Compound ID | 2352

Update compound information

Cadaside A

Class: Lipopeptide

Spectrum of activity: Gram-positive
Details of activity: Active against Staphylococcus aureus, Enterococcus faecium, and MDR equivalents; targets cell wall biosynthesis
Description: Natural product from soil metagenome BGC heterologously expressed in Streptomyces albus; calcium-dependant activity; cytotoxic to yeasts, HeLa cell, HT29 cell, NCI-H1299 cell at >128 ug/ml vs MIC at 1-8 ug/ml; requires higher level of calcium than daptomycin
Year first mentioned: 2019
Development status: Experimental
Chemical structure(s):
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Molecular weight: 1558.6
Iso. SMILES: CC[C@@H](C)[C@@H]1C(=O)N[C@H](C(=O)N[C@H](C(=O)N2CCC[C@H]2C(=O)NCC(=O)N[C@@H](C(=O)N[C@H](C(=O)N(CC(=O)O[C@@H]([C@@H](C(=O)N1)NC(=O)[C@H](CC3=CC=C(C=C3)O)NC(=O)[C@@H](CCC(=O)O)NC(=O)CNC(=O)[C@H](C)CNC(=O)/C=C\C=C\CCC(C)CC)C)C)C[C@H](C(=O)O)O)CCC(=O)O)[C@H](C(=O)O)O)CC(=O)O
InChI Key: HKTPJHSXELPTFT-UBMKZYSCSA-N
Can. SMILES: CCC(C)CC/C=C/C=C\C(=O)NC[C@@H](C)C(=O)NCC(=O)N[C@H](CCC(=O)O)C(=O)N[C@@H](CC1=CC=C(C=C1)O)C(=O)N[C@H]2[C@@H](C)OC(=O)CN(C)C(=O)[C@H](C[C@H](C(=O)O)O)NC(=O)[C@@H](CCC(=O)O)NC(=O)CNC(=O)[C@@H]3CCCN3C(=O)[C@H]([C@H](C(=O)O)O)NC(=O)[C@H](CC(=O)O)NC(=O)[C@@H]([C@H](C)CC)NC2=O
InChI: InChI=1S/C69H99N13O28/c1-8-34(3)15-12-10-11-13-17-47(85)70-30-36(5)58(96)71-31-48(86)73-40(22-24-50(88)89)59(97)75-42(27-38-18-20-39(83)21-19-38)61(99)79-55-37(6)110-53(94)33-81(7)66(104)44(28-46(84)68(106)107)77-60(98)41(23-25-51(90)91)74-49(87)32-72-63(101)45-16-14-26-82(45)67(105)56(57(95)69(108)109)80-62(100)43(29-52(92)93)76-64(102)54(35(4)9-2)78-65(55)103/h10-11,13,17-21,34-37,40-46,54-57,83-84,95H,8-9,12,14-16,22-33H2,1-7H3,(H,70,85)(H,71,96)(H,72,101)(H,73,86)(H,74,87)(H,75,97)(H,76,102)(H,77,98)(H,78,103)(H,79,99)(H,80,100)(H,88,89)(H,90,91)(H,92,93)(H,106,107)(H,108,109)/b11-10+,17-13-/t34?,35-,36-,37-,40-,41-,42+,43+,44+,45+,46-,54-,55+,56+,57-/m1/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/146682091
Citation: https://pubs.acs.org/doi/10.1021/jacs.8b12087

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