data_GKZ # _chem_comp.id GKZ _chem_comp.name "1-[2-[4-[4-(4-chlorophenyl)-3-methyl-1~{H}-pyrazol-5-yl]-3-oxidanyl-phenoxy]ethyl]piperidin-1-ium-4-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H28 Cl N4 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 1 _chem_comp.pdbx_initial_date 2018-09-28 _chem_comp.pdbx_modified_date 2019-02-22 _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 455.957 _chem_comp.one_letter_code ? _chem_comp.three_letter_code GKZ _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 6HRO _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 GKZ C10 C1 C 0 1 Y N N -45.411 17.949 -9.483 -0.522 1.886 -0.513 C10 GKZ 1 GKZ C15 C2 C 0 1 N N N -44.501 20.104 -10.097 -2.729 2.302 0.265 C15 GKZ 2 GKZ C20 C3 C 0 1 N N N -45.894 24.569 -8.925 -6.163 -1.549 -0.214 C20 GKZ 3 GKZ C21 C4 C 0 1 N N N -45.663 24.766 -10.349 -4.789 -1.420 0.450 C21 GKZ 4 GKZ C22 C5 C 0 1 N N N -45.224 23.503 -11.116 -4.509 0.054 0.750 C22 GKZ 5 GKZ C26 C6 C 0 1 Y N N -46.309 12.539 -9.255 4.073 -0.618 0.251 C26 GKZ 6 GKZ C28 C7 C 0 1 Y N N -46.838 12.372 -11.621 2.824 -2.534 0.979 C28 GKZ 7 GKZ C01 C8 C 0 1 N N N -45.088 10.371 -7.366 6.990 0.411 0.922 C01 GKZ 8 GKZ C02 C9 C 0 1 Y N N -44.780 11.901 -7.366 5.765 1.268 0.730 C02 GKZ 9 GKZ C03 C10 C 0 1 Y N N -45.359 12.866 -8.229 4.473 0.798 0.433 C03 GKZ 10 GKZ C04 C11 C 0 1 Y N N -44.781 14.117 -7.885 3.643 1.908 0.340 C04 GKZ 11 GKZ C07 C12 C 0 1 Y N N -45.005 15.377 -8.424 2.196 1.899 0.043 C07 GKZ 12 GKZ C08 C13 C 0 1 Y N N -46.295 15.804 -8.761 1.280 2.308 1.014 C08 GKZ 13 GKZ C09 C14 C 0 1 Y N N -46.495 17.086 -9.293 -0.070 2.300 0.733 C09 GKZ 14 GKZ C11 C15 C 0 1 Y N N -44.121 17.529 -9.138 0.382 1.479 -1.485 C11 GKZ 15 GKZ C12 C16 C 0 1 Y N N -43.919 16.253 -8.608 1.738 1.483 -1.214 C12 GKZ 16 GKZ C16 C17 C 0 1 N N N -44.914 21.345 -10.975 -4.178 2.222 -0.218 C16 GKZ 17 GKZ C18 C18 C 0 1 N N N -46.371 22.194 -9.567 -5.860 0.762 -1.107 C18 GKZ 18 GKZ C19 C19 C 0 1 N N N -46.586 23.365 -8.572 -6.191 -0.684 -1.478 C19 GKZ 19 GKZ C23 C20 C 0 1 N N N -46.698 25.801 -8.360 -7.230 -1.080 0.741 C23 GKZ 20 GKZ C27 C21 C 0 1 Y N N -45.938 12.700 -10.594 3.198 -1.218 1.156 C27 GKZ 21 GKZ C29 C22 C 0 1 Y N N -48.101 11.870 -11.312 3.316 -3.259 -0.094 C29 GKZ 22 GKZ C30 C23 C 0 1 Y N N -48.471 11.698 -9.974 4.189 -2.668 -0.992 C30 GKZ 23 GKZ C31 C24 C 0 1 Y N N -47.575 12.029 -8.949 4.565 -1.351 -0.827 C31 GKZ 24 GKZ N05 N1 N 0 1 Y N N -43.922 13.885 -6.851 4.416 3.005 0.575 N05 GKZ 25 GKZ N06 N2 N 0 1 Y N N -43.921 12.543 -6.538 5.724 2.570 0.817 N06 GKZ 26 GKZ N17 N3 N 1 1 N N N -45.143 22.341 -10.279 -4.524 0.822 -0.501 N17 GKZ 27 GKZ N25 N4 N 0 1 N N N -47.881 25.580 -7.487 -7.391 -1.699 1.928 N25 GKZ 28 GKZ O13 O1 O 0 1 N N N -42.591 15.848 -8.266 2.624 1.084 -2.164 O13 GKZ 29 GKZ O14 O2 O 0 1 N N N -45.637 19.236 -10.020 -1.854 1.876 -0.781 O14 GKZ 30 GKZ O24 O3 O 0 1 N N N -46.357 26.910 -8.628 -7.944 -0.147 0.442 O24 GKZ 31 GKZ CL CL1 CL 0 0 N N N -49.235 11.451 -12.605 2.841 -4.914 -0.310 CL32 GKZ 32 GKZ H1 H1 H 0 1 N N N -43.656 19.577 -10.565 -2.493 3.330 0.540 H1 GKZ 33 GKZ H2 H2 H 0 1 N N N -44.213 20.436 -9.089 -2.599 1.655 1.133 H2 GKZ 34 GKZ H3 H3 H 0 1 N N N -44.918 24.570 -8.418 -6.344 -2.590 -0.480 H3 GKZ 35 GKZ H4 H4 H 0 1 N N N -44.877 25.527 -10.466 -4.779 -1.989 1.380 H4 GKZ 36 GKZ H5 H5 H 0 1 N N N -46.598 25.132 -10.799 -4.023 -1.808 -0.221 H5 GKZ 37 GKZ H6 H6 H 0 1 N N N -45.952 23.308 -11.917 -5.276 0.440 1.421 H6 GKZ 38 GKZ H7 H7 H 0 1 N N N -44.233 23.687 -11.557 -3.532 0.149 1.222 H7 GKZ 39 GKZ H8 H8 H 0 1 N N N -46.551 12.509 -12.653 2.143 -3.000 1.677 H8 GKZ 40 GKZ H9 H9 H 0 1 N N N -44.496 9.877 -6.581 7.077 0.131 1.971 H9 GKZ 41 GKZ H10 H10 H 0 1 N N N -46.159 10.213 -7.171 6.904 -0.488 0.311 H10 GKZ 42 GKZ H11 H11 H 0 1 N N N -44.826 9.944 -8.346 7.876 0.971 0.621 H11 GKZ 43 GKZ H12 H12 H 0 1 N N N -47.137 15.145 -8.611 1.628 2.631 1.984 H12 GKZ 44 GKZ H13 H13 H 0 1 N N N -47.491 17.409 -9.557 -0.778 2.615 1.485 H13 GKZ 45 GKZ H14 H14 H 0 1 N N N -43.281 18.193 -9.282 0.025 1.159 -2.453 H14 GKZ 46 GKZ H15 H15 H 0 1 N N N -45.820 21.093 -11.545 -4.841 2.611 0.555 H15 GKZ 47 GKZ H16 H16 H 0 1 N N N -44.095 21.577 -11.672 -4.292 2.815 -1.126 H16 GKZ 48 GKZ H17 H17 H 0 1 N N N -47.203 22.177 -10.286 -5.879 1.381 -2.004 H17 GKZ 49 GKZ H18 H18 H 0 1 N N N -46.350 21.247 -9.008 -6.597 1.133 -0.395 H18 GKZ 50 GKZ H19 H19 H 0 1 N N N -47.663 23.586 -8.527 -5.454 -1.056 -2.189 H19 GKZ 51 GKZ H20 H20 H 0 1 N N N -46.236 23.044 -7.580 -7.184 -0.727 -1.926 H20 GKZ 52 GKZ H21 H21 H 0 1 N N N -44.956 13.078 -10.839 2.814 -0.654 1.993 H21 GKZ 53 GKZ H22 H22 H 0 1 N N N -49.449 11.309 -9.731 4.569 -3.238 -1.827 H22 GKZ 54 GKZ H23 H23 H 0 1 N N N -47.863 11.890 -7.918 5.240 -0.889 -1.533 H23 GKZ 55 GKZ H24 H24 H 0 1 N N N -43.375 14.584 -6.390 4.112 3.926 0.576 H24 GKZ 56 GKZ H25 H25 H 0 1 N N N -44.412 22.489 -9.613 -3.849 0.433 -1.142 H25 GKZ 57 GKZ H26 H26 H 0 1 N N N -48.389 26.362 -7.126 -6.820 -2.445 2.167 H26 GKZ 58 GKZ H27 H27 H 0 1 N N N -48.169 24.649 -7.261 -8.078 -1.397 2.543 H27 GKZ 59 GKZ H28 H28 H 0 1 N N N -42.608 14.963 -7.920 2.878 1.783 -2.782 H28 GKZ 60 # # 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 GKZ CL C29 SING N N 1 GKZ C28 C29 DOUB Y N 2 GKZ C28 C27 SING Y N 3 GKZ C29 C30 SING Y N 4 GKZ C22 C21 SING N N 5 GKZ C22 N17 SING N N 6 GKZ C16 N17 SING N N 7 GKZ C16 C15 SING N N 8 GKZ C27 C26 DOUB Y N 9 GKZ C21 C20 SING N N 10 GKZ N17 C18 SING N N 11 GKZ C15 O14 SING N N 12 GKZ O14 C10 SING N N 13 GKZ C30 C31 DOUB Y N 14 GKZ C18 C19 SING N N 15 GKZ C10 C09 DOUB Y N 16 GKZ C10 C11 SING Y N 17 GKZ C09 C08 SING Y N 18 GKZ C26 C31 SING Y N 19 GKZ C26 C03 SING N N 20 GKZ C11 C12 DOUB Y N 21 GKZ C20 C19 SING N N 22 GKZ C20 C23 SING N N 23 GKZ C08 C07 DOUB Y N 24 GKZ O24 C23 DOUB N N 25 GKZ C12 C07 SING Y N 26 GKZ C12 O13 SING N N 27 GKZ C07 C04 SING N N 28 GKZ C23 N25 SING N N 29 GKZ C03 C04 DOUB Y N 30 GKZ C03 C02 SING Y N 31 GKZ C04 N05 SING Y N 32 GKZ C02 C01 SING N N 33 GKZ C02 N06 DOUB Y N 34 GKZ N05 N06 SING Y N 35 GKZ C15 H1 SING N N 36 GKZ C15 H2 SING N N 37 GKZ C20 H3 SING N N 38 GKZ C21 H4 SING N N 39 GKZ C21 H5 SING N N 40 GKZ C22 H6 SING N N 41 GKZ C22 H7 SING N N 42 GKZ C28 H8 SING N N 43 GKZ C01 H9 SING N N 44 GKZ C01 H10 SING N N 45 GKZ C01 H11 SING N N 46 GKZ C08 H12 SING N N 47 GKZ C09 H13 SING N N 48 GKZ C11 H14 SING N N 49 GKZ C16 H15 SING N N 50 GKZ C16 H16 SING N N 51 GKZ C18 H17 SING N N 52 GKZ C18 H18 SING N N 53 GKZ C19 H19 SING N N 54 GKZ C19 H20 SING N N 55 GKZ C27 H21 SING N N 56 GKZ C30 H22 SING N N 57 GKZ C31 H23 SING N N 58 GKZ N05 H24 SING N N 59 GKZ N17 H25 SING N N 60 GKZ N25 H26 SING N N 61 GKZ N25 H27 SING N N 62 GKZ O13 H28 SING N N 63 # # 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 GKZ InChI InChI 1.03 "InChI=1S/C24H27ClN4O3/c1-15-22(16-2-4-18(25)5-3-16)23(28-27-15)20-7-6-19(14-21(20)30)32-13-12-29-10-8-17(9-11-29)24(26)31/h2-7,14,17,30H,8-13H2,1H3,(H2,26,31)(H,27,28)/p+1" GKZ InChIKey InChI 1.03 FIAWYOJOIHFYFE-UHFFFAOYSA-O GKZ SMILES_CANONICAL CACTVS 3.385 "Cc1n[nH]c(c2ccc(OCC[NH+]3CCC(CC3)C(N)=O)cc2O)c1c4ccc(Cl)cc4" GKZ SMILES CACTVS 3.385 "Cc1n[nH]c(c2ccc(OCC[NH+]3CCC(CC3)C(N)=O)cc2O)c1c4ccc(Cl)cc4" GKZ SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "Cc1c(c([nH]n1)c2ccc(cc2O)OCC[NH+]3CCC(CC3)C(=O)N)c4ccc(cc4)Cl" GKZ SMILES "OpenEye OEToolkits" 2.0.6 "Cc1c(c([nH]n1)c2ccc(cc2O)OCC[NH+]3CCC(CC3)C(=O)N)c4ccc(cc4)Cl" # _pdbx_chem_comp_identifier.comp_id GKZ _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 "1-[2-[4-[4-(4-chlorophenyl)-3-methyl-1~{H}-pyrazol-5-yl]-3-oxidanyl-phenoxy]ethyl]piperidin-1-ium-4-carboxamide" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site GKZ "Create component" 2018-09-28 EBI GKZ "Initial release" 2019-02-27 RCSB ##