tilorone

CHEBI:147347 ·resolve ·ANTIVIRAL ·EXACT SEEDED

A member of the class of fluoren-9-ones that is 9H-fluoren-9-one which is substituted by a 2-(diethylamino)ethoxy group at positions 2 and 7. It is an interferon inducer and a selective α7 nicotinic acetylcholine receptor (α7 nAChR) agonist. Its hydrochloride salt is used as an antiviral drug. — 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:24057
Label unavailable CHEBI:35618
Label unavailable CHEBI:46786
Label unavailable CHEBI:50996

Chemical structure

Computed structure properties
Molecular formula	C25H34N2O3
Charge	0
Average mass	410.558 Da
Monoisotopic mass	410.25694 Da
Source	ChEBI
InChIKey	MPMFCABZENCRHV-UHFFFAOYSA-N

SMILES

CCN(CC)CCOc1ccc2c(c1)C(=O)c1cc(OCCN(CC)CC)ccc1-2

InChI

InChI=1S/C25H34N2O3/c1-5-26(6-2)13-15-29-19-9-11-21-22-12-10-20(30-16-14-27(7-3)8-4)18-24(22)25(28)23(21)17-19/h9-12,17-18H,5-8,13-16H2,1-4H3

Also called

tilorona (INN)— chebi
tiloronum (INN)— chebi
2,7-bis[2-(diethylamino)ethoxy]-9H-fluoren-9-one (EXACT_SYNONYM)— chebi
2,7-bis[2-(diethylamino)ethoxy]-9-fluorenone (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.

drugbank:DB17965

Patents and articles

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

wikipedia.en:Tilorone

Activity roles

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

antiviral agent CHEBI:22587

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:147347`	tilorone	`antibioticmech:chebi-b3d49e786c`	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.

DNA primase 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).

Bacillus anthracis NCBITaxon:1392

Quantitative measurements
Type	Reported value	Assay	BindingDB IDs	Reference
IC50	7.1e+3 nM	Quatitative Inhibition Analysis Assay The reaction mixture contained DNA (1.25 uM or as specified), NTP (110 uM or as specified), 50 mM NaCl, 150 mM potassium glutamate, buffer [20 mM CAPS (pH 8.8) or as specified], and divalent metals (2 mM Mn2+ and 1 mM Mg2+). The assay was performed in 96-well plates with 4 uM Ba DnaG.	`RSID 246975` `assay 6265_1` `monomer 50364890`	`PMID:24004110`

Organism-specific examples
Protein	Gene	Organism	Entry
DNA primase `UniProtKB:A0A6L8PXB3` BindingDB target chain 1	—	Bacillus anthracis `NCBITaxon:1392`	UNREVIEWED

PMID:24004110 (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
RESEEDED_FROM_SOURCES 2026-09-06 · 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).

Explore across X-Mech: MediaIngredientMech (tilorone) · CultureMech · NaturalProductMech · PathwayMech · TraitMech