cyclacillin

CHEBI:31444 ·resolve ·ANTIBACTERIAL ·EXACT SEEDED

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.

penicillin CHEBI:17334

Chemical structure

Computed structure properties
Molecular formula	C15H23N3O4S
Charge	0
Average mass	341.433 Da
Monoisotopic mass	341.14093 Da
Source	ChEBI
InChIKey	HGBLNBBNRORJKI-WCABBAIRSA-N

SMILES

[H][C@]12SC(C)(C)[C@H](C(=O)O)N1C(=O)[C@H]2NC(=O)C1(N)CCCCC1

InChI

InChI=1S/C15H23N3O4S/c1-14(2)9(12(20)21)18-10(19)8(11(18)23-14)17-13(22)15(16)6-4-3-5-7-15/h8-9,11H,3-7,16H2,1-2H3,(H,17,22)(H,20,21)/t8-,9+,11-/m1/s1

Also called

Bastcillin (BRAND_NAME)— chebi
Calthor (BRAND_NAME)— chebi
Citosarin (BRAND_NAME)— chebi
Cyclapen (BRAND_NAME)— chebi
Cyclapen-W (BRAND_NAME)— chebi
Syngacillin (BRAND_NAME)— chebi
Ultracillin (BRAND_NAME)— chebi
Vastcillin (BRAND_NAME)— chebi
Vipicil (BRAND_NAME)— chebi
Wyvital (BRAND_NAME)— chebi
ciclacilina (INN)— chebi
ciclacillin (INN)— chebi
ciclacilline (INN)— chebi
ciclacillinum (INN)— chebi
6β-(1-aminocyclohexanecarboxamido)-2,2-dimethylpenam-3α-carboxylic acid (EXACT_SYNONYM)— chebi
(1-aminocyclohexyl)penicillin (EXACT_SYNONYM)— chebi
(2S,5R,6R)-6-{[(1-aminocyclohexyl)carbonyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid (EXACT_SYNONYM)— chebi
6-(1-aminocyclohexanecarboxamido)penicillanic acid (EXACT_SYNONYM)— chebi
6-(1-aminocyclohexylcarboxamido)penicillanic acid (EXACT_SYNONYM)— chebi
Cyclacillin (EXACT_SYNONYM)— chebi

Cross-references

Identifiers for this same structure in other resources. An accession that lands on two different structures in this corpus is withheld from both rather than shown here, since it names at most one of them.

Drug registries

Identifiers that name a drug rather than a structure. One of these can cover a parent compound, its salts and its stereoisomers, which this corpus keeps as separate records, so it is not an equivalence of structure.

Patents and articles

Documents about this compound. A patent covers a class and an article covers a topic; neither identifies a structure.

Activity roles

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

antimicrobial agent CHEBI:33281
antibacterial drug 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
CHEBI	`CHEBI:31444`	cyclacillin	`antibioticmech:chebi-45f3097f3a`	2026-08-30

Mechanism summary

Clinical status: APPROVED

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 2026-08-31 · seed_from_sources
Re-seeded from updated data/raw/ inventories
RESEEDED_FROM_SOURCES 2026-08-31 · seed_from_sources
Re-seeded from updated data/raw/ inventories
RESEEDED_FROM_SOURCES 2026-09-10 · 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 (YAML).

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