Compound | AntibioticDB

Compound ID | 159

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SQ641

Class: MraY inhibitor

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 C. difficile.
Description:	Semisynthetic capuramycin derivative
Institute where first reported:	Sequella, USA
Year first mentioned:	1986
Highest developmental phase:	Preclinical
Development status:	Active

Chemical structure(s):

Molecular weight: 739.81

Iso. SMILES:	CCCCCCCCCC(=O)O[C@@H]1[C@@H]([C@H](O[C@H]1N2C=CC(=O)NC2=O)[C@H](C(=O)N)O[C@@H]3[C@H]([C@H](C=C(O3)C(=O)N[C@H]4CCC[C@H](NC4O)C)O)O)OC
InChI Key:	GHMYTLUBNQSWIA-QPOYEQHISA-N
Can. SMILES:	CCCCCCCCCC(=O)O[C@@H]1[C@@H]([C@@H]([C@H](C(=O)N)O[C@@H]2[C@H]([C@H](C=C(C(=O)N[C@H]3CCC[C@@H](C)NC3O)O2)O)O)O[C@H]1N4C=CC(=O)NC4=O)OC
InChI:	InChI=1S/C34H53N5O13/c1-4-5-6-7-8-9-10-14-23(42)50-28-25(48-3)26(51-32(28)39-16-15-22(41)38-34(39)47)27(29(35)44)52-33-24(43)20(40)17-21(49-33)31(46)37-19-13-11-12-18(2)36-30(19)45/h15-20,24-28,30,32-33,36,40,43,45H,4-14H2,1-3H3,(H2,35,44)(H,37,46)(H,38,41,47)/t18-,19+,20+,24+,25-,26+,27-,28-,30?,32-,33-/m1/s1

External links:
PubChem link:	https://pubchem.ncbi.nlm.nih.gov/compound/71589730
Guide to Pharmacology:	SQ641
Citations:	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2224724/ https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2976629/ http://www.abstractsonline.com/Plan/ViewAbstract.aspx?mID=3529&sKey=d062d52f-dbc1-4812-a8f5-43f97e8425a9&cKey=675b3e8c-1f80-41c2-9668-ed40c4db2bda&mKey=5d6b1802-e453-486b-bcbb-b11d1182d8bb http://www.sequella.com/docs/SQ641%20C%20diff%200313.pdf

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