All FDA-approved EMA-approved PMDA-approved
Target Card Uniprot Example: P23975

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
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:

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

amoxicillinampicillinaspoxicillinazlocillinbacampicillincarindacillinepicillinhetacillinmecillinammetampicillinmezlocillinpiperacillin show all 18 →

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	P11229	ACM1_HUMAN		IC50	5.37		WOMBAT-PK
Muscarinic acetylcholine receptor M3	GPCR	P20309	ACM3_HUMAN		IC50	5		WOMBAT-PK
Bacterial penicillin-binding protein	Enzyme		PBPA_ECOLI PBPB_ECOLI DACC_ECOLI PBP2_ECOLI FTSI_ECOLI DACA_ECOLI DACB_ECOLI	INHIBITOR				CHEMBL	CHEMBL
Penicillin-binding protein 1A	Enzyme		PBPA_CLOPE					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