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Compound Detail

CHEMBL521589

BAMBUTEROL
🧪 Phase III
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🧪 Phase III
CN(C)C(=O)Oc1cc(OC(=O)N(C)C)cc(C(O)CNC(C)(C)C)c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL521589
Name BAMBUTEROL
Phase Phase III
Structure Type MOL
InChI Key ANZXOIAKUNOVQU-UHFFFAOYSA-N
Active Moiety CHEMBL1760

Known Names

Bambuterol
6
Targets
11
Activities
1
Assay Types
3
PK Parameters
20
Publications
1
Known Names
2
Indications
1
Mechanisms

Molecular Properties

367.4
MW (Da)
2.23
ALogP
6
HBA
2
HBD
91.3
PSA (Ų)
0.83
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Racemic

Flags

Natural Product Prodrug
USAN Stem -terol

Extended Properties

Molecular Formula C18H29N3O5
MW 367.45
Aromatic Rings 1
Heavy Atoms 26
NP-Likeness -0.24

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Beta-2 adrenergic receptor agonist AGONIST Beta-2 adrenergic receptor ✓ ✓

Indications

Lung Diseases, Obstructive Hypertension, Pulmonary

ATC Classification

R03CC12
bambuterol
Level 1: RESPIRATORY SYSTEM
Level 2: DRUGS FOR OBSTRUCTIVE AIRWAY DISEASES

Activity Summary

IC50 11 meas. best 8.52

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Cholinesterase
CHEMBL1914
 IC50 8.52 8.4825 3.0 4
Butyrylcholinesterase
CHEMBL3403
 IC50 8.52 8.52 3.0 1
Cholinesterase
CHEMBL5763
 IC50 6.92 6.92 119.3 1
Cytochrome P450 2D6
CHEMBL289
 IC50 5.7 5.7 2000.0 1
Acetylcholinesterase
CHEMBL220
 IC50 4.52 4.52 30000.0 3
Acetylcholinesterase
CHEMBL3199
 IC50 4.52 4.52 30000.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 18.0 mL.min-1.kg-1 Homo sapiens
MRT 1.4 hr Homo sapiens
T1/2 2.6 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Cholinesterase IC50 = 3.0 nM 8.52 Inhibition of human blood BuChE using butyrylthiocholine as substrate 27744187
Cholinesterase IC50 = 3.0 nM 8.52 Inhibition of BuChE (unknown origin) 28371641
Cholinesterase IC50 = 3.0 nM 8.52 Inhibition of BuchE (unknown origin) 35124202
Butyrylcholinesterase IC50 = 3.0 nM 8.52 Inhibition of rat BChE 35858523
Cholinesterase IC50 = 4.29 nM 8.37 Inhibition of human plasma BuChE using S-butyrylthiocholine iodide as substrate ... 27744187
Cholinesterase IC50 = 119.33 nM 6.92 Inhibition of equine serum BuChE using S-butyrylthiocholine iodide as substrate ... 27744187
Cytochrome P450 2D6 IC50 = 2000.0 nM 5.7 DRUGMATRIX: CYP450, 2D6 enzyme inhibition (substrate: 3-Cyano-7-ethoxycoumarin) -
Acetylcholinesterase IC50 = 30000.0 nM 4.52 Inhibition of human blood AChE using acetylthiocholine as substrate 27744187
Acetylcholinesterase IC50 = 30000.0 nM 4.52 Inhibition of AChE (unknown origin) 28371641
Acetylcholinesterase IC50 = 30000.0 nM 4.52 Inhibition of AChE (unknown origin) 35124202
Acetylcholinesterase IC50 = 30000.0 nM 4.52 Inhibition of rat AChE 35858523

Literature References

PubMed DOI Target Context # Activities
- 10.5281/zenodo.13943903 ADMET 89
31158845 10.1038/s41586-019-1291-3 ADMET 73
27744187 10.1016/j.ejmech.2016.08.061 Mus musculus 36
15646539 10.1016/s0399-8320(04)95062-2 Unchecked 11
15646539 10.1016/s0399-8320(04)95062-2 NON-PROTEIN TARGET 8
27744187 10.1016/j.ejmech.2016.08.061 Cholinesterase 7
35227979 10.1016/j.ejmech.2022.114212 Mus musculus 5
18426954 10.1124/dmd.108.020479 ADMET 4
27744187 10.1016/j.ejmech.2016.08.061 Acetylcholinesterase 4
27744187 10.1016/j.ejmech.2016.08.061 Unchecked 3
37468498 10.1038/s41467-023-40064-9 Nuclear receptor subfamily 1 group I member 2 3
22194678 10.1371/journal.pcbi.1002310 Hepatotoxicity 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
37468498 10.1038/s41467-023-40064-9 Androgen receptor 2
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
37468498 10.1038/s41467-023-40064-9 Progesterone receptor 2
20185316 10.1016/j.bmc.2010.01.068 Leishmania infantum 1
20185316 10.1016/j.bmc.2010.01.068 Leishmania major 1
20185316 10.1016/j.bmc.2010.01.068 Trichomonas vaginalis 1
20185316 10.1016/j.bmc.2010.01.068 Trypanosoma brucei 1

Data from ChEMBL 36 via Core Engine