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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL501849
CHEMBL501849
Compound Name SIMEPREVIR
ChEMBL Synonyms SIMEPREVIR SODIUM | TMC435350 | SIMEPREVIR | TMC-435350 | TMC-435 | OLYSIO
Max Phase 4 (Approved)
Trade Names OLYSIO
Molecular Formula C38H47N5O7S2

Additional synonyms for CHEMBL501849 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES COc1ccc2c(O[C@@H]3C[C@@H]4[C@@H](C3)C(=O)N(C)CCCC\C=C/[C@@H] ...
Download SMILES
Standard InChI InChI=1S/C38H47N5O7S2/c1-21(2)30-20-51-35(40-30)29-18-32(26- ...
Download InChI
Standard InChI Key JTZZSQYMACOLNN-VDWJNHBNSA-N

Sources

  • BindingDB Database
  • 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


CHEMBL501849

Molecule Features

CHEMBL501849 compound icon
Drug Type:Natural Product-derived Rule of Five:N First In Class:N Chirality:Single Stereoisomer 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 FDA

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Hepatitis CD006526EFO:0003047hepatitis C infection3ClinicalTrials
Hepatitis C, ChronicD019698EFO:0004220Chronic Hepatitis C infection4ClinicalTrials
DailyMed

Clinical Data

ClinicalTrials.gov SIMEPREVIR
The Cochrane Collaboration SIMEPREVIR

Compound Bioactivity Summary

Compound Assay Summary

Compound Target Summary

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
750 749.2917 5.25 8 156.89 ACID


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
10 2 2 12 2 3


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
4.47 3.01 6.1 4.16 3 52 0.29

Structural Alerts

There are 2 structural alerts for CHEMBL501849. 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
J05AP05 - simeprevir

ChemSpider ChemSpider:JTZZSQYMACOLNN-VDWJNHBNSA-N
DailyMed simeprevir sodium

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL501849



BindingDB 50336504
Brenda 159985 26671 159983
ChEBI 134743
ChemicalBook CB82510099
DrugBank DB06290
DrugCentral 4812
FDA SRS 9WS5RD66HZ
Guide to Pharmacology 7367
MolPort MolPort-039-139-798
Nikkaji J3.352.107C
PDBe 30B
PubChem 24873435
PubChem: Drugs of the Future 87551010
PubChem: Thomson Pharma 50128567
SureChEMBL SCHEMBL826061
ZINC ZINC000085540268

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