DT-Web

DB01603 - Meticillin


Identification
Name Meticillin
Accession Number DB01603
Type small molecule
Description One of the penicillins which is resistant to penicillinase but susceptible to a penicillin-binding protein. It is inactivated by gastric acid so administered by injection. [PubChem]
Structure
MOL SDF PDB SMILES InChI
Categories (*)
Molecular Weight 380.415
Groups approved
Monoisotopic Weight 380.104207072
Pharmacology
Indication Used to treat infections caused by susceptible Gram-positive bacteria, particularly beta-lactamase-producing organisms such as Staphylococcus aureus that would otherwise be resistant to most penicillins.
Mechanism of action Like other beta-lactam antibiotics, meticillin acts by inhibiting the synthesis of bacterial cell walls. It inhibits cross-linkage between the linear peptidoglycan polymer chains that make up a major component of the cell wall of Gram-positive bacteria. It does this by binding to and competitively inhibiting the transpeptidase enzyme used by bacteria to cross-link the peptide (D-alanyl-alanine) used in peptidogylcan synthesis.
Absorption Not absorbed following oral administration.
Protein binding Not Available
Biotransformation Hepatic (20-40%).
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
Food Interactions Not Available

Targets


MecA PBP2' (penicillin binding protein 2')
Name MecA PBP2' (penicillin binding protein 2')
Gene Name mecA
Pharmacological action yes
Actions inhibitor
References
  • Gardete S, de Lencastre H, Tomasz A: A link in transcription between the native pbpB and the acquired mecA gene in a strain of Staphylococcus aureus. Microbiology. 2006 Sep;152(Pt 9):2549-58. - Pubmed
DTHybrid score Not Available
Penicillin-binding protein 2a
Name Penicillin-binding protein 2a
Gene Name pbp2a
Pharmacological action yes
Actions inhibitor
References
  • Williamson R, Hakenbeck R, Tomasz A: In vivo interaction of beta-lactam antibiotics with the penicillin-binding proteins of Streptococcus pneumoniae. Antimicrob Agents Chemother. 1980 Oct;18(4):629-37. - Pubmed
DTHybrid score Not Available
Penicillin-binding protein 1b
Name Penicillin-binding protein 1b
Gene Name pbp1b
Pharmacological action yes
Actions inhibitor
References
  • Williamson R, Hakenbeck R, Tomasz A: In vivo interaction of beta-lactam antibiotics with the penicillin-binding proteins of Streptococcus pneumoniae. Antimicrob Agents Chemother. 1980 Oct;18(4):629-37. - Pubmed
DTHybrid score 0.0895
Penicillin-binding protein 2B
Name Penicillin-binding protein 2B
Gene Name penA
Pharmacological action yes
Actions inhibitor
References
  • Williamson R, Hakenbeck R, Tomasz A: In vivo interaction of beta-lactam antibiotics with the penicillin-binding proteins of Streptococcus pneumoniae. Antimicrob Agents Chemother. 1980 Oct;18(4):629-37. - Pubmed
DTHybrid score 0.7924
Penicillin-binding protein 3
Name Penicillin-binding protein 3
Gene Name pbp3
Pharmacological action yes
Actions inhibitor
References
  • Williamson R, Hakenbeck R, Tomasz A: In vivo interaction of beta-lactam antibiotics with the penicillin-binding proteins of Streptococcus pneumoniae. Antimicrob Agents Chemother. 1980 Oct;18(4):629-37. - Pubmed
DTHybrid score 0.0287
Penicillin-binding protein 1A
Name Penicillin-binding protein 1A
Gene Name pbpA
Pharmacological action yes
Actions inhibitor
References
  • Williamson R, Hakenbeck R, Tomasz A: In vivo interaction of beta-lactam antibiotics with the penicillin-binding proteins of Streptococcus pneumoniae. Antimicrob Agents Chemother. 1980 Oct;18(4):629-37. - Pubmed
DTHybrid score 0.0883

Predictions


Id Partner name Gene Name Score
159 Penicillin-binding protein 2B penA 0.7924
1539 Oligopeptide transporter, small intestine isoform SLC15A1 0.2371
1974 Oligopeptide transporter, kidney isoform SLC15A2 0.2024
633 Penicillin-binding proteins 1A/1B pbpA 0.1567
1729 Solute carrier family 22 member 6 SLC22A6 0.1157
118 Organic cation/carnitine transporter 2 SLC22A5 0.1066
819 Penicillin-binding protein 4 dacB 0.0918
1 Peptidoglycan synthetase ftsI ftsI 0.0909
4155 Peptidoglycan synthetase ftsI ftsI 0.0909
543 Penicillin-binding protein 1B mrcB 0.0895
6186 Penicillin-binding protein 1B ponB 0.0895
6822 Penicillin-binding protein 1b pbp1b 0.0895
645 Penicillin-binding protein 1A mrcA 0.0883
5805 Penicillin-binding protein 1A ponA 0.0883
6185 Penicillin-binding protein 1A mrcA 0.0883
2385 Penicillin acylase Not Available 0.0782
2461 D-alanyl-D-alanine carboxypeptidase Not Available 0.0747
5756 D-alanyl-D-alanine carboxypeptidase dac 0.0747
6142 Solute carrier family 22 member 8 SLC22A8 0.0624
587 Serum albumin ALB 0.0425
4512 Cytochrome P450 3A4 CYP3A4 0.0409
1024 Solute carrier family 22 member 11 SLC22A11 0.0367
3195 Beta-lactamase Toho-1 bla 0.0357
332 Beta-lactamase blaZ 0.0334
2478 Beta-lactamase ampC 0.0334
2613 Beta-lactamase ampC 0.0334
2635 Beta-lactamase ampC 0.0334
2700 Beta-lactamase penP 0.0334
5445 Beta-lactamase blaB 0.0334
6019 Beta-lactamase SHV-7 0.0334
6701 Beta-lactamase cphA 0.0334
3760 Penicillin-binding protein 5 precursor dacA 0.0291
867 Penicillin-binding protein 3 pbpC 0.0287
6119 Penicillin-binding protein 3 pbp3 0.0287
7157 Penicillin-binding protein 3 LMHCC_2184 0.0287
7162 Penicillin-binding protein 3 pbpB 0.0287
7172 Penicillin-binding protein 3 pbp3 0.0287
6143 Solute carrier family 22 member 7 SLC22A7 0.0285
6184 D-alanyl-D-alanine carboxypeptidase dacC dacC 0.0275
738 Monocarboxylate transporter 1 SLC16A1 0.0238
6154 Multidrug and toxin extrusion protein 1 SLC47A1 0.0198
4200 Cytochrome P450 1A2 CYP1A2 0.0193
6067 Penicillin binding protein 2a mecA 0.0162
3426 Glutamine synthetase glnA 0.0097
3987 Glutamine synthetase GLUL 0.0097
4119 Cytochrome P450 2D6 CYP2D6 0.0091
115 Penicillin-binding protein 2 mrdA 0.008
6069 Penicillin-binding protein 2 mrdA 0.008
6118 Penicillin-binding protein 2 penA 0.008
6187 Penicillin-binding protein 2 pbpA 0.008
6686 Penicillin-binding protein 2 pbp2 0.008
6939 Penicillin-binding protein 2 mrdA 0.008
7163 Penicillin-binding protein 2 pbpA 0.008
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