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Compound Detail

CHEMBL471

SOTALOL
💊 Approved Drug
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💊 Approved Drug
CC(C)NCC(O)c1ccc(NS(C)(=O)=O)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL471
Name SOTALOL
Phase Approved
Structure Type MOL
InChI Key ZBMZVLHSJCTVON-UHFFFAOYSA-N
Therapeutic ✓ Yes

Known Names

C07AA07 Darob mite Dl-sotalol Sotalol
7
Targets
18
Activities
4
Assay Types
11
PK Parameters
20
Publications
4
Known Names
9
Indications

Molecular Properties

272.4
MW (Da)
1.09
ALogP
4
HBA
3
HBD
78.4
PSA (Ų)
0.72
QED
0
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1992
Availability Prescription
Chirality Racemic

Routes of Administration

Oral Parenteral

Flags

Black Box Warning Natural Product
USAN Stem -alol
USAN Year 1967

Extended Properties

Molecular Formula C12H20N2O3S
MW 272.37
Aromatic Rings 1
Heavy Atoms 18
NP-Likeness -0.90

Indications

Cardiovascular Diseases Arrhythmias, Cardiac Atrial Fibrillation Death, Sudden, Cardiac Heart Diseases Heart Failure Myocardial Infarction Tachycardia, Ventricular Ventricular Fibrillation

ATC Classification

C07AA07
sotalol
Level 1: CARDIOVASCULAR SYSTEM
Level 2: BETA BLOCKING AGENTS

Activity Summary

IC50 12 meas. best 6.36
Ki 3 meas. best 6.53
Kd 2 meas. best 6.8
EC50 1 meas.

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Unchecked
CHEMBL612545
 Kd 6.8 6.8 158.5 1
Beta-2 adrenergic receptor
CHEMBL210
 Ki 6.53 6.53 298.3 1
Beta-2 adrenergic receptor
CHEMBL210
 IC50 6.36 6.36 433.9 1
Beta-2 adrenergic receptor
CHEMBL3373
 Kd 6.24 6.24 580.0 1
Beta-1 adrenergic receptor
CHEMBL213
 Ki 6.08 6.08 833.5 1
T-cell line
CHEMBL614685
 IC50 6.0 6.0 1000.0 1
Beta-1 adrenergic receptor
CHEMBL213
 IC50 5.84 5.2475 1443.4 4
Beta-2 adrenergic receptor
CHEMBL2289
 IC50 5.3 5.2933 5000.0 3
Adrenergic receptor beta
CHEMBL2094118
 IC50 5.14 5.14 7200.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 2.0 mL.min-1.kg-1 Homo sapiens
CL 2.0 mL.min-1.kg-1 Homo sapiens
CL 0.3 mL.min-1.kg-1 Homo sapiens
CL 2.0 mL.min-1.kg-1 Homo sapiens
CL 14.1 mL.min-1.g-1 Homo sapiens
F 95.0 % Homo sapiens
Fu 1.0 - Homo sapiens
Fu 0.62 - Homo sapiens
Fu 0.62 - Homo sapiens
MRT 11.0 hr Homo sapiens
T1/2 6.3 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Unchecked Kd = 158.49 nM 6.8 Antagonist activity at guinea pig atrial beta adrenergic receptor assessed as is... 15112
Beta-2 adrenergic receptor Ki = 298.3 nM 6.53 DRUGMATRIX: Adrenergic beta2 radioligand binding (ligand: [3H] CGP-12177) -
Beta-2 adrenergic receptor IC50 = 433.9 nM 6.36 DRUGMATRIX: Adrenergic beta2 radioligand binding (ligand: [3H] CGP-12177) -
Beta-2 adrenergic receptor Kd = 580.0 nM 6.24 Affinity for cow beta-2 adrenergic receptor by measuring displacement (-)-[3H]di... 2993621
Beta-1 adrenergic receptor Ki = 833.5 nM 6.08 DRUGMATRIX: Adrenergic beta1 radioligand binding (ligand: [125I] Cyanopindolol) -
T-cell line IC50 = 1000.0 nM 6.0 In vitro inhibition of Rb efflux in human T-cells; 1-10 -
Beta-1 adrenergic receptor IC50 = 1443.4 nM 5.84 DRUGMATRIX: Adrenergic beta1 radioligand binding (ligand: [125I] Cyanopindolol) -
Beta-2 adrenergic receptor IC50 = 5000.0 nM 5.3 In vitro Beta-2 adrenergic receptor affinity in partially purified membrane frac... 2319556
Beta-2 adrenergic receptor IC50 = 5000.0 nM 5.3 Binding affinity towards Beta-2 adrenergic receptor by displacing [3H]dihydroalp... 1347318
Beta-2 adrenergic receptor IC50 = 5200.0 nM 5.28 Tested for Beta-2 adrenergic receptor selectivity in canine lung tissue in anest... 1976812
Adrenergic receptor beta IC50 = 7200.0 nM 5.14 Tested for Beta adrenergic receptor binding inhibition from canine ventricular t... 1976812
Beta-1 adrenergic receptor IC50 = 8900.0 nM 5.05 Tested for Beta-1 adrenergic receptor selectivity in canine cardiac tissue in an... 1976812
Beta-1 adrenergic receptor IC50 = 9000.0 nM 5.05 In vitro Beta-1 adrenergic receptor affinity in partially purified membrane frac... 2319556
Beta-1 adrenergic receptor IC50 = 9000.0 nM 5.05 Binding affinity for Beta-1 adrenergic receptor by displacing [3H]dihydroalpreno... 1347318

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL3885881 Rattus norvegicus 467
- 10.5281/zenodo.13943903 ADMET 89
31158845 10.1038/s41586-019-1291-3 ADMET 68
- 10.6019/CHEMBL4295262 Unchecked 32
1956040 10.1021/jm00115a010 Canis familiaris 26
16472241 10.2174/1570163043334794 Hepatotoxicity 18
1542097 10.1021/jm00082a011 Canis familiaris 16
2308138 10.1021/jm00165a003 Canis familiaris 15
2319556 10.1021/jm00166a002 Canis familiaris 14
22194678 10.1371/journal.pcbi.1002310 Hepatotoxicity 14
15646539 10.1016/s0399-8320(04)95062-2 Unchecked 11
3681900 10.1021/jm00395a021 Canis familiaris 10
1347318 10.1021/jm00082a016 Canis familiaris 9
20070106 10.1021/jm901371v Homo sapiens 8
15646539 10.1016/s0399-8320(04)95062-2 NON-PROTEIN TARGET 8
1976812 10.1021/jm00172a033 Canis familiaris 8
19309156 10.1021/jm801228h Unchecked 5
1976812 10.1021/jm00172a033 NON-PROTEIN TARGET 4
18426954 10.1124/dmd.108.020479 ADMET 4
3572962 10.1021/jm00388a001 Canis familiaris 4

Data from ChEMBL 36 via Core Engine