data_L17 # _chem_comp.id L17 _chem_comp.name L17 _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H20 Cl2 F2 N4 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "2-(3-CHLORO-6-{[2,2-DIFLUORO-2-(1-OXIDOPYRIDIN-2-YL)ETHYL]AMINO}-1-OXIDOPYRIDIN-2-YL)-N-[1-(3-CHLOROPHENYL)ETHYL]ACETAMIDE" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2005-04-04 _chem_comp.pdbx_modified_date 2021-03-13 _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 497.322 _chem_comp.one_letter_code ? _chem_comp.three_letter_code L17 _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details "OpenEye/OEToolkits V1.4.2" _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 1Z71 _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 L17 C8 C8 C 0 1 Y N N 20.015 -14.452 25.980 10.838 -10.194 -4.718 C8 L17 1 L17 C2 C2 C 0 1 Y N N 20.008 -15.863 25.667 9.505 -10.541 -4.706 C2 L17 2 L17 N1 N1 N 1 1 Y N N 21.159 -16.450 25.096 9.055 -11.600 -5.375 N1 L17 3 L17 C4 C4 C 0 1 Y N N 22.327 -15.773 24.783 9.877 -12.378 -6.092 C4 L17 4 L17 C5 C5 C 0 1 Y N N 22.375 -14.366 25.073 11.233 -12.090 -6.151 C5 L17 5 L17 C6 C6 C 0 1 Y N N 21.223 -13.728 25.678 11.714 -10.985 -5.456 C6 L17 6 L17 C11 C11 C 0 1 N N N 18.732 -16.692 25.817 8.518 -9.712 -3.920 C11 L17 7 L17 C1 C1 C 0 1 N N N 18.048 -17.012 24.506 7.938 -8.592 -4.785 C1 L17 8 L17 N18 N18 N 0 1 N N N 17.560 -15.821 23.749 7.007 -7.816 -4.024 N18 L17 9 L17 C21 C21 C 0 1 Y N N 18.256 -15.223 22.670 6.331 -6.698 -4.552 C21 L17 10 L17 N2 N2 N 1 1 Y N N 17.635 -14.123 22.138 5.470 -6.009 -3.791 N2 L17 11 L17 C10 C10 C 0 1 Y N N 18.238 -13.414 21.162 4.814 -4.945 -4.257 C10 L17 12 L17 C24 C24 C 0 1 Y N N 19.523 -13.811 20.690 4.998 -4.507 -5.554 C24 L17 13 L17 C25 C25 C 0 1 Y N N 20.193 -14.953 21.211 5.887 -5.204 -6.366 C25 L17 14 L17 C3 C3 C 0 1 Y N N 19.547 -15.685 22.232 6.563 -6.312 -5.864 C3 L17 15 L17 O28 O28 O -1 1 N N N 16.394 -13.788 22.631 5.260 -6.417 -2.489 O28 L17 16 L17 CL2 CL2 CL 0 0 N N N 20.283 -12.906 19.456 4.168 -3.139 -6.191 CL2 L17 17 L17 C33 C33 C 0 1 N N N 17.518 -12.195 20.602 3.869 -4.242 -3.318 C33 L17 18 L17 C34 C34 C 0 1 N N N 16.064 -12.532 20.269 4.530 -3.136 -2.517 C34 L17 19 L17 N37 N37 N 0 1 N N N 15.188 -11.591 20.632 3.637 -2.554 -1.637 N37 L17 20 L17 O38 O38 O 0 1 N N N 15.771 -13.573 19.687 5.709 -2.818 -2.647 O38 L17 21 L17 C39 C39 C 0 1 N N R 13.757 -11.868 20.467 4.019 -1.471 -0.747 C39 L17 22 L17 C40 C40 C 0 1 Y N N 12.956 -11.596 21.678 2.871 -0.578 -0.415 C40 L17 23 L17 C43 C43 C 0 1 Y N N 13.150 -10.394 22.451 1.778 -1.080 0.292 C43 L17 24 L17 C44 C44 C 0 1 Y N N 12.264 -10.181 23.572 0.705 -0.244 0.603 C44 L17 25 L17 C45 C45 C 0 1 Y N N 11.227 -11.141 23.924 0.726 1.093 0.207 C45 L17 26 L17 C50 C50 C 0 1 Y N N 11.904 -12.533 22.022 2.891 0.759 -0.811 C50 L17 27 L17 C9 C9 C 0 1 Y N N 11.018 -12.330 23.143 1.818 1.595 -0.500 C9 L17 28 L17 F1 F1 F 0 1 N N N 19.044 -17.900 26.334 7.484 -10.464 -3.442 F1 L17 29 L17 F2 F2 F 0 1 N N N 17.805 -16.093 26.600 9.089 -9.147 -2.816 F2 L17 30 L17 CL1 CL1 CL 0 0 N N N 12.423 -8.735 24.495 -0.644 -0.863 1.474 CL1 L17 31 L17 O1 O1 O -1 1 N N N 21.114 -17.771 24.787 7.717 -11.924 -5.345 O1 L17 32 L17 C7 C7 C 0 1 N N N 13.174 -11.033 19.331 4.708 -2.065 0.491 C7 L17 33 L17 H8 H8 H 0 1 N N N 19.140 -13.951 26.428 11.210 -9.332 -4.175 H8 L17 34 L17 H4 H4 H 0 1 N N N 23.169 -16.322 24.329 9.429 -13.220 -6.605 H4 L17 35 L17 H5 H5 H 0 1 N N N 23.281 -13.784 24.835 11.905 -12.715 -6.729 H5 L17 36 L17 H6 H6 H 0 1 N N N 21.267 -12.652 25.917 12.772 -10.741 -5.488 H6 L17 37 L17 H11 1H1 H 0 1 N N N 18.715 -17.632 23.863 7.418 -9.007 -5.655 H11 L17 38 L17 H12 2H1 H 0 1 N N N 17.214 -17.733 24.671 8.730 -7.929 -5.145 H12 L17 39 L17 H18 H18 H 0 1 N N N 17.381 -15.085 24.433 6.809 -8.061 -3.072 H18 L17 40 L17 H25 H25 H 0 1 N N N 21.183 -15.261 20.834 6.063 -4.896 -7.394 H25 L17 41 L17 H3 H3 H 0 1 N N N 20.028 -16.576 22.667 7.257 -6.856 -6.498 H3 L17 42 L17 H331 1H33 H 0 0 N N N 17.592 -11.319 21.288 3.034 -3.816 -3.888 H331 L17 43 L17 H332 2H33 H 0 0 N N N 18.054 -11.765 19.723 3.433 -4.967 -2.620 H332 L17 44 L17 H37 H37 H 0 1 N N N 15.581 -10.727 21.006 2.684 -2.895 -1.611 H37 L17 45 L17 H39 H39 H 0 1 N N N 13.696 -12.958 20.244 4.790 -0.910 -1.304 H39 L17 46 L17 H43 H43 H 0 1 N N N 13.941 -9.669 22.196 1.768 -2.124 0.598 H43 L17 47 L17 H45 H45 H 0 1 N N N 10.584 -10.963 24.802 -0.103 1.756 0.442 H45 L17 48 L17 H50 H50 H 0 1 N N N 11.772 -13.437 21.405 3.739 1.159 -1.361 H50 L17 49 L17 H9 H9 H 0 1 N N N 10.219 -13.049 23.391 1.834 2.636 -0.808 H9 L17 50 L17 H71 1H7 H 0 1 N N N 12.086 -11.243 19.205 4.589 -3.154 0.514 H71 L17 51 L17 H72 2H7 H 0 1 N N N 13.370 -9.944 19.474 5.780 -1.840 0.495 H72 L17 52 L17 H73 3H7 H 0 1 N N N 13.735 -11.180 18.379 4.291 -1.659 1.419 H73 L17 53 # # 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 L17 C8 C2 SING Y N 1 L17 C8 C6 DOUB Y N 2 L17 C8 H8 SING N N 3 L17 C2 N1 DOUB Y N 4 L17 C2 C11 SING N N 5 L17 N1 C4 SING Y N 6 L17 N1 O1 SING N N 7 L17 C4 C5 DOUB Y N 8 L17 C4 H4 SING N N 9 L17 C5 C6 SING Y N 10 L17 C5 H5 SING N N 11 L17 C6 H6 SING N N 12 L17 C11 C1 SING N N 13 L17 C11 F1 SING N N 14 L17 C11 F2 SING N N 15 L17 C1 N18 SING N N 16 L17 C1 H11 SING N N 17 L17 C1 H12 SING N N 18 L17 N18 C21 SING N N 19 L17 N18 H18 SING N N 20 L17 C21 N2 SING Y N 21 L17 C21 C3 DOUB Y N 22 L17 N2 C10 DOUB Y N 23 L17 N2 O28 SING N N 24 L17 C10 C24 SING Y N 25 L17 C10 C33 SING N N 26 L17 C24 C25 DOUB Y N 27 L17 C24 CL2 SING N N 28 L17 C25 C3 SING Y N 29 L17 C25 H25 SING N N 30 L17 C3 H3 SING N N 31 L17 C33 C34 SING N N 32 L17 C33 H331 SING N N 33 L17 C33 H332 SING N N 34 L17 C34 N37 SING N N 35 L17 C34 O38 DOUB N N 36 L17 N37 C39 SING N N 37 L17 N37 H37 SING N N 38 L17 C39 C40 SING N N 39 L17 C39 C7 SING N N 40 L17 C39 H39 SING N N 41 L17 C40 C43 SING Y N 42 L17 C40 C50 DOUB Y N 43 L17 C43 C44 DOUB Y N 44 L17 C43 H43 SING N N 45 L17 C44 C45 SING Y N 46 L17 C44 CL1 SING N N 47 L17 C45 C9 DOUB Y N 48 L17 C45 H45 SING N N 49 L17 C50 C9 SING Y N 50 L17 C50 H50 SING N N 51 L17 C9 H9 SING N N 52 L17 C7 H71 SING N N 53 L17 C7 H72 SING N N 54 L17 C7 H73 SING N N 55 # # 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 L17 SMILES ACDLabs 10.04 "Clc1cccc(c1)C(NC(=O)Cc3[n+]([O-])c(NCC(F)(F)c2[n+]([O-])cccc2)ccc3Cl)C" L17 SMILES_CANONICAL CACTVS 3.341 "C[C@@H](NC(=O)Cc1c(Cl)ccc(NCC(F)(F)c2cccc[n+]2[O-])[n+]1[O-])c3cccc(Cl)c3" L17 SMILES CACTVS 3.341 "C[CH](NC(=O)Cc1c(Cl)ccc(NCC(F)(F)c2cccc[n+]2[O-])[n+]1[O-])c3cccc(Cl)c3" L17 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C[C@H](c1cccc(c1)Cl)NC(=O)Cc2c(ccc([n+]2[O-])NCC(c3cccc[n+]3[O-])(F)F)Cl" L17 SMILES "OpenEye OEToolkits" 1.5.0 "CC(c1cccc(c1)Cl)NC(=O)Cc2c(ccc([n+]2[O-])NCC(c3cccc[n+]3[O-])(F)F)Cl" L17 InChI InChI 1.03 "InChI=1S/C22H20Cl2F2N4O3/c1-14(15-5-4-6-16(23)11-15)28-21(31)12-18-17(24)8-9-20(30(18)33)27-13-22(25,26)19-7-2-3-10-29(19)32/h2-11,14,27H,12-13H2,1H3,(H,28,31)/t14-/m1/s1" L17 InChIKey InChI 1.03 ISTCYDGUBPNUDF-CQSZACIVSA-N # # 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 L17 "SYSTEMATIC NAME" ACDLabs 10.04 "2-(3-chloro-6-{[2,2-difluoro-2-(1-oxidopyridin-2-yl)ethyl]amino}-1-oxidopyridin-2-yl)-N-[(1R)-1-(3-chlorophenyl)ethyl]acetamide" L17 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-[3-chloro-6-[[2,2-difluoro-2-(1-oxidopyridin-1-ium-2-yl)ethyl]amino]-1-oxido-pyridin-1-ium-2-yl]-N-[(1R)-1-(3-chlorophenyl)ethyl]ethanamide" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site L17 "Create component" 2005-04-04 RCSB L17 "Modify descriptor" 2011-06-04 RCSB L17 "Modify synonyms" 2021-03-13 RCSB # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id L17 _pdbx_chem_comp_synonyms.name "2-(3-CHLORO-6-{[2,2-DIFLUORO-2-(1-OXIDOPYRIDIN-2-YL)ETHYL]AMINO}-1-OXIDOPYRIDIN-2-YL)-N-[1-(3-CHLOROPHENYL)ETHYL]ACETAMIDE" _pdbx_chem_comp_synonyms.provenance PDB _pdbx_chem_comp_synonyms.type ? ##