Compound ID | 639

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Napsamycin C

Class: Natural product antibiotic

Agent Type: Natural product; Small molecule; Direct acting;
Spectrum of activity: Gram-negative
Mechanism of action: Cell wall synthesis inhibitor. Bacterial translocase I inhibitor
Target Pathogen: Active against Pseudomonas
Description: Natural product from Streptomyces sp.; a uridylpeptide antibiotic
Year first mentioned: 1992
Development status: Experimental
Chemical structure(s):
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Molecular weight: 854.93
Iso. SMILES: CC(C(C(=O)N/C=C\1/CC(C(O1)N2CCC(=O)NC2=O)O)NC(=O)C(CCSC)NC(=O)NC(CC3=CC(=CC=C3)O)C(=O)O)N(C)C(=O)C4CC5=C(CN4)C=CC(=C5)O
InChI Key: MFEPAAMYDYMBSN-XHPQRKPJSA-N
Can. SMILES: CC(C(C(=O)N/C=C\1/CC(C(N2CCC(=O)NC2=O)O1)O)NC(=O)C(CCSC)NC(=O)NC(CC3=CC=CC(=C3)O)C(=O)O)N(C)C(=O)C4CC5=CC(=CC=C5CN4)O
InChI: InChI=1S/C39H50N8O12S/c1-20(46(2)35(54)28-16-23-15-25(49)8-7-22(23)18-40-28)32(34(53)41-19-26-17-30(50)36(59-26)47-11-9-31(51)44-39(47)58)45-33(52)27(10-12-60-3)42-38(57)43-29(37(55)56)14-21-5-4-6-24(48)13-21/h4-8,13,15,19-20,27-30,32,36,40,48-50H,9-12,14,16-18H2,1-3H3,(H,41,53)(H,45,52)(H,55,56)(H2,42,43,57)(H,44,51,58)/b26-19-
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/3037898
Guide to Pharmacology: napsamycin C
Citations:
  • https://doi.org/10.1002/cbic.201000460
  • https://doi.org/10.7164/antibiotics.47.595

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