metoclopramide   Click here for help

GtoPdb Ligand ID: 241

Synonyms: Gimoti® (metoclopramide nasal spray) | metaclopromide | methochlopramide | metochlopramide | metoclopramide hydrochloride | Reglan®
Approved drug
metoclopramide is an approved drug (FDA (1979))
Compound class: Synthetic organic
Comment: Metoclopramide is a promarily dopamine receptor antagonist, but it also exhibits mixed 5-HT3 receptor antagonist/5-HT4 receptor agonist activity.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 4
Hydrogen bond donors 2
Rotatable bonds 8
Topological polar surface area 67.59
Molecular weight 299.14
XLogP 1.85
No. Lipinski's rules broken 0
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Canonical SMILES CCN(CCNC(=O)c1cc(Cl)c(cc1OC)N)CC
Isomeric SMILES CCN(CCNC(=O)c1cc(Cl)c(cc1OC)N)CC
InChI InChI=1S/C14H22ClN3O2/c1-4-18(5-2)7-6-17-14(19)10-8-11(15)12(16)9-13(10)20-3/h8-9H,4-7,16H2,1-3H3,(H,17,19)
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1979))
WHO Essential Medicine WHO Model List of Essential Medicines (21st List, 2019). Access PDF version.
IUPAC Name Click here for help
International Nonproprietary Names Click here for help
INN number INN
1740 metoclopramide
Synonyms Click here for help
Gimoti® (metoclopramide nasal spray) | metaclopromide | methochlopramide | metochlopramide | metoclopramide hydrochloride | Reglan®
Database Links Click here for help
BindingDB Ligand 50000491
CAS Registry No. 364-62-5 (source: Scifinder)
ChEBI CHEBI:107736
DrugBank Ligand DB01233
DrugCentral Ligand 1782
GtoPdb PubChem SID 135650598
PubChem CID 4168
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Wikipedia Metoclopramide