Compound ID | 1953
Synonym(s): Clometacillin
Class: Beta-lactam (penicillin)
Spectrum of activity: | Gram-positive |
Details of activity: | Binds to bacterial penicillin-binding protein 2 (PBP2) and interferes with bacterial cell wall integrity and synthesis. Active against Gram-positive bacteria, but vulnerable to penicillinases produced by staphylococci |
Description: | Semisynthetic penicillin, similar to ampicillin |
Year first mentioned: | 1964 |
Development status: | Approved, off-patent, not available in most countries |
Chemical structure(s): | |
Canonical SMILES: | CC1(C)[C@H](C(=O)O)N2C(=O)[C@H]([C@H]2S1)NC(=O)C(C3=CC=C(C(=C3)Cl)Cl)OC |
Isomeric SMILES: | CC1([C@@H](N2[C@H](S1)[C@@H](C2=O)NC(=O)C(C3=CC(=C(C=C3)Cl)Cl)OC)C(=O)O)C |
InChI: | InChI=1S/C17H18Cl2N2O5S/c1-17(2)12(16(24)25)21-14(23)10(15(21)27-17)20-13(22)11(26-3)7-4-5-8(18)9(19)6-7/h4-6,10-12,15H,1-3H3,(H,20,22)(H,24,25)/t10-,11?,12+,15-/m1/s1 |
InChI Key: | JKXQBIZCQJLVOS-GSNLGQFWSA-N |
Structure link: | https://pubchem.ncbi.nlm.nih.gov/compound/71807 |
External links: | |
Guide to Pharmacology: | clometocillin |
Main Source: | https://pubmed.ncbi.nlm.nih.gov/9578165/ |