Compound ID | 1145

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Levopropylcillin

Synonym(s): L-Propicillin  |  BRL-284  |  Levopropicillin

Class: Beta-lactam

Agent Type: Semisynthetic; Small molecule; Direct acting;
Spectrum of activity: Gram-positive
Mechanism of action: Cell wall synthesis inhibitor. Stable to penicillinase activity
Target Pathogen: Active against staphylococci
Description: A penicillin; Godzeski, C, W et al. "An In Vitro Examination of Levopropylcillin" Program and Abstracts of the interscience science Conference on Antimicrobial Agents and Chemotherapy. 1961.
Institute where first reported: Eli Lilly
Year first mentioned: 1961
Development status: Experimental
Reason dropped: Resistance and competition from competing drugs
Chemical structure(s):
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Molecular weight: 378.44
Iso. SMILES: CC[C@@H](C(=O)N[C@H]1[C@@H]2N(C1=O)[C@H](C(S2)(C)C)C(=O)O)OC3=CC=CC=C3
InChI Key: HOCWPKXKMNXINF-RSUWNVLCSA-N
Can. SMILES: CC[C@@H](C(=O)N[C@@H]1C(=O)N2[C@@H](C(=O)O)C(C)(C)S[C@H]12)OC3=CC=CC=C3
InChI: InChI=1S/C18H22N2O5S/c1-4-11(25-10-8-6-5-7-9-10)14(21)19-12-15(22)20-13(17(23)24)18(2,3)26-16(12)20/h5-9,11-13,16H,4H2,1-3H3,(H,19,21)(H,23,24)/t11-,12+,13-,16+/m0/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/172994
Guide to Pharmacology: levopropicillin
Citation: https://pmc.ncbi.nlm.nih.gov/articles/pmid/2158301/

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