{"id":1500,"date":"2024-01-06T00:00:00","date_gmt":"2024-01-06T05:00:00","guid":{"rendered":"https:\/\/molecularsciences.org\/content\/?p=1500"},"modified":"2024-01-04T10:32:15","modified_gmt":"2024-01-04T15:32:15","slug":"examples-of-smiles-notation","status":"publish","type":"post","link":"https:\/\/molecularsciences.org\/content\/examples-of-smiles-notation\/","title":{"rendered":"Examples of SMILES notation"},"content":{"rendered":"\n<p>SMILES (Simplified Molecular Input Line Entry System) notation is a powerful and widely used method for representing the structure of chemical molecules in a concise and standardized text format. In the realm of computational chemistry and chemical databases, SMILES provides a convenient means of encoding complex molecular structures that is both human-readable and interpretable by computer algorithms. The notation captures information about atoms, bonds, and molecular connectivity in a linear fashion, making it a valuable tool for chemists, researchers, and software developers alike. Following are commonly used notations:<\/p>\n\n\n\n<ol class=\"wp-block-list\">\n<li><strong>Methane:<\/strong>\n<ul class=\"wp-block-list\">\n<li>SMILES: <code>C<\/code><\/li>\n\n\n\n<li>Meaning: A single carbon atom with four single bonds, representing methane.<\/li>\n<\/ul>\n<\/li>\n\n\n\n<li><strong>Ethene:<\/strong>\n<ul class=\"wp-block-list\">\n<li>SMILES: <code>C=C<\/code><\/li>\n\n\n\n<li>Meaning: Two carbon atoms connected by a double bond, representing ethene.<\/li>\n<\/ul>\n<\/li>\n\n\n\n<li><strong>Water:<\/strong>\n<ul class=\"wp-block-list\">\n<li>SMILES: <code>O<\/code><\/li>\n\n\n\n<li>Meaning: A single oxygen atom, representing water.<\/li>\n<\/ul>\n<\/li>\n\n\n\n<li><strong>Ammonia:<\/strong>\n<ul class=\"wp-block-list\">\n<li>SMILES: <code>N<\/code><\/li>\n\n\n\n<li>Meaning: A single nitrogen atom with three single bonds, representing ammonia.<\/li>\n<\/ul>\n<\/li>\n\n\n\n<li><strong>Methanol:<\/strong>\n<ul class=\"wp-block-list\">\n<li>SMILES: <code>CO<\/code><\/li>\n\n\n\n<li>Meaning: A carbon atom single-bonded to an oxygen atom, representing methanol.<\/li>\n<\/ul>\n<\/li>\n\n\n\n<li><strong>Acetic Acid:<\/strong>\n<ul class=\"wp-block-list\">\n<li>SMILES: <code>CC(=O)O<\/code><\/li>\n\n\n\n<li>Meaning: Two carbon atoms, a double bond to oxygen (carbonyl), and a hydroxyl group, representing acetic acid.<\/li>\n<\/ul>\n<\/li>\n\n\n\n<li><strong>Benzene:<\/strong>\n<ul class=\"wp-block-list\">\n<li>SMILES: <code>c1ccccc1<\/code><\/li>\n\n\n\n<li>Meaning: A six-membered ring of carbon atoms, each bonded to a hydrogen atom, representing benzene.<\/li>\n<\/ul>\n<\/li>\n\n\n\n<li><strong>Ethanol:<\/strong>\n<ul class=\"wp-block-list\">\n<li>SMILES: <code>CCO<\/code><\/li>\n\n\n\n<li>Meaning: Two carbon atoms, a single bond between them, and a hydroxyl group, representing ethanol.<\/li>\n<\/ul>\n<\/li>\n\n\n\n<li><strong>Cyclohexane:<\/strong>\n<ul class=\"wp-block-list\">\n<li>SMILES: <code>C1CCCCC1<\/code><\/li>\n\n\n\n<li>Meaning: A six-membered ring of carbon atoms, representing cyclohexane.<\/li>\n<\/ul>\n<\/li>\n\n\n\n<li><strong>Chloroethene:<\/strong>\n<ul class=\"wp-block-list\">\n<li>SMILES: <code>C=CCl<\/code><\/li>\n\n\n\n<li>Meaning: Two carbon atoms with a double bond and a chlorine atom, representing chloroethene.<\/li>\n<\/ul>\n<\/li>\n\n\n\n<li><strong>Nitromethane:<\/strong>\n<ul class=\"wp-block-list\">\n<li>SMILES: <code>CN(=O)=O<\/code><\/li>\n\n\n\n<li>Meaning: A nitrogen atom with two oxygen atoms (nitro group) bonded to a carbon atom, representing nitromethane.<\/li>\n<\/ul>\n<\/li>\n\n\n\n<li><strong>Aspirin:<\/strong>\n<ul class=\"wp-block-list\">\n<li>SMILES: <code>CC(=O)OC1=CC=CC=C1C(=O)O<\/code><\/li>\n\n\n\n<li>Meaning: The SMILES notation for aspirin, an acetylsalicylic acid molecule.<\/li>\n<\/ul>\n<\/li>\n\n\n\n<li><strong>Propane:<\/strong>\n<ul class=\"wp-block-list\">\n<li>SMILES: <code>CCC<\/code><\/li>\n\n\n\n<li>Meaning: A chain of three carbon atoms, representing propane.<\/li>\n<\/ul>\n<\/li>\n\n\n\n<li><strong>Hydrogen Peroxide:<\/strong>\n<ul class=\"wp-block-list\">\n<li>SMILES: <code>OO<\/code><\/li>\n\n\n\n<li>Meaning: Two oxygen atoms connected by a single bond, representing hydrogen peroxide.<\/li>\n<\/ul>\n<\/li>\n\n\n\n<li><strong>Pyridine:<\/strong>\n<ul class=\"wp-block-list\">\n<li>SMILES: <code>c1ccncc1<\/code><\/li>\n\n\n\n<li>Meaning: A six-membered ring containing five carbon atoms and one nitrogen atom, representing pyridine.<\/li>\n<\/ul>\n<\/li>\n\n\n\n<li><strong>Diazepam:<\/strong>\n<ul class=\"wp-block-list\">\n<li>SMILES: <code>CN(C)C(=O)CN=C(c1ccccc1)c2ccccc2<\/code><\/li>\n\n\n\n<li>Meaning: The SMILES notation for diazepam, a benzodiazepine medication.<\/li>\n<\/ul>\n<\/li>\n\n\n\n<li><strong>Sulfur Hexafluoride:<\/strong>\n<ul class=\"wp-block-list\">\n<li>SMILES: <code>FS(F)(F)(F)(F)F<\/code><\/li>\n\n\n\n<li>Meaning: A sulfur atom bonded to six fluorine atoms, representing sulfur hexafluoride.<\/li>\n<\/ul>\n<\/li>\n\n\n\n<li><strong>Glycerol:<\/strong>\n<ul class=\"wp-block-list\">\n<li>SMILES: <code>OCC(O)CO<\/code><\/li>\n\n\n\n<li>Meaning: A three-carbon molecule with hydroxyl groups, representing glycerol.<\/li>\n<\/ul>\n<\/li>\n\n\n\n<li><strong>Toluene:<\/strong>\n<ul class=\"wp-block-list\">\n<li>SMILES: <code>Cc1ccccc1<\/code><\/li>\n\n\n\n<li>Meaning: A methylbenzene molecule, representing toluene.<\/li>\n<\/ul>\n<\/li>\n\n\n\n<li><strong>Butadiene:<\/strong>\n<ul class=\"wp-block-list\">\n<li>SMILES: <code>C=CC=C<\/code><\/li>\n\n\n\n<li>Meaning: Four carbon atoms with alternating single and double bonds, representing butadiene.<\/li>\n<\/ul>\n<\/li>\n\n\n\n<li><strong>Lactic Acid:<\/strong>\n<ul class=\"wp-block-list\">\n<li>SMILES: <code>CC(C(=O)O)O<\/code><\/li>\n\n\n\n<li>Meaning: A three-carbon molecule with a carboxyl group, representing lactic acid.<\/li>\n<\/ul>\n<\/li>\n\n\n\n<li><strong>DMSO (Dimethyl Sulfoxide):<\/strong>\n<ul class=\"wp-block-list\">\n<li>SMILES: <code>CS(=O)C<\/code><\/li>\n\n\n\n<li>Meaning: A dimethyl sulfoxide molecule, representing DMSO.<\/li>\n<\/ul>\n<\/li>\n\n\n\n<li><strong>Morphine:<\/strong>\n<ul class=\"wp-block-list\">\n<li>SMILES: <code>CNCC[C@H]1OC(c2ccccc2)C=C[C@H]1OC<\/code><\/li>\n\n\n\n<li>Meaning: The SMILES notation for morphine, an opioid analgesic.<\/li>\n<\/ul>\n<\/li>\n\n\n\n<li><strong>Carbon Dioxide:<\/strong>\n<ul class=\"wp-block-list\">\n<li>SMILES: <code>O=C=O<\/code><\/li>\n\n\n\n<li>Meaning: Two oxygen atoms connected by double bonds to a carbon atom, representing carbon dioxide.<\/li>\n<\/ul>\n<\/li>\n\n\n\n<li><strong>Glucose:<\/strong>\n<ul class=\"wp-block-list\">\n<li>SMILES: <code>OC[C@H]1OC(O)[C@@H](O)[C@H](O)[C@H]1O<\/code><\/li>\n\n\n\n<li>Meaning: The SMILES notation for glucose, a simple sugar.<\/li>\n<\/ul>\n<\/li>\n\n\n\n<li><strong>Dihydrogen Monoxide (Water):<\/strong>\n<ul class=\"wp-block-list\">\n<li>SMILES: <code>[H][H]O[H]<\/code><\/li>\n\n\n\n<li>Meaning: An alternative representation of water using explicit hydrogen atoms.<\/li>\n<\/ul>\n<\/li>\n\n\n\n<li><strong>Acetone:<\/strong>\n<ul class=\"wp-block-list\">\n<li>SMILES: <code>CC(=O)C<\/code><\/li>\n\n\n\n<li>Meaning: A three-carbon ketone molecule, representing acetone.<\/li>\n<\/ul>\n<\/li>\n\n\n\n<li><strong>Hydrochloric Acid:<\/strong>\n<ul class=\"wp-block-list\">\n<li>SMILES: <code>Cl<\/code><\/li>\n\n\n\n<li>Meaning: A single chlorine atom, representing hydrochloric acid.<\/li>\n<\/ul>\n<\/li>\n\n\n\n<li><strong>Caffeine:<\/strong>\n<ul class=\"wp-block-list\">\n<li>SMILES: <code>CN1C=NC2=C1C(=O)N(C(=O)N2C)C<\/code><\/li>\n\n\n\n<li>Meaning: The SMILES notation for caffeine, a stimulant.<\/li>\n<\/ul>\n<\/li>\n\n\n\n<li><strong>Formic Acid:<\/strong>\n<ul class=\"wp-block-list\">\n<li>SMILES: <code>C=O<\/code><\/li>\n\n\n\n<li>Meaning: A carbon atom double-bonded to an oxygen atom, representing formic acid.<\/li>\n<\/ul>\n<\/li>\n\n\n\n<li><strong>Propylene Glycol:<\/strong>\n<ul class=\"wp-block-list\">\n<li>SMILES: <code>CC(O)CO<\/code><\/li>\n\n\n\n<li>Meaning: A three-carbon molecule with two hydroxyl groups, representing propylene glycol.<\/li>\n<\/ul>\n<\/li>\n\n\n\n<li><strong>Aniline:<\/strong>\n<ul class=\"wp-block-list\">\n<li>SMILES: <code>C1=CC=CC=C1N<\/code><\/li>\n\n\n\n<li>Meaning: A benzene ring with an amino group, representing aniline.<\/li>\n<\/ul>\n<\/li>\n\n\n\n<li><strong>Vinblastine:<\/strong>\n<ul class=\"wp-block-list\">\n<li>SMILES: <code>CCN(CC)C(=O)c1cc(C)c(N)cc1O<\/code><\/li>\n\n\n\n<li>Meaning: The SMILES notation for vinblastine, a chemotherapy medication.<\/li>\n<\/ul>\n<\/li>\n\n\n\n<li><strong>Cyanide Ion:<\/strong>\n<ul class=\"wp-block-list\">\n<li>SMILES: <code>[C-]#N<\/code><\/li>\n\n\n\n<li>Meaning: A cyanide ion, representing CN\u00af.<\/li>\n<\/ul>\n<\/li>\n\n\n\n<li><strong>Strychnine:<\/strong>\n<ul class=\"wp-block-list\">\n<li>SMILES: <code>CN1C2=C(C3=CC=CC=C31)C=CC4=CC=CC=C42<\/code><\/li>\n\n\n\n<li>Meaning: The SMILES notation for strychnine, a natural alkaloid.<\/li>\n<\/ul>\n<\/li>\n<\/ol>\n\n\n\n<p>SMILES notation stands as a fundamental language in the world of molecular representation, facilitating communication and data storage in the field of chemistry. Its concise and systematic approach allows chemists and researchers to convey intricate molecular structures with ease, enabling efficient data exchange and analysis. As exemplified by the diverse set of 35 molecular representations provided, SMILES accommodates a broad spectrum of chemical compounds, showcasing its flexibility and applicability across various domains within the scientific community. Whether used in chemical databases, computational chemistry, or educational settings, SMILES notation continues to be a valuable tool for encoding and sharing chemical information.<\/p>\n","protected":false},"excerpt":{"rendered":"<p>SMILES (Simplified Molecular Input Line Entry System) notation is a powerful and widely used method for representing the structure of chemical molecules in a concise and standardized text format. In the realm of computational chemistry and chemical databases, SMILES provides a convenient means of encoding complex molecular structures that is both human-readable and interpretable by [&hellip;]<\/p>\n","protected":false},"author":1,"featured_media":0,"comment_status":"closed","ping_status":"closed","sticky":false,"template":"","format":"standard","meta":{"footnotes":""},"categories":[299],"tags":[],"class_list":["post-1500","post","type-post","status-publish","format-standard","hentry","category-science"],"_links":{"self":[{"href":"https:\/\/molecularsciences.org\/content\/wp-json\/wp\/v2\/posts\/1500","targetHints":{"allow":["GET"]}}],"collection":[{"href":"https:\/\/molecularsciences.org\/content\/wp-json\/wp\/v2\/posts"}],"about":[{"href":"https:\/\/molecularsciences.org\/content\/wp-json\/wp\/v2\/types\/post"}],"author":[{"embeddable":true,"href":"https:\/\/molecularsciences.org\/content\/wp-json\/wp\/v2\/users\/1"}],"replies":[{"embeddable":true,"href":"https:\/\/molecularsciences.org\/content\/wp-json\/wp\/v2\/comments?post=1500"}],"version-history":[{"count":1,"href":"https:\/\/molecularsciences.org\/content\/wp-json\/wp\/v2\/posts\/1500\/revisions"}],"predecessor-version":[{"id":1501,"href":"https:\/\/molecularsciences.org\/content\/wp-json\/wp\/v2\/posts\/1500\/revisions\/1501"}],"wp:attachment":[{"href":"https:\/\/molecularsciences.org\/content\/wp-json\/wp\/v2\/media?parent=1500"}],"wp:term":[{"taxonomy":"category","embeddable":true,"href":"https:\/\/molecularsciences.org\/content\/wp-json\/wp\/v2\/categories?post=1500"},{"taxonomy":"post_tag","embeddable":true,"href":"https:\/\/molecularsciences.org\/content\/wp-json\/wp\/v2\/tags?post=1500"}],"curies":[{"name":"wp","href":"https:\/\/api.w.org\/{rel}","templated":true}]}}