Nafcillin sodiumProduct ingredient for Nafcillin

Show full entry for Nafcillin
Name
Nafcillin sodium
Drug Entry
Nafcillin

A semi-synthetic antibiotic related to penicillin, Naficillin is a narrow-spectrum beta-lactam antibiotic drug. It is a beta-lactamase-resistant penicillin that is indicated for the treatment of Staphylococcal infections caused by strains that are resistant to other penicillins, except those caused by MRSA. It may be used as a first-line therapy in Methicillin-Sensitive Staphylococcus aureus infections 1.

See full entry for Nafcillin
Accession Number
DBSALT000497
Structure
Similar Structures
Synonyms
Nafcillin sodium / Nafcillin sodium hydrate
External IDs
Wy 3277 / Wy-3277
UNII
49G3001BCK
CAS Number
985-16-0
Weight
Average: 454.47
Monoisotopic: 454.11745192
Chemical Formula
C21H23N2NaO6S
InChI Key
OCXSDHJRMYFTMA-KMFBOIRUSA-M
InChI
InChI=1S/C21H22N2O5S.Na.H2O/c1-4-28-13-10-9-11-7-5-6-8-12(11)14(13)17(24)22-15-18(25)23-16(20(26)27)21(2,3)29-19(15)23;;/h5-10,15-16,19H,4H2,1-3H3,(H,22,24)(H,26,27);;1H2/q;+1;/p-1/t15-,16+,19-;;/m1../s1
IUPAC Name
sodium (2S,5R,6R)-6-(2-ethoxynaphthalene-1-amido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate hydrate
SMILES
O.[Na+].[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)C1=C(OCC)C=CC2=CC=CC=C12)C([O-])=O
KEGG Compound
C08124
PubChem Compound
23667630
ChemSpider
4445548
ChEBI
51919
ChEMBL
CHEMBL1568276
Wikipedia
Nafcillin
Predicted Properties
PropertyValueSource
Water Solubility0.0169 mg/mLALOGPS
logP2.76ALOGPS
logP2.29Chemaxon
logS-4.4ALOGPS
pKa (Strongest Acidic)3.31Chemaxon
pKa (Strongest Basic)-1.9Chemaxon
Physiological Charge-1Chemaxon
Hydrogen Acceptor Count5Chemaxon
Hydrogen Donor Count1Chemaxon
Polar Surface Area98.77 Å2Chemaxon
Rotatable Bond Count5Chemaxon
Refractivity118.98 m3·mol-1Chemaxon
Polarizability41.76 Å3Chemaxon
Number of Rings4Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon