# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon May  4 02:16:28 2020
#   Inital geometry file: a 122 line input string
#   Ligand name: 4-[2-(2-propylpyridin-4-yl)-1,3-thiazol-4-yl]-~{N}-[3,3,3-tris(fluoranyl)propyl]benzamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCc1cc(ccn1)c2scc(n2)c3ccc(cc3)C(=O)NCCC(F)(F)F
#
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
 GGN  GGN  4-[2-(2-propylpyridin-4-yl)-1,3-thiazol-4-yl]-~{N}-[3,3,3-tris(fluoranyl)propyl]benzamide  ligand  49  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 GRAND
;

data_comp_GGN
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
 GGN  C4   C  CR6   0   0.273   6.8219   1.3107   0.3607
 GGN  C14  C  CR16  0  -0.247  -2.0382  -2.4957  -0.3689
 GGN  C5   C  CR16  0  -0.428   5.9051   0.2648   0.3649
 GGN  C6   C  CR6   0   0.195   4.5451   0.5400   0.2669
 GGN  C11  C  CR15  0  -0.581   2.2945  -2.5902   0.3112
 GGN  C7   C  CR16  0  -0.367   4.1549   1.8727   0.1664
 GGN  C8   C  CR16  0  -0.067   5.1400   2.8444   0.1731
 GGN  C9   C  CR5   0   0.023   3.5371  -0.5197   0.2641
 GGN  C10  C  CR5   0   0.399   1.5430  -1.4593   0.1455
 GGN  C12  C  CR6   0   0.047   0.0854  -1.4028  -0.0114
 GGN  C13  C  CR16  0  -0.316  -0.6684  -2.5628  -0.2010
 GGN  N1   N  N     0  -0.420   6.4375   2.5823   0.2664
 GGN  N2   N  N     0  -0.413   2.2679  -0.3050   0.1269
 GGN  C3   C  CH2   0  -0.486   8.2970   1.0473   0.4238
 GGN  N3   N  NH1   0  -0.660  -4.8412  -0.2224   0.0084
 GGN  C1   C  CH3   0  -0.666  10.4808   1.0347  -0.8577
 GGN  C2   C  CH2   0  -0.424   8.9803   1.2762  -0.9262
 GGN  S1   S  S2    0   0.286   3.9447  -2.1918   0.4385
 GGN  C15  C  CR6   0  -0.050  -2.6991  -1.2696  -0.3304
 GGN  C16  C  CR16  0  -0.269  -1.9511  -0.1104  -0.1422
 GGN  C17  C  CR16  0  -0.282  -0.5760  -0.1752   0.0106
 GGN  C18  C  C     0   0.536  -4.1764  -1.2516  -0.5460
 GGN  O1   O  O     0  -0.484  -4.7342  -2.1243  -1.1968
 GGN  C19  C  CH2   0  -0.260  -6.2749  -0.0814  -0.1139
 GGN  C20  C  CH2   0  -0.681  -6.6665   1.3441   0.2563
 GGN  C21  C  CT    0   0.995  -8.1424   1.5977   0.1239
 GGN  F1   F  F     0  -0.308  -8.4599   2.8544   0.4650
 GGN  F2   F  F     0  -0.313  -8.5825   1.4144  -1.1311
 GGN  F3   F  F     0  -0.313  -8.8750   0.7885   0.9053
 GGN  H1   H  HCR6  0   0.264  -2.5997  -3.4062  -0.5297
 GGN  H2   H  HCR6  0   0.264   6.2712  -0.7521   0.4449
 GGN  H3   H  HCR5  0   0.316   1.9710  -3.6173   0.3709
 GGN  H4   H  HCR6  0   0.273   3.1125   2.1465   0.0866
 GGN  H5   H  HCR6  0   0.267   4.8629   3.8901   0.1010
 GGN  H6   H  HCR6  0   0.257  -0.1873  -3.5319  -0.2354
 GGN  H7   H  HCH2  0   0.244   8.7467   1.7071   1.1710
 GGN  H8   H  HCH2  0   0.240   8.4774   0.0220   0.7556
 GGN  H9   H  HNH1  0   0.411  -4.3740   0.3409   0.7011
 GGN  H10  H  HCH3  0   0.220  10.9533   1.7010  -0.1338
 GGN  H11  H  HCH3  0   0.220  10.7025   0.0099  -0.5560
 GGN  H12  H  HCH3  0   0.231  10.9535   1.2063  -1.8251
 GGN  H13  H  HCH2  0   0.225   8.5317   0.6175  -1.6751
 GGN  H14  H  HCH2  0   0.226   8.7829   2.2986  -1.2581
 GGN  H15  H  HCR6  0   0.262  -2.4249   0.8634  -0.1415
 GGN  H16  H  HCR6  0   0.264  -0.0103   0.7370   0.1422
 GGN  H17  H  HCH2  0   0.260  -6.5599  -0.2989  -1.1428
 GGN  H18  H  HCH2  0   0.254  -6.7893  -0.8015   0.5281
 GGN  H19  H  HCH2  0   0.289  -6.3799   1.5622   1.2881
 GGN  H20  H  HCH2  0   0.292  -6.1405   2.0537  -0.3856

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
 GGN  F1   C21  single    1.340  0.020  1.340
 GGN  O1   C18  double    1.223  0.020  1.223
 GGN  C21  F3   single    1.342  0.020  1.342
 GGN  C21  F2   single    1.342  0.020  1.342
 GGN  C21  C20  single    1.503  0.020  1.503
 GGN  C14  C13  aromatic  1.382  0.020  1.382
 GGN  C14  C15  aromatic  1.393  0.020  1.393
 GGN  C18  C15  single    1.493  0.020  1.493
 GGN  C18  N3   single    1.345  0.020  1.345
 GGN  C20  C19  single    1.524  0.020  1.524
 GGN  C19  N3   single    1.446  0.020  1.446
 GGN  C13  C12  aromatic  1.396  0.020  1.396
 GGN  C8   C7   aromatic  1.384  0.020  1.384
 GGN  C8   N1   aromatic  1.327  0.020  1.327
 GGN  C15  C16  aromatic  1.392  0.020  1.392
 GGN  C7   C6   aromatic  1.392  0.020  1.392
 GGN  N1   C4   aromatic  1.332  0.020  1.332
 GGN  N2   C10  aromatic  1.363  0.020  1.363
 GGN  N2   C9   aromatic  1.295  0.020  1.295
 GGN  C12  C10  single    1.467  0.020  1.467
 GGN  C12  C17  aromatic  1.395  0.020  1.395
 GGN  C16  C17  aromatic  1.385  0.020  1.385
 GGN  C6   C9   single    1.463  0.020  1.463
 GGN  C6   C5   aromatic  1.391  0.020  1.391
 GGN  C10  C11  aromatic  1.368  0.020  1.368
 GGN  C4   C5   aromatic  1.391  0.020  1.391
 GGN  C4   C3   single    1.500  0.020  1.500
 GGN  C9   S1   aromatic  1.730  0.020  1.730
 GGN  C3   C2   single    1.530  0.020  1.530
 GGN  C2   C1   single    1.521  0.020  1.521
 GGN  C11  S1   aromatic  1.702  0.020  1.702
 GGN  C14  H1   single    0.930  0.020  1.080
 GGN  C5   H2   single    0.930  0.020  1.080
 GGN  C11  H3   single    0.930  0.020  1.080
 GGN  C7   H4   single    0.930  0.020  1.080
 GGN  C8   H5   single    0.930  0.020  1.080
 GGN  C13  H6   single    0.930  0.020  1.080
 GGN  C3   H7   single    0.970  0.020  1.090
 GGN  C3   H8   single    0.970  0.020  1.090
 GGN  N3   H9   single    0.860  0.020  1.020
 GGN  C1   H10  single    0.970  0.020  1.090
 GGN  C1   H11  single    0.970  0.020  1.090
 GGN  C1   H12  single    0.970  0.020  1.090
 GGN  C2   H13  single    0.970  0.020  1.090
 GGN  C2   H14  single    0.970  0.020  1.090
 GGN  C16  H15  single    0.930  0.020  1.080
 GGN  C17  H16  single    0.930  0.020  1.080
 GGN  C19  H17  single    0.970  0.020  1.090
 GGN  C19  H18  single    0.970  0.020  1.090
 GGN  C20  H19  single    0.970  0.020  1.090
 GGN  C20  H20  single    0.970  0.020  1.090

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
 GGN  C3   C4   N1   117.03  3.000
 GGN  C3   C4   C5   121.07  3.000
 GGN  N1   C4   C5   121.87  3.000
 GGN  H1   C14  C15  119.91  3.000
 GGN  H1   C14  C13  119.46  3.000
 GGN  C15  C14  C13  120.63  3.000
 GGN  H2   C5   C6   121.40  3.000
 GGN  H2   C5   C4   118.90  3.000
 GGN  C6   C5   C4   119.70  3.000
 GGN  C9   C6   C7   120.01  3.000
 GGN  C9   C6   C5   122.05  3.000
 GGN  C7   C6   C5   117.93  3.000
 GGN  H3   C11  S1   120.63  3.000
 GGN  H3   C11  C10  129.00  3.000
 GGN  S1   C11  C10  110.37  3.000
 GGN  H4   C7   C8   120.60  3.000
 GGN  H4   C7   C6   121.21  3.000
 GGN  C8   C7   C6   118.18  3.000
 GGN  H5   C8   N1   116.43  3.000
 GGN  H5   C8   C7   119.67  3.000
 GGN  N1   C8   C7   123.90  3.000
 GGN  S1   C9   N2   113.70  3.000
 GGN  S1   C9   C6   122.53  3.000
 GGN  N2   C9   C6   123.77  3.000
 GGN  N2   C10  C12  119.62  3.000
 GGN  C12  C10  C11  126.20  3.000
 GGN  N2   C10  C11  114.18  3.000
 GGN  C17  C12  C13  118.51  3.000
 GGN  C17  C12  C10  120.22  3.000
 GGN  C13  C12  C10  121.26  3.000
 GGN  H6   C13  C12  120.54  3.000
 GGN  H6   C13  C14  118.70  3.000
 GGN  C12  C13  C14  120.75  3.000
 GGN  C8   N1   C4   118.41  3.000
 GGN  C10  N2   C9   112.31  3.000
 GGN  H8   C3   H7   106.90  3.000
 GGN  H8   C3   C2   109.55  3.000
 GGN  H7   C3   C2   109.21  3.000
 GGN  H8   C3   C4   109.87  3.000
 GGN  H7   C3   C4   109.10  3.000
 GGN  C2   C3   C4   112.07  3.000
 GGN  H9   N3   C19  117.60  3.000
 GGN  H9   N3   C18  118.82  3.000
 GGN  C19  N3   C18  122.01  3.000
 GGN  H12  C1   H11  107.76  3.000
 GGN  H12  C1   H10  107.74  3.000
 GGN  H11  C1   H10  107.58  3.000
 GGN  H12  C1   C2   111.27  3.000
 GGN  H11  C1   C2   111.22  3.000
 GGN  H10  C1   C2   111.09  3.000
 GGN  H14  C2   H13  106.34  3.000
 GGN  H14  C2   C1   109.90  3.000
 GGN  H13  C2   C1   109.86  3.000
 GGN  H14  C2   C3   109.10  3.000
 GGN  H13  C2   C3   109.32  3.000
 GGN  C1   C2   C3   112.14  3.000
 GGN  C9   S1   C11   89.44  3.000
 GGN  C18  C15  C16  122.75  3.000
 GGN  C16  C15  C14  118.79  3.000
 GGN  C18  C15  C14  118.42  3.000
 GGN  H15  C16  C17  118.45  3.000
 GGN  H15  C16  C15  120.91  3.000
 GGN  C17  C16  C15  120.62  3.000
 GGN  H16  C17  C16  119.56  3.000
 GGN  H16  C17  C12  119.76  3.000
 GGN  C16  C17  C12  120.68  3.000
 GGN  O1   C18  C15  121.29  3.000
 GGN  C15  C18  N3   116.03  3.000
 GGN  O1   C18  N3   122.68  3.000
 GGN  H18  C19  H17  107.45  3.000
 GGN  H18  C19  C20  110.64  3.000
 GGN  H17  C19  C20  110.42  3.000
 GGN  H18  C19  N3   110.65  3.000
 GGN  H17  C19  N3   108.65  3.000
 GGN  C20  C19  N3   109.00  3.000
 GGN  H20  C20  H19  107.39  3.000
 GGN  H20  C20  C21  108.15  3.000
 GGN  H19  C20  C21  107.88  3.000
 GGN  H20  C20  C19  109.96  3.000
 GGN  H19  C20  C19  110.40  3.000
 GGN  C21  C20  C19  112.88  3.000
 GGN  F3   C21  F2   106.44  3.000
 GGN  F2   C21  F1   106.76  3.000
 GGN  F3   C21  F1   106.73  3.000
 GGN  F2   C21  C20  112.40  3.000
 GGN  F3   C21  C20  112.50  3.000
 GGN  F1   C21  C20  111.61  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
 GGN  CONST_01  C7   C8   N1   C4      0.00   0.0  0
 GGN  CONST_02  C7   C6   C5   C4      0.00   0.0  0
 GGN  CONST_03  C9   C6   C5   C4    180.00   0.0  0
 GGN  CONST_04  C10  C12  C13  C14   180.00   0.0  0
 GGN  CONST_05  C17  C12  C13  C14     0.00   0.0  0
 GGN  CONST_06  C17  C16  C15  C14     0.00   0.0  0
 GGN  CONST_07  C8   C7   C6   C5      0.00   0.0  0
 GGN  CONST_08  N2   C9   C6   C5    180.00   0.0  0
 GGN  CONST_09  S1   C9   C6   C5      0.00   0.0  0
 GGN  CONST_10  C8   N1   C4   C5      0.00   0.0  0
 GGN  CONST_11  N1   C8   C7   C6      0.00   0.0  0
 GGN  CONST_12  C10  N2   C9   C6    180.00   0.0  0
 GGN  CONST_13  C11  S1   C9   C6    180.00   0.0  0
 GGN  CONST_14  N1   C4   C5   C6      0.00   0.0  0
 GGN  CONST_15  C9   N2   C10  C11     0.00   0.0  0
 GGN  CONST_16  C13  C12  C10  C11     0.00   0.0  0
 GGN  CONST_17  C17  C12  C10  C11   180.00   0.0  0
 GGN  CONST_18  N2   C9   S1   C11     0.00   0.0  0
 GGN  CONST_19  N2   C9   C6   C7      0.00   0.0  0
 GGN  CONST_20  S1   C9   C6   C7    180.00   0.0  0
 GGN  CONST_21  C9   C6   C7   C8    180.00   0.0  0
 GGN  CONST_22  C12  C10  N2   C9    180.00   0.0  0
 GGN  CONST_23  C10  C11  S1   C9      0.00   0.0  0
 GGN  CONST_24  S1   C9   N2   C10     0.00   0.0  0
 GGN  CONST_25  C16  C17  C12  C10   180.00   0.0  0
 GGN  CONST_26  C15  C14  C13  C12     0.00   0.0  0
 GGN  CONST_27  S1   C11  C10  C12   180.00   0.0  0
 GGN  CONST_28  C15  C16  C17  C12     0.00   0.0  0
 GGN  CONST_29  C16  C15  C14  C13     0.00   0.0  0
 GGN  CONST_30  N2   C10  C12  C13   180.00   0.0  0
 GGN  CONST_31  C16  C17  C12  C13     0.00   0.0  0
 GGN  CONST_32  C17  C12  C10  N2      0.00   0.0  0
 GGN  CONST_33  S1   C11  C10  N2      0.00   0.0  0
 GGN  CONST_34  C3   C4   C5   C6    180.00   0.0  0
 GGN  CONST_35  C3   C4   N1   C8    180.00   0.0  0
 GGN  CONST_36  C18  C15  C14  C13   180.00   0.0  0
 GGN  CONST_37  C18  C15  C16  C17   180.00   0.0  0
 GGN  CONST_38  H5   C8   N1   C4    180.00   0.0  0
 GGN  CONST_39  H15  C16  C15  C14   180.00   0.0  0
 GGN  CONST_40  H4   C7   C6   C5    180.00   0.0  0
 GGN  CONST_41  H2   C5   C6   C7    180.00   0.0  0
 GGN  CONST_42  H3   C11  S1   C9    180.00   0.0  0
 GGN  CONST_43  H6   C13  C12  C10     0.00   0.0  0
 GGN  CONST_44  H16  C17  C12  C10     0.00   0.0  0
 GGN  CONST_45  H1   C14  C13  C12   180.00   0.0  0
 GGN  CONST_46  C19  N3   C18  C15   180.00   0.0  0
 GGN  CONST_47  H9   N3   C18  C15     0.00   0.0  0
 GGN  CONST_48  C19  N3   C18  O1      0.00   0.0  0
 GGN  Var_01    O1   C18  C15  C14   -26.36  30.0  2
 GGN  Var_02    C2   C3   C4   C5    105.76  30.0  2
 GGN  Var_03    C1   C2   C3   C4    178.93  30.0  3
 GGN  Var_04    C21  C20  C19  N3    178.50  30.0  1
 GGN  Var_05    C20  C19  N3   C18  -163.93  30.0  1
 GGN  Var_06    F1   C21  C20  C19   179.53  30.0  3
 GGN  Var_07    H10  C1   C2   C3    -59.68  30.0  3

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
 GGN  plan-1  C6   0.020
 GGN  plan-1  C11  0.020
 GGN  plan-1  C9   0.020
 GGN  plan-1  C10  0.020
 GGN  plan-1  C12  0.020
 GGN  plan-1  N2   0.020
 GGN  plan-1  S1   0.020
 GGN  plan-1  H3   0.020
 GGN  plan-2  C14  0.020
 GGN  plan-2  C10  0.020
 GGN  plan-2  C12  0.020
 GGN  plan-2  C13  0.020
 GGN  plan-2  C15  0.020
 GGN  plan-2  C16  0.020
 GGN  plan-2  C17  0.020
 GGN  plan-2  C18  0.020
 GGN  plan-2  H1   0.020
 GGN  plan-2  H6   0.020
 GGN  plan-2  H15  0.020
 GGN  plan-2  H16  0.020
 GGN  plan-3  C4   0.020
 GGN  plan-3  C5   0.020
 GGN  plan-3  C6   0.020
 GGN  plan-3  C7   0.020
 GGN  plan-3  C8   0.020
 GGN  plan-3  C9   0.020
 GGN  plan-3  N1   0.020
 GGN  plan-3  C3   0.020
 GGN  plan-3  H2   0.020
 GGN  plan-3  H4   0.020
 GGN  plan-3  H5   0.020
 GGN  plan-4  N3   0.020
 GGN  plan-4  C15  0.020
 GGN  plan-4  C18  0.020
 GGN  plan-4  O1   0.020
 GGN  plan-4  C19  0.020
 GGN  plan-4  H9   0.020

