cefradine Indications/Contra | FAERs-F | FAERs-M | Orange Bk | BioActivity |

Stem definitionDrug idCAS RN
antibiotics, cefalosporanic acid derivatives 576 38821-53-3

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • cefradine
  • cefradex
  • cefradin
  • cephradin
  • cephradine
A semi-synthetic cephalosporin antibiotic.
  • Molecular weight: 349.41
  • Formula: C16H19N3O4S
  • CLOGP: -1.73
  • LIPINSKI: 0
  • HAC: 7
  • HDO: 3
  • TPSA: 112.73
  • ALOGS: -2.65
  • ROTB: 4

  • Status: OFM

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

Drug dosage:

DoseUnitRoute
2 g O
2 g P

ADMET properties:

PropertyValueReference
BDDCS (Biopharmaceutical Drug Disposition Classification System) 3 Benet LZ, Broccatelli F, Oprea TI
S (Water solubility) 26 mg/mL Benet LZ, Broccatelli F, Oprea TI
EoM (Fraction excreted unchanged in urine) 86 % Benet LZ, Broccatelli F, Oprea TI
MRTD (Maximum Recommended Therapeutic Daily Dose) 190.89 ┬ÁM/kg/day Contrera JF, Matthews EJ, Kruhlak NL, Benz RD
BA (Bioavailability) 94 % Kim MT, Sedykh A, Chakravarti SK, Saiakhov RD, Zhu H
Vd (Volume of distribution) 0.21 L/kg Lombardo F, Berellini G, Obach RS
CL (Clearance) 3.30 mL/min/kg Lombardo F, Berellini G, Obach RS
fu (Fraction unbound in plasma) 0.95 % Lombardo F, Berellini G, Obach RS
t_half (Half-life) 0.85 hours Lombardo F, Berellini G, Obach RS

Approvals:

DateAgencyCompanyOrphan
Aug. 19, 1974 FDA APOTHECON

FDA Adverse Event Reporting System (Female)

None

FDA Adverse Event Reporting System (Male)

None

Pharmacologic Action:

SourceCodeDescription
ATC J01DB09 ANTIINFECTIVES FOR SYSTEMIC USE
ANTIBACTERIALS FOR SYSTEMIC USE
OTHER BETA-LACTAM ANTIBACTERIALS
First-generation cephalosporins
MeSH PA D000900 Anti-Bacterial Agents
MeSH PA D000890 Anti-Infective Agents
CHEBI has role CHEBI:36047 antibacterial drug

Drug Use (View source of the data)

DiseaseRelationSNOMED_IDDOID
Acute otitis media indication 3110003
Prostatitis indication 9713002 DOID:14654
Infection of skin AND/OR subcutaneous tissue indication 19824006
Staphylococcal pneumonia indication 22754005
Pneumonia due to Streptococcus indication 34020007
Streptococcal tonsillitis indication 41582007
Lower respiratory tract infection indication 50417007
Upper respiratory infection indication 54150009
Klebsiella cystitis indication 60867007
Urinary tract infectious disease indication 68566005
Haemophilus influenzae pneumonia indication 70036007
Tonsillitis indication 90176007 DOID:10456
Infection of bone indication 111253001
Bacterial infection due to Klebsiella pneumoniae indication 186435004
Pneumonia indication 233604007 DOID:552
Escherichia coli urinary tract infection indication 301011002
Proteus urinary tract infection indication 301012009
Streptococcus pyogenes infection indication 302809008
Infective otitis media indication 312218008
Infectious disorder of joint indication 363162000
Pharyngitis indication 405737000 DOID:2275
Infection due to Staphylococcus aureus indication 406602003
Prevention of Perioperative Infection indication
Klebsiella Prostatitis indication
Proteus Prostatitis indication
Staphylococcus Acute Otitis Media indication
Enterococcus Prostatitis indication
Enterococcus Urinary Tract Infection indication
Haemophilus Influenzae Acute Otitis Media indication
Acute nephropathy contraindication 58574008
Pseudomembranous enterocolitis contraindication 397683000

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation levelDissociation constantType (acidic/basic)
pKa1 2.77 acidic
pKa2 7.56 Basic

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
Matrix metalloproteinase-9 Enzyme IC50 5.40 WOMBAT-PK
Somatostatin receptor type 4 GPCR IC50 4.30 WOMBAT-PK
Bacterial penicillin-binding protein Enzyme INHIBITOR CHEMBL CHEMBL
Penicillin-binding protein 1A Enzyme WOMBAT-PK

External reference:

IDSource
D002515 MESH_DESCRIPTOR_UI
4017745 VUID
N0000146111 NUI
C0007738 UMLSCUI
D00264 KEGG_DRUG
387091007 SNOMEDCT_US
16791000 SNOMEDCT_US
4017745 VANDF
002718 NDDF
3082 MMSL
2239 RXNORM
4397 MMSL
d00053 MMSL
CHEMBL1604 ChEMBL_ID
DB01333 DRUGBANK_ID
CHEBI:3547 CHEBI
4830 IUPHAR_LIGAND_ID
38103 PUBCHEM_CID

Pharmaceutical products:

None