Cefapirin sodiumProduct ingredient for Cefapirin

Name
Cefapirin sodium
Drug Entry
Cefapirin

Cefapirin (INN, also spelled cephapirin), commonly marketed under the trade name Cefadyl, is a first-generation cephalosporin antibiotic that is available in injectable formulations. Production for use in humans has been discontinued in the United States. Cefapirin is partly plasma-bound and is effective against gram-negative and gram-positive organisms.

Accession Number
DBSALT000264
Structure
Synonyms
Cefapirin sodium / Cephapirin sodium / Sodium cefapirin
External IDs
BL-P 1322 / BLP 1322
UNII
431LFF7I7J
CAS Number
24356-60-3
Weight
Average: 445.44
Monoisotopic: 445.03782188
Chemical Formula
C17H16N3NaO6S2
InChI Key
VGEOUKPOQQEQSX-OALZAMAHSA-M
InChI
InChI=1S/C17H17N3O6S2.Na/c1-9(21)26-6-10-7-28-16-13(15(23)20(16)14(10)17(24)25)19-12(22)8-27-11-2-4-18-5-3-11;/h2-5,13,16H,6-8H2,1H3,(H,19,22)(H,24,25);/q;+1/p-1/t13-,16-;/m1./s1
IUPAC Name
sodium (6R,7R)-3-[(acetyloxy)methyl]-8-oxo-7-[2-(pyridin-4-ylsulfanyl)acetamido]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
SMILES
[Na+].[H][C@]12SCC(COC(C)=O)=C(N1C(=O)[C@H]2NC(=O)CSC1=CC=NC=C1)C([O-])=O
KEGG Drug
D00908
KEGG Compound
C08101
PubChem Compound
23675312
ChemSpider
390127
ChEBI
3545
ChEMBL
CHEMBL1201043
Predicted Properties
PropertyValueSource
Water Solubility0.312 mg/mLALOGPS
logP0.95ALOGPS
logP-2.1Chemaxon
logS-3.2ALOGPS
pKa (Strongest Acidic)3.35Chemaxon
pKa (Strongest Basic)4.99Chemaxon
Physiological Charge-1Chemaxon
Hydrogen Acceptor Count6Chemaxon
Hydrogen Donor Count1Chemaxon
Polar Surface Area128.73 Å2Chemaxon
Rotatable Bond Count8Chemaxon
Refractivity113.27 m3·mol-1Chemaxon
Polarizability39.79 Å3Chemaxon
Number of Rings3Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleYesChemaxon