cefonicid   Click here for help

GtoPdb Ligand ID: 12217

Synonyms: Monocid® | SK&F 75073
Approved drug
cefonicid is an approved drug (FDA (1993))
Compound class: Synthetic organic
Comment: Cefonicid is a semisynthetic, second generation cephalosporin belonging to the β-lactam class of antibacterial compounds [1].
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 13
Hydrogen bond donors 4
Rotatable bonds 10
Topological polar surface area 263.89
Molecular weight 542.57
XLogP -1.27
No. Lipinski's rules broken 2
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Canonical SMILES O=C([C@@H](c1ccccc1)O)N[C@@H]1C(=O)N2[C@@H]1SCC(=C2C(=O)O)CSc1nnnn1CS(=O)(=O)O
Isomeric SMILES C1C(=C(N2[C@H](S1)[C@@H](C2=O)NC(=O)[C@@H](c1ccccc1)O)C(=O)O)CSc1nnnn1CS(=O)(=O)O
InChI InChI=1S/C18H18N6O8S3/c25-13(9-4-2-1-3-5-9)14(26)19-11-15(27)24-12(17(28)29)10(6-33-16(11)24)7-34-18-20-21-22-23(18)8-35(30,31)32/h1-5,11,13,16,25H,6-8H2,(H,19,26)(H,28,29)(H,30,31,32)/t11-,13-,16-/m1/s1
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1993))
IUPAC Name Click here for help
(6R,7R)-7-[[(2R)-2-hydroxy-2-phenylacetyl]amino]-8-oxo-3-[[1-(sulfomethyl)tetrazol-5-yl]sulfanylmethyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
International Nonproprietary Names Click here for help
INN number INN
4479 cefonicid
Synonyms Click here for help
Monocid® | SK&F 75073
Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo Cefonicid
Other databases
CAS Registry No. 61270-58-4 (source: Scifinder)
ChEMBL Ligand CHEMBL1601
DrugBank Ligand DB01328
DrugCentral Ligand 542
GtoPdb PubChem SID 472319337
PubChem CID 43594
Search Google for chemical match using the InChIKey DYAIAHUQIPBDIP-AXAPSJFSSA-N
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UniChem Compound Search for chemical match using the InChIKey DYAIAHUQIPBDIP-AXAPSJFSSA-N
UniChem Connectivity Search for chemical match using the InChIKey DYAIAHUQIPBDIP-AXAPSJFSSA-N