data_46F # _chem_comp.id 46F _chem_comp.name "(2R)-4-(6-chloropyridazin-3-yl)-N-(4-methoxybenzyl)-1-{[4-(trifluoromethoxy)phenyl]sulfonyl}piperazine-2-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H23 Cl F3 N5 O5 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-02-12 _chem_comp.pdbx_modified_date 2011-06-04 _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 585.983 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 46F _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 3QGF _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 46F C1 C1 C 0 1 Y N N 23.258 11.778 14.164 -1.552 -4.633 -0.528 C1 46F 1 46F C2 C2 C 0 1 Y N N 23.981 9.486 14.223 -3.178 -3.589 0.889 C2 46F 2 46F C3 C3 C 0 1 Y N N 24.214 12.057 13.170 -2.470 -5.606 -0.870 C3 46F 3 46F C4 C4 C 0 1 Y N N 24.946 9.758 13.229 -4.101 -4.560 0.549 C4 46F 4 46F C5 C5 C 0 1 Y N N 15.310 11.247 11.242 4.498 -0.944 -1.209 C5 46F 5 46F C6 C6 C 0 1 Y N N 14.158 12.239 13.145 5.193 0.763 0.331 C6 46F 6 46F C7 C7 C 0 1 Y N N 16.532 11.436 11.857 3.464 -0.134 -1.637 C7 46F 7 46F C8 C8 C 0 1 Y N N 15.376 12.421 13.756 4.157 1.569 -0.101 C8 46F 8 46F C9 C9 C 0 1 Y N N 18.570 6.609 16.704 -3.676 2.974 1.664 C9 46F 9 46F C10 C10 C 0 1 Y N N 18.890 5.712 17.727 -5.003 3.361 1.761 C10 46F 10 46F C11 C11 C 0 1 Y N N 23.127 10.490 14.710 -1.905 -3.625 0.350 C11 46F 11 46F C12 C12 C 0 1 Y N N 25.066 11.049 12.693 -3.748 -5.572 -0.332 C12 46F 12 46F C13 C13 C 0 1 Y N N 14.130 11.668 11.884 5.365 -0.498 -0.223 C13 46F 13 46F C14 C14 C 0 1 Y N N 16.532 12.026 13.105 3.294 1.122 -1.084 C14 46F 14 46F C15 C15 C 0 1 Y N N 17.799 7.758 16.973 -3.254 2.380 0.475 C15 46F 15 46F C16 C16 C 0 1 Y N N 18.449 6.028 18.993 -5.830 3.132 0.669 C16 46F 16 46F C17 C17 C 0 1 N N N 19.995 9.327 14.744 -0.195 -0.375 -0.081 C17 46F 17 46F C18 C18 C 0 1 N N N 16.674 9.868 16.518 -1.008 3.093 0.563 C18 46F 18 46F C19 C19 C 0 1 N N N 17.575 11.077 16.352 0.432 2.570 0.570 C19 46F 19 46F C20 C20 C 0 1 N N N 17.577 8.576 14.617 -1.710 1.369 -0.992 C20 46F 20 46F C21 C21 C 0 1 N N R 18.575 9.715 14.303 -0.299 0.775 -1.048 C21 46F 21 46F C22 C22 C 0 1 N N N 26.881 10.464 11.237 -5.951 -6.430 -0.075 C22 46F 22 46F C23 C23 C 0 1 N N N 22.093 10.230 15.768 -0.901 -2.565 0.722 C23 46F 23 46F C24 C24 C 0 1 N N N 12.684 11.611 10.004 7.237 -0.767 1.219 C24 46F 24 46F N25 N25 N 0 1 Y N N 17.426 7.996 18.257 -4.118 2.203 -0.513 N25 46F 25 46F N26 N26 N 0 1 Y N N 17.735 7.134 19.261 -5.346 2.563 -0.418 N26 46F 26 46F N27 N27 N 0 1 N N N 17.517 8.766 16.051 -1.931 1.974 0.328 N27 46F 27 46F N28 N28 N 0 1 N N N 18.314 11.013 15.036 0.664 1.823 -0.675 N28 46F 28 46F N29 N29 N 0 1 N N N 20.728 10.392 15.287 -1.002 -1.446 -0.219 N29 46F 29 46F O30 O30 O 0 1 N N N 20.438 8.185 14.638 0.615 -0.338 0.821 O30 46F 30 46F O31 O31 O 0 1 N N N 19.115 12.233 13.002 2.361 3.488 -1.338 O31 46F 31 46F O32 O32 O 0 1 N N N 17.754 13.487 14.750 1.638 1.712 -2.940 O32 46F 32 46F O33 O33 O 0 1 N N N 25.959 11.444 11.722 -4.654 -6.528 -0.667 O33 46F 33 46F O34 O34 O 0 1 N N N 12.855 11.565 11.402 6.383 -1.293 0.200 O34 46F 34 46F F35 F35 F 0 1 N N N 13.396 12.565 9.404 6.481 -0.485 2.361 F35 46F 35 46F F36 F36 F 0 1 N N N 11.388 11.893 9.766 8.222 -1.710 1.533 F36 46F 36 46F F37 F37 F 0 1 N N N 13.075 10.425 9.505 7.844 0.406 0.759 F37 46F 37 46F S38 S38 S 0 1 N N N 18.024 12.307 13.952 1.975 2.153 -1.632 S38 46F 38 46F CL39 CL39 CL 0 0 N N N 18.720 5.092 20.395 -7.502 3.595 0.734 CL39 46F 39 46F H1 H1 H 0 1 N N N 22.612 12.570 14.514 -0.555 -4.662 -0.944 H1 46F 40 46F H2 H2 H 0 1 N N N 23.897 8.484 14.618 -3.452 -2.801 1.574 H2 46F 41 46F H3 H3 H 0 1 N N N 24.293 13.057 12.770 -2.194 -6.393 -1.557 H3 46F 42 46F H4 H4 H 0 1 N N N 25.595 8.969 12.880 -5.095 -4.532 0.970 H4 46F 43 46F H5 H5 H 0 1 N N N 15.260 10.777 10.271 4.628 -1.927 -1.638 H5 46F 44 46F H6 H6 H 0 1 N N N 13.244 12.535 13.638 5.867 1.113 1.098 H6 46F 45 46F H7 H7 H 0 1 N N N 17.452 11.134 11.380 2.789 -0.482 -2.405 H7 46F 46 46F H8 H8 H 0 1 N N N 15.431 12.869 14.737 4.022 2.551 0.330 H8 46F 47 46F H9 H9 H 0 1 N N N 18.916 6.420 15.699 -2.989 3.133 2.482 H9 46F 48 46F H10 H10 H 0 1 N N N 19.457 4.813 17.534 -5.382 3.826 2.659 H10 46F 49 46F H18 H18 H 0 1 N N N 16.366 9.730 17.565 -1.233 3.554 1.525 H18 46F 50 46F H18A H18A H 0 0 N N N 15.755 9.960 15.920 -1.123 3.832 -0.231 H18A 46F 51 46F H19 H19 H 0 1 N N N 16.961 11.989 16.376 1.126 3.408 0.629 H19 46F 52 46F H19A H19A H 0 0 N N N 18.305 11.097 17.174 0.577 1.910 1.426 H19A 46F 53 46F H20 H20 H 0 1 N N N 16.605 8.690 14.115 -1.815 2.132 -1.764 H20 46F 54 46F H20A H20A H 0 0 N N N 17.936 7.580 14.318 -2.443 0.580 -1.158 H20A 46F 55 46F H21 H21 H 0 1 N N N 18.457 9.861 13.219 -0.089 0.424 -2.059 H21 46F 56 46F H22 H22 H 0 1 N N N 27.528 10.916 10.471 -5.859 -6.481 1.010 H22 46F 57 46F H22A H22A H 0 0 N N N 27.499 10.098 12.070 -6.408 -5.482 -0.356 H22A 46F 58 46F H22B H22B H 0 0 N N N 26.325 9.623 10.797 -6.574 -7.253 -0.426 H22B 46F 59 46F H23 H23 H 0 1 N N N 22.214 9.195 16.121 -1.104 -2.210 1.732 H23 46F 60 46F H23A H23A H 0 0 N N N 22.255 10.942 16.591 0.104 -2.986 0.680 H23A 46F 61 46F HN29 HN29 H 0 0 N N N 20.299 11.293 15.346 -1.649 -1.476 -0.940 HN29 46F 62 # 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 46F C1 C3 DOUB Y N 1 46F C1 C11 SING Y N 2 46F C2 C4 SING Y N 3 46F C2 C11 DOUB Y N 4 46F C3 C12 SING Y N 5 46F C4 C12 DOUB Y N 6 46F C5 C7 DOUB Y N 7 46F C5 C13 SING Y N 8 46F C6 C8 SING Y N 9 46F C6 C13 DOUB Y N 10 46F C7 C14 SING Y N 11 46F C8 C14 DOUB Y N 12 46F C9 C10 DOUB Y N 13 46F C9 C15 SING Y N 14 46F C10 C16 SING Y N 15 46F C11 C23 SING N N 16 46F C12 O33 SING N N 17 46F C13 O34 SING N N 18 46F C14 S38 SING N N 19 46F C15 N25 DOUB Y N 20 46F C15 N27 SING N N 21 46F C16 N26 DOUB Y N 22 46F C16 CL39 SING N N 23 46F C17 C21 SING N N 24 46F C17 N29 SING N N 25 46F C17 O30 DOUB N N 26 46F C18 C19 SING N N 27 46F C18 N27 SING N N 28 46F C19 N28 SING N N 29 46F C20 C21 SING N N 30 46F C20 N27 SING N N 31 46F C21 N28 SING N N 32 46F C22 O33 SING N N 33 46F C23 N29 SING N N 34 46F C24 O34 SING N N 35 46F C24 F35 SING N N 36 46F C24 F36 SING N N 37 46F C24 F37 SING N N 38 46F N25 N26 SING Y N 39 46F N28 S38 SING N N 40 46F O31 S38 DOUB N N 41 46F O32 S38 DOUB N N 42 46F C1 H1 SING N N 43 46F C2 H2 SING N N 44 46F C3 H3 SING N N 45 46F C4 H4 SING N N 46 46F C5 H5 SING N N 47 46F C6 H6 SING N N 48 46F C7 H7 SING N N 49 46F C8 H8 SING N N 50 46F C9 H9 SING N N 51 46F C10 H10 SING N N 52 46F C18 H18 SING N N 53 46F C18 H18A SING N N 54 46F C19 H19 SING N N 55 46F C19 H19A SING N N 56 46F C20 H20 SING N N 57 46F C20 H20A SING N N 58 46F C21 H21 SING N N 59 46F C22 H22 SING N N 60 46F C22 H22A SING N N 61 46F C22 H22B SING N N 62 46F C23 H23 SING N N 63 46F C23 H23A SING N N 64 46F N29 HN29 SING N N 65 # 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 46F SMILES ACDLabs 12.01 "O=S(=O)(c1ccc(OC(F)(F)F)cc1)N4C(C(=O)NCc2ccc(OC)cc2)CN(c3nnc(Cl)cc3)CC4" 46F SMILES_CANONICAL CACTVS 3.370 "COc1ccc(CNC(=O)[C@H]2CN(CCN2[S](=O)(=O)c3ccc(OC(F)(F)F)cc3)c4ccc(Cl)nn4)cc1" 46F SMILES CACTVS 3.370 "COc1ccc(CNC(=O)[CH]2CN(CCN2[S](=O)(=O)c3ccc(OC(F)(F)F)cc3)c4ccc(Cl)nn4)cc1" 46F SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "COc1ccc(cc1)CNC(=O)[C@H]2CN(CCN2S(=O)(=O)c3ccc(cc3)OC(F)(F)F)c4ccc(nn4)Cl" 46F SMILES "OpenEye OEToolkits" 1.7.0 "COc1ccc(cc1)CNC(=O)C2CN(CCN2S(=O)(=O)c3ccc(cc3)OC(F)(F)F)c4ccc(nn4)Cl" 46F InChI InChI 1.03 "InChI=1S/C24H23ClF3N5O5S/c1-37-17-4-2-16(3-5-17)14-29-23(34)20-15-32(22-11-10-21(25)30-31-22)12-13-33(20)39(35,36)19-8-6-18(7-9-19)38-24(26,27)28/h2-11,20H,12-15H2,1H3,(H,29,34)/t20-/m1/s1" 46F InChIKey InChI 1.03 HCWZBSIWWSGFFI-HXUWFJFHSA-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 46F "SYSTEMATIC NAME" ACDLabs 12.01 "(2R)-4-(6-chloropyridazin-3-yl)-N-(4-methoxybenzyl)-1-{[4-(trifluoromethoxy)phenyl]sulfonyl}piperazine-2-carboxamide" 46F "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "(2R)-4-(6-chloropyridazin-3-yl)-N-[(4-methoxyphenyl)methyl]-1-[4-(trifluoromethoxy)phenyl]sulfonyl-piperazine-2-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 46F "Create component" 2011-02-12 RCSB 46F "Modify aromatic_flag" 2011-06-04 RCSB 46F "Modify descriptor" 2011-06-04 RCSB #