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

Stem definitionDrug idCAS RN
antibiotics, 6-aminopenicillanic acid derivatives 280 50972-17-3

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • bacampicillin
  • bacampicillin hydrochloride
  • carampicillin
  • bacampicillin HCl
ester prodrug that is hydrolyzed to ampicillin after its absorption from the gastrointestinal tract; RN given refers to parent cpd; structure
  • Molecular weight: 465.52
  • Formula: C21H27N3O7S
  • CLOGP: 2.06
  • LIPINSKI: 0
  • HAC: 10
  • HDO: 2
  • TPSA: 137.26
  • ALOGS: -3.58
  • ROTB: 10

  • Status: OFM

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

Drug dosage:

DoseUnitRoute
1.20 g O

ADMET properties:

PropertyValueReference
BDDCS (Biopharmaceutical Drug Disposition Classification System) 1 Bocci G, Oprea TI, Benet LZ

Predicted pharmacokinetic/toxicological properties (PK-AZ):

PropertyDescriptionValueUnitConfidenceSimilarity
azlogd74 LogD at pH 7.4 2.389 Moderate 0.69
caco2-efflux Caco-2 efflux ratio (BA/AB) 31.261 Moderate 0.69
caco2-intrinsic-papp Caco-2 intrinsic apparent permeability 2.328 10^-6 cm/s Moderate 0.69
dh-clint Dog hepatocyte intrinsic clearance 59.704 uL/min/10^6 cells Moderate 0.69
dppb Dog plasma protein binding (% unbound) 4.910 % Moderate 0.69
fcs-ppb Fetal calf serum protein binding (% unbound) 12.710 % Moderate 0.69
herg hERG pIC50 4.395 pIC50 Moderate 0.69
hh-clint Human hepatocyte intrinsic clearance 43.351 uL/min/10^6 cells Moderate 0.69
hlm-clint Human liver microsomal intrinsic clearance 190.108 uL/min/mg protein Moderate 0.69
hppb Human plasma protein binding (% unbound) 9.660 % Moderate 0.69
kinase-safety-class ACVR2A,ACVR2B,AKT2,AURKA,AXL,BRAF,BTK,CAMK2B,CAMK2D,CDK5,CDK9,DDR1,DYRK1B,EIF2AK3,EPHB4,ERBB2,GRK2,GSK3B,ITK,JAK2,JAK3,MAP3K21,MAP3K7,MAPK10,MAPK7,MAPK9,MAPKAPK2,MET,NTRK2,PDK1,PDK2,PDK4,PDPK1,PIK3CB,PIM2,PRKDC,SIK2,SIK3,STK33,SYK,TEK,TTK,ZAP70 43
kinase-selectivity-class AXL,GRK2 2
mdck-mdr1-bcrp-efflux MDCK-MDR1-BCRP efflux ratio 7.311 Moderate 0.69
mdck-mdr1-efflux MDCK-MDR1 efflux ratio 23.550 Moderate 0.69
mh-clint Mouse hepatocyte intrinsic clearance 273.527 Moderate 0.69
mppb Mouse plasma protein binding (% unbound) 7.130 Moderate 0.69
nih-mdck-mdr1-efflux NIH MDCK-MDR1 efflux ratio 41.495 Moderate 0.69
pfas-class PFAS structural alert (1 = True, 0 = False) 0
pppb Pig plasma protein binding (% unbound) 13.900 % Moderate 0.69
rat-kpuu-brain Rat brain Kpuu 0.027 % Moderate 0.69
rh-clint Rat hepatocyte intrinsic clearance 158.125 uL/min/10^6 cells Moderate 0.69
rh-fuinc Rat hepatocyte fraction unbound in incubation 37.280 % Moderate 0.69
rppb Rat plasma protein binding (% unbound) 7.170 % Moderate 0.69
solubility-dd Solubility at pH 7.4 in DMSO 127.057 uM Moderate 0.69

Approvals:

DateAgencyCompanyOrphan
Dec. 22, 1980 FDA

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 J01CA06 ANTIINFECTIVES FOR SYSTEMIC USE
ANTIBACTERIALS FOR SYSTEMIC USE
BETA-LACTAM ANTIBACTERIALS, PENICILLINS
Penicillins with extended spectrum
CHEBI has role CHEBI:33282 antibacterial agent
CHEBI has role CHEBI:50266 prodrug
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|

DiseaseRelationSNOMED_IDDOID
Gonorrhea indication 15628003 DOID:7551
Infection of skin AND/OR subcutaneous tissue indication 19824006
Sinusitis indication 36971009
Urinary tract infectious disease indication 68566005
Haemophilus influenzae pneumonia indication 70036007
Infective otitis media indication 312218008
Pharyngitis indication 405737000 DOID:2275
Cholangitis off-label use 82403002 DOID:9446
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 levelDissociation constantType (acidic/basic)
pKa1 7.17 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
Bacterial penicillin-binding protein Enzyme INHIBITOR CHEMBL CHEMBL

External reference:

IDSource
4019623 VUID
N0000147716 NUI
D00927 KEGG_DRUG
37661-08-8 SECONDARY_CAS_RN
18687 RXNORM
C0052865 UMLSCUI
CHEBI:2968 CHEBI
CHEMBL1583 ChEMBL_ID
CHEMBL1200965 ChEMBL_ID
DB01602 DRUGBANK_ID
C011674 MESH_SUPPLEMENTAL_RECORD_UI
12292 IUPHAR_LIGAND_ID
3630 INN_ID
8GM2J22278 UNII
441397 PUBCHEM_CID
4240 MMSL
d00151 MMSL
4018505 VANDF
4019623 VANDF
002709 NDDF
004839 NDDF
23176001 SNOMEDCT_US
372865005 SNOMEDCT_US
82312001 SNOMEDCT_US

Pharmaceutical products:

None