Compound ID | 3185

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Cyanocycline A

Synonym(s): Cyanonaphthyridinomycin

Class: DNA synthesis inhibitor

Spectrum of activity: Gram-positive  &  Gram-negative
Details of activity: Active against Staphylococcus aureus, Escherichia coli, Salmonella enteritidis, Klebsiella pneumoniae, and Pseudomonas aeruginosa; DNA synthesis inhibitor (forms a covalent complex with DNA)
Description: Natural product from Streptomyces flavogriseus; also shows anti-tumour properties
Institute where first reported: Research Laboratories, Chugai Pharmaceutical Co., Ltd.
Year first mentioned: 1982
Development status: Experimental
Chemical structure(s):
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Molecular weight: 426.47
Iso. SMILES: CC1=C(C(=O)C2=C(C1=O)C3C4C5C(CC(N5C)C(N4C2CO)C#N)C6N3CCO6)OC
InChI Key: KDWXMIJUXUSUMZ-UHFFFAOYSA-N
Can. SMILES: CC1=C(C(=O)C2=C(C3C4C5C(CC(C(C#N)N4C2CO)N5C)C6N3CCO6)C1=O)OC
InChI: InChI=1S/C22H26N4O5/c1-9-19(28)15-14(20(29)21(9)30-3)13(8-27)26-12(7-23)11-6-10-16(24(11)2)18(26)17(15)25-4-5-31-22(10)25/h10-13,16-18,22,27H,4-6,8H2,1-3H3
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/100158
Citation: https://www.jstage.jst.go.jp/article/antibiotics1968/35/7/35_7_771/_article/-char/en

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