3,6-diaminoacridine

CHEBI:8452 ·resolve ·ANTIBACTERIAL ·EXACT SEEDED

An aminoacridine that is acridine that is substituted by amino groups at positions 3 and 6. A slow-acting bacteriostat that is effective against many Gram-positive bacteria (but ineffective against spores), its salts were formerly used for treatment of burns and infected wounds. — 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

disinfecting agents and antisepticsARO:3005386

Strictly broader compounds or drug classes this molecule belongs to.

CHEBI:51803 CHEBI:51803
ARO:3005386 ARO:3005386

Chemical structure

Computed structure properties
Molecular formula	C13H11N3
Charge	0
Average mass	209.252 Da
Monoisotopic mass	209.0953 Da
Source	ChEBI
InChIKey	WDVSHHCDHLJJJR-UHFFFAOYSA-N

SMILES

Nc1ccc2cc3ccc(N)cc3nc2c1

InChI

InChI=1S/C13H11N3/c14-10-3-1-8-5-9-2-4-11(15)7-13(9)16-12(8)6-10/h1-7H,14-15H2

Also called

proflavina (INN)— chebi
proflavine (INN)— chebi
proflavinum (INN)— chebi
acridine-3,6-diamine (EXACT_SYNONYM)— chebi
2,8-Diaminoacridine (EXACT_SYNONYM)— chebi
3,6-acridinediamine (EXACT_SYNONYM)— chebi
Proflavin (EXACT_SYNONYM)— chebi
diaminoacridine (EXACT_SYNONYM)— aro
proflavin (EXACT_SYNONYM)— aro

Cross-references

Equivalent identifiers for this same structure in other resources.

ARO:3007532
cas:92-62-6
drugbank:DB01123
drugcentral:2277
kegg.compound:C11181
pdb-ccd:PRL
reaxys:166050
wikipedia.en:Proflavine
chembl:CHEMBL55400
pubchem.compound:7099

Activity roles

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

CHEBI:33282 CHEBI:33282

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
ARO	`ARO:3007532`	proflavine	`antibioticmech:aro-2c724d05ff`	2026-08-30
CHEBI	`CHEBI:8452`	3,6-diaminoacridine	`antibioticmech:chebi-19bcea5610`	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
IC50	830 nM	Hit profiling assay without DTT Primary assay principle based on quenched FRET peptide substrate of SARS-CoV-2 3CL-Pro (lhs). Inhibiting compounds reduce fluorescence signal relative to DMSO controls. Hit profiling using X-ray. Substrate turnover was directly proportional to enzyme concentrations up to 60 nM and assay incubation times up to 15 minutes post substrate addition.	`RSID 902206` `assay 9114_1` `monomer 12590`	`DOI:10.1101/2020.12.16.422677`

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

DOI:10.1101/2020.12.16.422677 (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 (ARO, 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 2026-08-31 · 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.