LOPERAMIDE HYDROCHLORIDE

Search structure
Trade Names:
Synonyms:
Status: Approved (1976)
Entry Type: Small molecule
Molecule Category: Salt
UNII: 77TI35393C
Parent Compound: LOPERAMIDE

Structure
InChI Key PGYPOBZJRVSMDS-UHFFFAOYSA-N
Smile CN(C)C(=O)C(CCN1CCC(O)(c2ccc(Cl)cc2)CC1)(c1ccccc1)c1ccccc1.Cl
InChI
InChI=1S/C29H33ClN2O2.ClH/c1-31(2)27(33)29(24-9-5-3-6-10-24,25-11-7-4-8-12-25)19-22-32-20-17-28(34,18-21-32)23-13-15-26(30)16-14-23;/h3-16,34H,17-22H2,1-2H3;1H

Physicochemical Descriptors

Property Name Value
Molecular Formula C29H34Cl2N2O2
Molecular Weight 513.51
AlogP 5.09
Hydrogen Bond Acceptor 3.0
Hydrogen Bond Donor 1.0
Number of Rotational Bond 7.0
Polar Surface Area 43.78
Molecular species BASE
Aromatic Rings 3.0
Heavy Atoms 34.0

Pharmacology

Action Mechanism of Action Reference
AGONIST Mu opioid receptor agonist
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Hydrolase
- - - -
Enzyme Transferase
- - - - 16.24
Enzyme
- - - -
Ion channel Ligand-gated ion channel 5HT3 receptor
- - - -
Membrane receptor Family A G protein-coupled receptor Peptide receptor (family A GPCR) Anaphylatoxin receptor family Anaphylatoxin receptor
1161.85 - - - -
Membrane receptor Family A G protein-coupled receptor Peptide receptor (family A GPCR) N-formyl methionyl peptide receptor N-formyl methionyl peptide receptor
857.58 - - - -
Membrane receptor Family A G protein-coupled receptor Peptide receptor (family A GPCR) N-formyl methionyl peptide receptor
1137.98 - - - -
Membrane receptor Family A G protein-coupled receptor Peptide receptor (family A GPCR) Short peptide receptor (family A GPCR) Opioid receptor
- 123 - 2.587 91.45
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Carboxylic acid receptor Kynurenic acid receptor
444 - - - -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Lipid-like ligand receptor (family A GPCR) Free fatty acid receptor
944.41 - - - -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Lipid-like ligand receptor (family A GPCR)
588.7 - - - -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Acetylcholine receptor
- - - -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Adrenergic receptor
1336.92 - - 3686.38 17.5
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Dopamine receptor
- - - 1458.14 1.53
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Histamine receptor
- - - - 10.43
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Serotonin receptor
- - - 2603.16 0.09
Membrane receptor Family A G protein-coupled receptor
1137.98 123 - 1458.14 0.09
Membrane receptor Family B G protein-coupled receptor Peptide receptor (family B GPCR) Glucagon-like receptor Glucagon-like peptide receptor
1136.31 - - - -
Membrane receptor Family B G protein-coupled receptor
1136.31 - - - -
Membrane receptor
1136.31 123 - 1458.14 0.09
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC06 neurotransmitter transporter family
- - - 1412.7 25.75
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC21/SLCO family of organic anion transporting polypeptides
- - - - 51.98

Indications

Mesh Heading Maximum Phase Mesh ID Reference

Related Entries

Scaffolds

Parent
Mixture

Adverse Reactions

SOC By Demographic Distribution
System Organ Classification (SOC)
Relative Frequency (%)
Injury, poisoning and procedural complications
23.23
General disorders and administration site conditions
14.48
Gastrointestinal disorders
13.4
Psychiatric disorders
7.83
Cardiac disorders
7.61
Nervous system disorders
7.24
Investigations
3.9
Product issues
3.56
Respiratory, thoracic and mediastinal disorders
3.34
Vascular disorders
3.09
Skin and subcutaneous tissue disorders
2.82

Cross References

Resources Reference
ChEBI 6533
ChEMBL CHEMBL1707
EPA CompTox DTXSID00880006
FDA SRS 77TI35393C
Guide to Pharmacology 7215
KEGG C07080
PubChem 57516049
SureChEMBL SCHEMBL15048
ZINC ZINC00537928
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