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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL316561
CHEMBL316561
Compound Name PROGLUMIDE
ChEMBL Synonyms MILID | PROGLUMIDE | W-5219 | NULSA
Max Phase 4 (Approved)
Withdrawn Yes
Trade Names NULSA | MILID
Molecular Formula C18H26N2O4

Additional synonyms for CHEMBL316561 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CCCN(CCC)C(=O)C(CCC(=O)O)NC(=O)c1ccccc1
Standard InChI InChI=1S/C18H26N2O4/c1-3-12-20(13-4-2)18(24)15(10-11-16(21)2 ...
Download InChI
Standard InChI Key DGMKFQYCZXERLX-UHFFFAOYSA-N

Sources

  • British National Formulary
  • DrugMatrix
  • PubChem BioAssays
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification
  • Withdrawn Drugs

Alternate Forms of Compound in ChEMBL


CHEMBL316561

Molecule Features

CHEMBL316561 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Racemic Mixture Prodrug:N Oral:N Parenteral:N Topical:N Black Box:N Availability Type:Withdrawn

Withdrawal Information

Year 1989
Country Germany
Reason Respiratory Reaction
Class Respiratory toxicity

Mechanism of Action

Mechanism of Action ChEMBL Target References
Cholecystokinin receptor antagonist Cholecystokinin receptor PubMed PubMed PubMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Gastroesophageal RefluxD005764EFO:0003948gastroesophageal reflux disease4ATC
Peptic UlcerD010437HP:0004398Peptic ulcer4ATC

Clinical Data

ClinicalTrials.gov PROGLUMIDE
The Cochrane Collaboration PROGLUMIDE

Compound Bioactivity Summary

Compound Assay Summary

Compound Target Summary

Target Predictions

The two tables below display ChEMBL single-protein targets which are predicted to interact with CHEMBL316561. A 1uM and 10 uM cut-off have been applied to ChEMBL bioactivity data used to generate the respective models and the yellow coloured rows correspond to genuine predictions, i.e. targets not included in the original training set for this compound.


1uM


ChEMBL_ID Target Name Organism Score
CHEMBL3501 Cholecystokinin A receptor Cavia porcellus 1.000
CHEMBL2001 Purinergic receptor P2Y12 Homo sapiens 1.000
CHEMBL3160 Thymidylate synthase Mus musculus 1.000
CHEMBL4564 Dihydrofolate reductase Mus musculus 1.000
CHEMBL1892 Glutamate carboxypeptidase II Homo sapiens 1.000
CHEMBL3508 Cholecystokinin B receptor Rattus norvegicus 1.000
CHEMBL2871 Cholecystokinin A receptor Rattus norvegicus 1.000
CHEMBL298 Cholecystokinin B receptor Homo sapiens 0.998
CHEMBL3972 GAR transformylase Homo sapiens 0.997
CHEMBL4074 Angiotensin-converting enzyme Oryctolagus cuniculus 0.993
CHEMBL2902 Dihydrofolate reductase Lactobacillus casei 0.989
CHEMBL325 Histone deacetylase 1 Homo sapiens 0.986
CHEMBL4801 Caspase-1 Homo sapiens 0.910
CHEMBL1865 Histone deacetylase 6 Homo sapiens 0.885
CHEMBL1952 Thymidylate synthase Homo sapiens 0.854
CHEMBL202 Dihydrofolate reductase Homo sapiens 0.841
CHEMBL4393 Matrix metalloproteinase 12 Homo sapiens 0.820
CHEMBL3776 Caspase-8 Homo sapiens 0.665
CHEMBL1649054 Peptide deformylase Pseudomonas aeruginosa (strain ATCC 15692 / PAO1 / 1C / PRS 101 / LMG12228) 0.617
CHEMBL1795101 Peptide deformylase Escherichia coli 0.488



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL3501 Cholecystokinin A receptor Cavia porcellus 1.000
CHEMBL3508 Cholecystokinin B receptor Rattus norvegicus 1.000
CHEMBL298 Cholecystokinin B receptor Homo sapiens 1.000
CHEMBL4564 Dihydrofolate reductase Mus musculus 1.000
CHEMBL2001 Purinergic receptor P2Y12 Homo sapiens 1.000
CHEMBL1892 Glutamate carboxypeptidase II Homo sapiens 1.000
CHEMBL3160 Thymidylate synthase Mus musculus 1.000
CHEMBL3972 GAR transformylase Homo sapiens 1.000
CHEMBL2871 Cholecystokinin A receptor Rattus norvegicus 1.000
CHEMBL2902 Dihydrofolate reductase Lactobacillus casei 0.999
CHEMBL4074 Angiotensin-converting enzyme Oryctolagus cuniculus 0.996
CHEMBL325 Histone deacetylase 1 Homo sapiens 0.976
CHEMBL1865 Histone deacetylase 6 Homo sapiens 0.973
CHEMBL4393 Matrix metalloproteinase 12 Homo sapiens 0.418
CHEMBL333 Matrix metalloproteinase-2 Homo sapiens 0.401
CHEMBL1952 Thymidylate synthase Homo sapiens 0.382
CHEMBL1649054 Peptide deformylase Pseudomonas aeruginosa (strain ATCC 15692 / PAO1 / 1C / PRS 101 / LMG12228) 0.334
CHEMBL5098 Glutamate carboxypeptidase II Rattus norvegicus 0.323
CHEMBL1808 Angiotensin-converting enzyme Homo sapiens 0.279
CHEMBL1795101 Peptide deformylase Escherichia coli 0.255

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
334.4 334.1893 2.3 10 86.71 ACID


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
3 2 0 6 2 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
4.51 - 2.69 -.14 1 24 0.69

Structural Alerts

There are 1 structural alerts for CHEMBL316561. To view alerts please click here.

Compound Cross References

ATC A - ALIMENTARY TRACT AND METABOLISM
A02 - DRUGS FOR ACID RELATED DISORDERS
A02B - DRUGS FOR PEPTIC ULCER AND GASTRO-OESOPHAGEAL REFLUX DISEASE (GORD)
A02BX - Other drugs for peptic ulcer and gastro-oesophageal reflux disease (GORD)
A02BX06 - proglumide

ChemSpider ChemSpider:DGMKFQYCZXERLX-UHFFFAOYSA-N
PubChem SID: 144204108 SID: 170465774 SID: 26747589 SID: 50106676 SID: 56463359 SID: 90341320
Wikipedia Proglumide

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL316561



ACToR 6620-60-6
BindingDB 50014888
ChEBI 32058 76266
DrugCentral 2281
eMolecules 1988636
EPA CompTox Dashboard DTXSID7023516
Guide to Pharmacology 893
IBM Patent System 44CFA61EE8E30E33D343E1801B56BD16
LINCS LSM-4439
Mcule MCULE-2438450007
Metabolights MTBLC32058
MolPort MolPort-003-666-356
Nikkaji J3.421E
PubChem 4922
PubChem: Thomson Pharma 14777663
SureChEMBL SCHEMBL93339 SCHEMBL19994752

UniChem REST Service Call:
https://www.ebi.ac.uk/unichem/rest/verbose_inchikey/DGMKFQYCZXERLX-UHFFFAOYSA-N spacer
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