Bacampicillin hydrochlorideProduct ingredient for Bacampicillin
- Name
- Bacampicillin hydrochloride
- Drug Entry
- Bacampicillin
Bacampicillin is a prodrug of ampicillin and is microbiologically inactive. It is absorbed following oral administration. During absorption from the gastrointestinal tract, bacampicillin is hydrolyzed by esterases present in the intestinal wall. It is microbiologically active as ampicillin, and exerts a bactericidal action through the inhibition of the biosynthesis of cell wall mucopeptides. It is used to cure infection of upper and lower respiratory tract; skin and soft tissue; urinary tract and acute uncomplicated gonococcal urethritis etc.
- Accession Number
- DBSALT000831
- Structure
Structure for Bacampicillin hydrochloride (DBSALT000831)
- Synonyms
- Bacampicillin HCl
- UNII
- PM034U953T
- CAS Number
- 37661-08-8
- Weight
- Average: 501.981
Monoisotopic: 501.133648662 - Chemical Formula
- C21H28ClN3O7S
- InChI Key
- IWVTXAGTHUECPN-ANBBSHPLSA-N
- InChI
- InChI=1S/C21H27N3O7S.ClH/c1-5-29-20(28)31-11(2)30-19(27)15-21(3,4)32-18-14(17(26)24(15)18)23-16(25)13(22)12-9-7-6-8-10-12;/h6-11,13-15,18H,5,22H2,1-4H3,(H,23,25);1H/t11?,13-,14-,15+,18-;/m1./s1
- IUPAC Name
- hydrogen 1-[(ethoxycarbonyl)oxy]ethyl (2S,5R,6R)-6-[(2R)-2-amino-2-phenylacetamido]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate chloride
- SMILES
- [H+].[Cl-].[H][C@]12SC(C)(C)[C@@]([H])(N1C(=O)[C@H]2NC(=O)[C@H](N)C1=CC=CC=C1)C(=O)OC(C)OC(=O)OCC
- External Links
- KEGG Drug
- D00927
- KEGG Compound
- C08123
- PubChem Compound
- 441398
- ChemSpider
- 390136
- ChEBI
- 2969
- ChEMBL
- CHEMBL1200965
- Wikipedia
- Bacampicillin
- Predicted Properties
Property Value Source Water Solubility 0.123 mg/mL ALOGPS logP 1.17 ALOGPS logP 1.47 Chemaxon logS -3.6 ALOGPS pKa (Strongest Acidic) 11.72 Chemaxon pKa (Strongest Basic) 7.23 Chemaxon Physiological Charge 1 Chemaxon Hydrogen Acceptor Count 6 Chemaxon Hydrogen Donor Count 2 Chemaxon Polar Surface Area 137.26 Å2 Chemaxon Rotatable Bond Count 10 Chemaxon Refractivity 113.76 m3·mol-1 Chemaxon Polarizability 47.12 Å3 Chemaxon Number of Rings 3 Chemaxon Bioavailability 1 Chemaxon Rule of Five No Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule Yes Chemaxon