Plicacetin

AlkaPlorer ID: AK035428

Synonym: 'plicacetin', 'Not named'

IUPAC Name: 4-amino-N-[1-[(2R,5S,6R)-5-[(2R,3R,4S,5S,6R)-5-(dimethylamino)-3,4-dihydroxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]-2-oxopyrimidin-4-yl]benzamide

Structure

SMILES: C[C@H]1O[C@H](O[C@H]2CC[C@H](N3C=CC(NC(=O)C4=CC=C(N)C=C4)=NC3=O)O[C@@H]2C)[C@H](O)[C@@H](O)[C@@H]1N(C)C

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InChI: InChI=1S/C25H35N5O7/c1-13-17(37-24-22(32)21(31)20(29(3)4)14(2)36-24)9-10-19(35-13)30-12-11-18(28-25(30)34)27-23(33)15-5-7-16(26)8-6-15/h5-8,11-14,17,19-22,24,31-32H,9-10,26H2,1-4H3,(H,27,28,33,34)/t13-,14-,17+,19-,20-,21+,22-,24-/m1/s1

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InChIKey: NFOMJDXALJABQF-DDNYSEEGSA-N

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Source

Properties Information

Molecule Weight: 517.5830000000002

TPSA: 161.4

MolLogP: 0.5573000000000025

Number of H-Donors: 4

Number of H-Acceptors: 11

RingCount: 4

Activities Information

Organism Target Name Standard Type Standard Value Standard Units doi
Acinetobacter baumannii Acinetobacter baumannii MIC 32.0 ug.mL-1 10.1021/acs.jnatprod.1c01051
Bacillus subtilis Bacillus subtilis MIC 32.0 ug.mL-1 10.1021/acs.jnatprod.1c01051
Candida albicans Candida albicans MIC 32.0 ug.mL-1 10.1021/acs.jnatprod.1c01051
Enterococcus faecium Enterococcus faecium MIC 32.0 ug.mL-1 10.1021/acs.jnatprod.1c01051
Escherichia coli Escherichia coli IC50 12.0 ug.mL-1 10.1021/acs.jnatprod.1c01051
Escherichia coli Escherichia coli MIC 32.0 ug.mL-1 10.1021/acs.jnatprod.1c01051
Homo sapiens HeLa IC50 16.0 ug.mL-1 10.1021/acs.jnatprod.1c01051
Klebsiella aerogenes Klebsiella aerogenes MIC 32.0 ug.mL-1 10.1021/acs.jnatprod.1c01051
Klebsiella pneumoniae Klebsiella pneumoniae MIC 32.0 ug.mL-1 10.1021/acs.jnatprod.1c01051
Mycobacterium tuberculosis Mycobacterium tuberculosis MIC95 16.0 uM 10.1021/acs.jnatprod.1c01051
Mycolicibacterium smegmatis Mycolicibacterium smegmatis MIC 2.0 ug.mL-1 10.1021/acs.jnatprod.1c01051
Nakaseomyces glabratus Nakaseomyces glabratus MIC 32.0 ug.mL-1 10.1021/acs.jnatprod.1c01051
Pseudomonas aeruginosa Pseudomonas aeruginosa MIC 32.0 ug.mL-1 10.1021/acs.jnatprod.1c01051
Staphylococcus aureus Staphylococcus aureus MIC 32.0 ug.mL-1 10.1021/acs.jnatprod.1c01051

Metabolism Information