Compound ID | 2913

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Pyridomycin

Class: Natural product antibiotic

Agent Type: Natural product; Small molecule; Direct acting;
Spectrum of activity: Antimycobacterial
Mechanism of action: Fatty acid synthesis inhibitor. Competitive inhibitor of NADH in InhA (an essential fatty acid synthesis enzyme) [InhA inhibitor]
Target Pathogen: Active against Mycobacterium tuberculosis
Description: Natural product from Streptomyces pyridomyceticus (also from Dactylosporangium fulvum); has activity against Mycobacteria tuberculosis in macrophages
Year first mentioned: 2012
Development status: Experimental
Chemical structure(s):
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Molecular weight: 540.57
Iso. SMILES: CC/C(=C\1/C(=O)O[C@@H]([C@@H](C(=O)N[C@H]([C@H]([C@H](C(=O)O1)C)O)CC2=CN=CC=C2)NC(=O)C3=C(C=CC=N3)O)C)/C
InChI Key: WHIKSLGSXKIHCA-IGCCMALHSA-N
Can. SMILES: CC/C(=C\1/C(=O)O[C@H](C)[C@@H](C(=O)N[C@@H](CC2=CC=CN=C2)[C@H]([C@@H](C)C(=O)O1)O)NC(=O)C3=NC=CC=C3O)/C
InChI: InChI=1S/C27H32N4O8/c1-5-14(2)23-27(37)38-16(4)20(31-25(35)21-19(32)9-7-11-29-21)24(34)30-18(12-17-8-6-10-28-13-17)22(33)15(3)26(36)39-23/h6-11,13,15-16,18,20,22,32-33H,5,12H2,1-4H3,(H,30,34)(H,31,35)/b23-14-/t15-,16-,18+,20+,22+/m1/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/3037036
Guide to Pharmacology: pyridomycin
Citation: https://www.embopress.org/doi/full/10.1002/emmm.201201689

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