Compound ID | 2422

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Pyridine-Thiazole-Pleuromutilin 10b

Synonym(s): Quarternarized pleuromutilin 10b

Class: Pleuromutilin

Agent Type: Synthetic; Direct acting;
Spectrum of activity: Gram-positive & Gram-negative
Mechanism of action: Membrane-active agent. Dual mechanism (targets protein synthesis inhibitor and membrane-active agent)
Target Pathogen: Active against methicillin-resistant Staphylococcus aureus, Staphylococcus aureus, Acinetobacter baumannii, Salmonella enterica, and Escherichia coli
Description: Synthetic compound; analogues and derivatives with activity reported; low cytotoxicity (cell cytotoxicity >100 uM, highest tested vs MICs at 0.0625-2 ug/ml)
Year first mentioned: 2023
Development status: Experimental
Chemical structure(s):
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Molecular weight: 739.83
Iso. SMILES: O=C(CSC1=NC(C2=CC=[N+](CC3=CC([H])=C(C)C([H])=C3)C=C2)=CS1)O[C@@H]4C[C@](C=C)(C)[C@@H](O)[C@H](C)[C@]56[C@]([H])([C@@]4(C)[C@@H](CC5)C)C(CC6)=O.[Br-]
InChI Key: KLKOYIWTGFOBAR-RDKYXGSLSA-M
Can. SMILES: C=C[C@]1(C)C[C@H]([C@]2(C)[C@H](C)CC[C@]3(CCC(=O)[C@@]23[H])[C@@H](C)[C@@H]1O)OC(=O)CSC4=NC(=CS4)C5=CC=[N+](C=C5)CC6=CC([H])=C(C)C([H])=C6.[Br-]
InChI: InChI=1S/C38H47N2O4S2.BrH/c1-7-36(5)20-31(37(6)25(3)12-16-38(26(4)34(36)43)17-13-30(41)33(37)38)44-32(42)23-46-35-39-29(22-45-35)28-14-18-40(19-15-28)21-27-10-8-24(2)9-11-27;/h7-11,14-15,18-19,22,25-26,31,33-34,43H,1,12-13,16-17,20-21,23H2,2-6H3;1H/q+1;/p-1/t25-,26+,31-,33+,34+,36-,37+,38+;/m1./s1
External links:
Citation: https://pubs.acs.org/doi/10.1021/acs.jmedchem.2c02135

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