CHEBI:85089 - ledipasvir

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ChEBI Name ledipasvir
ChEBI ID CHEBI:85089
Definition A benzimidazole derivative that is used in combination with sofosbuvir (under the trade name Harvoni) for the treatment of chronic hepatitis C genotype 1 infection.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C49H54F2N8O6
Net Charge 0
Average Mass 888.99990
Monoisotopic Mass 888.413
InChI InChI=1S/C49H54F2N8O6/c1-24(2)39(56-46(62)64-5)44(60)58-23-48(15-16-48)21-38(58)42-52-22-37(55-42)28-9-13-32-31-12-8-26(18-33(31)49(50,51)34(32)19-28)27-10-14-35-36(20-27)54-43(53-35)41-29-7-11-30(17-29)59(41)45(61)40(25(3)4)57-47(63)65-6/h8-10,12-14,18-20,22,24-25,29-30,38-41H,7,11,15-17,21,23H2,1-6H3,(H,52,55)(H,53,54)(H,56,62)(H,57,63)/t29-,30+,38-,39-,40-,41-/m0/s1
InChIKey VRTWBAAJJOHBQU-KMWAZVGDSA-N
SMILES COC(=O)N[C@@H](C(C)C)C(=O)N1CC2(CC2)C[C@H]1c1nc(c[nH]1)-c1ccc2-c3ccc(cc3C(F)(F)c2c1)-c1ccc2[nH]c(nc2c1)[C@@H]1[C@H]2CC[C@H](C2)N1C(=O)[C@@H](NC(=O)OC)C(C)C
Roles Classification
Biological Role(s): antiviral drug
A substance used in the prophylaxis or therapy of virus diseases.
hepatitis C protease inhibitor
An inhibitor of hepatitis C protease, an enzyme required for production of proteins needed for viral assembly.
xenobiotic
A xenobiotic (Greek, xenos "foreign"; bios "life") is a compound that is foreign to a living organism. Principal xenobiotics include: drugs, carcinogens and various compounds that have been introduced into the environment by artificial means.
(via fluorenes )
Application(s): antiviral drug
A substance used in the prophylaxis or therapy of virus diseases.
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ChEBI Ontology
Outgoing ledipasvir (CHEBI:85089) has role antiviral drug (CHEBI:36044)
ledipasvir (CHEBI:85089) has role hepatitis C protease inhibitor (CHEBI:64924)
ledipasvir (CHEBI:85089) is a N-acylpyrrolidine (CHEBI:46766)
ledipasvir (CHEBI:85089) is a L-valine derivative (CHEBI:84129)
ledipasvir (CHEBI:85089) is a azaspiro compound (CHEBI:35624)
ledipasvir (CHEBI:85089) is a benzimidazole (CHEBI:36622)
ledipasvir (CHEBI:85089) is a bridged compound (CHEBI:35990)
ledipasvir (CHEBI:85089) is a carbamate ester (CHEBI:23003)
ledipasvir (CHEBI:85089) is a carboxamide (CHEBI:37622)
ledipasvir (CHEBI:85089) is a fluorenes (CHEBI:24059)
ledipasvir (CHEBI:85089) is a imidazoles (CHEBI:24780)
ledipasvir (CHEBI:85089) is a organofluorine compound (CHEBI:37143)
Incoming Harvoni (CHEBI:85082) has part ledipasvir (CHEBI:85089)
IUPAC Name
methyl [(2S)-1-{(6S)-6-[4-(9,9-difluoro-7-{2-[(1R,3S,4S)-2-{(2S)-2-[(methoxycarbonyl)amino]-3-methylbutanoyl}-2-azabicyclo[2.2.1]hept-3-yl]-1H-benzimidazol-5-yl}-9H-fluoren-2-yl)-1H-imidazol-2-yl]-5-azaspiro[2.4]hept-5-yl}-3-methyl-1-oxobutan-2-yl]carbamate
Synonyms Sources
GS 5885 ChemIDplus
GS-5885 ChemIDplus
GS5885 ChemIDplus
WHO 9796 ChemIDplus
Manual Xrefs Databases
4899 DrugCentral
D10442 KEGG DRUG
Ledipasvir Wikipedia
View more database links
Registry Numbers Types Sources
1256388-51-8 CAS Registry Number ChemIDplus
1256388-51-8 CAS Registry Number KEGG DRUG
23926149 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
25553890 PubMed citation Europe PMC
25591505 PubMed citation Europe PMC
25619871 PubMed citation Europe PMC
25627448 PubMed citation Europe PMC
25674516 PubMed citation Europe PMC
25674658 PubMed citation Europe PMC
25676581 PubMed citation Europe PMC
25706232 PubMed citation Europe PMC
25706754 PubMed citation Europe PMC
Last Modified
22 February 2017