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. 2019 Feb 11;10(12):3567–3572. doi: 10.1039/c8sc05372c

Table 1. Probability of the 15 most common 3-atom combinations in rings in the first 1000 structures of the ZINC data set (“ZINC”), and in the 1000 structures generated by the GB-GM method using the ZINC probabilities (“GB-GM (62%)”) and a probability set where the probability of [*] Created by potrace 1.16, written by Peter Selinger 2001-2019 [*]–[*] type bonding is increased to 80% (“GB-GM (80%)”).

Bonding ZINC GB-GM (62%) GB-GM (80%)
C Created by potrace 1.16, written by Peter Selinger 2001-2019 C–C 45% 41% 53%
C–C–C 15% 23% 21%
C–C–N 9% 9% 6%
C–N–C 6% 7% 5%
C Created by potrace 1.16, written by Peter Selinger 2001-2019 C–N 4% 6% 4%
N Created by potrace 1.16, written by Peter Selinger 2001-2019 C–C 3% 2% 2%
C Created by potrace 1.16, written by Peter Selinger 2001-2019 N–C 2% 2% 1%
C–C–O 2% 2% 2%
N Created by potrace 1.16, written by Peter Selinger 2001-2019 C–N 2% 0% 0%
C Created by potrace 1.16, written by Peter Selinger 2001-2019 N–N 2% 0% 0%
C–O–C 1% 1% 1%
C–N–N 1% 1% 1%
C Created by potrace 1.16, written by Peter Selinger 2001-2019 C–S 1% 1% 0%
C–S–C 1% 1% 1%
C Created by potrace 1.16, written by Peter Selinger 2001-2019 C–O 1% 1% 1%