molnupiravir

CHEBI:180653 ·resolve ·ANTIVIRAL ·EXACT SEEDED

A nucleoside analogue that is N4-hydroxycytidine in which the 5'-hydroxy group is replaced by a (2-methylpropanoyl)oxy group. It is the prodrug of the active antiviral ribonucleoside analog N4-hydroxycytidine (EIDD-1931), has activity against a number of RNA viruses including SARS-CoV-2, MERS-CoV, and seasonal and pandemic influenza viruses. It is currently in phase III trials for the treatment of patients with COVID-19. — 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.

CHEBI:24983 CHEBI:24983
CHEBI:35725 CHEBI:35725
CHEBI:60783 CHEBI:60783

Chemical structure

Computed structure properties
Molecular formula	C13H19N3O7
Charge	0
Average mass	329.309 Da
Monoisotopic mass	329.1223 Da
Source	ChEBI
InChIKey	HTNPEHXGEKVIHG-QCNRFFRDSA-N

SMILES

CC(C)C(=O)OC[C@H]1O[C@@H](n2ccc(=NO)nc2=O)[C@H](O)[C@@H]1O

InChI

InChI=1S/C13H19N3O7/c1-6(2)12(19)22-5-7-9(17)10(18)11(23-7)16-4-3-8(15-21)14-13(16)20/h3-4,6-7,9-11,17-18,21H,5H2,1-2H3,(H,14,15,20)/t7-,9-,10-,11-/m1/s1

Also called

molnupiravirum (INN)— chebi
N-hydroxy-5'-O-(2-methylpropanoyl)-3,4-dihydrocytidine (EXACT_SYNONYM)— chebi
EIDD 1931 5'-isopropylester (EXACT_SYNONYM)— chebi
EIDD 2801 (EXACT_SYNONYM)— chebi
EIDD-2801 (EXACT_SYNONYM)— chebi
MK-4482 (EXACT_SYNONYM)— chebi
N4-hydroxycytidine 5'-isopropylester (EXACT_SYNONYM)— chebi
{(2R,3S,4R,5R)-3,4-dihydroxy-5-[4-(hydroxyimino)-2-oxo-3,4-dihydropyrimidin-1(2H)-yl]tetrahydrofuran-2-yl}methyl 2-methylpropanoate (EXACT_SYNONYM)— chebi
β-D-N4-hydroxycytidine-5'-isopropyl ester (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

cas:2349386-89-4
cas:2492423-29-5
chemspider:84400552
kegg.drug:D11943
wikipedia.en:Molnupiravir

Activity roles

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

CHEBI:149553 CHEBI:149553
CHEBI:36044 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:180653`	molnupiravir	`antibioticmech:chebi-8e491abe51`	2026-08-30

Molecular targets

The molecular entity or process this compound acts on. Each target carries evidence — this is a mechanistic claim, not a classification.

Replicase polyprotein 1ab VIRAL_PROTEIN MEASURED_TARGET_ASSOCIATION

BindingDB quantitative measurement in the named target organism; source assay descriptions and identifiers are retained per measurement. Evidence status: PRIMARY_EVIDENCE. Source: BINDINGDB 2026-09 (retrieved 2026-08-31).

Severe acute respiratory syndrome coronavirus 2 NCBITaxon:2697049

Quantitative measurements
Type	Reported value	Assay	BindingDB IDs	Reference
EC50	154 nM	No assay is provided This is a review article.	`RSID 868950` `assay 8918_1` `monomer 429508`	`PMID:32852058`

Organism-specific examples
Protein	Gene	Organism	Entry
Replicase polyprotein 1ab `UniProtKB:P0DTD1`	—	Severe acute respiratory syndrome coronavirus 2	REVIEWED

PMID:32852058 (BindingDB literature-curated quantitative target measurement; source value, assay text, reaction-set ID, and target organism retained.)

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

Provenance

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