AntibioticMech

cefcapene

CHEBI:131729 ·resolve ·ANTIBACTERIAL ·EXACT SEEDED

A cephalosporin compound having (carbamoyloxy)methyl and N-[(2Z)-2-(2-amino-1,3-thiazol-4-yl)pent-2-enoyl]amino side-groups. It is used (generally as the corresponnding pivaloyloxymethyl ester prodrug) as an oral antibacterial. — ChEBI

Classification

cephalosporinARO:0000032

Strictly broader compounds or drug classes this molecule belongs to.

• CHEBI:140325 CHEBI:140325
• CHEBI:23003 CHEBI:23003
• CHEBI:23066 CHEBI:23066
• CHEBI:33575 CHEBI:33575
• CHEBI:38418 CHEBI:38418
• CHEBI:51751 CHEBI:51751
• ARO:0000032 ARO:0000032

Chemical structure

Computed structure properties

Molecular formula	C17H19N5O6S2
Charge	0
Average mass	453.502 Da
Monoisotopic mass	453.07768 Da
Source	ChEBI
InChIKey	HJJRIJDTIPFROI-NVKITGPLSA-N

SMILES

[H][C@]12SCC(COC(N)=O)=C(C(=O)O)N1C(=O)[C@@]2([H])NC(=O)/C(=C\CC)c1csc(N)n1

InChI

InChI=1S/C17H19N5O6S2/c1-2-3-8(9-6-30-16(18)20-9)12(23)21-10-13(24)22-11(15(25)26)7(4-28-17(19)27)5-29-14(10)22/h3,6,10,14H,2,4-5H2,1H3,(H2,18,20)(H2,19,27)(H,21,23)(H,25,26)/b8-3-/t10-,14-/m1/s1

Also called

• cefcapeno (INN)— chebi
• cefcapenum (INN)— chebi
• cefcapène (INN)— chebi
• (6R,7R)-7-{[(2Z)-2-(2-amino-1,3-thiazol-4-yl)pent-2-enoyl]amino}-3-[(carbamoyloxy)methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

• ARO:3007475
• cas:135889-00-8
• drugcentral:4159
• kegg.drug:D07638
• reaxys:6945919
• wikipedia.en:Cefcapene
• chembl:CHEMBL582912
• pubchem.compound:6436055

Activity roles

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

• CHEBI:33281 CHEBI:33281
• CHEBI:36047 CHEBI:36047

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:3007475	cefcapene	antibioticmech:aro-b33498ddd5	2026-08-30
CHEBI	CHEBI:131729	cefcapene	antibioticmech:chebi-670b8b9a26	2026-08-30

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.