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Compound Detail

CHEMBL1201027

GLYCOPYRRONIUM BROMIDE
💊 Approved Drug
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💊 Approved Drug
C[N+]1(C)CCC(OC(=O)C(O)(c2ccccc2)C2CCCC2)C1.[Br-]
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL1201027
Name GLYCOPYRRONIUM BROMIDE
Phase Approved
Structure Type MOL
InChI Key VPNYRYCIDCJBOM-UHFFFAOYSA-M
Therapeutic ✓ Yes
Parent Compound CHEMBL1201335
Active Moiety CHEMBL1201335

Known Names

AD-237 AHR-504 Bromure de glycopyrronium Bromuro de glicopirronio CHF-5259 CHF5259 Cuvposa Dartisla odt Enurev breezhaler Glycopyrrolate Glycopyrrolate component of prevduo Glycopyrrolate component of utibron +18 more
5
Targets
7
Activities
2
Assay Types
0
PK Parameters
20
Publications
30
Known Names
12
Indications
2
Mechanisms

Molecular Properties

318.4
MW (Da)
2.46
ALogP
3
HBA
1
HBD
46.5
PSA (Ų)
0.69
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1961
Availability Prescription
Chirality Racemic

Routes of Administration

Oral Parenteral Topical
USAN Stem -ium; -onium
USAN Year 1963

Extended Properties

Molecular Formula C19H28BrNO3
MW 398.34
Aromatic Rings 1
Heavy Atoms 23
NP-Likeness 0.36

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Muscarinic acetylcholine receptor M3 antagonist ANTAGONIST Muscarinic acetylcholine receptor M3 ✓ ✓
Muscarinic acetylcholine receptor M1 antagonist ANTAGONIST Muscarinic acetylcholine receptor M1 ✓ ✓

Indications

Bronchitis, Chronic Digestive System Diseases Lung Diseases, Obstructive Pulmonary Disease, Chronic Obstructive Sialorrhea Asthma Burns Headache Hyperhidrosis Depressive Disorder Kidney Diseases Postoperative Nausea and Vomiting

ATC Classification

A03AB02
glycopyrronium bromide
Level 1: ALIMENTARY TRACT AND METABOLISM
Level 2: DRUGS FOR FUNCTIONAL GASTROINTESTINAL DISORDERS
R03BB06
glycopyrronium bromide
Level 1: RESPIRATORY SYSTEM
Level 2: DRUGS FOR OBSTRUCTIVE AIRWAY DISEASES

Activity Summary

IC50 5 meas. best 9.9
Ki 2 meas. best 9.09

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Muscarinic acetylcholine receptor M1
CHEMBL216
 IC50 9.9 9.9 0.1 1
Muscarinic acetylcholine receptor M4
CHEMBL1821
 IC50 9.8 9.8 0.2 1
Muscarinic acetylcholine receptor M5
CHEMBL2035
 IC50 9.7 9.7 0.2 1
Muscarinic acetylcholine receptor M3
CHEMBL245
 IC50 9.6 9.6 0.3 1
Muscarinic acetylcholine receptor M2
CHEMBL211
 IC50 9.3 9.3 0.5 1
Muscarinic acetylcholine receptor M3
CHEMBL245
 Ki 9.09 9.09 0.8 1
Muscarinic acetylcholine receptor M2
CHEMBL211
 Ki 8.8 8.8 1.6 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Muscarinic acetylcholine receptor M1 IC50 = 0.1259 nM 9.9 Displacement of [3H]NMS from human muscarinic M1 receptor expressed in CHO-K1 ce... 21036043
Muscarinic acetylcholine receptor M4 IC50 = 0.1585 nM 9.8 Displacement of [3H]NMS from human muscarinic M4 receptor expressed in CHO-K1 ce... 21036043
Muscarinic acetylcholine receptor M5 IC50 = 0.1995 nM 9.7 Displacement of [3H]NMS from human muscarinic M5 receptor expressed in CHO-K1 ce... 21036043
Muscarinic acetylcholine receptor M3 IC50 = 0.2512 nM 9.6 Displacement of [3H]NMS from human muscarinic M3 receptor expressed in CHO-K1 ce... 21036043
Muscarinic acetylcholine receptor M2 IC50 = 0.5012 nM 9.3 Displacement of [3H]NMS from human muscarinic M2 receptor expressed in CHO-K1 ce... 21036043
Muscarinic acetylcholine receptor M3 Ki = 0.81 nM 9.09 Displacement of [3H]NMS from human M3R expressed in CHOK1 cell membranes incubat... 31204225
Muscarinic acetylcholine receptor M2 Ki = 1.6 nM 8.8 Displacement of [3H]NMS from human M2R expressed in CHOK1 cell membranes incubat... 31204225

Literature References

PubMed DOI Target Context # Activities
22194678 10.1371/journal.pcbi.1002310 Hepatotoxicity 14
37468498 10.1038/s41467-023-40064-9 Muscarinic acetylcholine receptor M2 5
37468498 10.1038/s41467-023-40064-9 Muscarinic acetylcholine receptor M1 5
37468498 10.1038/s41467-023-40064-9 D(1A) dopamine receptor 4
37468498 10.1038/s41467-023-40064-9 Alpha-1A adrenergic receptor 4
37468498 10.1038/s41467-023-40064-9 Progesterone receptor 4
24837158 10.1016/j.bmc.2014.04.031 Rattus norvegicus 4
31204225 10.1016/j.bmc.2019.06.016 Mus musculus 4
37468498 10.1038/s41467-023-40064-9 Alpha-2A adrenergic receptor 4
37468498 10.1038/s41467-023-40064-9 5-hydroxytryptamine receptor 2B 4
37468498 10.1038/s41467-023-40064-9 5-hydroxytryptamine receptor 2A 3
37468498 10.1038/s41467-023-40064-9 Gamma-aminobutyric acid receptor subunit alpha-1 3
37468498 10.1038/s41467-023-40064-9 Thromboxane A2 receptor 3
37468498 10.1038/s41467-023-40064-9 Prostaglandin G/H synthase 1 3
37468498 10.1038/s41467-023-40064-9 5-hydroxytryptamine receptor 1A 3
37468498 10.1038/s41467-023-40064-9 Mu-type opioid receptor 3
23984907 10.1021/jm400966v Solute carrier family 22 member 2 2
37468498 10.1038/s41467-023-40064-9 Estrogen receptor 2
37468498 10.1038/s41467-023-40064-9 Sodium-dependent serotonin transporter 2
37468498 10.1038/s41467-023-40064-9 Amine oxidase [flavin-containing] A 2

Data from ChEMBL 36 via Core Engine