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Compound Detail

CHEMBL521606

NADOLOL
💊 Approved Drug
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💊 Approved Drug
CC(C)(C)NCC(O)COc1cccc2c1CC(O)C(O)C2
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL521606
Name NADOLOL
Phase Approved
Structure Type MOL
InChI Key VWPOSFSPZNDTMJ-UHFFFAOYSA-N
Therapeutic ✓ Yes

Known Names

Corgard Nadolol Nadolol component of corzide NSC-758430 Solgol SQ 11725 SQ-11725
1
Targets
3
Activities
2
Assay Types
14
PK Parameters
20
Publications
7
Known Names
8
Indications
2
Mechanisms

Molecular Properties

309.4
MW (Da)
0.63
ALogP
5
HBA
4
HBD
82.0
PSA (Ų)
0.64
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1979
Availability Prescription
Chirality Racemic

Routes of Administration

Oral

Flags

Black Box Warning Natural Product
USAN Stem -adol-; -olol
USAN Year 1976

Extended Properties

Molecular Formula C17H27NO4
MW 309.41
Aromatic Rings 1
Heavy Atoms 22
NP-Likeness 0.26

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Beta-1 adrenergic receptor antagonist ANTAGONIST Beta-1 adrenergic receptor ✓ ✓
Beta-2 adrenergic receptor antagonist ANTAGONIST Beta-2 adrenergic receptor ✓ ✓

Indications

Angina Pectoris Cardiovascular Diseases Hypertension Myocardial Infarction Stroke Hemangioma Asthma Smoking Cessation

ATC Classification

C07AA12
nadolol
Level 1: CARDIOVASCULAR SYSTEM
Level 2: BETA BLOCKING AGENTS

Drug Warnings

Black Box Warning
cardiotoxicity
Country: United States

Activity Summary

Kd 2 meas. best 8.89
Ki 1 meas.

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Beta-2 adrenergic receptor
CHEMBL210
 Kd 8.89 8.025 1.3 2

Pharmacokinetic Data

Parameter Value Units Species
CL 2.9 mL.min-1.kg-1 Homo sapiens
CL 1.1 mL.min-1.kg-1 Homo sapiens
CL 2.9 mL.min-1.kg-1 Homo sapiens
CL 2.9 mL.min-1.kg-1 Homo sapiens
F 49.0 % Homo sapiens
F 30.0 % Homo sapiens
Fu 0.7 - Homo sapiens
Fu 0.14 - Homo sapiens
Fu 0.14 - Homo sapiens
Fu 0.86 - Rattus norvegicus
Fu 0.78 - Rattus norvegicus
MRT 11.0 hr Homo sapiens
T1/2 9.2 hr Homo sapiens
Vd 3.4 L.kg-1 Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Beta-2 adrenergic receptor Kd = 1.3 nM 8.89 Displacement of [3H]DHA from inactive/G protein-uncoupled human beta2-AR express... 27239696
Beta-2 adrenergic receptor Kd = 70.0 nM 7.16 Displacement of [3H]DHA from inactive/G protein-uncoupled human beta2-AR express... 27239696

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL3885881 Rattus norvegicus 214
- 10.5281/zenodo.13943903 ADMET 89
31158845 10.1038/s41586-019-1291-3 ADMET 60
16472241 10.2174/1570163043334794 Hepatotoxicity 18
22194678 10.1371/journal.pcbi.1002310 Hepatotoxicity 14
20070106 10.1021/jm901371v Homo sapiens 8
15658873 10.1021/jm049711o ADMET 5
18426954 10.1124/dmd.108.020479 ADMET 4
19397318 10.1021/jm9003945 No relevant target 4
20879794 10.1021/jf102525e No relevant target 4
- 10.1016/S0960-894X(97)00046-2 ADMET 4
37468498 10.1038/s41467-023-40064-9 Alpha-1A adrenergic receptor 3
30938524 10.1021/acs.jmedchem.9b00002 ADMET 3
17418579 10.1016/j.bmc.2007.03.040 ADMET 3
19764786 10.1021/jm901036q Plasma 3
37468498 10.1038/s41467-023-40064-9 Cannabinoid receptor 1 3
27239696 10.1021/acs.jmedchem.6b00358 Beta-2 adrenergic receptor 3
20014752 10.1021/tx900326k Hepatotoxicity 3
21149540 10.1124/dmd.110.035998 Brain 3
24249037 10.1007/s11095-013-1232-z No relevant target 2

Data from ChEMBL 36 via Core Engine