cefepime

CHEBI:478164 ·resolve ·ANTIBACTERIAL ·EXACT SEEDED

A cephalosporin bearing (1-methylpyrrolidinium-1-yl)methyl and (2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetamido groups at positions 3 and 7, respectively, of the cephem skeleton. — 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

cephalosporinARO:0000032

Strictly broader compounds or drug classes this molecule belongs to.

cephalosporin CHEBI:23066
Label unavailable CHEBI:36816
cephalosporin ARO:0000032

Chemical structure

Computed structure properties
Molecular formula	C19H24N6O5S2
Charge	0
Average mass	480.572 Da
Monoisotopic mass	480.12496 Da
Source	ChEBI
InChIKey	HVFLCNVBZFFHBT-ZKDACBOMSA-N

SMILES

[H][C@]12SCC(C[N+]3(C)CCCC3)=C(C(=O)[O-])N1C(=O)[C@H]2NC(=O)/C(=N\OC)c1csc(N)n1

InChI

InChI=1S/C19H24N6O5S2/c1-25(5-3-4-6-25)7-10-8-31-17-13(16(27)24(17)14(10)18(28)29)22-15(26)12(23-30-2)11-9-32-19(20)21-11/h9,13,17H,3-8H2,1-2H3,(H3-,20,21,22,26,28,29)/b23-12-/t13-,17-/m1/s1

Also called

cefepima (INN)— chebi
cefepimum (INN)— chebi
7β-[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetamido]-3-[(1-methylpyrrolidinium-1-yl)methyl]-3,4-didehydrocepham-4-carboxylate (EXACT_SYNONYM)— chebi
(6R,7R)-7-{[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino}-3-[(1-methylpyrrolidinium-1-yl)methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate (EXACT_SYNONYM)— chebi
CFPM (EXACT_SYNONYM)— chebi
Cefepime (EXACT_SYNONYM)— chebi
Axepim (EXACT_SYNONYM)— aro
Cefepima (EXACT_SYNONYM)— aro
Cefepimum (EXACT_SYNONYM)— aro
FEP (EXACT_SYNONYM)— aro
Maxipime (EXACT_SYNONYM)— aro

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
ARO	`ARO:0000059`	cefepime	`antibioticmech:aro-3c50c3a1cf`	2026-08-30
CHEBI	`CHEBI:478164`	cefepime	`antibioticmech:chebi-7ff51e1b9f`	2026-08-30

Molecular targets

The molecular entity or process this compound acts on. Each target carries evidence — this is a mechanistic claim, not a classification.

beta-lactam sensitive penicillin-binding protein PROTEIN DIRECT_BINDING_TARGET

ARO:3000749

CARD/ARO database assertion; target organism, strain, and assay are not specified. Penicillin-binding proteins are asserted as inhibited transpeptidases. Evidence status: PRIMARY_EVIDENCE_NEEDED. Source: CARD_ARO 2026-08-30 (retrieved 2026-08-30).

ARO:3000749 (CARD/ARO asserts targeted_by_antibiotic ARO:0000059 (cefepime); database assertion, not a primary citation.)

Activity spectrum

Measured or curated activity against specific taxa. A number without a method is not an observation — every row here carries an assay.

31 observations · Browse all observations · Complete record (JSON.gz)

Activity observations
Organism	Activity	MIC	Disk diffusion	Assay	Strain	Sample/genome	Evidence
Escherichia coli NCBITaxon:562	—	>32.0 mg/L	—	Broth microdilution cefepime MIC; modal MIC reported; interpreted using CLSI 2025 M100 S35.	0349	BioSample SAMN11953777	Evidence Page data (JSON.gz)
Klebsiella pneumoniae NCBITaxon:573	—	>32.0 mg/L	—	Broth microdilution cefepime MIC; modal MIC reported; interpreted using CLSI 2025 M100 S35.	0497	BioSample SAMN11953783	Evidence Page data (JSON.gz)
Acinetobacter baumannii NCBITaxon:470	—	>32.0 mg/L	—	Broth microdilution cefepime MIC; modal MIC reported; interpreted using CLSI 2024 M100 S34.	0297	BioSample SAMN04901687	Evidence Page data (JSON.gz)
Escherichia coli NCBITaxon:562	—	>32.0 mg/L	—	Broth microdilution cefepime MIC; modal MIC reported; interpreted using CLSI 2025 M100 S35.	0346	BioSample SAMN11953774	Evidence Page data (JSON.gz)
Klebsiella pneumoniae NCBITaxon:573	—	>32.0 mg/L	—	Broth microdilution cefepime MIC; modal MIC reported; interpreted using CLSI 2025 M100 S35.	1149	BioSample SAMN34111336	Evidence Page data (JSON.gz)
Enterobacter cloacae complex NCBITaxon:354276	—	>32.0 mg/L	—	Broth microdilution cefepime MIC; modal MIC reported; interpreted using CLSI 2025 M100 S35.	1151	BioSample SAMN34111338	Evidence Page data (JSON.gz)
Enterobacter cloacae complex NCBITaxon:354276	—	>32.0 mg/L	—	Broth microdilution cefepime MIC; modal MIC reported; interpreted using CLSI 2025 M100 S35.	1152	BioSample SAMN34111339	Evidence Page data (JSON.gz)
Klebsiella pneumoniae NCBITaxon:573	—	>32.0 mg/L	—	Broth microdilution cefepime MIC; modal MIC reported; interpreted using CLSI 2025 M100 S35.	1153	BioSample SAMN34111340	Evidence Page data (JSON.gz)
Pseudomonas aeruginosa NCBITaxon:287	—	>32.0 mg/L	—	Broth microdilution cefepime MIC; modal MIC reported; interpreted using CLSI 2025 M100 S35.	1155	BioSample SAMN34111341	Evidence Page data (JSON.gz)
Pseudomonas aeruginosa NCBITaxon:287	—	>32.0 mg/L	—	Broth microdilution cefepime MIC; modal MIC reported; interpreted using CLSI 2025 M100 S35.	1156	BioSample SAMN34111342	Evidence Page data (JSON.gz)
Pseudomonas aeruginosa NCBITaxon:287	—	>32.0 mg/L	—	Broth microdilution cefepime MIC; modal MIC reported; interpreted using CLSI 2025 M100 S35.	1157	BioSample SAMN34111343	Evidence Page data (JSON.gz)
Klebsiella pneumoniae NCBITaxon:573	—	>32.0 mg/L	—	Broth microdilution cefepime MIC; modal MIC reported; interpreted using CLSI 2025 M100 S35.	1158	BioSample SAMN34111344	Evidence Page data (JSON.gz)
Pseudomonas aeruginosa NCBITaxon:287	—	>32.0 mg/L	—	Broth microdilution cefepime MIC; modal MIC reported; interpreted using CLSI 2025 M100 S35.	1159	BioSample SAMN34111345	Evidence Page data (JSON.gz)
Enterobacter cloacae complex NCBITaxon:354276	—	>32.0 mg/L	—	Broth microdilution cefepime MIC; modal MIC reported; interpreted using CLSI 2025 M100 S35.	1160	BioSample SAMN34111346	Evidence Page data (JSON.gz)
Pseudomonas aeruginosa NCBITaxon:287	—	>32.0 mg/L	—	Broth microdilution cefepime MIC; modal MIC reported; interpreted using CLSI 2025 M100 S35.	1161	BioSample SAMN34111347	Evidence Page data (JSON.gz)
Escherichia coli NCBITaxon:562	—	>32.0 mg/L	—	Broth microdilution cefepime MIC; modal MIC reported; interpreted using CLSI 2025 M100 S35.	1162	BioSample SAMN34111348	Evidence Page data (JSON.gz)
Klebsiella pneumoniae NCBITaxon:573	—	>32.0 mg/L	—	Broth microdilution cefepime MIC; modal MIC reported; interpreted using CLSI 2025 M100 S35.	1163	BioSample SAMN34111349	Evidence Page data (JSON.gz)
Pseudomonas aeruginosa NCBITaxon:287	—	>32.0 mg/L	—	Broth microdilution cefepime MIC; modal MIC reported; interpreted using CLSI 2025 M100 S35.	1106	BioSample SAMN19970475	Evidence Page data (JSON.gz)
Pseudomonas aeruginosa NCBITaxon:287	—	>32.0 mg/L	—	Broth microdilution cefepime MIC; modal MIC reported; interpreted using CLSI 2025 M100 S35.	1107	BioSample SAMN31096620	Evidence Page data (JSON.gz)
Pseudomonas aeruginosa NCBITaxon:287	—	>32.0 mg/L	—	Broth microdilution cefepime MIC; modal MIC reported; interpreted using CLSI 2025 M100 S35.	1268	BioSample SAMN33435241	Evidence Page data (JSON.gz)
Pseudomonas aeruginosa NCBITaxon:287	—	>32.0 mg/L	—	Broth microdilution cefepime MIC; modal MIC reported; interpreted using CLSI 2025 M100 S35.	1269	BioSample SAMN33435242	Evidence Page data (JSON.gz)
Pseudomonas aeruginosa NCBITaxon:287	—	>32.0 mg/L	—	Broth microdilution cefepime MIC; modal MIC reported; interpreted using CLSI 2025 M100 S35.	1270	BioSample SAMN33435243	Evidence Page data (JSON.gz)
Pseudomonas aeruginosa NCBITaxon:287	—	>32.0 mg/L	—	Broth microdilution cefepime MIC; modal MIC reported; interpreted using CLSI 2025 M100 S35.	1328	BioSample SAMN50502207	Evidence Page data (JSON.gz)
Escherichia coli NCBITaxon:562	—	>32.0 mg/L	—	Broth microdilution cefepime MIC; modal MIC reported; interpreted using CLSI 2025 M100 S35.	0495	BioSample SAMN11953781	Evidence Page data (JSON.gz)
Acinetobacter baumannii NCBITaxon:470	—	>32.0 mg/L	—	Broth microdilution cefepime MIC; modal MIC reported; CDC/FDA AR Isolate Bank reports an R interpretation without a versioned breakpoint footnote on this isolate page.	0033	BioSample SAMN04014874	Evidence Page data (JSON.gz)
Acinetobacter baumannii NCBITaxon:470	—	>32.0 mg/L	—	Broth microdilution cefepime MIC; modal MIC reported; interpreted using CLSI 2024 M100 S34 per the CDC/FDA AR Isolate Bank Panel 1227 footnote.	0078	BioSample SAMN04014919	Evidence Page data (JSON.gz)
Acinetobacter baumannii NCBITaxon:470	—	>32.0 mg/L	—	Broth microdilution cefepime MIC; modal MIC reported; interpreted using CLSI 2020 M100 S30 per the CDC/FDA AR Isolate Bank Panel 1227 footnote.	0083	BioSample SAMN04014924	Evidence Page data (JSON.gz)
Pseudomonas aeruginosa NCBITaxon:287	—	>32.0 mg/L	—	CDC/FDA AR Isolate Bank cefepime MIC; interpreted using CLSI 2026 M100 Ed36 per the Panel 1394 footnote.	1332	—	Evidence Page data (JSON.gz)
Pseudomonas aeruginosa NCBITaxon:287	—	>32.0 mg/L	—	CDC/FDA AR Isolate Bank cefepime MIC; interpreted using CLSI 2026 M100 Ed36 per the Panel 1394 footnote.	1333	—	Evidence Page data (JSON.gz)
Pseudomonas aeruginosa NCBITaxon:287	—	>32.0 mg/L	—	CDC/FDA AR Isolate Bank cefepime MIC; interpreted using CLSI 2026 M100 S36 per the Panel 1394 footnote.	1334	—	Evidence Page data (JSON.gz)
Salmonella enterica subsp. enterica serovar Typhimurium NCBITaxon:90371	—	>32.0 mg/L	—	Broth microdilution cefepime MIC; modal MIC reported; interpreted using CLSI 2025 M100 S35 per the CDC/FDA AR Isolate Bank Panel 10 footnote.	0539	BioSample SAMN07688908	Evidence Page data (JSON.gz)

Resistance mechanisms

13 source-backed resistance determinants or associations, with ARO grounding where reported. Grouped by reported mechanism type.

ANTIBIOTIC_INACTIVATION 8

ANTIBIOTIC_INACTIVATION
Determinant	ARO ID	Organism	Gene families	Evidence
ACC-1	ARO:3001815	not organism-specific	—	ARO:3001815 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000059 (cefepime); database assertion, not a primary citation.)
Acinetobacter baumannii ampC beta-lactamase	ARO:3003796	not organism-specific	—	ARO:3003796 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000059 (cefepime); database assertion, not a primary citation.)
KPC-123	ARO:3007196	not organism-specific	—	ARO:3007196 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000059 (cefepime); database assertion, not a primary citation.)
LAP-1	ARO:3004825	not organism-specific	—	ARO:3004825 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000059 (cefepime); database assertion, not a primary citation.)
LAP-2	ARO:3004826	not organism-specific	—	ARO:3004826 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000059 (cefepime); database assertion, not a primary citation.)
LAQ-1	ARO:3007438	not organism-specific	—	ARO:3007438 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000059 (cefepime); database assertion, not a primary citation.)
SCO-1	ARO:3004856	not organism-specific	—	ARO:3004856 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000059 (cefepime); database assertion, not a primary citation.)
VIM-63	ARO:3005511	not organism-specific	—	ARO:3005511 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000059 (cefepime); database assertion, not a primary citation.)

REDUCED_PERMEABILITY 3

REDUCED_PERMEABILITY
Determinant	ARO ID	Organism	Gene families	Evidence
Escherichia coli ompF with mutation conferring resistance to beta-lactam antibiotics	ARO:3003390	not organism-specific	—	ARO:3003390 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000059 (cefepime); database assertion, not a primary citation.)
Klebsiella aerogenes Omp36	ARO:3003385	not organism-specific	—	ARO:3003385 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000059 (cefepime); database assertion, not a primary citation.)
Klebsiella pneumoniae OmpK35	ARO:3003966	not organism-specific	—	ARO:3003966 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000059 (cefepime); database assertion, not a primary citation.)

ANTIBIOTIC_EFFLUX 2

ANTIBIOTIC_EFFLUX
Determinant	ARO ID	Organism	Gene families	Evidence
AxyXY-OprZ	ARO:3004141	not organism-specific	—	ARO:3004141 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000059 (cefepime); database assertion, not a primary citation.)
Klebsiella pneumoniae KpnEF	ARO:3004585	not organism-specific	—	ARO:3004585 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000059 (cefepime); database assertion, not a primary citation.)

Curation history

SEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Seeded from data/raw/ inventories (ARO, 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 2026-09-10 · seed_from_sources
Re-seeded from updated data/raw/ inventories
CURATED_RESISTANT_TAXA 2026-09-12 · codex · LLM-assisted
Added one stable-URL CDC/FDA AR Isolate Bank cefepime-resistant Escherichia coli isolate MIC observation.
CURATED_RESISTANT_TAXA 2026-09-12 · codex · LLM-assisted
Added one stable-URL CDC/FDA AR Isolate Bank cefepime-resistant Klebsiella pneumoniae isolate MIC observation.
CURATED_RESISTANT_TAXA 2026-09-12 · codex · LLM-assisted
Added one stable-URL CDC/FDA AR Isolate Bank cefepime-resistant Acinetobacter baumannii isolate MIC observation.
CURATED_RESISTANT_TAXA 2026-09-12 · codex · LLM-assisted
Corrected the CDC/FDA AR Isolate Bank 0349 breakpoint context from CLSI 2024 M100 S34 to CLSI 2025 M100 S35.
CURATED_RESISTANT_TAXA 2026-09-12 · codex · LLM-assisted
Added one stable-URL CDC/FDA AR Isolate Bank cefepime-resistant Escherichia coli MIC observation from isolate 0346.
CURATED_RESISTANT_TAXA 2026-09-12 · codex · LLM-assisted
Added 13 stable-URL CDC/FDA AR Isolate Bank cefepime-resistant Multi-Mechanism panel MIC observations for AR-1149, AR-1151, AR-1152, AR-1153, AR-1155, AR-1156, AR-1157, AR-1158, AR-1159, AR-1160, AR-1161, AR-1162, and AR-1163.
CURATED_RESISTANT_TAXA 2026-09-14 · codex · LLM-assisted
Added one stable-URL CDC/FDA AR Isolate Bank Panel 10 cefepime-resistant Pseudomonas aeruginosa MIC observation for AR-1106.
CURATED_RESISTANT_TAXA 2026-09-15 · codex · LLM-assisted
Added one stable-URL CDC/FDA AR Isolate Bank Panel 10 cefepime-resistant Pseudomonas aeruginosa MIC observation for AR-1107.
CURATED_RESISTANT_TAXA 2026-09-16 · codex · LLM-assisted
Added one stable-URL CDC/FDA AR Isolate Bank Panel 10 cefepime-resistant Pseudomonas aeruginosa MIC observation for AR-1268.
CURATED_RESISTANT_TAXA 2026-09-16 · codex · LLM-assisted
Added one stable-URL CDC/FDA AR Isolate Bank Panel 10 cefepime-resistant Pseudomonas aeruginosa MIC observation for AR-1269.
CURATED_RESISTANT_TAXA 2026-09-16 · codex · LLM-assisted
Added one stable-URL CDC/FDA AR Isolate Bank Panel 10 cefepime-resistant Pseudomonas aeruginosa MIC observation for AR-1270.
CURATED_RESISTANT_TAXA 2026-09-16 · codex · LLM-assisted
Added one stable-URL CDC/FDA AR Isolate Bank Panel 10 cefepime-resistant Pseudomonas aeruginosa MIC observation for AR-1328.
CURATED_RESISTANT_TAXA 2026-09-17 · codex · LLM-assisted
Added one stable-URL CDC/FDA AR Isolate Bank Panel 10 cefepime-resistant Escherichia coli MIC observation for AR-0495.
CURATED_RESISTANT_TAXA 2026-09-17 · codex · LLM-assisted
Added CDC/FDA AR Isolate Bank Panel 1227 isolate 0033 Acinetobacter baumannii cefepime MIC >32 mg/L with interpretation R; preserved BioSample SAMN04014874 and Study ID CarbaNP-02 in evidence notes.
CURATED_RESISTANT_TAXA 2026-09-18 · codex · LLM-assisted
Added one stable-URL CDC/FDA AR Isolate Bank Panel 1227 cefepime-resistant Acinetobacter baumannii MIC observation for AR-0078; preserved source Pus, BioSample SAMN04014919, Study ID CarbaNP-47, and MLST ST229(Pasteur)/ST203(Oxford) in evidence notes.
CURATED_RESISTANT_TAXA 2026-09-19 · codex · LLM-assisted
Added one stable-URL CDC/FDA AR Isolate Bank Panel 1227 cefepime-resistant Acinetobacter baumannii MIC observation for AR-0083; preserved source Unknown, BioSample SAMN04014924, Study ID CarbaNP-52, and MLST ST1(Pasteur)/ST231/1604(Oxford) in evidence notes.
CURATED_RESISTANT_TAXA 2026-09-20 · codex · LLM-assisted
Added one stable-URL CDC/FDA AR Isolate Bank Panel 1394 cefepime-resistant Pseudomonas aeruginosa MIC observation for AR-1332; preserved source Urine, Study ID IMP-10, unavailable BioSample accession, and MLST ST357(Pasteur) in evidence notes.
CURATED_RESISTANT_TAXA 2026-09-20 · codex · LLM-assisted
Added two stable-URL CDC/FDA AR Isolate Bank Panel 1394 cefepime-resistant Pseudomonas aeruginosa MIC observations for AR-1333 and AR-1334; preserved sources Urine and P-trap water, Study IDs IMP-11 and IMP-12, unavailable BioSample accessions, and MLST ST2731(Pasteur)/ST235(Pasteur) in evidence notes.
CURATED_RESISTANT_TAXA 2026-09-21 · codex · LLM-assisted
Added one stable-URL CDC/FDA AR Isolate Bank Panel 10 cefepime-resistant Salmonella Typhimurium MIC observation for AR-0539; preserved source Stool, BioSample SAMN07688908, and Study ID NEW-23 in evidence notes.
STRUCTURED_ACTIVITY_BIOSAMPLE_ACCESSIONS 2026-09-26 · codex · LLM-assisted
Structured BioSample accessions on 28 activity_spectrum observation(s) where evidence notes already named exactly one accession.

Provenance

Seeded by scripts/seed_from_sources.py from the committed inventories in data/raw/. View the record (YAML).

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