Calculation of the bioaccessibility of drugs using data on the similarity of their molecular structures

Raevsky, Oleg A.; Kazachenko, I. V.; Raevskaya, O. E.

doi:10.1007/s11094-005-0001-7

Cited by 3 publications

(2 citation statements)

References 23 publications

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“…Yes/No, Positive/Negative), three [24] (high with F > 80 %; moderate with F = 21-79 %, and low with F < 20 %), or four groups [25] (1: < 20 %, 2: 20-49 %; 3: 50-79 %; 4: > 80 %).…”

Section: Prognosis Of Bioavailabilitymentioning

confidence: 99%

“…Generally, these rules obtained from database analysis can be used to distinguish well-absorbed molecules from poorly-absorbed molecules. Among numerous attempts to find relevant correlation between physico-chemical properties of API and their bioavailability the "rule of five" is the most popular ADME-concerned filters, and most widely used [24]. The "rule of five" defined several rules for identifying compounds with possible poor absorption and permeability: (1) molecular weight > 500, (2) calculated log P > 5 (CLOGP) or > 4.15 (MLOGP), (3) number of hydrogen bond donors (OH and NH groups) > 5, and (4) number of hydrogen-bond acceptors (N and O atoms) > 10.…”

Section: Prognosis Of Bioavailabilitymentioning

confidence: 99%

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Quantitative Structure-Property Relationship Analysis of Drugs’ Pharmacokinetics Within the Framework of Biopharmaceutics Classification System Using Simplex Representation of Molecular Structure

Golovenko

Borisyuk

Kulinskiy

et al. 2014

Challenges and Advances in Computational Chemistry and Physics

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The Biopharmaceutics Classification System (BCS) categorizes drugs into one of four biopharmaceutical classes according to their water solubility and membrane permeability characteristics and broadly allows the prediction of the rate-limiting step in the intestinal absorption process following oral administration. When combined with the in vitro dissolution characteristics of the drug product, the BCS takes into account three major factors: solubility, intestinal permeability, and dissolution rate, all of which govern the rate and extent of oral drug absorption from immediate-release (IR) solid oral-dosage forms. The concept of BCS provides a better understanding of the relationship between drug release from the product and the absorption process. This report reviews the current status of computational tools in predicting the base properties (aqueous solubility, and passive absorption) of the BCS and explores the application of the Simplex representation of molecular structure (SiRMS) QSAR approach in absorption (bioavailability) research. The main advantages of SiRMS are consideration of the different physico-chemical properties of atoms, high robustness, predictivity, and interpretability of developed models that creates good opportunities for molecular design. The reliability of developed QSAR models as predictive virtual screening tools and their utility for targeted drug design were validated by subsequent synthetic and biological experiments. The SiRMS approach was implemented as "HiT QSAR" software. In addition, we provide our perspective on the progress of research into an in silico equivalent to the BCS.

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“…Yes/No, Positive/Negative), three [24] (high with F > 80 %; moderate with F = 21-79 %, and low with F < 20 %), or four groups [25] (1: < 20 %, 2: 20-49 %; 3: 50-79 %; 4: > 80 %).…”

Section: Prognosis Of Bioavailabilitymentioning

confidence: 99%

Section: Prognosis Of Bioavailabilitymentioning

confidence: 99%

Quantitative Structure-Property Relationship Analysis of Drugs’ Pharmacokinetics Within the Framework of Biopharmaceutics Classification System Using Simplex Representation of Molecular Structure

Golovenko

Borisyuk

Kulinskiy

et al. 2014

Challenges and Advances in Computational Chemistry and Physics

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Vibrational spectroscopy investigation using density functional theory on 7‐chloro‐3‐methyl‐2H‐1,2,4‐ benzothiadiazine 1,1‐dioxide

Sujatha¹,

Gunasekaran²,

Muthu³

2009

J Raman Spectroscopy

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The solid phase Fourier transform infrared (FTIR) and Fourier transform (FT) Raman spectral analysis of 7-chloro-3-methyl-2H-1,2,4-benzothiadiazine 1,1-dioxide (diazoxide), an antihypertensive agent was carried out along with density functional computations. The optimized geometry, wavenumber and intensity of the vibrational bands of diazoxide were obtained by DFT-B3LYP level of theory with complete relaxation in the potential energy surface using 6-31G(d,p) basis set. A complete vibrational assignment aided by the theoretical harmonic frequency analysis has been proposed. The harmonic vibrational wavenumbers calculated have been compared with experimental FTIR and FT Raman spectra. The observed and the calculated wavenumbers are found to be in good agreement. The experimental spectra coincide satisfactorily with those of calculated spectra.

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The spectroscopic (FT-IR, FT-Raman and NMR), NCA, Fukui function analysis first order hyperpolarizability, TGA of 6-chloro-3,4dihydro-2H-1,2,4-benzothiazine-7-sulphonamide1,1-dioxide by ab initio HF and Density Functional method

Porchelvi¹,

Muthu

2014

Spectrochimica Acta Part A: Molecular and Biomolecular Spectros

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Calculation of the bioaccessibility of drugs using data on the similarity of their molecular structures

Cited by 3 publications

References 23 publications

Quantitative Structure-Property Relationship Analysis of Drugs’ Pharmacokinetics Within the Framework of Biopharmaceutics Classification System Using Simplex Representation of Molecular Structure

Quantitative Structure-Property Relationship Analysis of Drugs’ Pharmacokinetics Within the Framework of Biopharmaceutics Classification System Using Simplex Representation of Molecular Structure

Vibrational spectroscopy investigation using density functional theory on 7‐chloro‐3‐methyl‐2H‐1,2,4‐ benzothiadiazine 1,1‐dioxide

The spectroscopic (FT-IR, FT-Raman and NMR), NCA, Fukui function analysis first order hyperpolarizability, TGA of 6-chloro-3,4dihydro-2H-1,2,4-benzothiazine-7-sulphonamide1,1-dioxide by ab initio HF and Density Functional method

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