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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1259059
CHEMBL1259059
Compound Name SOFOSBUVIR
ChEMBL Synonyms SOFOSBUVIR
Max Phase 4 (Approved)
Trade Names
Molecular Formula C22H29FN3O9P

Additional synonyms for CHEMBL1259059 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CC(C)OC(=O)[C@H](C)N[P@](=O)(OC[C@H]1O[C@@H](N2C=CC(=O)NC2=O ...
Download SMILES
Standard InChI InChI=1S/C22H29FN3O9P/c1-13(2)33-19(29)14(3)25-36(31,35-15-8 ...
Download InChI
Standard InChI Key TTZHDVOVKQGIBA-IQWMDFIBSA-N

Sources

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

Alternate Forms of Compound in ChEMBL


CHEMBL1259059

Molecule Features

CHEMBL1259059 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: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 FDA

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
HEPATITIS C, CHRONICD019698EFO:0004220CHRONIC HEPATITIS C INFECTION4DailyMed
FDA
ClinicalTrials
DailyMed
DailyMed
DailyMed
VIRUS DISEASESD014777EFO:0000763VIRAL DISEASE4ATC
HEPATITIS CD006526EFO:0003047HEPATITIS C INFECTION4ClinicalTrials
DailyMed
DailyMed
DailyMed
DailyMed

Clinical Data

ClinicalTrials.gov SOFOSBUVIR
The Cochrane Collaboration SOFOSBUVIR

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 CHEMBL1259059. 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
CHEMBL4714 Pyrimidinergic receptor P2Y6 Homo sapiens 1.000
CHEMBL4398 Purinergic receptor P2Y2 Homo sapiens 1.000
CHEMBL2123 Pyrimidinergic receptor P2Y4 Homo sapiens 1.000
CHEMBL5328 Thymidylate synthase Lactobacillus casei 0.970
CHEMBL1293237 Bloom syndrome protein Homo sapiens 0.667

10uM


ChEMBL_ID Target Name Organism Score
CHEMBL4518 Purinergic receptor P2Y14 Homo sapiens 1.000
CHEMBL4714 Pyrimidinergic receptor P2Y6 Homo sapiens 1.000
CHEMBL2123 Pyrimidinergic receptor P2Y4 Homo sapiens 1.000
CHEMBL4398 Purinergic receptor P2Y2 Homo sapiens 1.000
CHEMBL5328 Thymidylate synthase Lactobacillus casei 1.000
CHEMBL4696 Glycogen phosphorylase, muscle form Oryctolagus cuniculus 0.956

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
529.5 529.1625 0.92 11 162.54 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
9 3 1 12 3 1


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
9.4 - 2.21 2.21 1 36 0.28

Structural Alerts

There are 8 structural alerts for CHEMBL1259059. To view alerts please click here.

Compound Cross References

ATC J - ANTIINFECTIVES FOR SYSTEMIC USE
J05 - ANTIVIRALS FOR SYSTEMIC USE
J05A - DIRECT ACTING ANTIVIRALS
J05AX - Other antivirals
J05AX15 - sofosbuvir

ChemSpider ChemSpider:TTZHDVOVKQGIBA-IQWMDFIBSA-N
DailyMed sofosbuvir

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1259059



ChEBI 85083
DrugBank DB08934
DrugCentral 4811
FDA SRS WJ6CA3ZU8B
Guide to Pharmacology 7368
IBM Patent System 0C424ACD412D5CA27C9C4785E13E5002
PharmGKB PA166122593
PubChem 45375808
PubChem: Drugs of the Future 136350055
PubChem: Thomson Pharma 93367218
SureChEMBL SCHEMBL2010114
ZINC ZINC000100074252

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