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

Stem definitionDrug idCAS RN
antibiotics, 6-aminopenicillanic acid derivatives 492 4697-36-3

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • carbenicillin
  • carboxybenzylpenicillin
  • carboxybenzylpenicillin acid
  • carbenicillin disodium
  • carbenicillin sodium
  • carbenicillin potassium
Broad-spectrum semisynthetic penicillin derivative used parenterally. It is susceptible to gastric juice and penicillinase and may damage platelet function.
  • Molecular weight: 378.40
  • Formula: C17H18N2O6S
  • CLOGP: 1.64
  • LIPINSKI: 0
  • HAC: 8
  • HDO: 3
  • TPSA: 124.01
  • ALOGS: -2.99
  • ROTB: 5

  • Status: OFM

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

Drug dosage:

DoseUnitRoute
12 g P

ADMET properties:

PropertyValueReference
BDDCS (Biopharmaceutical Drug Disposition Classification System) 3 Benet LZ, Broccatelli F, Oprea TI
S (Water solubility) 50 mg/mL Benet LZ, Broccatelli F, Oprea TI
EoM (Fraction excreted unchanged in urine) 82 % Benet LZ, Broccatelli F, Oprea TI
MRTD (Maximum Recommended Therapeutic Daily Dose) 115.37 ยตM/kg/day Contrera JF, Matthews EJ, Kruhlak NL, Benz RD
BA (Bioavailability) 35 % 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) 1.90 mL/min/kg Lombardo F, Berellini G, Obach RS
fu (Fraction unbound in plasma) 0.52 % Lombardo F, Berellini G, Obach RS
t_half (Half-life) 1.10 hours Lombardo F, Berellini G, Obach RS

Approvals:

DateAgencyCompanyOrphan
None FDA ROERIG

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 J01CA03 ANTIINFECTIVES FOR SYSTEMIC USE
ANTIBACTERIALS FOR SYSTEMIC USE
BETA-LACTAM ANTIBACTERIALS, PENICILLINS
Penicillins with extended spectrum
FDA CS M0016152 Penicillins
FDA EPC N0000175497 Penicillin-class Antibacterial
CHEBI has role CHEBI:36047 antibacterial drugs
MeSH PA D000900 Anti-Bacterial Agents
MeSH PA D000890 Anti-Infective Agents

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

DiseaseRelationSNOMED_IDDOID
Prostatitis indication 9713002 DOID:14654
Urinary tract infectious disease indication 68566005
Escherichia coli urinary tract infection indication 301011002
Proteus urinary tract infection indication 301012009
Bacterial urinary infection indication 312124009
Enterococcus Prostatitis indication
Pseudomonas Aeruginosa Urinary Tract Infection indication
Proteus Prostatitis indication
Enterobacter Prostatitis indication
Morganella Morganii Urinary Tract Infection indication
Enterococcus Urinary Tract Infection indication
Providencia Urinary Tract Infection indication
Kidney disease contraindication 90708001 DOID:557
Infectious mononucleosis contraindication 271558008 DOID:8568
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 2.59 acidic
pKa2 3.22 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
Muscarinic acetylcholine receptor M1 GPCR IC50 5.37 WOMBAT-PK
Muscarinic acetylcholine receptor M3 GPCR IC50 5 WOMBAT-PK
Bacterial penicillin-binding protein Enzyme INHIBITOR CHEMBL CHEMBL
Penicillin-binding protein 1A Enzyme WOMBAT-PK

External reference:

IDSource
4019654 VUID
N0000147746 NUI
D07614 KEGG_DRUG
2015 RXNORM
C0006976 UMLSCUI
CHEBI:3393 CHEBI
0JM PDB_CHEM_ID
CHEMBL1214 ChEMBL_ID
DB00578 DRUGBANK_ID
D002228 MESH_DESCRIPTOR_UI
20824 PUBCHEM_CID
10768 IUPHAR_LIGAND_ID
2516 INN_ID
4800-94-6 SECONDARY_CAS_RN
17230-86-3 SECONDARY_CAS_RN
G42ZU72N5G UNII
d00092 MMSL
14438009 SNOMEDCT_US
34731007 SNOMEDCT_US
372713001 SNOMEDCT_US
CHEMBL606260 ChEMBL_ID
CHEMBL2105992 ChEMBL_ID
4018407 VANDF
4019654 VANDF
002700 NDDF
002701 NDDF

Pharmaceutical products:

None