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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL218394
CHEMBL218394
Compound Name BOCEPREVIR
ChEMBL Synonyms VICTRELIS | SCH 503034 | BOCEPREVIR
Max Phase 4 (Approved)
Trade Names VICTRELIS
Molecular Formula C27H45N5O5

Additional synonyms for CHEMBL218394 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CC(C)(C)NC(=O)N[C@H](C(=O)N1C[C@H]2[C@@H]([C@H]1C(=O)NC(CC3C ...
Download SMILES
Standard InChI InChI=1S/C27H45N5O5/c1-25(2,3)20(30-24(37)31-26(4,5)6)23(36) ...
Download InChI
Standard InChI Key LHHCSNFAOIFYRV-DOVBMPENSA-N

Sources

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

Alternate Forms of Compound in ChEMBL


CHEMBL218394

Molecule Features

CHEMBL218394 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:N First In Class:Y 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
Hepatitis C virus serine protease, NS3/NS4A inhibitor Hepatitis C virus serine protease, NS3/NS4A DailyMed Expert

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Hepatitis C, ChronicD019698EFO:0004220Chronic Hepatitis C infection4ClinicalTrials
FDA
Hepatitis CD006526EFO:0003047hepatitis C infection3ClinicalTrials
InfectionD007239EFO:0000544infection1ClinicalTrials
ThrombocytopeniaD013921HP:0001873thrombocytopenia1ClinicalTrials

Clinical Data

ClinicalTrials.gov BOCEPREVIR
The Cochrane Collaboration BOCEPREVIR

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 CHEMBL218394. 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
CHEMBL4893 Hepatitis C virus NS3 protease/helicase Hepatitis C virus 1.000
CHEMBL3272 Cathepsin L2 Homo sapiens 1.000
CHEMBL2010635 Peptide deformylase Staphylococcus aureus 1.000
CHEMBL2857 Human rhinovirus A protease Human rhinovirus sp. 1.000
CHEMBL204 Thrombin Homo sapiens 1.000
CHEMBL2954 Cathepsin S Homo sapiens 0.999
CHEMBL3837 Cathepsin L Homo sapiens 0.998
CHEMBL268 Cathepsin K Homo sapiens 0.996
CHEMBL4644 Melanocortin receptor 3 Homo sapiens 0.973
CHEMBL1795101 Peptide deformylase Escherichia coli 0.926
CHEMBL3419 Carboxypeptidase B2 isoform A Homo sapiens 0.923
CHEMBL4027 Neurokinin 1 receptor Rattus norvegicus 0.770
CHEMBL3769 Trypsin I Bos taurus 0.733
CHEMBL1649054 Peptide deformylase Pseudomonas aeruginosa (strain ATCC 15692 / PAO1 / 1C / PRS 101 / LMG12228) 0.450
CHEMBL3795 Melanocortin receptor 1 Homo sapiens 0.412
CHEMBL1873 Tissue-type plasminogen activator Homo sapiens 0.379
CHEMBL4072 Cathepsin B Homo sapiens 0.204



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL4893 Hepatitis C virus NS3 protease/helicase Hepatitis C virus 1.000
CHEMBL2857 Human rhinovirus A protease Human rhinovirus sp. 1.000
CHEMBL2010635 Peptide deformylase Staphylococcus aureus 1.000
CHEMBL3272 Cathepsin L2 Homo sapiens 1.000
CHEMBL204 Thrombin Homo sapiens 1.000
CHEMBL2052031 Peptidyl-prolyl cis-trans isomerase FKBP5 Homo sapiens 1.000
CHEMBL268 Cathepsin K Homo sapiens 0.999
CHEMBL2954 Cathepsin S Homo sapiens 0.999
CHEMBL3837 Cathepsin L Homo sapiens 0.998
CHEMBL4072 Cathepsin B Homo sapiens 0.994
CHEMBL3419 Carboxypeptidase B2 isoform A Homo sapiens 0.993
CHEMBL2467 Thyrotropin-releasing hormone receptor Mus musculus 0.948
CHEMBL1795101 Peptide deformylase Escherichia coli 0.893
CHEMBL3769 Trypsin I Bos taurus 0.762
CHEMBL4444 Vitamin K-dependent protein C Homo sapiens 0.643
CHEMBL1649054 Peptide deformylase Pseudomonas aeruginosa (strain ATCC 15692 / PAO1 / 1C / PRS 101 / LMG12228) 0.605
CHEMBL4026 Signal transducer and activator of transcription 3 Homo sapiens 0.536
CHEMBL4644 Melanocortin receptor 3 Homo sapiens 0.488
CHEMBL4675 Tripeptidyl aminopeptidase Rattus norvegicus 0.382
CHEMBL4027 Neurokinin 1 receptor Rattus norvegicus 0.237

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
519.7 519.3421 1.71 8 150.7 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
5 4 1 10 5 1


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
12.82 - 2.84 2.84 0 37 0.36

Structural Alerts

There are 7 structural alerts for CHEMBL218394. To view alerts please click here.

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
J05AP03 - boceprevir

ChemSpider ChemSpider:LHHCSNFAOIFYRV-DOVBMPENSA-N
DailyMed boceprevir
Wikipedia Boceprevir

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL218394



ACToR 394730-60-0
BindingDB 12311
Brenda 81013 14448 75369 71621
ChEBI 68621
DrugBank DB08873
DrugCentral 4172
eMolecules 36752244
Guide to Pharmacology 7876
IBM Patent System 7E3AD07CAFCCBF475C6B7B3391F1F300
MolPort MolPort-006-170-107
PharmGKB PA165948902
PubChem 10324367
PubChem: Drugs of the Future 92309409
PubChem: Thomson Pharma 15333889 57414843
SureChEMBL SCHEMBL640836

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