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.
applikasi pada sejumlah molekul
methyl isocyanate (mic)
pyrethrin ii (c22h28o5)
aflatoksin b1 (c17h12o6)
glukosa (glucopyranose) (c6h12o6)
bergenin (cuscutin) (a resin) (c14h16o9)
suatu pheromone dari scale insect asal california
2s,5r-chalcogran: suatu pheromone dari bark beetle pityogenes chalcographus
tiamina (c12h17n4os+)(vitamin b1)
smiles dapat dikonversi kembali ke representasi 2 dimensi menggunakan algoritme 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.
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)
"smiles  a simplified chemical language"
the opensmiles home page
"smarts  smiles extension"
daylight smiles tutorial
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 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
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.