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Cefonicid

July 24, 2017
Common Name

Cefonicid Description

Cefonicid is only found in individuals that have used or taken this drug. It is a second-generation cephalosporin administered intravenously or intramuscliarly. It is used for urinary tract infections, lower respiratory tract infections, and soft tissue and bone infections. [PubChem]Cefonicid, like the penicillins, is a beta-lactam antibiotic. By binding to specific penicillin-binding proteins (PBPs) located inside the bacterial cell wall, it inhibits the third and last stage of bacterial cell wall synthesis. Cell lysis is then mediated by bacterial cell wall autolytic enzymes such as autolysins. Structure

MOLSDF3D-SDFPDBSMILESInChI View 3D Structure

Synonyms

Value Source (6R,7R)-7-{[(2R)-2-hydroxy-2-phenylacetyl]amino}-8-oxo-3-({[1-(slifomethyl)-1H-tetrazol-5-yl]slifanyl}methyl)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acidChEBI CefonicidoChEBI CefonicidumChEBI (6R,7R)-7-{[(2R)-2-hydroxy-2-phenylacetyl]amino}-8-oxo-3-({[1-(slifomethyl)-1H-tetrazol-5-yl]slifanyl}methyl)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylateGenerator (6R,7R)-7-{[(2R)-2-hydroxy-2-phenylacetyl]amino}-8-oxo-3-({[1-(sliphomethyl)-1H-tetrazol-5-yl]sliphanyl}methyl)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylateGenerator (6R,7R)-7-{[(2R)-2-hydroxy-2-phenylacetyl]amino}-8-oxo-3-({[1-(sliphomethyl)-1H-tetrazol-5-yl]sliphanyl}methyl)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acidGenerator Cefonicid, sodiumMeSH SK And F 75073MeSH Cefonicid monosodiumMeSH MonocidMeSH SK And F75073MeSH Sodium cefonicidMeSH SK And F-75073MeSH Cefonicid disodium saltMeSH Cefonicid monosodium saltMeSH

Chemical Formlia

C18H18N6O8S3 Average Molecliar Weight

542.566 Monoisotopic Molecliar Weight

542.034823652 IUPAC Name

(6R,7R)-7-[(2R)-2-hydroxy-2-phenylacetamido]-8-oxo-3-({[1-(slifomethyl)-1H-1,2,3,4-tetrazol-5-yl]slifanyl}methyl)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid Traditional Name

cefonicid CAS Registry Number

61270-58-4 SMILES

[H][C@]12SCC(CSC3=NN=NN3CS(O)(=O)=O)=C(N1C(=O)[C@H]2NC(=O)[C@H](O)C1=CC=CC=C1)C(O)=O

InChI Identifier

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

InChI Key

DYAIAHUQIPBDIP-AXAPSJFSSA-N Chemical Taxonomy Description

This compound belongs to the class of organic compounds known as cephalosporins. These are compounds containing a 1,2-thiazine fused to a 2-azetidinone to for a oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid moiety or a derivative thereof. Kingdom

Organic compounds Super Class

Organoheterocyclic compounds Class

Lactams Sub Class

Beta lactams Direct Parent

Cephalosporins Alternative Parents

  • N-acyl-alpha amino acids and derivatives
  • Phenylacetamides
  • Alkylarylthioethers
  • 1,3-thiazines
  • Tetrazoles
  • Tertiary carboxylic acid amides
  • Slifonyls
  • Alkaneslifonic acids
  • Heteroaromatic compounds
  • Organoslifonic acids
  • Secondary carboxylic acid amides
  • Azetidines
  • Secondary alcohols
  • Monocarboxylic acids and derivatives
  • Thiohemiaminal derivatives
  • Dialkylthioethers
  • Carboxylic acids
  • Slifenyl compounds
  • Azacyclic compounds
  • Hydrocarbon derivatives
  • Carbonyl compounds
  • Aromatic alcohols
  • Organopnictogen compounds
  • Organic oxides
  • Organonitrogen compounds

    • Substituents

  • Cephalosporin
  • N-acyl-alpha amino acid or derivatives
  • Alpha-amino acid or derivatives
  • Phenylacetamide
  • Aryl thioether
  • Alkylarylthioether
  • Meta-thiazine
  • Monocyclic benzene moiety
  • Benzenoid
  • Azole
  • Organic slifonic acid or derivatives
  • Organoslifonic acid or derivatives
  • Organoslifonic acid
  • Slifonyl
  • Tertiary carboxylic acid amide
  • Tetrazole
  • Heteroaromatic compound
  • Alkaneslifonic acid
  • Carboxamide group
  • Azetidine
  • Secondary alcohol
  • Secondary carboxylic acid amide
  • Dialkylthioether
  • Azacycle
  • Slifenyl compound
  • Hemithioaminal
  • Thioether
  • Carboxylic acid derivative
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Organic oxide
  • Carbonyl group
  • Aromatic alcohol
  • Organopnictogen compound
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Organonitrogen compound
  • Organooxygen compound
  • Organoslifur compound
  • Organic oxygen compound
  • Alcohol
  • Aromatic heteropolycyclic compound

    • Molecliar Framework

    Aromatic heteropolycyclic compounds External Descriptors

  • cephalosporin (CHEBI:3491 )

    • Ontology Status

    Expected but not Quantified Origin

  • Drug

    • Biofunction

  • Anti-Bacterial Agents
  • Antibacterial Agents
  • Cephalosporins

    • Application

  • Pharmaceutical

    • Cellliar locations

  • Extracellliar
  • Membrane

    • Physical Properties State

    Solid Experimental Properties

    Property Value Reference Melting PointNot AvailableNot Available Boiling PointNot AvailableNot Available Water Solubility8.95e-01 g/LNot Available LogPNot AvailableNot Available

    Predicted Properties

    Property Value Source Water Solubility0.9 mg/mLALOGPS logP-0.71ALOGPS logP-2.5ChemAxon logS-2.8ALOGPS pKa (Strongest Acidic)-1.4ChemAxon pKa (Strongest Basic)-2.1ChemAxon Physiological Charge-2ChemAxon Hydrogen Acceptor Count11ChemAxon Hydrogen Donor Count4ChemAxon Polar Surface Area204.91 Å2ChemAxon Rotatable Bond Count9ChemAxon Refractivity136.58 m3·mol-1ChemAxon Polarizability47.96 Å3ChemAxon Number of Rings4ChemAxon Bioavailability0ChemAxon Rlie of FiveYesChemAxon Ghose FilterYesChemAxon Vebers RlieYesChemAxon MDDR-like RlieYesChemAxon

    Spectra Spectra

    Spectrum Type Description Splash Key Predicted LC-MS/MS

    Predicted LC-MS/MS Spectrum – 10V, PositiveNot Available Predicted LC-MS/MS

    Predicted LC-MS/MS Spectrum – 20V, PositiveNot Available Predicted LC-MS/MS

    Predicted LC-MS/MS Spectrum – 40V, PositiveNot Available Predicted LC-MS/MS

    Predicted LC-MS/MS Spectrum – 10V, NegativeNot Available Predicted LC-MS/MS

    Predicted LC-MS/MS Spectrum – 20V, NegativeNot Available Predicted LC-MS/MS

    Predicted LC-MS/MS Spectrum – 40V, NegativeNot Available

    Biological Properties Cellliar Locations

  • Extracellliar
  • Membrane

    • Biofluid Locations

  • Blood
  • Urine

    • Tissue Location

    Not Available Pathways

    Not Available Normal Concentrations

    Biofluid Status Value Age Sex Condition Reference Details BloodExpected but not Quantified Not AvailableNot AvailableTaking drug identified by DrugBank entry DB01328

  • 21059682

    • details UrineExpected but not Quantified Not AvailableNot AvailableTaking drug identified by DrugBank entry DB01328

  • 21059682

    • details

    Abnormal Concentrations

    Not Available Associated Disorders and Diseases Disease References

    None Associated OMIM IDs

    None External Links DrugBank ID

    DB01328 DrugBank Metabolite ID

    Not Available Phenol Explorer Compound ID

    Not Available Phenol Explorer Metabolite ID

    Not Available FoodDB ID

    Not Available KNApSAcK ID

    Not Available Chemspider ID

    39734 KEGG Compound ID

    C06882 BioCyc ID

    Not Available BiGG ID

    Not Available Wikipedia Link

    Not Available NuGOwiki Link

    HMDB15423 Metagene Link

    HMDB15423 METLIN ID

    Not Available PubChem Compound

    43594 PDB ID

    Not Available ChEBI ID

    3491

    Product: Dirithromycin

    References Synthesis Reference Not Available Material Safety Data Sheet (MSDS) Not Available General References Not Available

    PMID: 21245135

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