data_563 # _chem_comp.id 563 _chem_comp.name "N-[4-({4-(4-methylpiperazin-1-yl)-6-[(5-methyl-1H-pyrazol-3-yl)amino]pyrimidin-2-yl}oxy)phenyl]prop-2-enamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H26 N8 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-08-03 _chem_comp.pdbx_modified_date 2015-08-28 _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 434.494 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 563 _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 5D10 _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 563 C4 C1 C 0 1 Y N N -13.112 -39.756 4.668 -2.420 0.840 0.357 C4 563 1 563 C5 C2 C 0 1 Y N N -13.150 -38.593 5.482 -2.026 -0.490 0.247 C5 563 2 563 C6 C3 C 0 1 Y N N -11.968 -38.036 6.025 -0.666 -0.782 0.270 C6 563 3 563 N1 N1 N 0 1 Y N N -10.811 -38.667 5.710 0.208 0.215 0.396 N1 563 4 563 N3 N2 N 0 1 Y N N -11.900 -40.304 4.441 -1.488 1.783 0.480 N3 563 5 563 CAN C4 C 0 1 N N N -14.072 -41.414 3.044 -3.942 2.632 0.463 CAN 563 6 563 CAL C5 C 0 1 N N N -15.283 -41.923 2.483 -5.437 2.957 0.513 CAL 563 7 563 NBE N3 N 0 1 N N N -16.502 -41.110 2.796 -6.085 2.458 -0.708 NBE 563 8 563 CAC C6 C 0 1 N N N -17.752 -41.730 2.271 -5.581 3.159 -1.896 CAC 563 9 563 CAM C7 C 0 1 N N N -16.661 -40.977 4.228 -5.906 1.005 -0.839 CAM 563 10 563 CAO C8 C 0 1 N N N -15.557 -40.051 4.704 -4.411 0.680 -0.888 CAO 563 11 563 NBF N4 N 0 1 N N N -14.221 -40.364 4.125 -3.764 1.180 0.333 NBF 563 12 563 NAT N5 N 0 1 N N N -12.075 -36.894 6.815 -0.226 -2.093 0.164 NAT 563 13 563 CBA C9 C 0 1 Y N N -11.048 -36.258 7.465 -1.150 -3.145 0.184 CBA 563 14 563 CAJ C10 C 0 1 Y N N -9.814 -36.677 7.738 -0.840 -4.515 0.177 CAJ 563 15 563 CAX C11 C 0 1 Y N N -9.221 -35.677 8.407 -2.004 -5.203 0.202 CAX 563 16 563 CAB C12 C 0 1 N N N -7.784 -35.661 8.949 -2.148 -6.703 0.205 CAB 563 17 563 NAU N6 N 0 1 Y N N -10.056 -34.684 8.537 -3.014 -4.308 0.224 NAU 563 18 563 NAP N7 N 0 1 Y N N -11.114 -35.023 7.999 -2.456 -3.024 0.217 NAP 563 19 563 C2 C13 C 0 1 Y N N -10.771 -39.774 4.933 -0.203 1.468 0.498 C2 563 20 563 OAV O1 O 0 1 N N N -9.629 -40.463 4.607 0.716 2.455 0.625 OAV 563 21 563 CAZ C14 C 0 1 Y N N -8.328 -40.127 4.884 2.030 2.118 0.539 CAZ 563 22 563 CAI C15 C 0 1 Y N N -7.895 -39.740 6.142 2.561 1.700 -0.673 CAI 563 23 563 CAG C16 C 0 1 Y N N -6.548 -39.435 6.370 3.895 1.357 -0.761 CAG 563 24 563 CAH C17 C 0 1 Y N N -7.377 -40.240 3.864 2.842 2.199 1.661 CAH 563 25 563 CAF C18 C 0 1 Y N N -6.025 -39.942 4.090 4.177 1.858 1.575 CAF 563 26 563 CAY C19 C 0 1 Y N N -5.596 -39.542 5.358 4.707 1.432 0.364 CAY 563 27 563 NAS N8 N 0 1 N N N -4.302 -39.220 5.565 6.060 1.086 0.275 NAS 563 28 563 CAW C20 C 0 1 N N N -3.380 -40.019 6.177 6.445 0.068 -0.521 CAW 563 29 563 OAD O2 O 0 1 N N N -2.211 -39.639 6.285 5.628 -0.495 -1.225 OAD 563 30 563 CAE C21 C 0 1 N N N -3.800 -41.413 6.738 7.851 -0.361 -0.538 CAE 563 31 563 CAA C22 C 0 1 N N N -2.772 -42.322 7.449 8.231 -1.365 -1.324 CAA 563 32 563 H1 H1 H 0 1 N N N -14.100 -38.124 5.691 -2.759 -1.277 0.146 H1 563 33 563 H2 H2 H 0 1 N N N -13.520 -42.262 3.475 -3.489 3.133 -0.392 H2 563 34 563 H3 H3 H 0 1 N N N -13.484 -40.972 2.226 -3.465 2.977 1.381 H3 563 35 563 H4 H4 H 0 1 N N N -15.440 -42.941 2.870 -5.885 2.479 1.384 H4 563 36 563 H5 H5 H 0 1 N N N -15.166 -41.960 1.390 -5.573 4.037 0.580 H5 563 37 563 H7 H7 H 0 1 N N N -18.613 -41.095 2.528 -4.505 3.002 -1.982 H7 563 38 563 H8 H8 H 0 1 N N N -17.682 -41.828 1.178 -6.077 2.770 -2.786 H8 563 39 563 H9 H9 H 0 1 N N N -17.884 -42.725 2.720 -5.786 4.226 -1.803 H9 563 40 563 H10 H10 H 0 1 N N N -17.645 -40.545 4.462 -6.359 0.504 0.017 H10 563 41 563 H11 H11 H 0 1 N N N -16.567 -41.960 4.713 -6.383 0.661 -1.756 H11 563 42 563 H12 H12 H 0 1 N N N -15.487 -40.128 5.799 -4.276 -0.400 -0.956 H12 563 43 563 H13 H13 H 0 1 N N N -15.824 -39.021 4.425 -3.964 1.158 -1.759 H13 563 44 563 H14 H14 H 0 1 N N N -12.988 -36.500 6.918 0.722 -2.281 0.077 H14 563 45 563 H15 H15 H 0 1 N N N -9.379 -37.629 7.474 0.151 -4.943 0.155 H15 563 46 563 H16 H16 H 0 1 N N N -7.107 -35.257 8.182 -2.160 -7.065 1.233 H16 563 47 563 H17 H17 H 0 1 N N N -7.738 -35.029 9.848 -3.079 -6.980 -0.289 H17 563 48 563 H18 H18 H 0 1 N N N -7.478 -36.686 9.206 -1.308 -7.150 -0.327 H18 563 49 563 H19 H19 H 0 1 N N N -9.873 -33.811 8.988 -3.961 -4.518 0.244 H19 563 50 563 H20 H20 H 0 1 N N N -8.603 -39.673 6.954 1.930 1.641 -1.547 H20 563 51 563 H21 H21 H 0 1 N N N -6.240 -39.109 7.352 4.308 1.031 -1.704 H21 563 52 563 H22 H22 H 0 1 N N N -7.690 -40.563 2.882 2.429 2.530 2.603 H22 563 53 563 H23 H23 H 0 1 N N N -5.314 -40.022 3.281 4.808 1.921 2.448 H23 563 54 563 H24 H24 H 0 1 N N N -3.994 -38.324 5.244 6.722 1.578 0.786 H24 563 55 563 H25 H25 H 0 1 N N N -4.821 -41.747 6.628 8.576 0.139 0.087 H25 563 56 563 H27 H27 H 0 1 N N N -3.077 -43.285 7.833 9.264 -1.681 -1.336 H27 563 57 563 H28 H28 H 0 1 N N N -1.749 -41.995 7.562 7.506 -1.866 -1.949 H28 563 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 563 CAC NBE SING N N 1 563 CAL NBE SING N N 2 563 CAL CAN SING N N 3 563 NBE CAM SING N N 4 563 CAN NBF SING N N 5 563 CAH CAF DOUB Y N 6 563 CAH CAZ SING Y N 7 563 CAF CAY SING Y N 8 563 NBF C4 SING N N 9 563 NBF CAO SING N N 10 563 CAM CAO SING N N 11 563 N3 C4 DOUB Y N 12 563 N3 C2 SING Y N 13 563 OAV CAZ SING N N 14 563 OAV C2 SING N N 15 563 C4 C5 SING Y N 16 563 CAZ CAI DOUB Y N 17 563 C2 N1 DOUB Y N 18 563 CAY NAS SING N N 19 563 CAY CAG DOUB Y N 20 563 C5 C6 DOUB Y N 21 563 NAS CAW SING N N 22 563 N1 C6 SING Y N 23 563 C6 NAT SING N N 24 563 CAI CAG SING Y N 25 563 CAW OAD DOUB N N 26 563 CAW CAE SING N N 27 563 CAE CAA DOUB N N 28 563 NAT CBA SING N N 29 563 CBA CAJ SING Y N 30 563 CBA NAP DOUB Y N 31 563 CAJ CAX DOUB Y N 32 563 NAP NAU SING Y N 33 563 CAX NAU SING Y N 34 563 CAX CAB SING N N 35 563 C5 H1 SING N N 36 563 CAN H2 SING N N 37 563 CAN H3 SING N N 38 563 CAL H4 SING N N 39 563 CAL H5 SING N N 40 563 CAC H7 SING N N 41 563 CAC H8 SING N N 42 563 CAC H9 SING N N 43 563 CAM H10 SING N N 44 563 CAM H11 SING N N 45 563 CAO H12 SING N N 46 563 CAO H13 SING N N 47 563 NAT H14 SING N N 48 563 CAJ H15 SING N N 49 563 CAB H16 SING N N 50 563 CAB H17 SING N N 51 563 CAB H18 SING N N 52 563 NAU H19 SING N N 53 563 CAI H20 SING N N 54 563 CAG H21 SING N N 55 563 CAH H22 SING N N 56 563 CAF H23 SING N N 57 563 NAS H24 SING N N 58 563 CAE H25 SING N N 59 563 CAA H27 SING N N 60 563 CAA H28 SING N N 61 # 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 563 SMILES ACDLabs 12.01 "c2(cc(Nc1cc(nn1)C)nc(n2)Oc3ccc(cc3)NC(=O)\C=C)N4CCN(CC4)C" 563 InChI InChI 1.03 "InChI=1S/C22H26N8O2/c1-4-21(31)23-16-5-7-17(8-6-16)32-22-25-18(24-19-13-15(2)27-28-19)14-20(26-22)30-11-9-29(3)10-12-30/h4-8,13-14H,1,9-12H2,2-3H3,(H,23,31)(H2,24,25,26,27,28)" 563 InChIKey InChI 1.03 YXACXIGVXNTPOC-UHFFFAOYSA-N 563 SMILES_CANONICAL CACTVS 3.385 "CN1CCN(CC1)c2cc(Nc3cc(C)[nH]n3)nc(Oc4ccc(NC(=O)C=C)cc4)n2" 563 SMILES CACTVS 3.385 "CN1CCN(CC1)c2cc(Nc3cc(C)[nH]n3)nc(Oc4ccc(NC(=O)C=C)cc4)n2" 563 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "Cc1cc(n[nH]1)Nc2cc(nc(n2)Oc3ccc(cc3)NC(=O)C=C)N4CCN(CC4)C" 563 SMILES "OpenEye OEToolkits" 1.9.2 "Cc1cc(n[nH]1)Nc2cc(nc(n2)Oc3ccc(cc3)NC(=O)C=C)N4CCN(CC4)C" # 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 563 "SYSTEMATIC NAME" ACDLabs 12.01 "N-[4-({4-(4-methylpiperazin-1-yl)-6-[(5-methyl-1H-pyrazol-3-yl)amino]pyrimidin-2-yl}oxy)phenyl]prop-2-enamide" 563 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "N-[4-[4-(4-methylpiperazin-1-yl)-6-[(5-methyl-1H-pyrazol-3-yl)amino]pyrimidin-2-yl]oxyphenyl]prop-2-enamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 563 "Create component" 2015-08-03 EBI 563 "Create component" 2015-08-20 RCSB 563 "Initial release" 2015-09-02 RCSB #