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  
##
