Ampicillin trihydrateProduct ingredient for Ampicillin

Name
Ampicillin trihydrate
Drug Entry
Ampicillin

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

Accession Number
DBSALT001206
Structure
Synonyms
Aminobenzylpenicillin trihydrate / Ampicillin hydrate / Ampicillin/ampicillin trihydrate / Poly-cillin
UNII
HXQ6A1N7R6
CAS Number
7177-48-2
Weight
Average: 403.45
Monoisotopic: 403.141321331
Chemical Formula
C16H25N3O7S
InChI Key
RXDALBZNGVATNY-CWLIKTDRSA-N
InChI
InChI=1S/C16H19N3O4S.3H2O/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);3*1H2/t9-,10-,11+,14-;;;/m1.../s1
IUPAC Name
(2S,5R,6R)-6-{[(2R)-2-amino-1-hydroxy-2-phenylethylidene]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid trihydrate
SMILES
O.O.O.[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
KEGG Drug
D01251
ChemSpider
22034
ChEBI
31209
ChEMBL
CHEMBL453388
Predicted Properties
PropertyValueSource
Water Solubility0.325 mg/mLALOGPS
logP0.44ALOGPS
logP-1.4Chemaxon
logS-3ALOGPS
pKa (Strongest Acidic)2.8Chemaxon
pKa (Strongest Basic)8.42Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count6Chemaxon
Hydrogen Donor Count3Chemaxon
Polar Surface Area116.22 Å2Chemaxon
Rotatable Bond Count4Chemaxon
Refractivity88.05 m3·mol-1Chemaxon
Polarizability34.1 Å3Chemaxon
Number of Rings3Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon