 hour after subcutaneous administration of compound Rattus norvegicus 52.0 uM kg-1
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 6.2 %
Percent inhibition against GABA-B receptor at 1 uM None 50.0 nM
Displacement of [3H]GABA from GABABreceptor in rat brain synaptic membranes Rattus norvegicus 220.0 nM
Agonist activity at human recombinant GABABreceptor expressed in CHO-K1 cells assessed as inhibition of intracellular calcium release by FLIPR Homo sapiens 750.0 nM
Inhibition of 4-(4-(dimethylamino)styryl)-N-methylpyridinium uptake at human OCT1 expressed in HEK293 cells at 100 uM by confocal microscopy Homo sapiens 20.7 %
Competitive inhibition of rat brain GABAB receptor after 30 mins by liquid scintillation counting analysis in presence of [3H]GABA Rattus norvegicus 360.0 nM
Inhibition of sodium fluorescein uptake in OATP1B1-transfected CHO cells at an equimolar substrate-inhibitor concentration of 10 uM Cricetulus griseus 80.8 %
Inhibition of sodium fluorescein uptake in OATP1B3-transfected CHO cells at an equimolar substrate-inhibitor concentration of 10 uM Cricetulus griseus 102.22 %
SARS-CoV-2 3CL-Pro protease inhibition percentage at 20µM by FRET kind of response from peptide substrate Severe acute respiratory syndrome coronavirus 2 29.56 %
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 -0.09 % 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 -0.09 %
Activation of human GABAB1/GABAB2 expressed in HEK293 cells co-transfected with rat CaV2.2 channel assessed as reduction in CaV2.2-mediated peak-current amplitude in response to depolarizing pulse at 10 uM by whole cell patch clamp assay relative to control Homo sapiens 64.9 %

Related Entries

Cross References

Resources Reference
ChEBI 2972
ChEMBL CHEMBL701
DrugBank DB00181
DrugCentral 282
FDA SRS H789N3FKE8
Human Metabolome Database HMDB0014327
Guide to Pharmacology 1084
KEGG D00241
PharmGKB PA448533
PubChem 2284
SureChEMBL SCHEMBL19333
ZINC ZINC00085733
CONTENTS