Piperacillin sodiumProduct ingredient for Piperacillin

Name
Piperacillin sodium
Drug Entry
Piperacillin

Semisynthetic, broad-spectrum, ampicillin derived ureidopenicillin antibiotic proposed for pseudomonas infections. It is also used in combination with other antibiotics.

Accession Number
DBSALT001067
Structure
Synonyms
Not Available
UNII
M98T69Q7HP
CAS Number
59703-84-3
Weight
Average: 539.54
Monoisotopic: 539.14506365
Chemical Formula
C23H26N5NaO7S
InChI Key
WCMIIGXFCMNQDS-IDYPWDAWSA-M
InChI
InChI=1S/C23H27N5O7S.Na/c1-4-26-10-11-27(19(32)18(26)31)22(35)25-13(12-8-6-5-7-9-12)16(29)24-14-17(30)28-15(21(33)34)23(2,3)36-20(14)28;/h5-9,13-15,20H,4,10-11H2,1-3H3,(H,24,29)(H,25,35)(H,33,34);/q;+1/p-1/t13-,14-,15+,20-;/m1./s1
IUPAC Name
sodium (2S,5R,6R)-6-[(2R)-2-[(4-ethyl-2,3-dioxopiperazine-1-carbonyl)amino]-2-phenylacetamido]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate
SMILES
[Na+].CCN1CCN(C(=O)N[C@@H](C(=O)N[C@H]2[C@H]3SC(C)(C)[C@@H](N3C2=O)C([O-])=O)C2=CC=CC=C2)C(=O)C1=O
KEGG Compound
C07361
ChemSpider
570896
ChEBI
8233
ChEMBL
CHEMBL1200820
Wikipedia
Piperacillin
Predicted Properties
PropertyValueSource
Water Solubility0.34 mg/mLALOGPS
logP1.21ALOGPS
logP-0.26Chemaxon
logS-3.2ALOGPS
pKa (Strongest Acidic)3.49Chemaxon
pKa (Strongest Basic)-4.3Chemaxon
Physiological Charge-1Chemaxon
Hydrogen Acceptor Count7Chemaxon
Hydrogen Donor Count2Chemaxon
Polar Surface Area159.26 Å2Chemaxon
Rotatable Bond Count6Chemaxon
Refractivity137.13 m3·mol-1Chemaxon
Polarizability50.78 Å3Chemaxon
Number of Rings4Chemaxon
Bioavailability1Chemaxon
Rule of FiveNoChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleYesChemaxon