Molecular Identity
metoclopramide
4-amino-5-chloro-N-[2-(diethylamino)ethyl]-2-methoxybenzamide
PubChem CID: 4168
Metoclopramide is a member of the class of benzamides resulting from the formal condensation of 4-amino-5-chloro-2-methoxybenzoic acid with the primary amino group of N,N-diethylethane-1,2-diamine. It has a role as a xenobiotic, a dopaminergic antagonist, an antiemetic, a gastrointestinal drug and an environmental contaminant. It is a member of benzamides, a substituted aniline, a tertiary amino compound and a member of monochlorobenzenes. It is a conjugate base of a metoclopramide(1+).
2D Structure
Properties
C14H22ClN3O2
Molecular Formula
299.79
Molecular Weight
g/mol
299.1401
Exact Mass
Da
2.6
XLogP
Drug-like (Lipinski: < 5)
67.6
TPSA
Good oral absorption (< 140 A²)
2
H-Bond Donors
4
H-Bond Acceptors
300
Complexity
SMILES
Canonical SMILES
SMILES: Synonyms(20)
metoclopramide364-62-5MethochlopramideMetochlopramideReliveranMetaclopramideElietenTerperanMetoclopramida4-Amino-5-chloro-N-(2-(diethylamino)ethyl)-2-methoxybenzamideMetoclopramidum2-Methoxy-5-chloroprocainamide4-amino-5-chloro-N-[2-(diethylamino)ethyl]-2-methoxybenzamide5-Chloro-2-methoxyprocainamideMethoxyclopramide
Data from PubChem (NCBI)
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Drug Network
Trials and conditions connected to metoclopramide
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