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Figure 5 | Journal of Cheminformatics

Figure 5

From: Towards a Universal SMILES representation - A standard method to generate canonical SMILES based on the InChI

Figure 5

Three arrangements of the same atoms attached to a chiral carbon that differ in the angle between the two planar bonds that includes the stereobond. (a) The angle is > 180°: the hydrogen is considered to be below the plane and behind the wedge. (b) The angle is ~180°: some software will treat the stereochemistry as undefined depending on how close the angle is to 180°. (c) The angle is < 180°: the hydrogen is considered to be opposite the wedge. This is an enantiomer of (a).

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