AntibioticMech

amisulbrom

CHEBI:81846 ·resolve ·ANTIFUNGAL ·EXACT SEEDED

A member of the class of bromoindoles that is 3-bromo-6-fluoro-2-methylindole substituted at position 1 by a 1-(dimethylsulfamyl)-1,2,4-triazole-3-sulfonyl group. A fungicide for use on potatoes to control late blight (Phytophthora infestans) and downy mildew [Plasmopara viticola). It has a low mammalian toxicity but it is considered to be a reproduction toxicant, is moderately toxic to birds and honey bees but poses a greater risk to aquatic species and earthworms. — ChEBI

Classification

Strictly broader compounds or drug classes this molecule belongs to.

• CHEBI:35358 CHEBI:35358
• CHEBI:35727 CHEBI:35727
• CHEBI:37143 CHEBI:37143
• CHEBI:51871 CHEBI:51871
• CHEBI:52514 CHEBI:52514
• CHEBI:87027 CHEBI:87027
• CHEBI:87100 CHEBI:87100

Chemical structure

Computed structure properties

Molecular formula	C13H13BrFN5O4S2
Charge	0
Average mass	466.314 Da
Monoisotopic mass	464.95764 Da
Source	ChEBI
InChIKey	BREATYVWRHIPIY-UHFFFAOYSA-N

SMILES

Cc1c(Br)c2ccc(F)cc2n1S(=O)(=O)c1ncn(S(=O)(=O)N(C)C)n1

InChI

InChI=1S/C13H13BrFN5O4S2/c1-8-12(14)10-5-4-9(15)6-11(10)20(8)25(21,22)13-16-7-19(17-13)26(23,24)18(2)3/h4-7H,1-3H3

Also called

• 3-[(3-bromo-6-fluoro-2-methyl-1H-indol-1-yl)sulfonyl]-N,N-dimethyl-1H-1,2,4-triazole-1-sulfonamide (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

• cas:348635-87-0
• kegg.compound:C18581
• patent:US2012071531
• patent:WO2011108758
• patent:WO2012011287
• pesticides:amisulbrom
• ppdb:1137
• reaxys:11328670

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
CHEBI	CHEBI:81846	amisulbrom	antibioticmech:chebi-350bf4dd5b	2026-08-30

Mechanism summary

Mode of action

ENERGY_METABOLISM_INHIBITION host shared target — Assigned from ChEBI role CHEBI:38499 (mitochondrial cytochrome-bc1 complex 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.

Curation history

1. SEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources

   Seeded from data/raw/ inventories (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.