data_F4D # _chem_comp.id F4D _chem_comp.name "4,4'-[(3-{[(4-fluorophenyl)sulfonyl]amino}pyridine-2,6-diyl)bis(oxy)]dibenzenecarboximidamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C25 H21 F N6 O4 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-09-08 _chem_comp.pdbx_modified_date 2014-02-21 _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 520.535 _chem_comp.one_letter_code ? _chem_comp.three_letter_code F4D _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 4JZ1 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # 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 F4D O4 O4 O 0 1 N N N 18.027 63.970 19.925 -4.452 2.320 1.356 O4 F4D 1 F4D S1 S1 S 0 1 N N N 17.026 64.478 20.828 -4.381 0.923 1.607 S1 F4D 2 F4D O3 O3 O 0 1 N N N 17.859 65.217 21.698 -5.127 0.278 2.631 O3 F4D 3 F4D C18 C18 C 0 1 Y N N 16.012 65.621 20.329 -4.814 0.124 0.097 C18 F4D 4 F4D C23 C23 C 0 1 Y N N 15.601 66.581 21.265 -5.307 -1.168 0.117 C23 F4D 5 F4D C22 C22 C 0 1 Y N N 14.695 67.574 20.930 -5.647 -1.796 -1.066 C22 F4D 6 F4D C21 C21 C 0 1 Y N N 14.186 67.628 19.650 -5.494 -1.131 -2.271 C21 F4D 7 F4D F1 F1 F 0 1 N N N 13.302 68.604 19.338 -5.826 -1.744 -3.428 F1 F4D 8 F4D C20 C20 C 0 1 Y N N 14.576 66.678 18.709 -5.001 0.162 -2.289 C20 F4D 9 F4D C19 C19 C 0 1 Y N N 15.483 65.673 19.052 -4.666 0.790 -1.104 C19 F4D 10 F4D N2 N2 N 0 1 N N N 16.345 63.913 22.059 -2.788 0.581 1.903 N2 F4D 11 F4D C1 C1 C 0 1 Y N N 16.245 63.763 23.350 -1.796 1.059 1.035 C1 F4D 12 F4D C2 C2 C 0 1 Y N N 16.902 62.794 24.023 -0.660 0.294 0.771 C2 F4D 13 F4D O1 O1 O 0 1 N N N 17.942 62.156 23.423 -0.517 -0.921 1.359 O1 F4D 14 F4D C6 C6 C 0 1 Y N N 18.481 61.076 24.073 0.531 -1.695 0.975 C6 F4D 15 F4D C12 C12 C 0 1 Y N N 19.151 61.299 25.265 1.097 -2.590 1.874 C12 F4D 16 F4D C11 C11 C 0 1 Y N N 19.711 60.237 25.948 2.160 -3.377 1.488 C11 F4D 17 F4D C10 C10 C 0 1 Y N N 19.622 58.942 25.445 2.668 -3.274 0.192 C10 F4D 18 F4D C25 C25 C 0 1 N N N 20.250 57.805 26.189 3.809 -4.118 -0.226 C25 F4D 19 F4D N6 N6 N 0 1 N N N 20.210 56.644 25.705 4.262 -5.043 0.572 N6 F4D 20 F4D N5 N5 N 0 1 N N N 20.875 58.007 27.340 4.393 -3.925 -1.460 N5 F4D 21 F4D C9 C9 C 0 1 Y N N 18.943 58.711 24.247 2.096 -2.374 -0.709 C9 F4D 22 F4D C8 C8 C 0 1 Y N N 18.368 59.784 23.564 1.030 -1.594 -0.317 C8 F4D 23 F4D C5 C5 C 0 1 Y N N 15.105 64.387 23.874 -1.934 2.299 0.422 C5 F4D 24 F4D C4 C4 C 0 1 Y N N 14.727 64.115 25.157 -0.928 2.731 -0.429 C4 F4D 25 F4D C3 C3 C 0 1 Y N N 15.456 63.159 25.836 0.177 1.920 -0.641 C3 F4D 26 F4D N1 N1 N 0 1 Y N N 16.517 62.531 25.278 0.278 0.741 -0.047 N1 F4D 27 F4D O2 O2 O 0 1 N N N 15.183 62.899 27.136 1.166 2.338 -1.473 O2 F4D 28 F4D C7 C7 C 0 1 Y N N 14.048 62.465 27.680 2.450 2.194 -1.058 C7 F4D 29 F4D C17 C17 C 0 1 Y N N 12.876 62.387 26.946 2.721 1.602 0.170 C17 F4D 30 F4D C16 C16 C 0 1 Y N N 11.754 61.900 27.570 4.024 1.455 0.593 C16 F4D 31 F4D C15 C15 C 0 1 Y N N 11.836 61.508 28.894 5.072 1.901 -0.213 C15 F4D 32 F4D C24 C24 C 0 1 N N N 10.622 60.966 29.541 6.472 1.745 0.239 C24 F4D 33 F4D N4 N4 N 0 1 N N N 10.758 60.000 30.338 7.498 2.307 -0.490 N4 F4D 34 F4D N3 N3 N 0 1 N N N 9.435 61.477 29.239 6.736 1.075 1.325 N3 F4D 35 F4D C14 C14 C 0 1 Y N N 13.013 61.587 29.623 4.797 2.495 -1.446 C14 F4D 36 F4D C13 C13 C 0 1 Y N N 14.146 62.071 29.005 3.492 2.634 -1.865 C13 F4D 37 F4D H1 H1 H 0 1 N N N 15.999 66.545 22.268 -5.427 -1.686 1.057 H1 F4D 38 F4D H2 H2 H 0 1 N N N 14.389 68.302 21.667 -6.032 -2.805 -1.051 H2 F4D 39 F4D H3 H3 H 0 1 N N N 14.174 66.719 17.707 -4.885 0.683 -3.228 H3 F4D 40 F4D H4 H4 H 0 1 N N N 15.772 64.935 18.319 -4.282 1.799 -1.118 H4 F4D 41 F4D H5 H5 H 0 1 N N N 15.426 64.269 21.887 -2.541 0.051 2.676 H5 F4D 42 F4D H6 H6 H 0 1 N N N 19.235 62.301 25.659 0.704 -2.669 2.877 H6 F4D 43 F4D H7 H7 H 0 1 N N N 20.223 60.413 26.882 2.601 -4.072 2.188 H7 F4D 44 F4D H8 H8 H 0 1 N N N 20.683 55.980 26.284 5.010 -5.596 0.297 H8 F4D 45 F4D H9 H9 H 0 1 N N N 21.309 57.241 27.815 4.009 -3.289 -2.084 H9 F4D 46 F4D H10 H10 H 0 1 N N N 20.913 58.925 27.734 5.188 -4.425 -1.704 H10 F4D 47 F4D H11 H11 H 0 1 N N N 18.863 57.709 23.852 2.487 -2.292 -1.712 H11 F4D 48 F4D H12 H12 H 0 1 N N N 17.835 59.613 22.640 0.585 -0.900 -1.015 H12 F4D 49 F4D H13 H13 H 0 1 N N N 14.532 65.075 23.270 -2.804 2.911 0.603 H13 F4D 50 F4D H14 H14 H 0 1 N N N 13.895 64.625 25.620 -1.004 3.689 -0.922 H14 F4D 51 F4D H15 H15 H 0 1 N N N 12.846 62.700 25.913 1.909 1.258 0.793 H15 F4D 52 F4D H16 H16 H 0 1 N N N 10.820 61.824 27.034 4.233 0.996 1.548 H16 F4D 53 F4D H17 H17 H 0 1 N N N 9.954 59.590 30.769 7.302 2.805 -1.299 H17 F4D 54 F4D H18 H18 H 0 1 N N N 11.670 59.643 30.540 8.416 2.204 -0.194 H18 F4D 55 F4D H19 H19 H 0 1 N N N 8.692 61.006 29.715 7.645 1.034 1.661 H19 F4D 56 F4D H20 H20 H 0 1 N N N 13.041 61.275 30.657 5.606 2.842 -2.071 H20 F4D 57 F4D H21 H21 H 0 1 N N N 15.083 62.141 29.538 3.279 3.089 -2.821 H21 F4D 58 # 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 F4D C20 C19 DOUB Y N 1 F4D C20 C21 SING Y N 2 F4D C19 C18 SING Y N 3 F4D F1 C21 SING N N 4 F4D C21 C22 DOUB Y N 5 F4D O4 S1 DOUB N N 6 F4D C18 S1 SING N N 7 F4D C18 C23 DOUB Y N 8 F4D S1 O3 DOUB N N 9 F4D S1 N2 SING N N 10 F4D C22 C23 SING Y N 11 F4D N2 C1 SING N N 12 F4D C1 C5 DOUB Y N 13 F4D C1 C2 SING Y N 14 F4D O1 C2 SING N N 15 F4D O1 C6 SING N N 16 F4D C8 C6 DOUB Y N 17 F4D C8 C9 SING Y N 18 F4D C5 C4 SING Y N 19 F4D C2 N1 DOUB Y N 20 F4D C6 C12 SING Y N 21 F4D C9 C10 DOUB Y N 22 F4D C4 C3 DOUB Y N 23 F4D C12 C11 DOUB Y N 24 F4D N1 C3 SING Y N 25 F4D C10 C11 SING Y N 26 F4D C10 C25 SING N N 27 F4D N6 C25 DOUB N N 28 F4D C3 O2 SING N N 29 F4D C25 N5 SING N N 30 F4D C17 C16 DOUB Y N 31 F4D C17 C7 SING Y N 32 F4D O2 C7 SING N N 33 F4D C16 C15 SING Y N 34 F4D C7 C13 DOUB Y N 35 F4D C15 C24 SING N N 36 F4D C15 C14 DOUB Y N 37 F4D C13 C14 SING Y N 38 F4D N3 C24 DOUB N N 39 F4D C24 N4 SING N N 40 F4D C23 H1 SING N N 41 F4D C22 H2 SING N N 42 F4D C20 H3 SING N N 43 F4D C19 H4 SING N N 44 F4D N2 H5 SING N N 45 F4D C12 H6 SING N N 46 F4D C11 H7 SING N N 47 F4D N6 H8 SING N N 48 F4D N5 H9 SING N N 49 F4D N5 H10 SING N N 50 F4D C9 H11 SING N N 51 F4D C8 H12 SING N N 52 F4D C5 H13 SING N N 53 F4D C4 H14 SING N N 54 F4D C17 H15 SING N N 55 F4D C16 H16 SING N N 56 F4D N4 H17 SING N N 57 F4D N4 H18 SING N N 58 F4D N3 H19 SING N N 59 F4D C14 H20 SING N N 60 F4D C13 H21 SING N N 61 # 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 F4D SMILES ACDLabs 12.01 "Fc1ccc(cc1)S(=O)(=O)Nc4ccc(Oc2ccc(C(=[N@H])N)cc2)nc4Oc3ccc(C(=[N@H])N)cc3" F4D InChI InChI 1.03 "InChI=1S/C25H21FN6O4S/c26-17-5-11-20(12-6-17)37(33,34)32-21-13-14-22(35-18-7-1-15(2-8-18)23(27)28)31-25(21)36-19-9-3-16(4-10-19)24(29)30/h1-14,32H,(H3,27,28)(H3,29,30)" F4D InChIKey InChI 1.03 CVYPHGJZNLYSHQ-UHFFFAOYSA-N F4D SMILES_CANONICAL CACTVS 3.385 "NC(=N)c1ccc(Oc2ccc(N[S](=O)(=O)c3ccc(F)cc3)c(Oc4ccc(cc4)C(N)=N)n2)cc1" F4D SMILES CACTVS 3.385 "NC(=N)c1ccc(Oc2ccc(N[S](=O)(=O)c3ccc(F)cc3)c(Oc4ccc(cc4)C(N)=N)n2)cc1" F4D SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "[H]/N=C(\c1ccc(cc1)Oc2ccc(c(n2)Oc3ccc(cc3)/C(=N\[H])/N)NS(=O)(=O)c4ccc(cc4)F)/N" F4D SMILES "OpenEye OEToolkits" 1.7.6 "c1cc(ccc1C(=N)N)Oc2ccc(c(n2)Oc3ccc(cc3)C(=N)N)NS(=O)(=O)c4ccc(cc4)F" # 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 F4D "SYSTEMATIC NAME" ACDLabs 12.01 "4,4'-[(3-{[(4-fluorophenyl)sulfonyl]amino}pyridine-2,6-diyl)bis(oxy)]dibenzenecarboximidamide" F4D "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "4-[6-(4-carbamimidoylphenoxy)-5-[(4-fluorophenyl)sulfonylamino]pyridin-2-yl]oxybenzenecarboximidamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site F4D "Create component" 2013-09-08 PDBJ F4D "Initial release" 2014-02-26 RCSB #