Compound ID | 254

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Amycolamicin

Class: Bacterial topoisomerase inhibitor

Spectrum of activity: Gram-positive  &  Gram-negative
Details of activity: Amycolamicin exhibits potent antibacterial activity against gram-positive and some gram-negative bacteria e.g.MRSA (methicillin resistant Staphylococcus aureus) and quinolone-resistant S. aureus(QRSA), E.coli, Klebsiella pneumoniae
Propensity to select resistant mutants: Yes
Institute where first reported: Microbial Chemistry Research Foundation,BIKAKEN, Tokyo, Japan.
Year first mentioned: 2010
Highest developmental phase: Preclinical
Development status: Active
Chemical structure(s):
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Molecular weight: 939.87
Iso. SMILES: C[C@H]1C=C[C@H]2[C@@H](CCC(=C)[C@@H]2[C@H]1/C(=C\3/C(=O)[C@@H](N(C3=O)[C@H]4[C@@H]([C@@H]([C@@H]([C@@H](O4)C)OC(=O)N)OC(=O)C)OC)C(C)C)/O)O[C@H]5C[C@]([C@@H]([C@H](O5)C)O)([C@H](C)NC(=O)C6=C(C(=C(N6)C)Cl)Cl)O
InChI Key: IKNUYGJLHHAVHT-WNSWSNAYSA-N
Can. SMILES: CC(C)[C@H]1C(=O)/C(=C(/[C@H]2[C@@H](C)C=C[C@H]3[C@@H](CCC(=C)[C@@H]32)O[C@H]4C[C@@]([C@H](C)NC(=O)C5=C(C(=C(C)N5)Cl)Cl)([C@@H]([C@@H](C)O4)O)O)\O)/C(=O)N1[C@H]6[C@@H]([C@@H]([C@@H]([C@H](C)O6)OC(=O)N)OC(=O)C)OC
InChI: InChI=1S/C44H60Cl2N4O14/c1-16(2)33-35(53)29(41(56)50(33)42-38(59-10)37(62-23(9)51)36(20(6)61-42)64-43(47)57)34(52)28-18(4)11-13-24-25(14-12-17(3)27(24)28)63-26-15-44(58,39(54)21(7)60-26)22(8)49-40(55)32-31(46)30(45)19(5)48-32/h11,13,16,18,20-22,24-28,33,36-39,42,48,52,54,58H,3,12,14-15H2,1-2,4-10H3,(H2,47,57)(H,49,55)/b34-29+/t18-,20-,21+,22-,24-,25+,26-,27-,28-,33-,36+,37+,38+,39+,42+,44+/m0/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/75815448
Citations:
  • http://www.nature.com/ja/journal/v63/n3/full/ja20101a.html
  • http://www.ncbi.nlm.nih.gov/pubmed/23129443

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