data_17R # _chem_comp.id 17R _chem_comp.name "(2R)-4-[4-fluoro-2-(trifluoromethyl)phenyl]-2-methyl-1-{[3-(1H-1,2,4-triazol-1-yl)phenyl]sulfonyl}piperazine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H19 F4 N5 O2 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "(R)-1-(3-(1H-1,2,4-triazol-1-yl)phenylsulfonyl)-4-(4-fluoro-2-(trifluoromethyl)phenyl)-2-methylpiperazine" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2009-05-15 _chem_comp.pdbx_modified_date 2020-06-17 _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 469.456 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 17R _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 3HFG _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 17R C1 C1 C 0 1 N N N -25.091 4.347 14.308 -0.223 1.283 0.292 C1 17R 1 17R C2 C2 C 0 1 N N R -24.659 3.759 12.968 0.008 -0.089 0.929 C2 17R 2 17R C3 C3 C 0 1 N N N -25.316 2.380 12.725 1.491 -0.251 1.279 C3 17R 3 17R N1 N1 N 0 1 N N N -24.603 1.243 13.348 2.283 -0.279 0.042 N1 17R 4 17R C4 C4 C 0 1 N N N -23.129 1.265 13.389 1.931 -1.438 -0.790 C4 17R 5 17R C5 C5 C 0 1 N N N -22.601 2.635 13.823 0.466 -1.325 -1.224 C5 17R 6 17R N2 N2 N 0 1 N N N -23.159 3.666 12.898 -0.365 -1.145 -0.024 N2 17R 7 17R S1 S1 S 0 1 N N N -22.169 4.956 12.381 -1.686 -2.106 0.247 S1 17R 8 17R O1 O1 O 0 1 N N N -20.787 4.635 12.657 -1.466 -3.306 -0.484 O1 17R 9 17R O2 O2 O 0 1 N N N -22.585 5.281 11.037 -1.920 -2.082 1.648 O2 17R 10 17R C6 C6 C 0 1 Y N N -22.565 6.330 13.427 -3.070 -1.314 -0.503 C6 17R 11 17R C7 C7 C 0 1 Y N N -22.848 7.545 12.807 -3.395 -1.590 -1.818 C7 17R 12 17R C8 C8 C 0 1 Y N N -23.157 8.652 13.586 -4.480 -0.970 -2.410 C8 17R 13 17R C9 C9 C 0 1 Y N N -23.196 8.539 14.977 -5.243 -0.073 -1.688 C9 17R 14 17R C10 C10 C 0 1 Y N N -22.904 7.313 15.600 -4.919 0.206 -0.367 C10 17R 15 17R C11 C11 C 0 1 Y N N -22.590 6.191 14.821 -3.833 -0.422 0.226 C11 17R 16 17R N3 N3 N 0 1 Y N N -22.960 7.248 17.017 -5.692 1.116 0.368 N3 17R 17 17R C12 C12 C 0 1 Y N N -22.708 6.192 17.863 -6.824 1.725 -0.035 C12 17R 18 17R N4 N4 N 0 1 Y N N -22.868 6.544 19.120 -7.237 2.497 0.938 N4 17R 19 17R C13 C13 C 0 1 Y N N -23.225 7.853 19.016 -6.401 2.408 1.972 C13 17R 20 17R N5 N5 N 0 1 Y N N -23.295 8.327 17.770 -5.442 1.571 1.673 N5 17R 21 17R C14 C14 C 0 1 Y N N -25.149 -0.011 13.088 3.652 -0.261 0.322 C14 17R 22 17R C15 C15 C 0 1 Y N N -25.196 -0.547 11.791 4.220 -1.277 1.079 C15 17R 23 17R C16 C16 C 0 1 Y N N -25.744 -1.805 11.546 5.574 -1.258 1.355 C16 17R 24 17R C17 C17 C 0 1 Y N N -26.250 -2.530 12.610 6.364 -0.226 0.878 C17 17R 25 17R C18 C18 C 0 1 Y N N -26.216 -2.025 13.902 5.799 0.789 0.123 C18 17R 26 17R C19 C19 C 0 1 Y N N -25.663 -0.756 14.151 4.448 0.770 -0.160 C19 17R 27 17R C20 C20 C 0 1 N N N -25.611 -0.181 15.539 3.835 1.872 -0.987 C20 17R 28 17R F1 F1 F 0 1 N N N -26.171 1.055 15.617 4.828 2.786 -1.354 F1 17R 29 17R F2 F2 F 0 1 N N N -26.274 -0.907 16.480 3.257 1.324 -2.137 F2 17R 30 17R F3 F3 F 0 1 N N N -24.354 -0.061 16.045 2.852 2.526 -0.237 F3 17R 31 17R F4 F4 F 0 1 N N N -26.777 -3.741 12.397 7.687 -0.208 1.150 F4 17R 32 17R H1 H1 H 0 1 N N N -25.195 3.539 15.047 0.374 1.367 -0.616 H1 17R 33 17R H1A H1A H 0 1 N N N -24.333 5.065 14.654 -1.279 1.395 0.044 H1A 17R 34 17R H1B H1B H 0 1 N N N -26.056 4.861 14.189 0.070 2.063 0.994 H1B 17R 35 17R H2 H2 H 0 1 N N N -25.002 4.432 12.168 -0.594 -0.179 1.833 H2 17R 36 17R H3 H3 H 0 1 N N N -26.332 2.412 13.146 1.812 0.587 1.897 H3 17R 37 17R H3A H3A H 0 1 N N N -25.297 2.208 11.639 1.636 -1.183 1.825 H3A 17R 38 17R H4 H4 H 0 1 N N N -22.783 0.508 14.108 2.571 -1.461 -1.671 H4 17R 39 17R H4A H4A H 0 1 N N N -22.751 1.052 12.378 2.070 -2.354 -0.215 H4A 17R 40 17R H5 H5 H 0 1 N N N -22.917 2.848 14.855 0.345 -0.467 -1.885 H5 17R 41 17R H5A H5A H 0 1 N N N -21.502 2.647 13.785 0.167 -2.235 -1.744 H5A 17R 42 17R H7 H7 H 0 1 N N N -22.827 7.625 11.730 -2.800 -2.292 -2.385 H7 17R 43 17R H8 H8 H 0 1 N N N -23.367 9.601 13.116 -4.732 -1.187 -3.438 H8 17R 44 17R H9 H9 H 0 1 N N N -23.452 9.399 15.578 -6.090 0.411 -2.151 H9 17R 45 17R H11 H11 H 0 1 N N N -22.372 5.240 15.285 -3.581 -0.210 1.254 H11 17R 46 17R H12 H12 H 0 1 N N N -22.417 5.204 17.537 -7.306 1.599 -0.993 H12 17R 47 17R H13 H13 H 0 1 N N N -23.437 8.465 19.880 -6.502 2.938 2.907 H13 17R 48 17R H15 H15 H 0 1 N N N -24.800 0.027 10.967 3.604 -2.082 1.453 H15 17R 49 17R H16 H16 H 0 1 N N N -25.773 -2.206 10.544 6.016 -2.048 1.944 H16 17R 50 17R H18 H18 H 0 1 N N N -26.615 -2.608 14.719 6.417 1.593 -0.248 H18 17R 51 # # 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 17R C1 C2 SING N N 1 17R C2 C3 SING N N 2 17R C2 N2 SING N N 3 17R C3 N1 SING N N 4 17R N1 C4 SING N N 5 17R N1 C14 SING N N 6 17R C4 C5 SING N N 7 17R C5 N2 SING N N 8 17R N2 S1 SING N N 9 17R S1 O1 DOUB N N 10 17R S1 O2 DOUB N N 11 17R S1 C6 SING N N 12 17R C6 C7 DOUB Y N 13 17R C6 C11 SING Y N 14 17R C7 C8 SING Y N 15 17R C8 C9 DOUB Y N 16 17R C9 C10 SING Y N 17 17R C10 C11 DOUB Y N 18 17R C10 N3 SING Y N 19 17R N3 C12 SING Y N 20 17R N3 N5 SING Y N 21 17R C12 N4 DOUB Y N 22 17R N4 C13 SING Y N 23 17R C13 N5 DOUB Y N 24 17R C14 C15 DOUB Y N 25 17R C14 C19 SING Y N 26 17R C15 C16 SING Y N 27 17R C16 C17 DOUB Y N 28 17R C17 C18 SING Y N 29 17R C17 F4 SING N N 30 17R C18 C19 DOUB Y N 31 17R C19 C20 SING N N 32 17R C20 F1 SING N N 33 17R C20 F2 SING N N 34 17R C20 F3 SING N N 35 17R C1 H1 SING N N 36 17R C1 H1A SING N N 37 17R C1 H1B SING N N 38 17R C2 H2 SING N N 39 17R C3 H3 SING N N 40 17R C3 H3A SING N N 41 17R C4 H4 SING N N 42 17R C4 H4A SING N N 43 17R C5 H5 SING N N 44 17R C5 H5A SING N N 45 17R C7 H7 SING N N 46 17R C8 H8 SING N N 47 17R C9 H9 SING N N 48 17R C11 H11 SING N N 49 17R C12 H12 SING N N 50 17R C13 H13 SING N N 51 17R C15 H15 SING N N 52 17R C16 H16 SING N N 53 17R C18 H18 SING N N 54 # # 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 17R SMILES ACDLabs 10.04 "FC(F)(F)c1cc(F)ccc1N2CC(N(CC2)S(=O)(=O)c4cccc(n3ncnc3)c4)C" 17R SMILES_CANONICAL CACTVS 3.341 "C[C@@H]1CN(CCN1[S](=O)(=O)c2cccc(c2)n3cncn3)c4ccc(F)cc4C(F)(F)F" 17R SMILES CACTVS 3.341 "C[CH]1CN(CCN1[S](=O)(=O)c2cccc(c2)n3cncn3)c4ccc(F)cc4C(F)(F)F" 17R SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C[C@@H]1C[N@](CC[N@@]1S(=O)(=O)c2cccc(c2)n3cncn3)c4ccc(cc4C(F)(F)F)F" 17R SMILES "OpenEye OEToolkits" 1.5.0 "CC1CN(CCN1S(=O)(=O)c2cccc(c2)n3cncn3)c4ccc(cc4C(F)(F)F)F" 17R InChI InChI 1.03 "InChI=1S/C20H19F4N5O2S/c1-14-11-27(19-6-5-15(21)9-18(19)20(22,23)24)7-8-29(14)32(30,31)17-4-2-3-16(10-17)28-13-25-12-26-28/h2-6,9-10,12-14H,7-8,11H2,1H3/t14-/m1/s1" 17R InChIKey InChI 1.03 ALJLAOVBUJZEDK-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 17R "SYSTEMATIC NAME" ACDLabs 10.04 "(2R)-4-[4-fluoro-2-(trifluoromethyl)phenyl]-2-methyl-1-{[3-(1H-1,2,4-triazol-1-yl)phenyl]sulfonyl}piperazine" 17R "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(1S,2R,4S)-4-[4-fluoro-2-(trifluoromethyl)phenyl]-2-methyl-1-[3-(1,2,4-triazol-1-yl)phenyl]sulfonyl-piperazine" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 17R "Create component" 2009-05-15 RCSB 17R "Modify aromatic_flag" 2011-06-04 RCSB 17R "Modify descriptor" 2011-06-04 RCSB 17R "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 17R _pdbx_chem_comp_synonyms.name "(R)-1-(3-(1H-1,2,4-triazol-1-yl)phenylsulfonyl)-4-(4-fluoro-2-(trifluoromethyl)phenyl)-2-methylpiperazine" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##