5-iodo-2'-deoxyuridine

CHEBI:147675 ·resolve ·ANTIVIRAL ·EXACT SEEDED

A pyrimidine 2'-deoxyribonucleoside compound having 5-iodouracil as the nucleobase; used as an antiviral agent. — ChEBI

Machine-generated and unreviewed. Identity, structure and cross-references come straight from ChEBI's and CARD's own data; no curator has signed off on this record yet.

Classification

Strictly broader compounds or drug classes this molecule belongs to.

Label unavailable CHEBI:19255
Label unavailable CHEBI:37142

Chemical structure

Computed structure properties
Molecular formula	C9H11IN2O5
Charge	0
Average mass	354.1 Da
Monoisotopic mass	353.97127 Da
Source	ChEBI
InChIKey	XQFRJNBWHJMXHO-RRKCRQDMSA-N

SMILES

O=c1nc(=O)n([C@H]2C[C@H](O)[C@@H](CO)O2)cc1I

InChI

InChI=1S/C9H11IN2O5/c10-4-2-12(9(16)11-8(4)15)7-1-5(14)6(3-13)17-7/h2,5-7,13-14H,1,3H2,(H,11,15,16)/t5-,6+,7+/m0/s1

Also called

Idoxuridinum (INN)— chebi
idoxuridina (INN)— chebi
idoxuridine (INN)— chebi
2'-deoxy-5-iodouridine (EXACT_SYNONYM)— chebi
(+)-5-Iodo-2'-deoxyuridine (EXACT_SYNONYM)— chebi
1-(2-Deoxy-beta-D-ribofuranosyl)-5-iodouracil (EXACT_SYNONYM)— chebi
1-beta-D-2'-Deoxyribofuranosyl-5-iodouracil (EXACT_SYNONYM)— chebi
1beta-D-2'-Deoxyribofuranosyl-5-iodouracil (EXACT_SYNONYM)— chebi
2'-Deoxy-5-iodouridine (EXACT_SYNONYM)— chebi
5-Iododeoxyuridine (EXACT_SYNONYM)— chebi
5-Iodouracil deoxyriboside (EXACT_SYNONYM)— chebi
IdU (EXACT_SYNONYM)— chebi
Idoxuridin (EXACT_SYNONYM)— chebi
Iododeoxyridine (EXACT_SYNONYM)— chebi
Iodoxuridine (EXACT_SYNONYM)— chebi
Joddeoxiuridin (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.

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.

Activity roles

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

antiviral drug CHEBI:36044

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
CHEBI	`CHEBI:147675`	5-iodo-2'-deoxyuridine	`antibioticmech:chebi-8072294c81`	2026-08-30

Mechanism summary

Mode of action: NUCLEIC_ACID_SYNTHESIS_INHIBITION host shared target — Assigned from ChEBI role CHEBI:59517 (DNA synthesis inhibitor). ChEBI asserts the role on the compound. The target it names is one the host has too, so the mechanism is true but is not evidence of selectivity — see mode_of_action_target_scope. Not a curator's mechanistic review.
Clinical status: APPROVED

Curation history

SEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Seeded from data/raw/ inventories (CHEBI)
RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Re-seeded from updated data/raw/ inventories
RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Re-seeded from updated data/raw/ inventories
RESEEDED_FROM_SOURCES 2026-08-31 · seed_from_sources
Re-seeded from updated data/raw/ inventories
RESEEDED_FROM_SOURCES 2026-08-31 · seed_from_sources
Re-seeded from updated data/raw/ inventories
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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