cefoperazone ๐Ÿถ Veterinary Use | Indications/Contra | FAERs-F | FAERs-M | Orange Bk | BioActivity |

Stem definitionDrug idCAS RN
antibiotics, cefalosporanic acid derivatives 543 62893-19-0

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • cefoperazone
  • biocefazon
  • cefoperazine
  • cefobid
  • cephaperazon
  • cefoperazone sodium
  • cefoperazone dihydrate
Semisynthetic broad-spectrum cephalosporin with a tetrazolyl moiety that is resistant to beta-lactamase. It may be used to treat Pseudomonas infections.
  • Molecular weight: 645.67
  • Formula: C25H27N9O8S2
  • CLOGP: -0.21
  • LIPINSKI: 2
  • HAC: 17
  • HDO: 4
  • TPSA: 220.26
  • ALOGS: -3.35
  • ROTB: 9

  • Status: OFM

  • Legend:
    OFP - off patent
    OFM - off market
    ONP - on patent

Drug dosage:

DoseUnitRoute
4 g P
4 g P

ADMET properties:

PropertyValueReference
MRTD (Maximum Recommended Therapeutic Daily Dose) 309.75 ยตM/kg/day Contrera JF, Matthews EJ, Kruhlak NL, Benz RD
BDDCS (Biopharmaceutical Drug Disposition Classification System) 3 Hosey CM, Chan R, Benet LZ
EoM (Fraction excreted unchanged in urine) 29 % Hosey CM, Chan R, Benet LZ
BA (Bioavailability) 10 % Kim MT, Sedykh A, Chakravarti SK, Saiakhov RD, Zhu H
Vd (Volume of distribution) 0.17 L/kg Lombardo F, Berellini G, Obach RS
CL (Clearance) 1.30 mL/min/kg Lombardo F, Berellini G, Obach RS
fu (Fraction unbound in plasma) 0.07 % Lombardo F, Berellini G, Obach RS
t_half (Half-life) 1.80 hours Lombardo F, Berellini G, Obach RS

Approvals:

DateAgencyCompanyOrphan
Nov. 18, 1982 FDA

FDA Adverse Event Reporting System (Female)

None

FDA Adverse Event Reporting System (Male)

None

FDA Adverse Event Reporting System (Geriatric)

None

FDA Adverse Event Reporting System (Pediatric)

None

Pharmacologic Action:

SourceCodeDescription
ATC J01DD12 ANTIINFECTIVES FOR SYSTEMIC USE
ANTIBACTERIALS FOR SYSTEMIC USE
OTHER BETA-LACTAM ANTIBACTERIALS
Third-generation cephalosporins
ATC J01DD62 ANTIINFECTIVES FOR SYSTEMIC USE
ANTIBACTERIALS FOR SYSTEMIC USE
OTHER BETA-LACTAM ANTIBACTERIALS
Third-generation cephalosporins
FDA CS M0003827 Cephalosporins
FDA EPC N0000175488 Cephalosporin Antibacterial
CHEBI has role CHEBI:36047 antibacterial drugs
MeSH PA D000900 Anti-Bacterial Agents
MeSH PA D000890 Anti-Infective Agents

Drug Use (View source of the data)

DiseaseRelationSNOMED_IDDOID
Alcohol intoxication contraindication 25702006
Vitamin K deficiency contraindication 52675005 DOID:11249
Disorder of digestive system contraindication 53619000 DOID:77
Blood coagulation disorder contraindication 64779008 DOID:1247
Factor II deficiency contraindication 73975000
Disease of liver contraindication 235856003 DOID:409
Pseudomembranous enterocolitis contraindication 397683000




๐Ÿถ Veterinary Drug Use

None

๐Ÿถ Veterinary products

None

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation levelDissociation constantType (acidic/basic)
pKa1 2.63 acidic
pKa2 8.03 acidic
pKa3 12.64 acidic

Orange Book patent data (new drug applications)

None

Orange Book exclusivity data (new drug applications)

None

Bioactivity Summary:

TargetClassPharosUniProtActionTypeActivity value
(-log[M])
Mechanism
action
Bioact sourceMoA source
Bacterial penicillin-binding protein Enzyme INHIBITOR CHEMBL CHEMBL
Penicillin-binding protein 1A Enzyme WOMBAT-PK

External reference:

IDSource
4019662 VUID
N0000147754 NUI
D00918 KEGG_DRUG
62893-20-3 SECONDARY_CAS_RN
2184 RXNORM
4018506 VANDF
4019662 VANDF
C0007552 UMLSCUI
CHEBI:3493 CHEBI
CHEMBL507674 ChEMBL_ID
CHEMBL1200482 ChEMBL_ID
D002438 MESH_DESCRIPTOR_UI
DB01329 DRUGBANK_ID
12025 IUPHAR_LIGAND_ID
4742 INN_ID
7U75I1278D UNII
44187 PUBCHEM_CID
4377 MMSL
998 MMSL
d00074 MMSL
002728 NDDF
004846 NDDF
3136005 SNOMEDCT_US
372743004 SNOMEDCT_US
44938006 SNOMEDCT_US
CHEMBL1697715 ChEMBL_ID

Pharmaceutical products:

None