Compound ID | 2132

Update compound information

Laterocidine

Class: Lipopeptide

Agent Type: Natural product; Direct acting;
Spectrum of activity: Gram-negative
Mechanism of action: Membrane-active agent. Disrupts the integrity of the outer membrane by hyperpolarization of the cellular membrane and possibly additional modes of action
Target Pathogen: Active against enterobacterales and non-fermenters including colistin resistant strains
Description: Natural product produced by Brevibacillus, cationic nonribosomal peptide, cyclic depsipeptides, synthetic analogues
Year first mentioned: 2018
Development status: Experimental
Chemical structure(s):
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Molecular weight: 1604.85
Iso. SMILES: CC[C@H](C)[C@H]1C(=O)N[C@H](C(=O)NCC(=O)NCC(=O)O[C@@H]([C@@H](C(=O)N1)NC(=O)[C@H](CC2=CNC3=CC=CC=C32)NC(=O)[C@@H](CCCN)NC(=O)CNC(=O)[C@H](CCCN)NC(=O)[C@@H](CCCN)NC(=O)[C@@H](CC4=CNC5=CC=CC=C54)NC(=O)[C@@H](CC6=CC=C(C=C6)O)NC(=O)[C@@H](CO)NC(=O)CCCCCC(C)C)C)CC(=O)N
InChI Key: MIUUXMLKAKRFMK-PCBFYWCHSA-N
Can. SMILES: CC[C@H](C)[C@H]1C(=O)N[C@@H](CC(=O)N)C(=O)NCC(=O)NCC(=O)O[C@H](C)[C@@H](C(=O)N1)NC(=O)[C@H](CC2=CNC3=C2C=CC=C3)NC(=O)[C@@H](CCCN)NC(=O)CNC(=O)[C@H](CCCN)NC(=O)[C@@H](CCCN)NC(=O)[C@@H](CC4=CNC5=C4C=CC=C5)NC(=O)[C@@H](CC6=CC=C(C=C6)O)NC(=O)[C@@H](CO)NC(=O)CCCCCC(C)C
InChI: InChI=1S/C78H113N19O18/c1-6-44(4)67-77(113)95-60(36-62(82)100)70(106)86-39-64(102)85-41-66(104)115-45(5)68(78(114)96-67)97-75(111)59(35-48-38-84-53-21-13-11-19-51(48)53)93-71(107)55(23-15-31-80)88-65(103)40-87-69(105)54(22-14-30-79)90-72(108)56(24-16-32-81)91-74(110)58(34-47-37-83-52-20-12-10-18-50(47)52)94-73(109)57(33-46-26-28-49(99)29-27-46)92-76(112)61(42-98)89-63(101)25-9-7-8-17-43(2)3/h10-13,18-21,26-29,37-38,43-45,54-61,67-68,83-84,98-99H,6-9,14-17,22-25,30-36,39-42,79-81H2,1-5H3,(H2,82,100)(H,85,102)(H,86,106)(H,87,105)(H,88,103)(H,89,101)(H,90,108)(H,91,110)(H,92,112)(H,93,107)(H,94,109)(H,95,113)(H,96,114)(H,97,111)/t44-,45+,54-,55+,56+,57+,58+,59-,60-,61+,67-,68-/m0/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/146684560
Citations:
  • https://pubmed.ncbi.nlm.nih.gov/37000899/
  • https://www.nature.com/articles/s41467-018-05781-6

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