1 B43 4-amino-5-(4-phenoxyphenyl)-7h-pyrrolo[2,3-D]pyrimidin-7-yl-cyclopentane 1.000 2 VSF 5-(4-phenoxyphenyl)-7-(tetrahydro-2h-pyran-4-yl)-7h-pyrrolo[2,3-D]pyrimidin-4-amine 0.900 3 VSG 7-(1-methylpiperidin-4-yl)-5-(4-phenoxyphenyl)-7h-pyrrolo[2,3-D]pyrimidin-4-amine 0.871 4 A1BKW 3-(4-phenoxyphenyl)-1-[(3s)-piperidin-3-yl]-1h-pyrazolo[3,4-D]pyrimidin-4-amine 0.839 5 A1EKY 3-(4-phenoxyphenyl)-1-piperidin-4-yl-pyrazolo[3,4-D]pyrimidin-4-amine 0.839 6 W0O 1-(1-methylpiperidin-4-yl)-3-(4-phenoxyphenyl)pyrazolo[3,4-D]pyrimidin-4-amine 0.812 7 A1BJE 3-(4-phenoxyphenyl)-1h-pyrazolo[3,4-D]pyrimidin-4-amine 0.759 8 1E8 1-{(3r)-3-[4-amino-3-(4-phenoxyphenyl)-1h-pyrazolo[3,4-D]pyrimidin-1-yl]piperidin-1-yl}prop-2-en-1-one 0.743 9 8E8 1-[(3~{R})-3-[4-azanyl-3-(4-phenoxyphenyl)pyrazolo[3,4-D]pyrimidin-1-yl]piperidin-1-yl]propan-1-one 0.743 10 A1H14 Ibrutinib (unbound form) 0.743 11 VSB 7-[cis-4-(4-methylpiperazin-1-yl)cyclohexyl]-5-(4-phenoxyphenyl)-7h-pyrrolo[2,3-D]pyrimidin-4-amine 0.730 12 VSE 7-[trans-4-(4-methylpiperazin-1-yl)cyclohexyl]-5-(4-phenoxyphenyl)-7h-pyrrolo[2,3-D]pyrimidin-4-amine 0.730 13 A1BI1 {(3r)-3-[4-amino-3-(4-phenoxyphenyl)-1h-pyrazolo[3,4-D]pyrimidin-1-yl]piperidin-1-yl}(cyclopropyl)methanone 0.722