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. 2010 Mar 26;53(14):5061–5084. doi: 10.1021/jm100112j

Table 1. Hydrogen Bond Acceptor Strengths (pKBHX Scale) and Frequencies Observed in the CSD for Selected Hydrogen Bonds Types.

  typical acceptor strength (pKBHX) frequency of hydrogen bond to OH [%]
Acyclic Oxygen Acceptors
amide 2.2−2.6 48
ketone 1.1−1.2 39
sulfone 1.1 37
sulfonamide 1.0 30
ether 1.0−1.2 16
Planar Heterocycles
N-alkylated imidazole N 2.72 41
pyridine N 1.86 32
oxazole N 1.67 30
pyrazine N 0.92 25
furane O −0.4 0.5