Ampicillin sodiumProduct ingredient for Ampicillin

Name
Ampicillin sodium
Drug Entry
Ampicillin

Ampicillin is a semi-synthetic derivative of penicillin that functions as an orally active broad-spectrum antibiotic.

Accession Number
DBSALT000533
Structure
Thumb
Synonyms
Ampicillin (as sodium) / Ampicillinum natricum
UNII
JFN36L5S8K
CAS Number
69-52-3
Weight
Average: 371.387
Monoisotopic: 371.091571444
Chemical Formula
C16H18N3NaO4S
InChI Key
KLOHDWPABZXLGI-UHFFFAOYSA-M
InChI
InChI=1S/C16H19N3O4S.Na/c1-16(2)11(15(22)23)19-13(21)10(14(19)24-16)18-12(20)9(17)8-6-4-3-5-7-8;/h3-7,9-11,14H,17H2,1-2H3,(H,18,20)(H,22,23);/q;+1/p-1
IUPAC Name
sodium (2R)-2-amino-N-[(2S,5R,6R)-2-carboxy-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptan-6-yl]-2-phenylethanecarboximidate
SMILES
[Na+].[H][C@](N)(C([O-])=N[C@]1([H])C(=O)N2[C@]1([H])SC(C)(C)[C@]2([H])C(O)=O)C1=CC=CC=C1
External Links
KEGG Drug
D02119
KEGG Compound
C13652
PubChem Compound
23663979
ChemSpider
6012
ChEBI
34535
ChEMBL
CHEMBL1200758
Wikipedia
Ampicillin
Predicted Properties
PropertyValueSource
Water Solubility0.269 mg/mLALOGPS
logP0.93ALOGPS
logP-1.3ChemAxon
logS-3.1ALOGPS
pKa (Strongest Acidic)3.47ChemAxon
pKa (Strongest Basic)8.63ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area119.05 Å2ChemAxon
Rotatable Bond Count4ChemAxon
Refractivity98.6 m3·mol-1ChemAxon
Polarizability33.95 Å3ChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon