data_1FS # _chem_comp.id 1FS _chem_comp.name "2,2'-[(4-chlorobenzene-1,2-diyl)bis(oxy)]bis(5-nitrobenzonitrile)" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H9 Cl N4 O6" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-01-17 _chem_comp.pdbx_modified_date 2015-03-27 _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 436.762 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 1FS _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 4IPO _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 1FS O3 O3 O 0 1 N N N 59.395 44.757 59.612 -0.652 0.352 -1.298 O3 1FS 1 1FS O5 O5 O 0 1 N N N 66.387 42.065 58.857 5.325 -3.605 0.257 O5 1FS 2 1FS C1 C1 C 0 1 N N N 57.275 46.262 59.520 -1.630 -2.087 -2.279 C1 1FS 3 1FS C2 C2 C 0 1 Y N N 58.357 46.764 59.050 -2.360 -1.323 -1.313 C2 1FS 4 1FS C3 C3 C 0 1 Y N N 58.407 48.014 58.474 -3.586 -1.787 -0.831 C3 1FS 5 1FS C4 C4 C 0 1 Y N N 59.601 48.517 57.962 -4.281 -1.048 0.103 C4 1FS 6 1FS C5 C5 C 0 1 Y N N 60.758 47.757 58.001 -3.769 0.152 0.567 C5 1FS 7 1FS C6 C6 C 0 1 Y N N 60.708 46.491 58.565 -2.557 0.622 0.099 C6 1FS 8 1FS C7 C7 C 0 1 Y N N 59.506 46.016 59.105 -1.845 -0.107 -0.841 C7 1FS 9 1FS C8 C8 C 0 1 Y N N 59.358 43.861 58.581 -0.242 1.582 -0.888 C8 1FS 10 1FS C9 C9 C 0 1 Y N N 58.882 44.278 57.331 -0.513 2.698 -1.662 C9 1FS 11 1FS C10 C10 C 0 1 Y N N 58.859 43.418 56.263 -0.100 3.948 -1.242 C10 1FS 12 1FS C11 C11 C 0 1 Y N N 59.310 42.128 56.422 0.585 4.089 -0.048 C11 1FS 13 1FS C12 C12 C 0 1 Y N N 59.794 41.699 57.671 0.859 2.978 0.730 C12 1FS 14 1FS C17 C17 C 0 1 Y N N 64.441 42.177 59.982 3.949 -1.724 0.049 C17 1FS 15 1FS C16 C16 C 0 1 Y N N 63.688 41.101 59.560 3.702 -0.541 -0.627 C16 1FS 16 1FS C15 C15 C 0 1 Y N N 62.308 41.186 59.606 2.621 0.247 -0.285 C15 1FS 17 1FS C14 C14 C 0 1 Y N N 61.664 42.309 60.065 1.774 -0.143 0.742 C14 1FS 18 1FS C13 C13 C 0 1 Y N N 59.810 42.578 58.767 0.447 1.722 0.314 C13 1FS 19 1FS C18 C18 C 0 1 Y N N 63.816 43.325 60.440 3.118 -2.127 1.072 C18 1FS 20 1FS C19 C19 C 0 1 Y N N 62.426 43.405 60.476 2.021 -1.340 1.429 C19 1FS 21 1FS C20 C20 C 0 1 N N N 61.941 44.509 60.923 1.153 -1.752 2.491 C20 1FS 22 1FS N3 N3 N 1 1 N N N 65.828 42.111 59.941 5.108 -2.562 -0.332 N3 1FS 23 1FS O6 O6 O -1 1 N N N 66.464 42.108 60.981 5.844 -2.208 -1.236 O6 1FS 24 1FS N4 N4 N 0 1 N N N 61.558 45.525 61.340 0.465 -2.080 3.334 N4 1FS 25 1FS O4 O4 O 0 1 N N N 60.297 42.252 60.012 0.711 0.630 1.080 O4 1FS 26 1FS CL CL CL 0 0 N N N 59.227 41.106 54.948 1.102 5.662 0.474 CL 1FS 27 1FS N2 N2 N 1 1 N N N 59.656 49.785 57.395 -5.581 -1.541 0.613 N2 1FS 28 1FS O2 O2 O 0 1 N N N 60.001 50.742 58.062 -6.197 -0.891 1.438 O2 1FS 29 1FS O1 O1 O -1 1 N N N 59.364 49.917 56.222 -6.033 -2.597 0.207 O1 1FS 30 1FS N1 N1 N 0 1 N N N 56.336 45.773 59.974 -1.051 -2.694 -3.045 N1 1FS 31 1FS H1 H1 H 0 1 N N N 57.509 48.612 58.419 -3.989 -2.722 -1.190 H1 1FS 32 1FS H2 H2 H 0 1 N N N 61.683 48.143 57.599 -4.321 0.724 1.298 H2 1FS 33 1FS H3 H3 H 0 1 N N N 61.593 45.873 58.588 -2.165 1.559 0.465 H3 1FS 34 1FS H4 H4 H 0 1 N N N 58.528 45.291 57.207 -1.048 2.591 -2.595 H4 1FS 35 1FS H5 H5 H 0 1 N N N 58.490 43.751 55.304 -0.312 4.818 -1.847 H5 1FS 36 1FS H6 H6 H 0 1 N N N 60.155 40.688 57.788 1.393 3.090 1.662 H6 1FS 37 1FS H7 H7 H 0 1 N N N 64.169 40.204 59.199 4.358 -0.232 -1.428 H7 1FS 38 1FS H8 H8 H 0 1 N N N 61.720 40.345 59.271 2.434 1.168 -0.817 H8 1FS 39 1FS H9 H9 H 0 1 N N N 64.410 44.164 60.771 3.315 -3.050 1.596 H9 1FS 40 # 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 1FS CL C11 SING N N 1 1FS O1 N2 SING N N 2 1FS C10 C11 DOUB Y N 3 1FS C10 C9 SING Y N 4 1FS C11 C12 SING Y N 5 1FS C9 C8 DOUB Y N 6 1FS N2 C4 SING N N 7 1FS N2 O2 DOUB N N 8 1FS C12 C13 DOUB Y N 9 1FS C4 C5 DOUB Y N 10 1FS C4 C3 SING Y N 11 1FS C5 C6 SING Y N 12 1FS C3 C2 DOUB Y N 13 1FS C6 C7 DOUB Y N 14 1FS C8 C13 SING Y N 15 1FS C8 O3 SING N N 16 1FS C13 O4 SING N N 17 1FS O5 N3 DOUB N N 18 1FS C2 C7 SING Y N 19 1FS C2 C1 SING N N 20 1FS C7 O3 SING N N 21 1FS C1 N1 TRIP N N 22 1FS C16 C15 DOUB Y N 23 1FS C16 C17 SING Y N 24 1FS C15 C14 SING Y N 25 1FS N3 C17 SING N N 26 1FS N3 O6 SING N N 27 1FS C17 C18 DOUB Y N 28 1FS O4 C14 SING N N 29 1FS C14 C19 DOUB Y N 30 1FS C18 C19 SING Y N 31 1FS C19 C20 SING N N 32 1FS C20 N4 TRIP N N 33 1FS C3 H1 SING N N 34 1FS C5 H2 SING N N 35 1FS C6 H3 SING N N 36 1FS C9 H4 SING N N 37 1FS C10 H5 SING N N 38 1FS C12 H6 SING N N 39 1FS C16 H7 SING N N 40 1FS C15 H8 SING N N 41 1FS C18 H9 SING N N 42 # 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 1FS SMILES ACDLabs 12.01 "Clc3cc(Oc1ccc([N+]([O-])=O)cc1C#N)c(Oc2ccc([N+]([O-])=O)cc2C#N)cc3" 1FS InChI InChI 1.03 "InChI=1S/C20H9ClN4O6/c21-14-1-4-19(30-17-5-2-15(24(26)27)7-12(17)10-22)20(9-14)31-18-6-3-16(25(28)29)8-13(18)11-23/h1-9H" 1FS InChIKey InChI 1.03 FXXUXJLPGCBXLY-UHFFFAOYSA-N 1FS SMILES_CANONICAL CACTVS 3.370 "[O-][N+](=O)c1ccc(Oc2ccc(Cl)cc2Oc3ccc(cc3C#N)[N+]([O-])=O)c(c1)C#N" 1FS SMILES CACTVS 3.370 "[O-][N+](=O)c1ccc(Oc2ccc(Cl)cc2Oc3ccc(cc3C#N)[N+]([O-])=O)c(c1)C#N" 1FS SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1cc(c(cc1[N+](=O)[O-])C#N)Oc2ccc(cc2Oc3ccc(cc3C#N)[N+](=O)[O-])Cl" 1FS SMILES "OpenEye OEToolkits" 1.7.6 "c1cc(c(cc1[N+](=O)[O-])C#N)Oc2ccc(cc2Oc3ccc(cc3C#N)[N+](=O)[O-])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 1FS "SYSTEMATIC NAME" ACDLabs 12.01 "2,2'-[(4-chlorobenzene-1,2-diyl)bis(oxy)]bis(5-nitrobenzonitrile)" 1FS "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "2-[4-chloranyl-2-(2-cyano-4-nitro-phenoxy)phenoxy]-5-nitro-benzenecarbonitrile" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 1FS "Create component" 2013-01-17 RCSB 1FS "Initial release" 2015-04-01 RCSB #