AntibioticMech

biapenem

CHEBI:3089 ·resolve ·ANTIBACTERIAL ·EXACT SEEDED

A carbapenem antibiotic in which the azetidine and pyrroline rings carry 1-hydroxymethyl and pyrazolo[1,2-a][1,2,4]triazolium-6-ylthio substituents respectively. — ChEBI

Classification

carbapenemARO:0000020

Strictly broader compounds or drug classes this molecule belongs to.

• CHEBI:16385 CHEBI:16385
• CHEBI:46633 CHEBI:46633
• CHEBI:50752 CHEBI:50752
• ARO:0000020 ARO:0000020

Chemical structure

Computed structure properties

Molecular formula	C15H18N4O4S
Charge	0
Average mass	350.4 Da
Monoisotopic mass	350.10488 Da
Source	ChEBI
InChIKey	MRMBZHPJVKCOMA-YJFSRANCSA-N

SMILES

[H][C@]12[C@@H](C)C(SC3Cn4cnc[n+]4C3)=C(C(=O)[O-])N1C(=O)[C@]2([H])[C@@H](C)O

InChI

InChI=1S/C15H18N4O4S/c1-7-11-10(8(2)20)14(21)19(11)12(15(22)23)13(7)24-9-3-17-5-16-6-18(17)4-9/h5-11,20H,3-4H2,1-2H3/t7-,8-,10-,11-/m1/s1

Also called

• (6S)-2-(6,7-dihydro-5H-pyrazolo[1,2-a][1,2,4]triazol-4-ium-6-ylsulfanyl)-6-[(1R)-1-hydroxyethyl]-1β-methyl-2,3-didehydro-1-carbapenam-3-carboxylate (EXACT_SYNONYM)— chebi
• (4R,5S,6S)-3-(6,7-dihydro-5H-pyrazolo[1,2-a][1,2,4]triazol-4-ium-6-ylthio)-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate (EXACT_SYNONYM)— chebi
• BIPM (EXACT_SYNONYM)— chebi
• Biapenem (EXACT_SYNONYM)— chebi
• Biapenern (EXACT_SYNONYM)— aro
• Bipenem (EXACT_SYNONYM)— aro
• Omegacin (EXACT_SYNONYM)— aro

Cross-references

Equivalent identifiers for this same structure in other resources.

• ARO:3007083
• beilstein:5835582
• beilstein:7394875
• cas:120410-24-4
• drugcentral:365
• kegg.compound:C11268
• kegg.drug:D01057
• chembl:CHEMBL285347
• pubchem.compound:71339

Activity roles

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

• CHEBI:33281 CHEBI:33281
• CHEBI:33282 CHEBI:33282
• 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:3007083	biapenem	antibioticmech:aro-0ecd1033c9	2026-08-30
CHEBI	CHEBI:3089	biapenem	antibioticmech:chebi-d935c29bd7	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.