carfecillin 🐶 Veterinary Use | Indications/Contra | FAERs-F | FAERs-M | Orange Bk | PK/Tox | Related Drugs | BioActivity |

Stem definitionDrug idCAS RN
antibiotics, 6-aminopenicillanic acid derivatives 507 27025-49-6

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • carfecillin sodium
  • BRL-3475
  • carfecillin
  • carbenicillin phenyl
  • carbenicillin phenyl ester
The phenyl ester of CARBENICILLIN that, upon oral administration, is broken down in the intestinal mucosa to the active antibacterial. It is used for urinary tract infections.
  • Molecular weight: 454.50
  • Formula: C23H22N2O6S
  • CLOGP: 3.17
  • LIPINSKI: 0
  • HAC: 8
  • HDO: 2
  • TPSA: 113.01
  • ALOGS: -4.40
  • ROTB: 7

  • Status: OFM

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

Drug dosage:

None

ADMET properties:

PropertyValueReference
BA (Bioavailability) 35 %
BA (Bioavailability) 43 %

Predicted pharmacokinetic/toxicological properties (PK-AZ):

PropertyDescriptionValueUnitConfidenceSimilarity
azlogd74 LogD at pH 7.4 0.223 Moderate 0.77
caco2-efflux Caco-2 efflux ratio (BA/AB) 7.727 Moderate 0.77
caco2-intrinsic-papp Caco-2 intrinsic apparent permeability 1.750 10^-6 cm/s Moderate 0.77
dh-clint Dog hepatocyte intrinsic clearance 5.610 uL/min/10^6 cells Moderate 0.77
dppb Dog plasma protein binding (% unbound) 6.050 % Moderate 0.77
fcs-ppb Fetal calf serum protein binding (% unbound) 6.440 % Moderate 0.77
herg hERG pIC50 4.602 pIC50 Moderate 0.77
hh-clint Human hepatocyte intrinsic clearance 4.710 uL/min/10^6 cells Moderate 0.77
hlm-clint Human liver microsomal intrinsic clearance 3.622 uL/min/mg protein Moderate 0.77
hppb Human plasma protein binding (% unbound) 4.170 % Moderate 0.77
kinase-safety-class ACVR2A,ACVR2B,AURKA,AXL,BRAF,BTK,CAMK2D,CDK5,CDK9,DDR1,DYRK1B,EGFR,EIF2AK3,EPHB4,ERBB2,GRK2,GRK3,GSK3B,ITK,JAK2,JAK3,MAP2K6,MAP3K21,MAP3K7,MAPK7,MAPK9,MAPKAPK2,NTRK2,PDK1,PDK2,PDK4,PDPK1,PIK3CB,PIK3CG,PIM2,PRKDC,STK33,SYK,TEK,TGFBR1,TTK,ZAP70 42
kinase-selectivity-class AXL,EIF2AK3,GRK2,MAP2K6 4
mdck-mdr1-bcrp-efflux MDCK-MDR1-BCRP efflux ratio 0.834 Moderate 0.74
mdck-mdr1-efflux MDCK-MDR1 efflux ratio 2.992 Moderate 0.77
mh-clint Mouse hepatocyte intrinsic clearance 25.410 Moderate 0.77
mppb Mouse plasma protein binding (% unbound) 3.700 Moderate 0.77
nih-mdck-mdr1-efflux NIH MDCK-MDR1 efflux ratio 5.689 Moderate 0.77
pfas-class PFAS structural alert (1 = True, 0 = False) 0
pppb Pig plasma protein binding (% unbound) 7.440 % Moderate 0.77
rat-kpuu-brain Rat brain Kpuu 0.009 % Moderate 0.74
rh-clint Rat hepatocyte intrinsic clearance 13.002 uL/min/10^6 cells Moderate 0.77
rh-fuinc Rat hepatocyte fraction unbound in incubation 61.800 % Moderate 0.77
rppb Rat plasma protein binding (% unbound) 3.320 % Moderate 0.77
solubility-dd Solubility at pH 7.4 in DMSO 941.890 uM Moderate 0.77

Approvals:

None

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 G01AA08 GENITO URINARY SYSTEM AND SEX HORMONES
GYNECOLOGICAL ANTIINFECTIVES AND ANTISEPTICS
ANTIINFECTIVES AND ANTISEPTICS, EXCL. COMBINATIONS WITH CORTICOSTEROIDS
Antibiotics
FDA CS M0016152 Penicillins
FDA EPC N0000175497 Penicillin-class Antibacterial
CHEBI has role CHEBI:33282 antibacterial agent
CHEBI has role CHEBI:36047 antibacterial drug
MeSH PA D000890 Anti-Infective Agents
MeSH PA D000900 Anti-Bacterial Agents
MeSH PA D000892 Anti-Infective Agents, Urinary

Related Drugs by ATC class:

G01AA Antibiotics 10 drugs

Drug Use | Suggest Off label Use Form| |View source of the data|

None




🐶 Veterinary Drug Use

None

🐶 Veterinary products

None

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation levelDissociation constantType (acidic/basic)
pKa1 2.79 acidic
pKa2 10.83 acidic

Orange Book patent data (new drug applications)

None

Orange Book exclusivity data (new drug applications)

None

Bioactivity Summary:

None

External reference:

IDSource
D02199 KEGG_DRUG
2015 RXNORM
C0007241 UMLSCUI
CHEBI:3414 CHEBI
0JM PDB_CHEM_ID
CHEMBL1095283 ChEMBL_ID
CHEMBL2105996 ChEMBL_ID
D002323 MESH_DESCRIPTOR_UI
DB13506 DRUGBANK_ID
12288 IUPHAR_LIGAND_ID
33672 PUBCHEM_CID
d00092 MMSL
323761001 SNOMEDCT_US
34731007 SNOMEDCT_US
350166000 SNOMEDCT_US
372713001 SNOMEDCT_US
417288007 SNOMEDCT_US
C0006976 UMLSCUI
DB00578 DRUGBANK_ID
20824 PUBCHEM_CID
3487 INN_ID
2516 INN_ID
4019654 VANDF
D002228 MESH_DESCRIPTOR_UI
9UU4XDB74X UNII
002700 NDDF
003946 NDDF
CHEBI:3393 CHEBI
9UU4XDB74X INXIGHT DRUGS

Pharmaceutical products:

None