e-Drug3D

1024

PIPERACILLIN


INN
PIPERACILLIN

cas 61477-96-1
CLASS

ANTIINFECTIVES
ANTIBACTERIAL
ANTIBIOTIC
PENICILLINS

ROUTE (list)

INJECTION INTRAVENOUS

ATC code

J01CA12
J01CR05

PK parameters

Tmax 0.5 HOUR
VD 17.5 LITER (65 KILOGRAM)
Cl 15.6 LITER / HOUR (65 KILOGRAM)
PPB 16 PERCENT
t1/2 0.96 HOUR

Solubility

FREELY SOLUBLE IN WATER


Target

TARGET PENICILLIN-BINDING PROTEINS 1A/1B

PDB
3Q07 (CTX-M-9 S70G IN COMPLEX WITH PIPERACILLIN)

Ligand code = WPP (link to the list of PDB complexes)

Download experimental 3D coordinates of WPP with added hydrogens

DrugCentral

Bacterial penicillin-binding protein UNIPROT P02918 mrcA

Download SDF file (2S,5R,6R)-6-[[(2R)-2-[(4-ethyl-2,3-dioxopiperazine-1-carbonyl)amino]-2-phenylacetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

Formula:
C23H27N5O7S

Calculated chemical properties:

MW 516.56
NB_atoms 36
XLogP -1.57
PSA 146.434
NB_HD 2
NB_HA 12
fsp3 0.48
Lipinski(0=no;1=yes) 0

FDA
NDA 050545 (label) INN (PIPERACILLIN SODIUM) PIPRACIL (WYETH PHARMS INC) APPROVAL= AP YEAR= 1981 DISCONTINUED
NDA 062750 (pdf not found) INN (PIPERACILLIN SODIUM) PIPRACIL (WYETH PHARMS INC) APPROVAL= AP YEAR= 1987 DISCONTINUED
NDA 050684 (label) INN (PIPERACILLIN SODIUM ; TAZOBACTAM SODIUM) ZOSYN (WYETH PHARMS) APPROVAL= AP YEAR= 1993 DISCONTINUED
NDA 050750 (label) INN (PIPERACILLIN SODIUM ; TAZOBACTAM SODIUM) ZOSYN IN PLASTIC CONTAINER (BAXTER HLTHCARE CORP) APPROVAL= AP YEAR= 1998
NDA 065114 (pdf not found) INN (PIPERACILLIN SODIUM) PIPERACILLIN (ISTITUTO BIO ITA SPA) APPROVAL= AP YEAR= 2003
NDA 065157 (pdf not found) INN (PIPERACILLIN SODIUM) PIPERACILLIN (ISTITUTO BIO ITA SPA) APPROVAL= AP YEAR= 2004
NDA 065386 (label) INN (PIPERACILLIN SODIUM ; TAZOBACTAM SODIUM) PIPERACILLIN AND TAZOBACTAM (HOSPIRA INC) APPROVAL= AP YEAR= 2009 DISCONTINUED
NDA 065446 (label) INN (PIPERACILLIN SODIUM ; TAZOBACTAM SODIUM) PIPERACILLIN AND TAZOBACTAM (HOSPIRA INC) APPROVAL= AP YEAR= 2009 DISCONTINUED
NDA 065362 (pdf not found) INN (PIPERACILLIN SODIUM ; TAZOBACTAM SODIUM) PIPERACILLIN AND TAZOBACTAM (SANDOZ) APPROVAL= AP YEAR= 2010
NDA 065363 (pdf not found) INN (PIPERACILLIN SODIUM ; TAZOBACTAM SODIUM) PIPERACILLIN AND TAZOBACTAM (SANDOZ) APPROVAL= AP YEAR= 2010 DISCONTINUED
NDA 065498 (pdf not found) INN (PIPERACILLIN SODIUM ; TAZOBACTAM SODIUM) PIPERACILLIN AND TAZOBACTAM (EUGIA PHARMA SPECLTS) APPROVAL= AP YEAR= 2011
NDA 065523 (pdf not found) INN (PIPERACILLIN SODIUM ; TAZOBACTAM SODIUM) PIPERACILLIN AND TAZOBACTAM (ISTITUTO BIO ITA SPA) APPROVAL= AP YEAR= 2011
NDA 090498 (pdf not found) INN (PIPERACILLIN SODIUM ; TAZOBACTAM SODIUM) PIPERACILLIN AND TAZOBACTAM (ISTITUTO BIO ITA SPA) APPROVAL= AP YEAR= 2011
NDA 065458 (pdf not found) INN (PIPERACILLIN SODIUM ; TAZOBACTAM SODIUM) PIPERACILLIN AND TAZOBACTAM (ONESOURCE SPECIALTY) APPROVAL= AP YEAR= 2014
NDA 203557 (pdf not found) INN (PIPERACILLIN SODIUM ; TAZOBACTAM SODIUM) PIPERACILLIN AND TAZOBACTAM (SANDOZ) APPROVAL= AP YEAR= 2014
NDA 206996 (pdf not found) INN (PIPERACILLIN SODIUM ; TAZOBACTAM SODIUM) PIPERACILLIN AND TAZOBACTAM (APOTEX) APPROVAL= AP YEAR= 2017
NDA 207146 (pdf not found) INN (PIPERACILLIN SODIUM ; TAZOBACTAM SODIUM) PIPERACILLIN AND TAZOBACTAM (APOTEX) APPROVAL= AP YEAR= 2017
NDA 207847 (pdf not found) INN (PIPERACILLIN SODIUM ; TAZOBACTAM SODIUM) PIPERACILLIN AND TAZOBACTAM (MILLA PHARMS) APPROVAL= AP YEAR= 2017
NDA 207848 (pdf not found) INN (PIPERACILLIN SODIUM ; TAZOBACTAM SODIUM) PIPERACILLIN AND TAZOBACTAM (MILLA PHARMS) APPROVAL= AP YEAR= 2017
NDA 206204 (pdf not found) INN (PIPERACILLIN SODIUM ; TAZOBACTAM SODIUM) PIPERACILLIN AND TAZOBACTAM (FRESENIUS KABI USA) APPROVAL= AP YEAR= 2018 DISCONTINUED
NDA 203719 (pdf not found) INN (PIPERACILLIN SODIUM ; TAZOBACTAM SODIUM) PIPERACILLIN AND TAZOBACTAM (FRESENIUS KABI) APPROVAL= AP YEAR= 2018
NDA 203720 (pdf not found) INN (PIPERACILLIN SODIUM ; TAZOBACTAM SODIUM) PIPERACILLIN AND TAZOBACTAM (FRESENIUS KABI) APPROVAL= AP YEAR= 2018
NDA 204959 (pdf not found) INN (PIPERACILLIN SODIUM ; TAZOBACTAM SODIUM) PIPERACILLIN AND TAZOBACTAM (SHANDONG) APPROVAL= AP YEAR= 2018
NDA 212287 (pdf not found) INN (PIPERACILLIN SODIUM ; TAZOBACTAM SODIUM) PIPERACILLIN AND TAZOBACTAM (ASTRAL) APPROVAL= AP YEAR= 2019 DISCONTINUED
NDA 208674 (pdf not found) INN (PIPERACILLIN SODIUM ; TAZOBACTAM SODIUM) PIPERACILLIN AND TAZOBACTAM (SAGENT PHARMS INC) APPROVAL= AP YEAR= 2021
NDA 208675 (pdf not found) INN (PIPERACILLIN SODIUM ; TAZOBACTAM SODIUM) PIPERACILLIN AND TAZOBACTAM (SAGENT PHARMS INC) APPROVAL= AP YEAR= 2021
NDA 217243 (pdf not found) INN (PIPERACILLIN SODIUM ; TAZOBACTAM SODIUM) PIPERACILLIN AND TAZOBACTAM (SHANDONG) APPROVAL= AP YEAR= 2023
NDA 217409 (pdf not found) INN (PIPERACILLIN SODIUM ; TAZOBACTAM SODIUM) PIPERACILLIN AND TAZOBACTAM (EUGIA PHARMA) APPROVAL= AP YEAR= 2023
NDA 206056 (label) INN (PIPERACILLIN SODIUM ; TAZOBACTAM SODIUM) PIPERACILLIN AND TAZOBACTAM AND SODIUM CHLORIDE IN DUPLEX CONTAINER (B BRAUN MEDICAL) APPROVAL= AP YEAR= 2025

Other links:

PubChem
ChemicalProbes

U.S. repository of Clinical Trials

VigiAccess
SIDER side effects

ChemSynthesis
Patent@SureChEMBL