# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 28 17:30:20 2020
#   Inital geometry file: a 138 line input string
#   Ligand name: ~{N}-(2-hydroxyethyl)-5-(hydroxymethyl)-3-methyl-1-[2-[[3-(trifluoromethyl)phenyl]methyl]-1-benzothiophen-7-yl]pyrazole-4-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1nn(c(CO)c1C(=O)NCCO)c2cccc3cc(Cc4cccc(c4)C(F)(F)F)sc23
#
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
 EN6  EN6  ~{N}-(2-hydroxyethyl)-5-(hydroxymethyl)-3-methyl-1-[2-[[3-(trifluoromethyl)phenyl]methyl]-1-benzothiophen-7-yl]pyrazole-4-carboxamide  ligand  56  34  .  2021-08-08  2021-08-08  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_EN6
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
 EN6  N1   N  NR5   0  -0.451  -2.0510  -1.4641   0.3290
 EN6  N3   N  NH1   0  -0.628  -4.3592   1.9593  -0.9027
 EN6  C4   C  CR16  0  -0.325   0.0595  -4.8961  -0.9160
 EN6  C5   C  CR56  0   0.229   0.7411  -3.8311  -0.3182
 EN6  C6   C  CR56  0  -0.271   0.0202  -2.7035   0.1107
 EN6  C7   C  CR15  0  -0.284   2.1472  -3.6815  -0.0795
 EN6  C8   C  CR5   0  -0.109   2.4638  -2.5028   0.5009
 EN6  C10  C  CR6   0   0.140   4.1393  -0.6751   0.2724
 EN6  C13  C  CR16  0  -0.301   4.6855   1.7960  -0.9163
 EN6  C15  C  CR16  0  -0.345   4.2019   0.4758   1.0418
 EN6  C17  C  CR5   0   0.434  -2.9692  -0.7363  -0.3532
 EN6  C20  C  CH3   0  -0.734  -2.5025   0.9549   2.8842
 EN6  C21  C  CH2   0  -0.253  -3.4942  -1.1146  -1.6968
 EN6  C22  C  C     0   0.466  -4.3309   1.3645   0.3024
 EN6  C24  C  CH2   0  -0.156  -4.8485   4.3892  -0.8192
 EN6  C1   C  CR6   0   0.321  -1.3614  -2.6264  -0.0743
 EN6  C2   C  CR16  0  -0.305  -2.0228  -3.6969  -0.6474
 EN6  C3   C  CR16  0  -0.263  -1.3088  -4.8218  -1.0704
 EN6  S1   S  S2    0   0.245   1.0636  -1.5107   0.8066
 EN6  C11  C  CR16  0  -0.272   4.3522  -0.5803  -1.1021
 EN6  C12  C  CR16  0  -0.224   4.6242   0.6422  -1.6895
 EN6  C14  C  CR6   0  -0.169   4.4734   1.7081   0.4503
 EN6  C16  C  CT    0   1.051   4.5327   2.9183   1.3276
 EN6  F1   F  F     0  -0.315   3.3856   3.1012   1.9986
 EN6  F2   F  F     0  -0.315   5.4977   2.8118   2.2538
 EN6  F3   F  F     0  -0.302   4.7690   4.0419   0.6454
 EN6  C18  C  CR5   0  -0.361  -3.3143   0.3054   0.4855
 EN6  C19  C  CR5   0   0.327  -2.5385   0.1200   1.6535
 EN6  N2   N  N     0  -0.294  -1.7733  -0.9406   1.5287
 EN6  O1   O  OH1   0  -0.656  -4.6376  -1.9204  -1.5085
 EN6  O2   O  O     0  -0.485  -5.0928   1.6635   1.2127
 EN6  C23  C  CH2   0  -0.331  -5.2982   3.0052  -1.2427
 EN6  O3   O  OH1   0  -0.673  -3.6480   4.6973  -1.4907
 EN6  H1   H  HNH1  0   0.405  -3.5918   1.8044  -1.5353
 EN6  H2   H  HCR6  0   0.262   0.6046  -5.7672  -1.2555
 EN6  H3   H  HCR5  0   0.269   2.8812  -4.4339  -0.3345
 EN6  H4   H  HCR6  0   0.272   4.9000   2.7428  -1.3920
 EN6  H5   H  HCR6  0   0.272   4.0382   0.4008   2.1107
 EN6  H6   H  HCH3  0   0.253  -3.4474   0.9046   3.4242
 EN6  H7   H  HCH3  0   0.250  -1.7100   0.6163   3.5489
 EN6  H8   H  HCH3  0   0.249  -2.3230   2.0033   2.6449
 EN6  H9   H  HCH2  0   0.234  -3.7382  -0.2061  -2.2524
 EN6  H10  H  HCH2  0   0.241  -2.7135  -1.6292  -2.2667
 EN6  H11  H  HCH2  0   0.203  -5.6502   5.0966  -1.0680
 EN6  H12  H  HCH2  0   0.204  -4.7234   4.4147   0.2697
 EN6  H13  H  HCR6  0   0.283  -3.0968  -3.6624  -0.7690
 EN6  H14  H  HCR6  0   0.266  -1.8463  -5.6447  -1.5216
 EN6  H15  H  HCH2  0   0.288   3.8710  -1.9176   1.9916
 EN6  H16  H  HCH2  0   0.288   4.5552  -2.7531   0.6115
 EN6  H17  H  HCR6  0   0.263   4.3033  -1.4717  -1.7163
 EN6  H18  H  HCR6  0   0.270   4.7894   0.7051  -2.7565
 EN6  H19  H  HOH1  0   0.466  -4.9432  -2.2052  -2.3761
 EN6  H20  H  HCH2  0   0.256  -5.4477   2.9784  -2.3232
 EN6  H21  H  HCH2  0   0.252  -6.2609   2.7869  -0.7816
 EN6  H22  H  HOH1  0   0.456  -3.3206   5.5357  -1.1535
 EN6  C9   C  CH2   0  -0.596   3.8148  -2.0055   0.9035

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
 EN6  C23  C24  single    1.516  0.020  1.516
 EN6  C23  N3   single    1.446  0.020  1.446
 EN6  C24  O3   single    1.410  0.020  1.410
 EN6  N3   C22  single    1.344  0.020  1.344
 EN6  O1   C21  single    1.411  0.020  1.411
 EN6  C21  C17  single    1.491  0.020  1.491
 EN6  C22  O2   double    1.224  0.020  1.224
 EN6  C22  C18  single    1.479  0.020  1.479
 EN6  C17  C18  aromatic  1.381  0.020  1.381
 EN6  C17  N1   aromatic  1.356  0.020  1.356
 EN6  C2   C3   aromatic  1.398  0.020  1.398
 EN6  C2   C1   aromatic  1.383  0.020  1.383
 EN6  C3   C4   aromatic  1.379  0.020  1.379
 EN6  C18  C19  aromatic  1.414  0.020  1.414
 EN6  N1   C1   single    1.410  0.020  1.410
 EN6  N1   N2   aromatic  1.338  0.020  1.338
 EN6  C1   C6   aromatic  1.396  0.020  1.396
 EN6  C4   C5   aromatic  1.399  0.020  1.399
 EN6  C19  N2   aromatic  1.314  0.020  1.314
 EN6  C19  C20  single    1.488  0.020  1.488
 EN6  C6   C5   aromatic  1.405  0.020  1.405
 EN6  C6   S1   aromatic  1.731  0.020  1.731
 EN6  C5   C7   aromatic  1.434  0.020  1.434
 EN6  C7   C8   aromatic  1.351  0.020  1.351
 EN6  S1   C8   aromatic  1.743  0.020  1.743
 EN6  C8   C9   single    1.495  0.020  1.495
 EN6  C9   C10  single    1.508  0.020  1.508
 EN6  C10  C15  aromatic  1.386  0.020  1.386
 EN6  C10  C11  aromatic  1.394  0.020  1.394
 EN6  C15  C14  aromatic  1.394  0.020  1.394
 EN6  C11  C12  aromatic  1.383  0.020  1.383
 EN6  F1   C16  single    1.341  0.020  1.341
 EN6  C14  C16  single    1.496  0.020  1.496
 EN6  C14  C13  aromatic  1.386  0.020  1.386
 EN6  C12  C13  aromatic  1.390  0.020  1.390
 EN6  C16  F2   single    1.342  0.020  1.342
 EN6  C16  F3   single    1.336  0.020  1.336
 EN6  N3   H1   single    0.860  0.020  1.020
 EN6  C4   H2   single    0.930  0.020  1.080
 EN6  C7   H3   single    0.930  0.020  1.080
 EN6  C13  H4   single    0.930  0.020  1.080
 EN6  C15  H5   single    0.930  0.020  1.080
 EN6  C20  H6   single    0.970  0.020  1.090
 EN6  C20  H7   single    0.970  0.020  1.090
 EN6  C20  H8   single    0.970  0.020  1.090
 EN6  C21  H9   single    0.970  0.020  1.090
 EN6  C21  H10  single    0.970  0.020  1.090
 EN6  C24  H11  single    0.970  0.020  1.090
 EN6  C24  H12  single    0.970  0.020  1.090
 EN6  C2   H13  single    0.930  0.020  1.080
 EN6  C3   H14  single    0.930  0.020  1.080
 EN6  C9   H15  single    0.970  0.020  1.090
 EN6  C9   H16  single    0.970  0.020  1.090
 EN6  C11  H17  single    0.930  0.020  1.080
 EN6  C12  H18  single    0.930  0.020  1.080
 EN6  O1   H19  single    0.850  0.020  0.980
 EN6  C23  H20  single    0.970  0.020  1.090
 EN6  C23  H21  single    0.970  0.020  1.090
 EN6  O3   H22  single    0.850  0.020  0.980

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
 EN6  N2   N1   C1   118.51  3.000
 EN6  N2   N1   C17  112.43  3.000
 EN6  C1   N1   C17  129.03  3.000
 EN6  H1   N3   C23  117.29  3.000
 EN6  H1   N3   C22  118.64  3.000
 EN6  C23  N3   C22  122.99  3.000
 EN6  H2   C4   C3   120.53  3.000
 EN6  H2   C4   C5   120.10  3.000
 EN6  C3   C4   C5   119.37  3.000
 EN6  C7   C5   C6   111.62  3.000
 EN6  C7   C5   C4   128.93  3.000
 EN6  C6   C5   C4   119.43  3.000
 EN6  S1   C6   C1   127.71  3.000
 EN6  S1   C6   C5   111.49  3.000
 EN6  C1   C6   C5   120.77  3.000
 EN6  H3   C7   C8   123.30  3.000
 EN6  H3   C7   C5   123.61  3.000
 EN6  C8   C7   C5   113.09  3.000
 EN6  C9   C8   S1   119.30  3.000
 EN6  C9   C8   C7   128.13  3.000
 EN6  S1   C8   C7   112.56  3.000
 EN6  C11  C10  C9   120.37  3.000
 EN6  C11  C10  C15  118.94  3.000
 EN6  C9   C10  C15  120.67  3.000
 EN6  H4   C13  C14  121.32  3.000
 EN6  H4   C13  C12  119.40  3.000
 EN6  C14  C13  C12  119.28  3.000
 EN6  H5   C15  C14  120.61  3.000
 EN6  H5   C15  C10  118.89  3.000
 EN6  C14  C15  C10  120.50  3.000
 EN6  C18  C17  C21  130.58  3.000
 EN6  C18  C17  N1   105.58  3.000
 EN6  C21  C17  N1   123.75  3.000
 EN6  H8   C20  H7   108.27  3.000
 EN6  H8   C20  H6   107.22  3.000
 EN6  H7   C20  H6   108.33  3.000
 EN6  H8   C20  C19  111.23  3.000
 EN6  H7   C20  C19  110.38  3.000
 EN6  H6   C20  C19  111.29  3.000
 EN6  H10  C21  H9   106.58  3.000
 EN6  H10  C21  O1   112.25  3.000
 EN6  H9   C21  O1   111.21  3.000
 EN6  H10  C21  C17  109.70  3.000
 EN6  H9   C21  C17  109.01  3.000
 EN6  O1   C21  C17  108.05  3.000
 EN6  O2   C22  C18  120.70  3.000
 EN6  C18  C22  N3   116.25  3.000
 EN6  O2   C22  N3   123.05  3.000
 EN6  H12  C24  H11  107.06  3.000
 EN6  H12  C24  O3   111.77  3.000
 EN6  H11  C24  O3   111.91  3.000
 EN6  H12  C24  C23  109.43  3.000
 EN6  H11  C24  C23  107.96  3.000
 EN6  O3   C24  C23  108.61  3.000
 EN6  C2   C1   C6   119.04  3.000
 EN6  C6   C1   N1   119.45  3.000
 EN6  C2   C1   N1   121.51  3.000
 EN6  H13  C2   C3   119.93  3.000
 EN6  H13  C2   C1   119.79  3.000
 EN6  C3   C2   C1   120.28  3.000
 EN6  H14  C3   C2   118.99  3.000
 EN6  H14  C3   C4   119.93  3.000
 EN6  C2   C3   C4   121.08  3.000
 EN6  C8   S1   C6    91.23  3.000
 EN6  H17  C11  C12  119.68  3.000
 EN6  H17  C11  C10  119.73  3.000
 EN6  C12  C11  C10  120.58  3.000
 EN6  H18  C12  C11  120.02  3.000
 EN6  H18  C12  C13  119.58  3.000
 EN6  C11  C12  C13  120.40  3.000
 EN6  C16  C14  C15  118.30  3.000
 EN6  C16  C14  C13  121.40  3.000
 EN6  C15  C14  C13  120.29  3.000
 EN6  F3   C16  F2   106.98  3.000
 EN6  F3   C16  F1   106.98  3.000
 EN6  F2   C16  F1   106.30  3.000
 EN6  F3   C16  C14  112.83  3.000
 EN6  F2   C16  C14  111.66  3.000
 EN6  F1   C16  C14  111.70  3.000
 EN6  C19  C18  C22  124.96  3.000
 EN6  C19  C18  C17  105.40  3.000
 EN6  C22  C18  C17  129.52  3.000
 EN6  N2   C19  C18  110.30  3.000
 EN6  N2   C19  C20  121.17  3.000
 EN6  C18  C19  C20  128.53  3.000
 EN6  C19  N2   N1   106.27  3.000
 EN6  H19  O1   C21  107.80  3.000
 EN6  H21  C23  H20  107.04  3.000
 EN6  H21  C23  C24  109.08  3.000
 EN6  H20  C23  C24  109.87  3.000
 EN6  H21  C23  N3   109.23  3.000
 EN6  H20  C23  N3   107.70  3.000
 EN6  C24  C23  N3   113.71  3.000
 EN6  H22  O3   C24  108.28  3.000
 EN6  H16  C9   H15  106.65  3.000
 EN6  H16  C9   C10  110.25  3.000
 EN6  H15  C9   C10  109.55  3.000
 EN6  H16  C9   C8   108.24  3.000
 EN6  H15  C9   C8   109.96  3.000
 EN6  C10  C9   C8   112.04  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
 EN6  CONST_01  C19  C18  C17  N1     0.00   0.0  0
 EN6  CONST_02  C3   C2   C1   N1   180.00   0.0  0
 EN6  CONST_03  C5   C6   C1   N1   180.00   0.0  0
 EN6  CONST_04  S1   C6   C1   N1     0.00   0.0  0
 EN6  CONST_05  C18  C19  N2   N1     0.00   0.0  0
 EN6  CONST_06  C1   C2   C3   C4     0.00   0.0  0
 EN6  CONST_07  C1   C6   C5   C4     0.00   0.0  0
 EN6  CONST_08  S1   C6   C5   C4   180.00   0.0  0
 EN6  CONST_09  C8   C7   C5   C4   180.00   0.0  0
 EN6  CONST_10  C2   C3   C4   C5     0.00   0.0  0
 EN6  CONST_11  C2   C1   C6   C5     0.00   0.0  0
 EN6  CONST_12  C8   S1   C6   C5     0.00   0.0  0
 EN6  CONST_13  S1   C8   C7   C5     0.00   0.0  0
 EN6  CONST_14  C3   C2   C1   C6     0.00   0.0  0
 EN6  CONST_17  C3   C4   C5   C6     0.00   0.0  0
 EN6  CONST_18  C8   C7   C5   C6     0.00   0.0  0
 EN6  CONST_19  C7   C8   S1   C6     0.00   0.0  0
 EN6  CONST_20  C3   C4   C5   C7   180.00   0.0  0
 EN6  CONST_21  C1   C6   C5   C7   180.00   0.0  0
 EN6  CONST_22  S1   C6   C5   C7     0.00   0.0  0
 EN6  CONST_23  C1   C6   S1   C8   180.00   0.0  0
 EN6  CONST_24  C13  C14  C15  C10    0.00   0.0  0
 EN6  CONST_25  C13  C12  C11  C10    0.00   0.0  0
 EN6  CONST_26  C12  C11  C10  C15    0.00   0.0  0
 EN6  CONST_27  C12  C13  C14  C15    0.00   0.0  0
 EN6  CONST_28  N2   C19  C18  C17    0.00   0.0  0
 EN6  CONST_30  C19  N2   N1   C17    0.00   0.0  0
 EN6  CONST_31  C18  C17  N1   C1   180.00   0.0  0
 EN6  CONST_32  C19  N2   N1   C1   180.00   0.0  0
 EN6  CONST_34  S1   C6   C1   C2   180.00   0.0  0
 EN6  CONST_35  C14  C15  C10  C11    0.00   0.0  0
 EN6  CONST_36  C14  C13  C12  C11    0.00   0.0  0
 EN6  CONST_37  N2   N1   C17  C18    0.00   0.0  0
 EN6  CONST_38  C22  C18  C17  N1   180.00   0.0  0
 EN6  CONST_39  C20  C19  N2   N1   180.00   0.0  0
 EN6  CONST_40  C9   C8   C7   C5   180.00   0.0  0
 EN6  CONST_41  C9   C8   S1   C6   180.00   0.0  0
 EN6  CONST_42  C16  C14  C15  C10  180.00   0.0  0
 EN6  CONST_43  C20  C19  C18  C17  180.00   0.0  0
 EN6  CONST_44  C19  C18  C17  C21  180.00   0.0  0
 EN6  CONST_45  C1   N1   C17  C21    0.00   0.0  0
 EN6  CONST_46  N2   N1   C17  C21  180.00   0.0  0
 EN6  CONST_47  N2   C19  C18  C22  180.00   0.0  0
 EN6  CONST_48  C14  C15  C10  C9   180.00   0.0  0
 EN6  CONST_49  C12  C11  C10  C9   180.00   0.0  0
 EN6  CONST_50  C16  C14  C13  C12  180.00   0.0  0
 EN6  CONST_51  H13  C2   C1   N1     0.00   0.0  0
 EN6  CONST_52  H3   C7   C5   C4     0.00   0.0  0
 EN6  CONST_53  H14  C3   C4   C5   180.00   0.0  0
 EN6  CONST_54  H2   C4   C5   C6   180.00   0.0  0
 EN6  CONST_55  H18  C12  C11  C10  180.00   0.0  0
 EN6  CONST_56  H5   C15  C14  C13  180.00   0.0  0
 EN6  CONST_57  H17  C11  C12  C13  180.00   0.0  0
 EN6  CONST_58  H4   C13  C14  C15  180.00   0.0  0
 EN6  CONST_59  C23  N3   C22  C18  180.00   0.0  0
 EN6  CONST_60  H1   N3   C22  C18    0.00   0.0  0
 EN6  CONST_61  C23  N3   C22  O2     0.00   0.0  0
 EN6  Var_01    C10  C9   C8   C7   124.07  30.0  2
 EN6  Var_02    C15  C10  C9   C8   110.19  30.0  2
 EN6  Var_03    O1   C21  C17  N1    90.21  30.0  3
 EN6  Var_04    C17  C18  C22  N3   -45.27  30.0  2
 EN6  Var_05    F1   C16  C14  C13  122.22  30.0  2
 EN6  Var_06    H6   C20  C19  C18   66.85  30.0  2
 EN6  Var_07    O3   C24  C23  N3    61.71  30.0  3
 EN6  Var_08    C24  C23  N3   C22   84.65  30.0  1

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
 EN6  plan-1  N1   0.020
 EN6  plan-1  C17  0.020
 EN6  plan-1  C20  0.020
 EN6  plan-1  C21  0.020
 EN6  plan-1  C22  0.020
 EN6  plan-1  C1   0.020
 EN6  plan-1  C18  0.020
 EN6  plan-1  C19  0.020
 EN6  plan-1  N2   0.020
 EN6  plan-2  C10  0.020
 EN6  plan-2  C13  0.020
 EN6  plan-2  C15  0.020
 EN6  plan-2  C11  0.020
 EN6  plan-2  C12  0.020
 EN6  plan-2  C14  0.020
 EN6  plan-2  C16  0.020
 EN6  plan-2  H4   0.020
 EN6  plan-2  H5   0.020
 EN6  plan-2  H17  0.020
 EN6  plan-2  H18  0.020
 EN6  plan-2  C9   0.020
 EN6  plan-3  N1   0.020
 EN6  plan-3  C4   0.020
 EN6  plan-3  C5   0.020
 EN6  plan-3  C6   0.020
 EN6  plan-3  C7   0.020
 EN6  plan-3  C8   0.020
 EN6  plan-3  C1   0.020
 EN6  plan-3  C2   0.020
 EN6  plan-3  C3   0.020
 EN6  plan-3  S1   0.020
 EN6  plan-3  H2   0.020
 EN6  plan-3  H3   0.020
 EN6  plan-3  H13  0.020
 EN6  plan-3  H14  0.020
 EN6  plan-3  C9   0.020
 EN6  plan-4  N3   0.020
 EN6  plan-4  C22  0.020
 EN6  plan-4  C18  0.020
 EN6  plan-4  O2   0.020
 EN6  plan-4  C23  0.020
 EN6  plan-4  H1   0.020

