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

Stem definitionDrug idCAS RN
antibiotics, 6-aminopenicillanic acid derivatives 2077 983-85-7

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • penamecillin
  • acetoxymethyl benzylpenicillanate
  • acetoxymethyl benzylpenicillinate
  • benzylpenicillin acetoxymethyl ester
  • Molecular weight: 406.45
  • Formula: C19H22N2O6S
  • CLOGP: 1.96
  • LIPINSKI: 0
  • HAC: 8
  • HDO: 1
  • TPSA: 102.01
  • ALOGS: -3.67
  • ROTB: 8

Drug dosage:

DoseUnitRoute
1.05 g O

ADMET properties:

PropertyValueReference
BA (Bioavailability) 25 %

Predicted pharmacokinetic/toxicological properties (PK-AZ):

PropertyDescriptionValueUnitConfidenceSimilarity
azlogd74 LogD at pH 7.4 2.210 Moderate 0.73
caco2-efflux Caco-2 efflux ratio (BA/AB) 11.117 Moderate 0.73
caco2-intrinsic-papp Caco-2 intrinsic apparent permeability 19.588 10^-6 cm/s Moderate 0.73
dh-clint Dog hepatocyte intrinsic clearance 199.067 uL/min/10^6 cells Moderate 0.73
dppb Dog plasma protein binding (% unbound) 21.910 % Moderate 0.73
fcs-ppb Fetal calf serum protein binding (% unbound) 32.770 % Moderate 0.73
herg hERG pIC50 4.363 pIC50 Moderate 0.73
hh-clint Human hepatocyte intrinsic clearance 837.529 uL/min/10^6 cells Moderate 0.73
hlm-clint Human liver microsomal intrinsic clearance 271.644 uL/min/mg protein Moderate 0.73
hppb Human plasma protein binding (% unbound) 22.870 % Moderate 0.73
kinase-safety-class ACVR2B,AURKA,AXL,BRAF,BTK,CAMK2B,CAMK2D,CDK5,CDK9,DDR1,DYRK1B,EIF2AK3,EPHB4,ERBB2,GRK2,GSK3B,ITK,JAK2,MAP3K21,MAP3K7,MAPK10,MAPK7,MAPK9,MET,NTRK2,PDK1,PDK2,PDK4,PDPK1,PIK3CB,PIK3CD,PIM2,PRKDC,SIK2,STK33,SYK,TEK,TTK,ZAP70 39
kinase-selectivity-class AXL,GRK2 2
mdck-mdr1-bcrp-efflux MDCK-MDR1-BCRP efflux ratio 3.690 Moderate 0.73
mdck-mdr1-efflux MDCK-MDR1 efflux ratio 13.490 Moderate 0.73
mh-clint Mouse hepatocyte intrinsic clearance 937.562 Moderate 0.73
mppb Mouse plasma protein binding (% unbound) 14.890 Moderate 0.73
nih-mdck-mdr1-efflux NIH MDCK-MDR1 efflux ratio 30.620 Moderate 0.73
pfas-class PFAS structural alert (1 = True, 0 = False) 0
pppb Pig plasma protein binding (% unbound) 26.100 % Moderate 0.73
rat-kpuu-brain Rat brain Kpuu 0.094 % Moderate 0.73
rh-clint Rat hepatocyte intrinsic clearance 301.301 uL/min/10^6 cells Moderate 0.73
rh-fuinc Rat hepatocyte fraction unbound in incubation 71.950 % Moderate 0.73
rppb Rat plasma protein binding (% unbound) 22.950 % Moderate 0.73
solubility-dd Solubility at pH 7.4 in DMSO 87.700 uM Moderate 0.73

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 J01CE06 ANTIINFECTIVES FOR SYSTEMIC USE
ANTIBACTERIALS FOR SYSTEMIC USE
BETA-LACTAM ANTIBACTERIALS, PENICILLINS
Beta-lactamase sensitive penicillins
CHEBI has role CHEBI:33282 antibacterial agent
CHEBI has role CHEBI:35554 cardiovascular drug
CHEBI has role CHEBI:36047 antibacterial drug
CHEBI has role CHEBI:53000 epitope
CHEBI has role CHEBI:66981 ophthalmology drug
CHEBI has role CHEBI:88188 drug allergen
CHEBI has role CHEBI:50266 prodrug

Related Drugs by ATC class:

J01CE Beta-lactamase sensitive penicillins 9 drugs
azidocillinbenzathine benzylpenicillinbenzathine phenoxymethylpenicillinbenzylpenicillinclometocillinpheneticillinphenoxymethylpenicillinprocaine benzylpenicillinpropicillin

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

None

Orange Book patent data (new drug applications)

None

Orange Book exclusivity data (new drug applications)

None

Bioactivity Summary:

None

External reference:

IDSource
D05406 KEGG_DRUG
4017440 VANDF
C0070217 UMLSCUI
CHEBI:131733 CHEBI
CHEMBL2106988 ChEMBL_ID
DB13739 DRUGBANK_ID
C016646 MESH_SUPPLEMENTAL_RECORD_UI
10250769 PUBCHEM_CID
12808 IUPHAR_LIGAND_ID
2057 INN_ID
H0P1YE5581 UNII
7980 RXNORM
004977 NDDF
323389000 SNOMEDCT_US
78507004 SNOMEDCT_US
C0030827 UMLSCUI
DB01053 DRUGBANK_ID
5904 PUBCHEM_CID
CHEBI:18208 CHEBI

Pharmaceutical products:

None