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Compound Detail

CHEMBL357995

BOPINDOLOL
🧪 Phase II
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🧪 Phase II
Cc1cc2c(OCC(CNC(C)(C)C)OC(=O)c3ccccc3)cccc2[nH]1

Basic Information

ChEMBL ID CHEMBL357995
Name BOPINDOLOL
Phase Phase II
Structure Type MOL
InChI Key UUOJIACWOAYWEZ-UHFFFAOYSA-N
Active Moiety CHEMBL1878625

Known Names

Bopindolol
9
Targets
21
Activities
3
Assay Types
0
PK Parameters
20
Publications
1
Known Names
1
Indications

Molecular Properties

380.5
MW (Da)
4.47
ALogP
4
HBA
2
HBD
63.4
PSA (Ų)
0.59
QED
0
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Racemic

Flags

Natural Product Prodrug
USAN Stem -olol

Extended Properties

Molecular Formula C23H28N2O3
MW 380.49
Aromatic Rings 3
Heavy Atoms 28
NP-Likeness -0.42

Indications

Cardiovascular Diseases

ATC Classification

C07AA17
bopindolol
Level 1: CARDIOVASCULAR SYSTEM
Level 2: BETA BLOCKING AGENTS

Activity Summary

IC50 11 meas. best 7.7
Ki 9 meas. best 7.85
EC50 1 meas. best 4.4

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Beta-2 adrenergic receptor
CHEMBL210
Ki 7.85 7.85 14.0 1
Beta-2 adrenergic receptor
CHEMBL210
IC50 7.7 7.7 20.0 1
Beta-1 adrenergic receptor
CHEMBL213
Ki 7.57 7.57 27.0 1
Beta-1 adrenergic receptor
CHEMBL213
IC50 7.33 7.33 47.0 1
5-hydroxytryptamine receptor 1A
CHEMBL273
Ki 6.82 6.82 153.0 1
5-hydroxytryptamine receptor 1A
CHEMBL273
IC50 6.57 6.57 267.0 1
Beta-3 adrenergic receptor
CHEMBL246
Ki 6.46 6.46 344.0 1
5-hydroxytryptamine receptor 2A
CHEMBL224
Ki 6.34 6.34 452.0 1
Beta-3 adrenergic receptor
CHEMBL246
IC50 6.34 6.34 458.0 1
Unchecked
CHEMBL612545
Ki 6.26 5.8033 548.0 3
Unchecked
CHEMBL612545
IC50 6.22 5.5375 601.0 4
5-hydroxytryptamine receptor 2B
CHEMBL1833
Ki 6.01 6.01 969.0 1
5-hydroxytryptamine receptor 2B
CHEMBL1833
IC50 5.82 5.82 1523.0 1
5-hydroxytryptamine receptor 2A
CHEMBL224
IC50 5.8 5.8 1581.0 1
Cytochrome P450 2D6
CHEMBL289
IC50 5.26 5.26 5476.4 1
Trypanosoma cruzi
CHEMBL368
EC50 4.4 4.4 40000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Beta-2 adrenergic receptor Ki = 14.0 nM 7.85 DRUGMATRIX: Adrenergic beta2 radioligand binding (ligand: [3H] CGP-12177) -
Beta-2 adrenergic receptor IC50 = 20.0 nM 7.7 DRUGMATRIX: Adrenergic beta2 radioligand binding (ligand: [3H] CGP-12177) -
Beta-1 adrenergic receptor Ki = 27.0 nM 7.57 DRUGMATRIX: Adrenergic beta1 radioligand binding (ligand: [125I] Cyanopindolol) -
Beta-1 adrenergic receptor IC50 = 47.0 nM 7.33 DRUGMATRIX: Adrenergic beta1 radioligand binding (ligand: [125I] Cyanopindolol) -
5-hydroxytryptamine receptor 1A Ki = 153.0 nM 6.82 DRUGMATRIX: Serotonin (5-Hydroxytryptamine) 5-HT1A radioligand binding (ligand: ... -
5-hydroxytryptamine receptor 1A IC50 = 267.0 nM 6.57 DRUGMATRIX: Serotonin (5-Hydroxytryptamine) 5-HT1A radioligand binding (ligand: ... -
Beta-3 adrenergic receptor Ki = 344.0 nM 6.46 DRUGMATRIX: Adrenergic beta3 radioligand binding (ligand: [125I] Cyanopindolol) -
Beta-3 adrenergic receptor IC50 = 458.0 nM 6.34 DRUGMATRIX: Adrenergic beta3 radioligand binding (ligand: [125I] Cyanopindolol) -
5-hydroxytryptamine receptor 2A Ki = 452.0 nM 6.34 DRUGMATRIX: Serotonin (5-Hydroxytryptamine) 5-HT2A radioligand binding (ligand: ... -
Unchecked Ki = 548.0 nM 6.26 DRUGMATRIX: Sodium Channel, Site 2 radioligand binding (ligand: [3H] Batrachotox... -
Unchecked IC50 = 601.0 nM 6.22 DRUGMATRIX: Sodium Channel, Site 2 radioligand binding (ligand: [3H] Batrachotox... -
5-hydroxytryptamine receptor 2B Ki = 969.0 nM 6.01 DRUGMATRIX: Serotonin (5-Hydroxytryptamine) 5-HT2B radioligand binding (ligand: ... -
5-hydroxytryptamine receptor 2B IC50 = 1523.0 nM 5.82 DRUGMATRIX: Serotonin (5-Hydroxytryptamine) 5-HT2B radioligand binding (ligand: ... -
5-hydroxytryptamine receptor 2A IC50 = 1581.0 nM 5.8 DRUGMATRIX: Serotonin (5-Hydroxytryptamine) 5-HT2A radioligand binding (ligand: ... -
Unchecked Ki = 2493.0 nM 5.6 DRUGMATRIX: Calcium Channel Type L, Benzothiazepine radioligand binding (ligand:... -
Unchecked Ki = 2824.0 nM 5.55 DRUGMATRIX: Calcium Channel Type L, Phenylalkylamine radioligand binding (ligand... -
Unchecked IC50 = 2805.0 nM 5.55 DRUGMATRIX: Calcium Channel Type L, Benzothiazepine radioligand binding (ligand:... -
Unchecked IC50 = 2904.0 nM 5.54 DRUGMATRIX: Calcium Channel Type L, Phenylalkylamine radioligand binding (ligand... -
Cytochrome P450 2D6 IC50 = 5476.4 nM 5.26 DRUGMATRIX: CYP450, 2D6 enzyme inhibition (substrate: 3-Cyano-7-ethoxycoumarin) -
Unchecked IC50 = 14602.6 nM 4.84 PubChem BioAssay. insulin secretion from INS-1E cells in the presence of 5 mM gl... -

Literature References

PubMed DOI Target Context # Activities
- 10.1016/S0960-894X(97)00046-2 ADMET 4
37468498 10.1038/s41467-023-40064-9 5-hydroxytryptamine receptor 1A 3
37468498 10.1038/s41467-023-40064-9 Nuclear receptor subfamily 1 group I member 2 3
37468498 10.1038/s41467-023-40064-9 5-hydroxytryptamine receptor 2A 2
37468498 10.1038/s41467-023-40064-9 Cannabinoid receptor 1 2
37468498 10.1038/s41467-023-40064-9 Androgen receptor 2
37468498 10.1038/s41467-023-40064-9 Alpha-2A adrenergic receptor 2
37468498 10.1038/s41467-023-40064-9 Muscarinic acetylcholine receptor M2 2
37468498 10.1038/s41467-023-40064-9 Progesterone receptor 2
37468498 10.1038/s41467-023-40064-9 Alpha-1A adrenergic receptor 2
37468498 10.1038/s41467-023-40064-9 Gamma-aminobutyric acid receptor subunit alpha-1 2
37468498 10.1038/s41467-023-40064-9 5-hydroxytryptamine receptor 2B 2
37468498 10.1038/s41467-023-40064-9 Beta-1 adrenergic receptor 1
37468498 10.1038/s41467-023-40064-9 Sodium-dependent dopamine transporter 1
37468498 10.1038/s41467-023-40064-9 Beta-2 adrenergic receptor 1
37468498 10.1038/s41467-023-40064-9 Voltage-dependent L-type calcium channel subunit alpha-1C 1
37468498 10.1038/s41467-023-40064-9 Voltage-gated inwardly rectifying potassium channel KCNH2 1
20547819 10.1128/aac.01777-09 Unchecked 1
20547819 10.1128/aac.01777-09 Trypanosoma cruzi 1
20081854 10.1038/nchembio.307 Danio rerio 1

Data from ChEMBL 36 via Core Engine