data_13K # _chem_comp.id 13K _chem_comp.name "N~6~-(3,4-dimethoxyphenyl)-2-(morpholin-4-yl)-4,5'-bipyrimidine-2',6-diamine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H23 N7 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-09-06 _chem_comp.pdbx_modified_date 2012-08-24 _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 409.442 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 13K _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 3TIL _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site RCSB # 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 13K N01 N01 N 0 1 N N N 27.555 11.549 20.298 7.885 1.820 0.195 N01 13K 1 13K C02 C02 C 0 1 Y N N 26.265 12.025 20.468 6.547 1.476 0.136 C02 13K 2 13K N03 N03 N 0 1 Y N N 25.884 13.107 19.757 6.217 0.216 -0.112 N03 13K 3 13K C04 C04 C 0 1 Y N N 24.620 13.552 19.943 4.950 -0.153 -0.176 C04 13K 4 13K N05 N05 N 0 1 Y N N 25.452 11.385 21.336 5.631 2.413 0.335 N05 13K 5 13K C06 C06 C 0 1 Y N N 24.198 11.875 21.477 4.344 2.123 0.287 C06 13K 6 13K C07 C07 C 0 1 Y N N 23.696 12.979 20.803 3.954 0.807 0.022 C07 13K 7 13K C08 C08 C 0 1 Y N N 22.324 13.474 20.991 2.519 0.438 -0.041 C08 13K 8 13K C09 C09 C 0 1 Y N N 21.888 14.701 20.513 1.532 1.401 0.153 C09 13K 9 13K N10 N10 N 0 1 Y N N 21.488 12.651 21.668 2.156 -0.822 -0.289 N10 13K 10 13K C11 C11 C 0 1 Y N N 20.208 13.033 21.881 0.877 -1.158 -0.348 C11 13K 11 13K N12 N12 N 0 1 N N N 19.344 12.186 22.568 0.539 -2.475 -0.608 N12 13K 12 13K C13 C13 C 0 1 N N N 17.919 12.494 22.682 -0.920 -2.649 -0.632 C13 13K 13 13K C14 C14 C 0 1 N N N 17.409 12.199 24.088 -1.249 -4.103 -0.982 C14 13K 14 13K O15 O15 O 0 1 N N N 17.778 10.877 24.483 -0.617 -4.970 -0.036 O15 13K 15 13K C16 C16 C 0 1 N N N 19.200 10.774 24.562 0.806 -4.827 0.014 C16 13K 16 13K C17 C17 C 0 1 N N N 19.815 10.943 23.178 1.156 -3.381 0.373 C17 13K 17 13K N18 N18 N 0 1 Y N N 19.747 14.224 21.428 -0.088 -0.270 -0.163 N18 13K 18 13K C19 C19 C 0 1 Y N N 20.572 15.059 20.749 0.197 1.006 0.083 C19 13K 19 13K N20 N20 N 0 1 N N N 20.037 16.282 20.309 -0.820 1.930 0.269 N20 13K 20 13K C21 C21 C 0 1 Y N N 18.880 17.023 20.611 -2.152 1.503 0.320 C21 13K 21 13K C22 C22 C 0 1 Y N N 17.891 16.599 21.502 -2.476 0.311 0.954 C22 13K 22 13K C23 C23 C 0 1 Y N N 16.765 17.386 21.759 -3.791 -0.112 1.005 C23 13K 23 13K C24 C24 C 0 1 Y N N 18.711 18.269 19.980 -3.151 2.275 -0.258 C24 13K 24 13K C25 C25 C 0 1 Y N N 17.588 19.069 20.230 -4.468 1.852 -0.206 C25 13K 25 13K O26 O26 O 0 1 N N N 17.355 20.294 19.651 -5.448 2.607 -0.772 O26 13K 26 13K C27 C27 C 0 1 N N N 18.277 20.742 18.665 -5.047 3.825 -1.402 C27 13K 27 13K C28 C28 C 0 1 Y N N 16.605 18.622 21.129 -4.789 0.654 0.424 C28 13K 28 13K O29 O29 O 0 1 N N N 15.537 19.464 21.316 -6.083 0.237 0.475 O29 13K 29 13K C30 C30 C 0 1 N N N 14.461 18.987 22.115 -6.339 -1.003 1.138 C30 13K 30 13K HN01 HN01 H 0 0 N N N 28.036 12.118 19.631 8.141 2.737 0.380 HN01 13K 31 13K HN0A HN0A H 0 0 N N N 28.039 11.579 21.172 8.566 1.144 0.056 HN0A 13K 32 13K H04 H04 H 0 1 N N N 24.307 14.419 19.379 4.689 -1.181 -0.379 H04 13K 33 13K H06 H06 H 0 1 N N N 23.539 11.368 22.166 3.603 2.892 0.450 H06 13K 34 13K H09 H09 H 0 1 N N N 22.555 15.357 19.973 1.795 2.430 0.352 H09 13K 35 13K H13 H13 H 0 1 N N N 17.765 13.561 22.462 -1.332 -2.408 0.347 H13 13K 36 13K H13A H13A H 0 0 N N N 17.361 11.877 21.962 -1.353 -1.988 -1.383 H13A 13K 37 13K H14 H14 H 0 1 N N N 17.848 12.922 24.791 -2.329 -4.251 -0.945 H14 13K 38 13K H14A H14A H 0 0 N N N 16.313 12.287 24.101 -0.884 -4.329 -1.983 H14A 13K 39 13K H16 H16 H 0 1 N N N 19.584 11.560 25.228 1.212 -5.499 0.770 H16 13K 40 13K H16A H16A H 0 0 N N N 19.471 9.785 24.961 1.231 -5.075 -0.959 H16A 13K 41 13K H17 H17 H 0 1 N N N 19.521 10.093 22.544 2.238 -3.253 0.356 H17 13K 42 13K H17A H17A H 0 0 N N N 20.911 10.976 23.269 0.777 -3.151 1.369 H17A 13K 43 13K HN20 HN20 H 0 0 N N N 20.611 16.728 19.623 -0.608 2.872 0.365 HN20 13K 44 13K H22 H22 H 0 1 N N N 17.998 15.647 22.001 -1.699 -0.287 1.407 H22 13K 45 13K H23 H23 H 0 1 N N N 16.013 17.036 22.450 -4.040 -1.039 1.498 H23 13K 46 13K H24 H24 H 0 1 N N N 19.463 18.617 19.288 -2.900 3.205 -0.747 H24 13K 47 13K H27 H27 H 0 1 N N N 17.966 21.729 18.293 -4.565 4.472 -0.669 H27 13K 48 13K H27A H27A H 0 0 N N N 19.281 20.817 19.109 -4.346 3.604 -2.207 H27A 13K 49 13K H27B H27B H 0 0 N N N 18.298 20.026 17.830 -5.923 4.329 -1.811 H27B 13K 50 13K H30 H30 H 0 1 N N N 13.681 19.760 22.179 -5.793 -1.803 0.637 H30 13K 51 13K H30A H30A H 0 0 N N N 14.041 18.078 21.659 -6.012 -0.935 2.176 H30A 13K 52 13K H30B H30B H 0 0 N N N 14.830 18.754 23.125 -7.407 -1.218 1.107 H30B 13K 53 # 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 13K N01 C02 SING N N 1 13K N01 HN01 SING N N 2 13K N01 HN0A SING N N 3 13K N03 C02 DOUB Y N 4 13K C02 N05 SING Y N 5 13K N03 C04 SING Y N 6 13K C04 C07 DOUB Y N 7 13K C04 H04 SING N N 8 13K N05 C06 DOUB Y N 9 13K C07 C06 SING Y N 10 13K C06 H06 SING N N 11 13K C07 C08 SING N N 12 13K C09 C08 DOUB Y N 13 13K C08 N10 SING Y N 14 13K C09 C19 SING Y N 15 13K C09 H09 SING N N 16 13K N10 C11 DOUB Y N 17 13K N18 C11 SING Y N 18 13K C11 N12 SING N N 19 13K N12 C13 SING N N 20 13K N12 C17 SING N N 21 13K C13 C14 SING N N 22 13K C13 H13 SING N N 23 13K C13 H13A SING N N 24 13K C14 O15 SING N N 25 13K C14 H14 SING N N 26 13K C14 H14A SING N N 27 13K O15 C16 SING N N 28 13K C17 C16 SING N N 29 13K C16 H16 SING N N 30 13K C16 H16A SING N N 31 13K C17 H17 SING N N 32 13K C17 H17A SING N N 33 13K C19 N18 DOUB Y N 34 13K N20 C19 SING N N 35 13K N20 C21 SING N N 36 13K N20 HN20 SING N N 37 13K C24 C21 DOUB Y N 38 13K C21 C22 SING Y N 39 13K C22 C23 DOUB Y N 40 13K C22 H22 SING N N 41 13K C28 C23 SING Y N 42 13K C23 H23 SING N N 43 13K C24 C25 SING Y N 44 13K C24 H24 SING N N 45 13K O26 C25 SING N N 46 13K C25 C28 DOUB Y N 47 13K C27 O26 SING N N 48 13K C27 H27 SING N N 49 13K C27 H27A SING N N 50 13K C27 H27B SING N N 51 13K C28 O29 SING N N 52 13K O29 C30 SING N N 53 13K C30 H30 SING N N 54 13K C30 H30A SING N N 55 13K C30 H30B SING N N 56 # 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 13K SMILES ACDLabs 12.01 "n2c(Nc1ccc(OC)c(OC)c1)cc(nc2N3CCOCC3)c4cnc(nc4)N" 13K InChI InChI 1.03 "InChI=1S/C20H23N7O3/c1-28-16-4-3-14(9-17(16)29-2)24-18-10-15(13-11-22-19(21)23-12-13)25-20(26-18)27-5-7-30-8-6-27/h3-4,9-12H,5-8H2,1-2H3,(H2,21,22,23)(H,24,25,26)" 13K InChIKey InChI 1.03 AAKJGXGPYVKGQA-UHFFFAOYSA-N 13K SMILES_CANONICAL CACTVS 3.370 "COc1ccc(Nc2cc(nc(n2)N3CCOCC3)c4cnc(N)nc4)cc1OC" 13K SMILES CACTVS 3.370 "COc1ccc(Nc2cc(nc(n2)N3CCOCC3)c4cnc(N)nc4)cc1OC" 13K SMILES_CANONICAL "OpenEye OEToolkits" 1.7.2 "COc1ccc(cc1OC)Nc2cc(nc(n2)N3CCOCC3)c4cnc(nc4)N" 13K SMILES "OpenEye OEToolkits" 1.7.2 "COc1ccc(cc1OC)Nc2cc(nc(n2)N3CCOCC3)c4cnc(nc4)N" # loop_ _pdbx_chem_comp_identifier.comp_id _pdbx_chem_comp_identifier.type _pdbx_chem_comp_identifier.program _pdbx_chem_comp_identifier.program_version _pdbx_chem_comp_identifier.identifier 13K "SYSTEMATIC NAME" ACDLabs 12.01 "N~6~-(3,4-dimethoxyphenyl)-2-(morpholin-4-yl)-4,5'-bipyrimidine-2',6-diamine" 13K "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.2 "6-(2-azanylpyrimidin-5-yl)-N-(3,4-dimethoxyphenyl)-2-morpholin-4-yl-pyrimidin-4-amine" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 13K "Create component" 2011-09-06 RCSB 13K "Initial release" 2012-08-24 RCSB #