Clovibactin

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Clovibactin (Novo29) is an experimental antibiotic isolated from an uncultured soil Gram-negative β-proteobacterium Eleftheria terrae ssp. carolina, which is one of many soil bacteria.^[1]^[2]

Clovibactin
Identifiers

IUPAC name (3S,6S,9S,13R)-12-[[(2S)-2-[[(2R)-6-amino-2-[[(2R)-2-[[(2S)-2-amino-3-phenylpropanoyl]amino]-4-methylpentanoyl]amino]hexanoyl]amino]-3-hydroxypropanoyl]amino]-9-methyl-3,6-bis(2-methylpropyl)-2,5,8,11-tetraoxo-1-oxa-4,7,10-triazacyclotridecane-13-carboxamide
CAS Number	2247194-77-8
PubChem CID	142449498
Chemical and physical data
Formula	C₄₃H₇₀N₁₀O₁₁
Molar mass	903.092 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES CC(C)C[C@@H](NC(=O)[C@@H](N)Cc1ccccc1)C(=O)N[C@H](CCCCN)C(=O)N[C@@H](CO)C(=O)NC1C(=O)N[C@@H](C)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CC(C)C)C(=O)O[C@H]1C(N)=O
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 Key:SMQAHGKBWXPEHB-MJGFNNBQSA-N

References

^ Shukla R, Peoples AJ, Ludwig KC, Maity S, Derks MG, de Benedetti S, et al. (August 22, 2023). "An antibiotic from an uncultured bacterium binds to an immutable target". Cell. 186 (19): 4059–4073.e27. doi:10.1016/j.cell.2023.07.038. hdl:2158/1352736. PMID 37611581. Preprint:
Shukla R, Peoples AJ, Ludwig KC, Maity S, Derks MG, de Benedetti S, et al. (May 2023). "A new antibiotic from an uncultured bacterium binds to an immutable target". bioRxiv. doi:10.1101/2023.05.15.540765. PMC 10245560. PMID 37292624.

^ Krumberger M, Li X, Kreutzer AG, Peoples AJ, Nitti AG, Cunningham AM, et al. (February 2023). "Synthesis and Stereochemical Determination of the Peptide Antibiotic Novo29". The Journal of Organic Chemistry. 88 (4): 2214–2220. doi:10.1021/acs.joc.2c02648. PMC 9942206. PMID 36655882.

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