Compound Detail

CHEMBL1354199

METHSCOPOLAMINE BROMIDE

💊 Approved Drug

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💊 Approved Drug

C[N+]1(C)[C@@H]2C[C@@H](OC(=O)[C@H](CO)c3ccccc3)C[C@H]1[C@@H]1O[C@@H]12.[Br-]

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL1354199
Name	METHSCOPOLAMINE BROMIDE
Phase	Approved
Structure Type	MOL
InChI Key	CXYRUNPLKGGUJF-RAFJPFSSSA-M
Therapeutic	✓ Yes
Parent Compound	CHEMBL376897
Active Moiety	CHEMBL376897

Known Names

(-)-scopolamine methyl bromide Holopon Hyoscine methobromide Methscopolamine bromide N-methylscopolamine bromide NSC-120606 Pamine Pamine forte Scopolamine methyl bromide

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Mechanisms

Molecular Properties

318.4

MW (Da)

1.06

ALogP

HBA

HBD

59.1

PSA (Å²)

0.51

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
First Approval	1953
Availability	Prescription
Chirality	Single Enantiomer

Routes of Administration

Oral

Flags

Natural Product

Extended Properties

Molecular Formula	C18H24BrNO4
MW	398.30
Aromatic Rings	1
Heavy Atoms	23
NP-Likeness	1.14

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	✓	✓

Activity Summary

IC50 5 meas. best 9.38

Ki 5 meas. best 10.01

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Muscarinic acetylcholine receptor M4 CHEMBL1821	Ki	10.01	10.01	0.1	1
Muscarinic acetylcholine receptor M2 CHEMBL211	Ki	9.82	9.82	0.1	1
Muscarinic acetylcholine receptor M3 CHEMBL245	Ki	9.62	9.62	0.2	1
Muscarinic acetylcholine receptor M5 CHEMBL2035	Ki	9.49	9.49	0.3	1
Muscarinic acetylcholine receptor M1 CHEMBL216	Ki	9.49	9.49	0.3	1
Muscarinic acetylcholine receptor M2 CHEMBL211	IC50	9.38	9.38	0.4	1
Muscarinic acetylcholine receptor M5 CHEMBL2035	IC50	9.35	9.35	0.4	1
Muscarinic acetylcholine receptor M4 CHEMBL1821	IC50	9.15	9.15	0.7	1
Muscarinic acetylcholine receptor M3 CHEMBL245	IC50	8.95	8.95	1.1	1
Muscarinic acetylcholine receptor M1 CHEMBL216	IC50	8.88	8.88	1.3	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Muscarinic acetylcholine receptor M4	Ki	=	0.098	nM	10.01	DRUGMATRIX: Muscarinic M4 radioligand binding (ligand: [3H] N-Methylscopolamine)	-
Muscarinic acetylcholine receptor M2	Ki	=	0.15	nM	9.82	DRUGMATRIX: Muscarinic M2 radioligand binding (ligand: [3H] N-Methylscopolamine)	-
Muscarinic acetylcholine receptor M3	Ki	=	0.239	nM	9.62	DRUGMATRIX: Muscarinic M3 radioligand binding (ligand: [3H] N-Methylscopolamine)	-
Muscarinic acetylcholine receptor M1	Ki	=	0.321	nM	9.49	DRUGMATRIX: Muscarinic M1 radioligand binding (ligand: [3H] N-Methylscopolamine)	-
Muscarinic acetylcholine receptor M5	Ki	=	0.32	nM	9.49	DRUGMATRIX: Muscarinic M5 radioligand binding (ligand: [3H] N-Methylscopolamine)	-
Muscarinic acetylcholine receptor M2	IC50	=	0.422	nM	9.38	DRUGMATRIX: Muscarinic M2 radioligand binding (ligand: [3H] N-Methylscopolamine)	-
Muscarinic acetylcholine receptor M5	IC50	=	0.446	nM	9.35	DRUGMATRIX: Muscarinic M5 radioligand binding (ligand: [3H] N-Methylscopolamine)	-
Muscarinic acetylcholine receptor M4	IC50	=	0.706	nM	9.15	DRUGMATRIX: Muscarinic M4 radioligand binding (ligand: [3H] N-Methylscopolamine)	-
Muscarinic acetylcholine receptor M3	IC50	=	1.129	nM	8.95	DRUGMATRIX: Muscarinic M3 radioligand binding (ligand: [3H] N-Methylscopolamine)	-
Muscarinic acetylcholine receptor M1	IC50	=	1.334	nM	8.88	DRUGMATRIX: Muscarinic M1 radioligand binding (ligand: [3H] N-Methylscopolamine)	-

Literature References

PubMed	DOI	Target Context	# Activities
26948801	10.1016/j.drudis.2016.02.015	Homo sapiens	2
-	10.6019/CHEMBL4495565	SARS-CoV-2	2
-	10.6019/CHEMBL4808148	Histone deacetylase 6	2
17417631	10.1038/nchembio873	Unchecked	1
23571415	10.1124/mol.112.084152	Solute carrier organic anion transporter family member 1B1	1
23571415	10.1124/mol.112.084152	Solute carrier organic anion transporter family member 1B3	1
-	10.21203/rs.3.rs-23951/v1	SARS-CoV-2	1
-	10.6019/CHEMBL4495564	Replicase polyprotein 1ab	1

Data from ChEMBL 36 via Core Engine