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Compound Detail

CHEMBL316561

PROGLUMIDE
💊 Approved Drug
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💊 Approved Drug
CCCN(CCC)C(=O)C(CCC(=O)O)NC(=O)c1ccccc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL316561
Name PROGLUMIDE
Phase Approved
Structure Type MOL
InChI Key DGMKFQYCZXERLX-UHFFFAOYSA-N
Therapeutic ✓ Yes

Known Names

Binoside CR-242 Dl-proglumide Gastrotopic Midelid Milid NSC-757841 Nulsa Proglumida Proglumide Promid Ulcutin +3 more
1
Targets
6
Activities
1
Assay Types
0
PK Parameters
20
Publications
15
Known Names
5
Indications
1
Mechanisms

Molecular Properties

334.4
MW (Da)
2.30
ALogP
3
HBA
2
HBD
86.7
PSA (Ų)
0.69
QED
0
Ro5 Violations
10
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Withdrawn
Chirality Racemic

Flags

Withdrawn Natural Product
USAN Stem -glumide
USAN Year 1969

Extended Properties

Molecular Formula C18H26N2O4
MW 334.42
Aromatic Rings 1
Heavy Atoms 24
NP-Likeness -0.65

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Cholecystokinin receptor antagonist ANTAGONIST Cholecystokinin receptor ✓ ✓

Indications

Gastroesophageal Reflux Peptic Ulcer Non-alcoholic Fatty Liver Disease Pancreatic Neoplasms Liver Cirrhosis

ATC Classification

A02BX06
proglumide
Level 1: ALIMENTARY TRACT AND METABOLISM
Level 2: DRUGS FOR ACID RELATED DISORDERS

Drug Warnings

Withdrawn
respiratory toxicity
Respiratory Reaction
Country: Germany   Year: 1989

Activity Summary

IC50 6 meas. best 2.6

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Histamine H2 receptor
CHEMBL4654
 IC50 2.6 2.6 2500000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Histamine H2 receptor IC50 = 2500000.0 nM 2.6 Inhibitory activity against binding of [125I](Nle11)-HG-13 to Histamine H2 recep... 3973899

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL3885881 Rattus norvegicus 270
37468498 10.1038/s41467-023-40064-9 5-hydroxytryptamine receptor 2A 3
37468498 10.1038/s41467-023-40064-9 Muscarinic acetylcholine receptor M2 3
37468498 10.1038/s41467-023-40064-9 Alpha-2A adrenergic receptor 3
37468498 10.1038/s41467-023-40064-9 5-hydroxytryptamine receptor 2B 3
37468498 10.1038/s41467-023-40064-9 Progesterone receptor 3
37468498 10.1038/s41467-023-40064-9 5-hydroxytryptamine receptor 1A 3
37468498 10.1038/s41467-023-40064-9 Gamma-aminobutyric acid receptor subunit alpha-1 2
37468498 10.1038/s41467-023-40064-9 Mu-type opioid receptor 2
37468498 10.1038/s41467-023-40064-9 D(1A) dopamine receptor 2
37468498 10.1038/s41467-023-40064-9 Histamine H2 receptor 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
2299627 10.1021/jm00164a020 Cholecystokinin receptor type A 2
3572963 10.1021/jm00388a002 Rattus norvegicus 2
23571415 10.1124/mol.112.084152 Solute carrier organic anion transporter family member 1B1 1
20020916 10.1080/15376510701857262 Phospholipidosis 1
2299627 10.1021/jm00164a020 Gastrin/cholecystokinin type B receptor 1
38318365 10.1016/j.isci.2024.108907 Deoxynucleoside triphosphate triphosphohydrolase SAMHD1 1
3572963 10.1021/jm00388a002 Gastrin/cholecystokinin type B receptor 1

Data from ChEMBL 36 via Core Engine