Enduracidin

Synonym(s): enramycin

Class: Cell-wall biosynthesis inhibitor

Spectrum of activity:	Gram-positive
Details of activity:	Effective against gram + bacteria, no evidence of cross resistance or known resistance mechanism. Poor solubility in human plasma.
Institute where first reported:	Research and Development Division, Takeda Chemical Industries.
Year first mentioned:	1970
Highest developmental phase:	Preclinical
Development status:	Active

Chemical structure(s):
Canonical SMILES:	CCC(C)CCCC/C=C/C=C/C(=O)NC(CC(=O)O)C(=O)NC1C(C)OC(=O)C(C2=CC=C(C=C2)O)NC(=O)C(C)NC(=O)C(CC3CNC(=N3)N)NC(=O)NC(=O)C(C4=CC(=C(C(=C4)Cl)O)Cl)NC(=O)C(CO)NC(=O)C(C5=CC=C(C=C5)O)NC(=O)C(CC6CNC(=N6)N)NC(=O)C(CCCNC(=O)N)NC(=O)C(C(C)O)NC(=O)C(C7=CC=C(C=C7)O)NC(=O)C(C8=CC=C(C=C8)O)NC(=O)C(C(C)O)NC(=O)N(CCCCN)C(=O)C(C9=CC=C(C=C9)O)NC1=O.O
Isomeric SMILES:	CCC(C)CCCC/C=C/C=C/C(=O)NC(CC(=O)O)C(=O)NC1C(OC(=O)C(NC(=O)C(NC(=O)C(NC(=O)NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)N(C(=O)C(NC1=O)C2=CC=C(C=C2)O)CCCCN)C(C)O)C3=CC=C(C=C3)O)C4=CC=C(C=C4)O)C(C)O)CCCNC(=O)N)CC5CNC(=N5)N)C6=CC=C(C=C6)O)CO)C7=CC(=C(C(=C7)Cl)O)Cl)CC8CNC(=N8)N)C)C9=CC=C(C=C9)O)C.O
InChI:	InChI=1S/C107H138Cl2N26O31.H2O/c1-7-51(2)17-12-10-8-9-11-13-19-76(144)120-74(47-77(145)146)92(152)126-80-55(6)166-102(162)86(60-28-38-68(143)39-29-60)132-88(148)52(3)117-90(150)73(46-63-49-116-104(112)119-63)124-106(164)134-100(160)84(61-43-69(108)87(147)70(109)44-61)128-93(153)75(50-136)123-97(157)81(56-20-30-64(139)31-21-56)127-91(151)72(45-62-48-115-103(111)118-62)122-89(149)71(18-16-41-114-105(113)163)121-94(154)78(53(4)137)125-98(158)82(57-22-32-65(140)33-23-57)130-99(159)83(58-24-34-66(141)35-25-58)129-95(155)79(54(5)138)133-107(165)135(42-15-14-40-110)101(161)85(131-96(80)156)59-26-36-67(142)37-27-59;/h9,11,13,19-39,43-44,51-55,62-63,71-75,78-86,136-143,147H,7-8,10,12,14-18,40-42,45-50,110H2,1-6H3,(H,117,150)(H,120,144)(H,121,154)(H,122,149)(H,123,157)(H,125,158)(H,126,152)(H,127,151)(H,128,153)(H,129,155)(H,130,159)(H,131,156)(H,132,148)(H,133,165)(H,145,146)(H3,111,115,118)(H3,112,116,119)(H3,113,114,163)(H2,124,134,160,164);1H2/b11-9+,19-13+;
InChI Key:	NJCUSQKMYNTYOW-MWUYRYRWSA-N
Structure link:	https://pubchem.ncbi.nlm.nih.gov/compound/56842192

External links:
Guide to Pharmacology:	Enduracidin
Citation:	https://www.ncbi.nlm.nih.gov/pubmed/5674368