Compound ID | 2120

Update compound information

Nargenicin

Synonym(s): CP-47,444  |  CS-682

Class: Macrolide

Agent Type: Natural product; Small molecule; Direct acting;
Spectrum of activity: Antimycobacterial
Mechanism of action: DNA synthesis inhibitor. Inhibits DNA replication by targeting the essential DnaE1 polymerase
Target Pathogen: Active against Mycobacterium tuberculosis
Description: Natural product produced by Nocardia; pyrrole-2-carboxylate ester of nodusmicin
Year first mentioned: 1980
Development status: Experimental
Chemical structure(s):
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Molecular weight: 515.6
Iso. SMILES: CC1C=C(C23C(CC(C(=O)OC1C(C)O)OC)C=CC4C2C(C(C(C4O3)OC(=O)C5=CC=CN5)C)O)C
InChI Key: YEUSSARNQQYBKH-UHFFFAOYSA-N
Can. SMILES: CC1C=C(C)C23C(C=CC4C3C(C(C)C(C4O2)OC(=O)C5=CC=CN5)O)CC(C(=O)OC1C(C)O)OC
InChI: InChI=1S/C28H37NO8/c1-13-11-14(2)28-17(12-20(34-5)27(33)35-23(13)16(4)30)8-9-18-21(28)22(31)15(3)24(25(18)37-28)36-26(32)19-7-6-10-29-19/h6-11,13,15-18,20-25,29-31H,12H2,1-5H3
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/6326334
Citations:
  • https://pubmed.ncbi.nlm.nih.gov/18958426/
  • https://pubmed.ncbi.nlm.nih.gov/31667915/
  • https://pubs.acs.org/doi/10.1021/acsinfecdis.1c00643
  • https://pubs.acs.org/doi/pdf/10.1021/ja00532a036

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