AntibioticMech

dapdiamide A

CHEBI:85330 ·resolve ·ANTIMICROBIAL_UNSPECIFIED ·EXACT SEEDED

A member of the family of dapdiamides consisting of alanylvaline in which one of the methyl hydrogens of alanine is replaced by a fumaramoyl group. — ChEBI

Classification

Strictly broader compounds or drug classes this molecule belongs to.

• CHEBI:140324 CHEBI:140324
• CHEBI:140325 CHEBI:140325
• CHEBI:51751 CHEBI:51751
• CHEBI:85331 CHEBI:85331

Chemical structure

Computed structure properties

Molecular formula	C12H20N4O5
Charge	0
Average mass	300.315 Da
Monoisotopic mass	300.14337 Da
Source	ChEBI
InChIKey	JAGLEOBXISHNNM-BRUQVKLWSA-N

SMILES

CC(C)[C@H](NC(=O)[C@@H](N)CNC(=O)/C=C/C(N)=O)C(=O)O

InChI

InChI=1S/C12H20N4O5/c1-6(2)10(12(20)21)16-11(19)7(13)5-15-9(18)4-3-8(14)17/h3-4,6-7,10H,5,13H2,1-2H3,(H2,14,17)(H,15,18)(H,16,19)(H,20,21)/b4-3+/t7-,10-/m0/s1

Also called

• 3-{[(2E)-4-amino-4-oxobut-2-enoyl]amino}-L-alanyl-L-valine (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

• metacyc.compound:CPD-17539
• reaxys:20499534

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
CHEBI	CHEBI:85330	dapdiamide A	antibioticmech:chebi-e94551f449	2026-08-30

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.