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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1201293
CHEMBL1201293
Compound Name ACAMPROSATE
ChEMBL Synonyms CAMPRAL EC | ACAMPROSATE | ACAMPROSATE CALCIUM | CAMPRAL
Max Phase 4 (Approved)
Trade Names ACAMPROSATE CALCIUM | CAMPRAL | CAMPRAL EC
Molecular Formula C5H11NO4S

Additional synonyms for CHEMBL1201293 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CC(=O)NCCCS(=O)(=O)O
Standard InChI InChI=1S/C5H11NO4S/c1-5(7)6-3-2-4-11(8,9)10/h2-4H2,1H3,(H,6, ...
Download InChI
Standard InChI Key AFCGFAGUEYAMAO-UHFFFAOYSA-N

Sources

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

Alternate Forms of Compound in ChEMBL


CHEMBL1201293

Molecule Features

CHEMBL1201293 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Achiral Molecule Prodrug:N Oral:Y Parenteral:N Topical:N Black Box:N Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
GABA-A receptor; anion channel positive modulator GABA-A receptor; anion channel FDA PubMed
Glutamate [NMDA] receptor antagonist Glutamate [NMDA] receptor FDA ISBN PubMed PubMed PubMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
AnxietyD001007EFO:0005230anxiety3ClinicalTrials
Fragile X SyndromeD005600Orphanet:908Fragile X syndrome3ClinicalTrials
AlcoholismD000437EFO:0003829alcohol dependence4ATC
ClinicalTrials
Autistic DisorderD001321EFO:0003758autism2ClinicalTrials
Child Development Disorders, PervasiveD002659EFO:0003756autism spectrum disorder3ClinicalTrials
Cocaine-Related DisordersD019970EFO:0002610cocaine dependence2ClinicalTrials
DementiaD003704HP:0000726dementia3ClinicalTrials
Amphetamine-Related DisordersD019969EFO:0004701metamphetamine dependence1ClinicalTrials
Depressive DisorderD003866EFO:0003761unipolar depression3ClinicalTrials
Feeding and Eating DisordersD001068EFO:0005203eating disorder2ClinicalTrials
TinnitusD0140121ClinicalTrials
SchizophreniaD012559EFO:0000692schizophrenia3ClinicalTrials

Clinical Data

ClinicalTrials.gov ACAMPROSATE
The Cochrane Collaboration ACAMPROSATE

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 CHEMBL1201293. 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
CHEMBL1946 Melatonin receptor 1B Homo sapiens 1.000
CHEMBL1945 Melatonin receptor 1A Homo sapiens 1.000
CHEMBL4461 NAD-dependent deacetylase sirtuin 3 Homo sapiens 0.986
CHEMBL1914 Butyrylcholinesterase Homo sapiens 0.875
CHEMBL3959 Quinone reductase 2 Homo sapiens 0.874
CHEMBL4506 NAD-dependent deacetylase sirtuin 1 Homo sapiens 0.830
CHEMBL3369 Neprilysin Rattus norvegicus 0.648
CHEMBL5080 Endothelial lipase Homo sapiens 0.582
CHEMBL6040 Genome polyprotein Hepatitis C virus genotype 1b (isolate BK) (HCV) 0.475
CHEMBL2026 Beta-lactamase AmpC Escherichia coli K-12 0.415
CHEMBL205 Carbonic anhydrase II Homo sapiens 0.409
CHEMBL1892 Glutamate carboxypeptidase II Homo sapiens 0.403
CHEMBL3439 Aminopeptidase A Homo sapiens 0.383
CHEMBL3891 Calpain 1 Homo sapiens 0.314
CHEMBL220 Acetylcholinesterase Homo sapiens 0.221
CHEMBL4140 Epoxide hydratase Mus musculus 0.205
CHEMBL1293299 Histone-lysine N-methyltransferase MLL Homo sapiens 0.201



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL1946 Melatonin receptor 1B Homo sapiens 1.000
CHEMBL1945 Melatonin receptor 1A Homo sapiens 1.000
CHEMBL4461 NAD-dependent deacetylase sirtuin 3 Homo sapiens 0.923
CHEMBL4506 NAD-dependent deacetylase sirtuin 1 Homo sapiens 0.915
CHEMBL2026 Beta-lactamase AmpC Escherichia coli K-12 0.539
CHEMBL1914 Butyrylcholinesterase Homo sapiens 0.491
CHEMBL3369 Neprilysin Rattus norvegicus 0.388
CHEMBL5080 Endothelial lipase Homo sapiens 0.309
CHEMBL3959 Quinone reductase 2 Homo sapiens 0.276
CHEMBL3439 Aminopeptidase A Homo sapiens 0.269
CHEMBL205 Carbonic anhydrase II Homo sapiens 0.229
CHEMBL333 Matrix metalloproteinase-2 Homo sapiens 0.220

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
181.2 181.0409 -0.6 4 83.47 ACID


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
3 2 0 5 2 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
1.7 - -2.68 -6.17 0 11 0.45

Structural Alerts

There are 6 structural alerts for CHEMBL1201293. To view alerts please click here.

Compound Cross References

ATC N - NERVOUS SYSTEM
N07 - OTHER NERVOUS SYSTEM DRUGS
N07B - DRUGS USED IN ADDICTIVE DISORDERS
N07BB - Drugs used in alcohol dependence
N07BB03 - acamprosate

ChemSpider ChemSpider:AFCGFAGUEYAMAO-UHFFFAOYSA-N
DailyMed acamprosate calcium
PubChem SID: 50112716
Wikipedia Acamprosate

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1201293



ACToR 77337-76-9
ChEBI 51041
DrugBank DB00659
DrugCentral 38
EPA CompTox Dashboard DTXSID3044259
FDA SRS N4K14YGM3J
Guide to Pharmacology 7106
Human Metabolome Database HMDB0014797
IBM Patent System 9DDE9D0A5D0428D838BAAE41336EC882
LINCS LSM-43113
Nikkaji J309.380H
PharmGKB PA10344
PubChem 71158
PubChem: Thomson Pharma 15120629
SureChEMBL SCHEMBL41983
ZINC ZINC000001554588

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