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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1643
CHEMBL1643
Compound Name RIBAVIRIN
ChEMBL Synonyms COPEGUS | Viramid | Ribofluranosyl Carboxamide | RIBASPHERE | VIRAZOLE | REBETOL | RIBAVIRIN | TRIBAVIRIN | RibaPak | RIBAVARIN | VIRAZID
Max Phase 4 (Approved)
Trade Names REBETOL | COPEGUS | Viramid | RIBASPHERE | Ribofluranosyl Carboxamide | RIBAVIRIN | VIRAZID | RibaPak | RIBAVARIN | Tribavirin | VIRAZOLE
Molecular Formula C8H12N4O5

Additional synonyms for CHEMBL1643 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES NC(=O)c1ncn(n1)[C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O
Standard InChI InChI=1S/C8H12N4O5/c9-6(16)7-10-2-12(11-7)8-5(15)4(14)3(1-13 ...
Download InChI
Standard InChI Key IWUCXVSUMQZMFG-AFCXAGJDSA-N

Sources

  • British National Formulary
  • DrugMatrix
  • Gene Expression Atlas Compounds
  • 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


CHEMBL1643

Molecule Features

CHEMBL1643 compound icon
Drug Type:Natural Product-derived Rule of Five:Y First In Class:N Chirality:Single Stereoisomer Prodrug:N Oral:Y Parenteral:N Topical:Y Black Box:Y Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
Hepatitis C virus NS5B RNA-dependent RNA polymerase inhibitor Hepatitis C virus NS5B RNA-dependent RNA polymerase PubMed
Inosine-5'-monophosphate dehydrogenase 1 inhibitor Inosine-5'-monophosphate dehydrogenase 1 PubMed
RNA inhibitor RNA PubMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Hepatitis C, ChronicD019698EFO:0004220Chronic Hepatitis C infection3ClinicalTrials
Hepatitis DD003699EFO:0007304hepatitis D2ClinicalTrials
ThrombocytopeniaD013921HP:0001873thrombocytopenia2ClinicalTrials
Hepatitis B, ChronicD019694EFO:0004239chronic hepatitis B infection3ClinicalTrials
Hepatitis CD006526EFO:0003047hepatitis C infection3ClinicalTrials
Encephalitis, JapaneseD004672EFO:0007332Japanese encephalitis2ClinicalTrials
HIV InfectionsD015658EFO:0000764HIV infection3ClinicalTrials
Influenza, HumanD007251EFO:0001669influenza infection2ClinicalTrials
Breast NeoplasmsD001943EFO:0000305breast carcinoma1ClinicalTrials
Hemorrhagic Fever with Renal SyndromeD006480EFO:0007299hemorrhagic fever with renal syndrome2ClinicalTrials
HepatitisD006505HP:0012115hepatitis2ClinicalTrials
Hepatitis B, ChronicD019694EFO:0004197hepatitis B infection3ClinicalTrials
InfectionD007239EFO:0000544infection3ClinicalTrials
Liver CirrhosisD008103EFO:0001422cirrhosis of liver2ClinicalTrials
NeoplasmsD009369EFO:0000616neoplasm1ClinicalTrials
Respiratory Syncytial Virus InfectionsD018357EFO:1001413Respiratory Syncytial Virus Infection3ClinicalTrials
Depressive DisorderD003866EFO:0003761unipolar depression3ClinicalTrials
Leukemia, Myeloid, AcuteD015470EFO:0000222acute myeloid leukemia2ClinicalTrials

Clinical Data

ClinicalTrials.gov RIBAVIRIN
The Cochrane Collaboration RIBAVIRIN

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 CHEMBL1643. 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
CHEMBL318 Adenosine A1 receptor Rattus norvegicus 1.000
CHEMBL4837 Adhesin protein fimH Escherichia coli K-12 1.000
CHEMBL302 Adenosine A2a receptor Rattus norvegicus 1.000
CHEMBL3589 Adenosine kinase Homo sapiens 1.000
CHEMBL256 Adenosine A3 receptor Homo sapiens 1.000
CHEMBL3360 Adenosine A3 receptor Rattus norvegicus 1.000
CHEMBL1997 Equilibrative nucleoside transporter 1 Homo sapiens 1.000
CHEMBL3884 Sodium/glucose cotransporter 2 Homo sapiens 1.000
CHEMBL226 Adenosine A1 receptor Homo sapiens 1.000
CHEMBL1910 Adenosine deaminase Homo sapiens 0.999
CHEMBL4398 Purinergic receptor P2Y2 Homo sapiens 0.999
CHEMBL1795117 Histone-lysine N-methyltransferase, H3 lysine-79 specific Homo sapiens 0.999
CHEMBL3510 Carbonic anhydrase XIV Homo sapiens 0.996
CHEMBL2966 Adenosine deaminase Bos taurus 0.996
CHEMBL5662 2,3-dihydroxybenzoate-AMP ligase Mycobacterium tuberculosis 0.995
CHEMBL1293237 Bloom syndrome protein Homo sapiens 0.993
CHEMBL2304404 Adenosine A1 receptor Cavia porcellus 0.986
CHEMBL1781 DNA topoisomerase I Homo sapiens 0.937
CHEMBL4714 Pyrimidinergic receptor P2Y6 Homo sapiens 0.932
CHEMBL251 Adenosine A2a receptor Homo sapiens 0.624



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL318 Adenosine A1 receptor Rattus norvegicus 1.000
CHEMBL2982 Adenosine kinase Toxoplasma gondii 1.000
CHEMBL3589 Adenosine kinase Homo sapiens 1.000
CHEMBL4837 Adhesin protein fimH Escherichia coli K-12 1.000
CHEMBL302 Adenosine A2a receptor Rattus norvegicus 1.000
CHEMBL3360 Adenosine A3 receptor Rattus norvegicus 1.000
CHEMBL256 Adenosine A3 receptor Homo sapiens 1.000
CHEMBL2966 Adenosine deaminase Bos taurus 1.000
CHEMBL4696 Glycogen phosphorylase, muscle form Oryctolagus cuniculus 1.000
CHEMBL3884 Sodium/glucose cotransporter 2 Homo sapiens 1.000
CHEMBL1910 Adenosine deaminase Homo sapiens 1.000
CHEMBL2284 Glyceraldehyde-3-phosphate dehydrogenase liver Homo sapiens 1.000
CHEMBL4398 Purinergic receptor P2Y2 Homo sapiens 1.000
CHEMBL1795117 Histone-lysine N-methyltransferase, H3 lysine-79 specific Homo sapiens 1.000
CHEMBL1997 Equilibrative nucleoside transporter 1 Homo sapiens 1.000
CHEMBL2123 Pyrimidinergic receptor P2Y4 Homo sapiens 1.000
CHEMBL4518 Purinergic receptor P2Y14 Homo sapiens 0.999
CHEMBL226 Adenosine A1 receptor Homo sapiens 0.999
CHEMBL4714 Pyrimidinergic receptor P2Y6 Homo sapiens 0.999
CHEMBL2664 Adenosylhomocysteinase Homo sapiens 0.998

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
244.2 244.0808 -3.01 3 143.72 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
8 4 0 9 5 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
12.95 .21 -1.85 -1.85 1 17 0.44

Structural Alerts

There are no structural alerts for CHEMBL1643

Compound Cross References

ATC J - ANTIINFECTIVES FOR SYSTEMIC USE
J05 - ANTIVIRALS FOR SYSTEMIC USE
J05A - DIRECT ACTING ANTIVIRALS
J05AP - Antivirals for treatment of HCV infections
J05AP01 - ribavirin

ChemSpider ChemSpider:IWUCXVSUMQZMFG-AFCXAGJDSA-N
DailyMed ribavirin
PubChem SID: 144203810 SID: 144208165 SID: 170464657 SID: 17389529 SID: 50105410 SID: 50105411 SID: 50105412 SID: 50105413 SID: 8139972 SID: 90341426
Wikipedia Ribavirin

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1643



ACToR 36791-04-5
Atlas Ribavirin
BindingDB 50154375
Brenda 101995 1304
ChEBI 63580
ChemicalBook CB0689324
DrugBank DB00811
DrugCentral 2373
eMolecules 1944721
EPA CompTox Dashboard DTXSID8023557
FDA SRS 49717AWG6K
Guide to Pharmacology 6842
Human Metabolome Database HMDB0014949
IBM Patent System C9E9C125112D462ED2A1DE8CC899FB8A
LINCS LSM-5701
Mcule MCULE-9495128592
MolPort MolPort-002-507-104
Nikkaji J17.798I
PDBe RBV
PharmGKB PA451241
PubChem 37542
PubChem: Drugs of the Future 99431523
PubChem: Thomson Pharma 14798456 15122005
Selleck Ribavirin(Copegus)
SureChEMBL SCHEMBL3727
ZINC ZINC000001035331

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