Compound ID | 2230

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Picolinamycin

Class: Natural product antibiotic

Spectrum of activity: Gram-positive  &  Gram-negative
Details of activity: Active against Staphylococcus aureus, S. epidermidis, Bacillus cereus, B. stratosphericus, Enterococcus faecalis, Salmonella Typhi, Klebsiella pneumoniae, Escherichia coli, Pseudomonas aeruginosa, Mycobacterium smegmatis, and MDR strains of S. haemolyticus, S. aureus, Enterococcus, P. aeruginosa, and Shigella flexneri
Description: Natural product from Streptomyces sp. SM01; no cytotoxicity towards A549 human cell line; picolinamide scaffold
Year first mentioned: 2020
Development status: Experimental
Chemical structure(s):
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Molecular weight: 1013.26
Iso. SMILES: CC1=NC(CC2=NC(CC(CC3=C(C(/C=C/C=C/C=O)C)N=C(CC4=CNC(C(C)=N4)=O)S3)C/C(/C5=CC=C(C)C=C5)=C/C6=CC=C(C(NCOCC(C)C)=O)N=C6)=CC(/C=C/C(C#CC)CC=O)=C2)=CNC1=O
InChI Key: PWOGXYWIJYODEL-CFOZCBAQSA-N
Can. SMILES: CC#CC(/C=C/C1=CC(=NC(=C1)CC(C/C(=C/C2=CC=C(C(=O)NCOCC(C)C)N=C2)/C3=CC=C(C)C=C3)CC4=C(C(C)/C=C/C=C/C=O)N=C(CC5=CNC(=O)C(=N5)C)S4)CC6=CNC(=O)C(=N6)C)CC=O
InChI: InChI=1S/C59H64N8O6S/c1-8-12-43(22-24-69)16-17-44-27-49(66-50(28-44)31-51-34-61-57(70)41(6)64-51)29-46(30-54-56(40(5)13-10-9-11-23-68)67-55(74-54)32-52-35-62-58(71)42(7)65-52)26-48(47-19-14-39(4)15-20-47)25-45-18-21-53(60-33-45)59(72)63-37-73-36-38(2)3/h9-11,13-21,23-25,27-28,33-35,38,40,43,46H,22,26,29-32,36-37H2,1-7H3,(H,61,70)(H,62,71)(H,63,72)/b11-9+,13-10+,17-16+,48-25-
External links:
Citation: https://www.nature.com/articles/s41598-020-66984-w#Sec14

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