fenpicoxamid

CHEBI:136340 ·resolve ·ANTIFUNGAL ·EXACT SEEDED

A carboxamide resulting from the formal condensation of the carboxy group of 3-[(isobutyryloxy)methoxy]-4-methoxypyridine-2-carboxylic acid with the amino group of (3S,6S,7R,8R)-3-amino-8-benzyl-6-methyl-4,9-dioxo-1,5-dioxonan-7-yl 2-methylpropanoate. Introduced by Dow AgroSciences, it is an antibiotic fungicide with a new target site for disease control in Septoria species. — 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

Strictly broader compounds or drug classes this molecule belongs to.

CHEBI:140325 CHEBI:140325
CHEBI:25000 CHEBI:25000
CHEBI:26421 CHEBI:26421
CHEBI:59769 CHEBI:59769
CHEBI:87114 CHEBI:87114

Chemical structure

Computed structure properties
Molecular formula	C31H38N2O11
Charge	0
Average mass	614.648 Da
Monoisotopic mass	614.24756 Da
Source	ChEBI
InChIKey	QGTOTYJSCYHYFK-RBODFLQRSA-N

SMILES

COc1ccnc(C(=O)N[C@H]2COC(=O)[C@H](Cc3ccccc3)[C@@H](OC(=O)C(C)C)[C@H](C)OC2=O)c1OCOC(=O)C(C)C

InChI

InChI=1S/C31H38N2O11/c1-17(2)28(35)42-16-41-26-23(39-6)12-13-32-24(26)27(34)33-22-15-40-30(37)21(14-20-10-8-7-9-11-20)25(19(5)43-31(22)38)44-29(36)18(3)4/h7-13,17-19,21-22,25H,14-16H2,1-6H3,(H,33,34)/t19-,21+,22-,25-/m0/s1

Also called

Inatreq (BRAND_NAME)— chebi
(3S,6S,7R,8R)-8-benzyl-3-[({3-[(isobutyryloxy)methoxy]-4-methoxypyridin-2-yl}carbonyl)amino]-6-methyl-4,9-dioxo-1,5-dioxonan-7-yl 2-methylpropanoate (EXACT_SYNONYM)— chebi
Antibiotic UK 2A procide (EXACT_SYNONYM)— chebi
UK 2A procide (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

cas:517875-34-2
pesticides:fenpicoxamid
reaxys:21250066

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

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:136340`	fenpicoxamid	`antibioticmech:chebi-e8cf5bb773`	2026-08-30

Resistance mechanisms

2 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.

UNKNOWN 2

UNKNOWN
Determinant	ARO ID	Organism	Gene families	Evidence
CytB(G37V) (amino acid mutation) [Not assayed] associated with resistance to fenpicoxamid This is a curated gene-alteration/chemical resistance association, not evidence for a specific biochemical resistance mechanism.	—	Zymoseptoria tritici `NCBITaxon:1047171` strain IPO323 `UniProtKB:Q6X9S4` `PHIPO:0001291`	—	PMID:34490974 (PHI-base primary-literature antimicrobial interaction PHIG:954; joined to this record by exact ChEBI identifier.) Cell growth assay
CytB(G37V) (amino acid mutation) [Not assayed] associated with resistance to fenpicoxamid This is a curated gene-alteration/chemical resistance association, not evidence for a specific biochemical resistance mechanism.	—	Zymoseptoria tritici `NCBITaxon:1047171` strain 37-16 `UniProtKB:Q6X9S4` `PHIPO:0001291`	—	PMID:34490974 (PHI-base primary-literature antimicrobial interaction PHIG:954; joined to this record by exact ChEBI identifier.) Cell growth assay

Curation history

SEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Seeded from data/raw/ inventories (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 2026-09-02 · seed_from_sources
Re-seeded from updated data/raw/ inventories
RESEEDED_FROM_SOURCES 2026-09-02 · seed_from_sources
Re-seeded from updated data/raw/ inventories
RESEEDED_FROM_SOURCES 2026-09-03 · seed_from_sources
Re-seeded from updated data/raw/ inventories
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.