AntibioticMech

zidovudine

CHEBI:10110 ·resolve ·ANTIVIRAL ·EXACT SEEDED

A pyrimidine 2',3'-dideoxyribonucleoside compound having a 3'-azido substituent and thymine as the nucleobase. — ChEBI

Classification

nucleoside antibioticARO:3000034

Strictly broader compounds or drug classes this molecule belongs to.

• CHEBI:22680 CHEBI:22680
• CHEBI:48441 CHEBI:48441
• ARO:3000034 ARO:3000034

Chemical structure

Computed structure properties

Molecular formula	C10H13N5O4
Charge	0
Average mass	267.245 Da
Monoisotopic mass	267.09675 Da
Source	ChEBI
InChIKey	HBOMLICNUCNMMY-XLPZGREQSA-N

SMILES

Cc1cn([C@H]2C[C@H](N=[N+]=[N-])[C@@H](CO)O2)c(=O)nc1=O

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

Also called

• Retrovir (BRAND_NAME)— chebi
• 3'-azido-3'-deoxythymidine (EXACT_SYNONYM)— chebi
• AZT (EXACT_SYNONYM)— chebi
• Azidothymidine (EXACT_SYNONYM)— chebi
• Zidovudin (EXACT_SYNONYM)— chebi
• Zidovudinum (EXACT_SYNONYM)— chebi
• azidothymidine (EXACT_SYNONYM)— aro

Cross-references

Equivalent identifiers for this same structure in other resources.

• ARO:3007687
• beilstein:763034
• cas:30516-87-1
• drugbank:DB00495
• drugcentral:2861
• kegg.compound:C07210
• kegg.drug:D00413
• lincs.smallmolecule:LSM-5806
• metacyc.compound:CPD-15110
• patent:US4724232
• pdb-ccd:AZZ
• wikipedia.en:Zidovudine
• chembl:CHEMBL129
• pubchem.compound:35370

Activity roles

Every antimicrobial role a source asserts for this compound — the unreduced evidence behind its antimicrobial_class.

• CHEBI:36044 CHEBI:36044
• CHEBI:53756 CHEBI:53756

Source concepts

Every upstream concept that resolved to this record. The merge is the product: this is what shows ChEBI and CARD are describing the same structure.

Upstream concepts merged into this record

Source	Native ID	Label	Minted CURIE	Version
ARO	ARO:3007687	zidovudine	antibioticmech:aro-f3076a0cc1	2026-08-30
CHEBI	CHEBI:10110	zidovudine	antibioticmech:chebi-fbb79ed8da	2026-08-30

Mechanism summary

Mode of action

VIRAL_POLYMERASE_INHIBITION microbial target — Assigned from ChEBI role CHEBI:53756 (HIV-1 reverse transcriptase inhibitor). ChEBI asserts the role on the compound. The role names a target specific to the microbe or virus — see mode_of_action_target_scope. Not a curator's mechanistic review.

Clinical status

APPROVED

Curation history

1. SEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources

   Seeded from data/raw/ inventories (ARO, CHEBI)

2. RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources

   Re-seeded from updated data/raw/ inventories

3. RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources

   Re-seeded from updated data/raw/ inventories

4. RESEEDED_FROM_SOURCES 2026-08-31 · seed_from_sources

   Re-seeded from updated data/raw/ inventories

5. RESEEDED_FROM_SOURCES 2026-08-31 · seed_from_sources

   Re-seeded from updated data/raw/ inventories

Provenance

Seeded by scripts/seed_from_sources.py from the committed inventories in data/raw/. View the record.