Compound ID | 1536

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Muraminomicin Z1

Class: MraY inhibitor (nucleoside antibiotic)

Spectrum of activity: Gram-positive
Details of activity: Interferes with cell-wall synthesis by inhibiting transfer of the peptidoglycan precursor moiety (MurNAc-pentapeptide) to the membrane lipid carrier, undecaprenyl phosphate. Active against Staphylococcus
Description: Muraminomicin derivative
Institute where first reported: Medicinal Chemistry Research Laboratories, Daiichi Sankyo Co., Ltd., Tokyo, Japan
Year first mentioned: 2019
Highest developmental phase: Preclinical
Chemical structure(s):
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Molecular weight: 543.53
Iso. SMILES: CN1CC(C(N(C(=O)C1C([C@@H]2[C@H](C[C@@H](O2)N3C=CC(=O)NC3=O)O)O[C@H]4C[C@@H]([C@H](O4)CN)O)C)C(=O)O)O
InChI Key: WHWRTLTXEHGDLK-OOLYHJPVSA-N
Can. SMILES: CN1CC(C(C(=O)O)N(C)C(=O)C1C([C@@H]2[C@H](C[C@H](N3C=CC(=O)NC3=O)O2)O)O[C@H]4C[C@@H]([C@@H](CN)O4)O)O
InChI: InChI=1S/C22H33N5O11/c1-25-8-11(30)16(21(33)34)26(2)20(32)17(25)19(38-15-6-9(28)12(7-23)36-15)18-10(29)5-14(37-18)27-4-3-13(31)24-22(27)35/h3-4,9-12,14-19,28-30H,5-8,23H2,1-2H3,(H,33,34)(H,24,31,35)/t9-,10-,11?,12+,14+,15-,16?,17?,18-,19?/m0/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/145720723
Citation: https://www.nature.com/articles/s41429-019-0235-3

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