Compound ID | 2535

Update compound information

Bottromycin B2

Class: Antimicrobial peptide

Agent Type: Natural product; Direct acting;
Spectrum of activity: Gram-positive, Gram-negative & Antimycobacterial
Mechanism of action: Protein synthesis inhibitor
Target Pathogen: Active against Staphylococcus aureus, Mycobacterium sp., and Salmonella paratyphi
Description: Natural product from soil Streptomyces bottropensis; a macrocyclic peptide
Year first mentioned: 1955
Highest development stage: Preclinical
Development status: Experimental
Reason dropped: Instability in oral and parenteral administration
Chemical structure(s):
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Molecular weight: 809.03
Iso. SMILES: C[C@@H](C1=CC=CC=C1)[C@@H](C(=O)N[C@H](CC(=O)OC)C2=NC=CS2)NC(=O)[C@H](C(C)(C)C)NC3=NCC(=O)N4CCC[C@H]4C(=O)N[C@H](C(=O)N[C@H]3C(C)(C)C)C(C)C
InChI Key: UVHKHTJWCYXSLC-PPZIYWBKSA-N
Can. SMILES: CC(C)[C@H]1C(=O)N[C@H](C(=NCC(=O)N2CCC[C@H]2C(=O)N1)N[C@H](C(=O)N[C@@H]([C@@H](C)C3=CC=CC=C3)C(=O)N[C@H](CC(=O)OC)C4=NC=CS4)C(C)(C)C)C(C)(C)C
InChI: InChI=1S/C41H60N8O7S/c1-23(2)30-36(53)48-32(40(4,5)6)34(43-22-28(50)49-19-14-17-27(49)35(52)45-30)47-33(41(7,8)9)38(55)46-31(24(3)25-15-12-11-13-16-25)37(54)44-26(21-29(51)56-10)39-42-18-20-57-39/h11-13,15-16,18,20,23-24,26-27,30-33H,14,17,19,21-22H2,1-10H3,(H,43,47)(H,44,54)(H,45,52)(H,46,55)(H,48,53)/t24-,26+,27-,30-,31-,32+,33+/m0/s1
External links:
Citation: https://pubs.rsc.org/en/content/articlelanding/2021/np/d0np00097c

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