SMILE, Simplified Molecular Input Line

In 1986, David Weininger created the SMILES Simplified Molecular Input Line Entry System) notation at the US Environmental Research Laboratory, USEPA, Duluth, MN, for chemical data processing. The chemical structure information is highly compressed and simplified in this notation. The flexible, easy to learn language describes chemical structures as a line notation [20, 21]. The SMILES language has found widespread distribution as a universal chemical nomenclature... 

SMILES (simplified molecular-input line-entry specification) a way of specifying a molecular formula and connectivity, but not the three-dimensional geometry... 

SMILES Simplified Molecular Input Line Entry System... 

For each selected PFC, a profile was edited including the name of the compound, its CAS (Chemical Abstracts Service) number and the SMILES (Simplified Molecular Input Line Entry System) formula. 

RMSEte Root mean square error for the test set RMSEtr Root mean square error for the training set SMILES Simplified molecular input line entry specification... 

SMILES (Simplified Molecular Input Line Systems), 6 3-6 Smith, Adam, 24 364 Smith—Ewart kinetics, 14 715 Smith-Ewart recursion formula, 14 715 Smith-Ewart theory, 25 571, 572 VDC polymerization and, 25 697... 

SMILES (simplified molecular input line entry... 

SMILES (Simplified Molecular Input Line Entry Systems) is a line notation system based on principles of molecular graph theory for entering and representing molecules and reactions in computer (10-13). It uses a set of simple specification rules to derive a SMILES string for a given molecular structure (or more precisely, a molecular graph). A simplified set of rules is as follows ... 

In addition to these publications, software is available that allows the user to determine vapor pressures of a wide variety of compounds at room temperature. The Texas Research Center (TRC) (1996) distributes a PC DOS/Windows database that contains experimentally derived Antoine constants for approximately 6000 chemicals from which vapor pressures at user-selected temperatures can be calculated. Another Windows-based program, MPBPVP by Meylan and Howard (1996), estimates the vapor pressure of organic compounds from their SMILES (Simplified Molecular Input Line Entry System) structure and their boiling points using the Antoine equation, the Grain-Watson method, and the Mackay method. 

For abbreviation of analyte names see Sect. Abbreviations , log P logarithm of octanol/water partition coefficient n.c. not calculable as N-atom of tropane moiety is present as alkylated quaternary amine, pKb negative decadal logarithm of base constant, SMILES simplified molecular input line entry system... 

SMILES simplified molecular input line entry system http //www.daylight.com/smiles/index.html. National Institutes of Health Assay Guidance Manual Version 5.0 http //www.ncgc.nih.gov/guid-ance/manual toc.html. 

SMILES Simplified molecular input line entry system... 

Rule scripts operate on substances defined in a data file in either SMILES (simplified molecular input line entry specification) or CMP (compound) format. The conventional SMILES notation as developed by Weininger [28] provides a basic description of molecules in terms of two-dimensional chemical graphs. The CMP file format developed with the OASIS system [29] provides separate logical records for information about connectivity, three-dimensional structure, electronic structure from quantum-chemical molecular-orbital computations, as well as physicochemical and experimental toxicological data. 

SMILES (Simplified Molecular Input Line Entry System) was invented by Weininger5 to facilitate the representation and manipulation of molecular structures using computers. It uses standard atomic symbols to represent atoms and the symbols - for single bond, = for double bond, and for triple bond. Hydrogen atoms can be represented explicitly but are almost always represented implicitly using normal conventions of valence bond theory. Single bonds need not be explicitly written. For example, propane is C-C-C or simply CCC. Methylamine is CN, and C N is hydrogen cyanide. Propene is C=CC. For more complex structures with branched bonds, parentheses are used. For example, CC(C)0 is isopropyl alcohol, whereas CCCO is propanol. 

WOMBAT 2006.1 contains 154 236 entries (136 091 unique SMILES Simplified Molecular Input Line Entry System [17, 18]), covering 6801 series from over 6791 papers with more than 307 700 activities for 1320 unique targets. All biological activities are automatically converted to the — log10 of the molar concentration, regardless of activity type. Numerical values for activity are stored in three fields the additional two fields capture the experimental error, when reported1 . Besides exact numeric values (the vast majority), WOMBAT... 

The UM-BBD-PPS predicts all possible metabolic pathways based on its metabolic rules [10]. The user draws a structure or enters a SMILES (Simplified Molecular Input Line Entry System) string representing the compound of interest. The PPS identifies funcfional groups and matches them to appropriate rules. First-round metabolites are produced. Any first-round metabolite can be selected, and used to match another set of rules. When no metabolic rules are matched, the cycle is stopped. This could indicate a non-metabolizable compound or, in other cases, it is an endpoint metabolite that is a common intermediary compound. 

Encoding the transformations made use of technology provided by Daylight Chemical Information Systems, Inc. (www.daylight.com). While most medicinal chemists are commonly aware of the SMILES (Simplified Molecular Input line Entry System) code created by Daylight, less familiar is their SMIRKS system for encoding transformations of one SMARTS pattern into another SMARTS pattern. Key to the... 

The SMILES (Simplified Molecular Input Line Entry System) system requires only four basic rules to encode almost all organic structures in their normal valence states. These rules are as follows. 

QSPR-QSAR Quantitative structure-property/activity relationships SMILES Simplified molecular input line entry system A Adjacency matrix... 

Imaging and Measurement and multiple SIMulationS) SHRIMP Sensitive High Resolution Ion Micro Probe SMILES Simplified Molecular Input Line Entry Specification... 

In the Daylight software the 2-D chemical structure of a molecule is represented by a SMILES (Simplified Molecular Input Line Entry System) string derived from the hydrogen-suppressed graph of the molecule . The MODSMI operations, the subject of this report, essentially involve ... 

CAS = Chemical Abstracts Service CIP = Cahn-Ingold-Prelog system of labeling stereogenic atoms and bonds MDLI = Molecular Design Limited, Inc. MIF = molecular information file MOLFile = molecule file SEMA = stereo-chemically extended Morgan algorithm SMD = Standard Molecular Data SMILES = simplified molecular input line entry specification. 

---