CHEBI:10110 - zidovudine

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ChEBI Name zidovudine
ChEBI ID CHEBI:10110
Definition A pyrimidine 2',3'-dideoxyribonucleoside compound having a 3'-azido substituent and thymine as the nucleobase.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:619601
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Formula C10H13N5O4
Net Charge 0
Average Mass 267.24130
Monoisotopic Mass 267.097
InChI InChI=1S/C10H13N5O4/c1-5-3-15(10(18)12-9(5)17)8-2-6(13-14-11)7(4-16)19-8/h3,6-8,16H,2,4H2,1H3,(H,12,17,18)/t6-,7+,8+/m0/s1
InChIKey HBOMLICNUCNMMY-XLPZGREQSA-N
SMILES Cc1cn([C@H]2C[C@H](N=[N+]=[N-])[C@@H](CO)O2)c(=O)[nH]c1=O
Roles Classification
Biological Role(s): antiviral drug
A substance used in the prophylaxis or therapy of virus diseases.
antimetabolite
A substance which is structurally similar to a metabolite but which competes with it or replaces it, and so prevents or reduces its normal utilization.
HIV-1 reverse transcriptase inhibitor
An entity which inhibits the activity of HIV-1 reverse transcriptase.
Application(s): antiviral drug
A substance used in the prophylaxis or therapy of virus diseases.
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ChEBI Ontology
Outgoing zidovudine (CHEBI:10110) has role antimetabolite (CHEBI:35221)
zidovudine (CHEBI:10110) has role antiviral drug (CHEBI:36044)
zidovudine (CHEBI:10110) has role HIV-1 reverse transcriptase inhibitor (CHEBI:53756)
zidovudine (CHEBI:10110) is a azide (CHEBI:22680)
zidovudine (CHEBI:10110) is a pyrimidine 2',3'-dideoxyribonucleoside (CHEBI:48441)
IUPAC Name
3'-azido-3'-deoxythymidine
INN Source
zidovudine KEGG DRUG
Synonyms Sources
Azidothymidine ChemIDplus
AZT KEGG COMPOUND
Zidovudin ChemIDplus
Zidovudinum ChemIDplus
Database Links Databases
2861 DrugCentral
AZZ PDBeChem
C07210 KEGG COMPOUND
D00413 KEGG DRUG
DB00495 DrugBank
LSM-5806 LINCS
US4724232 Patent
Zidovudine Wikipedia
View more database links
Registry Numbers Types Sources
30516-87-1 CAS Registry Number KEGG COMPOUND
30516-87-1 CAS Registry Number KEGG DRUG
30516-87-1 CAS Registry Number ChemIDplus
30516-87-1 CAS Registry Number DrugBank
763034 Beilstein Registry Number Beilstein
Citation Waiting for Citations Type Source
19112024 PubMed citation ChEMBL
Last Modified
22 February 2017