Polypeptin

Class: Antimicrobial peptide

Spectrum of activity:	Gram-positive  &  Gram-negative
Details of activity:	Active against Staphylococcus aureus, Streptococcus pneumoniae, Escherichia coli, Salmonella paratyphi, Klebsiella pneumoniae, Salmonella typhimurium, and Clostridium perfringens, also active against Mycobacterium tuberculosis
Description:	Natural product from Bacillus circulans (also by Bacillus krzemieniewski); previously described as circulin (1948) but renamed to polypeptin as there is already an existing compound with this name; toxic when administered parenterally
Year first mentioned:	1948
Development status:	Experimental

Chemical structure(s):
Canonical SMILES:	CC[C@H](C)[C@H]1C(=O)N[C@@H](CCN)C(=O)N[C@@H](CCN)C(=O)N[C@@H]([C@@H](C)O)C(=O)NCC[C@@H](C(=O)N[C@@H](CCN)C(=O)N[C@H](CC(C)C)C(=O)N1)NC(=O)[C@H](CCN)NC(=O)[C@H]([C@@H](C)O)NC(=O)[C@H](CCN)NC=O
Isomeric SMILES:	CC[C@H](C)[C@H]1C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)NCC[C@@H](C(=O)N[C@H](C(=O)N[C@@H](C(=O)N1)CC(C)C)CCN)NC(=O)[C@H](CCN)NC(=O)[C@H]([C@@H](C)O)NC(=O)[C@H](CCN)NC=O)[C@@H](C)O)CCN)CCN
InChI:	InChI=1S/C45H84N16O13/c1-7-23(4)33-44(73)56-28(10-16-48)37(66)54-30(12-18-50)41(70)60-34(24(5)63)43(72)51-19-13-31(40(69)53-27(9-15-47)39(68)58-32(20-22(2)3)42(71)59-33)55-38(67)29(11-17-49)57-45(74)35(25(6)64)61-36(65)26(8-14-46)52-21-62/h21-35,63-64H,7-20,46-50H2,1-6H3,(H,51,72)(H,52,62)(H,53,69)(H,54,66)(H,55,67)(H,56,73)(H,57,74)(H,58,68)(H,59,71)(H,60,70)(H,61,65)/t23-,24+,25+,26-,27-,28-,29-,30-,31-,32+,33-,34-,35-/m0/s1
InChI Key:	YLHJFOAQDDQFIU-LGGGVIKPSA-N
Structure link:	https://pubchem.ncbi.nlm.nih.gov/compound/3084043

External links:
Main Source:	https://journals.asm.org/doi/epdf/10.1128/jb.56.6.749-754.1948?src=getftr
Citations:	https://pubs.acs.org/doi/epdf/10.1021/jm00232a012 https://www.sciencedirect.com/science/article/pii/S0021925818562797 https://www.jci.org/articles/view/102135 https://pubmed.ncbi.nlm.nih.gov/18101388/