(-)-PROPANOLOL

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Synonyms
Status
Molecule Category UNKNOWN
UNII 74MLR03FLC
EPA CompTox DTXSID90873366

Structure

InChI Key AQHHHDLHHXJYJD-AWEZNQCLSA-N
Smiles CC(C)NC[C@H](O)COc1cccc2ccccc12
InChI
InChI=1S/C16H21NO2/c1-12(2)17-10-14(18)11-19-16-9-5-7-13-6-3-4-8-15(13)16/h3-9,12,14,17-18H,10-11H2,1-2H3/t14-/m0/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C16H21NO2
Molecular Weight 259.35
AlogP 2.58
Hydrogen Bond Acceptor 3.0
Hydrogen Bond Donor 2.0
Number of Rotational Bond 6.0
Polar Surface Area 41.49
Molecular species BASE
Aromatic Rings 2.0
Heavy Atoms 19.0
Assay Description Organism Bioactivity Reference
Inhibitory activity against 5-hydroxytryptamine 1B receptor of rat striatal membrane homogenate using [3H]5-HT as the radioligand. None 17.0 nM
Evaluated for binding affinity towards rat cortical membranes at 5-hydroxytryptamine 1 receptor binding site by using [3H]-5-HT as a radioligand. None 300.0 nM
Evaluated for the binding affinity to hippocampus striatal membranes at 5-hydroxytryptamine 1A receptor binding site by using [3H]-8-OH- DPAT as a radioligand. None 115.0 nM
Inhibitory activity against 5-hydroxytryptamine 1A receptor of rat hippocampal tissue using [3H]OH-DPAT as radioligand. None 55.0 nM
Binding affinity (Ki) to rat cortical membranes at 5-HT1B binding site by using [125 I] ICYP as a radioligand. None 50.0 nM
Binding affinity against Beta adrenergic receptor in C6-2B astrocytoma cells, using [125I]-iodohydroxybenzylpindolol-benzylpindolol([125I]-HYP) None 0.7 nM
Inhibition of MAMC O-dealkylation mediated by rat Cytochrome P450 2D2 expressed in Saccharomyces cerevisiae Rattus norvegicus 350.0 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 42.6 %
Displacement of [125I]cyanopindolol from human recombinant adrenergic beta-1 receptor expressed in Rex16 cells Homo sapiens 1.8 nM
Inhibition of human aquaporin 4 M23 isoform expressed in Xenopus laevis oocytes at 20 uM Homo sapiens 26.0 %
DRUGMATRIX: Serotonin (5-Hydroxytryptamine) 5-HT1A radioligand binding (ligand: [3H] 8-OH-DPAT) None 124.0 nM DRUGMATRIX: Serotonin (5-Hydroxytryptamine) 5-HT1A radioligand binding (ligand: [3H] 8-OH-DPAT) None 71.0 nM
DRUGMATRIX: Serotonin (5-Hydroxytryptamine) 5-HT2A radioligand binding (ligand: [3H] Ketanserin) None 538.0 nM
DRUGMATRIX: Adrenergic beta1 radioligand binding (ligand: [125I] Cyanopindolol) None 1.908 nM DRUGMATRIX: Adrenergic beta1 radioligand binding (ligand: [125I] Cyanopindolol) None 1.102 nM
DRUGMATRIX: Adrenergic beta2 radioligand binding (ligand: [3H] CGP-12177) None 0.355 nM DRUGMATRIX: Adrenergic beta2 radioligand binding (ligand: [3H] CGP-12177) None 0.244 nM
DRUGMATRIX: Adrenergic beta3 radioligand binding (ligand: [125I] Cyanopindolol) None 165.0 nM DRUGMATRIX: Adrenergic beta3 radioligand binding (ligand: [125I] Cyanopindolol) None 124.0 nM
DRUGMATRIX: Serotonin (5-Hydroxytryptamine) 5-HT2B radioligand binding (ligand: [3H] Lysergic acid diethylamide) None 411.0 nM DRUGMATRIX: Serotonin (5-Hydroxytryptamine) 5-HT2B radioligand binding (ligand: [3H] Lysergic acid diethylamide) None 262.0 nM
DRUGMATRIX: Serotonin (5-Hydroxytryptamine) 5-HT2C radioligand binding (ligand: [3H] Mesulergine) None 716.0 nM
DRUGMATRIX: Serotonin (5-Hydroxytryptamine) 5-HT6 radioligand binding (ligand: [3H] Lysergic acid diethylamide) None 998.0 nM DRUGMATRIX: Serotonin (5-Hydroxytryptamine) 5-HT6 radioligand binding (ligand: [3H] Lysergic acid diethylamide) None 463.0 nM
DRUGMATRIX: Transporter, Serotonin (5-Hydroxytryptamine) (SERT) radioligand binding (ligand: [3H] Paroxetine) None 659.0 nM
Displacement of [3H]CGP12177 from human recombinant beta2 adrenergic receptor expressed in CHO cells after 60 mins Homo sapiens 0.54 nM Displacement of [3H]CGP12177 from human recombinant beta2 adrenergic receptor expressed in CHO cells after 60 mins Homo sapiens 0.78 nM
Displacement of [125I]Cynopindolol from human recombinant beta1 adrenergic receptor expressed in CHOK1 cells after 2 hrs Homo sapiens 1.4 nM Displacement of [125I]Cynopindolol from human recombinant beta1 adrenergic receptor expressed in CHOK1 cells after 2 hrs Homo sapiens 2.5 nM
Displacement of [3H]CGP12177 from human recombinant beta2 adrenergic receptor expressed in CHO cells at 10 uM after 60 mins relative to control Homo sapiens 8.0 %
Displacement of [125I]Cynopindolol from human recombinant beta1 adrenergic receptor expressed in CHOK1 cells at 10 uM after 2 hrs relative to control Homo sapiens -5.0 %

Related Entries

Cross References

Resources Reference
ChEMBL CHEMBL452861
FDA SRS 74MLR03FLC
Guide to Pharmacology 63
PDB SNP
SureChEMBL SCHEMBL3956
ZINC ZINC000000056556
CONTENTS