SMILES: Perbedaan antara revisi
Impor teks terkontrol dari Wikipedia bahasa Indonesia; revisi 28956485; atribusi sumber disertakan. |
Presentation V4: sitasi, referensi, Math, Wikimedia Commons, dan atribusi |
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[[File:SMILES.png|thumb|right|280px|Pembuatan SMILES: Putuskan siklus, kemudian tulis sebagai cabang-cabang dari kerangka utama. (Ciprofloxacin)]] | |||
'''SMILES''', merupakan singkatan [[bahasa Inggris]] dari '''simplified molecular-input line-entry system''' ("sistem entri-baris input-molekuler yang disederhanakan), yaitu suatu spesifikasi dalam bentuk [[:en:line notation|notasi baris]] untuk menggambarkan struktur [[:en:chemical species|spesies kimia]] menggunakan [[:en:string (computer science)|string]] [[ASCII]] pendek. String dari SMILES dapat diimpor oleh kebanyakan [[:en:molecule editor|penyunting molekul]] untuk dikonversi kembali menjadi lukisan model [[dua dimensi]] atau [[tiga dimensi]] dari suatu molekul. | '''SMILES''', merupakan singkatan [[bahasa Inggris]] dari '''simplified molecular-input line-entry system''' ("sistem entri-baris input-molekuler yang disederhanakan), yaitu suatu spesifikasi dalam bentuk [[:en:line notation|notasi baris]] untuk menggambarkan struktur [[:en:chemical species|spesies kimia]] menggunakan [[:en:string (computer science)|string]] [[ASCII]] pendek. String dari SMILES dapat diimpor oleh kebanyakan [[:en:molecule editor|penyunting molekul]] untuk dikonversi kembali menjadi lukisan model [[dua dimensi]] atau [[tiga dimensi]] dari suatu molekul. | ||
== Aplikasi pada sejumlah molekul == | == Aplikasi pada sejumlah molekul == | ||
{|align="center" border="1" cellpadding="7" cellspacing="0" style="border:1px solid #AAAAAA;border-collapse:collapse; font-size:12px" | |||
|-bgcolor="khaki" | |||
!Molekul||Struktur||Rumus SMILES | |||
|----- | |||
|[[Dinitrogen]] | |||
|N≡N | |||
|N#N | |||
|----- | |||
|[[Methyl isocyanate]] (MIC) | |||
|CH<sub>3</sub>–N=C=O | |||
|CN=C=O | |||
|----- | |||
|[[Tembaga(II) sulfat]] | |||
|Cu<sup>2+</sup> SO4<sup>2-</sup> | |||
|[Cu+2].[O-]S(=O)(=O)[O-] | |||
|----- | |||
|[[Oenanthotoxin]] (C<sub>17</sub>H<sub>22</sub>O<sub>2</sub>) | |||
| | |||
|CCC[C@@H](O)CC\C=C\C=C\C#CC#C\C=C\CO | |||
|----- | |||
|[[Pyrethrin]] II (C<sub>22</sub>H<sub>28</sub>O<sub>5</sub>) | |||
| | |||
|COC(=O)C(\C)=C\C1C(C)(C)[C@H]1C(=O)O[C@@H]2C(C)=C(C(=O)C2)CC=CC=C | |||
|----- | |||
|[[Aflatoksin]] B1 (C<sub>17</sub>H<sub>12</sub>O<sub>6</sub>) | |||
| | |||
|O1C=C[C@H]([C@H]1O2)c3c2cc(OC)c4c3OC(=O)C5=C4CCC(=O)5 | |||
|----- | |||
|[[Glukosa]] (glucopyranose) (C<sub>6</sub>H<sub>12</sub>O<sub>6</sub>) | |||
| | |||
|OC[C@@H](O1)[C@@H](O)[C@H](O)[C@@H](O)[C@@H](O)1 | |||
|----- | |||
|[[Bergenin]] (cuscutin) (a [[resin]]) (C<sub>14</sub>H<sub>16</sub>O<sub>9</sub>) | |||
| | |||
|OC[C@@H](O1)[C@@H](O)[C@H](O)[C@@H]2[C@@H]1c3c(O)c(OC)c(O)cc3C(=O)O2 | |||
|----- | |||
|Suatu [[pheromone]] dari [[scale insect]] asal [[California]] | |||
| | |||
|CC(=O)OCCC(/C)=C\C[C@H](C(C)=C)CCC=C | |||
|----- | |||
|2S,5R-[[Chalcogran]]: suatu [[pheromone]] dari [[:en:Scolytinae|bark beetle]] [[Pityogenes chalcographus]]<ref>J. A. Byers. [http://www.chemical-ecology.net/pdf/Byersetal1990a.pdf Isolation of pheromone synergists of bark beetle, Pityogenes chalcographus, from complex insect-plant odors by fractionation and subtractive-combination bioassay]. ''Journal of Chemical Ecology''. 1990. Vol. 16 (3). hlm. 861–76. doi:10.1007/BF01016496.</ref> | |||
| | |||
|CC[C@H](O1)CC[C@@]12CCCO2 | |||
|----- | |||
|[[Vanilin]] | |||
| | |||
|O=Cc1ccc(O)c(OC)c1 | |||
|----- | |||
|[[Melatonin]] (C<sub>13</sub>H<sub>16</sub>N<sub>2</sub>O<sub>2</sub>) | |||
| | |||
|CC(=O)NCCC1=CNc2c1cc(OC)cc2 | |||
|----- | |||
|[[Flavopereirin]] (C<sub>17</sub>H<sub>15</sub>N<sub>2</sub>) | |||
| | |||
|CCc(c1)ccc2[n+]1ccc3c2Nc4c3cccc4 | |||
|----- | |||
|[[Nikotina]] (C<sub>10</sub>H<sub>14</sub>N<sub>2</sub>) | |||
| | |||
|CN1CCC[C@H]1c2cccnc2 | |||
|----- | |||
|[[Thujone|Alpha-thujone]] (C<sub>10</sub>H<sub>16</sub>O) | |||
| | |||
|CC(C)[C@@]12C[C@@H]1[C@@H](C)C(=O)C2 | |||
|----- | |||
|[[Tiamina]] (C<sub>12</sub>H<sub>17</sub>N<sub>4</sub>OS<sup>+</sup>)<br />(vitamin B1) | |||
| | |||
|OCCc1c(C)[n+](=cs1)Cc2cnc(C)nc(N)2 | |||
|} | |||
== Konversi == | == Konversi == | ||
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* [[International Chemical Identifier]] (InChI), the free and open alternative to SMILES by the [[International Union of Pure and Applied Chemistry|IUPAC]]. | * [[International Chemical Identifier]] (InChI), the free and open alternative to SMILES by the [[International Union of Pure and Applied Chemistry|IUPAC]]. | ||
* [[OpenBabel]], [[JOELib]], [[OELib]] (conversion) | * [[OpenBabel]], [[JOELib]], [[OELib]] (conversion) | ||
== Pustaka == | == Pustaka == | ||
* | * | ||
* | * | ||
* | * | ||
* | * | ||
* | * | ||
== Pranala luar == | == Pranala luar == | ||
| Baris 40: | Baris 105: | ||
* [http://www.chembiogrid.org/cheminfo/smi23d/ smi23d] –3D Coordinate Generation | * [http://www.chembiogrid.org/cheminfo/smi23d/ smi23d] –3D Coordinate Generation | ||
* [http://www.daylight.com/daycgi/depict Daylight Depict] –Translate a SMILES formula into graphics | * [http://www.daylight.com/daycgi/depict Daylight Depict] –Translate a SMILES formula into graphics | ||
* [http://cactus.nci.nih.gov/services/gifcreator/ GIF/PNG-Creator for 2D Plots of Chemical Structures] | * [http://cactus.nci.nih.gov/services/gifcreator/ GIF/PNG-Creator for 2D Plots of Chemical Structures] | ||
* [http://www.molinspiration.com/jme/index.html JME molecule editor] - Chemical editor/viewer and SMILES/SMARTS generator in Java | * [http://www.molinspiration.com/jme/index.html JME molecule editor] - Chemical editor/viewer and SMILES/SMARTS generator in Java | ||
* [http://peter-ertl.com/jsme/ JSME molecule editor] - Free chemical editor/viewer and SMILES/SMARTS generator in JavaScript | * [http://peter-ertl.com/jsme/ JSME molecule editor] - Free chemical editor/viewer and SMILES/SMARTS generator in JavaScript | ||
* [http://www.acdlabs.com/download/chemsk.html ACD/ChemSketch] | * [http://www.acdlabs.com/download/chemsk.html ACD/ChemSketch] | ||
* [http://www.chemaxon.com/product/live_examples.html Marvin] by [[ChemAxon]]–online chemical editor/viewer and SMILES generator/converter | * [http://www.chemaxon.com/product/live_examples.html Marvin] by [[ChemAxon]]–online chemical editor/viewer and SMILES generator/converter | ||
* [http://www.chemaxon.com/product/ijc.html Instant JChem] by [[ChemAxon]]–desktop application for storing/generating/converting/visualizing/searching SMILES structures, particularly batch processing; personal edition free | * [http://www.chemaxon.com/product/ijc.html Instant JChem] by [[ChemAxon]]–desktop application for storing/generating/converting/visualizing/searching SMILES structures, particularly batch processing; personal edition free | ||
| Baris 56: | Baris 121: | ||
* [http://www.jsdraw.com/ JSDraw] –A cross-platform javascript chemical structure editor to generate SMILES and SMARTS. | * [http://www.jsdraw.com/ JSDraw] –A cross-platform javascript chemical structure editor to generate SMILES and SMARTS. | ||
== Referensi == | |||
<references /> | |||
== Sumber dan atribusi == | |||
== | Konten artikel ini diadaptasi dari [https://id.wikipedia.org/w/index.php?title=SMILES&oldid=28956485 Wikipedia bahasa Indonesia], revisi 28956485 (2026-02-13T08:28:01Z), yang tersedia berdasarkan lisensi Creative Commons Atribusi-BerbagiSerupa (CC BY-SA). Gambar pada artikel ini bersumber dari Wikimedia Commons dan mengikuti ketentuan lisensi masing-masing berkas. Mohon gunakan konten dan media secara bijak serta sesuai dengan ketentuan lisensi yang berlaku. | ||
<!-- WIKI_UNISSULA_PRESENTATION_V4 --> | |||
Revisi terkini sejak 28 Agustus 2026 09.11
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
| Molekul | Struktur | Rumus SMILES |
|---|---|---|
| Dinitrogen | N≡N | N#N |
| Methyl isocyanate (MIC) | CH3–N=C=O | CN=C=O |
| Tembaga(II) sulfat | Cu2+ SO42- | [Cu+2].[O-]S(=O)(=O)[O-] |
| Oenanthotoxin (C17H22O2) | CCC[C@@H](O)CC\C=C\C=C\C#CC#C\C=C\CO | |
| Pyrethrin II (C22H28O5) | COC(=O)C(\C)=C\C1C(C)(C)[C@H]1C(=O)O[C@@H]2C(C)=C(C(=O)C2)CC=CC=C | |
| Aflatoksin B1 (C17H12O6) | O1C=C[C@H]([C@H]1O2)c3c2cc(OC)c4c3OC(=O)C5=C4CCC(=O)5 | |
| Glukosa (glucopyranose) (C6H12O6) | OC[C@@H](O1)[C@@H](O)[C@H](O)[C@@H](O)[C@@H](O)1 | |
| Bergenin (cuscutin) (a resin) (C14H16O9) | OC[C@@H](O1)[C@@H](O)[C@H](O)[C@@H]2[C@@H]1c3c(O)c(OC)c(O)cc3C(=O)O2 | |
| Suatu pheromone dari scale insect asal California | CC(=O)OCCC(/C)=C\C[C@H](C(C)=C)CCC=C | |
| 2S,5R-Chalcogran: suatu pheromone dari bark beetle Pityogenes chalcographus[1] | CC[C@H](O1)CC[C@@]12CCCO2 | |
| Vanilin | O=Cc1ccc(O)c(OC)c1 | |
| Melatonin (C13H16N2O2) | CC(=O)NCCC1=CNc2c1cc(OC)cc2 | |
| Flavopereirin (C17H15N2) | CCc(c1)ccc2[n+]1ccc3c2Nc4c3cccc4 | |
| Nikotina (C10H14N2) | CN1CCC[C@H]1c2cccnc2 | |
| Alpha-thujone (C10H16O) | CC(C)[C@@]12C[C@@H]1[C@@H](C)C(=O)C2 | |
| Tiamina (C12H17N4OS+) (vitamin B1) |
OCCc1c(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)
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.
Referensi
- ↑ J. A. Byers. Isolation of pheromone synergists of bark beetle, Pityogenes chalcographus, from complex insect-plant odors by fractionation and subtractive-combination bioassay. Journal of Chemical Ecology. 1990. Vol. 16 (3). hlm. 861–76. doi:10.1007/BF01016496.
Sumber dan atribusi
Konten artikel ini diadaptasi dari Wikipedia bahasa Indonesia, revisi 28956485 (2026-02-13T08:28:01Z), yang tersedia berdasarkan lisensi Creative Commons Atribusi-BerbagiSerupa (CC BY-SA). Gambar pada artikel ini bersumber dari Wikimedia Commons dan mengikuti ketentuan lisensi masing-masing berkas. Mohon gunakan konten dan media secara bijak serta sesuai dengan ketentuan lisensi yang berlaku.