Compound ID | 2427

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Phenyl sulphide-based cationic amphiphile 17

Synonym(s): Peptidomimetic 17

Class: Antimicrobial peptide

Agent Type: Synthetic; Small molecule; Direct acting;
Spectrum of activity: Gram-positive
Mechanism of action: Membrane-active agent
Target Pathogen: Active against Staphylococcus aureus, Staphylococcus epidermidis, and Enterococcus faecalis
Description: Synthetic compound (peptidomimetic); analogues with antibacterial activity reported; rabbit RBC HC50 at >200 mg/L vs MIC at 0.39-0.78 mg/L
Year first mentioned: 2022
Development status: Experimental
Chemical structure(s):
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Molecular weight: 899.2
Iso. SMILES: CC(C)(C)CC(C)(C)C1=CC(=C(C=C1)OCC(=O)N[C@@H](CCCN=C(N)N)C(=O)OC)SC2=C(C=CC(=C2)C(C)(C)CC(C)(C)C)OCC(=O)N[C@@H](CCCN=C(N)N)C(=O)OC
InChI Key: TZOFNPRLQAMPGC-ACHIHNKUSA-N
Can. SMILES: CC(C)(C)CC(C)(C)C1=CC=C(C(=C1)SC2=CC(=CC=C2OCC(=O)N[C@@H](CCCN=C(N)N)C(=O)OC)C(C)(C)CC(C)(C)C)OCC(=O)N[C@@H](CCCN=C(N)N)C(=O)OC
InChI: InChI=1S/C46H74N8O8S/c1-43(2,3)27-45(7,8)29-17-19-33(61-25-37(55)53-31(39(57)59-11)15-13-21-51-41(47)48)35(23-29)63-36-24-30(46(9,10)28-44(4,5)6)18-20-34(36)62-26-38(56)54-32(40(58)60-12)16-14-22-52-42(49)50/h17-20,23-24,31-32H,13-16,21-22,25-28H2,1-12H3,(H,53,55)(H,54,56)(H4,47,48,51)(H4,49,50,52)/t31-,32-/m0/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/168275148
Citation: https://pubs.acs.org/doi/10.1021/acs.jmedchem.2c01437

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