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Compound Detail

CHEMBL1200604

TROPICAMIDE
💊 Approved Drug
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💊 Approved Drug
CCN(Cc1ccncc1)C(=O)C(CO)c1ccccc1

Basic Information

ChEMBL ID CHEMBL1200604
Name TROPICAMIDE
Phase Approved
Structure Type MOL
InChI Key BGDKAVGWHJFAGW-UHFFFAOYSA-N
Therapeutic ✓ Yes

Known Names

Bistropamide Mydriacyl Mydriafair Nods NSC-757372 RO-1-7683 Tropicacyl Tropicamida Tropicamide Tropicamide component of mydcombi Tropicamide component of paremyd Tropicamidum +1 more
7
Targets
13
Activities
2
Assay Types
0
PK Parameters
20
Publications
13
Known Names
6
Indications
1
Mechanisms

Molecular Properties

284.4
MW (Da)
2.21
ALogP
3
HBA
1
HBD
53.4
PSA (Ų)
0.88
QED
0
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1960
Availability Prescription
Chirality Racemic

Routes of Administration

Topical

Flags

Natural Product
USAN Stem trop-
USAN Year 1962

Extended Properties

Molecular Formula C17H20N2O2
MW 284.36
Aromatic Rings 2
Heavy Atoms 21
NP-Likeness -0.87

Mechanism of Action

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

Indications

Mydriasis Eye Diseases Parkinson Disease Presbyopia Sialorrhea Ocular Hypertension

ATC Classification

S01FA06
tropicamide
Level 1: SENSORY ORGANS
Level 2: OPHTHALMOLOGICALS
S01FA56
tropicamide, combinations
Level 1: SENSORY ORGANS
Level 2: OPHTHALMOLOGICALS

Activity Summary

IC50 8 meas. best 7.6
Ki 5 meas. best 8.46

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Muscarinic acetylcholine receptor M4
CHEMBL1821
Ki 8.46 8.46 3.5 1
Muscarinic acetylcholine receptor M4
CHEMBL1821
IC50 7.6 7.6 25.0 1
Muscarinic acetylcholine receptor M3
CHEMBL245
Ki 7.52 7.52 30.0 1
Muscarinic acetylcholine receptor M2
CHEMBL211
Ki 7.43 7.43 37.0 1
Muscarinic acetylcholine receptor M5
CHEMBL2035
Ki 7.19 7.19 64.0 1
Muscarinic acetylcholine receptor M1
CHEMBL216
Ki 7.17 7.17 68.0 1
Muscarinic acetylcholine receptor M5
CHEMBL2035
IC50 7.05 7.05 89.0 1
Muscarinic acetylcholine receptor M2
CHEMBL211
IC50 6.98 6.98 105.0 1
Muscarinic acetylcholine receptor M3
CHEMBL245
IC50 6.85 6.85 142.0 1
Muscarinic acetylcholine receptor M1
CHEMBL216
IC50 6.55 6.55 281.0 1
Cytochrome P450 2C9
CHEMBL3397
IC50 6.0 6.0 1000.0 1
Cytochrome P450 2C19
CHEMBL3622
IC50 6.0 6.0 1000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Muscarinic acetylcholine receptor M4 Ki = 3.483 nM 8.46 DRUGMATRIX: Muscarinic M4 radioligand binding (ligand: [3H] N-Methylscopolamine) -
Muscarinic acetylcholine receptor M4 IC50 = 25.0 nM 7.6 DRUGMATRIX: Muscarinic M4 radioligand binding (ligand: [3H] N-Methylscopolamine) -
Muscarinic acetylcholine receptor M3 Ki = 30.0 nM 7.52 DRUGMATRIX: Muscarinic M3 radioligand binding (ligand: [3H] N-Methylscopolamine) -
Muscarinic acetylcholine receptor M2 Ki = 37.0 nM 7.43 DRUGMATRIX: Muscarinic M2 radioligand binding (ligand: [3H] N-Methylscopolamine) -
Muscarinic acetylcholine receptor M5 Ki = 64.0 nM 7.19 DRUGMATRIX: Muscarinic M5 radioligand binding (ligand: [3H] N-Methylscopolamine) -
Muscarinic acetylcholine receptor M1 Ki = 68.0 nM 7.17 DRUGMATRIX: Muscarinic M1 radioligand binding (ligand: [3H] N-Methylscopolamine) -
Muscarinic acetylcholine receptor M5 IC50 = 89.0 nM 7.05 DRUGMATRIX: Muscarinic M5 radioligand binding (ligand: [3H] N-Methylscopolamine) -
Muscarinic acetylcholine receptor M2 IC50 = 105.0 nM 6.98 DRUGMATRIX: Muscarinic M2 radioligand binding (ligand: [3H] N-Methylscopolamine) -
Muscarinic acetylcholine receptor M3 IC50 = 142.0 nM 6.85 DRUGMATRIX: Muscarinic M3 radioligand binding (ligand: [3H] N-Methylscopolamine) -
Muscarinic acetylcholine receptor M1 IC50 = 281.0 nM 6.55 DRUGMATRIX: Muscarinic M1 radioligand binding (ligand: [3H] N-Methylscopolamine) -
Cytochrome P450 2C19 IC50 = 1000.0 nM 6.0 DRUGMATRIX: CYP450, 2C19 enzyme inhibition (substrate: 3-Cyano-7-ethoxycoumarin) -
Cytochrome P450 2C9 IC50 = 1000.0 nM 6.0 DRUGMATRIX: CYP450, 2C9 enzyme inhibition (substrate: 3-Cyano-7-ethoxycoumarin) -

Literature References

PubMed DOI Target Context # Activities
22194678 10.1371/journal.pcbi.1002310 Hepatotoxicity 14
- 10.6019/CHEMBL5058564 HEK-293T 8
- 10.6019/CHEMBL5058564 U2OS 5
37468498 10.1038/s41467-023-40064-9 Muscarinic acetylcholine receptor M2 4
- 10.6019/CHEMBL5209801 Apelin receptor 2
- 10.6019/CHEMBL5209801 C5a anaphylatoxin chemotactic receptor 1 2
- 10.6019/CHEMBL5209801 Free fatty acid receptor 4 2
- 10.6019/CHEMBL5209801 Glucose-dependent insulinotropic receptor 2
- 10.6019/CHEMBL5058564 Fibroblast 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
- 10.6019/CHEMBL5209801 N-formyl peptide receptor 2 2
- 10.6019/CHEMBL5209801 Sphingosine 1-phosphate receptor 1 2
- 10.6019/CHEMBL5209801 Adhesion G-protein coupled receptor F1 2
- 10.6019/CHEMBL5209801 G-protein coupled receptor 35 2
- 10.6019/CHEMBL5209801 Type-1 angiotensin II receptor 2
- 10.6019/CHEMBL5209801 Alpha-2A adrenergic receptor 2
37468498 10.1038/s41467-023-40064-9 Gamma-aminobutyric acid receptor subunit alpha-1 2
- 10.6019/CHEMBL5209801 Beta-2 adrenergic receptor 2
- 10.6019/CHEMBL5209801 CX3C chemokine receptor 1 2

Data from ChEMBL 36 via Core Engine