Compound ID | 3525

Update compound information

CVH-174

Synonym(s): CVH174  |  CVH 174

Class: Pleuromutilin

Spectrum of activity: Gram-positive
Details of activity: Active against Staphylococcus aureus including methicillin-resistant strain, Streptococcus pneumoniae, Enterococcus faecalis, vancomycin-resistant Enterococcus sp.; protein synthesis inhibitor (binds to A- and P-site of the peptidyl transferase center in the 50S ribosomal subunit)
Propensity to select resistant mutants: Yes, 10^-9 mutation frequency at 4x MIC
Description: Semi-synthetic compound; a triaromatic C22-conjugated pleuromutilin scaffold; not bioavailable as an oral solution in its current form
Year first mentioned: 2024
Development status: Experimental
Chemical structure(s):
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Molecular weight: 722.88
Iso. SMILES: O=C(O[C@H]1C[C@](C=C)(C)[C@@H](O)[C@H](C)[C@]2(CCC3=O)[C@]3([H])[C@]1([C@H](C)CC2)C)CN(N=N4)C=C4C5=CC=C(N=C5)CN(C=N6)C7=C6C(N8CCNCC8)=NC=N7
InChI Key: JMWFCYTVJBGCRD-MANJERQTSA-N
Can. SMILES: C=C[C@]1(C)C[C@@H]([C@]2(C)[C@H](C)CC[C@]3(CCC(=O)[C@@]23[H])[C@@H](C)[C@@H]1O)OC(=O)CN4C=C(C5=CN=C(C=C5)CN6C=NC7=C6N=CN=C7N8CCNCC8)N=N4
InChI: InChI=1S/C39H50N10O4/c1-6-37(4)17-30(38(5)24(2)9-11-39(25(3)34(37)52)12-10-29(50)33(38)39)53-31(51)21-49-20-28(45-46-49)26-7-8-27(41-18-26)19-48-23-44-32-35(42-22-43-36(32)48)47-15-13-40-14-16-47/h6-8,18,20,22-25,30,33-34,40,52H,1,9-17,19,21H2,2-5H3/t24-,25+,30+,33+,34+,37-,38+,39+/m1/s1
External links:
Citation: https://pubs.acs.org/doi/full/10.1021/acs.jmedchem.3c02153

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