# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Jul 29 07:27:31 2022
#   Inital geometry file: a 127 line input string
#   Ligand name: N-(4-fluorophenyl)-3-{4-[4-(hydroxymethyl)-6-(trifluoromethyl)pyridin-3-yl]phenyl}oxetane-3-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OCc1cc(ncc1c2ccc(cc2)C3(COC3)C(=O)Nc4ccc(F)cc4)C(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
 6RI  6RI  "N-(4-fluorophenyl)-3-{4-[4-(hydroxymethyl)-6-(trifluoromethyl)pyridin-3-yl]phenyl}oxetane-3-carboxamide"
  ligand  50  32  .  2022-09-16  2022-09-16
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_6RI
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
 6RI  C2   C  C     0   0.573  59.7866  51.9855  17.6795
 6RI  C4   C  CR6   0   0.367  57.8039  50.4884  17.5938
 6RI  C5   C  CR16  0  -0.329  56.6568  50.2285  16.8407
 6RI  C6   C  CR16  0  -0.397  55.7263  49.2904  17.2535
 6RI  C7   C  CR6   0   0.512  55.9481  48.6070  18.4331
 6RI  C11  C  C     0  -0.406  60.5412  52.9940  16.8214
 6RI  C12  C  C     0  -0.108  59.7324  54.0847  16.0846
 6RI  C15  C  CR6   0   0.165  61.5449  52.2205  15.9989
 6RI  C16  C  CR16  0  -0.285  62.7639  51.8404  16.5546
 6RI  C17  C  CR16  0  -0.278  63.6823  51.1102  15.8174
 6RI  C18  C  CR6   0   0.004  63.4021  50.7276  14.5061
 6RI  C19  C  CR16  0  -0.266  62.1768  51.0985  13.9550
 6RI  C21  C  CR6   0  -0.010  64.4035  49.9817  13.7169
 6RI  C24  C  CR6   0  -0.008  66.3995  48.7939  12.2989
 6RI  O28  O  OH1   0  -0.654  62.0863  48.5000  11.9022
 6RI  O1   O  O     0  -0.446  60.2033  51.6750  18.7787
 6RI  N3   N  NH1   0  -0.736  58.6862  51.4572  17.0953
 6RI  F8   F  F     0  -0.316  55.0474  47.7014  18.8503
 6RI  C9   C  CR16  0  -0.400  57.0753  48.8366  19.1930
 6RI  C10  C  CR16  0  -0.294  58.0077  49.7766  18.7762
 6RI  O13  O  O     0  -0.491  60.3818  55.1205  16.8146
 6RI  C14  C  C     0  -0.098  61.1017  54.1857  17.6186
 6RI  C20  C  CR16  0  -0.304  61.2619  51.8309  14.6939
 6RI  C22  C  CR16  0  -0.097  65.7056  50.4812  13.6341
 6RI  N23  N  N     0  -0.410  66.6811  49.9097  12.9486
 6RI  C25  C  CR16  0  -0.329  65.1515  48.1981  12.3161
 6RI  C26  C  CR6   0   0.184  64.1264  48.7875  13.0445
 6RI  C29  C  CT    0   1.037  67.5159  48.1487  11.5183
 6RI  F30  F  F     0  -0.295  68.6475  48.8423  11.5760
 6RI  F31  F  F     0  -0.313  67.7727  46.9157  11.9774
 6RI  F32  F  F     0  -0.313  67.1911  48.0154  10.2249
 6RI  H1   H  HCR6  0   0.282  56.4819  50.7667  15.9164
 6RI  H2   H  HCR6  0   0.283  54.8413  49.1010  16.6604
 6RI  H3   H  H     0   0.223  58.6527  54.0662  16.2630
 6RI  H4   H  H     0   0.233  59.9056  54.1590  15.0085
 6RI  H5   H  HCR6  0   0.263  63.0072  52.1166  17.5731
 6RI  H6   H  HCR6  0   0.261  64.6217  50.8245  16.2745
 6RI  H7   H  HCR6  0   0.262  61.9377  50.8214  12.9370
 6RI  H8   H  HCH2  0   0.228  62.2422  48.3891  13.9804
 6RI  H9   H  HCH2  0   0.234  62.9383  47.0308  13.1000
 6RI  H10  H  HOH1  0   0.461  61.2268  48.0659  11.9142
 6RI  H11  H  HNH1  0   0.424  58.4380  51.8207  16.1872
 6RI  H12  H  HCR6  0   0.281  57.2364  48.2891  20.1125
 6RI  H13  H  HCR6  0   0.290  58.8820  49.9410  19.3830
 6RI  H14  H  H     0   0.227  62.1831  54.3269  17.5565
 6RI  H15  H  H     0   0.228  60.8013  54.2169  18.6687
 6RI  H16  H  HCR6  0   0.261  60.3214  52.1028  14.2305
 6RI  H17  H  HCR6  0   0.275  65.9575  51.4044  14.1454
 6RI  H18  H  HCR6  0   0.287  64.9684  47.2705  11.7874
 6RI  C27  C  CH2   0  -0.261  62.7816  48.1153  13.0685

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
 6RI  F32  C29  single    1.340  0.020  1.340
 6RI  O28  C27  single    1.411  0.020  1.411
 6RI  C29  F30  single    1.329  0.020  1.329
 6RI  C29  F31  single    1.340  0.020  1.340
 6RI  C29  C24  single    1.507  0.020  1.507
 6RI  C25  C24  aromatic  1.383  0.020  1.383
 6RI  C25  C26  aromatic  1.389  0.020  1.389
 6RI  C24  N23  aromatic  1.322  0.020  1.322
 6RI  C27  C26  single    1.504  0.020  1.504
 6RI  C26  C21  aromatic  1.398  0.020  1.398
 6RI  N23  C22  aromatic  1.322  0.020  1.322
 6RI  C21  C22  aromatic  1.397  0.020  1.397
 6RI  C21  C18  single    1.477  0.020  1.477
 6RI  C19  C18  aromatic  1.394  0.020  1.394
 6RI  C19  C20  aromatic  1.385  0.020  1.385
 6RI  C18  C17  aromatic  1.394  0.020  1.394
 6RI  C20  C15  aromatic  1.391  0.020  1.391
 6RI  C17  C16  aromatic  1.386  0.020  1.386
 6RI  C15  C16  aromatic  1.393  0.020  1.393
 6RI  C15  C11  single    1.511  0.020  1.511
 6RI  C12  O13  single    1.424  0.020  1.424
 6RI  C12  C11  single    1.545  0.020  1.545
 6RI  O13  C14  single    1.428  0.020  1.428
 6RI  C11  C2   single    1.524  0.020  1.524
 6RI  C11  C14  single    1.539  0.020  1.539
 6RI  N3   C2   single    1.353  0.020  1.353
 6RI  N3   C4   single    1.402  0.020  1.402
 6RI  C5   C4   aromatic  1.397  0.020  1.397
 6RI  C5   C6   aromatic  1.384  0.020  1.384
 6RI  C2   O1   double    1.216  0.020  1.216
 6RI  C4   C10  aromatic  1.395  0.020  1.395
 6RI  C6   C7   aromatic  1.381  0.020  1.381
 6RI  C10  C9   aromatic  1.388  0.020  1.388
 6RI  C7   C9   aromatic  1.379  0.020  1.379
 6RI  C7   F8   single    1.344  0.020  1.344
 6RI  C5   H1   single    0.930  0.020  1.080
 6RI  C6   H2   single    0.930  0.020  1.080
 6RI  C12  H3   single    0.970  0.020  1.090
 6RI  C12  H4   single    0.970  0.020  1.090
 6RI  C16  H5   single    0.930  0.020  1.080
 6RI  C17  H6   single    0.930  0.020  1.080
 6RI  C19  H7   single    0.930  0.020  1.080
 6RI  C27  H8   single    0.970  0.020  1.090
 6RI  C27  H9   single    0.970  0.020  1.090
 6RI  O28  H10  single    0.850  0.020  0.980
 6RI  N3   H11  single    0.860  0.020  1.020
 6RI  C9   H12  single    0.930  0.020  1.080
 6RI  C10  H13  single    0.930  0.020  1.080
 6RI  C14  H14  single    0.970  0.020  1.090
 6RI  C14  H15  single    0.970  0.020  1.090
 6RI  C20  H16  single    0.930  0.020  1.080
 6RI  C22  H17  single    0.930  0.020  1.080
 6RI  C25  H18  single    0.930  0.020  1.080

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
 6RI  N3   C2   O1   124.71  3.000
 6RI  O1   C2   C11  120.55  3.000
 6RI  N3   C2   C11  114.70  3.000
 6RI  C10  C4   N3   124.19  3.000
 6RI  C10  C4   C5   118.82  3.000
 6RI  N3   C4   C5   116.98  3.000
 6RI  H1   C5   C6   118.84  3.000
 6RI  H1   C5   C4   120.00  3.000
 6RI  C6   C5   C4   121.16  3.000
 6RI  H2   C6   C7   120.85  3.000
 6RI  H2   C6   C5   120.33  3.000
 6RI  C7   C6   C5   118.82  3.000
 6RI  C9   C7   F8   119.29  3.000
 6RI  F8   C7   C6   119.41  3.000
 6RI  C9   C7   C6   121.31  3.000
 6RI  C14  C11  C15  115.87  3.000
 6RI  C14  C11  C12   83.75  3.000
 6RI  C15  C11  C12  116.73  3.000
 6RI  C14  C11  C2   113.64  3.000
 6RI  C12  C11  C2   118.46  3.000
 6RI  C15  C11  C2   107.25  3.000
 6RI  H4   C12  H3   108.55  3.000
 6RI  H4   C12  O13  112.54  3.000
 6RI  H3   C12  O13  112.25  3.000
 6RI  H4   C12  C11  115.77  3.000
 6RI  H3   C12  C11  115.26  3.000
 6RI  O13  C12  C11   91.74  3.000
 6RI  C20  C15  C16  118.43  3.000
 6RI  C16  C15  C11  120.27  3.000
 6RI  C20  C15  C11  121.26  3.000
 6RI  H5   C16  C17  119.07  3.000
 6RI  H5   C16  C15  120.16  3.000
 6RI  C17  C16  C15  120.78  3.000
 6RI  H6   C17  C18  119.92  3.000
 6RI  H6   C17  C16  119.30  3.000
 6RI  C18  C17  C16  120.78  3.000
 6RI  C21  C18  C19  121.27  3.000
 6RI  C19  C18  C17  118.39  3.000
 6RI  C21  C18  C17  120.32  3.000
 6RI  H7   C19  C20  119.42  3.000
 6RI  H7   C19  C18  119.89  3.000
 6RI  C20  C19  C18  120.68  3.000
 6RI  C26  C21  C22  117.49  3.000
 6RI  C22  C21  C18  118.88  3.000
 6RI  C26  C21  C18  123.63  3.000
 6RI  C29  C24  C25  119.36  3.000
 6RI  C25  C24  N23  123.36  3.000
 6RI  C29  C24  N23  117.28  3.000
 6RI  H10  O28  C27  107.85  3.000
 6RI  H11  N3   C4   114.46  3.000
 6RI  H11  N3   C2   116.61  3.000
 6RI  C4   N3   C2   128.90  3.000
 6RI  H12  C9   C10  119.85  3.000
 6RI  H12  C9   C7   120.38  3.000
 6RI  C10  C9   C7   119.77  3.000
 6RI  H13  C10  C9   118.66  3.000
 6RI  H13  C10  C4   121.22  3.000
 6RI  C9   C10  C4   120.12  3.000
 6RI  C14  O13  C12   92.43  3.000
 6RI  H15  C14  H14  108.85  3.000
 6RI  H15  C14  O13  112.58  3.000
 6RI  H14  C14  O13  112.49  3.000
 6RI  H15  C14  C11  114.82  3.000
 6RI  H14  C14  C11  115.53  3.000
 6RI  O13  C14  C11   91.81  3.000
 6RI  H16  C20  C19  118.55  3.000
 6RI  H16  C20  C15  120.51  3.000
 6RI  C19  C20  C15  120.93  3.000
 6RI  H17  C22  N23  116.16  3.000
 6RI  H17  C22  C21  119.51  3.000
 6RI  N23  C22  C21  124.32  3.000
 6RI  C22  N23  C24  117.56  3.000
 6RI  H18  C25  C26  119.64  3.000
 6RI  H18  C25  C24  121.02  3.000
 6RI  C26  C25  C24  119.33  3.000
 6RI  C25  C26  C27  118.61  3.000
 6RI  C27  C26  C21  123.46  3.000
 6RI  C25  C26  C21  117.93  3.000
 6RI  F32  C29  F31  106.59  3.000
 6RI  F31  C29  F30  107.58  3.000
 6RI  F32  C29  F30  107.47  3.000
 6RI  F31  C29  C24  111.00  3.000
 6RI  F30  C29  C24  112.63  3.000
 6RI  F32  C29  C24  111.28  3.000
 6RI  H9   C27  H8   107.10  3.000
 6RI  H9   C27  C26  108.35  3.000
 6RI  H8   C27  C26  110.01  3.000
 6RI  H9   C27  O28  111.34  3.000
 6RI  H8   C27  O28  112.19  3.000
 6RI  C26  C27  O28  107.79  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
 6RI  CONST_01  C7   C6   C5   C4      0.00   0.0  0
 6RI  CONST_02  C7   C9   C10  C4      0.00   0.0  0
 6RI  CONST_03  C9   C10  C4   C5      0.00   0.0  0
 6RI  CONST_04  C9   C7   C6   C5      0.00   0.0  0
 6RI  CONST_05  C10  C4   C5   C6      0.00   0.0  0
 6RI  CONST_06  C10  C9   C7   C6      0.00   0.0  0
 6RI  CONST_07  C18  C19  C20  C15     0.00   0.0  0
 6RI  CONST_08  C18  C17  C16  C15     0.00   0.0  0
 6RI  CONST_09  C21  C18  C17  C16   180.00   0.0  0
 6RI  CONST_10  C19  C18  C17  C16     0.00   0.0  0
 6RI  CONST_11  C19  C20  C15  C16     0.00   0.0  0
 6RI  CONST_14  C20  C19  C18  C17     0.00   0.0  0
 6RI  CONST_15  C20  C15  C16  C17     0.00   0.0  0
 6RI  CONST_16  C25  C26  C21  C18   180.00   0.0  0
 6RI  CONST_17  N23  C22  C21  C18   180.00   0.0  0
 6RI  CONST_20  C24  C25  C26  C21     0.00   0.0  0
 6RI  CONST_21  C24  N23  C22  C21     0.00   0.0  0
 6RI  CONST_22  C20  C19  C18  C21   180.00   0.0  0
 6RI  CONST_23  C25  C24  N23  C22     0.00   0.0  0
 6RI  CONST_24  C25  C26  C21  C22     0.00   0.0  0
 6RI  CONST_25  C26  C25  C24  N23     0.00   0.0  0
 6RI  CONST_26  C26  C21  C22  N23     0.00   0.0  0
 6RI  CONST_27  C19  C20  C15  C11   180.00   0.0  0
 6RI  CONST_28  C17  C16  C15  C11   180.00   0.0  0
 6RI  CONST_29  F8   C7   C6   C5    180.00   0.0  0
 6RI  CONST_30  N3   C4   C5   C6    180.00   0.0  0
 6RI  CONST_31  C27  C26  C21  C18     0.00   0.0  0
 6RI  CONST_32  C27  C26  C25  C24   180.00   0.0  0
 6RI  CONST_33  C22  C21  C26  C27   180.00   0.0  0
 6RI  CONST_34  C9   C10  C4   N3    180.00   0.0  0
 6RI  CONST_35  C10  C9   C7   F8    180.00   0.0  0
 6RI  CONST_36  C29  C24  N23  C22   180.00   0.0  0
 6RI  CONST_37  C29  C24  C25  C26   180.00   0.0  0
 6RI  CONST_38  H2   C6   C5   C4    180.00   0.0  0
 6RI  CONST_39  H12  C9   C10  C4    180.00   0.0  0
 6RI  CONST_40  H13  C10  C4   C5    180.00   0.0  0
 6RI  CONST_41  H12  C9   C7   C6    180.00   0.0  0
 6RI  CONST_42  H1   C5   C6   C7    180.00   0.0  0
 6RI  CONST_43  H13  C10  C9   C7    180.00   0.0  0
 6RI  CONST_44  H16  C20  C15  C11     0.00   0.0  0
 6RI  CONST_45  H5   C16  C15  C11     0.00   0.0  0
 6RI  CONST_46  H7   C19  C20  C15   180.00   0.0  0
 6RI  CONST_47  H6   C17  C16  C15   180.00   0.0  0
 6RI  CONST_48  H16  C20  C15  C16   180.00   0.0  0
 6RI  CONST_49  H7   C19  C18  C17   180.00   0.0  0
 6RI  CONST_50  H17  C22  C21  C18     0.00   0.0  0
 6RI  CONST_51  H16  C20  C19  C18   180.00   0.0  0
 6RI  CONST_52  H5   C16  C17  C18   180.00   0.0  0
 6RI  CONST_53  H6   C17  C18  C19   180.00   0.0  0
 6RI  CONST_54  H18  C25  C26  C21   180.00   0.0  0
 6RI  CONST_55  H7   C19  C18  C21     0.00   0.0  0
 6RI  CONST_56  H6   C17  C18  C21     0.00   0.0  0
 6RI  CONST_57  H17  C22  N23  C24   180.00   0.0  0
 6RI  CONST_58  H2   C6   C7   C9    180.00   0.0  0
 6RI  CONST_59  H1   C5   C4   C10   180.00   0.0  0
 6RI  CONST_60  H5   C16  C15  C20   180.00   0.0  0
 6RI  CONST_61  H18  C25  C24  N23   180.00   0.0  0
 6RI  CONST_62  H17  C22  C21  C26   180.00   0.0  0
 6RI  CONST_63  C11  C2   N3   C4    180.00   0.0  0
 6RI  CONST_64  C5   C4   N3   C2    180.00   0.0  0
 6RI  CONST_65  C10  C4   N3   C2      0.00   0.0  0
 6RI  CONST_66  H11  N3   C4   C5      0.00   0.0  0
 6RI  CONST_67  H11  N3   C4   C10   180.00   0.0  0
 6RI  CONST_68  O1   C2   N3   C4      0.00   0.0  0
 6RI  CONST_69  H11  N3   C2   C11     0.00   0.0  0
 6RI  CONST_70  H11  N3   C2   O1    180.00   0.0  0
 6RI  Var_01    C14  O13  C12  C11    -4.12  30.0  1
 6RI  Var_02    H14  C14  O13  C12   122.81  30.0  1
 6RI  Var_03    H15  C14  O13  C12  -113.77  30.0  1
 6RI  Var_04    H3   C12  O13  C14   114.16  30.0  1
 6RI  Var_05    H4   C12  O13  C14  -123.04  30.0  1
 6RI  Var_06    O28  C27  C26  C21    96.77  30.0  1
 6RI  Var_07    C25  C26  C27  O28   -83.10  30.0  2
 6RI  Var_08    F32  C29  C24  N23  -122.40  30.0  3
 6RI  Var_09    F30  C29  C24  N23    -1.64  30.0  3
 6RI  Var_10    F31  C29  C24  N23   119.07  30.0  3
 6RI  Var_11    F32  C29  C24  C25    58.25  30.0  3
 6RI  Var_12    F30  C29  C24  C25   179.01  30.0  3
 6RI  Var_13    F31  C29  C24  C25   -60.28  30.0  3
 6RI  Var_14    H8   C27  C26  C21   -25.84  30.0  1
 6RI  Var_15    H9   C27  C26  C21  -142.62  30.0  1
 6RI  Var_16    H8   C27  C26  C25   154.28  30.0  1
 6RI  Var_17    H9   C27  C26  C25    37.51  30.0  1

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
 6RI  chir_01  C11  C12  C15  C14  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
 6RI  plan-1  C4   0.020
 6RI  plan-1  C5   0.020
 6RI  plan-1  C6   0.020
 6RI  plan-1  C7   0.020
 6RI  plan-1  N3   0.020
 6RI  plan-1  F8   0.020
 6RI  plan-1  C9   0.020
 6RI  plan-1  C10  0.020
 6RI  plan-1  H1   0.020
 6RI  plan-1  H2   0.020
 6RI  plan-1  H12  0.020
 6RI  plan-1  H13  0.020
 6RI  plan-2  C11  0.020
 6RI  plan-2  C15  0.020
 6RI  plan-2  C16  0.020
 6RI  plan-2  C17  0.020
 6RI  plan-2  C18  0.020
 6RI  plan-2  C19  0.020
 6RI  plan-2  C21  0.020
 6RI  plan-2  C20  0.020
 6RI  plan-2  H5   0.020
 6RI  plan-2  H6   0.020
 6RI  plan-2  H7   0.020
 6RI  plan-2  H16  0.020
 6RI  plan-3  C18  0.020
 6RI  plan-3  C21  0.020
 6RI  plan-3  C24  0.020
 6RI  plan-3  C22  0.020
 6RI  plan-3  N23  0.020
 6RI  plan-3  C25  0.020
 6RI  plan-3  C26  0.020
 6RI  plan-3  C29  0.020
 6RI  plan-3  H17  0.020
 6RI  plan-3  H18  0.020
 6RI  plan-3  C27  0.020
 6RI  plan-4  C2   0.020
 6RI  plan-4  C4   0.020
 6RI  plan-4  C11  0.020
 6RI  plan-4  O1   0.020
 6RI  plan-4  N3   0.020
 6RI  plan-4  H11  0.020

