adefovir

CHEBI:2469 ·resolve ·ANTIVIRAL ·EXACT SEEDED

A member of the class of phosphonic acids that is methylphosphonic acid in which one of the methyl hydrogens has been replaced by a 2-(6-amino-9H-purin-9-yl)ethoxy group. An inhibitor of HIV-1 reverse transcriptase, the bis(t-butoxycarbonyloxymethyl) ester (dipivoxil ester) prodrug is used to treat chronic hepatitis B viral infection. — ChEBI

Classification

Strictly broader compounds or drug classes this molecule belongs to.

• Label unavailable CHEBI:20706
• Label unavailable CHEBI:25698
• Label unavailable CHEBI:26069

Chemical structure

SMILES

Nc1ncnc2c1ncn2CCOCP(=O)(O)O

InChI

InChI=1S/C8H12N5O4P/c9-7-6-8(11-3-10-7)13(4-12-6)1-2-17-5-18(14,15)16/h3-4H,1-2,5H2,(H2,9,10,11)(H2,14,15,16)

Also called

• {[2-(6-amino-9H-purin-9-yl)ethoxy]methyl}phosphonic acid (EXACT_SYNONYM)— chebi
• 9-(2-(Phosphonomethoxy)ethyl)adenine (EXACT_SYNONYM)— chebi
• 9-(2-Phosphonylmethoxyethyl)adenine (EXACT_SYNONYM)— chebi
• Adefovir (EXACT_SYNONYM)— chebi
• DRG-0156 (EXACT_SYNONYM)— chebi
• GS 0393 (EXACT_SYNONYM)— chebi
• GS 393 (EXACT_SYNONYM)— chebi
• GS-0393 (EXACT_SYNONYM)— chebi
• HSDB 8079 (EXACT_SYNONYM)— chebi
• N-(2-Phosphonylmethoxyethyl)adenine (EXACT_SYNONYM)— chebi
• PMEA (EXACT_SYNONYM)— chebi

Cross-references

Identifiers for this same structure in other resources. An accession that lands on two different structures in this corpus is withheld from both rather than shown here, since it names at most one of them.

• cas:106941-25-7
• kegg.compound:C11277
• pdb-ccd:5HG
• reaxys:3561094

Drug registries

Identifiers that name a drug rather than a structure. One of these can cover a parent compound, its salts and its stereoisomers, which this corpus keeps as separate records, so it is not an equivalence of structure.

• drugbank:DB00718
• kegg.drug:D02768

Patents and articles

Documents about this compound. A patent covers a class and an article covers a topic; neither identifies a structure.

• wikipedia.en:Adefovir

Activity roles

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

• antiviral drug CHEBI:36044
• HIV-1 reverse transcriptase inhibitor 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.

Mechanism summary

Mode of action

MULTIPLE microbial target — Assigned from ChEBI roles CHEBI:53756 (HIV-1 reverse transcriptase inhibitor), CHEBI:59517 (DNA synthesis inhibitor), which map to NUCLEIC_ACID_SYNTHESIS_INHIBITION, VIRAL_POLYMERASE_INHIBITION. ChEBI asserts these roles on the compound; a curator should decide whether one is primary. The role names a target specific to the microbe or virus — see mode_of_action_target_scope. The contributing roles differ on whose target it is, so settling the primary mechanism may change mode_of_action_target_scope. Not a curator's mechanistic review.

Curation history

1. SEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources

   Seeded from data/raw/ inventories (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 2026-08-30 · 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

6. RESEEDED_FROM_SOURCES 2026-09-10 · 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 (YAML).

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