Compound ID | 676

Update compound information

VRC3375

Synonym(s): N-hydroxy-3-R-butyl-3-(2-S-(tert-butoxycarbonyl)-pyrrolidin-1-ylcarbonyl)propionamide  |  VRC-3375  |  VRC 3375

Class: Protein synthesis inhibitor

Agent Type: Synthetic; Small molecule; Direct acting;
Spectrum of activity: Gram-positive & Gram-negative
Mechanism of action: Protein synthesis inhibitor. Peptide deformylase inhibitor
Target Pathogen: Active against Moraxella catarrhalis and Staphylococcus aureus
Institute where first reported: Vernalis, UK; Novartis, Switzerland; Pfizer, US
Year first mentioned: 2000
Development status: Experimental
Reason dropped: Shows toxicity and high frequency (10E-6.5) to select resistant mutants
Chemical structure(s):
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Molecular weight: 342.43
Iso. SMILES: CCCC[C@H](CC(=O)NO)C(=O)N1CCC[C@H]1C(=O)OC(C)(C)C
InChI Key: XNOOIEVKOZAJEO-OLZOCXBDSA-N
Can. SMILES: CCCC[C@H](CC(=O)NO)C(=O)N1CCC[C@H]1C(=O)OC(C)(C)C
InChI: InChI=1S/C17H30N2O5/c1-5-6-8-12(11-14(20)18-23)15(21)19-10-7-9-13(19)16(22)24-17(2,3)4/h12-13,23H,5-11H2,1-4H3,(H,18,20)/t12-,13+/m1/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/488029
Citations:
  • https://pubmed.ncbi.nlm.nih.gov/18472972/
  • https://doi.org/10.1128/aac.48.1.250-261.2004

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