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carbenicillin 🐶 Veterinary Use | Indications/Contra | FAERs-F | FAERs-M | Orange Bk | PK/Tox | Related Drugs | BioActivity |
| Stem definition | Drug id | CAS RN |
|---|---|---|
| antibiotics, 6-aminopenicillanic acid derivatives | 492 | 4697-36-3 |
Description:
| Molecule | Description |
|---|---|
|
Synonyms:
|
Broad-spectrum semisynthetic penicillin derivative used parenterally. It is susceptible to gastric juice and penicillinase and may damage platelet function.
Legend: OFP - off patent OFM - off market ONP - on patent |
Drug dosage:
| Dose | Unit | Route |
|---|---|---|
| 12 | g | P |
ADMET properties:
| Property | Value | Reference |
|---|---|---|
| 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 µM/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 |
Predicted pharmacokinetic/toxicological properties (PK-AZ):
| Property | Description | Value | Unit | Confidence | Similarity |
|---|---|---|---|---|---|
| azlogd74 | LogD at pH 7.4 | -2.356 | High | 1 | |
| caco2-efflux | Caco-2 efflux ratio (BA/AB) | 0.733 | High | 1 | |
| caco2-intrinsic-papp | Caco-2 intrinsic apparent permeability | 0.277 | 10^-6 cm/s | High | 1 |
| dh-clint | Dog hepatocyte intrinsic clearance | 3.420 | uL/min/10^6 cells | High | 1 |
| dppb | Dog plasma protein binding (% unbound) | 48.560 | % | High | 1 |
| fcs-ppb | Fetal calf serum protein binding (% unbound) | 40.730 | % | High | 1 |
| herg | hERG pIC50 | 4.451 | pIC50 | High | 1 |
| hh-clint | Human hepatocyte intrinsic clearance | 1.219 | uL/min/10^6 cells | High | 1 |
| hlm-clint | Human liver microsomal intrinsic clearance | 3.606 | uL/min/mg protein | High | 1 |
| hppb | Human plasma protein binding (% unbound) | 42.350 | % | High | 1 |
| kinase-safety-class | ACVR2A,ACVR2B,ACVRL1,AURKA,AXL,BRAF,BTK,CAMK2B,CAMK2D,CDK4,CDK5,CDK9,DDR1,DYRK1B,EGFR,EIF2AK3,EPHB4,ERBB2,FLT3,GRK2,GRK3,GSK3B,IKBKB,ITK,JAK1,JAK2,JAK3,KDR,MAP2K6,MAP3K14,MAP3K21,MAP3K7,MAPK10,MAPK12,MAPK7,MAPK9,MAPKAPK2,MTOR,NTRK2,PDK1,PDK2,PIK3CB,PIK3CD,PIK3CG,PIM2,PRKDC,SIK2,SIK3,STK33,SYK,TEK,TGFBR1,TTK,ZAP70 | 54 | |||
| kinase-selectivity-class | AXL,EIF2AK3,GRK2,MAP2K6,TEK,TGFBR1 | 6 | |||
| mdck-mdr1-bcrp-efflux | MDCK-MDR1-BCRP efflux ratio | 0.254 | Moderate | 0.79 | |
| mdck-mdr1-efflux | MDCK-MDR1 efflux ratio | 0.397 | High | 1 | |
| mh-clint | Mouse hepatocyte intrinsic clearance | 1.679 | High | 1 | |
| mppb | Mouse plasma protein binding (% unbound) | 76.970 | High | 1 | |
| nih-mdck-mdr1-efflux | NIH MDCK-MDR1 efflux ratio | 0.101 | High | 1 | |
| pfas-class | PFAS structural alert (1 = True, 0 = False) | 0 | |||
| pppb | Pig plasma protein binding (% unbound) | 34 | % | High | 1 |
| rat-kpuu-brain | Rat brain Kpuu | 0.006 | % | Moderate | 0.79 |
| rh-clint | Rat hepatocyte intrinsic clearance | 2.023 | uL/min/10^6 cells | High | 1 |
| rh-fuinc | Rat hepatocyte fraction unbound in incubation | 91.450 | % | High | 1 |
| rppb | Rat plasma protein binding (% unbound) | 38.250 | % | High | 1 |
| solubility-dd | Solubility at pH 7.4 in DMSO | 803.526 | uM | High | 1 |
Approvals:
| Date | Agency | Company | Orphan |
|---|---|---|---|
| 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:
| Source | Code | Description |
|---|---|---|
| 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:33282 | antibacterial agent |
| CHEBI has role | CHEBI:36047 | antibacterial drug |
| MeSH PA | D000890 | Anti-Infective Agents |
| MeSH PA | D000900 | Anti-Bacterial Agents |
Related Drugs by ATC class:
J01CA Penicillins with extended spectrum 18 drugs
Drug Use | Suggest Off label Use Form| |View source of the data|
| Disease | Relation | SNOMED_ID | DOID |
|---|---|---|---|
| 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 |
🐶 Veterinary Drug Use
None
🐶 Veterinary products
None
Acid dissociation constants calculated using MoKa v3.0.0
| Dissociation level | Dissociation constant | Type (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:
| Target | Class | Pharos | UniProt | Action | Type | Activity value (-log[M]) | Mechanism action | Bioact source | MoA 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:
| ID | Source |
|---|---|
| 4019654 | VUID |
| N0000147746 | NUI |
| D07614 | KEGG_DRUG |
| 2015 | RXNORM |
| C0006976 | UMLSCUI |
| CHEBI:3393 | CHEBI |
| 0JM | PDB_CHEM_ID |
| CHEMBL1214 | ChEMBL_ID |
| DB00578 | DRUGBANK_ID |
| CHEMBL606260 | ChEMBL_ID |
| D002228 | MESH_DESCRIPTOR_UI |
| 20824 | PUBCHEM_CID |
| 10768 | IUPHAR_LIGAND_ID |
| 2516 | INN_ID |
| 4800-94-6 | SECONDARY_CAS_RN |
| G42ZU72N5G | UNII |
| d00092 | MMSL |
| 14438009 | SNOMEDCT_US |
| 34731007 | SNOMEDCT_US |
| 372713001 | SNOMEDCT_US |
| CHEMBL2105992 | ChEMBL_ID |
| 17230-86-3 | SECONDARY_CAS_RN |
| 4018407 | VANDF |
| 4019654 | VANDF |
| 002700 | NDDF |
| 002701 | NDDF |
| G42ZU72N5G | INXIGHT DRUGS |
Pharmaceutical products:
None