Molecular Connectivity I: Relationship to Nonspecific Local Anesthesia

Kier, Lemont B.; Hall, Lowell H.; Murray, Wallace J.; Randi��, Milan

doi:10.1002/jps.2600641214

Cited by 297 publications

(103 citation statements)

References 8 publications

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“…The simple and valence connectivity indices defined and developed by Randic [34,35,[37][38][39], Kier [40][41][42] and Hall [43,44] are used in this work which can be expressed by the following equation. where m is the order of the connectivity index; k denotes a contiguous path type of fragment, which is divided into paths (P), clusters (C), etc; p denotes which type connectivity index is(simple, valence or other type); n m is the number of the relevant paths; δ i p is the connectivity index.…”

Section: Methodsmentioning

confidence: 99%

Predicting Aqueous Solubility of Chlorinated Hydrocarbons by the MCI Approach

Wang

et al. 2006

IJMS

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Correlation for estimation of the aqueous solubility (logSw) of chlorinated hydrocarbons molecules is proposed. The MCI based quantitative structure-property relationship (QSPR) model proposed is predictive and requires only three connectivity indices in the calculation. The correlation equation obtained which is based on a training set of 50 chlorinated hydrocarbons has a correlation coefficient of 0.9670 and a standard error of 0.44 log 10 units. Application of the developed model to a testing set of 73 chlorinated hydrocarbons demonstrates that the new model is reliable with good predictive accuracy and simple formulation. Besides, the model does not require any experimental physicochemical properties in the calculation, so it is easy to apply, especially in cases where it is inconvenient or impossible to measure the physicochemical properties.

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Section: Methodsmentioning

confidence: 99%

Predicting Aqueous Solubility of Chlorinated Hydrocarbons by the MCI Approach

Wang

et al. 2006

IJMS

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“…16 CHI-0 and CHI-1 are molecular connectivity indices that were introduced first by Randic 17 and later developed by Kier and Hall. 18 The zero-order index CHI-0 encodes the count of skeletal atoms, whereas the first-order index CHI-1 encodes the influence of the degree of branching state of each atom in the bond on the relative contribution of that bond to the whole molecule. In fact, an increase in the skeletal atom results in a faster increase for CHI-0 compared to CHI-1.…”

Section: Molecular Modelling Study Qsarmentioning

confidence: 99%

Interaction between flavour compounds andβ-lactoglobulin: approach by NMR and 2D/3D-QSAR studies of ligands

Tromelin¹,

Guichard²

2005

Flavour Fragr. J.

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Interactions between flavour compounds and β-lactoglobulin (BLG) have been the subject of several studies, but there are no unanimous binding site explanations. In our laboratory, interactions between BLG, and two flavour compounds, β-ionone and γ-decalactone, were studied by 2D-NMR spectroscopy. It appears that several amino acids affected by binding of γ-decalactone are buried in the central cavity, whereas binding of β-ionone affects amino acids located in a groove near the outer surface of the protein. 2D/3D-QSAR studies were performed using QSAR + + + + + module of Cerius 2 and Catalyst. The QSAR equation provided by Cerius involves three molecular descriptors: AlogP98 and two topological connectivity indices (CHI-0 and CHI-1). This model takes into account hydrophobicity and molecular shape more than molecular volume. A relatively flat (e.g. a circle) and elongated (non-branched) shape appears to be able to increase the affinity for BLG. In this way, affinity appears to be strongly related to London dispersive forces. It adequately satisfies internal and external validation and allows a significant, but not an accurate, prediction of binding of aroma compounds to BLG. The commercially available software Catalyst focuses the modelling on the molecular behaviour of a ligand interacting with a receptor from the point of view of the receptor, but using only information from the ligand. In this way, it appears to be appropriate to identify binding sub-sites on BLG. The 3D-QSAR models generation runs succeeded in providing significant models which precisely estimated the affinities of sub-sets of compounds. A hydrogen bond acceptor and at least two hydrophobic features constitute the best models. Some model allows explaining the abnormal values of affinity constants of any compounds as α α α α α-terpineol and highlights the importance of hydrogen bonding. Thus, Catalyst confirms the existence of at least two binding sites on the BLG.

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“…(i) The LOVI of each vertex in a molecular graph Γ, denoted later by µ i , was defined from the RD using the following relation [5,16] (ii) The LOVIs µ i were condensed into a TDI, h δ, with the aid of the Randić-type formula [34], the generalized molecular connectivity [35], as follows [5,16]:…”

Section: Reciprocal Distance -Based Indicesmentioning

confidence: 99%

Molecular van der Waals Space and Topological Indices from the Distance Matrix

Ciubotariu¹,

Medeleanu

Vlaia³

et al. 2004

Molecules

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A comparative study of 36 molecular descriptors derived from the topological distance matrix and van der Waals space is carried out within this paper. They are partitioned into 16 generalized topological distance matrix indices, 11 topological distance indices known in the literature (seven obtained from eigenvalues/eigenvectors of distance matrix), and 9 van der Waals molecular descriptors. The generalized topological distance indices, k δ λ (λ = 1 -3, k = 1 -4), are introduced in this work on the basis of reciprocical distance matrix. Intercorrelation analysis reveals that topological distance indices mostly contain the same type of information, while van der Waals indices can be bound to the shape or the size of molecules. Furthermore, we found that topological distance indices are good for describing molecular size, and they may be viewed as bulk parameters. The most accurate QSPR models for predicting boiling point of alkanes are based on some of the generalized, eigenvalues/eigenvectors topological distance indices and the van der Waals descriptors of molecular size.

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Molecular Connectivity I: Relationship to Nonspecific Local Anesthesia

Cited by 297 publications

References 8 publications

Predicting Aqueous Solubility of Chlorinated Hydrocarbons by the MCI Approach

Predicting Aqueous Solubility of Chlorinated Hydrocarbons by the MCI Approach

Interaction between flavour compounds andβ-lactoglobulin: approach by NMR and 2D/3D-QSAR studies of ligands

Molecular van der Waals Space and Topological Indices from the Distance Matrix

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