Chemical Property of N-{(1s,2r)-2-Hydroxy-1-[(Hydroxyamino)carbonyl]propyl}-4-{[4-(Morpholin-4-Ylmethyl)phenyl]ethynyl}benzamide
Chemical Property:
- PKA:9.11±0.40(Predicted)
- PSA：114.62000
- Density:1.33±0.1 g/cm3(Predicted)
- LogP:2.07230
- Solubility.:≥21.85 mg/mL in DMSO; insoluble in EtOH; insoluble in H2O
- XLogP3:1.3
- Hydrogen Bond Donor Count:4
- Hydrogen Bond Acceptor Count:6
- Rotatable Bond Count:8
- Exact Mass:437.19507097
- Heavy Atom Count:32
- Complexity:680
- Purity/Quality:
-
99%, *data from raw suppliers
CHIR-090 >98% *data from reagent suppliers
Safty Information:
- Pictogram(s):
- Hazard Codes:
- MSDS Files:
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Useful:
- Canonical SMILES:CC(C(C(=O)NO)NC(=O)C1=CC=C(C=C1)C#CC2=CC=C(C=C2)CN3CCOCC3)O
- Isomeric SMILES:C[C@H]([C@@H](C(=O)NO)NC(=O)C1=CC=C(C=C1)C#CC2=CC=C(C=C2)CN3CCOCC3)O
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Description
CHIR-090 is the first reported compound that in fact kills both E. coli and Pseudomonas aeruginosa in bacterial disk diffusion assays (Liang et al. 2011). Nonetheless, CHIR-090 was about 600-fold less effective against LpxC orthologs from the Rhizobiaceae family than against E. coli LpxC. In this way, studies have shown that the removal of morpholine ring, based on a chemical scaffold of reduced radius, was able to increase affinity by 20-fold for LpxC enzymes from the Rhizobiaceae family of bacteria and enhance the antibiotic activity against E. coli and P. aeruginosa by 2–4 fold over CHIR-090.
