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Generally, a SMILES form is easiest to read if the simpler branch comes first, with the final, unparenthesized portion being the most complex.
The only caveats to such rearrangements are:. The one form of branch which does not require parentheses are ring-closing bonds.
Choosing ring-closing bonds appropriately can reduce the number of parentheses required. For example, toluene is normally written as Cc1ccccc1 or c1ccccc1C , avoiding the parentheses required if written as c1ccc C ccc1 or c1ccc ccc1 C.
Bond direction symbols always come in groups of at least two, of which the first is arbitrary. When alternating single-double bonds are present, the groups are larger than two, with the middle directional symbols being adjacent to two double bonds.
Configuration at tetrahedral carbon is specified by or. Looking toward the central carbon from the perspective of the first bond, the other three are either clockwise or counter-clockwise.
These cases are indicated with and , respectively because the symbol itself is a counter-clockwise spiral. For example, consider the amino acid alanine.
While the order is which branches are specified in SMILES is normally unimportant, in this case it matters; swapping any two groups requires reversing the chirality indicator.
The SMILES specification includes elaborations on the symbol to indicate stereochemistry around more complex chiral centers, such as trigonal bipyramidal molecular geometry.
Isotopes are specified with a number equal to the integer isotopic mass preceding the atomic symbol. Benzene in which one atom is carbon is written as [14c]1ccccc1 and deuterochloroform is [2H]C Cl Cl Cl.
To illustrate a molecule with more than 9 rings, consider cephalostatin -1,  a steroidic ringed pyrazine with the empirical formula C 54 H 74 N 2 O 10 isolated from the Indian Ocean hemichordate Cephalodiscus gilchristi:.
While it uses many of the same symbols as SMILES, it also allows specification of wildcard atoms and bonds, which can be used to define substructural queries for chemical database searching.
Atoms can additionally be identified with a number e. This conversion is not always unambiguous. Conversion to three-dimensional representation is achieved by energy-minimization approaches.
There are many downloadable and web-based conversion utilities. From Wikipedia, the free encyclopedia.
For other uses, see Smiles disambiguation. Retrieved 24 June Some Interesting Counter Examples". Data Integration in the Life Sciences.
Lecture Notes in Computer Science. Journal of Chemical Ecology. Retrieved 29 October A line notation and computerized interpreter for chemical structures.
This slot only pays for winning combinations that are lined up on an existing payline starting from left to right, except for combinations that trigger bonuses, in which case you will be able to trigger a winning from both ways.
There are 8 symbols in total on the pay table: The best emoji to collect will be the girl emoji, which pays x your line bet for symbol combinations, giving the slot a theoretical jackpot of 8,x.
Following the girl are the cap-and-goatee-wearing guy, another smiling face, and a nerdy-looking emoji, which between them can pay x a line bet for 3 of the same symbols or x if you get all 5 on a single payline.
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