AntibioticMech

cefatrizine

CHEBI:131730 ·resolve ·ANTIBACTERIAL ·EXACT SEEDED

A cephalosporin compound having (1H-1,2,3-triazol-4-ylsulfanyl)methyl and [(2R)-2-amino-2-(4-hydroxyphenyl)]acetamido side-groups. An antibacterial drug first prepared in the 1970s, it has more recently been found to be an inhibitor of eukaryotic elongation factor-2 kinase (eEF2K), which is known to regulate apoptosis, autophagy and ER stress in many types of human cancers. — ChEBI

Classification

cephalosporinARO:0000032

Strictly broader compounds or drug classes this molecule belongs to.

• CHEBI:22475 CHEBI:22475
• CHEBI:23066 CHEBI:23066
• CHEBI:33575 CHEBI:33575
• CHEBI:33853 CHEBI:33853
• CHEBI:35727 CHEBI:35727
• CHEBI:72588 CHEBI:72588
• ARO:0000032 ARO:0000032

Chemical structure

Computed structure properties

Molecular formula	C18H18N6O5S2
Charge	0
Average mass	462.513 Da
Monoisotopic mass	462.07801 Da
Source	ChEBI
InChIKey	UOCJDOLVGGIYIQ-PBFPGSCMSA-N

SMILES

[H][C@]12SCC(CSc3cnnn3)=C(C(=O)O)N1C(=O)[C@@]2([H])NC(=O)[C@H](N)c1ccc(O)cc1

InChI

InChI=1S/C18H18N6O5S2/c19-12(8-1-3-10(25)4-2-8)15(26)21-13-16(27)24-14(18(28)29)9(7-31-17(13)24)6-30-11-5-20-23-22-11/h1-5,12-13,17,25H,6-7,19H2,(H,21,26)(H,28,29)(H,20,22,23)/t12-,13-,17-/m1/s1

Also called

• cefatrizina (INN)— chebi
• cefatrizinum (INN)— chebi
• céfatrizine (INN)— chebi
• (6R,7R)-7-{[(2R)-2-amino-2-(4-hydroxyphenyl)acetyl]amino}-8-oxo-3-[(1H-1,2,3-triazol-4-ylsulfanyl)methyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (EXACT_SYNONYM)— chebi
• (7R)-7-(α-D-4-hydroxyphenylglycylamino)-3-(1H-1,2,3-triazol-4-ylthiomethyl)-3-cephem-4-carboxylic acid (EXACT_SYNONYM)— chebi
• BL-S 640 (EXACT_SYNONYM)— chebi
• BL-S640 (EXACT_SYNONYM)— chebi
• BLS 640 (EXACT_SYNONYM)— chebi
• SKF 60771 (EXACT_SYNONYM)— chebi
• antibiotic BL-S 640 (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

• ARO:3009111
• cas:51627-14-6
• drugcentral:529
• kegg.drug:D02406
• patent:DE2316866
• patent:DE2364192
• patent:US3867380
• reaxys:8172545
• wikipedia.en:Cefatrizine
• chembl:CHEMBL1095284
• pubchem.compound:6410758

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:3009111	cefatrizine	antibioticmech:aro-8b43f252da	2026-08-30
CHEBI	CHEBI:131730	cefatrizine	antibioticmech:chebi-d725682282	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.