data_18X # _chem_comp.id 18X _chem_comp.name "methyl (2Z)-cyano[3-(3-fluorobiphenyl-4-yl)-4-oxo-1,3-thiazolidin-2-ylidene]acetate" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H13 F N2 O3 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-05-08 _chem_comp.pdbx_modified_date 2016-04-29 _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 368.382 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 18X _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 4ZL1 _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 18X C1 C1 C 0 1 N N N 21.616 -26.370 24.802 -2.164 0.989 0.065 C1 18X 1 18X C2 C2 C 0 1 N N N 21.395 -27.284 25.941 -3.265 1.882 0.022 C2 18X 2 18X C3 C3 C 0 1 N N N 22.817 -26.265 24.473 -0.827 1.499 0.043 C3 18X 3 18X N4 N1 N 0 1 N N N 23.918 -26.264 24.217 0.235 1.904 0.026 N4 18X 4 18X O5 O1 O 0 1 N N N 20.363 -27.378 26.547 -4.402 1.448 0.040 O5 18X 5 18X O6 O2 O 0 1 N N N 22.478 -28.109 26.401 -3.051 3.213 -0.039 O6 18X 6 18X C7 C4 C 0 1 N N N 22.298 -29.017 27.476 -4.206 4.054 -0.080 C7 18X 7 18X C8 C5 C 0 1 N N N 20.603 -25.751 24.183 -2.385 -0.388 0.134 C8 18X 8 18X N9 N2 N 0 1 N N N 20.693 -24.879 23.173 -1.421 -1.345 0.185 N9 18X 9 18X C10 C6 C 0 1 N N N 19.507 -24.485 22.673 -1.752 -2.626 0.254 C10 18X 10 18X C11 C7 C 0 1 N N N 18.273 -25.117 23.303 -3.247 -2.849 0.266 C11 18X 11 18X S12 S1 S 0 1 N N N 19.004 -25.941 24.625 -3.924 -1.158 0.175 S12 18X 12 18X C13 C8 C 0 1 Y N N 21.860 -24.250 22.712 -0.070 -0.975 0.165 C13 18X 13 18X C14 C9 C 0 1 Y N N 22.567 -23.375 23.512 0.599 -0.727 1.356 C14 18X 14 18X C15 C10 C 0 1 Y N N 23.688 -22.755 22.963 1.929 -0.361 1.339 C15 18X 15 18X C16 C11 C 0 1 Y N N 24.079 -22.988 21.671 2.603 -0.242 0.126 C16 18X 16 18X C17 C12 C 0 1 Y N N 23.393 -23.851 20.904 1.931 -0.491 -1.070 C17 18X 17 18X C18 C13 C 0 1 Y N N 22.294 -24.453 21.435 0.602 -0.862 -1.049 C18 18X 18 18X C19 C14 C 0 1 Y N N 25.258 -22.389 21.069 4.033 0.152 0.106 C19 18X 19 18X C20 C15 C 0 1 Y N N 25.306 -22.193 19.731 4.708 0.397 1.301 C20 18X 20 18X C21 C16 C 0 1 Y N N 26.450 -21.667 19.174 6.038 0.762 1.277 C21 18X 21 18X C22 C17 C 0 1 Y N N 27.535 -21.345 19.970 6.703 0.885 0.069 C22 18X 22 18X C23 C18 C 0 1 Y N N 27.453 -21.561 21.328 6.038 0.643 -1.119 C23 18X 23 18X C24 C19 C 0 1 Y N N 26.309 -22.088 21.859 4.709 0.272 -1.107 C24 18X 24 18X F25 F1 F 0 1 N N N 21.620 -25.253 20.678 -0.051 -1.105 -2.207 F25 18X 25 18X O26 O3 O 0 1 N N N 19.335 -23.675 21.786 -0.940 -3.525 0.302 O26 18X 26 18X H1 H1 H 0 1 N N N 23.242 -29.548 27.670 -4.804 3.894 0.818 H1 18X 27 18X H2 H2 H 0 1 N N N 21.997 -28.463 28.377 -3.894 5.097 -0.127 H2 18X 28 18X H3 H3 H 0 1 N N N 21.515 -29.744 27.214 -4.801 3.812 -0.961 H3 18X 29 18X H4 H4 H 0 1 N N N 17.553 -24.358 23.643 -3.556 -3.434 -0.601 H4 18X 30 18X H5 H5 H 0 1 N N N 17.773 -25.813 22.613 -3.556 -3.337 1.190 H5 18X 31 18X H6 H6 H 0 1 N N N 22.262 -23.178 24.529 0.077 -0.819 2.297 H6 18X 32 18X H7 H7 H 0 1 N N N 24.263 -22.073 23.572 2.448 -0.168 2.267 H7 18X 33 18X H8 H8 H 0 1 N N N 23.705 -24.062 19.892 2.453 -0.403 -2.012 H8 18X 34 18X H9 H9 H 0 1 N N N 24.460 -22.445 19.109 4.190 0.301 2.244 H9 18X 35 18X H10 H10 H 0 1 N N N 26.501 -21.504 18.108 6.562 0.952 2.202 H10 18X 36 18X H11 H11 H 0 1 N N N 28.432 -20.931 19.534 7.744 1.171 0.055 H11 18X 37 18X H12 H12 H 0 1 N N N 28.287 -21.316 21.969 6.562 0.741 -2.059 H12 18X 38 18X H13 H13 H 0 1 N N N 26.246 -22.265 22.922 4.192 0.079 -2.035 H13 18X 39 # 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 18X C21 C20 DOUB Y N 1 18X C21 C22 SING Y N 2 18X C20 C19 SING Y N 3 18X C22 C23 DOUB Y N 4 18X F25 C18 SING N N 5 18X C17 C18 DOUB Y N 6 18X C17 C16 SING Y N 7 18X C19 C16 SING N N 8 18X C19 C24 DOUB Y N 9 18X C23 C24 SING Y N 10 18X C18 C13 SING Y N 11 18X C16 C15 DOUB Y N 12 18X O26 C10 DOUB N N 13 18X C10 N9 SING N N 14 18X C10 C11 SING N N 15 18X C13 N9 SING N N 16 18X C13 C14 DOUB Y N 17 18X C15 C14 SING Y N 18 18X N9 C8 SING N N 19 18X C11 S12 SING N N 20 18X C8 S12 SING N N 21 18X C8 C1 DOUB N Z 22 18X N4 C3 TRIP N N 23 18X C3 C1 SING N N 24 18X C1 C2 SING N N 25 18X C2 O6 SING N N 26 18X C2 O5 DOUB N N 27 18X O6 C7 SING N N 28 18X C7 H1 SING N N 29 18X C7 H2 SING N N 30 18X C7 H3 SING N N 31 18X C11 H4 SING N N 32 18X C11 H5 SING N N 33 18X C14 H6 SING N N 34 18X C15 H7 SING N N 35 18X C17 H8 SING N N 36 18X C20 H9 SING N N 37 18X C21 H10 SING N N 38 18X C22 H11 SING N N 39 18X C23 H12 SING N N 40 18X C24 H13 SING N N 41 # 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 18X SMILES ACDLabs 12.01 "C(\C(OC)=O)(C#N)=C1\SCC(N1c2ccc(cc2F)c3ccccc3)=O" 18X InChI InChI 1.03 "InChI=1S/C19H13FN2O3S/c1-25-19(24)14(10-21)18-22(17(23)11-26-18)16-8-7-13(9-15(16)20)12-5-3-2-4-6-12/h2-9H,11H2,1H3/b18-14-" 18X InChIKey InChI 1.03 LPVBNESBSNMJKY-JXAWBTAJSA-N 18X SMILES_CANONICAL CACTVS 3.385 "COC(=O)/C(C#N)=C/1SCC(=O)N/1c2ccc(cc2F)c3ccccc3" 18X SMILES CACTVS 3.385 "COC(=O)C(C#N)=C1SCC(=O)N1c2ccc(cc2F)c3ccccc3" 18X SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "COC(=O)/C(=C\1/N(C(=O)CS1)c2ccc(cc2F)c3ccccc3)/C#N" 18X SMILES "OpenEye OEToolkits" 1.9.2 "COC(=O)C(=C1N(C(=O)CS1)c2ccc(cc2F)c3ccccc3)C#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 18X "SYSTEMATIC NAME" ACDLabs 12.01 "methyl (2Z)-cyano[3-(3-fluorobiphenyl-4-yl)-4-oxo-1,3-thiazolidin-2-ylidene]acetate" 18X "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "methyl (2Z)-2-cyano-2-[3-(2-fluoranyl-4-phenyl-phenyl)-4-oxidanylidene-1,3-thiazolidin-2-ylidene]ethanoate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 18X "Create component" 2015-05-08 PDBJ 18X "Initial release" 2016-05-04 RCSB #