isopyrazam

antibioticmech:aro-5fd4e54f15 ·ANTIFUNGAL ·MINTED SEEDED

A persisent and broad spectrum fungicide used for the control of Septoria tritici, rusts and other diseases in cereals and some other crops. It is tied to causing cancer. — PMID:35973770

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

fungal succinate dehydrogenase inhibitorARO:3009539

Strictly broader compounds or drug classes this molecule belongs to.

ARO:3009539 ARO:3009539

Chemical structure

Computed structure properties
Molecular formula	C20H23F2N3O
Charge	0
Average mass	359.4 Da
Monoisotopic mass	359.18091869 Da
Source	PubChem · retrieved 2026-08-29
InChIKey	XTDZGXBTXBEZDN-UHFFFAOYSA-N

SMILES

CC(C)C1C2CCC1C3=C2C=CC=C3NC(=O)C4=CN(N=C4C(F)F)C

InChI

InChI=1S/C20H23F2N3O/c1-10(2)16-12-7-8-13(16)17-11(12)5-4-6-15(17)23-20(26)14-9-25(3)24-18(14)19(21)22/h4-6,9-10,12-13,16,19H,7-8H2,1-3H3,(H,23,26)

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.

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:3009168`	isopyrazam	`antibioticmech:aro-5fd4e54f15`	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.

Curation history

SEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Seeded from data/raw/ inventories (ARO)
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

Provenance

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