A New Group Contribution Approach to the Calculation of LogP

Zhu, Hao; Sedykh, Aleksander; Chakravarti, Suman K.; Klopman, Gilles

doi:10.2174/1573409052952323

Cited by 26 publications

(28 citation statements)

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“…It is a physicochemical property of a drug candidate widely used in medicinal chemistry as an index of lipophilicity and ability of drug molecule for crossing various biological membranes. 28) According to the Lipinski's rule of five, the log P values more than 5 and molecular weight above 500 g/mol does not qualify as a drug candidate and such compounds might not be appropriate for in vivo administration. 29) In the present studies, except compound C1 (log P 6.758) all other SCs have log P values in a range of 3.069-4.571.…”

Section: Resultsmentioning

confidence: 99%

Antioxidant and Anti-inflammatory Related Activities of Selected Synthetic Chalcones: Structure-Activity Relationship Studies Using Computational Tools

et al. 2008

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)-4,6-dimethoxy-phenyl)-methanone were evaluated in-vitro for their activities related to antioxidant and anti-inflammatory. The antioxidant potential was determined by calculating reducing potential, OH and DPPH (2,2-diphenyl-1-picryl hydrazine) radical scavenging activities. The in-vitro anti-inflammatory related activities of synthetic chalcones (SCs) were demonstrated by performing inhibition assays of trypsin, b b-glucuronidase and diene conjugates. The results of the various parameters studied shows that the selected derivatives were found to be effective reducing agents and were reactive towards stabilizing the OH and DPPH radicals. The compounds have showed moderate to poor or no inhibition profile towards trypsin and b b-glucuronidase, but were found to be effective inhibitor of dien conjugates (hydroperoxides). An attempt has been made to define structure activity relationship using BioMed CAChe 6.1.10: a computer-aided molecular modeling tool which applies equations from classical and quantum mechanics. The experimental and in silico results of the present investigation shows that the basic nucleus 1-(2-hydroxy-3-(2-hydroxy-cyclohexyl)-4,6-dimethoxy-phenyl)-methanone can be considered as a potential candidate for the design and development of lead antioxidant and anti-inflammatory agents.

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Section: Resultsmentioning

confidence: 99%

Antioxidant and Anti-inflammatory Related Activities of Selected Synthetic Chalcones: Structure-Activity Relationship Studies Using Computational Tools

et al. 2008

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“…For the revised version of KLOGP,44 153 basic parameters were selected based on the diversity of the atoms and their environment inside the molecule. Via MultiCASE (an upgrade of CASE), 41 substructures were identified and used as correction factors in the final log P model: The steric index, H i , represents the steric hindrance of the i th atom by other atoms in the molecule: functional groups next to large substituents weakly contribute to the estimated log P .…”

Section: Substructure‐based Methodsmentioning

confidence: 99%

Calculation of Molecular Lipophilicity: State-of-the-Art and Comparison of LogP Methods on more than 96,000 Compounds

Mannhold

Poda

Ostermann³

et al. 2009

Journal of Pharmaceutical Sciences

570

474

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“…2). To reveal the correlation between ligand hydrophobicity and nano-hydrophobicity, we first computed the LogP values for the entire surface ligand using a traditional group contribution approach (GCA) on the basis of ligand structure (KLogP1) [30]. However, the KLogP1 values deviated significantly from the ELogP values, skewing toward higher hydrophobicity value by 3–4 LogP units.…”

Section: Resultsmentioning

confidence: 99%