data_GCE # _chem_comp.id GCE _chem_comp.name "(2~{S})-2-(3-azanylpropyl)-5-[2,5-bis(fluoranyl)phenyl]-~{N}-methoxy-~{N}-methyl-2-phenyl-1,3,4-thiadiazole-3-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H22 F2 N4 O2 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2018-09-12 _chem_comp.pdbx_modified_date 2019-09-20 _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 420.476 _chem_comp.one_letter_code ? _chem_comp.three_letter_code GCE _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 6HKX _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # # 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 GCE C10 C1 C 0 1 Y N N -13.883 6.696 -22.237 2.632 0.412 -0.174 C10 GCE 1 GCE C13 C2 C 0 1 Y N N -12.321 6.086 -20.041 5.383 0.538 -0.488 C13 GCE 2 GCE C14 C3 C 0 1 Y N N -13.378 5.269 -20.425 4.729 1.500 0.264 C14 GCE 3 GCE C18 C4 C 0 1 N N N -17.893 8.717 -23.874 -2.099 0.125 1.832 C18 GCE 4 GCE C26 C5 C 0 1 Y N N -17.583 9.777 -27.854 -4.365 2.853 -0.311 C26 GCE 5 GCE C19 C6 C 0 1 N N N -18.433 7.918 -22.667 -1.125 -0.785 2.583 C19 GCE 6 GCE C20 C7 C 0 1 N N N -18.100 8.629 -21.346 -1.783 -1.284 3.871 C20 GCE 7 GCE C22 C8 C 0 1 Y N N -16.750 8.437 -26.069 -2.374 1.526 -0.222 C22 GCE 8 GCE C23 C9 C 0 1 Y N N -15.888 7.787 -26.931 -2.099 1.850 -1.537 C23 GCE 9 GCE C24 C10 C 0 1 Y N N -15.873 8.141 -28.267 -2.950 2.686 -2.235 C24 GCE 10 GCE C29 C11 C 0 1 N N N -19.555 3.777 -26.470 0.663 -3.390 -0.569 C29 GCE 11 GCE C01 C12 C 0 1 N N N -16.442 3.491 -24.851 -2.282 -3.486 -2.014 C01 GCE 12 GCE C03 C13 C 0 1 N N N -17.905 5.610 -25.008 -1.841 -1.420 -0.800 C03 GCE 13 GCE C06 C14 C 0 1 N N S -16.709 8.036 -24.606 -1.440 0.625 0.544 C06 GCE 14 GCE C08 C15 C 0 1 N N N -14.707 7.057 -23.468 1.164 0.347 -0.012 C08 GCE 15 GCE C11 C16 C 0 1 Y N N -12.851 7.498 -21.880 3.298 -0.556 -0.930 C11 GCE 16 GCE C12 C17 C 0 1 Y N N -12.054 7.225 -20.770 4.670 -0.487 -1.082 C12 GCE 17 GCE C15 C18 C 0 1 Y N N -14.160 5.566 -21.525 3.358 1.443 0.424 C15 GCE 18 GCE C25 C19 C 0 1 Y N N -16.720 9.136 -28.725 -4.086 3.183 -1.625 C25 GCE 19 GCE C27 C20 C 0 1 Y N N -17.606 9.422 -26.508 -3.507 2.028 0.391 C27 GCE 20 GCE F16 F1 F 0 1 N N N -13.665 4.134 -19.725 5.434 2.498 0.842 F16 GCE 21 GCE F17 F2 F 0 1 N N N -12.660 8.592 -22.655 2.602 -1.558 -1.512 F17 GCE 22 GCE N02 N1 N 0 1 N N N -17.737 4.133 -25.074 -1.359 -2.491 -1.462 N02 GCE 23 GCE N05 N2 N 0 1 N N N -16.765 6.460 -24.673 -0.992 -0.504 -0.292 N05 GCE 24 GCE N09 N3 N 0 1 N N N -15.298 6.041 -24.421 0.367 -0.543 -0.510 N09 GCE 25 GCE N21 N4 N 0 1 N N N -19.334 8.917 -20.620 -0.848 -2.158 4.592 N21 GCE 26 GCE O04 O1 O 0 1 N N N -18.956 6.145 -25.194 -3.041 -1.279 -0.662 O04 GCE 27 GCE O28 O2 O 0 1 N N N -18.831 3.282 -25.363 0.038 -2.654 -1.623 O28 GCE 28 GCE S07 S1 S 0 1 N N N -15.252 8.439 -24.016 0.142 1.476 0.905 S07 GCE 29 GCE H1 H1 H 0 1 N N N -11.717 5.832 -19.183 6.455 0.587 -0.610 H1 GCE 30 GCE H2 H2 H 0 1 N N N -17.557 9.701 -23.514 -3.001 -0.434 1.585 H2 GCE 31 GCE H3 H3 H 0 1 N N N -18.713 8.851 -24.594 -2.359 0.977 2.461 H3 GCE 32 GCE H4 H4 H 0 1 N N N -18.239 10.553 -28.219 -5.250 3.246 0.167 H4 GCE 33 GCE H5 H5 H 0 1 N N N -19.525 7.821 -22.759 -0.864 -1.636 1.954 H5 GCE 34 GCE H6 H6 H 0 1 N N N -17.975 6.918 -22.663 -0.222 -0.226 2.830 H6 GCE 35 GCE H7 H7 H 0 1 N N N -17.457 7.980 -20.733 -2.043 -0.433 4.499 H7 GCE 36 GCE H8 H8 H 0 1 N N N -17.573 9.570 -21.560 -2.686 -1.843 3.624 H8 GCE 37 GCE H9 H9 H 0 1 N N N -15.233 7.010 -26.565 -1.213 1.458 -2.015 H9 GCE 38 GCE H10 H10 H 0 1 N N N -15.203 7.643 -28.952 -2.734 2.940 -3.263 H10 GCE 39 GCE H11 H11 H 0 1 N N N -20.401 3.108 -26.684 1.731 -3.471 -0.767 H11 GCE 40 GCE H12 H12 H 0 1 N N N -19.933 4.784 -26.240 0.506 -2.872 0.377 H12 GCE 41 GCE H13 H13 H 0 1 N N N -18.894 3.825 -27.348 0.226 -4.387 -0.514 H13 GCE 42 GCE H14 H14 H 0 1 N N N -15.683 4.259 -24.638 -2.551 -3.207 -3.033 H14 GCE 43 GCE H15 H15 H 0 1 N N N -16.517 2.802 -23.997 -1.800 -4.464 -2.021 H15 GCE 44 GCE H16 H16 H 0 1 N N N -16.152 2.929 -25.751 -3.181 -3.529 -1.399 H16 GCE 45 GCE H18 H18 H 0 1 N N N -11.249 7.888 -20.489 5.186 -1.234 -1.667 H18 GCE 46 GCE H19 H19 H 0 1 N N N -14.973 4.917 -21.815 2.849 2.194 1.009 H19 GCE 47 GCE H20 H20 H 0 1 N N N -16.707 9.413 -29.769 -4.755 3.829 -2.173 H20 GCE 48 GCE H21 H21 H 0 1 N N N -18.282 9.910 -25.822 -3.723 1.774 1.419 H21 GCE 49 GCE H23 H23 H 0 1 N N N -19.116 9.380 -19.761 0.023 -1.682 4.775 H23 GCE 50 GCE H24 H24 H 0 1 N N N -19.918 9.507 -21.177 -1.260 -2.501 5.447 H24 GCE 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 GCE C25 C24 DOUB Y N 1 GCE C25 C26 SING Y N 2 GCE C24 C23 SING Y N 3 GCE C26 C27 DOUB Y N 4 GCE C23 C22 DOUB Y N 5 GCE C27 C22 SING Y N 6 GCE C29 O28 SING N N 7 GCE C22 C06 SING N N 8 GCE O28 N02 SING N N 9 GCE O04 C03 DOUB N N 10 GCE N02 C03 SING N N 11 GCE N02 C01 SING N N 12 GCE C03 N05 SING N N 13 GCE N05 C06 SING N N 14 GCE N05 N09 SING N N 15 GCE C06 S07 SING N N 16 GCE C06 C18 SING N N 17 GCE N09 C08 DOUB N N 18 GCE S07 C08 SING N N 19 GCE C18 C19 SING N N 20 GCE C08 C10 SING N N 21 GCE C19 C20 SING N N 22 GCE F17 C11 SING N N 23 GCE C10 C11 DOUB Y N 24 GCE C10 C15 SING Y N 25 GCE C11 C12 SING Y N 26 GCE C15 C14 DOUB Y N 27 GCE C20 N21 SING N N 28 GCE C12 C13 DOUB Y N 29 GCE C14 C13 SING Y N 30 GCE C14 F16 SING N N 31 GCE C13 H1 SING N N 32 GCE C18 H2 SING N N 33 GCE C18 H3 SING N N 34 GCE C26 H4 SING N N 35 GCE C19 H5 SING N N 36 GCE C19 H6 SING N N 37 GCE C20 H7 SING N N 38 GCE C20 H8 SING N N 39 GCE C23 H9 SING N N 40 GCE C24 H10 SING N N 41 GCE C29 H11 SING N N 42 GCE C29 H12 SING N N 43 GCE C29 H13 SING N N 44 GCE C01 H14 SING N N 45 GCE C01 H15 SING N N 46 GCE C01 H16 SING N N 47 GCE C12 H18 SING N N 48 GCE C15 H19 SING N N 49 GCE C25 H20 SING N N 50 GCE C27 H21 SING N N 51 GCE N21 H23 SING N N 52 GCE N21 H24 SING N N 53 # # 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 GCE InChI InChI 1.03 "InChI=1S/C20H22F2N4O2S/c1-25(28-2)19(27)26-20(11-6-12-23,14-7-4-3-5-8-14)29-18(24-26)16-13-15(21)9-10-17(16)22/h3-5,7-10,13H,6,11-12,23H2,1-2H3/t20-/m0/s1" GCE InChIKey InChI 1.03 LLXISKGBWFTGEI-FQEVSTJZSA-N GCE SMILES_CANONICAL CACTVS 3.385 "CON(C)C(=O)N1N=C(S[C@@]1(CCCN)c2ccccc2)c3cc(F)ccc3F" GCE SMILES CACTVS 3.385 "CON(C)C(=O)N1N=C(S[C]1(CCCN)c2ccccc2)c3cc(F)ccc3F" GCE SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CN(C(=O)N1[C@](SC(=N1)c2cc(ccc2F)F)(CCCN)c3ccccc3)OC" GCE SMILES "OpenEye OEToolkits" 2.0.6 "CN(C(=O)N1C(SC(=N1)c2cc(ccc2F)F)(CCCN)c3ccccc3)OC" # _pdbx_chem_comp_identifier.comp_id GCE _pdbx_chem_comp_identifier.type "SYSTEMATIC NAME" _pdbx_chem_comp_identifier.program "OpenEye OEToolkits" _pdbx_chem_comp_identifier.program_version 2.0.6 _pdbx_chem_comp_identifier.identifier "(2~{S})-2-(3-azanylpropyl)-5-[2,5-bis(fluoranyl)phenyl]-~{N}-methoxy-~{N}-methyl-2-phenyl-1,3,4-thiadiazole-3-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 GCE "Create component" 2018-09-12 EBI GCE "Other modification" 2018-09-12 EBI GCE "Initial release" 2019-09-25 RCSB ##