Electrotopological State Indices

Abstract

Abbreviations3D three -dimensional AC accuracy ADMET absorption, distribution, metabolism, excretion and toxicity ALL -QSAR automated lazy learning quantitative structure -activity relationships ANN artifi cial neural networks AUROC area under the receiver operator characteristic BBB blood -brain barrier Caco -2 adenocarcinoma cell line derived from human colon CART classifi cation and regression trees CL tot total clearance COX cyclooxygenase CYP cytochrome P450 DA dopamine antagonists DF decision forest Dual serotonin -dopamine dual antagonists ER estrogen receptor E -state electrotopological state HE -state hydrogen electrotopological state HIA human intestinal absorption HSA human serum albumin IAM immobilized artifi cial membrane KHE Kier -Hall electronegativity k NN k -nearest neighbors LDA linear discriminant analysis LLNA local lymph node assay MARS multivariate adaptive regression splines MCC Matthews correlation coeffi cient MLR multiple linear regression NPY neuropeptide Y 85 Molecular Drug Properties. Measurement and Prediction. R. Mannhold (Ed.)

Predicting the Magnitude of σ-Holes Using VmaxPred, a Fast and Efficient Tool Supporting the Application of Halogen Bonds in Drug Discovery

“…It should be noted that zwitterionic states increase both the positive and negative charge attribute. The second part summarizes properties like group electronegativity , (#2), the lone-pair electrostatic interaction , (#3), and the electrotopological state index ,− of the halogen (#4, #5) and the residues at the ortho (#6, #7), meta (#8, #9), and para (#10,#11) positions. (Formulas defining these descriptors are given in the Supporting Information.)…”

“…±: score according to the charge–topological distance relationship of positively and negatively charged atoms. G: group electronegativity. , Li: lone-pair electrostatic interaction. , Dx, Dc: electrotopological state indices of the halogen (X) and its connected carbon atom (C). ,− C/N/O/S: summed Pauling electronegativity of the corresponding sphere. Le: lone-pair electron index. , …”

Liquid‐crystalline membrane permeation ability for selected nitro hair dyes

“…E‐state indices combine information about a compound's electronic and topological properties. The descriptors are generated solely from atom connectivity information obtained from the molecular graph, without any input from molecular geometry or sophisticated quantum chemical calculations; this is an unquestionable advantage of this method .…”

Calculation and application of activity discriminants in lead optimization

“…The number of data points in each assay is number of compounds that have been successfully measured experimentally. The number of compounds in the test set is the number of compounds synthesized in 2006-2008, used [23][24][25][26], physical chemical properties [27], partial charge [28][29][30], topological polar surface area [31][32][33], molecular fingerprints [34][35][36][37][38][39][40], molecular connectivity indices [41][42][43][44] and E-state indices [44][45][46][47], CoMFA [48,49], GRIND [50][51][52], and Volsurf [53][54].…”