Compound ID | 2269

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Planosporicin

Class: Antimicrobial peptide

Spectrum of activity: Gram-positive
Details of activity: Active against Staphylococcus aureus; targets cell-wall synthesis, similar to mersacidin and actagardine
Description: Natural product from Planomonospora alba; lantibiotic-type
Year first mentioned: 2007
Development status: Experimental
Chemical structure(s):
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Molecular weight: 2193.45
Iso. SMILES: CC[C@H](C)[C@@H](C(=O)N/C(=C\C)/C(=O)N[C@H]1CSC[C@H]2C(=O)N[C@H](C(=O)NCC(=O)NCC(=O)NCC(=O)N[C@H]3CSC[C@H]4C(=O)N[C@@H](CSC[C@@H](C(=O)N[C@H](C(=O)N4)CC5=CN=CN5)NC(=O)[C@H](CSC[C@@H](C(=O)N[C@H]6CCSC[C@@H](C(=O)N[C@H](C(=O)N2)[C@@H](C)O)NC6=O)NC(=O)[C@@H](NC(=O)C(=C)NC(=O)[C@@H](NC1=O)C(C)C)CC7=CNC8=CC=CC=C87)NC(=O)CNC3=O)C(=O)N9CCC[C@H]9C(=O)NCC(=O)O)CCC(=O)O)N
InChI Key: LEODRKCPDOGTPF-BGZBNVMXSA-N
Can. SMILES: CC[C@H](C)[C@@H](C(=O)N/C(=C\C)/C(=O)N[C@H]1CSC[C@H]2C(=O)N[C@@H](CCC(=O)O)C(=O)NCC(=O)NCC(=O)NCC(=O)N[C@H]3CSC[C@H]4C(=O)N[C@@H](CSC[C@@H](C(=O)N[C@@H](CC5=CN=CN5)C(=O)N4)NC(=O)[C@H](CSC[C@@H](C(=O)N[C@H]6CCSC[C@@H](C(=O)N[C@@H]([C@@H](C)O)C(=O)N2)NC6=O)NC(=O)[C@H](CC7=CNC8=C7C=CC=C8)NC(=O)C(=C)NC(=O)[C@H](C(C)C)NC1=O)NC(=O)CNC3=O)C(=O)N9CCC[C@H]9C(=O)NCC(=O)O)N
InChI: InChI=1S/C90H125N27O28S5/c1-8-41(5)69(91)87(142)103-47(9-2)75(130)108-60-37-149-36-59-81(136)104-49(16-17-67(123)124)73(128)96-26-64(120)94-25-63(119)95-27-65(121)101-53-31-147-34-58-83(138)114-61(90(145)117-19-12-15-62(117)86(141)98-29-68(125)126)38-150-35-57(82(137)107-52(78(133)111-58)22-45-24-92-39-99-45)112-79(134)54(102-66(122)28-97-74(53)129)32-148-33-56(80(135)105-50-18-20-146-30-55(109-76(50)131)85(140)116-71(43(7)118)89(144)113-59)110-77(132)51(21-44-23-93-48-14-11-10-13-46(44)48)106-72(127)42(6)100-88(143)70(40(3)4)115-84(60)139/h9-11,13-14,23-24,39-41,43,49-62,69-71,93,118H,6,8,12,15-22,25-38,91H2,1-5,7H3,(H,92,99)(H,94,120)(H,95,119)(H,96,128)(H,97,129)(H,98,141)(H,100,143)(H,101,121)(H,102,122)(H,103,142)(H,104,136)(H,105,135)(H,106,127)(H,107,137)(H,108,130)(H,109,131)(H,110,132)(H,111,133)(H,112,134)(H,113,144)(H,114,138)(H,115,139)(H,116,140)(H,123,124)(H,125,126)/b47-9-/t41-,43+,49-,50-,51-,52-,53-,54-,55-,56-,57-,58-,59-,60-,61-,62-,69-,70-,71-/m0/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/139586698
Citations:
  • https://journals.asm.org/doi/10.1128/JB.02291-12
  • https://pubs.acs.org/doi/10.1021/bi700131x
  • https://www.pnas.org/doi/10.1073/pnas.1305392110#supplementary-materials

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