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

Stem definitionDrug idCAS RN
antibiotics, 6-aminopenicillanic acid derivatives 2219 32886-97-8

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • pivmecillinam
  • amdinocillin pivoxil
  • pivamdinocillin
  • pivmecillinam hydrochloride
  • pivmecillinam HCl
Pivaloyloxymethyl ester of amdinocillin that is well absorbed orally, but broken down to amdinocillin in the intestinal mucosa. It is active against gram-negative organisms and used as for amdinocillin.
  • Molecular weight: 439.57
  • Formula: C21H33N3O5S
  • CLOGP: 3.96
  • LIPINSKI: 0
  • HAC: 8
  • HDO: 0
  • TPSA: 88.51
  • ALOGS: -3.92
  • ROTB: 7

  • Status: OFP

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

Drug dosage:

DoseUnitRoute
0.60 g O

ADMET properties:

PropertyValueReference
BA (Bioavailability) 75 % Kim MT, Sedykh A, Chakravarti SK, Saiakhov RD, Zhu H

Predicted pharmacokinetic/toxicological properties (PK-AZ):

PropertyDescriptionValueUnitConfidenceSimilarity
kinase-safety-class ACVR2A,ACVR2B,AKT2,AURKA,AXL,BRAF,BTK,CAMK2B,CAMK2D,CDK5,CDK9,CHEK1,DDR1,DYRK1B,EIF2AK3,EPHB4,ERBB2,FLT3,GRK2,GSK3B,ITK,JAK2,MAP3K21,MAP3K7,MAPK10,MAPK7,MAPK9,MAPKAPK2,MARK4,MET,MTOR,NTRK2,PDK1,PDK2,PDK4,PDPK1,PIK3CB,PIM2,PLK1,PRKCD,PRKDC,SIK2,SIK3,STK33,SYK,TEK,TTK,ZAP70 48
kinase-selectivity-class AXL,BRAF,GRK2 3
pfas-class PFAS structural alert (1 = True, 0 = False) 0

Approvals:

None

FDA Adverse Event Reporting System (Female)

MedDRA adverse event termLikelihood ratioLikelihood ratio thresholdPatients taking drug having adverse eventPatients taking drug not having adverse eventPatients not taking drug having adverse eventPatients not taking drug not having adverse event
Hydronephrosis 92.64 40.26 22 871 12380 90615174
Blood creatinine increased 56.82 40.26 25 868 101361 90526193
Tubulointerstitial nephritis 50.95 40.26 16 877 25327 90602227
Abdominal pain 50.78 40.26 37 856 395684 90231870
Cytomegalovirus infection 50.19 40.26 16 877 26586 90600968
Sepsis 48.68 40.26 27 866 179787 90447767
Hyperammonaemic encephalopathy 43.49 40.26 9 884 2690 90624864

FDA Adverse Event Reporting System (Male)

None

FDA Adverse Event Reporting System (Geriatric)

MedDRA adverse event termLikelihood ratioLikelihood ratio thresholdPatients taking drug having adverse eventPatients taking drug not having adverse eventPatients not taking drug having adverse eventPatients not taking drug not having adverse event
Hydronephrosis 78.60 36.53 22 1218 20643 110567416
Abdominal pain 51.88 36.53 44 1196 512945 110075114
Tubulointerstitial nephritis 50.61 36.53 20 1220 54264 110533795
Genital ulceration 45.12 36.53 9 1231 1966 110586093
Cytomegalovirus infection 43.64 36.53 18 1222 54426 110533633
Blood creatinine increased 42.32 36.53 26 1214 182863 110405196
Neutropenic infection 40.67 36.53 9 1231 3236 110584823
Constipation 36.70 36.53 31 1209 357755 110230304

FDA Adverse Event Reporting System (Pediatric)

None

Pharmacologic Action:

SourceCodeDescription
ATC J01CA08 ANTIINFECTIVES FOR SYSTEMIC USE
ANTIBACTERIALS FOR SYSTEMIC USE
BETA-LACTAM ANTIBACTERIALS, PENICILLINS
Penicillins with extended spectrum
MeSH PA D000890 Anti-Infective Agents
MeSH PA D000892 Anti-Infective Agents, Urinary
MeSH PA D000900 Anti-Bacterial Agents
CHEBI has role CHEBI:35441 antiinfective agent
CHEBI has role CHEBI:36047 antibacterial drug
CHEBI has role CHEBI:50266 prodrug
CHEBI has role CHEBI:33282 antibacterial agent

Related Drugs by ATC class:

J01CA Penicillins with extended spectrum 18 drugs

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

Dissociation levelDissociation constantType (acidic/basic)
pKa1 9.12 Basic

Orange Book patent data (new drug applications)

None

Orange Book exclusivity data (new drug applications)

None

Bioactivity Summary:

None

External reference:

IDSource
N0000167001 NUI
D01499 KEGG_DRUG
4043568 VANDF
C0002436 UMLSCUI
CHEBI:51210 CHEBI
CHEMBL1650818 ChEMBL_ID
DB01605 DRUGBANK_ID
10922 IUPHAR_LIGAND_ID
32887-03-9 SECONDARY_CAS_RN
115163 PUBCHEM_CID
102745 RXNORM
15321 MMSL
d04643 MMSL
003927 NDDF
003928 NDDF
323782007 SNOMEDCT_US
387542008 SNOMEDCT_US
96064003 SNOMEDCT_US
D000561 MESH_DESCRIPTOR_UI
3499 INN_ID
1WAM1OQ30B UNII
1WAM1OQ30B INXIGHT DRUGS

Pharmaceutical products:

ProductCategoryIngredientsNDCFormQuantityRouteMarketingLabel
PIVYA HUMAN PRESCRIPTION DRUG LABEL 1 62332-966 TABLET, COATED 185 mg ORAL NDA 29 sections