Compound ID | 405

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Mureidomycin D

Class: Antimicrobial peptide

Agent Type: Natural product; Direct acting;
Spectrum of activity: Gram-negative
Mechanism of action: Cell wall synthesis inhibitor. MraY inhibitor; interferes with cell-wall synthesis by inhibiting transfer of the peptidoglycan precursor moiety (MurNAc-pentapeptide) to the membrane lipid carrier, undecaprenyl phosphate
Description: Natural product from Streptomyces flavidovirens; a peptidylnucleoside (uridyl) peptide
Institute where first reported: Sankyo Co. Ltd, Japan
Year first mentioned: 1991
Development status: Experimental
Reason dropped: Rapid resistance due to transport loss
Chemical structure(s):
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Molecular weight: 899.97
Iso. SMILES: CC([C@H](C(=O)N/C=C/1\CC(C(O1)N2CCC(=O)NC2=O)O)NC(=O)[C@H](CCSC)NC(=O)NC(CC3=CC(=CC=C3)O)C(=O)O)N(C)C(=O)[C@H](CC4=CC(=CC=C4)O)NC(=O)CN
InChI Key: HVIYMDRGURCMHG-UBYREJIESA-N
Can. SMILES: CC([C@H](C(=O)N/C=C/1\CC(C(N2CCC(=O)NC2=O)O1)O)NC(=O)[C@H](CCSC)NC(=O)NC(CC3=CC=CC(=C3)O)C(=O)O)N(C)C(=O)[C@H](CC4=CC=CC(=C4)O)NC(=O)CN
InChI: InChI=1S/C40H53N9O13S/c1-21(48(2)36(57)28(43-32(54)19-41)16-22-6-4-8-24(50)14-22)33(35(56)42-20-26-18-30(52)37(62-26)49-12-10-31(53)46-40(49)61)47-34(55)27(11-13-63-3)44-39(60)45-29(38(58)59)17-23-7-5-9-25(51)15-23/h4-9,14-15,20-21,27-30,33,37,50-52H,10-13,16-19,41H2,1-3H3,(H,42,56)(H,43,54)(H,47,55)(H,58,59)(H2,44,45,60)(H,46,53,61)/b26-20+/t21?,27-,28-,29?,30?,33+,37?/m0/s1
External links:
Citation: https://doi.org/10.7164/antibiotics.42.662

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