data_DYK # _chem_comp.id DYK _chem_comp.name "N-{2-methoxy-4-[(1-methylpiperidin-4-yl)oxy]phenyl}-4-(1H-pyrrolo[2,3-c]pyridin-3-yl)pyrimidin-2-amine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H26 N6 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-05-13 _chem_comp.pdbx_modified_date 2015-04-17 _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 430.502 _chem_comp.one_letter_code ? _chem_comp.three_letter_code DYK _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 4D2R _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 DYK C C C 0 1 N N N 1.510 -3.980 53.174 8.565 1.828 -1.021 C DYK 1 DYK N N N 0 1 N N N 2.687 -3.813 52.312 7.807 0.629 -0.638 N DYK 2 DYK O O O 0 1 N N N 6.215 -4.741 52.661 4.739 0.182 0.904 O DYK 3 DYK C1 C1 C 0 1 N N N 3.695 -2.980 52.971 7.611 0.571 0.816 C1 DYK 4 DYK N1 N1 N 0 1 N N N 10.619 -2.456 55.200 -0.702 -0.587 0.244 N1 DYK 5 DYK O1 O1 O 0 1 N N N 8.360 -3.010 56.532 1.117 -2.506 -0.606 O1 DYK 6 DYK C2 C2 C 0 1 N N N 4.895 -2.727 52.049 6.949 -0.756 1.191 C2 DYK 7 DYK N2 N2 N 0 1 Y N N 12.672 -1.429 55.594 -1.007 1.709 -0.067 N2 DYK 8 DYK C3 C3 C 0 1 N N N 5.491 -4.042 51.579 5.603 -0.871 0.471 C3 DYK 9 DYK N3 N3 N 0 1 Y N N 12.461 -3.325 54.124 -2.848 0.311 0.039 N3 DYK 10 DYK C4 C4 C 0 1 N N N 4.436 -4.959 50.995 5.829 -0.760 -1.039 C4 DYK 11 DYK N4 N4 N 0 1 Y N N 15.730 -5.466 51.678 -7.331 1.501 -0.302 N4 DYK 12 DYK C5 C5 C 0 1 N N N 3.266 -5.113 51.971 6.523 0.568 -1.349 C5 DYK 13 DYK N5 N5 N 0 1 Y N N 12.764 -7.483 50.699 -7.707 -2.139 0.155 N5 DYK 14 DYK C6 C6 C 0 1 Y N N 7.356 -4.168 53.186 3.403 -0.009 0.741 C6 DYK 15 DYK C7 C7 C 0 1 Y N N 8.544 -3.960 52.497 2.507 0.959 1.170 C7 DYK 16 DYK C8 C8 C 0 1 Y N N 9.625 -3.381 53.143 1.148 0.767 1.006 C8 DYK 17 DYK C9 C9 C 0 1 Y N N 9.553 -3.069 54.500 0.677 -0.393 0.410 C9 DYK 18 DYK C10 C10 C 0 1 Y N N 8.334 -3.310 55.197 1.576 -1.366 -0.022 C10 DYK 19 DYK C11 C11 C 0 1 Y N N 7.255 -3.883 54.541 2.937 -1.169 0.140 C11 DYK 20 DYK C12 C12 C 0 1 N N N 7.215 -3.358 57.324 2.096 -3.459 -1.025 C12 DYK 21 DYK C13 C13 C 0 1 Y N N 11.965 -2.396 54.963 -1.538 0.502 0.068 C13 DYK 22 DYK C14 C14 C 0 1 Y N N 13.987 -1.419 55.334 -1.773 2.776 -0.237 C14 DYK 23 DYK C15 C15 C 0 1 Y N N 14.603 -2.322 54.486 -3.145 2.625 -0.273 C15 DYK 24 DYK C16 C16 C 0 1 Y N N 13.783 -3.276 53.891 -3.679 1.339 -0.129 C16 DYK 25 DYK C17 C17 C 0 1 Y N N 14.322 -4.277 52.969 -5.142 1.125 -0.162 C17 DYK 26 DYK C18 C18 C 0 1 Y N N 15.623 -4.418 52.554 -6.100 2.077 -0.325 C18 DYK 27 DYK C19 C19 C 0 1 Y N N 14.489 -6.035 51.491 -7.218 0.140 -0.121 C19 DYK 28 DYK C20 C20 C 0 1 Y N N 13.564 -5.321 52.278 -5.844 -0.157 -0.025 C20 DYK 29 DYK C21 C21 C 0 1 Y N N 12.226 -5.713 52.258 -5.456 -1.483 0.164 C21 DYK 30 DYK C22 C22 C 0 1 Y N N 11.891 -6.793 51.453 -6.424 -2.446 0.248 C22 DYK 31 DYK C23 C23 C 0 1 Y N N 14.050 -7.107 50.715 -8.129 -0.904 -0.023 C23 DYK 32 DYK H H H 0 1 N N N 0.766 -4.608 52.662 9.541 1.810 -0.537 H DYK 33 DYK HA HA H 0 1 N N N 1.811 -4.463 54.116 8.695 1.845 -2.103 HA DYK 34 DYK HB HB H 0 1 N N N 1.072 -2.995 53.391 8.020 2.718 -0.706 HB DYK 35 DYK H1 H1 H 0 1 N N N 3.241 -2.015 53.242 8.577 0.650 1.316 H1 DYK 36 DYK H1A H1A H 0 1 N N N 4.043 -3.491 53.881 6.972 1.397 1.129 H1A DYK 37 DYK HN1 HN1 H 0 1 N N N 10.333 -1.973 56.028 -1.070 -1.485 0.252 HN1 DYK 38 DYK H2 H2 H 0 1 N N N 4.564 -2.147 51.175 7.594 -1.582 0.890 H2 DYK 39 DYK H2A H2A H 0 1 N N N 5.660 -2.159 52.598 6.790 -0.792 2.269 H2A DYK 40 DYK H3 H3 H 0 1 N N N 6.211 -3.813 50.780 5.147 -1.834 0.702 H3 DYK 41 DYK H4 H4 H 0 1 N N N 4.067 -4.532 50.051 6.456 -1.586 -1.375 H4 DYK 42 DYK H4A H4A H 0 1 N N N 4.880 -5.947 50.802 4.869 -0.798 -1.555 H4A DYK 43 DYK HN4 HN4 H 0 1 N N N 16.577 -5.771 51.242 -8.170 1.980 -0.395 HN4 DYK 44 DYK H5 H5 H 0 1 N N N 3.627 -5.597 52.890 5.890 1.394 -1.026 H5 DYK 45 DYK H5A H5A H 0 1 N N N 2.491 -5.740 51.506 6.699 0.644 -2.423 H5A DYK 46 DYK H7 H7 H 0 1 N N N 8.625 -4.249 51.460 2.872 1.863 1.635 H7 DYK 47 DYK H8 H8 H 0 1 N N N 10.529 -3.170 52.591 0.452 1.522 1.342 H8 DYK 48 DYK H11 H11 H 0 1 N N N 6.345 -4.105 55.079 3.635 -1.920 -0.199 H11 DYK 49 DYK H12 H12 H 0 1 N N N 7.385 -3.056 58.368 2.759 -3.001 -1.758 H12 DYK 50 DYK H12A H12A H 0 0 N N N 6.327 -2.840 56.932 2.677 -3.786 -0.162 H12A DYK 51 DYK H12B H12B H 0 0 N N N 7.055 -4.445 57.279 1.597 -4.319 -1.473 H12B DYK 52 DYK H14 H14 H 0 1 N N N 14.597 -0.667 55.811 -1.328 3.755 -0.345 H14 DYK 53 DYK H15 H15 H 0 1 N N N 15.666 -2.288 54.296 -3.792 3.480 -0.410 H15 DYK 54 DYK H18 H18 H 0 1 N N N 16.444 -3.793 52.872 -5.910 3.132 -0.454 H18 DYK 55 DYK H21 H21 H 0 1 N N N 11.481 -5.197 52.845 -4.411 -1.745 0.241 H21 DYK 56 DYK H22 H22 H 0 1 N N N 10.856 -7.101 51.431 -6.135 -3.476 0.395 H22 DYK 57 DYK H23 H23 H 0 1 N N N 14.764 -7.648 50.112 -9.187 -0.702 -0.094 H23 DYK 58 # 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 DYK C N SING N N 1 DYK N C1 SING N N 2 DYK N C5 SING N N 3 DYK O C3 SING N N 4 DYK O C6 SING N N 5 DYK C1 C2 SING N N 6 DYK N1 C9 SING N N 7 DYK N1 C13 SING N N 8 DYK O1 C10 SING N N 9 DYK O1 C12 SING N N 10 DYK C2 C3 SING N N 11 DYK N2 C13 DOUB Y N 12 DYK N2 C14 SING Y N 13 DYK C3 C4 SING N N 14 DYK N3 C13 SING Y N 15 DYK N3 C16 DOUB Y N 16 DYK C4 C5 SING N N 17 DYK N4 C18 SING Y N 18 DYK N4 C19 SING Y N 19 DYK N5 C22 DOUB Y N 20 DYK N5 C23 SING Y N 21 DYK C6 C7 DOUB Y N 22 DYK C6 C11 SING Y N 23 DYK C7 C8 SING Y N 24 DYK C8 C9 DOUB Y N 25 DYK C9 C10 SING Y N 26 DYK C10 C11 DOUB Y N 27 DYK C14 C15 DOUB Y N 28 DYK C15 C16 SING Y N 29 DYK C16 C17 SING N N 30 DYK C17 C18 DOUB Y N 31 DYK C17 C20 SING Y N 32 DYK C19 C20 SING Y N 33 DYK C19 C23 DOUB Y N 34 DYK C20 C21 DOUB Y N 35 DYK C21 C22 SING Y N 36 DYK C H SING N N 37 DYK C HA SING N N 38 DYK C HB SING N N 39 DYK C1 H1 SING N N 40 DYK C1 H1A SING N N 41 DYK N1 HN1 SING N N 42 DYK C2 H2 SING N N 43 DYK C2 H2A SING N N 44 DYK C3 H3 SING N N 45 DYK C4 H4 SING N N 46 DYK C4 H4A SING N N 47 DYK N4 HN4 SING N N 48 DYK C5 H5 SING N N 49 DYK C5 H5A SING N N 50 DYK C7 H7 SING N N 51 DYK C8 H8 SING N N 52 DYK C11 H11 SING N N 53 DYK C12 H12 SING N N 54 DYK C12 H12A SING N N 55 DYK C12 H12B SING N N 56 DYK C14 H14 SING N N 57 DYK C15 H15 SING N N 58 DYK C18 H18 SING N N 59 DYK C21 H21 SING N N 60 DYK C22 H22 SING N N 61 DYK C23 H23 SING N N 62 # 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 DYK SMILES ACDLabs 12.01 "O(c4ccc(Nc3nc(c2c1ccncc1nc2)ccn3)c(OC)c4)C5CCN(C)CC5" DYK InChI InChI 1.03 "InChI=1S/C24H26N6O2/c1-30-11-7-16(8-12-30)32-17-3-4-21(23(13-17)31-2)29-24-26-10-6-20(28-24)19-14-27-22-15-25-9-5-18(19)22/h3-6,9-10,13-16,27H,7-8,11-12H2,1-2H3,(H,26,28,29)" DYK InChIKey InChI 1.03 FTZQWKAIKYEWPM-UHFFFAOYSA-N DYK SMILES_CANONICAL CACTVS 3.385 "COc1cc(OC2CCN(C)CC2)ccc1Nc3nccc(n3)c4c[nH]c5cnccc45" DYK SMILES CACTVS 3.385 "COc1cc(OC2CCN(C)CC2)ccc1Nc3nccc(n3)c4c[nH]c5cnccc45" DYK SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CN1CCC(CC1)Oc2ccc(c(c2)OC)Nc3nccc(n3)c4c[nH]c5c4ccnc5" DYK SMILES "OpenEye OEToolkits" 1.7.6 "CN1CCC(CC1)Oc2ccc(c(c2)OC)Nc3nccc(n3)c4c[nH]c5c4ccnc5" # 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 DYK "SYSTEMATIC NAME" ACDLabs 12.01 "N-{2-methoxy-4-[(1-methylpiperidin-4-yl)oxy]phenyl}-4-(1H-pyrrolo[2,3-c]pyridin-3-yl)pyrimidin-2-amine" DYK "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "N-[2-methoxy-4-(1-methylpiperidin-4-yl)oxy-phenyl]-4-(1H-pyrrolo[2,3-c]pyridin-3-yl)pyrimidin-2-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 DYK "Create component" 2014-05-13 EBI DYK "Initial release" 2015-04-22 RCSB #