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Compound Detail

CHEMBL423

BETAXOLOL
💊 Approved Drug
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💊 Approved Drug
CC(C)NCC(O)COc1ccc(CCOCC2CC2)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL423
Name BETAXOLOL
Phase Approved
Structure Type MOL
InChI Key NWIUTZDMDHAVTP-UHFFFAOYSA-N
Therapeutic ✓ Yes

Known Names

ALO-140102 FREE BASE Betaxolol Betoptic Betoptic susp Kerledex SL-7521210 FREE BASE
7
Targets
13
Activities
2
Assay Types
17
PK Parameters
20
Publications
6
Known Names
4
Indications

Molecular Properties

307.4
MW (Da)
2.39
ALogP
4
HBA
2
HBD
50.7
PSA (Ų)
0.62
QED
0
Ro5 Violations
11
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1985
Availability Prescription
Chirality Racemic

Routes of Administration

Oral Topical

Flags

Natural Product
USAN Stem -olol
USAN Year 1983

Extended Properties

Molecular Formula C18H29NO3
MW 307.43
Aromatic Rings 1
Heavy Atoms 22
NP-Likeness -0.56

Indications

Cardiovascular Diseases Glaucoma Glaucoma, Open-Angle Ocular Hypertension

ATC Classification

C07AB05
betaxolol
Level 1: CARDIOVASCULAR SYSTEM
Level 2: BETA BLOCKING AGENTS
S01ED02
betaxolol
Level 1: SENSORY ORGANS
Level 2: OPHTHALMOLOGICALS
S01ED52
betaxolol, combinations
Level 1: SENSORY ORGANS
Level 2: OPHTHALMOLOGICALS

Activity Summary

Kd 9 meas. best 8.8
IC50 4 meas. best 7.43

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Beta-1 adrenergic receptor
CHEMBL213
 Kd 8.8 8.8 1.6 1
Beta-1 adrenergic receptor
CHEMBL5471
 Kd 8.76 8.3067 1.7 3
Beta-1 adrenergic receptor
CHEMBL3252
 Kd 8.53 7.715 3.0 2
Beta-1 adrenergic receptor
CHEMBL213
 IC50 7.43 7.43 37.1 1
Beta-2 adrenergic receptor
CHEMBL5414
 Kd 6.98 6.98 104.7 2
Beta-2 adrenergic receptor
CHEMBL3373
 IC50 6.18 6.18 657.0 1
Unchecked
CHEMBL612545
 IC50 5.21 5.21 6165.7 1
Cytochrome P450 2D6
CHEMBL289
 IC50 4.18 4.18 66000.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 3.4 mL.min-1.kg-1 Homo sapiens
CL 2.7 mL.min-1.kg-1 Homo sapiens
CL 3.4 mL.min-1.kg-1 Homo sapiens
CL 3.4 mL.min-1.kg-1 Homo sapiens
CL 12.0 uL.min-1.(10^6cells)-1 Rattus norvegicus
CL 3.0 uL.min-1.(10^6cells)-1 Homo sapiens
CL 3.0 mL.min-1.g-1 Homo sapiens
CL 3.4 mL.min-1.kg-1 Homo sapiens
CL 13.0 mL.min-1.kg-1 Homo sapiens
F 80.0 % Homo sapiens
Fu 0.42 - Homo sapiens
Fu 0.4 - Homo sapiens
Fu 0.4 - Homo sapiens
MRT 24.0 hr Homo sapiens
T1/2 17.0 hr Homo sapiens
T1/2 17.0 hr Homo sapiens
T1/2 16.0 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Beta-1 adrenergic receptor Kd = 1.585 nM 8.8 Antagonist activity against beta-1 adrenergic receptor (unknown origin) 25799158
Beta-1 adrenergic receptor Kd = 1.738 nM 8.76 In vitro beta-1 adrenergic receptor activity was determined via inhibition of th... 6134834
Beta-1 adrenergic receptor Kd = 1.738 nM 8.76 In vitro inhibitory activity against beta-1 adrenergic receptor measured by inhi... 2872332
Beta-1 adrenergic receptor Kd = 2.951 nM 8.53 Antagonist activity at rat beta1 adrenoceptor 27299736
Beta-1 adrenergic receptor IC50 = 37.1 nM 7.43 Compound was tested for inhibition of [3H]dihydroalprenolol radioligand binding ... 6126588
Beta-1 adrenergic receptor Kd = 39.81 nM 7.4 Compound was tested for the biological activity at the Beta-1 adrenergic recepto... 1361581
Beta-2 adrenergic receptor Kd = 104.71 nM 6.98 In vitro beta-2 adrenergic receptor activity was determined by measuring inhibit... 6134834
Beta-2 adrenergic receptor Kd = 104.71 nM 6.98 In vitro inhibitory activity against beta-2 adrenergic receptor was measured by ... 2872332
Beta-1 adrenergic receptor Kd = 125.89 nM 6.9 Antagonist activity was determined against beta-1 adrenergic receptor in spontan... 2884312
Beta-2 adrenergic receptor IC50 = 657.0 nM 6.18 Compound was tested for inhibition of [3H]dihydroalprenolol radioligand binding ... 6126588
Unchecked IC50 = 6165.7 nM 5.21 PubChem BioAssay. Colo320 viability from Cell TiterGlo-IC50. (Class of assay: ... -
Cytochrome P450 2D6 IC50 = 66000.0 nM 4.18 Inhibitory activity against recombinant human Cytochrome P450 2D6 (CYP2D6) after... 15993593

Literature References

PubMed DOI Target Context # Activities
- 10.5281/zenodo.13943903 ADMET 89
31158845 10.1038/s41586-019-1291-3 ADMET 61
16472241 10.2174/1570163043334794 Hepatotoxicity 18
22194678 10.1371/journal.pcbi.1002310 Hepatotoxicity 14
20070106 10.1021/jm901371v Homo sapiens 8
25799158 10.1021/acs.jmedchem.5b00201 Homo sapiens 5
- 10.6019/CHEMBL3301361 ADMET 5
- 10.1016/S0960-894X(97)00046-2 ADMET 4
18426954 10.1124/dmd.108.020479 ADMET 4
2884312 10.1021/jm00389a008 Rattus norvegicus 3
19445515 10.1021/jm900403j Homo sapiens 2
- 10.6019/CHEMBL3301361 No relevant target 2
10891117 10.1021/jm0000564 ADMET 2
10891117 10.1021/jm0000564 No relevant target 2
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
26948801 10.1016/j.drudis.2016.02.015 Homo sapiens 2
2993621 10.1021/jm00147a037 Beta-2 adrenergic receptor 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
14971904 10.1021/jm030408h ADMET 2
6126588 10.1021/jm00350a009 Beta-2 adrenergic receptor 2

Data from ChEMBL 36 via Core Engine