Compound ID | 2325

Update compound information

Clovibactin

Class: Natural product antibiotic

Agent Type: Natural product; Direct acting;
Spectrum of activity: Gram-positive & Gram-negative
Mechanism of action: Cell wall synthesis inhibitor. Binds to pyrophosphate moiety of C55PP, lipid II, and lipid IIIWTA
Target Pathogen: Active against methicillin-resistant Staphylococcus aureus, daptomycin-resistant Staphylococcus aureus, vancomycin-intermediate Staphylococcus aureus, vancomycin-resistant Enterococcus, and Haemophilus influenzae SJ7
Description: Natural product from 'uncultured' soil bacteria Eleftheria terrae ssp. Carolina; no cytotoxic activity towards NIH/3T3 and HepG2 mammalian cells at 100 ug/ml (highest tested vs MIC at 0.125 to 2 ug/ml)
Year first mentioned: 2023
Development status: Experimental
Chemical structure(s):
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Molecular weight: 903.08
Iso. SMILES: CC(C)C[C@H]1C(=O)N[C@@H](CC(C)C)C(=O)O[C@H]([C@H](C(=O)N[C@@H](C)C(=O)N1)NC(=O)[C@H](CO)NC(=O)[C@@H](CCCCN)NC(=O)[C@@H](CC(C)C)NC(=O)[C@H](CC2=CC=CC=C2)N)C(=O)N
InChI Key: SMQAHGKBWXPEHB-HHHSQLJLSA-N
Can. SMILES: CC(C)C[C@H]1C(=O)N[C@@H](CC(C)C)C(=O)O[C@H]([C@H](C(=O)N[C@@H](C)C(=O)N1)NC(=O)[C@H](CO)NC(=O)[C@@H](CCCCN)NC(=O)[C@@H](CC(C)C)NC(=O)[C@H](CC2=CC=CC=C2)N)C(=O)N
InChI: InChI=1S/C43H70N10O11/c1-22(2)17-29-40(60)51-31(19-24(5)6)43(63)64-34(35(46)55)33(42(62)47-25(7)36(56)49-29)53-41(61)32(21-54)52-38(58)28(15-11-12-16-44)48-39(59)30(18-23(3)4)50-37(57)27(45)20-26-13-9-8-10-14-26/h8-10,13-14,22-25,27-34,54H,11-12,15-21,44-45H2,1-7H3,(H2,46,55)(H,47,62)(H,48,59)(H,49,56)(H,50,57)(H,51,60)(H,52,58)(H,53,61)/t25-,27-,28+,29-,30+,31-,32-,33+,34+/m0/s1
External links:
Guide to Pharmacology: clovibactin
Citation: https://www.cell.com/cell/fulltext/S0092-8674(23)00853-X

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