CHEBI:32058 - proglumide

ChEBI IDCHEBI:32058
ChEBI Nameproglumide
Stars
DefinitionA racemate composed of equal amounts of (R)- and (S)-proglumide. A non-selective CCK antagonist that was used primarily for treatment of stomach ulcers, but has been replaced by newer drugs.
Last Modified22 February 2017
DownloadsMolfile
FormulaC18H26N2O4
Net Charge0
Average Mass334.416
Monoisotopic Mass334.18926
SMILESCCCN(CCC)C(=O)C(CCC(=O)O)NC(=O)c1ccccc1
InChIInChI=1S/C18H26N2O4/c1-3-12-20(13-4-2)18(24)15(10-11-16(21)22)19-17(23)14-8-6-5-7-9-14/h5-9,15H,3-4,10-13H2,1-2H3,(H,19,23)(H,21,22)
InChIKeyDGMKFQYCZXERLX-UHFFFAOYSA-N
Wikipedia
Roles Classification
Biological Roles:
cholinergic antagonist  Any drug that binds to but does not activate cholinergic receptors, thereby blocking the actions of acetylcholine or cholinergic agonists.
cholecystokinin antagonist  A hormone antagonist that inhibits the action of the peptide hormone cholecystokinin.
xenobiotic metabolite  Any metabolite produced by metabolism of a xenobiotic compound.
delta-opioid receptor agonist  A compound that exhibits agonist activity at the δ-opioid receptor.
opioid analgesic  A narcotic or opioid substance, synthetic or semisynthetic agent producing profound analgesia, drowsiness, and changes in mood.
Applications:
gastrointestinal drug  A drug used for its effects on the gastrointestinal system, e.g. controlling gastric acidity, regulating gastrointestinal motility and water flow, and improving digestion.
cholinergic antagonist  Any drug that binds to but does not activate cholinergic receptors, thereby blocking the actions of acetylcholine or cholinergic agonists.
cholecystokinin antagonist  A hormone antagonist that inhibits the action of the peptide hormone cholecystokinin.
delta-opioid receptor agonist  A compound that exhibits agonist activity at the δ-opioid receptor.
opioid analgesic  A narcotic or opioid substance, synthetic or semisynthetic agent producing profound analgesia, drowsiness, and changes in mood.
anti-ulcer drug  One of various classes of drugs with different action mechanisms used to treat or ameliorate peptic ulcer or irritation of the gastrointestinal tract.
ChEBI Ontology
Outgoing Relation(s)
proglumide (CHEBI:32058) has part (R)-proglumide (CHEBI:76267)
proglumide (CHEBI:32058) has part (S)-proglumide (CHEBI:76268)
proglumide (CHEBI:32058) has role anti-ulcer drug (CHEBI:49201)
proglumide (CHEBI:32058) has role cholecystokinin antagonist (CHEBI:73296)
proglumide (CHEBI:32058) has role cholinergic antagonist (CHEBI:48873)
proglumide (CHEBI:32058) has role drug metabolite (CHEBI:49103)
proglumide (CHEBI:32058) has role gastrointestinal drug (CHEBI:55324)
proglumide (CHEBI:32058) has role opioid analgesic (CHEBI:35482)
proglumide (CHEBI:32058) has role xenobiotic metabolite (CHEBI:76206)
proglumide (CHEBI:32058) has role δ-opioid receptor agonist (CHEBI:64054)
proglumide (CHEBI:32058) is a racemate (CHEBI:60911)
Incoming Relation(s)
proglumetacin (CHEBI:76263) has functional parent proglumide (CHEBI:32058)
IUPAC Name 
rac-N2-benzoyl-N,N-dipropyl-α-glutamine
INNs  Source
proglumideKEGG DRUG
proglumidumChemIDplus
proglumidaChemIDplus
proglumideWHO MedNet
Synonyms  Source
(±)-4-benzamido-N,N-dipropylglutaramic acidChemIDplus
(RS)-proglumideChEBI
(±)-proglumideChEBI
DL-proglumideChEBI
racemic proglumideChEBI
Manual XrefsDatabases
D01818KEGG DRUG
WO2005011665Patent
WO2005041963Patent
WO2005044248Patent
ProglumideWikipedia
LSM-4439LINCS
2281DrugCentral
Registry NumbersSources
Reaxys:4151696Reaxys
CAS:6620-60-6KEGG DRUG
CAS:6620-60-6ChemIDplus
Citations