# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Jul 31 16:28:42 2022
#   Inital geometry file: a 120 line input string
#   Ligand name: 5-phenyl-3-(3,4,5-trimethoxyphenyl)-3,4-dihydropyrazole-2-carbothioamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1cc(cc(OC)c1OC)[C@@H]2CC(=NN2C(N)=S)c3ccccc3
#
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
 H1F  H1F  "5-phenyl-3-(3,4,5-trimethoxyphenyl)-3,4-dihydropyrazole-2-carbothioamide"
  ligand  47  26  .  2022-08-10  2022-08-10
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_H1F
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
 H1F  C10  C  CR6   0   0.203  16.8671  66.1915  41.4062
 H1F  C01  C  CR16  0  -0.254  16.9720  62.7968  47.8706
 H1F  C02  C  CR16  0  -0.234  17.2024  62.2014  46.6392
 H1F  C03  C  CR16  0  -0.316  17.4801  62.9847  45.5278
 H1F  C04  C  CR6   0   0.059  17.5346  64.3743  45.6374
 H1F  C05  C  CR16  0  -0.280  17.3007  64.9661  46.8829
 H1F  C06  C  CR16  0  -0.236  17.0216  64.1824  47.9878
 H1F  C07  C  CR5   0   0.278  17.8358  65.1864  44.4633
 H1F  C08  C  CH2   0  -0.572  17.9992  64.6522  43.0694
 H1F  C09  C  CR15  0  -0.155  18.1023  65.9436  42.2369
 H1F  C11  C  CR16  0  -0.481  16.8915  65.8553  40.0611
 H1F  C12  C  CR6   0   0.347  15.7404  66.0047  39.2893
 H1F  C13  C  CR6   0   0.162  14.5710  66.5021  39.8701
 H1F  C14  C  CR6   0   0.352  14.5580  66.8337  41.2281
 H1F  C15  C  CR16  0  -0.472  15.7090  66.6776  41.9966
 H1F  C16  C  CH3   0  -0.437  16.8142  65.2247  37.3258
 H1F  C17  C  CH3   0  -0.407  12.6024  65.5583  39.0396
 H1F  C18  C  CH3   0  -0.438  13.3273  67.7187  43.0499
 H1F  N01  N  NR5   0  -0.324  18.2735  66.9405  43.2962
 H1F  N02  N  N     0  -0.253  18.0177  66.4480  44.5408
 H1F  N03  N  NH2   0  -0.779  18.6553  68.9831  44.2284
 H1F  O01  O  O2    0  -0.462  15.6621  65.7178  37.9789
 H1F  O02  O  O2    0  -0.478  13.4577  66.6904  39.1128
 H1F  O03  O  O2    0  -0.461  13.3911  67.3039  41.7005
 H1F  S01  S  S1    0  -0.424  18.9898  68.8455  41.6091
 H1F  H1   H  HCR6  0   0.262  16.7522  62.1864  48.7367
 H1F  H2   H  HCR6  0   0.262  17.1653  61.1247  46.5397
 H1F  H3   H  HCR6  0   0.263  17.6580  62.5034  44.5744
 H1F  H4   H  HCR6  0   0.258  17.3326  66.0431  46.9823
 H1F  H5   H  HCR6  0   0.261  16.8394  64.6519  48.9456
 H1F  H6   H  HCH2  0   0.293  17.1633  64.0260  42.7575
 H1F  H7   H  HCR6  0   0.275  17.8119  65.4864  39.6275
 H1F  H8   H  HCR6  0   0.275  15.7055  66.9399  43.0462
 H1F  H9   H  HCH3  0   0.260  16.5344  65.0657  36.2874
 H1F  H10  H  HCH3  0   0.228  17.6420  65.9379  37.3610
 H1F  H11  H  HCH3  0   0.228  17.1501  64.2743  37.7488
 H1F  H12  H  HCH3  0   0.235  11.7635  65.8299  38.4011
 H1F  H13  H  HCH3  0   0.220  13.1088  64.6943  38.6027
 H1F  H14  H  HCH3  0   0.219  12.2166  65.2772  40.0227
 H1F  H15  H  HCH3  0   0.260  12.3190  68.0931  43.2088
 H1F  H16  H  HCH3  0   0.228  13.5077  66.8926  43.7429
 H1F  H17  H  HCH3  0   0.229  14.0384  68.5205  43.2648
 H1F  H20  H  HNH2  0   0.414  18.9150  69.9503  44.1500
 H1F  H21  H  HNH2  0   0.416  18.4335  68.6098  45.1375
 H1F  H18  H  HCH2  0   0.299  18.9048  64.0443  43.0002
 H1F  H19  H  HCR5  0   0.290  18.9830  65.9376  41.5961
 H1F  C19  C  C     0   0.384  18.6162  68.2328  43.1295

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
 H1F  C16  O01  single    1.413  0.020  1.413
 H1F  O01  C12  single    1.344  0.020  1.344
 H1F  O02  C17  single    1.421  0.020  1.421
 H1F  O02  C13  single    1.359  0.020  1.359
 H1F  C12  C13  aromatic  1.397  0.020  1.397
 H1F  C12  C11  aromatic  1.394  0.020  1.394
 H1F  C13  C14  aromatic  1.398  0.020  1.398
 H1F  C11  C10  aromatic  1.387  0.020  1.387
 H1F  C14  O03  single    1.344  0.020  1.344
 H1F  C14  C15  aromatic  1.393  0.020  1.393
 H1F  S01  C19  double    1.681  0.020  1.681
 H1F  C10  C15  aromatic  1.388  0.020  1.388
 H1F  C10  C09  single    1.509  0.020  1.509
 H1F  O03  C18  single    1.413  0.020  1.413
 H1F  C09  N01  single    1.465  0.020  1.465
 H1F  C09  C08  single    1.540  0.020  1.540
 H1F  C19  N01  single    1.347  0.020  1.347
 H1F  C19  N03  single    1.331  0.020  1.331
 H1F  N01  N02  single    1.363  0.020  1.363
 H1F  C08  C07  single    1.502  0.020  1.502
 H1F  N02  C07  double    1.277  0.020  1.277
 H1F  C07  C04  single    1.459  0.020  1.459
 H1F  C03  C04  aromatic  1.395  0.020  1.395
 H1F  C03  C02  aromatic  1.388  0.020  1.388
 H1F  C04  C05  aromatic  1.399  0.020  1.399
 H1F  C02  C01  aromatic  1.387  0.020  1.387
 H1F  C05  C06  aromatic  1.383  0.020  1.383
 H1F  C01  C06  aromatic  1.391  0.020  1.391
 H1F  C01  H1   single    0.930  0.020  1.080
 H1F  C02  H2   single    0.930  0.020  1.080
 H1F  C03  H3   single    0.930  0.020  1.080
 H1F  C05  H4   single    0.930  0.020  1.080
 H1F  C06  H5   single    0.930  0.020  1.080
 H1F  C08  H6   single    0.970  0.020  1.090
 H1F  C11  H7   single    0.930  0.020  1.080
 H1F  C15  H8   single    0.930  0.020  1.080
 H1F  C16  H9   single    0.970  0.020  1.090
 H1F  C16  H10  single    0.970  0.020  1.090
 H1F  C16  H11  single    0.970  0.020  1.090
 H1F  C17  H12  single    0.970  0.020  1.090
 H1F  C17  H13  single    0.970  0.020  1.090
 H1F  C17  H14  single    0.970  0.020  1.090
 H1F  C18  H15  single    0.970  0.020  1.090
 H1F  C18  H16  single    0.970  0.020  1.090
 H1F  C18  H17  single    0.970  0.020  1.090
 H1F  N03  H20  single    0.860  0.020  1.020
 H1F  N03  H21  single    0.860  0.020  1.020
 H1F  C08  H18  single    0.970  0.020  1.090
 H1F  C09  H19  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
 H1F  C15  C10  C11  120.82  3.000
 H1F  C15  C10  C09  120.43  3.000
 H1F  C11  C10  C09  118.66  3.000
 H1F  H1   C01  C06  120.11  3.000
 H1F  H1   C01  C02  120.14  3.000
 H1F  C06  C01  C02  119.75  3.000
 H1F  H2   C02  C03  119.66  3.000
 H1F  H2   C02  C01  120.21  3.000
 H1F  C03  C02  C01  120.13  3.000
 H1F  H3   C03  C04  120.37  3.000
 H1F  H3   C03  C02  119.16  3.000
 H1F  C04  C03  C02  120.47  3.000
 H1F  C07  C04  C05  121.04  3.000
 H1F  C05  C04  C03  119.01  3.000
 H1F  C07  C04  C03  119.95  3.000
 H1F  H4   C05  C06  119.77  3.000
 H1F  H4   C05  C04  119.87  3.000
 H1F  C06  C05  C04  120.36  3.000
 H1F  H5   C06  C05  119.68  3.000
 H1F  H5   C06  C01  120.04  3.000
 H1F  C05  C06  C01  120.28  3.000
 H1F  N02  C07  C08  113.10  3.000
 H1F  N02  C07  C04  122.04  3.000
 H1F  C08  C07  C04  124.85  3.000
 H1F  H18  C08  H6   107.32  3.000
 H1F  H18  C08  C09  112.14  3.000
 H1F  H6   C08  C09  112.24  3.000
 H1F  H18  C08  C07  110.29  3.000
 H1F  H6   C08  C07  112.74  3.000
 H1F  C09  C08  C07  102.17  3.000
 H1F  H19  C09  N01  109.56  3.000
 H1F  H19  C09  C08  111.56  3.000
 H1F  N01  C09  C08  100.81  3.000
 H1F  H19  C09  C10  109.81  3.000
 H1F  C08  C09  C10  112.37  3.000
 H1F  N01  C09  C10  112.46  3.000
 H1F  H7   C11  C12  121.13  3.000
 H1F  H7   C11  C10  119.10  3.000
 H1F  C12  C11  C10  119.77  3.000
 H1F  O01  C12  C13  115.63  3.000
 H1F  C13  C12  C11  119.94  3.000
 H1F  O01  C12  C11  124.42  3.000
 H1F  O02  C13  C14  120.05  3.000
 H1F  C14  C13  C12  119.73  3.000
 H1F  O02  C13  C12  120.21  3.000
 H1F  O03  C14  C15  124.26  3.000
 H1F  C15  C14  C13  120.12  3.000
 H1F  O03  C14  C13  115.62  3.000
 H1F  H8   C15  C14  120.36  3.000
 H1F  H8   C15  C10  120.02  3.000
 H1F  C14  C15  C10  119.61  3.000
 H1F  H11  C16  H10  108.79  3.000
 H1F  H11  C16  H9   108.75  3.000
 H1F  H10  C16  H9   108.73  3.000
 H1F  H11  C16  O01  112.03  3.000
 H1F  H10  C16  O01  112.02  3.000
 H1F  H9   C16  O01  106.41  3.000
 H1F  H14  C17  H13  108.66  3.000
 H1F  H14  C17  H12  108.65  3.000
 H1F  H13  C17  H12  108.66  3.000
 H1F  H14  C17  O02  111.78  3.000
 H1F  H13  C17  O02  111.82  3.000
 H1F  H12  C17  O02  107.18  3.000
 H1F  H17  C18  H16  108.80  3.000
 H1F  H17  C18  H15  108.78  3.000
 H1F  H16  C18  H15  108.69  3.000
 H1F  H17  C18  O03  111.95  3.000
 H1F  H16  C18  O03  112.09  3.000
 H1F  H15  C18  O03  106.41  3.000
 H1F  N02  N01  C19  120.48  3.000
 H1F  N02  N01  C09  113.12  3.000
 H1F  C19  N01  C09  126.38  3.000
 H1F  N01  N02  C07  109.16  3.000
 H1F  H21  N03  H20  118.95  3.000
 H1F  H21  N03  C19  121.98  3.000
 H1F  H20  N03  C19  119.07  3.000
 H1F  C16  O01  C12  118.53  3.000
 H1F  C17  O02  C13  114.29  3.000
 H1F  C18  O03  C14  118.52  3.000
 H1F  S01  C19  N03  122.31  3.000
 H1F  N03  C19  N01  116.49  3.000
 H1F  S01  C19  N01  121.19  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
 H1F  CONST_01  C13  C12  C11  C10     0.00   0.0  0
 H1F  CONST_02  C13  C14  C15  C10     0.00   0.0  0
 H1F  CONST_03  C04  C03  C02  C01     0.00   0.0  0
 H1F  CONST_04  C04  C05  C06  C01     0.00   0.0  0
 H1F  CONST_05  C05  C04  C03  C02     0.00   0.0  0
 H1F  CONST_06  C05  C06  C01  C02     0.00   0.0  0
 H1F  CONST_07  C06  C05  C04  C03     0.00   0.0  0
 H1F  CONST_08  C06  C01  C02  C03     0.00   0.0  0
 H1F  CONST_09  C14  C13  C12  C11     0.00   0.0  0
 H1F  CONST_10  C14  C15  C10  C11     0.00   0.0  0
 H1F  CONST_11  C15  C14  C13  C12     0.00   0.0  0
 H1F  CONST_12  C15  C10  C11  C12     0.00   0.0  0
 H1F  CONST_13  C07  C04  C03  C02   180.00   0.0  0
 H1F  CONST_14  C07  C04  C05  C06   180.00   0.0  0
 H1F  CONST_15  C12  C11  C10  C09   180.00   0.0  0
 H1F  CONST_16  C14  C15  C10  C09   180.00   0.0  0
 H1F  CONST_17  O01  C12  C11  C10   180.00   0.0  0
 H1F  CONST_18  O03  C14  C15  C10   180.00   0.0  0
 H1F  CONST_19  O02  C13  C12  C11   180.00   0.0  0
 H1F  CONST_20  O03  C14  C13  C12   180.00   0.0  0
 H1F  CONST_21  O01  C12  C13  C14   180.00   0.0  0
 H1F  CONST_22  O02  C13  C14  C15   180.00   0.0  0
 H1F  CONST_23  H3   C03  C02  C01   180.00   0.0  0
 H1F  CONST_24  H4   C05  C06  C01   180.00   0.0  0
 H1F  CONST_25  H5   C06  C01  C02   180.00   0.0  0
 H1F  CONST_26  H4   C05  C04  C03   180.00   0.0  0
 H1F  CONST_27  H1   C01  C02  C03   180.00   0.0  0
 H1F  CONST_28  H2   C02  C03  C04   180.00   0.0  0
 H1F  CONST_29  H5   C06  C05  C04   180.00   0.0  0
 H1F  CONST_30  H3   C03  C04  C05   180.00   0.0  0
 H1F  CONST_31  H1   C01  C06  C05   180.00   0.0  0
 H1F  CONST_32  H2   C02  C01  C06   180.00   0.0  0
 H1F  CONST_33  H3   C03  C04  C07     0.00   0.0  0
 H1F  CONST_34  H4   C05  C04  C07     0.00   0.0  0
 H1F  CONST_35  H7   C11  C10  C09     0.00   0.0  0
 H1F  CONST_36  H8   C15  C10  C09     0.00   0.0  0
 H1F  CONST_37  H8   C15  C10  C11   180.00   0.0  0
 H1F  CONST_38  H7   C11  C12  C13   180.00   0.0  0
 H1F  CONST_39  H8   C15  C14  C13   180.00   0.0  0
 H1F  CONST_40  H7   C11  C10  C15   180.00   0.0  0
 H1F  CONST_41  S01  C19  N01  C09     0.00   0.0  0
 H1F  CONST_42  N03  C19  N01  C09   180.00   0.0  0
 H1F  CONST_43  S01  C19  N01  N02   180.00   0.0  0
 H1F  CONST_44  N03  C19  N01  N02     0.00   0.0  0
 H1F  CONST_45  H20  N03  C19  N01   180.00   0.0  0
 H1F  CONST_46  H21  N03  C19  N01     0.00   0.0  0
 H1F  CONST_47  H20  N03  C19  S01     0.00   0.0  0
 H1F  CONST_48  H21  N03  C19  S01   180.00   0.0  0
 H1F  Var_01    C08  C07  C04  C03     4.98  30.0  2
 H1F  Var_02    N02  C07  C04  C03  -173.40  30.0  2
 H1F  Var_03    C09  C08  C07  C04   172.41  30.0  1
 H1F  Var_04    N01  N02  C07  C04  -179.69  30.0  1
 H1F  Var_05    C08  C07  C04  C05  -175.18  30.0  2
 H1F  Var_06    N02  C07  C04  C05     6.44  30.0  2
 H1F  Var_07    C09  N01  N02  C07     7.18  30.0  1
 H1F  Var_08    N01  N02  C07  C08     1.75  30.0  1
 H1F  Var_09    N02  C07  C08  C09    -9.08  30.0  1
 H1F  Var_10    C19  N01  N02  C07  -174.16  30.0  1
 H1F  Var_11    H6   C08  C07  C04    51.73  30.0  1
 H1F  Var_12    H18  C08  C07  C04   -68.21  30.0  1
 H1F  Var_13    H6   C08  C07  N02  -129.76  30.0  1
 H1F  Var_14    H18  C08  C07  N02   110.30  30.0  1
 H1F  Var_15    C16  O01  C12  C11     0.30  30.0  2
 H1F  Var_16    C17  O02  C13  C12    89.41  30.0  2
 H1F  Var_17    C16  O01  C12  C13   179.31  30.0  2
 H1F  Var_18    C18  O03  C14  C13  -176.99  30.0  2
 H1F  Var_19    C17  O02  C13  C14   -92.00  30.0  2
 H1F  Var_20    C18  O03  C14  C15     2.55  30.0  2
 H1F  Var_21    H9   C16  O01  C12  -179.78  30.0  3
 H1F  Var_22    H10  C16  O01  C12   -61.09  30.0  3
 H1F  Var_23    H11  C16  O01  C12    61.49  30.0  3
 H1F  Var_24    H12  C17  O02  C13  -179.28  30.0  3
 H1F  Var_25    H13  C17  O02  C13   -60.31  30.0  3
 H1F  Var_26    H14  C17  O02  C13    61.78  30.0  3
 H1F  Var_27    H15  C18  O03  C14   177.90  30.0  3
 H1F  Var_28    H16  C18  O03  C14   -63.41  30.0  3
 H1F  Var_29    H17  C18  O03  C14    59.17  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
 H1F  chir_01  C09  C10  N01  C08  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
 H1F  plan-1  C01  0.020
 H1F  plan-1  C02  0.020
 H1F  plan-1  C03  0.020
 H1F  plan-1  C04  0.020
 H1F  plan-1  C05  0.020
 H1F  plan-1  C06  0.020
 H1F  plan-1  C07  0.020
 H1F  plan-1  H1   0.020
 H1F  plan-1  H2   0.020
 H1F  plan-1  H3   0.020
 H1F  plan-1  H4   0.020
 H1F  plan-1  H5   0.020
 H1F  plan-2  C10  0.020
 H1F  plan-2  C09  0.020
 H1F  plan-2  C11  0.020
 H1F  plan-2  C12  0.020
 H1F  plan-2  C13  0.020
 H1F  plan-2  C14  0.020
 H1F  plan-2  C15  0.020
 H1F  plan-2  O01  0.020
 H1F  plan-2  O02  0.020
 H1F  plan-2  O03  0.020
 H1F  plan-2  H7   0.020
 H1F  plan-2  H8   0.020
 H1F  plan-3  C09  0.020
 H1F  plan-3  N01  0.020
 H1F  plan-3  N02  0.020
 H1F  plan-3  N03  0.020
 H1F  plan-3  S01  0.020
 H1F  plan-3  H20  0.020
 H1F  plan-3  H21  0.020
 H1F  plan-3  C19  0.020

