Hetacillin potassiumProduct ingredient for Hetacillin
- Name
- Hetacillin potassium
- Drug Entry
- Hetacillin
Hetacillin is a penicillin beta-lactam antibiotic used in the treatment of bacterial infections caused by susceptible, usually gram-positive, organisms. The name "penicillin" can either refer to several variants of penicillin available, or to the group of antibiotics derived from the penicillins. Hetacillin has in vitro activity against gram-positive and gram-negative aerobic and anaerobic bacteria. The bactericidal activity of Hetacillin results from the inhibition of cell wall synthesis and is mediated through Hetacillin binding to penicillin binding proteins (PBPs). Hetacillin has been withdrawn from the market since it has been discovered that it has no therapeutic advantage compared to non-ester derivatives like ampicillin.
- Accession Number
- DBSALT000966
- Structure
- Synonyms
- Not Available
- UNII
- 95PFX5932Y
- CAS Number
- 5321-32-4
- Weight
- Average: 427.56
Monoisotopic: 427.09680886 - Chemical Formula
- C19H22KN3O4S
- InChI Key
- QRSPJBLLJXVPDD-XFAPPKAWSA-M
- InChI
- InChI=1S/C19H23N3O4S.K/c1-18(2)13(17(25)26)21-15(24)12(16(21)27-18)22-14(23)11(20-19(22,3)4)10-8-6-5-7-9-10;/h5-9,11-13,16,20H,1-4H3,(H,25,26);/q;+1/p-1/t11-,12-,13+,16-;/m1./s1
- IUPAC Name
- potassium (2S,5R,6R)-6-[(4R)-2,2-dimethyl-5-oxo-4-phenylimidazolidin-1-yl]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate
- SMILES
- [K+].[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2N1C(=O)[C@H](NC1(C)C)C1=CC=CC=C1)C([O-])=O
- External Links
- KEGG Drug
- D02203
- KEGG Compound
- C13980
- ChemSpider
- 391615
- BindingDB
- 50103615
- ChEBI
- 34789
- ChEMBL
- CHEMBL1201121
- Wikipedia
- Hetacillin
- Predicted Properties
Property Value Source Water Solubility 1.12 mg/mL ALOGPS logP 1.35 ALOGPS logP 0.056 Chemaxon logS -2.6 ALOGPS pKa (Strongest Acidic) 3.33 Chemaxon pKa (Strongest Basic) 4.79 Chemaxon Physiological Charge -1 Chemaxon Hydrogen Acceptor Count 5 Chemaxon Hydrogen Donor Count 1 Chemaxon Polar Surface Area 92.78 Å2 Chemaxon Rotatable Bond Count 3 Chemaxon Refractivity 110.74 m3·mol-1 Chemaxon Polarizability 39.24 Å3 Chemaxon Number of Rings 4 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter Yes Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon