data_65Z # _chem_comp.id 65Z _chem_comp.name "6,8-dichloro-4-phenyl-2-(piperidin-1-yl)quinoline-3-carboxylic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H18 Cl2 N2 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-02-02 _chem_comp.pdbx_modified_date 2016-12-09 _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 401.286 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 65Z _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 5HZ8 _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 65Z N1 N1 N 0 1 N N N 6.298 -8.576 -17.505 2.939 0.210 -0.053 N1 65Z 1 65Z C2 C1 C 0 1 N N N 7.678 -8.984 -17.866 3.548 -0.398 -1.243 C2 65Z 2 65Z C3 C2 C 0 1 N N N 8.490 -9.171 -16.612 5.029 -0.020 -1.310 C3 65Z 3 65Z C4 C3 C 0 1 N N N 7.870 -10.036 -15.611 5.734 -0.515 -0.044 C4 65Z 4 65Z C5 C4 C 0 1 N N N 6.425 -9.781 -15.428 5.051 0.096 1.183 C5 65Z 5 65Z C6 C5 C 0 1 N N N 5.702 -9.645 -16.704 3.569 -0.286 1.177 C6 65Z 6 65Z C7 C6 C 0 1 Y N N 3.921 -6.812 -23.113 -2.923 -2.048 0.061 C7 65Z 7 65Z C8 C7 C 0 1 Y N N 5.178 -7.453 -23.264 -1.995 -3.087 0.065 C8 65Z 8 65Z C9 C8 C 0 1 Y N N 5.828 -7.909 -22.147 -0.656 -2.833 0.043 C9 65Z 9 65Z C10 C9 C 0 1 Y N N 3.375 -6.608 -21.884 -2.513 -0.747 0.035 C10 65Z 10 65Z C11 C10 C 0 1 Y N N 4.054 -7.050 -20.721 -1.144 -0.451 0.012 C11 65Z 11 65Z C12 C11 C 0 1 Y N N 5.316 -7.699 -20.860 -0.198 -1.504 0.016 C12 65Z 12 65Z N13 N2 N 0 1 Y N N 6.008 -8.215 -19.811 1.115 -1.236 -0.005 N13 65Z 13 65Z C14 C12 C 0 1 Y N N 5.547 -8.066 -18.587 1.573 -0.003 -0.032 C14 65Z 14 65Z C15 C13 C 0 1 Y N N 4.274 -7.407 -18.334 0.700 1.109 -0.037 C15 65Z 15 65Z C16 C14 C 0 1 Y N N 3.571 -6.886 -19.410 -0.685 0.890 -0.015 C16 65Z 16 65Z CL1 CL1 CL 0 0 N N N 7.312 -8.750 -22.347 0.479 -4.146 0.049 CL17 65Z 17 65Z CL2 CL2 CL 0 0 N N N 3.080 -6.325 -24.532 -4.620 -2.413 0.082 CL18 65Z 18 65Z C19 C15 C 0 1 N N N 3.885 -7.112 -16.957 1.237 2.477 -0.066 C19 65Z 19 65Z O20 O1 O 0 1 N N N 2.985 -7.878 -16.360 1.603 3.081 1.082 O20 65Z 20 65Z O21 O2 O 0 1 N N N 4.271 -6.101 -16.418 1.351 3.063 -1.125 O21 65Z 21 65Z C22 C16 C 0 1 Y N N 2.331 -6.125 -19.179 -1.637 2.022 -0.021 C22 65Z 22 65Z C23 C17 C 0 1 Y N N 2.329 -4.735 -19.436 -2.497 2.209 -1.105 C23 65Z 23 65Z C24 C18 C 0 1 Y N N 0.025 -4.570 -18.699 -3.419 4.141 -0.031 C24 65Z 24 65Z C25 C19 C 0 1 Y N N -0.004 -5.951 -18.449 -2.573 3.958 1.049 C25 65Z 25 65Z C26 C20 C 0 1 Y N N 1.184 -3.981 -19.226 -3.382 3.267 -1.103 C26 65Z 26 65Z C27 C21 C 0 1 Y N N 1.173 -6.714 -18.650 -1.683 2.904 1.060 C27 65Z 27 65Z H1 H1 H 0 1 N N N 7.646 -9.930 -18.427 3.452 -1.482 -1.187 H1 65Z 28 65Z H2 H2 H 0 1 N N N 8.140 -8.204 -18.489 3.039 -0.035 -2.137 H2 65Z 29 65Z H3 H3 H 0 1 N N N 9.459 -9.610 -16.893 5.484 -0.484 -2.185 H3 65Z 30 65Z H4 H4 H 0 1 N N N 8.653 -8.182 -16.158 5.125 1.063 -1.381 H4 65Z 31 65Z H5 H5 H 0 1 N N N 8.002 -11.082 -15.924 5.672 -1.602 0.007 H5 65Z 32 65Z H6 H6 H 0 1 N N N 8.377 -9.874 -14.648 6.781 -0.210 -0.068 H6 65Z 33 65Z H7 H7 H 0 1 N N N 6.302 -8.851 -14.854 5.521 -0.286 2.089 H7 65Z 34 65Z H8 H8 H 0 1 N N N 5.989 -10.619 -14.865 5.148 1.181 1.151 H8 65Z 35 65Z H9 H9 H 0 1 N N N 4.648 -9.404 -16.502 3.076 0.159 2.042 H9 65Z 36 65Z H10 H10 H 0 1 N N N 5.762 -10.593 -17.259 3.473 -1.370 1.223 H10 65Z 37 65Z H11 H11 H 0 1 N N N 5.615 -7.579 -24.243 -2.342 -4.110 0.085 H11 65Z 38 65Z H12 H12 H 0 1 N N N 2.422 -6.108 -21.794 -3.241 0.051 0.032 H12 65Z 39 65Z H13 H13 H 0 1 N N N 2.748 -7.496 -15.523 1.951 3.981 1.013 H13 65Z 40 65Z H14 H14 H 0 1 N N N 3.226 -4.256 -19.799 -2.468 1.528 -1.942 H14 65Z 41 65Z H15 H15 H 0 1 N N N -0.842 -3.963 -18.486 -4.114 4.968 -0.035 H15 65Z 42 65Z H16 H16 H 0 1 N N N -0.912 -6.426 -18.108 -2.610 4.641 1.884 H16 65Z 43 65Z H17 H17 H 0 1 N N N 1.185 -2.929 -19.471 -4.048 3.414 -1.941 H17 65Z 44 65Z H18 H18 H 0 1 N N N 1.179 -7.763 -18.393 -1.023 2.762 1.903 H18 65Z 45 # 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 65Z CL2 C7 SING N N 1 65Z C8 C7 DOUB Y N 2 65Z C8 C9 SING Y N 3 65Z C7 C10 SING Y N 4 65Z CL1 C9 SING N N 5 65Z C9 C12 DOUB Y N 6 65Z C10 C11 DOUB Y N 7 65Z C12 C11 SING Y N 8 65Z C12 N13 SING Y N 9 65Z C11 C16 SING Y N 10 65Z N13 C14 DOUB Y N 11 65Z C23 C26 DOUB Y N 12 65Z C23 C22 SING Y N 13 65Z C16 C22 SING N N 14 65Z C16 C15 DOUB Y N 15 65Z C26 C24 SING Y N 16 65Z C22 C27 DOUB Y N 17 65Z C24 C25 DOUB Y N 18 65Z C27 C25 SING Y N 19 65Z C14 C15 SING Y N 20 65Z C14 N1 SING N N 21 65Z C15 C19 SING N N 22 65Z C2 N1 SING N N 23 65Z C2 C3 SING N N 24 65Z N1 C6 SING N N 25 65Z C19 O21 DOUB N N 26 65Z C19 O20 SING N N 27 65Z C6 C5 SING N N 28 65Z C3 C4 SING N N 29 65Z C4 C5 SING N N 30 65Z C2 H1 SING N N 31 65Z C2 H2 SING N N 32 65Z C3 H3 SING N N 33 65Z C3 H4 SING N N 34 65Z C4 H5 SING N N 35 65Z C4 H6 SING N N 36 65Z C5 H7 SING N N 37 65Z C5 H8 SING N N 38 65Z C6 H9 SING N N 39 65Z C6 H10 SING N N 40 65Z C8 H11 SING N N 41 65Z C10 H12 SING N N 42 65Z O20 H13 SING N N 43 65Z C23 H14 SING N N 44 65Z C24 H15 SING N N 45 65Z C25 H16 SING N N 46 65Z C26 H17 SING N N 47 65Z C27 H18 SING N N 48 # 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 65Z SMILES ACDLabs 12.01 "N1(CCCCC1)c2nc4c(cc(cc4c(c2C(=O)O)c3ccccc3)Cl)Cl" 65Z InChI InChI 1.03 "InChI=1S/C21H18Cl2N2O2/c22-14-11-15-17(13-7-3-1-4-8-13)18(21(26)27)20(24-19(15)16(23)12-14)25-9-5-2-6-10-25/h1,3-4,7-8,11-12H,2,5-6,9-10H2,(H,26,27)" 65Z InChIKey InChI 1.03 CXDOFNPXCPTGNV-UHFFFAOYSA-N 65Z SMILES_CANONICAL CACTVS 3.385 "OC(=O)c1c(nc2c(Cl)cc(Cl)cc2c1c3ccccc3)N4CCCCC4" 65Z SMILES CACTVS 3.385 "OC(=O)c1c(nc2c(Cl)cc(Cl)cc2c1c3ccccc3)N4CCCCC4" 65Z SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "c1ccc(cc1)c2c3cc(cc(c3nc(c2C(=O)O)N4CCCCC4)Cl)Cl" 65Z SMILES "OpenEye OEToolkits" 2.0.4 "c1ccc(cc1)c2c3cc(cc(c3nc(c2C(=O)O)N4CCCCC4)Cl)Cl" # 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 65Z "SYSTEMATIC NAME" ACDLabs 12.01 "6,8-dichloro-4-phenyl-2-(piperidin-1-yl)quinoline-3-carboxylic acid" 65Z "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.4 "6,8-bis(chloranyl)-4-phenyl-2-piperidin-1-yl-quinoline-3-carboxylic acid" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 65Z "Create component" 2016-02-02 EBI 65Z "Initial release" 2016-12-14 RCSB #