SOFOSBUVIR

/static/temp/default.svg Search structure
Trade Names
Synonyms
Status
Molecule Category Free-form
ATC J05AP08
UNII WJ6CA3ZU8B

Structure

InChI Key TTZHDVOVKQGIBA-IQWMDFIBSA-N
Smiles CC(C)OC(=O)[C@H](C)N[P@](=O)(OC[C@H]1O[C@@H](n2ccc(=O)[nH]c2=O)[C@](C)(F)[C@@H]1O)Oc1ccccc1
InChI
InChI=1S/C22H29FN3O9P/c1-13(2)33-19(29)14(3)25-36(31,35-15-8-6-5-7-9-15)32-12-16-18(28)22(4,23)20(34-16)26-11-10-17(27)24-21(26)30/h5-11,13-14,16,18,20,28H,12H2,1-4H3,(H,25,31)(H,24,27,30)/t14-,16+,18+,20+,22+,36-/m0/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C22H29FN3O9P
Molecular Weight 529.46
AlogP 1.66
Hydrogen Bond Acceptor 10.0
Hydrogen Bond Donor 3.0
Number of Rotational Bond 10.0
Polar Surface Area 158.18
Molecular species NEUTRAL
Aromatic Rings 2.0
Heavy Atoms 36.0

Pharmacology

Mechanism of Action Action Reference
Hepatitis C virus NS5B RNA-dependent RNA polymerase inhibitor INHIBITOR FDA
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Protease Serine protease Serine protease PA clan Serine protease S29 family Serine protease S29 regulatory subfamily
- - - - 61
Enzyme Protease Serine protease Serine protease PA clan Serine protease S29 family
- - - - 61
Enzyme Transferase
34-589 - - - -
EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Dengue virus 2
400 - - - -
Hepatitis C virus
29.4-681.3 28-260 - - 0.09-99.9
Hepatitis C virus (isolate Con1)
284-552 - - - -
Hepatitis C virus JFH-1
120-270 - - - -
Hepatitis C virus genotype 4
- 70 - - -
Hepatitis C virus subtype 1a
61-155 60 - - -
Hepatitis C virus subtype 1b
34-589 60 - - -
Hepatitis C virus subtype 2a
43 20 - - -
Hepatitis C virus subtype 2b
- 40 - - -
Hepatitis C virus subtype 3a
- 90 - - -
Homo sapiens
- - - - 3.1-58
Zika virus
120 - - - -

Related Entries

Cross References

Resources Reference
ChEBI 85083
ChEMBL CHEMBL1259059
DrugBank DB08934
DrugCentral 4811
FDA SRS WJ6CA3ZU8B
Guide to Pharmacology 7368
PharmGKB PA166122593
PubChem 45375808
SureChEMBL SCHEMBL2010114
ZINC ZINC000100074252
CONTENTS