Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL1671

PROPRANOLOL HYDROCHLORIDE
💊 Approved Drug
Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
💊 Approved Drug
CC(C)NCC(O)COc1cccc2ccccc12.Cl

Basic Information

ChEMBL ID CHEMBL1671
Name PROPRANOLOL HYDROCHLORIDE
Phase Approved
Structure Type MOL
InChI Key ZMRUPTIKESYGQW-UHFFFAOYSA-N
Therapeutic ✓ Yes
Parent Compound CHEMBL27
Active Moiety CHEMBL27

Known Names

Anaprilin Angilol Apsolol Avlocardyl AY 64043 AY-64043 Bedranol Bedranol s.r. Beprane Berkolol Beta-prograne mr Betadur cr +18 more
11
Targets
18
Activities
3
Assay Types
0
PK Parameters
20
Publications
30
Known Names
19
Indications
2
Mechanisms

Molecular Properties

259.4
MW (Da)
2.58
ALogP
3
HBA
2
HBD
41.5
PSA (Ų)
0.84
QED
0
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1967
Availability Prescription
Chirality Racemic

Routes of Administration

Oral Parenteral

Flags

Black Box Warning
USAN Stem -olol
USAN Year 1965

Extended Properties

Molecular Formula C16H22ClNO2
MW 295.81
Aromatic Rings 2
Heavy Atoms 19
NP-Likeness -0.47

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 Arrhythmias, Cardiac Coronary Artery Disease Hemangioma Hypertension Migraine Disorders Stroke Wolff-Parkinson-White Syndrome Pregnancy Melanoma Movement Disorders Prostatic Neoplasms Sarcoma Sarcoma, Kaposi Urinary Bladder Neoplasms Carcinoma, Non-Small-Cell Lung Diabetes Mellitus, Type 2 Double Outlet Right Ventricle Tetralogy of Fallot

Drug Warnings

Black Box Warning
cardiotoxicity
Country: United States

Activity Summary

IC50 8 meas. best 8.65
Ki 7 meas. best 8.64
Kd 3 meas. best 9.05

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Beta-2 adrenergic receptor
CHEMBL3373
Kd 9.05 9.05 0.9 1
Adrenergic receptor beta
CHEMBL2094118
Kd 8.89 8.89 1.3 1
Beta-2 adrenergic receptor
CHEMBL210
IC50 8.65 8.65 2.3 1
Beta-2 adrenergic receptor
CHEMBL210
Ki 8.64 8.64 2.3 1
Sigma non-opioid intracellular receptor 1
CHEMBL287
Ki 7.02 7.02 95.4 1
Sigma intracellular receptor 2
CHEMBL4105907
Ki 6.45 6.45 352.9 1
5-hydroxytryptamine receptor 6
CHEMBL3371
Ki 6.27 6.27 542.0 1
5-hydroxytryptamine receptor 1A
CHEMBL214
Ki 6.19 6.19 644.3 1
5-hydroxytryptamine receptor 2C
CHEMBL225
Ki 5.86 5.86 1373.1 1
5-hydroxytryptamine receptor 2A
CHEMBL224
Ki 5.75 5.75 1790.2 1
Cavia porcellus
CHEMBL369
Kd 5.75 5.75 1778.3 1
Plasmodium falciparum
CHEMBL364
IC50 5.6 5.2 2511.9 7

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Beta-2 adrenergic receptor Kd = 0.89 nM 9.05 Affinity for cow beta-2 adrenergic receptor by measuring displacement (-)-[3H]di... 2993621
Adrenergic receptor beta Kd = 1.288 nM 8.89 In vitro blocking activity against beta adrenergic receptor, isolated from guine... 6115059
Beta-2 adrenergic receptor IC50 = 2.262 nM 8.65 GPCR PRESTO-Tango dose-response in antagonist mode with target: ADRB2 -
Beta-2 adrenergic receptor Ki = 2.27 nM 8.64 PDSP Secondary Binding target: ADRB2 - Compounds are tested at 10 uM concentrati... -
Sigma non-opioid intracellular receptor 1 Ki = 95.38 nM 7.02 PDSP Secondary Binding target: SIGMAR1 - Compounds are tested at 10 uM concentra... -
Sigma intracellular receptor 2 Ki = 352.9 nM 6.45 PDSP Secondary Binding target: TMEM97 - Compounds are tested at 10 uM concentrat... -
5-hydroxytryptamine receptor 6 Ki = 542.0 nM 6.27 PDSP Secondary Binding target: HTR6 - Compounds are tested at 10 uM concentratio... -
5-hydroxytryptamine receptor 1A Ki = 644.31 nM 6.19 PDSP Secondary Binding target: HTR1A - Compounds are tested at 10 uM concentrati... -
5-hydroxytryptamine receptor 2C Ki = 1373.1 nM 5.86 PDSP Secondary Binding target: HTR2C - Compounds are tested at 10 uM concentrati... -
5-hydroxytryptamine receptor 2A Ki = 1790.2 nM 5.75 PDSP Secondary Binding target: HTR2A - Compounds are tested at 10 uM concentrati... -
Cavia porcellus Kd = 1778.28 nM 5.75 spasmolytic activity in isolated guinea pig ileum preparation;- log KB; (Bacl2) 6115059
Plasmodium falciparum IC50 = 2511.89 nM 5.6 Antiplasmodial activity against Plasmodium falciparum W2 after 72 hrs by SYBR gr... 19734910
Plasmodium falciparum IC50 = 3162.28 nM 5.5 Antiplasmodial activity against Plasmodium falciparum GB4 after 72 hrs by SYBR g... 19734910
Plasmodium falciparum IC50 = 3981.07 nM 5.4 Antiplasmodial activity against Plasmodium falciparum 7G8 after 72 hrs by SYBR g... 19734910
Plasmodium falciparum IC50 = 7943.28 nM 5.1 Antiplasmodial activity against Plasmodium falciparum Dd2 after 72 hrs by SYBR g... 19734910
Plasmodium falciparum IC50 = 10000.0 nM 5.0 Antiplasmodial activity against Plasmodium falciparum 3D7 after 72 hrs by SYBR g... 19734910
Plasmodium falciparum IC50 = 12589.25 nM 4.9 Antiplasmodial activity against Plasmodium falciparum HB3 after 72 hrs by SYBR g... 19734910
Plasmodium falciparum IC50 = 12589.25 nM 4.9 Antiplasmodial activity against Plasmodium falciparum D10 after 72 hrs by SYBR g... 19734910

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL4689842 HEK-293T 9
- 10.6019/CHEMBL4689842 Fibroblast 9
- 10.6019/CHEMBL4689842 U2OS 9
9836611 10.1021/jm9810102 No relevant target 8
19734910 10.1038/nchembio.215 Plasmodium falciparum 7
- 10.6019/CHEMBL5209801 Alpha-2A adrenergic receptor 5
- 10.6019/CHEMBL5209801 Adhesion G-protein coupled receptor F1 5
- 10.6019/CHEMBL5209801 Glucose-dependent insulinotropic receptor 5
- 10.6019/CHEMBL5209801 C5a anaphylatoxin chemotactic receptor 1 5
- 10.6019/CHEMBL5209801 Beta-2 adrenergic receptor 5
- 10.6019/CHEMBL5209801 Sphingosine 1-phosphate receptor 1 5
- 10.6019/CHEMBL5209801 CX3C chemokine receptor 1 5
- 10.6019/CHEMBL5209801 Free fatty acid receptor 4 5
6131136 10.1021/jm00357a027 Rattus norvegicus 5
- 10.6019/CHEMBL5209801 Apelin receptor 5
- 10.6019/CHEMBL5209801 Type-1 angiotensin II receptor 5
- 10.6019/CHEMBL5209801 N-formyl peptide receptor 2 5
- 10.6019/CHEMBL5209801 Glucagon-like peptide 1 receptor 5
6115059 10.1021/jm00135a017 Rattus norvegicus 2
2993621 10.1021/jm00147a037 Beta-2 adrenergic receptor 2

Data from ChEMBL 36 via Core Engine