data_J3N # _chem_comp.id J3N _chem_comp.name "1-[(3~{R})-3-[4-azanyl-3-(1~{H}-pyrrolo[2,3-b]pyridin-5-yl)pyrazolo[3,4-d]pyrimidin-1-yl]piperidin-1-yl]propan-1-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H22 N8 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2019-01-18 _chem_comp.pdbx_modified_date 2019-05-29 _chem_comp.pdbx_ambiguous_flag N _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 390.442 _chem_comp.one_letter_code ? _chem_comp.three_letter_code J3N _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 6QHR _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # # loop_ _chem_comp_atom.comp_id _chem_comp_atom.atom_id _chem_comp_atom.alt_atom_id _chem_comp_atom.type_symbol _chem_comp_atom.charge _chem_comp_atom.pdbx_align _chem_comp_atom.pdbx_aromatic_flag _chem_comp_atom.pdbx_leaving_atom_flag _chem_comp_atom.pdbx_stereo_config _chem_comp_atom.model_Cartn_x _chem_comp_atom.model_Cartn_y _chem_comp_atom.model_Cartn_z _chem_comp_atom.pdbx_model_Cartn_x_ideal _chem_comp_atom.pdbx_model_Cartn_y_ideal _chem_comp_atom.pdbx_model_Cartn_z_ideal _chem_comp_atom.pdbx_component_atom_id _chem_comp_atom.pdbx_component_comp_id _chem_comp_atom.pdbx_ordinal J3N C11 C1 C 0 1 N N N -24.648 -14.183 6.027 5.297 0.872 -0.772 C11 J3N 1 J3N C13 C2 C 0 1 N N N -22.589 -15.395 6.578 7.666 0.954 -1.503 C13 J3N 2 J3N C16 C3 C 0 1 Y N N -28.487 -5.246 9.139 -4.901 1.929 -0.468 C16 J3N 3 J3N C17 C4 C 0 1 Y N N -26.939 -6.908 8.615 -2.626 1.763 -0.827 C17 J3N 4 J3N C18 C5 C 0 1 Y N N -29.903 -4.185 7.550 -6.284 0.511 0.696 C18 J3N 5 J3N C19 C6 C 0 1 Y N N -30.091 -3.706 8.842 -7.007 1.531 0.207 C19 J3N 6 J3N N N1 N 0 1 Y N N -24.200 -6.550 3.489 -1.215 -3.871 -0.410 N J3N 7 J3N C C7 C 0 1 Y N N -23.917 -7.784 3.045 0.077 -4.009 -0.174 C J3N 8 J3N O O1 O 0 1 N N N -24.925 -15.134 5.316 5.094 0.426 -1.882 O J3N 9 J3N C1 C8 C 0 1 Y N N -25.271 -8.841 4.641 0.372 -1.753 0.171 C1 J3N 10 J3N C10 C9 C 0 1 N N N -25.306 -11.850 6.553 2.901 0.684 -0.308 C10 J3N 11 J3N C12 C10 C 0 1 N N N -23.232 -14.020 6.523 6.697 1.242 -0.354 C12 J3N 12 J3N C14 C11 C 0 1 Y N N -28.260 -5.997 6.793 -3.702 0.043 0.468 C14 J3N 13 J3N C15 C12 C 0 1 Y N N -28.881 -5.169 7.724 -4.899 0.734 0.278 C15 J3N 14 J3N C2 C13 C 0 1 Y N N -25.639 -7.524 5.193 -1.001 -1.557 -0.073 C2 J3N 15 J3N C3 C14 C 0 1 Y N N -25.029 -6.341 4.534 -1.796 -2.675 -0.371 C3 J3N 16 J3N C4 C15 C 0 1 Y N N -26.575 -7.804 6.325 -1.243 -0.121 0.062 C4 J3N 17 J3N C5 C16 C 0 1 Y N N -27.270 -6.866 7.256 -2.545 0.569 -0.105 C5 J3N 18 J3N C6 C17 C 0 1 N N R -25.979 -11.228 5.332 2.315 -0.267 0.740 C6 J3N 19 J3N C7 C18 C 0 1 N N N -27.452 -11.630 5.282 2.424 0.377 2.125 C7 J3N 20 J3N C8 C19 C 0 1 N N N -27.653 -13.136 5.413 3.897 0.619 2.462 C8 J3N 21 J3N C9 C20 C 0 1 N N N -26.937 -13.658 6.648 4.501 1.580 1.432 C9 J3N 22 J3N N1 N2 N 0 1 Y N N -24.423 -8.902 3.590 0.861 -2.992 0.109 N1 J3N 23 J3N N2 N3 N 0 1 Y N N -25.914 -9.744 5.381 0.907 -0.527 0.432 N2 J3N 24 J3N N3 N4 N 0 1 Y N N -26.702 -9.153 6.385 -0.097 0.444 0.359 N3 J3N 25 J3N N4 N5 N 0 1 N N N -25.289 -5.082 4.941 -3.148 -2.536 -0.619 N4 J3N 26 J3N N5 N6 N 0 1 N N N -25.560 -13.280 6.396 4.271 1.040 0.085 N5 J3N 27 J3N N6 N7 N 0 1 Y N N -27.522 -6.115 9.529 -3.769 2.393 -0.984 N6 J3N 28 J3N N7 N8 N 0 1 Y N N -29.267 -4.327 9.747 -6.196 2.388 -0.487 N7 J3N 29 J3N H1 H1 H 0 1 N N N -21.554 -15.302 6.938 8.678 1.222 -1.200 H1 J3N 30 J3N H2 H2 H 0 1 N N N -23.159 -16.039 7.264 7.629 -0.107 -1.752 H2 J3N 31 J3N H3 H3 H 0 1 N N N -22.589 -15.840 5.572 7.380 1.542 -2.375 H3 J3N 32 J3N H4 H4 H 0 1 N N N -26.184 -7.607 8.942 -1.730 2.178 -1.265 H4 J3N 33 J3N H5 H5 H 0 1 N N N -30.405 -3.887 6.641 -6.653 -0.315 1.286 H5 J3N 34 J3N H7 H7 H 0 1 N N N -30.802 -2.936 9.103 -8.071 1.657 0.343 H7 J3N 35 J3N H8 H8 H 0 1 N N N -23.246 -7.883 2.204 0.508 -4.999 -0.216 H8 J3N 36 J3N H9 H9 H 0 1 N N N -24.226 -11.641 6.555 2.916 0.191 -1.280 H9 J3N 37 J3N H10 H10 H 0 1 N N N -25.754 -11.472 7.484 2.291 1.586 -0.365 H10 J3N 38 J3N H11 H11 H 0 1 N N N -22.668 -13.372 5.835 6.733 2.302 -0.105 H11 J3N 39 J3N H12 H12 H 0 1 N N N -23.238 -13.571 7.527 6.983 0.654 0.518 H12 J3N 40 J3N H13 H13 H 0 1 N N N -28.534 -5.968 5.749 -3.674 -0.877 1.032 H13 J3N 41 J3N H14 H14 H 0 1 N N N -25.477 -11.589 4.422 2.869 -1.205 0.730 H14 J3N 42 J3N H15 H15 H 0 1 N N N -27.982 -11.131 6.107 1.890 1.327 2.126 H15 J3N 43 J3N H16 H16 H 0 1 N N N -27.875 -11.300 4.322 1.986 -0.287 2.869 H16 J3N 44 J3N H17 H17 H 0 1 N N N -28.728 -13.353 5.498 3.976 1.056 3.457 H17 J3N 45 J3N H18 H18 H 0 1 N N N -27.248 -13.635 4.520 4.437 -0.327 2.436 H18 J3N 46 J3N H19 H19 H 0 1 N N N -27.320 -13.179 7.561 4.023 2.556 1.519 H19 J3N 47 J3N H20 H20 H 0 1 N N N -27.040 -14.750 6.735 5.572 1.681 1.610 H20 J3N 48 J3N H21 H21 H 0 1 N N N -24.791 -4.435 4.364 -3.728 -3.313 -0.592 H21 J3N 49 J3N H22 H22 H 0 1 N N N -26.271 -4.905 4.869 -3.517 -1.662 -0.821 H22 J3N 50 J3N H6 H6 H 0 1 N N N -29.247 -4.126 10.726 -6.493 3.199 -0.928 H6 J3N 51 # # loop_ _chem_comp_bond.comp_id _chem_comp_bond.atom_id_1 _chem_comp_bond.atom_id_2 _chem_comp_bond.value_order _chem_comp_bond.pdbx_aromatic_flag _chem_comp_bond.pdbx_stereo_config _chem_comp_bond.pdbx_ordinal J3N C N DOUB Y N 1 J3N C N1 SING Y N 2 J3N N C3 SING Y N 3 J3N N1 C1 DOUB Y N 4 J3N C3 N4 SING N N 5 J3N C3 C2 DOUB Y N 6 J3N C1 C2 SING Y N 7 J3N C1 N2 SING Y N 8 J3N C2 C4 SING Y N 9 J3N C7 C6 SING N N 10 J3N C7 C8 SING N N 11 J3N O C11 DOUB N N 12 J3N C6 N2 SING N N 13 J3N C6 C10 SING N N 14 J3N N2 N3 SING Y N 15 J3N C8 C9 SING N N 16 J3N C11 N5 SING N N 17 J3N C11 C12 SING N N 18 J3N C4 N3 DOUB Y N 19 J3N C4 C5 SING N N 20 J3N N5 C10 SING N N 21 J3N N5 C9 SING N N 22 J3N C12 C13 SING N N 23 J3N C14 C5 DOUB Y N 24 J3N C14 C15 SING Y N 25 J3N C5 C17 SING Y N 26 J3N C18 C15 SING Y N 27 J3N C18 C19 DOUB Y N 28 J3N C15 C16 DOUB Y N 29 J3N C17 N6 DOUB Y N 30 J3N C19 N7 SING Y N 31 J3N C16 N6 SING Y N 32 J3N C16 N7 SING Y N 33 J3N C13 H1 SING N N 34 J3N C13 H2 SING N N 35 J3N C13 H3 SING N N 36 J3N C17 H4 SING N N 37 J3N C18 H5 SING N N 38 J3N C19 H7 SING N N 39 J3N C H8 SING N N 40 J3N C10 H9 SING N N 41 J3N C10 H10 SING N N 42 J3N C12 H11 SING N N 43 J3N C12 H12 SING N N 44 J3N C14 H13 SING N N 45 J3N C6 H14 SING N N 46 J3N C7 H15 SING N N 47 J3N C7 H16 SING N N 48 J3N C8 H17 SING N N 49 J3N C8 H18 SING N N 50 J3N C9 H19 SING N N 51 J3N C9 H20 SING N N 52 J3N N4 H21 SING N N 53 J3N N4 H22 SING N N 54 J3N N7 H6 SING N N 55 # # loop_ _pdbx_chem_comp_descriptor.comp_id _pdbx_chem_comp_descriptor.type _pdbx_chem_comp_descriptor.program _pdbx_chem_comp_descriptor.program_version _pdbx_chem_comp_descriptor.descriptor J3N InChI InChI 1.03 "InChI=1S/C20H22N8O/c1-2-15(29)27-7-3-4-14(10-27)28-20-16(18(21)24-11-25-20)17(26-28)13-8-12-5-6-22-19(12)23-9-13/h5-6,8-9,11,14H,2-4,7,10H2,1H3,(H,22,23)(H2,21,24,25)/t14-/m1/s1" J3N InChIKey InChI 1.03 BSJLZNJGXVKCML-CQSZACIVSA-N J3N SMILES_CANONICAL CACTVS 3.385 "CCC(=O)N1CCC[C@H](C1)n2nc(c3cnc4[nH]ccc4c3)c5c(N)ncnc25" J3N SMILES CACTVS 3.385 "CCC(=O)N1CCC[CH](C1)n2nc(c3cnc4[nH]ccc4c3)c5c(N)ncnc25" J3N SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CCC(=O)N1CCC[C@H](C1)n2c3c(c(n2)c4cc5cc[nH]c5nc4)c(ncn3)N" J3N SMILES "OpenEye OEToolkits" 2.0.7 "CCC(=O)N1CCCC(C1)n2c3c(c(n2)c4cc5cc[nH]c5nc4)c(ncn3)N" # _pdbx_chem_comp_identifier.comp_id J3N _pdbx_chem_comp_identifier.type "SYSTEMATIC NAME" _pdbx_chem_comp_identifier.program "OpenEye OEToolkits" _pdbx_chem_comp_identifier.program_version 2.0.7 _pdbx_chem_comp_identifier.identifier "1-[(3~{R})-3-[4-azanyl-3-(1~{H}-pyrrolo[2,3-b]pyridin-5-yl)pyrazolo[3,4-d]pyrimidin-1-yl]piperidin-1-yl]propan-1-one" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site J3N "Create component" 2019-01-18 EBI J3N "Initial release" 2019-05-22 RCSB J3N "Other modification" 2019-05-29 EBI ##