Cited by 4,107Graph theory and applicationsComputational Drug Discovery MethodsAdvanced Chemical Physics Studies

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Handbook of Molecular Descriptors

Todeschini, Roberto, Consonni, Viviana·2000·Methods and Principles in Medicinal Chemistry

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Abstract

Users guide notations acronyms list of molecular descriptors. Appendices: counting and topological descriptors calculation of descriptors tables of molecular descriptor values.

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“[7, 35–38], the chosen features can be grouped as ( i ) atomic species; ( ii ) structural properties; ( iii ) physical-chemical properties; ( iv ) basic electronic information; ( v ) molecular complexity – i.e. graph descriptors.”
Background
Modern 2D QSAR for drug discovery
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“For a more in depth discussion of molecular descriptors, we refer the reader to Todeschini and Consonni, 5 and for a more in depth summary of modern modeling methods see Hastie et al. 6”
Method
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Method
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Background
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Background
QuBiLS-MAS, open source multi-platform software for atom- and bond-based topological (2D) and chiral (2.5D) algebraic molecular descriptors computations
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Background
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Method
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“A wide variety of descriptors have been reported in the literature for use in QSAR analysis [51].”
Background
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“There are a numbers ofways to describemolecular [17], and in this paper, we use a binary vector~xi 1⁄4 ðxi;1; .”
Method
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Strategies for Compound Selection
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“Similarity depends on the choice of molecular descriptors [ 54 ], the choice of the weighting scheme(s) and the similarity coefficient itself.”
Background
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New Spectral Indices for Molecule Description
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Self-citation
Protein kinase inhibitors’ classification using K-Nearest neighbor algorithm
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Background
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“The development of molecular descriptors has gone through a relatively long evolution [ 17–19].”
Background
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Method
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“A large range of descriptors have been developed and used to describe the composition, constitution, size, shape and molecular-scale electronic and reactivity properties of compounds [11,12].”
Method
Synthesis, Biological Evaluation, Mechanism of Action and Quantitative Structure–Activity Relationship Studies of Chalcones as Antibacterial Agents
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Harary Index - Twelve Years Later*
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“In this sense the definition of novel molecular descriptors (see Todeschini and Consonni [ 14 ] for an exhaustive compilation) is a promising field in medicinal chemistry and veterinarian sciences.”
Background
Comparative analysis of symmetric division deg index as potentially useful molecular descriptor
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“The results ﬁle contains the following TIs (Todeschini and Consonni, 2002): Trace of the n connectivity matrices (tr n ) or the spectral moments: (1) where n ¼ 0–power limit, M ¼ graph connectivity matrix ( i * i dimension); ii ¼ i th diagonal element; Harary number ( H ) or the reciprocal distance…”
Background
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Application of QSPR to Mixtures
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Kernel Functions for Attributed Molecular Graphs – A New Similarity‐Based Approach to ADME Prediction in Classification and Regression
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“…of the descriptor selection problem, we see here an additional advantage of our approach compared to classical descriptor based models, where certain descriptors, like e.g. Burden's eigenvalues [17] represent aspects of the graph structure of a molecule, but lack a simple interpretation.”
Background
Prediction of gas chromatographic retention indices of a diverse set of toxicologically relevant compounds
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“Thousands of molecular descriptors used in QSAR studies have been defined to encode chemical and structural features of molecules [29,30].”
BackgroundMethod
Graph Kernels
Borgwardt, K. M., Ghisu, E., Llinares-López, F., O’Bray, L., & Rieck, B. (2020) · Foundations and Trends® in Machine Learning · doi:10.1561/2200000076 · Cited by 81
“To this end, a popular family of early approaches, many of which were motivated by chemoinformatics (Todeschini and Consonni, 2008), aim to embed graphs into fixeddimensional vectorial representations by computing a set of hand-engineered features (also known as topological descriptors).”
Machine learning for molecular thermodynamics
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Shape Signatures: New Descriptors for Predicting Cardiotoxicity In Silico
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On the Physical Interpretation of QSAR Models
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QSAR modeling of antimalarial activity of urea derivatives using genetic algorithm–multiple linear regressions
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“O) is the summation of topological distances between oxygen atoms within the molecule (Todeschini and Consonni, 2000).”
A quantitative structure-biodegradation relationship (QSBR) approach to predict biodegradation rates of aromatic chemicals
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“The molecular descriptors provide information on specific physicochemical or structural characteristics of the chemical, and the ability to interpret the encoded value of the descriptors provide information on the molecular features that are most likely to effect the biological activity of studied chemical (Todeschini…”
Background
In Silico Exploration for Identifying Structure–Activity Relationship of MEK Inhibition and Oral Bioavailability for Isothiazole Derivatives
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Advances in the Replacement and Enhanced Replacement Method in QSAR and QSPR Theories
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QSPR prediction of N-boiling point and critical properties of organic compounds and comparison with a group-contribution method
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Cut Method: Update on Recent Developments and Equivalence of Independent Approaches
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Nano-QSAR modeling for ecosafe design of heterogeneous TiO 2 -based nano-photocatalysts
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Intercorrelation Limits in Molecular Descriptor Preselection for QSAR/QSPR
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“[10] While the removal of constant (or nearly constant) variables is relatively straightforward, there is no clear consensus on the choice of the specific intercorrelation limit in QSAR studies: a random sample from the QSAR literature of the recent years reveals choices of 1.000, [6] 0.98, [11]…”
Influential
Toward an Optimal Procedure for PC-ANN Model Building: Prediction of the Carcinogenic Activity of a Large Set of Drugs
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Recent developments in broadly applicable structure-biodegradability relationships
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“Good predictive models (r2 5 82–84%; 5 78–80%) have been obtained for BOD and % TOD 2 QLMO by using the GA-selected descriptors (mainly WHIM and the newly proposed GETAWAY descriptors) [43,44] of more than 800 molecular descriptors calculated by the software called DRAGON ([45] http://www.”
Method
Per Aspera Ad Astra : Application of Simplex Qsar Approach in Antiviral Research
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The Discrimination Power of Molecular Identification Numbers Revisited
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Background

Authors: Todeschini, R., & Consonni, V.
ORCID: Todeschini, Roberto
Consonni, Viviana
Venue: Methods and Principles in Medicinal Chemistry
Publisher: Wiley
Published: 2000-09-22
ISSN: 1432-4636 (ISSN-L)
1865-0562
DOI: 10.1002/9783527613106
OpenAlex: W1545231783
Cited by: 4,107
References: 0
Citations by year: 2026: 55 · 2025: 93 · 2024: 145 · 2023: 149 · 2022: 143 · 2021: 201 · 2020: 183 · 2019: 177 · 2018: 163 · 2017: 176 · 2016: 191 · 2015: 171 · 2014: 170 · 2013: 188 · 2012: 231
FWCI: 32.85
Type: book
Language: en
Open access: closed
Licence: doi.wiley.com/10.1002/tdm_license_1.1 (tdm)
Locations: Methods and principles in medicinal chemistry (publishedVersion)
BOA (University of Milano-Bicocca) (submittedVersion)
Topics: Physical Sciences › Mathematics › Discrete Mathematics and Combinatorics › Graph theory and applications
Life Sciences › Pharmacology, Toxicology and Pharmaceutics › Drug Discovery › Computational Drug Discovery Methods
Physical Sciences › Physics and Astronomy › Atomic and Molecular Physics, and Optics › Advanced Chemical Physics Studies
Keywords: molecular descriptors, topological indices, chemical graph theory

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