Compound ID | 1953

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Clometocillin

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):
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Molecular weight: 433.31
Iso. 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 Key: JKXQBIZCQJLVOS-GSNLGQFWSA-N
Can. 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
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
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/71807
Guide to Pharmacology: clometocillin
Citation: https://pubmed.ncbi.nlm.nih.gov/9578165/

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