AntibioticMech

7-(3-aminopyrrolidin-1-yl)-1-(2,4-difluorophenyl)-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid

CHEBI:77581 ·resolve ·ANTIBACTERIAL ·EXACT SEEDED

A 1,8-naphthyridine derivative that is 4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid bearing additional 2,4-difluorophenyl, fluoro and 3-aminopyrrolidin-1-yl substituents at positions 1, 6 and 7 respectively. — ChEBI

Classification

fluoroquinolone antibioticARO:0000001

Strictly broader compounds or drug classes this molecule belongs to.

• CHEBI:25384 CHEBI:25384
• CHEBI:33709 CHEBI:33709
• CHEBI:37143 CHEBI:37143
• CHEBI:46769 CHEBI:46769
• CHEBI:50994 CHEBI:50994
• CHEBI:50996 CHEBI:50996
• CHEBI:73537 CHEBI:73537
• CHEBI:86324 CHEBI:86324
• ARO:0000001 ARO:0000001

Chemical structure

Computed structure properties

Molecular formula	C19H15F3N4O3
Charge	0
Average mass	404.348 Da
Monoisotopic mass	404.10962 Da
Source	ChEBI
InChIKey	WUWFMDMBOJLQIV-UHFFFAOYSA-N

SMILES

NC1CCN(c2nc3c(cc2F)c(=O)c(C(=O)O)cn3-c2ccc(F)cc2F)C1

InChI

InChI=1S/C19H15F3N4O3/c20-9-1-2-15(13(21)5-9)26-8-12(19(28)29)16(27)11-6-14(22)18(24-17(11)26)25-4-3-10(23)7-25/h1-2,5-6,8,10H,3-4,7,23H2,(H,28,29)

Cross-references

Equivalent identifiers for this same structure in other resources.

• ARO:3004499
• lincs.smallmolecule:LSM-5050
• cas:100490-36-6
• chembl:CHEMBL273348
• pubchem.compound:5517

Activity roles

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

• CHEBI:33281 CHEBI:33281

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:3004499	tosufloxacin	antibioticmech:aro-7ba4dd911d	2026-08-30
CHEBI	CHEBI:77581	7-(3-aminopyrrolidin-1-yl)-1-(2,4-difluorophenyl)-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid	antibioticmech:chebi-76afdc602c	2026-08-30

Curation history

1. SEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources

   Seeded from data/raw/ inventories (ARO, CHEBI)

2. RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources

   Re-seeded from updated data/raw/ inventories

3. RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources

   Re-seeded from updated data/raw/ inventories

4. RESEEDED_FROM_SOURCES 2026-09-03 · 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.