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DB01602 - Bacampicillin


Identification
Name Bacampicillin
Accession Number DB01602
Type small molecule
Description 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.
Structure
MOL SDF PDB SMILES InChI
Categories (*)
Molecular Weight 465.52
Groups approved
Monoisotopic Weight 465.156970923
Pharmacology
Indication For infections at the following sites: upper and lower respiratory tract; skin and soft tissue; urinary tract and acute uncomplicated gonococcal urethritis, when due to sensitive strains of the following organisms: Gram-positive: streptococci (including S. faecalis and S. pneumoniae) and nonpenicillinase-producing staphylococci; Gram-negative: H. influenzae, N. gonorrhoeae, E. coli, P. mirabilis, Salmonellae and Shigellae.
Mechanism of action 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.
Absorption Absorbed following oral administration.
Protein binding Not Available
Biotransformation Not Available
Route of elimination Not Available
Toxicity Not Available
Affected organisms
  • Enteric bacteria and other eubacteria
Interactions
Drug Interactions
Drug Mechanism of interaction
Demeclocycline Possible antagonism of action
Doxycycline Possible antagonism of action
Ethinyl Estradiol This anti-infectious agent could decrease the effect of the oral contraceptive
Methotrexate The penicillin increases the effect and toxicity of methotrexate
Minocycline Possible antagonism of action
Tetracycline Possible antagonism of action
Food Interactions Not Available

Targets


Penicillin-binding proteins 1A/1B
Name Penicillin-binding proteins 1A/1B
Gene Name pbpA
Pharmacological action yes
Actions inhibitor
References
  • Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. - Pubmed
  • Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. - Pubmed
DTHybrid score 0.7406

Predictions


Id Partner name Gene Name Score
1974 Oligopeptide transporter, kidney isoform SLC15A2 0.084
1539 Oligopeptide transporter, small intestine isoform SLC15A1 0.0798
1729 Solute carrier family 22 member 6 SLC22A6 0.0415
115 Penicillin-binding protein 2 mrdA 0.0351
6069 Penicillin-binding protein 2 mrdA 0.0351
6118 Penicillin-binding protein 2 penA 0.0351
6187 Penicillin-binding protein 2 pbpA 0.0351
6686 Penicillin-binding protein 2 pbp2 0.0351
6939 Penicillin-binding protein 2 mrdA 0.0351
7163 Penicillin-binding protein 2 pbpA 0.0351
1 Peptidoglycan synthetase ftsI ftsI 0.033
4155 Peptidoglycan synthetase ftsI ftsI 0.033
645 Penicillin-binding protein 1A mrcA 0.0263
5805 Penicillin-binding protein 1A ponA 0.0263
6185 Penicillin-binding protein 1A mrcA 0.0263
6799 Penicillin-binding protein 1A pbpA 0.0263
118 Organic cation/carnitine transporter 2 SLC22A5 0.0186
6113 MecA PBP2' (penicillin binding protein 2') mecA 0.0182
2385 Penicillin acylase Not Available 0.0166
543 Penicillin-binding protein 1B mrcB 0.0157
6186 Penicillin-binding protein 1B ponB 0.0157
6822 Penicillin-binding protein 1b pbp1b 0.0157
6844 Penicillin-binding protein 1b pbp1b 0.0157
819 Penicillin-binding protein 4 dacB 0.0148
6067 Penicillin binding protein 2a mecA 0.0143
4512 Cytochrome P450 3A4 CYP3A4 0.014
1757 Myeloperoxidase MPO 0.0139
332 Beta-lactamase blaZ 0.0133
2478 Beta-lactamase ampC 0.0133
2613 Beta-lactamase ampC 0.0133
2635 Beta-lactamase ampC 0.0133
2700 Beta-lactamase penP 0.0133
5445 Beta-lactamase blaB 0.0133
6019 Beta-lactamase SHV-7 0.0133
6701 Beta-lactamase cphA 0.0133
159 Penicillin-binding protein 2B penA 0.0126
6121 Penicillin-binding protein 2B penA 0.0126
4252 Penicillin-binding protein 5 dacA 0.0117
1024 Solute carrier family 22 member 11 SLC22A11 0.0117
6142 Solute carrier family 22 member 8 SLC22A8 0.01
587 Serum albumin ALB 0.0074
6016 Cytochrome P450 2C19 CYP2C19 0.0067
2461 D-alanyl-D-alanine carboxypeptidase Not Available 0.0045
5756 D-alanyl-D-alanine carboxypeptidase dac 0.0045
6143 Solute carrier family 22 member 7 SLC22A7 0.0034
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