# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun May 10 11:16:31 2020
#   Inital geometry file: a 137 line input string
#   Ligand name: 2-[(1-methylpiperidin-4-yl)methylamino]-5-[[2-[4-(trifluoromethyloxy)phenyl]-1,3-thiazol-4-yl]methyl]-1,3-thiazol-4-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN1CCC(CC1)CNC2=NC(=O)C(=[SH]2)Cc3csc(n3)c4ccc(OC(F)(F)F)cc4
#
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
 JKW  JKW  2-[(1-methylpiperidin-4-yl)methylamino]-5-[[2-[4-(trifluoromethyloxy)phenyl]-1,3-thiazol-4-yl]methyl]-1,3-thiazol-4-one  ligand  55  32  .  2021-08-12  2021-08-12  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_JKW
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
 JKW  C4   C  CH2   0  -0.545   0.2824  -4.6983  -0.5044
 JKW  C14  C  CT    0   1.080   0.2328   4.8832  -0.6917
 JKW  C5   C  CR5   0  -0.428  -1.1591  -4.3564  -0.7621
 JKW  C6   C  CR5   0   0.468  -1.9859  -3.9876   0.3467
 JKW  C11  C  CR6   0   0.310   1.1990   2.7468  -0.7167
 JKW  C7   C  CR5   0   0.372  -2.8015  -2.4489  -1.0737
 JKW  C8   C  CR6   0   0.106   1.3239   0.0625  -0.0386
 JKW  C9   C  CR16  0  -0.318   1.9464   1.0244   0.7558
 JKW  C10  C  CR16  0  -0.278   1.8872   2.3666   0.4221
 JKW  C12  C  CR16  0  -0.280   0.5597   1.8145  -1.5172
 JKW  C13  C  CR16  0  -0.279   0.6252   0.4753  -1.1742
 JKW  N1   N  N     0  -0.412   0.7513  -2.2826  -0.3624
 JKW  N2   N  N     0  -0.456  -2.9246  -2.9590   0.0786
 JKW  C3   C  CR5   0   0.373   1.0100  -3.5352   0.1142
 JKW  N3   N  NH1   0  -0.619  -3.4883  -1.4830  -1.6563
 JKW  C1   C  CR5   0   0.019   1.4029  -1.3633   0.2784
 JKW  S1   S  S2    0   0.231   2.4073  -1.9854   1.5436
 JKW  C2   C  CR15  0  -0.565   1.8857  -3.5705   1.1538
 JKW  S2   S  S3    0   0.179  -1.4752  -3.2795  -2.0648
 JKW  F1   F  F     0  -0.298   0.0842   4.8827   0.6332
 JKW  F2   F  F     0  -0.275   0.5259   6.1130  -1.0814
 JKW  F3   F  F     0  -0.299  -0.9494   4.5505  -1.2153
 JKW  O2   O  O     0  -0.499  -1.8851  -4.4481   1.4768
 JKW  C15  C  CH2   0  -0.286  -4.5143  -0.7213  -0.9630
 JKW  C16  C  CH1   0  -0.251  -3.9965   0.6180  -0.4493
 JKW  C17  C  CH2   0  -0.427  -2.8452   0.4791   0.5422
 JKW  C18  C  CH2   0  -0.274  -2.4173   1.8429   1.0589
 JKW  N4   N  NT    0  -0.407  -3.5257   2.5475   1.6760
 JKW  C19  C  CH2   0  -0.275  -4.6145   2.7387   0.7370
 JKW  C20  C  CH2   0  -0.428  -5.1252   1.4084   0.2067
 JKW  C21  C  CH3   0  -0.517  -3.0972   3.8027   2.2480
 JKW  H1   H  HCH2  0   0.267   0.3411  -5.5604   0.1610
 JKW  H2   H  HCH2  0   0.269   0.7878  -5.0043  -1.4238
 JKW  H3   H  HCR6  0   0.266   2.4903   0.7413   1.6487
 JKW  H4   H  HCR6  0   0.288   2.3935   3.1009   1.0338
 JKW  H5   H  HCR6  0   0.286   0.0411   2.1201  -2.4161
 JKW  H6   H  HCR6  0   0.267   0.1407  -0.2599  -1.8025
 JKW  H7   H  HNH1  0   0.421  -3.2004  -1.1553  -2.5654
 JKW  H8   H  HCR5  0   0.305   2.2327  -4.4284   1.7080
 JKW  H9   H  HCH2  0   0.268  -5.3377  -0.5627  -1.6611
 JKW  H10  H  HCH2  0   0.256  -4.8909  -1.3315  -0.1421
 JKW  H11  H  HCH1  0   0.223  -3.6385   1.1938  -1.3139
 JKW  H12  H  HCH2  0   0.218  -3.1580  -0.1514   1.3804
 JKW  H13  H  HCH2  0   0.234  -1.9828  -0.0056   0.0799
 JKW  H14  H  HCH2  0   0.230  -1.6195   1.7269   1.7973
 JKW  H15  H  HCH2  0   0.184  -1.9875   2.4234   0.2237
 JKW  H17  H  HCH2  0   0.234  -5.4227   3.2722   1.2435
 JKW  H18  H  HCH2  0   0.182  -4.3041   3.3723  -0.1147
 JKW  H19  H  HCH2  0   0.235  -5.9347   1.5864  -0.5057
 JKW  H20  H  HCH2  0   0.219  -5.5448   0.8265   1.0337
 JKW  H21  H  HCH3  0   0.188  -2.6835   4.5020   1.5045
 JKW  H22  H  HCH3  0   0.229  -3.9369   4.2984   2.7373
 JKW  H23  H  HCH3  0   0.229  -2.3261   3.6277   3.0001
 JKW  H24  H  HSH1  0   0.298  -2.3715  -3.9015  -2.8698
 JKW  O1   O  O2    0  -0.521   1.2231   4.0807  -1.1017

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
 JKW  F2   C14  single    1.323  0.020  1.323
 JKW  C14  F1   single    1.333  0.020  1.333
 JKW  C14  F3   single    1.335  0.020  1.335
 JKW  C14  O1   single    1.339  0.020  1.339
 JKW  C21  N4   single    1.444  0.020  1.444
 JKW  O1   C11  single    1.389  0.020  1.389
 JKW  C18  N4   single    1.451  0.020  1.451
 JKW  C18  C17  single    1.520  0.020  1.520
 JKW  N4   C19  single    1.450  0.020  1.450
 JKW  C19  C20  single    1.520  0.020  1.520
 JKW  C11  C10  aromatic  1.384  0.020  1.384
 JKW  C11  C12  aromatic  1.385  0.020  1.385
 JKW  C10  C9   aromatic  1.384  0.020  1.384
 JKW  C17  C16  single    1.526  0.020  1.526
 JKW  C16  C20  single    1.526  0.020  1.526
 JKW  C16  C15  single    1.525  0.020  1.525
 JKW  C12  C13  aromatic  1.384  0.020  1.384
 JKW  C9   C8   aromatic  1.394  0.020  1.394
 JKW  C15  N3   single    1.454  0.020  1.454
 JKW  C13  C8   aromatic  1.396  0.020  1.396
 JKW  C8   C1   single    1.463  0.020  1.463
 JKW  N3   C7   single    1.321  0.020  1.321
 JKW  S2   C7   single    1.852  0.020  1.852
 JKW  S2   C5   double    1.720  0.020  1.720
 JKW  C1   N1   aromatic  1.296  0.020  1.296
 JKW  C1   S1   aromatic  1.731  0.020  1.731
 JKW  C7   N2   double    1.266  0.020  1.266
 JKW  N1   C3   aromatic  1.365  0.020  1.365
 JKW  N2   C6   single    1.418  0.020  1.418
 JKW  S1   C2   aromatic  1.714  0.020  1.714
 JKW  C5   C6   single    1.431  0.020  1.431
 JKW  C5   C4   single    1.504  0.020  1.504
 JKW  C3   C4   single    1.505  0.020  1.505
 JKW  C3   C2   aromatic  1.360  0.020  1.360
 JKW  C6   O2   double    1.225  0.020  1.225
 JKW  C4   H1   single    0.970  0.020  1.090
 JKW  C4   H2   single    0.970  0.020  1.090
 JKW  C9   H3   single    0.930  0.020  1.080
 JKW  C10  H4   single    0.930  0.020  1.080
 JKW  C12  H5   single    0.930  0.020  1.080
 JKW  C13  H6   single    0.930  0.020  1.080
 JKW  N3   H7   single    0.860  0.020  1.020
 JKW  C2   H8   single    0.930  0.020  1.080
 JKW  C15  H9   single    0.970  0.020  1.090
 JKW  C15  H10  single    0.970  0.020  1.090
 JKW  C16  H11  single    0.970  0.020  1.090
 JKW  C17  H12  single    0.970  0.020  1.090
 JKW  C17  H13  single    0.970  0.020  1.090
 JKW  C18  H14  single    0.970  0.020  1.090
 JKW  C18  H15  single    0.970  0.020  1.090
 JKW  C19  H17  single    0.970  0.020  1.090
 JKW  C19  H18  single    0.970  0.020  1.090
 JKW  C20  H19  single    0.970  0.020  1.090
 JKW  C20  H20  single    0.970  0.020  1.090
 JKW  C21  H21  single    0.970  0.020  1.090
 JKW  C21  H22  single    0.970  0.020  1.090
 JKW  C21  H23  single    0.970  0.020  1.090
 JKW  S2   H24  single    1.200  0.020  1.300

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
 JKW  H2   C4   H1   105.49  3.000
 JKW  H2   C4   C3   109.80  3.000
 JKW  H1   C4   C3   109.52  3.000
 JKW  H2   C4   C5   111.27  3.000
 JKW  H1   C4   C5   109.62  3.000
 JKW  C3   C4   C5   110.99  3.000
 JKW  F3   C14  F2   108.20  3.000
 JKW  F3   C14  F1   106.92  3.000
 JKW  F2   C14  F1   108.53  3.000
 JKW  F3   C14  O1   112.68  3.000
 JKW  F1   C14  O1   112.74  3.000
 JKW  F2   C14  O1   107.64  3.000
 JKW  S2   C5   C6   108.62  3.000
 JKW  C6   C5   C4   118.66  3.000
 JKW  S2   C5   C4   116.64  3.000
 JKW  O2   C6   N2   120.12  3.000
 JKW  O2   C6   C5   124.78  3.000
 JKW  N2   C6   C5   115.01  3.000
 JKW  O1   C11  C12  119.63  3.000
 JKW  C12  C11  C10  121.34  3.000
 JKW  O1   C11  C10  118.92  3.000
 JKW  S2   C7   N3   117.67  3.000
 JKW  S2   C7   N2   112.07  3.000
 JKW  N3   C7   N2   130.21  3.000
 JKW  C1   C8   C13  119.45  3.000
 JKW  C1   C8   C9   121.66  3.000
 JKW  C13  C8   C9   118.88  3.000
 JKW  H3   C9   C10  118.27  3.000
 JKW  H3   C9   C8   120.90  3.000
 JKW  C10  C9   C8   120.83  3.000
 JKW  H4   C10  C9   120.13  3.000
 JKW  H4   C10  C11  120.77  3.000
 JKW  C9   C10  C11  119.08  3.000
 JKW  H5   C12  C13  120.13  3.000
 JKW  H5   C12  C11  120.75  3.000
 JKW  C13  C12  C11  119.09  3.000
 JKW  H6   C13  C12  119.51  3.000
 JKW  H6   C13  C8   119.72  3.000
 JKW  C12  C13  C8   120.77  3.000
 JKW  C1   N1   C3   112.52  3.000
 JKW  C7   N2   C6   113.58  3.000
 JKW  C2   C3   N1   114.39  3.000
 JKW  C2   C3   C4   127.27  3.000
 JKW  N1   C3   C4   118.30  3.000
 JKW  H7   N3   C15  117.47  3.000
 JKW  H7   N3   C7   119.14  3.000
 JKW  C15  N3   C7   122.67  3.000
 JKW  S1   C1   N1   113.46  3.000
 JKW  S1   C1   C8   122.69  3.000
 JKW  N1   C1   C8   123.85  3.000
 JKW  C2   S1   C1    89.40  3.000
 JKW  H8   C2   S1   121.39  3.000
 JKW  H8   C2   C3   128.37  3.000
 JKW  S1   C2   C3   110.24  3.000
 JKW  H24  S2   C7    92.87  3.000
 JKW  H24  S2   C5   106.50  3.000
 JKW  C7   S2   C5    90.41  3.000
 JKW  H10  C15  H9   107.61  3.000
 JKW  H10  C15  C16  110.81  3.000
 JKW  H9   C15  C16  110.12  3.000
 JKW  H10  C15  N3   108.04  3.000
 JKW  H9   C15  N3   107.67  3.000
 JKW  C16  C15  N3   112.40  3.000
 JKW  H11  C16  C20  107.93  3.000
 JKW  H11  C16  C17  108.25  3.000
 JKW  C20  C16  C17  109.02  3.000
 JKW  H11  C16  C15  107.81  3.000
 JKW  C20  C16  C15  110.40  3.000
 JKW  C17  C16  C15  113.28  3.000
 JKW  H13  C17  H12  107.11  3.000
 JKW  H13  C17  C18  108.65  3.000
 JKW  H12  C17  C18  109.70  3.000
 JKW  H13  C17  C16  111.17  3.000
 JKW  H12  C17  C16  109.54  3.000
 JKW  C18  C17  C16  110.59  3.000
 JKW  H15  C18  H14  106.41  3.000
 JKW  H15  C18  N4   111.33  3.000
 JKW  H14  C18  N4   108.76  3.000
 JKW  H15  C18  C17  108.92  3.000
 JKW  H14  C18  C17  109.87  3.000
 JKW  N4   C18  C17  111.42  3.000
 JKW  C21  N4   C19  111.38  3.000
 JKW  C19  N4   C18  111.23  3.000
 JKW  C21  N4   C18  111.34  3.000
 JKW  H18  C19  H17  106.55  3.000
 JKW  H18  C19  C20  109.08  3.000
 JKW  H17  C19  C20  109.90  3.000
 JKW  H18  C19  N4   111.31  3.000
 JKW  H17  C19  N4   108.63  3.000
 JKW  C20  C19  N4   111.26  3.000
 JKW  H20  C20  H19  107.16  3.000
 JKW  H20  C20  C19  109.28  3.000
 JKW  H19  C20  C19  109.49  3.000
 JKW  H20  C20  C16  109.44  3.000
 JKW  H19  C20  C16  110.61  3.000
 JKW  C19  C20  C16  110.78  3.000
 JKW  H23  C21  H22  107.92  3.000
 JKW  H23  C21  H21  107.56  3.000
 JKW  H22  C21  H21  107.66  3.000
 JKW  H23  C21  N4   110.07  3.000
 JKW  H22  C21  N4   110.13  3.000
 JKW  H21  C21  N4   113.32  3.000
 JKW  C11  O1   C14  118.56  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
 JKW  CONST_01  C8   C9   C10  C11    0.00   0.0  0
 JKW  CONST_02  C8   C13  C12  C11    0.00   0.0  0
 JKW  CONST_03  C3   N1   C1   C8   180.00   0.0  0
 JKW  CONST_04  C2   S1   C1   C8   180.00   0.0  0
 JKW  CONST_05  C12  C11  C10  C9     0.00   0.0  0
 JKW  CONST_06  C12  C13  C8   C9     0.00   0.0  0
 JKW  CONST_07  N1   C1   C8   C9   180.00   0.0  0
 JKW  CONST_08  S1   C1   C8   C9     0.00   0.0  0
 JKW  CONST_09  C13  C12  C11  C10    0.00   0.0  0
 JKW  CONST_10  C13  C8   C9   C10    0.00   0.0  0
 JKW  CONST_11  C1   C8   C9   C10  180.00   0.0  0
 JKW  CONST_12  C1   C8   C13  C12  180.00   0.0  0
 JKW  CONST_13  N1   C1   C8   C13    0.00   0.0  0
 JKW  CONST_14  S1   C1   C8   C13  180.00   0.0  0
 JKW  CONST_15  C2   S1   C1   N1     0.00   0.0  0
 JKW  CONST_16  S1   C2   C3   N1     0.00   0.0  0
 JKW  CONST_17  S1   C1   N1   C3     0.00   0.0  0
 JKW  CONST_18  C1   S1   C2   C3     0.00   0.0  0
 JKW  CONST_19  C2   C3   N1   C1     0.00   0.0  0
 JKW  CONST_20  S2   C7   N2   C6     0.00   0.0  0
 JKW  CONST_21  C1   N1   C3   C4   180.00   0.0  0
 JKW  CONST_22  S1   C2   C3   C4   180.00   0.0  0
 JKW  CONST_23  O1   C11  C10  C9   180.00   0.0  0
 JKW  CONST_24  O1   C11  C12  C13  180.00   0.0  0
 JKW  CONST_25  N3   C7   N2   C6   180.00   0.0  0
 JKW  CONST_26  H3   C9   C10  C11  180.00   0.0  0
 JKW  CONST_27  H6   C13  C12  C11  180.00   0.0  0
 JKW  CONST_28  H4   C10  C9   C8   180.00   0.0  0
 JKW  CONST_29  H5   C12  C13  C8   180.00   0.0  0
 JKW  CONST_30  H8   C2   C3   N1   180.00   0.0  0
 JKW  CONST_31  C15  N3   C7   N2     0.00   0.0  0
 JKW  CONST_32  C15  N3   C7   S2   180.00   0.0  0
 JKW  CONST_33  H7   N3   C7   N2   180.00   0.0  0
 JKW  Var_01    N4   C18  C17  C16   57.16  30.0  1
 JKW  Var_02    N4   C19  C20  C16  -57.06  30.0  1
 JKW  Var_03    C19  N4   C18  C17  -59.12  30.0  1
 JKW  Var_04    C20  C19  N4   C18   58.96  30.0  1
 JKW  Var_05    N1   C3   C4   C5   -41.05  30.0  2
 JKW  Var_06    C3   C4   C5   C6   -59.97  30.0  3
 JKW  Var_07    C10  C11  O1   C14  -93.69  30.0  2
 JKW  Var_08    C16  C15  N3   C7    98.23  30.0  1
 JKW  Var_09    H21  C21  N4   C18   61.38  30.0  3
 JKW  Var_10    F2   C14  O1   C11  174.84  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
 JKW  chir_01  C16  C17  C20  C15  positiv

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
 JKW  plan-1  C4   0.020
 JKW  plan-1  C8   0.020
 JKW  plan-1  N1   0.020
 JKW  plan-1  C3   0.020
 JKW  plan-1  C1   0.020
 JKW  plan-1  S1   0.020
 JKW  plan-1  C2   0.020
 JKW  plan-1  H8   0.020
 JKW  plan-2  C4   0.020
 JKW  plan-2  C5   0.020
 JKW  plan-2  C6   0.020
 JKW  plan-2  C7   0.020
 JKW  plan-2  N2   0.020
 JKW  plan-2  N3   0.020
 JKW  plan-2  S2   0.020
 JKW  plan-2  O2   0.020
 JKW  plan-2  C15  0.020
 JKW  plan-2  H7   0.020
 JKW  plan-2  H24  0.020
 JKW  plan-3  C11  0.020
 JKW  plan-3  C8   0.020
 JKW  plan-3  C9   0.020
 JKW  plan-3  C10  0.020
 JKW  plan-3  C12  0.020
 JKW  plan-3  C13  0.020
 JKW  plan-3  C1   0.020
 JKW  plan-3  H3   0.020
 JKW  plan-3  H4   0.020
 JKW  plan-3  H5   0.020
 JKW  plan-3  H6   0.020
 JKW  plan-3  O1   0.020

