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.
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
Equivalent identifiers for this same structure in other resources.
Activity roles
Every antimicrobial role a source asserts for this compound — the
unreduced evidence behind its antimicrobial_class.
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 |
— |
Bacillus anthracis |
UNREVIEWED |
- PMID:24004110 (BindingDB literature-curated quantitative target measurement; source value, assay text, reaction-set ID, and target organism retained.)
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 |
|---|
| IC50 |
4090 nM |
DRC analysis by immunofluorescence
Ten-point DRCs were generated for each drug. Vero cells were seeded at 1.2 × 104 cells per well in DMEM, supplemented with 2% FBS and 1× antibiotic-antimycotic solution (Gibco), in black, 384-well μClear plates (Greiner Bio-One) 24 h prior to the experiment. Ten-point DRCs were generated, with compound concentrations ranging from 0.1 to 50 μM. For the viral infections, plates were transferred into the BSL3 containment facility and SARS-CoV-2 was added at a multiplicity of infection (MOI) of 0.0125. The cells were fixed at 24 hours postinfection (hpi) with 4% PFA and analyzed by immunofluorescence. The acquired images were analyzed using in-house software to quantify cell numbers and infection ratios, and antiviral activity was normalized to positive (mock) and negative (0.5% DMSO) controls in each assay plate. DRCs were fitted by sigmoidal dose-response models, with the following equation: Y = bottom + (top − bottom)/[1 + (IC50/X)Hillslope], using XLfit 4 software or Prism7. IC50 values were calculated from the normalized activity data set-fitted curves. All IC50 and 50% cytotoxic concentration (CC50) values were measured in duplicate, and the quality of each assay was controlled by Z -factor and the coefficient of variation in percent (%CV). |
RSID 874400
assay 8945_1
monomer 50364890 |
PMID:32366720 |
Organism-specific examples
| Protein | Gene | Organism | Entry |
|---|
Replicase polyprotein 1ab UniProtKB:P0DTD1 |
— |
Severe acute respiratory syndrome coronavirus 2 |
REVIEWED |
- PMID:32366720 (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.