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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL959
CHEMBL959
Compound Name RIMANTADINE
ChEMBL Synonyms Rimantadin | RIMANTADINE | EXP 126 | Meradan | FLUMADINE | RIMANTADINE HYDROCHLORIDE | Roflual
Max Phase 4 (Approved)
Trade Names FLUMADINE | Meradan | Roflual | RIMANTADINE HYDROCHLORIDE
Molecular Formula C12H21N

Additional synonyms for CHEMBL959 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CC(N)C12CC3CC(CC(C3)C1)C2
Standard InChI InChI=1S/C12H21N/c1-8(13)12-5-9-2-10(6-12)4-11(3-9)7-12/h8-1 ...
Download InChI
Standard InChI Key UBCHPRBFMUDMNC-UHFFFAOYSA-N

Sources

  • DrugMatrix
  • 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


CHEMBL959

Molecule Features

CHEMBL959 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Racemic Mixture Prodrug:N Oral:Y Parenteral:N Topical:N Black Box:N Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
Influenza virus A matrix protein M2 inhibitor Influenza virus A matrix protein M2 PubMed PubMed PubMed PubMed

Clinical Data

ClinicalTrials.gov RIMANTADINE
The Cochrane Collaboration RIMANTADINE

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 CHEMBL959. 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
CHEMBL4235 11-beta-hydroxysteroid dehydrogenase 1 Homo sapiens 0.999
CHEMBL2409 Epoxide hydratase Homo sapiens 0.997
CHEMBL284 Dipeptidyl peptidase IV Homo sapiens 0.993
CHEMBL4140 Epoxide hydratase Mus musculus 0.986
CHEMBL2046264 Renin Macaca fascicularis 0.980
CHEMBL2391 11-beta-hydroxysteroid dehydrogenase 1 Rattus norvegicus 0.974
CHEMBL3910 11-beta-hydroxysteroid dehydrogenase 1 Mus musculus 0.964
CHEMBL1968 Epoxide hydrolase 1 Homo sapiens 0.940
CHEMBL2304404 Adenosine A1 receptor Cavia porcellus 0.902
CHEMBL3638334 Opioid growth factor receptor-like protein 1 Homo sapiens 0.860
CHEMBL3419 Carboxypeptidase B2 isoform A Homo sapiens 0.816
CHEMBL1977 Vitamin D receptor Homo sapiens 0.641
CHEMBL4261 Hypoxia-inducible factor 1 alpha Homo sapiens 0.543
CHEMBL3399910 Probable G-protein coupled receptor 88 Homo sapiens 0.448
CHEMBL2888 Metabotropic glutamate receptor 3 Homo sapiens 0.386
CHEMBL3251 Nuclear factor NF-kappa-B p105 subunit Homo sapiens 0.315
CHEMBL237 Kappa opioid receptor Homo sapiens 0.284
CHEMBL3746 11-beta-hydroxysteroid dehydrogenase 2 Homo sapiens 0.279
CHEMBL1940 Voltage-gated L-type calcium channel alpha-1C subunit Homo sapiens 0.260



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL4235 11-beta-hydroxysteroid dehydrogenase 1 Homo sapiens 0.997
CHEMBL2409 Epoxide hydratase Homo sapiens 0.997
CHEMBL284 Dipeptidyl peptidase IV Homo sapiens 0.994
CHEMBL2391 11-beta-hydroxysteroid dehydrogenase 1 Rattus norvegicus 0.982
CHEMBL2046264 Renin Macaca fascicularis 0.982
CHEMBL4140 Epoxide hydratase Mus musculus 0.980
CHEMBL3746 11-beta-hydroxysteroid dehydrogenase 2 Homo sapiens 0.975
CHEMBL3910 11-beta-hydroxysteroid dehydrogenase 1 Mus musculus 0.956
CHEMBL1968 Epoxide hydrolase 1 Homo sapiens 0.943
CHEMBL237 Kappa opioid receptor Homo sapiens 0.905
CHEMBL3638334 Opioid growth factor receptor-like protein 1 Homo sapiens 0.899
CHEMBL3419 Carboxypeptidase B2 isoform A Homo sapiens 0.867
CHEMBL1743122 Solute carrier family 22 member 2 Homo sapiens 0.653
CHEMBL2888 Metabotropic glutamate receptor 3 Homo sapiens 0.625
CHEMBL1977 Vitamin D receptor Homo sapiens 0.598
CHEMBL2304404 Adenosine A1 receptor Cavia porcellus 0.568
CHEMBL2055 Retinoic acid receptor alpha Homo sapiens 0.410
CHEMBL3952 Kappa opioid receptor Cavia porcellus 0.337
CHEMBL3399910 Probable G-protein coupled receptor 88 Homo sapiens 0.284
CHEMBL2008 Retinoic acid receptor beta Homo sapiens 0.280

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
179.3 179.1674 2.55 1 26.02 BASE


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
1 1 0 1 2 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
- 10.76 3.31 .39 0 13 0.66

Structural Alerts

There are 1 structural alerts for CHEMBL959. To view alerts please click here.

Compound Cross References

ATC J - ANTIINFECTIVES FOR SYSTEMIC USE
J05 - ANTIVIRALS FOR SYSTEMIC USE
J05A - DIRECT ACTING ANTIVIRALS
J05AC - Cyclic amines
J05AC02 - rimantadine

ChemSpider ChemSpider:UBCHPRBFMUDMNC-UHFFFAOYSA-N
DailyMed rimantadine hydrochloride
PubChem SID: 174006857 SID: 29215455
Wikipedia Rimantadine

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL959



ACToR 13392-28-4
BindingDB 50216627
ChEBI 94440
DrugBank DB00478
DrugCentral 2383
eMolecules 626462
EPA CompTox Dashboard DTXSID2023561
Human Metabolome Database HMDB0014621
IBM Patent System D8896F3E8D05E3696763546EBE7DA4F5
KEGG Ligand C07236
LINCS LSM-5143
Mcule MCULE-9027470290
MolPort MolPort-000-892-068
PharmGKB PA164748038
PubChem 5071
PubChem: Thomson Pharma 15219656
Selleck rimantadine-flumadine
SureChEMBL SCHEMBL2981

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