SMILES

SMILES, merupakan singkatan bahasa Inggris dari simplified molecular-input line-entry system ("sistem entri-baris input-molekuler yang disederhanakan), yaitu suatu spesifikasi dalam bentuk notasi baris untuk menggambarkan struktur spesies kimia menggunakan string ASCII pendek. String dari SMILES dapat diimpor oleh kebanyakan penyunting molekul untuk dikonversi kembali menjadi lukisan model dua dimensi atau tiga dimensi dari suatu molekul.

 Aplikasi pada sejumlah molekul 

MolekulStrukturRumus SMILESDinitrogenN≡NN#NMethyl isocyanate (MIC)CH3–N=C=OCN=C=OTembaga(II) sulfatCu2+ SO42-[Cu+2].[O-]S(=O)(=O)[O-]Oenanthotoxin (C17H22O2)180px|Molecular structure of oenanthotoxinCCC[C@@H](O)CC\C=C\C=C\C#CC#C\C=C\COPyrethrin II (C22H28O5)180px|Molecular structure of pyrethrin IICOC(=O)C(\C)=C\C1C(C)(C)[C@H]1C(=O)O[C@@H]2C(C)=C(C(=O)C2)CC=CC=CAflatoksin B1 (C17H12O6)130px|Molecular structure of aflatoxin B1O1C=C[C@H]([C@H]1O2)c3c2cc(OC)c4c3OC(=O)C5=C4CCC(=O)5Glukosa (glucopyranose) (C6H12O6)140px|Molecular structure of glucopyranoseOC[C@@H](O1)[C@@H](O)[C@H](O)[C@@H](O)[C@@H](O)1Bergenin (cuscutin) (a resin) (C14H16O9)130px|Molecular structure of cuscutine (bergenin)OC[C@@H](O1)[C@@H](O)[C@H](O)[C@@H]2[C@@H]1c3c(O)c(OC)c(O)cc3C(=O)O2Suatu pheromone dari scale insect asal California180px|(3Z,6R)-3-methyl-6-(prop-1-en-2-yl)deca-3,9-dien-1-yl acetateCC(=O)OCCC(/C)=C\C[C@H](C(C)=C)CCC=C2S,5R-Chalcogran: suatu  pheromone dari bark beetle Pityogenes chalcographus130px|(2S,5R)-2-ethyl-1,6-dioxaspiro[4.4]nonaneCC[C@H](O1)CC[C@@]12CCCO2Vanilin70px|Molecular structure of vanillinO=Cc1ccc(O)c(OC)c1Melatonin (C13H16N2O2)160px|Molecular structure of melatoninCC(=O)NCCC1=CNc2c1cc(OC)cc2Flavopereirin (C17H15N2)160px|Molecular structure of flavopereirinCCc(c1)ccc2[n+]1ccc3c2Nc4c3cccc4Nikotina (C10H14N2)80px|Molecular structure of nicotineCN1CCC[C@H]1c2cccnc2Alpha-thujone (C10H16O)100px|Molecular structure of thujoneCC(C)[C@@]12C[C@@H]1[C@@H](C)C(=O)C2Tiamina (C12H17N4OS+)(vitamin B1)150px|SMolecular structure of thiaminOCCc1c(C)[n+](=cs1)Cc2cnc(C)nc(N)2

 Konversi 
SMILES dapat dikonversi kembali ke representasi 2 dimensi menggunakan algoritma Structure Diagram Generation (Helson, 1999). Konversi ini kadang rancu. Konversi ke representasi 3 dimensi diperoleh dengan pendekatan minimalisasi energi. Ada banyak peranti konversi yang dapat didownload atau berbasis web.

 Lihat pula 
 SMILES arbitrary target specification SMARTS language for specification of substructural queries.
 SYBYL Line Notation (another line notation)
 Molecular Query Language–query language allowing also numerical properties, e.g. physicochemical values or distances
 Chemistry Development Kit (2D layout and conversion)
 International Chemical Identifier (InChI), the free and open alternative to SMILES by the IUPAC.
 OpenBabel, JOELib, OELib (conversion)

 Referensi 

 Pustaka 






 Pranala luar 
 Spesifikasi 
 "SMILES–A Simplified Chemical Language"
 The OpenSMILES home page
 "SMARTS–SMILES Extension"
 Daylight SMILES tutorial
 Parsing SMILES

 Perangkat software terkait SMILES 
 NCI/CADD Chemical Identifier Resolver–resolves or generates SMILES from chemical names, CAS Registry Numbers, InChI/InChIKey and many other chemical structure file formats
 NCI/CADD Online SMILES Translator and Structure File Generator –Java online molecule editor
 PubChem server side structure editor–online molecule editor
 smi23d –3D Coordinate Generation
 Daylight Depict –Translate a SMILES formula into graphics
 GIF/PNG-Creator for 2D Plots of Chemical Structures 
 JME molecule editor  - Chemical editor/viewer and SMILES/SMARTS generator in Java
 JSME molecule editor  - Free chemical editor/viewer and SMILES/SMARTS generator in JavaScript
 ACD/ChemSketch 
 Marvin  by ChemAxon–online chemical editor/viewer and SMILES generator/converter
 Instant JChem  by ChemAxon–desktop application for storing/generating/converting/visualizing/searching SMILES structures, particularly batch processing; personal edition free
 JChem for Excel  by ChemAxon–MS Excel add-in for storing/generating/converting/visualizing/searching SMILES structures
 Smormo-Ed–a molecule editor for Linux which can read and write SMILES
 InChI.info–an unofficial InChI website featuring on-line converter from InChI and SMILES to molecular drawings
 Balloon–A free program for 3D coordinate generation and conformational analysis.
 Indigo –an open-source cross-platform cheminformatics library with a plugin for IUPAC-compliant molecule and reaction 2D structural formula rendering.
 Open Babel–an open-source chemical toolbox allowing anyone to search, convert, analyze, or store biochemical data.
 Bioclipse–a free and open source workbench for the life sciences
 MolEngine –A .NET cheminformatics toolkit to read/write SMILES, generate 2D coordinate from SMILES, and convert SMILES from/into other Chemical file formats.
 JSDraw –A cross-platform javascript chemical structure editor to generate SMILES and SMARTS.

Kategori:Kimia
Kategori:Encodings
Kategori:Cheminformatics