data_C9U # _chem_comp.id C9U _chem_comp.name "4-(1-ethyl-3-pyridin-3-yl-pyrazol-4-yl)-~{N}-(4-piperazin-1-ylphenyl)pyrimidin-2-amine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H26 N8" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2019-04-23 _chem_comp.pdbx_modified_date 2020-04-10 _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 426.517 _chem_comp.one_letter_code ? _chem_comp.three_letter_code C9U _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 6JUX _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # # 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 C9U C01 C1 C 0 1 N N N 5.457 20.980 15.211 8.159 -1.456 -1.258 C01 C9U 1 C9U C02 C2 C 0 1 N N N 6.740 21.776 15.322 7.428 -1.893 0.012 C02 C9U 2 C9U N03 N1 N 0 1 Y N N 6.628 23.054 16.102 6.104 -1.267 0.054 N03 C9U 3 C9U C04 C3 C 0 1 Y N N 6.736 24.340 15.604 4.931 -1.914 0.188 C04 C9U 4 C9U C05 C4 C 0 1 Y N N 6.589 25.214 16.622 3.935 -0.981 0.181 C05 C9U 5 C9U C06 C5 C 0 1 Y N N 6.380 24.460 17.771 4.546 0.291 0.036 C06 C9U 6 C9U N07 N2 N 0 1 Y N N 6.374 23.126 17.453 5.846 0.106 -0.034 N07 C9U 7 C9U C08 C6 C 0 1 Y N N 6.143 24.799 19.111 3.845 1.596 -0.022 C08 C9U 8 C9U C09 C7 C 0 1 Y N N 6.674 24.046 20.169 2.839 1.900 0.894 C09 C9U 9 C9U N10 N3 N 0 1 Y N N 6.469 24.240 21.439 2.215 3.059 0.844 N10 C9U 10 C9U C11 C8 C 0 1 Y N N 5.643 25.274 21.805 2.511 3.971 -0.062 C11 C9U 11 C9U C12 C9 C 0 1 Y N N 5.038 26.138 20.819 3.497 3.745 -1.005 C12 C9U 12 C9U C13 C10 C 0 1 Y N N 5.274 25.896 19.501 4.185 2.544 -0.991 C13 C9U 13 C9U C14 C11 C 0 1 Y N N 6.718 26.694 16.409 2.484 -1.248 0.303 C14 C9U 14 C9U N15 N4 N 0 1 Y N N 6.418 27.146 15.183 1.600 -0.263 0.151 N15 C9U 15 C9U C16 C12 C 0 1 Y N N 6.576 28.470 14.951 0.302 -0.499 0.260 C16 C9U 16 C9U N17 N5 N 0 1 N N N 6.244 28.985 13.765 -0.590 0.547 0.095 N17 C9U 17 C9U C18 C13 C 0 1 Y N N 5.881 28.403 12.587 -1.969 0.297 0.087 C18 C9U 18 C9U C19 C14 C 0 1 Y N N 5.642 27.043 12.369 -2.842 1.202 0.676 C19 C9U 19 C9U C20 C15 C 0 1 Y N N 5.336 26.557 11.138 -4.201 0.956 0.667 C20 C9U 20 C9U C21 C16 C 0 1 Y N N 5.222 27.406 9.986 -4.694 -0.197 0.070 C21 C9U 21 C9U C22 C17 C 0 1 Y N N 5.477 28.754 10.235 -3.820 -1.101 -0.520 C22 C9U 22 C9U C23 C18 C 0 1 Y N N 5.775 29.215 11.448 -2.462 -0.853 -0.516 C23 C9U 23 C9U N24 N6 N 0 1 N N N 4.937 26.980 8.700 -6.070 -0.449 0.066 N24 C9U 24 C9U C25 C19 C 0 1 N N N 5.912 27.328 7.655 -6.805 0.631 0.739 C25 C9U 25 C9U C26 C20 C 0 1 N N N 5.335 27.091 6.224 -8.294 0.280 0.784 C26 C9U 26 C9U N27 N7 N 0 1 N N N 5.151 25.656 6.083 -8.790 0.083 -0.586 N27 C9U 27 C9U C28 C21 C 0 1 N N N 4.174 25.187 7.068 -8.055 -0.997 -1.259 C28 C9U 28 C9U C29 C22 C 0 1 N N N 4.598 25.538 8.499 -6.566 -0.646 -1.304 C29 C9U 29 C9U N30 N8 N 0 1 Y N N 7.078 29.330 15.832 -0.165 -1.712 0.521 N30 C9U 30 C9U C31 C23 C 0 1 Y N N 7.369 28.841 17.017 0.655 -2.738 0.684 C31 C9U 31 C9U C32 C24 C 0 1 Y N N 7.237 27.513 17.362 2.019 -2.539 0.575 C32 C9U 32 C9U H1 H1 H 0 1 N N N 5.641 20.067 14.625 9.144 -1.922 -1.289 H1 C9U 33 C9U H2 H2 H 0 1 N N N 5.108 20.706 16.217 7.585 -1.763 -2.132 H2 C9U 34 C9U H3 H3 H 0 1 N N N 4.690 21.589 14.710 8.270 -0.371 -1.259 H3 C9U 35 C9U H4 H4 H 0 1 N N N 7.494 21.142 15.812 7.317 -2.977 0.013 H4 C9U 36 C9U H5 H5 H 0 1 N N N 7.076 22.025 14.305 8.002 -1.586 0.886 H5 C9U 37 C9U H6 H6 H 0 1 N N N 6.909 24.602 14.571 4.801 -2.982 0.283 H6 C9U 38 C9U H7 H7 H 0 1 N N N 7.318 23.221 19.902 2.568 1.179 1.651 H7 C9U 39 C9U H8 H8 H 0 1 N N N 5.442 25.445 22.852 1.975 4.908 -0.068 H8 C9U 40 C9U H9 H9 H 0 1 N N N 4.409 26.962 21.122 3.730 4.499 -1.742 H9 C9U 41 C9U H10 H10 H 0 1 N N N 4.816 26.518 18.746 4.962 2.343 -1.713 H10 C9U 42 C9U H11 H11 H 0 1 N N N 6.266 29.984 13.735 -0.261 1.453 -0.014 H11 C9U 43 C9U H12 H12 H 0 1 N N N 5.702 26.359 13.203 -2.458 2.098 1.141 H12 C9U 44 C9U H13 H13 H 0 1 N N N 5.173 25.496 11.022 -4.880 1.659 1.126 H13 C9U 45 C9U H14 H14 H 0 1 N N N 5.431 29.451 9.412 -4.204 -1.998 -0.984 H14 C9U 46 C9U H15 H15 H 0 1 N N N 5.945 30.275 11.562 -1.783 -1.556 -0.974 H15 C9U 47 C9U H16 H16 H 0 1 N N N 6.810 26.706 7.784 -6.429 0.749 1.755 H16 C9U 48 C9U H17 H17 H 0 1 N N N 6.182 28.389 7.759 -6.667 1.562 0.190 H17 C9U 49 C9U H18 H18 H 0 1 N N N 6.040 27.460 5.465 -8.435 -0.637 1.356 H18 C9U 50 C9U H19 H19 H 0 1 N N N 4.372 27.610 6.112 -8.845 1.092 1.257 H19 C9U 51 C9U H20 H20 H 0 1 N N N 4.819 25.452 5.162 -9.783 -0.099 -0.589 H20 C9U 52 C9U H22 H22 H 0 1 N N N 3.202 25.658 6.858 -8.193 -1.928 -0.709 H22 C9U 53 C9U H23 H23 H 0 1 N N N 4.078 24.095 6.983 -8.431 -1.115 -2.275 H23 C9U 54 C9U H24 H24 H 0 1 N N N 3.771 25.280 9.177 -6.425 0.271 -1.876 H24 C9U 55 C9U H25 H25 H 0 1 N N N 5.483 24.937 8.754 -6.015 -1.459 -1.777 H25 C9U 56 C9U H26 H26 H 0 1 N N N 7.735 29.524 17.769 0.263 -3.721 0.897 H26 C9U 57 C9U H27 H27 H 0 1 N N N 7.529 27.144 18.334 2.709 -3.360 0.699 H27 C9U 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 C9U N27 C26 SING N N 1 C9U N27 C28 SING N N 2 C9U C26 C25 SING N N 3 C9U C28 C29 SING N N 4 C9U C25 N24 SING N N 5 C9U C29 N24 SING N N 6 C9U N24 C21 SING N N 7 C9U C21 C22 DOUB Y N 8 C9U C21 C20 SING Y N 9 C9U C22 C23 SING Y N 10 C9U C20 C19 DOUB Y N 11 C9U C23 C18 DOUB Y N 12 C9U C19 C18 SING Y N 13 C9U C18 N17 SING N N 14 C9U N17 C16 SING N N 15 C9U C16 N15 DOUB Y N 16 C9U C16 N30 SING Y N 17 C9U N15 C14 SING Y N 18 C9U C01 C02 SING N N 19 C9U C02 N03 SING N N 20 C9U C04 N03 SING Y N 21 C9U C04 C05 DOUB Y N 22 C9U N30 C31 DOUB Y N 23 C9U N03 N07 SING Y N 24 C9U C14 C05 SING N N 25 C9U C14 C32 DOUB Y N 26 C9U C05 C06 SING Y N 27 C9U C31 C32 SING Y N 28 C9U N07 C06 DOUB Y N 29 C9U C06 C08 SING N N 30 C9U C08 C13 DOUB Y N 31 C9U C08 C09 SING Y N 32 C9U C13 C12 SING Y N 33 C9U C09 N10 DOUB Y N 34 C9U C12 C11 DOUB Y N 35 C9U N10 C11 SING Y N 36 C9U C01 H1 SING N N 37 C9U C01 H2 SING N N 38 C9U C01 H3 SING N N 39 C9U C02 H4 SING N N 40 C9U C02 H5 SING N N 41 C9U C04 H6 SING N N 42 C9U C09 H7 SING N N 43 C9U C11 H8 SING N N 44 C9U C12 H9 SING N N 45 C9U C13 H10 SING N N 46 C9U N17 H11 SING N N 47 C9U C19 H12 SING N N 48 C9U C20 H13 SING N N 49 C9U C22 H14 SING N N 50 C9U C23 H15 SING N N 51 C9U C25 H16 SING N N 52 C9U C25 H17 SING N N 53 C9U C26 H18 SING N N 54 C9U C26 H19 SING N N 55 C9U N27 H20 SING N N 56 C9U C28 H22 SING N N 57 C9U C28 H23 SING N N 58 C9U C29 H24 SING N N 59 C9U C29 H25 SING N N 60 C9U C31 H26 SING N N 61 C9U C32 H27 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 C9U InChI InChI 1.03 "InChI=1S/C24H26N8/c1-2-32-17-21(23(30-32)18-4-3-10-26-16-18)22-9-11-27-24(29-22)28-19-5-7-20(8-6-19)31-14-12-25-13-15-31/h3-11,16-17,25H,2,12-15H2,1H3,(H,27,28,29)" C9U InChIKey InChI 1.03 FOCILHGCJYYBPA-UHFFFAOYSA-N C9U SMILES_CANONICAL CACTVS 3.385 "CCn1cc(c2ccnc(Nc3ccc(cc3)N4CCNCC4)n2)c(n1)c5cccnc5" C9U SMILES CACTVS 3.385 "CCn1cc(c2ccnc(Nc3ccc(cc3)N4CCNCC4)n2)c(n1)c5cccnc5" C9U SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CCn1cc(c(n1)c2cccnc2)c3ccnc(n3)Nc4ccc(cc4)N5CCNCC5" C9U SMILES "OpenEye OEToolkits" 2.0.6 "CCn1cc(c(n1)c2cccnc2)c3ccnc(n3)Nc4ccc(cc4)N5CCNCC5" # _pdbx_chem_comp_identifier.comp_id C9U _pdbx_chem_comp_identifier.type "SYSTEMATIC NAME" _pdbx_chem_comp_identifier.program "OpenEye OEToolkits" _pdbx_chem_comp_identifier.program_version 2.0.6 _pdbx_chem_comp_identifier.identifier "4-(1-ethyl-3-pyridin-3-yl-pyrazol-4-yl)-~{N}-(4-piperazin-1-ylphenyl)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 C9U "Create component" 2019-04-23 PDBJ C9U "Initial release" 2020-04-15 RCSB ##