PRD_000184

Microcin J25

Created: 2012-02-03
Last modified:  2013-06-03

PRD_000184 is described in the Biologically Interesting Molecule Reference Dictionary (BIRD).

The representative PDB ID is 1Q71.

Chemical Details

Formal Charge0
Atom Count291
Chiral Atom Count18
Bond Count298
Aromatic Bond Count29
Toggle HydrogenToggle Labels

Chemical Component Summary

NameMicrocin J25
Systematic Name (OpenEye OEToolkits)2-[[(2S)-3-(4-hydroxyphenyl)-2-[[(2S)-2-[[(2S)-2-[[(2S,3S)-2-[[(2S)-1-[(2S,3R)-2-[2-[[(2S,3S)-2-[2-[[(2S)-2-[[(2S)-2-[[(2S)-3-(4-hydroxyphenyl)-2-[[(3S,6S,12S,23S,26S)-6-(1H-imidazol-3-ium-4-ylmethyl)-12-methyl-2,5,8,11,14,17,20,25-octakis(oxidanylidene)-3-propan-2-yl-1,4,7,10,13,16,19,24-octazabicyclo[24.3.0]nonacosan-23-yl]carbonylamino]propanoyl]amino]-3-phenyl-propanoyl]amino]-3-methyl-butanoyl]amino]ethanoylamino]-3-methyl-pentanoyl]amino]ethanoylamino]-3-oxidanyl-butanoyl]pyrrolidin-2-yl]carbonylamino]-3-methyl-pentanoyl]amino]-3-oxidanyl-propanoyl]amino]-3-phenyl-propanoyl]amino]propanoyl]amino]ethanoic acid
FormulaC101 H140 N23 O27
Molecular Weight2,108.33
TypePEPTIDE-LIKE

Chemical Descriptors

TypeProgram Version Descriptor
SMILESCACTVS3.370CC[CH](C)[CH](NC(=O)CNC(=O)[CH](NC(=O)[CH](Cc1ccccc1)NC(=O)[CH](Cc2ccc(O)cc2)NC(=O)[CH]3CCC(=O)NCC(=O)NCC(=O)N[CH](C)C(=O)NCC(=O)N[CH](Cc4c[nH]c[nH+]4)C(=O)N[CH](C(C)C)C(=O)N5CCC[CH]5C(=O)N3)C(C)C)C(=O)NCC(=O)N[CH]([CH](C)O)C(=O)N6CCC[CH]6C(=O)N[CH]([CH](C)CC)C(=O)N[CH](CO)C(=O)N[CH](Cc7ccccc7)C(=O)N[CH](Cc8ccc(O)cc8)C(=O)NCC(O)=O
SMILESOpenEye OEToolkits1.7.6CCC(C)C(C(=O)NCC(=O)NC(C(C)O)C(=O)N1CCCC1C(=O)NC(C(C)CC)C(=O)NC(CO)C(=O)NC(Cc2ccccc2)C(=O)NC(Cc3ccc(cc3)O)C(=O)NCC(=O)O)NC(=O)CNC(=O)C(C(C)C)NC(=O)C(Cc4ccccc4)NC(=O)C(Cc5ccc(cc5)O)NC(=O)C6CCC(=O)NCC(=O)NCC(=O)NC(C(=O)NCC(=O)NC(C(=O)NC(C(=O)N7CCCC7C(=O)N6)C(C)C)Cc8c[nH]c[nH+]8)C
Canonical SMILESCACTVS3.370 CC[C@H](C)[C@H](NC(=O)CNC(=O)[C@@H](NC(=O)[C@H](Cc1ccccc1)NC(=O)[C@H](Cc2ccc(O)cc2)NC(=O)[C@@H]3CCC(=O)NCC(=O)NCC(=O)N[C@@H](C)C(=O)NCC(=O)N[C@@H](Cc4c[nH]c[nH+]4)C(=O)N[C@@H](C(C)C)C(=O)N5CCC[C@H]5C(=O)N3)C(C)C)C(=O)NCC(=O)N[C@@H]([C@@H](C)O)C(=O)N6CCC[C@H]6C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@@H](Cc7ccccc7)C(=O)N[C@@H](Cc8ccc(O)cc8)C(=O)NCC(O)=O
Canonical SMILESOpenEye OEToolkits1.7.6 CC[C@H](C)[C@@H](C(=O)NCC(=O)N[C@@H]([C@@H](C)O)C(=O)N1CCC[C@H]1C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@@H](Cc2ccccc2)C(=O)N[C@@H](Cc3ccc(cc3)O)C(=O)NCC(=O)O)NC(=O)CNC(=O)[C@H](C(C)C)NC(=O)[C@H](Cc4ccccc4)NC(=O)[C@H](Cc5ccc(cc5)O)NC(=O)[C@@H]6CCC(=O)NCC(=O)NCC(=O)N[C@H](C(=O)NCC(=O)N[C@H](C(=O)N[C@H](C(=O)N7CCC[C@H]7C(=O)N6)C(C)C)Cc8c[nH]c[nH+]8)C
InChIInChI1.03 InChI=1S/C101H139N23O27/c1-11-55(7)84(98(148)107-49-80(134)119-86(58(10)126)101(151)124-38-20-26-74(124)96(146)122-85(56(8)12-2)99(149)117-72(51-125)94(144)116-68(39-59-21-15-13-16-22-59)90(140)113-67(88(138)108-50-81(135)136)41-61-27-31-64(127)32-28-61)118-79(133)48-106-97(147)82(53(3)4)120-92(142)70(40-60-23-17-14-18-24-60)115-91(141)69(42-62-29-33-65(128)34-30-62)114-89(139)66-35-36-75(129)103-45-76(130)104-46-77(131)110-57(9)87(137)105-47-78(132)111-71(43-63-44-102-52-109-63)93(143)121-83(54(5)6)100(150)123-37-19-25-73(123)95(145)112-66/h13-18,21-24,27-34,44,52-58,66-74,82-86,125-128H,11-12,19-20,25-26,35-43,45-51H2,1-10H3,(H,102,109)(H,103,129)(H,104,130)(H,105,137)(H,106,147)(H,107,148)(H,108,138)(H,110,131)(H,111,132)(H,112,145)(H,113,140)(H,114,139)(H,115,141)(H,116,144)(H,117,149)(H,118,133)(H,119,134)(H,120,142)(H,121,143)(H,122,146)(H,135,136)/p+1/t55-,56-,57-,58+,66-,67-,68-,69-,70-,71-,72-,73-,74-,82-,83-,84-,85-,86-/m0/s1
InChIKeyInChI1.03 FRJVEVHOMWPHHN-UBTJVNBSSA-O