AntibioticMech

fluopyram

CHEBI:83070 ·resolve ·ANTIFUNGAL ·EXACT SEEDED

A member of the class of benzamides, obtained by formal condensation of the carboxy group of 2-(trifluoromethyl)benzoic acid with the amino group of 2-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]ethylamine. A fungicide used for foiliar application and as a seed treatment in order to control botrystis, powdery mildew and other diseases. — ChEBI

Classification

fungal succinate dehydrogenase inhibitorARO:3009539

Strictly broader compounds or drug classes this molecule belongs to.

• CHEBI:22702 CHEBI:22702
• CHEBI:26421 CHEBI:26421
• CHEBI:36683 CHEBI:36683
• CHEBI:83565 CHEBI:83565
• CHEBI:87022 CHEBI:87022
• ARO:3009539 ARO:3009539

Chemical structure

Computed structure properties

Molecular formula	C16H11ClF6N2O
Charge	0
Average mass	396.718 Da
Monoisotopic mass	396.04641 Da
Source	ChEBI
InChIKey	KVDJTXBXMWJJEF-UHFFFAOYSA-N

SMILES

O=C(NCCc1ncc(C(F)(F)F)cc1Cl)c1ccccc1C(F)(F)F

InChI

InChI=1S/C16H11ClF6N2O/c17-12-7-9(15(18,19)20)8-25-13(12)5-6-24-14(26)10-3-1-2-4-11(10)16(21,22)23/h1-4,7-8H,5-6H2,(H,24,26)

Also called

• N-{2-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]ethyl}-2-(trifluoromethyl)benzamide (EXACT_SYNONYM)— chebi
• N-{2-(3-chloro-5-(trifluoromethyl)-2-pyridyl)ethyl}-alpha,alpha,alpha-trifluoro-o-toluamide (EXACT_SYNONYM)— chebi
• N-{2-[3-chloro-5-(trifluoromethyl)-2-pyridyl]ethyl}-α,α,α-trifluoro-o-toluamide (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

• ARO:3009552
• cas:658066-35-4
• patent:EP2405752
• patent:EP2408301
• patent:US2011319432
• patent:US2012010253
• patent:WO2010102964
• patent:WO2010106008
• pesticides:fluopyram
• ppdb:1362
• reaxys:11323270
• chembl:CHEMBL2286755
• pubchem.compound:11158353

Activity roles

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

• CHEBI:24127 CHEBI:24127
• CHEBI:35718 CHEBI:35718
• CHEBI:86328 CHEBI:86328

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:3009552	fluopyram	antibioticmech:aro-007347a5b8	2026-08-30
CHEBI	CHEBI:83070	fluopyram	antibioticmech:chebi-60a29f91f0	2026-08-30

Mechanism summary

Mode of action

ENERGY_METABOLISM_INHIBITION host shared target — Assigned from ChEBI role CHEBI:83072 (EC 1.3.5.1 [succinate dehydrogenase (quinone)] inhibitor). ChEBI asserts the role on the compound. The target it names is one the host has too, so the mechanism is true but is not evidence of selectivity — see mode_of_action_target_scope. Not a curator's mechanistic review.

Resistance mechanisms

1 known routes by which microbes resist this compound, grounded in ARO where CARD models them. Grouped by mechanism type — expand a group to see its determinants.

ANTIBIOTIC_TARGET_ALTERATION 1

ANTIBIOTIC_TARGET_ALTERATION

Determinant	ARO ID	Organism	Gene families	Evidence
Aspergillus fumigatus Cyp51A with mutations conferring resistance to fluopyram	ARO:3009551	not organism-specific	—	ARO:3009551 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3009552 (fluopyram); database assertion, not a primary citation.)

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

Provenance

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