Compound ID | 1535

Update compound information

Muraminomicin H

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: 1172.27
Iso. SMILES: CCCCCCCCCCCC(CC(=O)OC1CN(C(C(=O)N(C1C(=O)O)C)C([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)OC(=O)CC(C)CC(=O)O[C@H]5[C@@H]([C@@H]([C@H]([C@@H](O5)C)OC)OC(=O)CCC(=O)O)OC
InChI Key: QLHNPXCYNWFUCR-SZIAXAPBSA-N
Can. SMILES: CCCCCCCCCCCC(CC(=O)OC1CN(C)C(C([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)C(=O)N(C)C1C(=O)O)OC(=O)CC(C)CC(=O)O[C@H]5[C@@H]([C@@H]([C@H]([C@H](C)O5)OC)OC(=O)CCC(=O)O)OC
InChI: InChI=1S/C54H85N5O23/c1-8-9-10-11-12-13-14-15-16-17-31(76-40(66)22-29(2)23-41(67)81-53-50(74-7)49(46(73-6)30(3)75-53)80-39(65)19-18-38(63)64)24-42(68)77-35-28-57(4)45(51(69)58(5)44(35)52(70)71)48(82-43-26-32(60)34(27-55)78-43)47-33(61)25-37(79-47)59-21-20-36(62)56-54(59)72/h20-21,29-35,37,43-50,53,60-61H,8-19,22-28,55H2,1-7H3,(H,63,64)(H,70,71)(H,56,62,72)/t29?,30-,31?,32-,33-,34+,35?,37+,43-,44?,45?,46-,47-,48?,49+,50+,53-/m0/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/145720721
Citation: https://www.nature.com/articles/s41429-019-0235-3

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