SMILES

SMILES (Simplified Molecular Input Line Entry System) is a line notation (a typographical method using printable characters) for entering and representing molecules and reactions.

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Canonicalization

SMILES Specification Rules

Atoms

Bonds

Branches

Cyclic structures

Disconnected structures

Isomeric SMILES

Isotopic Specification

Configuration Around Double Bonds

Configuration Around Tetrahedral Centers

General Chiral Specification

SMILES Conventions

Hydrogens

Aromaticity

Aromatic Nitrogen Compounds

Bonding Conventions

Tautomers

Extensions for Reactions

Reaction Atom Maps

Hydrogens

Reference