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Compound Detail

CHEMBL1123

DICYCLOMINE
💊 Approved Drug
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💊 Approved Drug
CCN(CC)CCOC(=O)C1(C2CCCCC2)CCCCC1

Basic Information

ChEMBL ID CHEMBL1123
Name DICYCLOMINE
Phase Approved
Structure Type MOL
InChI Key CURUTKGFNZGFSE-UHFFFAOYSA-N
Therapeutic ✓ Yes

Known Names

Dicicloverina Dicycloverine Dicymine Kolantyl
18
Targets
39
Activities
2
Assay Types
0
PK Parameters
20
Publications
4
Known Names
1
Indications

Molecular Properties

309.5
MW (Da)
4.40
ALogP
3
HBA
0
HBD
29.5
PSA (Ų)
0.65
QED
0
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1950
Availability Withdrawn
Chirality Achiral

Routes of Administration

Oral Parenteral

Flags

Withdrawn Natural Product

Extended Properties

Molecular Formula C19H35NO2
MW 309.49
Aromatic Rings 0
Heavy Atoms 22
NP-Likeness 0.23

Indications

Digestive System Diseases

ATC Classification

A03AA07
dicycloverine
Level 1: ALIMENTARY TRACT AND METABOLISM
Level 2: DRUGS FOR FUNCTIONAL GASTROINTESTINAL DISORDERS

Drug Warnings

Withdrawn
General Warning
Serious adverse reactions in infants under six months
Country: Norway

Activity Summary

Ki 20 meas. best 9.39
IC50 19 meas. best 8.62

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Muscarinic acetylcholine receptor M4
CHEMBL1821
Ki 9.39 9.39 0.4 1
Muscarinic acetylcholine receptor M1
CHEMBL216
Ki 9.08 9.08 0.8 1
Muscarinic acetylcholine receptor M3
CHEMBL245
Ki 9.03 9.03 0.9 1
Muscarinic acetylcholine receptor M5
CHEMBL2035
Ki 8.77 8.77 1.7 1
Sigma non-opioid intracellular receptor 1
CHEMBL287
Ki 8.69 8.69 2.1 1
Muscarinic acetylcholine receptor M5
CHEMBL2035
IC50 8.62 8.62 2.4 1
Muscarinic acetylcholine receptor M1
CHEMBL276
Ki 8.61 8.61 2.5 1
Muscarinic acetylcholine receptor M4
CHEMBL1821
IC50 8.53 8.53 2.9 1
Muscarinic acetylcholine receptor M1
CHEMBL216
IC50 8.46 8.46 3.5 1
Muscarinic acetylcholine receptor M3
CHEMBL245
IC50 8.36 8.36 4.4 1
Unchecked
CHEMBL612545
Ki 8.34 6.714 4.6 5
Sigma non-opioid intracellular receptor 1
CHEMBL287
IC50 8.31 8.31 4.9 1
Muscarinic acetylcholine receptor M2
CHEMBL211
Ki 7.8 7.8 16.0 1
Muscarinic acetylcholine receptor M2
CHEMBL211
IC50 7.34 7.34 46.0 1
Muscarinic acetylcholine receptor M2
CHEMBL309
Ki 7.33 7.33 47.3 1
5-hydroxytryptamine receptor 2A
CHEMBL224
Ki 7.16 7.16 69.0 1
Unchecked
CHEMBL612545
IC50 6.96 6.23 110.0 4
5-hydroxytryptamine receptor 2A
CHEMBL224
IC50 6.62 6.62 240.0 1
5-hydroxytryptamine receptor 2C
CHEMBL225
Ki 6.61 6.61 245.0 1
D(3) dopamine receptor
CHEMBL234
Ki 6.39 6.39 411.0 1
5-hydroxytryptamine receptor 2C
CHEMBL225
IC50 6.33 6.33 468.0 1
5-hydroxytryptamine receptor 2B
CHEMBL1833
Ki 6.08 6.08 828.0 1
D(3) dopamine receptor
CHEMBL234
IC50 5.92 5.92 1210.0 1
5-hydroxytryptamine receptor 2B
CHEMBL1833
IC50 5.89 5.89 1301.0 1
5-hydroxytryptamine receptor 6
CHEMBL3371
Ki 5.85 5.85 1423.0 1
Histamine H2 receptor
CHEMBL1941
Ki 5.8 5.8 1598.0 1
Histamine H2 receptor
CHEMBL1941
IC50 5.79 5.79 1625.0 1
5-hydroxytryptamine receptor 6
CHEMBL3371
IC50 5.51 5.51 3065.0 1
Voltage-gated inwardly rectifying potassium channel KCNH2
CHEMBL240
Ki 4.77 4.77 16869.7 1
Voltage-gated inwardly rectifying potassium channel KCNH2
CHEMBL240
IC50 4.69 4.69 20590.9 1
Sodium channel alpha subunits; brain (Types I, II, III)
CHEMBL2096682
IC50 4.55 4.55 28000.0 1
Bile salt export pump
CHEMBL6020
IC50 4.4 4.4 40040.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Muscarinic acetylcholine receptor M4 Ki = 0.411 nM 9.39 DRUGMATRIX: Muscarinic M4 radioligand binding (ligand: [3H] N-Methylscopolamine) -
Muscarinic acetylcholine receptor M1 Ki = 0.834 nM 9.08 DRUGMATRIX: Muscarinic M1 radioligand binding (ligand: [3H] N-Methylscopolamine) -
Muscarinic acetylcholine receptor M3 Ki = 0.927 nM 9.03 DRUGMATRIX: Muscarinic M3 radioligand binding (ligand: [3H] N-Methylscopolamine) -
Muscarinic acetylcholine receptor M5 Ki = 1.711 nM 8.77 DRUGMATRIX: Muscarinic M5 radioligand binding (ligand: [3H] N-Methylscopolamine) -
Sigma non-opioid intracellular receptor 1 Ki = 2.055 nM 8.69 DRUGMATRIX: Sigma1 radioligand binding (ligand: [3H] Haloperidol) -
Muscarinic acetylcholine receptor M5 IC50 = 2.382 nM 8.62 DRUGMATRIX: Muscarinic M5 radioligand binding (ligand: [3H] N-Methylscopolamine) -
Muscarinic acetylcholine receptor M1 Ki = 2.47 nM 8.61 Displacement of [3H]pirenzepine from muscarinic acetylcholine receptor M1 in rat... 1920350
Muscarinic acetylcholine receptor M4 IC50 = 2.947 nM 8.53 DRUGMATRIX: Muscarinic M4 radioligand binding (ligand: [3H] N-Methylscopolamine) -
Muscarinic acetylcholine receptor M1 IC50 = 3.463 nM 8.46 DRUGMATRIX: Muscarinic M1 radioligand binding (ligand: [3H] N-Methylscopolamine) -
Muscarinic acetylcholine receptor M3 IC50 = 4.375 nM 8.36 DRUGMATRIX: Muscarinic M3 radioligand binding (ligand: [3H] N-Methylscopolamine) -
Unchecked Ki = 4.6 nM 8.34 Inhibition of muscarinic acetylcholine receptor in rat cortex 23523385
Sigma non-opioid intracellular receptor 1 IC50 = 4.89 nM 8.31 DRUGMATRIX: Sigma1 radioligand binding (ligand: [3H] Haloperidol) -
Muscarinic acetylcholine receptor M2 Ki = 16.0 nM 7.8 DRUGMATRIX: Muscarinic M2 radioligand binding (ligand: [3H] N-Methylscopolamine) -
Muscarinic acetylcholine receptor M2 IC50 = 46.0 nM 7.34 DRUGMATRIX: Muscarinic M2 radioligand binding (ligand: [3H] N-Methylscopolamine) -
Muscarinic acetylcholine receptor M2 Ki = 47.3 nM 7.33 Displacement of [3H](-)-quinuclidinyl benzilate(QNB) from muscarinic (M2) recept... 1920350
5-hydroxytryptamine receptor 2A Ki = 69.0 nM 7.16 DRUGMATRIX: Serotonin (5-Hydroxytryptamine) 5-HT2A radioligand binding (ligand: ... -
Unchecked Ki = 107.0 nM 6.97 DRUGMATRIX: Calcium Channel Type L, Phenylalkylamine radioligand binding (ligand... -
Unchecked IC50 = 110.0 nM 6.96 DRUGMATRIX: Calcium Channel Type L, Phenylalkylamine radioligand binding (ligand... -
5-hydroxytryptamine receptor 2A IC50 = 240.0 nM 6.62 DRUGMATRIX: Serotonin (5-Hydroxytryptamine) 5-HT2A radioligand binding (ligand: ... -
5-hydroxytryptamine receptor 2C Ki = 245.0 nM 6.61 DRUGMATRIX: Serotonin (5-Hydroxytryptamine) 5-HT2C radioligand binding (ligand: ... -

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL3885881 Rattus norvegicus 283
- 10.5281/zenodo.13943903 ADMET 89
31158845 10.1038/s41586-019-1291-3 ADMET 46
22194678 10.1371/journal.pcbi.1002310 Hepatotoxicity 14
37468498 10.1038/s41467-023-40064-9 Muscarinic acetylcholine receptor M1 4
37468498 10.1038/s41467-023-40064-9 Gamma-aminobutyric acid receptor subunit alpha-1/alpha-2/beta-2/gamma-2 2
37468498 10.1038/s41467-023-40064-9 Estrogen receptor 2
37468498 10.1038/s41467-023-40064-9 Glucocorticoid receptor 2
37468498 10.1038/s41467-023-40064-9 Peroxisome proliferator-activated receptor gamma 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
37468498 10.1038/s41467-023-40064-9 Muscarinic acetylcholine receptor M2 2
26948801 10.1016/j.drudis.2016.02.015 Homo sapiens 2
37468498 10.1038/s41467-023-40064-9 5-hydroxytryptamine receptor 2A 2
37468498 10.1038/s41467-023-40064-9 Alpha-1A adrenergic receptor 2
37468498 10.1038/s41467-023-40064-9 Alpha-2A adrenergic receptor 2
37468498 10.1038/s41467-023-40064-9 Nuclear receptor subfamily 1 group I member 2 2
37468498 10.1038/s41467-023-40064-9 5-hydroxytryptamine receptor 2B 2
2579237 10.1021/jm00381a019 Sodium channel alpha subunits; brain (Types I, II, III) 2
37468498 10.1038/s41467-023-40064-9 5-hydroxytryptamine receptor 1A 2

Data from ChEMBL 36 via Core Engine