cefacetrile   Click here for help

GtoPdb Ligand ID: 12192

Synonyms: Celospor® | cephacetrile
Compound class: Synthetic organic
Comment: Cefacetrile is a first generation cephalosporin belonging to the β-lactam class of antibacterial compounds.
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 9
Hydrogen bond donors 2
Rotatable bonds 7
Topological polar surface area 162.1
Molecular weight 339.05
XLogP -1.48
No. Lipinski's rules broken 0
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Canonical SMILES CC(=O)OCC1=C(N2[C@H](SC1)[C@@H](C2=O)NC(=O)CC#N)C(=O)O
Isomeric SMILES CC(=O)OCC1=C(N2[C@@H]([C@@H](C2=O)NC(=O)CC#N)SC1)C(=O)O
InChI InChI=1S/C13H13N3O6S/c1-6(17)22-4-7-5-23-12-9(15-8(18)2-3-14)11(19)16(12)10(7)13(20)21/h9,12H,2,4-5H2,1H3,(H,15,18)(H,20,21)/t9-,12-/m1/s1
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
(6R,7R)-3-(acetyloxymethyl)-7-[(2-cyanoacetyl)amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
International Nonproprietary Names Click here for help
INN number INN
3007 cefacetrile
Synonyms Click here for help
Celospor® | cephacetrile
Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo Cefacetrile
Other databases
CAS Registry No. 10206-21-0 (source: Scifinder)
ChEBI CHEBI:135437
ChEMBL Ligand CHEMBL2110602
DrugBank Ligand DB01414
DrugCentral Ligand 524
GtoPdb PubChem SID 472319314
PubChem CID 91562
Search Google for chemical match using the InChIKey RRYMAQUWDLIUPV-BXKDBHETSA-N
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UniChem Compound Search for chemical match using the InChIKey RRYMAQUWDLIUPV-BXKDBHETSA-N
UniChem Connectivity Search for chemical match using the InChIKey RRYMAQUWDLIUPV-BXKDBHETSA-N