# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon May  4 12:08:01 2020
#   Inital geometry file: a 128 line input string
#   Ligand name: (2~{S})-2-(3-azanylpropyl)-5-[2,5-bis(fluoranyl)phenyl]-~{N}-methoxy-~{N}-methyl-2-phenyl-1,3,4-thiadiazole-3-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CON(C)C(=O)N1N=C(S[C@@]1(CCCN)c2ccccc2)c3cc(F)ccc3F
#
data_comp_list
loop_
_chem_comp.id
_chem_comp.three_letter_code
_chem_comp.name
_chem_comp.group
_chem_comp.number_atoms_all
_chem_comp.number_atoms_nh
_chem_comp.desc_level
_chem_comp.initial_date
_chem_comp.modified_date
_chem_comp.source
 GCE  GCE  (2~{S})-2-(3-azanylpropyl)-5-[2,5-bis(fluoranyl)phenyl]-~{N}-methoxy-~{N}-methyl-2-phenyl-1,3,4-thiadiazole-3-carboxamide  ligand  51  29  .  2021-08-10  2021-08-10  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_GCE
loop_
_chem_comp_atom.comp_id
_chem_comp_atom.atom_id
_chem_comp_atom.type_symbol
_chem_comp_atom.type_energy
_chem_comp_atom.charge
_chem_comp_atom.partial_charge
_chem_comp_atom.x
_chem_comp_atom.y
_chem_comp_atom.z
 GCE  C10  C  CR6   0  -0.131   2.5469   0.2342   0.0997
 GCE  C13  C  CR16  0  -0.392   5.3454   0.3094   0.1850
 GCE  C14  C  CR6   0   0.544   4.5836   0.8390   1.2090
 GCE  C18  C  CH2   0  -0.411  -1.8275   0.3965   1.9533
 GCE  C26  C  CR16  0  -0.238  -4.4063   2.7177  -0.5815
 GCE  C19  C  CH2   0  -0.434  -0.8865  -0.4686   2.7782
 GCE  C20  C  CH2   0  -0.268  -1.4418  -0.6956   4.1772
 GCE  C22  C  CR6   0   0.218  -2.4072   1.3865  -0.3407
 GCE  C23  C  CR16  0  -0.281  -2.2168   1.4666  -1.7198
 GCE  C24  C  CR16  0  -0.245  -3.1163   2.1508  -2.5199
 GCE  C29  C  CH3   0  -0.385   0.5807  -3.2249  -2.1877
 GCE  C01  C  CH3   0  -0.518  -2.4618  -3.5450  -1.7138
 GCE  C03  C  C     0   0.776  -1.8550  -1.5543  -0.4998
 GCE  C06  C  CR5   0  -0.160  -1.3886   0.6463   0.5084
 GCE  C08  C  CR5   0   0.077   1.0830   0.2047   0.0733
 GCE  C11  C  CR6   0   0.546   3.3179  -0.2841  -0.9342
 GCE  C12  C  CR16  0  -0.387   4.6981  -0.2561  -0.9023
 GCE  C15  C  CR16  0  -0.434   3.2048   0.8163   1.1832
 GCE  C25  C  CR16  0  -0.263  -4.2176   2.7821  -1.9527
 GCE  C27  C  CR16  0  -0.322  -3.5076   2.0225   0.2201
 GCE  F16  F  F     0  -0.309   5.2009   1.3919   2.2617
 GCE  F17  F  F     0  -0.290   2.7140  -0.8025  -2.0060
 GCE  N02  N  NT    0  -0.247  -1.4406  -2.6158  -1.2648
 GCE  N05  N  NR5   0  -0.390  -0.9335  -0.5821  -0.1803
 GCE  N09  N  N     0  -0.163   0.3986  -0.8144  -0.2466
 GCE  N21  N  NH2   0  -0.801  -0.5344  -1.5138   4.9668
 GCE  O04  O  O     0  -0.486  -2.9992  -1.4783  -0.0910
 GCE  O28  O  O2    0  -0.382  -0.5171  -2.3292  -2.2518
 GCE  S07  S  S2    0   0.120   0.1720   1.6407   0.5104
 GCE  H1   H  HCR6  0   0.299   6.4258   0.3397   0.2269
 GCE  H2   H  HCH2  0   0.261  -2.8204  -0.0553   1.9411
 GCE  H3   H  HCH2  0   0.249  -1.9294   1.3692   2.4426
 GCE  H4   H  HCR6  0   0.260  -5.2580   3.2050  -0.1253
 GCE  H5   H  HCH2  0   0.228  -0.7260  -1.4396   2.3032
 GCE  H6   H  HCH2  0   0.222   0.0932   0.0126   2.8615
 GCE  H7   H  HCH2  0   0.192  -1.6659   0.2793   4.6344
 GCE  H8   H  HCH2  0   0.216  -2.3975  -1.2215   4.0989
 GCE  H9   H  HCR6  0   0.256  -1.3604   0.9883  -2.1792
 GCE  H10  H  HCR6  0   0.259  -2.9547   2.1956  -3.5891
 GCE  H11  H  HCH3  0   0.234   1.2239  -2.9693  -3.0269
 GCE  H12  H  HCH3  0   0.225   1.1360  -3.1166  -1.2567
 GCE  H13  H  HCH3  0   0.215   0.2593  -4.2634  -2.3042
 GCE  H14  H  HCH3  0   0.239  -3.1601  -3.0934  -2.4221
 GCE  H15  H  HCH3  0   0.249  -1.9715  -4.3914  -2.1897
 GCE  H16  H  HCH3  0   0.254  -3.0166  -3.9255  -0.8611
 GCE  H18  H  HCR6  0   0.300   5.2648  -0.6664  -1.7273
 GCE  H19  H  HCR6  0   0.294   2.6410   1.2344   2.0076
 GCE  H20  H  HCR6  0   0.259  -4.9197   3.3199  -2.5762
 GCE  H21  H  HCR6  0   0.261  -3.6867   1.9877   1.2856
 GCE  H23  H  HNH2  0   0.338   0.3101  -0.9878   5.1557
 GCE  H24  H  HNH2  0   0.347  -0.9479  -1.6957   5.8722

loop_
_chem_comp_bond.comp_id
_chem_comp_bond.atom_id_1
_chem_comp_bond.atom_id_2
_chem_comp_bond.type
_chem_comp_bond.value_dist
_chem_comp_bond.value_dist_esd
_chem_comp_bond.value_dist_neutron
 GCE  C25  C24  aromatic  1.390  0.020  1.390
 GCE  C25  C26  aromatic  1.386  0.020  1.386
 GCE  C24  C23  aromatic  1.385  0.020  1.385
 GCE  C26  C27  aromatic  1.391  0.020  1.391
 GCE  C23  C22  aromatic  1.395  0.020  1.395
 GCE  C27  C22  aromatic  1.389  0.020  1.389
 GCE  C29  O28  single    1.418  0.020  1.418
 GCE  C22  C06  single    1.519  0.020  1.519
 GCE  O28  N02  single    1.382  0.020  1.382
 GCE  O04  C03  double    1.217  0.020  1.217
 GCE  N02  C03  single    1.372  0.020  1.372
 GCE  N02  C01  single    1.452  0.020  1.452
 GCE  C03  N05  single    1.377  0.020  1.377
 GCE  N05  C06  single    1.480  0.020  1.480
 GCE  N05  N09  single    1.354  0.020  1.354
 GCE  C06  S07  single    1.850  0.020  1.850
 GCE  C06  C18  single    1.531  0.020  1.531
 GCE  N09  C08  double    1.269  0.020  1.269
 GCE  S07  C08  single    1.756  0.020  1.756
 GCE  C18  C19  single    1.521  0.020  1.521
 GCE  C08  C10  single    1.464  0.020  1.464
 GCE  C19  C20  single    1.522  0.020  1.522
 GCE  F17  C11  single    1.335  0.020  1.335
 GCE  C10  C11  aromatic  1.390  0.020  1.390
 GCE  C10  C15  aromatic  1.395  0.020  1.395
 GCE  C11  C12  aromatic  1.381  0.020  1.381
 GCE  C15  C14  aromatic  1.379  0.020  1.379
 GCE  C20  N21  single    1.455  0.020  1.455
 GCE  C12  C13  aromatic  1.386  0.020  1.386
 GCE  C14  C13  aromatic  1.382  0.020  1.382
 GCE  C14  F16  single    1.340  0.020  1.340
 GCE  C13  H1   single    0.930  0.020  1.080
 GCE  C18  H2   single    0.970  0.020  1.090
 GCE  C18  H3   single    0.970  0.020  1.090
 GCE  C26  H4   single    0.930  0.020  1.080
 GCE  C19  H5   single    0.970  0.020  1.090
 GCE  C19  H6   single    0.970  0.020  1.090
 GCE  C20  H7   single    0.970  0.020  1.090
 GCE  C20  H8   single    0.970  0.020  1.090
 GCE  C23  H9   single    0.930  0.020  1.080
 GCE  C24  H10  single    0.930  0.020  1.080
 GCE  C29  H11  single    0.970  0.020  1.090
 GCE  C29  H12  single    0.970  0.020  1.090
 GCE  C29  H13  single    0.970  0.020  1.090
 GCE  C01  H14  single    0.970  0.020  1.090
 GCE  C01  H15  single    0.970  0.020  1.090
 GCE  C01  H16  single    0.970  0.020  1.090
 GCE  C12  H18  single    0.930  0.020  1.080
 GCE  C15  H19  single    0.930  0.020  1.080
 GCE  C25  H20  single    0.930  0.020  1.080
 GCE  C27  H21  single    0.930  0.020  1.080
 GCE  N21  H23  single    0.890  0.020  1.040
 GCE  N21  H24  single    0.890  0.020  1.040

loop_
_chem_comp_angle.comp_id
_chem_comp_angle.atom_id_1
_chem_comp_angle.atom_id_2
_chem_comp_angle.atom_id_3
_chem_comp_angle.value_angle
_chem_comp_angle.value_angle_esd
 GCE  C15  C10  C11  118.15  3.000
 GCE  C15  C10  C08  119.60  3.000
 GCE  C11  C10  C08  122.25  3.000
 GCE  H1   C13  C12  120.55  3.000
 GCE  H1   C13  C14  120.75  3.000
 GCE  C12  C13  C14  118.70  3.000
 GCE  F16  C14  C15  118.82  3.000
 GCE  F16  C14  C13  119.11  3.000
 GCE  C15  C14  C13  122.07  3.000
 GCE  H3   C18  H2   106.77  3.000
 GCE  H3   C18  C06  107.70  3.000
 GCE  H2   C18  C06  108.55  3.000
 GCE  H3   C18  C19  108.71  3.000
 GCE  H2   C18  C19  109.48  3.000
 GCE  C06  C18  C19  115.30  3.000
 GCE  H4   C26  C27  119.39  3.000
 GCE  H4   C26  C25  120.23  3.000
 GCE  C27  C26  C25  120.38  3.000
 GCE  H6   C19  H5   106.99  3.000
 GCE  H6   C19  C20  108.79  3.000
 GCE  H5   C19  C20  108.69  3.000
 GCE  H6   C19  C18  110.17  3.000
 GCE  H5   C19  C18  111.13  3.000
 GCE  C20  C19  C18  110.95  3.000
 GCE  H8   C20  H7   106.14  3.000
 GCE  H8   C20  N21  108.27  3.000
 GCE  H7   C20  N21  113.58  3.000
 GCE  H8   C20  C19  108.95  3.000
 GCE  H7   C20  C19  108.91  3.000
 GCE  N21  C20  C19  110.80  3.000
 GCE  C27  C22  C06  121.92  3.000
 GCE  C06  C22  C23  119.30  3.000
 GCE  C27  C22  C23  118.75  3.000
 GCE  H9   C23  C24  119.13  3.000
 GCE  H9   C23  C22  120.13  3.000
 GCE  C24  C23  C22  120.74  3.000
 GCE  H10  C24  C25  120.17  3.000
 GCE  H10  C24  C23  119.62  3.000
 GCE  C25  C24  C23  120.21  3.000
 GCE  H13  C29  H12  109.59  3.000
 GCE  H13  C29  H11  108.35  3.000
 GCE  H12  C29  H11  109.54  3.000
 GCE  H13  C29  O28  111.56  3.000
 GCE  H12  C29  O28  111.74  3.000
 GCE  H11  C29  O28  105.93  3.000
 GCE  H16  C01  H15  107.53  3.000
 GCE  H16  C01  H14  109.11  3.000
 GCE  H15  C01  H14  109.04  3.000
 GCE  H16  C01  N02  109.92  3.000
 GCE  H15  C01  N02  108.44  3.000
 GCE  H14  C01  N02  112.68  3.000
 GCE  O04  C03  N05  120.46  3.000
 GCE  N05  C03  N02  118.25  3.000
 GCE  O04  C03  N02  121.28  3.000
 GCE  S07  C06  N05  100.79  3.000
 GCE  S07  C06  C22  107.72  3.000
 GCE  N05  C06  C22  110.52  3.000
 GCE  S07  C06  C18  109.18  3.000
 GCE  N05  C06  C18  113.08  3.000
 GCE  C22  C06  C18  114.52  3.000
 GCE  S07  C08  N09  116.10  3.000
 GCE  S07  C08  C10  119.85  3.000
 GCE  N09  C08  C10  124.06  3.000
 GCE  F17  C11  C12  118.59  3.000
 GCE  C12  C11  C10  121.98  3.000
 GCE  F17  C11  C10  119.41  3.000
 GCE  H18  C12  C11  119.89  3.000
 GCE  H18  C12  C13  120.56  3.000
 GCE  C11  C12  C13  119.55  3.000
 GCE  H19  C15  C14  120.00  3.000
 GCE  H19  C15  C10  120.46  3.000
 GCE  C14  C15  C10  119.53  3.000
 GCE  H20  C25  C24  120.30  3.000
 GCE  H20  C25  C26  120.33  3.000
 GCE  C24  C25  C26  119.38  3.000
 GCE  H21  C27  C22  120.95  3.000
 GCE  H21  C27  C26  118.50  3.000
 GCE  C22  C27  C26  120.54  3.000
 GCE  O28  N02  C03  116.08  3.000
 GCE  C03  N02  C01  117.06  3.000
 GCE  O28  N02  C01  112.45  3.000
 GCE  N09  N05  C06  117.89  3.000
 GCE  N09  N05  C03  121.73  3.000
 GCE  C06  N05  C03  119.22  3.000
 GCE  N05  N09  C08  112.37  3.000
 GCE  H24  N21  H23  105.50  3.000
 GCE  H24  N21  C20  109.38  3.000
 GCE  H23  N21  C20  109.23  3.000
 GCE  N02  O28  C29  110.74  3.000
 GCE  C08  S07  C06   89.87  3.000

loop_
_chem_comp_tor.comp_id
_chem_comp_tor.id
_chem_comp_tor.atom_id_1
_chem_comp_tor.atom_id_2
_chem_comp_tor.atom_id_3
_chem_comp_tor.atom_id_4
_chem_comp_tor.value_angle
_chem_comp_tor.value_angle_esd
_chem_comp_tor.period
 GCE  CONST_01  C13  C12  C11  C10     0.00   0.0  0
 GCE  CONST_02  C13  C14  C15  C10     0.00   0.0  0
 GCE  CONST_03  C11  C10  C15  C14     0.00   0.0  0
 GCE  CONST_04  C11  C12  C13  C14     0.00   0.0  0
 GCE  CONST_05  C23  C24  C25  C26     0.00   0.0  0
 GCE  CONST_06  C23  C22  C27  C26     0.00   0.0  0
 GCE  CONST_07  C25  C24  C23  C22     0.00   0.0  0
 GCE  CONST_08  C25  C26  C27  C22     0.00   0.0  0
 GCE  CONST_09  C27  C26  C25  C24     0.00   0.0  0
 GCE  CONST_10  C27  C22  C23  C24     0.00   0.0  0
 GCE  CONST_11  C15  C10  C11  C12     0.00   0.0  0
 GCE  CONST_12  C15  C14  C13  C12     0.00   0.0  0
 GCE  CONST_13  C08  C10  C15  C14   180.00   0.0  0
 GCE  CONST_14  C06  C22  C27  C26   180.00   0.0  0
 GCE  CONST_15  C06  C22  C23  C24   180.00   0.0  0
 GCE  CONST_16  C12  C11  C10  C08   180.00   0.0  0
 GCE  CONST_17  F16  C14  C15  C10   180.00   0.0  0
 GCE  CONST_18  F17  C11  C12  C13   180.00   0.0  0
 GCE  CONST_19  F17  C11  C10  C08     0.00   0.0  0
 GCE  CONST_20  F16  C14  C13  C12   180.00   0.0  0
 GCE  CONST_21  F17  C11  C10  C15   180.00   0.0  0
 GCE  CONST_22  H18  C12  C11  C10   180.00   0.0  0
 GCE  CONST_23  H19  C15  C14  C13   180.00   0.0  0
 GCE  CONST_24  H10  C24  C25  C26   180.00   0.0  0
 GCE  CONST_25  H4   C26  C27  C22   180.00   0.0  0
 GCE  CONST_26  H20  C25  C24  C23   180.00   0.0  0
 GCE  CONST_27  H21  C27  C22  C23   180.00   0.0  0
 GCE  CONST_28  H9   C23  C22  C06     0.00   0.0  0
 GCE  CONST_29  H1   C13  C12  C11   180.00   0.0  0
 GCE  CONST_30  O04  C03  N05  C06     0.00   0.0  0
 GCE  CONST_32  N02  C03  N05  C06   180.00   0.0  0
 GCE  CONST_34  N05  C03  N02  C01   180.00   0.0  0
 GCE  CONST_36  O04  C03  N02  C01     0.00   0.0  0
 GCE  Var_01    N09  C08  S07  C06     9.41  30.0  1
 GCE  Var_02    C06  C18  C19  C20  -177.89  30.0  2
 GCE  Var_03    N21  C20  C19  C18  -179.52  30.0  3
 GCE  Var_04    C03  N02  O28  C29   130.12  30.0  3
 GCE  Var_05    H23  N21  C20  C19    68.24  30.0  3
 GCE  Var_06    H14  C01  N02  C03    66.56  30.0  3
 GCE  Var_07    H11  C29  O28  N02   176.73  30.0  3

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 GCE  chir_01  C06  N05  S07  C22  negativ

loop_
_chem_comp_plane_atom.comp_id
_chem_comp_plane_atom.plane_id
_chem_comp_plane_atom.atom_id
_chem_comp_plane_atom.dist_esd
 GCE  plan-1  C10  0.020
 GCE  plan-1  C13  0.020
 GCE  plan-1  C14  0.020
 GCE  plan-1  C08  0.020
 GCE  plan-1  C11  0.020
 GCE  plan-1  C12  0.020
 GCE  plan-1  C15  0.020
 GCE  plan-1  F16  0.020
 GCE  plan-1  F17  0.020
 GCE  plan-1  H1   0.020
 GCE  plan-1  H18  0.020
 GCE  plan-1  H19  0.020
 GCE  plan-2  C26  0.020
 GCE  plan-2  C22  0.020
 GCE  plan-2  C23  0.020
 GCE  plan-2  C24  0.020
 GCE  plan-2  C06  0.020
 GCE  plan-2  C25  0.020
 GCE  plan-2  C27  0.020
 GCE  plan-2  H4   0.020
 GCE  plan-2  H9   0.020
 GCE  plan-2  H10  0.020
 GCE  plan-2  H20  0.020
 GCE  plan-2  H21  0.020
 GCE  plan-3  C01  0.020
 GCE  plan-3  C03  0.020
 GCE  plan-3  C06  0.020
 GCE  plan-3  N02  0.020
 GCE  plan-3  N05  0.020
 GCE  plan-3  N09  0.020
 GCE  plan-3  O04  0.020
 GCE  plan-3  O28  0.020

