PRACTOLOL

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Synonyms
Status
Molecule Category UNKNOWN
ATC C07AB01
UNII SUG9176GRW
EPA CompTox DTXSID0021179

Structure

InChI Key DURULFYMVIFBIR-UHFFFAOYSA-N
Smiles CC(=O)Nc1ccc(OCC(O)CNC(C)C)cc1
InChI
InChI=1S/C14H22N2O3/c1-10(2)15-8-13(18)9-19-14-6-4-12(5-7-14)16-11(3)17/h4-7,10,13,15,18H,8-9H2,1-3H3,(H,16,17)

Physicochemical Descriptors

Property Name Value
Molecular Formula C14H22N2O3
Molecular Weight 266.34
AlogP 1.38
Hydrogen Bond Acceptor 4.0
Hydrogen Bond Donor 3.0
Number of Rotational Bond 7.0
Polar Surface Area 70.59
Molecular species BASE
Aromatic Rings 1.0
Heavy Atoms 19.0

Bioactivity

Mechanism of Action Action Reference
Beta-1 adrenergic receptor inhibitor INHIBITOR PubMed PubMed
Protein: Beta-1 adrenergic receptor
Description: Beta-1 adrenergic receptor
Organism : Homo sapiens
P08588 ENSG00000043591
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Ion channel Voltage-gated ion channel Voltage-gated sodium channel
- - - - 8
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Adrenergic receptor
- - 61-8318 13500 8-8
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC21/SLCO family of organic anion transporting polypeptides
- - - - 107
Assay Description Organism Bioactivity Reference
Ability to block Beta-1 adrenergic receptor in guinea pig right atria preparation Cavia porcellus 251.19 nM
In Vitro inhibition of the beta adrenergic receptor in guinea pig atria Cavia porcellus 251.19 nM
Cardioselectivity for the beta-2 adrenergic receptor was determined against isoprenaline (antagonism) in isolated rat atria None 186.21 nM
Antagonist activity of compound against Beta-1 adrenergic receptor in isolated guinea pig left atria Cavia porcellus 173.78 nM
In vitro beta-1 adrenergic receptor activity was determined via inhibition of the positive chronotropic actions of isoproterenol in isolated guinea pig atrial preparations Cavia porcellus 104.71 nM
In vivo beta-adrenoceptor blocking potency in cat (expressed as total dose infused over a period of 30 minutes causing 50% inhibition of the tachycardia by iv administration) Felis catus 167.0 ug kg-1
Beta-adrenoceptor blocking potency in cat, measured as the degree (percent) of blockade of the vasopressor response at the dose level Felis catus 8.0 %
In vivo beta adrenergic blocking potency was determined by inhibition of depressor response produced by isoproterenol (0.2 mg/kg iv) in cat preparation Felis catus 8.0 %
In vivo beta-adrenergic blocking potency to inhibit vasopressor response in anesthetized cats Felis catus 8.0 %
Percent inhibition of vasopressor response Felis catus 8.0 %
Percentage inhibition of depressor response in cat was determined Felis catus 8.0 %
The compound was evaluated for inhibition of depressor response Felis catus 8.0 %
Ability to block Beta-1 adrenergic receptor in guinea pig right atria preparation at a duration of 40 min Cavia porcellus 61.0 nM
Biological activity in vitro, Ki value was determined by accumulation of c-AMP in rat fat cells (Beta1). Rattus norvegicus 700.0 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 8.4 %
Inhibition of sodium fluorescein uptake in OATP1B1-transfected CHO cells at an equimolar substrate-inhibitor concentration of 10 uM Cricetulus griseus 107.13 %
Inhibition of sodium fluorescein uptake in OATP1B3-transfected CHO cells at an equimolar substrate-inhibitor concentration of 10 uM Cricetulus griseus 99.03 %
In vivo inhibition of beta-2 adrenergic receptor in cat assessed as inhibition of isoproterenol-induced vasodepressor response at ED50 administered as 30 mins of infusion measured at 30 mins relative to control Felis catus 8.0 %
In vivo inhibition of beta-1 adrenoceptor in vagotomized cat assessed as inhibition of isoproterenol-induced tachycardia Felis catus 229.09 nM
Antagonist activity at beta1 adrenoceptor in guinea pig atrium assessed as inhibition of isoproterenol-induced response after 20 mins Cavia porcellus 213.8 nM
Antagonist activity at beta1 adrenergic receptor in isolated rat atria Rattus norvegicus 338.84 nM
In vivo antagonist activity at beta-2 adrenergic receptor in cat assessed as inhibition of vasodepressor response administered as infusion for 30 mins relative to control Felis catus 8.0 %
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 8.53 %
SARS-CoV-2 3CL-Pro protease inhibition percentage at 20µM by FRET kind of response from peptide substrate Severe acute respiratory syndrome coronavirus 2 12.14 %
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 -0.05 % 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 -0.05 %

Related Entries

Cross References

Resources Reference
ChEBI 258351
ChEMBL CHEMBL6995
DrugBank DB01297
DrugCentral 3486
FDA SRS SUG9176GRW
Human Metabolome Database HMDB0015411
Guide to Pharmacology 555
PubChem 4883
SureChEMBL SCHEMBL39925
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