CHEBI:50663 - zanamivir

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ChEBI Name zanamivir
ChEBI ID CHEBI:50663
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:46607, CHEBI:10104
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Formula C12H20N4O7
Net Charge 0
Average Mass 332.30996
Monoisotopic Mass 332.133
InChI InChI=1S/C12H20N4O7/c1-4(18)15-8-5(16-12(13)14)2-7(11(21)22)23-10(8)9(20)6(19)3-17/h2,5-6,8-10,17,19-20H,3H2,1H3,(H,15,18)(H,21,22)(H4,13,14,16)/t5-,6+,8+,9+,10+/m0/s1
InChIKey ARAIBEBZBOPLMB-UFGQHTETSA-N
SMILES [H][C@]1(OC(=C[C@H](NC(N)=N)[C@H]1NC(C)=O)C(O)=O)[C@H](O)[C@H](O)CO
Roles Classification
Biological Role(s): EC 3.2.1.18 (exo-alpha-sialidase) inhibitor
An antiviral drug targeted at influenza viruses. Its mode of action consists of blocking the function of the viral neuraminidase protein (EC 3.2.1.18), thus preventing the virus from budding from the host cell.
antiviral agent
A substance that destroys or inhibits replication of viruses.
Application(s): EC 3.2.1.18 (exo-alpha-sialidase) inhibitor
An antiviral drug targeted at influenza viruses. Its mode of action consists of blocking the function of the viral neuraminidase protein (EC 3.2.1.18), thus preventing the virus from budding from the host cell.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing zanamivir (CHEBI:50663) has role antiviral agent (CHEBI:22587)
zanamivir (CHEBI:50663) has role EC 3.2.1.18 (exo-α-sialidase) inhibitor (CHEBI:52425)
zanamivir (CHEBI:50663) is a guanidines (CHEBI:24436)
IUPAC Name
5-acetamido-2,6-anhydro-4-carbamimidamido-3,4,5-trideoxy-D-glycero-D-galacto-non-2-enonic acid
INN Source
zanamivir KEGG DRUG
Synonyms Sources
(2R,3R,4S)-3-(acetylamino)-4-carbamimidamido-2-[(1R,2R)-1,2,3-trihydroxypropyl]-3,4-dihydro-2H-pyran-6-carboxylic acid IUPAC
4-guanidino-2,4-dideoxy-2,3-dehydro-N-acetylneuraminic acid ChemIDplus
4-guanidino-Neu5Ac2en ChemIDplus
5-(acetylamino)-2,6-anhydro-4-carbamimidamido-3,4,5-trideoxy-D-glycero-D-galacto-non-2-enonic acid IUPAC
5-acetamido-2,6-anhydro-3,4,5-trideoxy-4-guanidino-D-glycero-D-galacto-non-2-enonic acid ChemIDplus
GANA ChemIDplus
ZANAMIVIR PDBeChem
Brand Name Source
Relenza KEGG DRUG
Manual Xrefs Databases
2859 DrugCentral
C08095 KEGG COMPOUND
D00902 KEGG DRUG
DB00558 DrugBank
US5360817 Patent
WO9116320 Patent
Zanamivir Wikipedia
ZMR PDBeChem
View more database links
Registry Numbers Types Sources
139110-80-8 CAS Registry Number KEGG COMPOUND
139110-80-8 CAS Registry Number ChemIDplus
7083099 Beilstein Registry Number Beilstein
Last Modified
22 February 2017