levopropicillin   Click here for help

GtoPdb Ligand ID: 10826

Synonyms: BRL-284 | BRL284 | L-Propicillin | P-248 | P248
Compound class: Synthetic organic
Comment: Levopropicillin (levopropylcillin) is a penicillin type antibacterial, with activity against Staphylococci but it is not stable to penicillinase.
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 6
Hydrogen bond donors 2
Rotatable bonds 7
Topological polar surface area 121.24
Molecular weight 378.12
XLogP 2.25
No. Lipinski's rules broken 0
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Canonical SMILES CC[C@@H](C(=O)N[C@@H]1C(=O)N2[C@@H]1SC([C@@H]2C(=O)O)(C)C)Oc1ccccc1
Isomeric SMILES CC[C@@H](C(=O)N[C@@H]1C(=O)N2[C@@H]1SC([C@@H]2C(=O)O)(C)C)Oc1ccccc1
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
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Summary of Clinical Use Click here for help
Levopropicillin did not progress to clinical trial, due to issues of resistance and competition from competing drugs.