# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version 1.18.1-3865-
#   - file written: Wed May 20 10:43:49 2020
#   Inital geometry file: a 144 line input string
#   Ligand name: 3-{(5S)-3-hydroxy-2-oxo-4-[3-(trifluoromethyl)benzoyl]-5-[3-(trifluoromethyl)phenyl]-2,5-dihydro-1H-pyrrol-1-yl}benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1cccc(c1)N2[C@@H](c3cccc(c3)C(F)(F)F)C(=C(O)C2=O)C(=O)c4cccc(c4)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
 1D9  1D9  '3-{(5S)-3-hydroxy-2-oxo-4-[3-(trifluoromethyl)benzoyl]-5-[3-(trifluoromethyl)phenyl]-2,5-dihydro-1H-pyrrol-1-yl}benzoic acid'  ligand  52  38  .  2021-08-03  2022-07-21
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_1D9
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
 1D9  FAI  F  F      0  -0.315   0.5181  -4.2129   1.3511
 1D9  CBL  C  CT     0   1.057   1.2423  -3.0880   1.2443
 1D9  FAJ  F  F      0  -0.301   1.3346  -2.5674   2.4711
 1D9  FAK  F  F      0  -0.312   2.4767  -3.4676   0.8855
 1D9  CBH  C  CR6    0  -0.171   0.6422  -2.1393   0.2553
 1D9  CAW  C  CR16   0  -0.348   0.1964  -0.8860   0.6471
 1D9  CAT  C  CR16   0  -0.270   0.5321  -2.5350  -1.0724
 1D9  CAN  C  CR16   0  -0.228  -0.0378  -1.6752  -1.9983
 1D9  CAQ  C  CR16   0  -0.285  -0.4751  -0.4186  -1.6083
 1D9  CBE  C  CR6    0   0.205  -0.3484  -0.0163  -0.2861
 1D9  CBI  C  CR15   0  -0.223  -0.7636   1.3728   0.1379
 1D9  NBJ  N  NR5    0  -0.601  -2.1804   1.6181  -0.0948
 1D9  CBF  C  CR6    0   0.388  -3.1839   0.7984   0.4629
 1D9  CAU  C  CR16   0  -0.334  -4.2817   0.4172  -0.2990
 1D9  CBC  C  CR6    0  -0.099  -5.2697  -0.3959   0.2447
 1D9  CAX  C  C      0   0.407  -6.4766  -0.7974  -0.5980
 1D9  OAD  O  O      0  -0.589  -6.5056  -0.3677  -1.7665
 1D9  OAA  O  OC    -1  -0.590  -7.3263  -1.5166  -0.0411
 1D9  CAO  C  CR16   0  -0.297  -5.1335  -0.8407   1.5566
 1D9  CAL  C  CR16   0  -0.242  -4.0291  -0.4744   2.3115
 1D9  CAR  C  CR16   0  -0.301  -3.0540   0.3519   1.7736
 1D9  CBA  C  CR5    0   0.475  -2.3974   2.7187  -0.8480
 1D9  OAC  O  O      0  -0.450  -3.4471   3.2279  -1.1839
 1D9  CAZ  C  CR5    0   0.245  -1.0503   3.2357  -1.2179
 1D9  OAE  O  OH1    0  -0.557  -0.9282   4.2936  -1.9795
 1D9  CBB  C  CR5    0  -0.127  -0.0972   2.4671  -0.6594
 1D9  CAY  C  C      0   0.377   1.3412   2.5813  -0.8666
 1D9  OAB  O  O      0  -0.377   1.8190   3.3374  -1.6889
 1D9  CBD  C  C      0  -0.044   2.2124   1.6717  -0.0643
 1D9  CAV  C  C1     0  -0.288   3.0154   0.7561  -0.7273
 1D9  CBG  C  C      0  -0.172   3.7922  -0.1352   0.0022
 1D9  CBK  C  CT     0   1.054   4.6219  -1.1295  -0.7499
 1D9  FAG  F  F      0  -0.309   3.8706  -1.9066  -1.5405
 1D9  FAH  F  F      0  -0.315   5.5078  -0.5187  -1.5521
 1D9  FAF  F  F      0  -0.301   5.3170  -1.9365   0.0546
 1D9  CAS  C  C1     0  -0.282   3.7939  -0.0897   1.3894
 1D9  CAM  C  C1     0  -0.224   3.0163   0.8533   2.0470
 1D9  CAP  C  C1     0  -0.270   2.2170   1.7248   1.3262
 1D9  H1   H  HCR6   0   0.269   0.2823  -0.5643   1.6767
 1D9  H2   H  HCR6   0   0.275   0.8835  -3.5068  -1.3938
 1D9  H3   H  HCR6   0   0.271  -0.1313  -1.9833  -3.0307
 1D9  H4   H  HCR6   0   0.265  -0.9064   0.2501  -2.3440
 1D9  H5   H  HCR5   0   0.301  -0.5463   1.4983   1.2040
 1D9  H6   H  HCR6   0   0.259  -4.3777   0.7374  -1.3266
 1D9  H8   H  HCR6   0   0.249  -5.8953  -1.4777   1.9848
 1D9  H9   H  HCR6   0   0.258  -3.9251  -0.8235   3.3305
 1D9  H10  H  HCR6   0   0.262  -2.2070   0.6488   2.3786
 1D9  H11  H  HOH1   0   0.489  -1.8065   4.6395  -2.2054
 1D9  H12  H  H      0   0.280   3.0019   0.7228  -1.8097
 1D9  H13  H  H      0   0.278   4.3951  -0.7739   1.9711
 1D9  H14  H  H      0   0.277   3.0275   0.8980   3.1272
 1D9  H15  H  H      0   0.282   1.6031   2.4481   1.8490

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
 1D9  CAL  CAO  aromatic  1.387  0.020  1.387
 1D9  CAL  CAR  aromatic  1.387  0.020  1.387
 1D9  CAO  CBC  aromatic  1.392  0.020  1.392
 1D9  OAD  CAX  deloc     1.245  0.020  1.245
 1D9  CAR  CBF  aromatic  1.391  0.020  1.391
 1D9  CBC  CAX  single    1.526  0.020  1.526
 1D9  CBC  CAU  aromatic  1.390  0.020  1.390
 1D9  CAX  OAA  deloc     1.245  0.020  1.245
 1D9  CBF  CAU  aromatic  1.390  0.020  1.390
 1D9  CBF  NBJ  single    1.411  0.020  1.411
 1D9  OAC  CBA  double    1.214  0.020  1.214
 1D9  NBJ  CBA  single    1.351  0.020  1.351
 1D9  NBJ  CBI  single    1.457  0.020  1.457
 1D9  CBA  CAZ  single    1.490  0.020  1.490
 1D9  CBI  CBB  single    1.509  0.020  1.509
 1D9  CBI  CBE  single    1.511  0.020  1.511
 1D9  CAZ  CBB  double    1.346  0.020  1.346
 1D9  CAZ  OAE  single    1.309  0.020  1.309
 1D9  CBB  CAY  single    1.458  0.020  1.458
 1D9  CBE  CAW  aromatic  1.387  0.020  1.387
 1D9  CBE  CAQ  aromatic  1.388  0.020  1.388
 1D9  OAB  CAY  double    1.215  0.020  1.215
 1D9  CAW  CBH  aromatic  1.387  0.020  1.387
 1D9  CAY  CBD  single    1.493  0.020  1.493
 1D9  FAI  CBL  single    1.342  0.020  1.342
 1D9  CAQ  CAN  aromatic  1.387  0.020  1.387
 1D9  FAJ  CBL  single    1.336  0.020  1.336
 1D9  CBD  CAV  aromatic  1.387  0.020  1.387
 1D9  CBD  CAP  aromatic  1.391  0.020  1.391
 1D9  CBH  CBL  single    1.496  0.020  1.496
 1D9  CBH  CAT  aromatic  1.390  0.020  1.390
 1D9  CAV  CBG  aromatic  1.389  0.020  1.389
 1D9  CBL  FAK  single    1.340  0.020  1.340
 1D9  FAF  CBK  single    1.335  0.020  1.335
 1D9  CAN  CAT  aromatic  1.386  0.020  1.386
 1D9  FAG  CBK  single    1.339  0.020  1.339
 1D9  CAP  CAM  aromatic  1.385  0.020  1.385
 1D9  CBG  CBK  single    1.498  0.020  1.498
 1D9  CBG  CAS  aromatic  1.388  0.020  1.388
 1D9  CBK  FAH  single    1.342  0.020  1.342
 1D9  CAM  CAS  aromatic  1.388  0.020  1.388
 1D9  CAW  H1   single    0.930  0.020  1.080
 1D9  CAT  H2   single    0.930  0.020  1.080
 1D9  CAN  H3   single    0.930  0.020  1.080
 1D9  CAQ  H4   single    0.930  0.020  1.080
 1D9  CBI  H5   single    0.970  0.020  1.090
 1D9  CAU  H6   single    0.930  0.020  1.080
 1D9  CAO  H8   single    0.930  0.020  1.080
 1D9  CAL  H9   single    0.930  0.020  1.080
 1D9  CAR  H10  single    0.930  0.020  1.080
 1D9  OAE  H11  single    0.850  0.020  0.980
 1D9  CAV  H12  single    0.930  0.020  1.080
 1D9  CAS  H13  single    0.930  0.020  1.080
 1D9  CAM  H14  single    0.930  0.020  1.080
 1D9  CAP  H15  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
 1D9  CBH  CBL  FAK  111.84  3.000
 1D9  FAK  CBL  FAJ  107.01  3.000
 1D9  CBH  CBL  FAJ  112.81  3.000
 1D9  FAK  CBL  FAI  106.31  3.000
 1D9  CBH  CBL  FAI  111.57  3.000
 1D9  FAJ  CBL  FAI  106.91  3.000
 1D9  CAT  CBH  CAW  120.12  3.000
 1D9  CAT  CBH  CBL  118.87  3.000
 1D9  CAW  CBH  CBL  121.01  3.000
 1D9  H1   CAW  CBE  119.00  3.000
 1D9  H1   CAW  CBH  120.80  3.000
 1D9  CBE  CAW  CBH  120.19  3.000
 1D9  H2   CAT  CAN  119.49  3.000
 1D9  H2   CAT  CBH  120.90  3.000
 1D9  CAN  CAT  CBH  119.61  3.000
 1D9  H3   CAN  CAQ  119.96  3.000
 1D9  H3   CAN  CAT  119.77  3.000
 1D9  CAQ  CAN  CAT  120.27  3.000
 1D9  H4   CAQ  CBE  120.28  3.000
 1D9  H4   CAQ  CAN  119.59  3.000
 1D9  CBE  CAQ  CAN  120.12  3.000
 1D9  CBI  CBE  CAQ  120.59  3.000
 1D9  CAQ  CBE  CAW  119.68  3.000
 1D9  CBI  CBE  CAW  119.72  3.000
 1D9  H5   CBI  CBB  110.09  3.000
 1D9  H5   CBI  NBJ  109.22  3.000
 1D9  CBB  CBI  NBJ  102.88  3.000
 1D9  H5   CBI  CBE  108.91  3.000
 1D9  CBB  CBI  CBE  113.40  3.000
 1D9  NBJ  CBI  CBE  112.17  3.000
 1D9  CBA  NBJ  CBF  125.41  3.000
 1D9  CBA  NBJ  CBI  112.49  3.000
 1D9  CBF  NBJ  CBI  122.07  3.000
 1D9  CAR  CBF  CAU  120.16  3.000
 1D9  CAU  CBF  NBJ  120.31  3.000
 1D9  CAR  CBF  NBJ  119.52  3.000
 1D9  H6   CAU  CBC  118.82  3.000
 1D9  H6   CAU  CBF  120.68  3.000
 1D9  CBC  CAU  CBF  120.50  3.000
 1D9  CAO  CBC  CAX  120.92  3.000
 1D9  CAX  CBC  CAU  120.00  3.000
 1D9  CAO  CBC  CAU  119.08  3.000
 1D9  OAA  CAX  OAD  127.11  3.000
 1D9  OAA  CAX  CBC  116.42  3.000
 1D9  OAD  CAX  CBC  116.47  3.000
 1D9  H8   CAO  CAL  120.07  3.000
 1D9  H8   CAO  CBC  119.51  3.000
 1D9  CAL  CAO  CBC  120.43  3.000
 1D9  H9   CAL  CAR  119.33  3.000
 1D9  H9   CAL  CAO  120.26  3.000
 1D9  CAR  CAL  CAO  120.41  3.000
 1D9  H10  CAR  CAL  119.80  3.000
 1D9  H10  CAR  CBF  120.78  3.000
 1D9  CAL  CAR  CBF  119.41  3.000
 1D9  CAZ  CBA  OAC  124.59  3.000
 1D9  CAZ  CBA  NBJ  106.02  3.000
 1D9  OAC  CBA  NBJ  129.40  3.000
 1D9  CBB  CAZ  OAE  129.55  3.000
 1D9  OAE  CAZ  CBA  120.61  3.000
 1D9  CBB  CAZ  CBA  109.83  3.000
 1D9  H11  OAE  CAZ  109.81  3.000
 1D9  CAY  CBB  CAZ  126.52  3.000
 1D9  CAY  CBB  CBI  124.59  3.000
 1D9  CAZ  CBB  CBI  108.70  3.000
 1D9  CBD  CAY  OAB  120.87  3.000
 1D9  CBD  CAY  CBB  116.85  3.000
 1D9  OAB  CAY  CBB  122.21  3.000
 1D9  CAP  CBD  CAV  120.07  3.000
 1D9  CAP  CBD  CAY  121.04  3.000
 1D9  CAV  CBD  CAY  118.89  3.000
 1D9  H12  CAV  CBG  120.80  3.000
 1D9  H12  CAV  CBD  119.40  3.000
 1D9  CBG  CAV  CBD  119.76  3.000
 1D9  CAS  CBG  CBK  121.54  3.000
 1D9  CAS  CBG  CAV  120.29  3.000
 1D9  CBK  CBG  CAV  118.17  3.000
 1D9  FAF  CBK  FAH  106.95  3.000
 1D9  FAH  CBK  FAG  106.35  3.000
 1D9  FAF  CBK  FAG  107.29  3.000
 1D9  FAH  CBK  CBG  111.33  3.000
 1D9  FAG  CBK  CBG  111.77  3.000
 1D9  FAF  CBK  CBG  112.78  3.000
 1D9  H13  CAS  CAM  119.14  3.000
 1D9  H13  CAS  CBG  121.19  3.000
 1D9  CAM  CAS  CBG  119.68  3.000
 1D9  H14  CAM  CAP  120.00  3.000
 1D9  H14  CAM  CAS  119.71  3.000
 1D9  CAP  CAM  CAS  120.29  3.000
 1D9  H15  CAP  CAM  119.74  3.000
 1D9  H15  CAP  CBD  120.39  3.000
 1D9  CAM  CAP  CBD  119.87  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
 1D9  CONST_01  CAQ  CBE  CAW  CBH     0.00   0.0  0
 1D9  CONST_02  CAQ  CAN  CAT  CBH     0.00   0.0  0
 1D9  CONST_03  CAN  CAQ  CBE  CAW     0.00   0.0  0
 1D9  CONST_04  CAN  CAT  CBH  CAW     0.00   0.0  0
 1D9  CONST_05  CBE  CAW  CBH  CAT     0.00   0.0  0
 1D9  CONST_06  CBE  CAQ  CAN  CAT     0.00   0.0  0
 1D9  CONST_07  CAO  CAL  CAR  CBF     0.00   0.0  0
 1D9  CONST_08  CAO  CBC  CAU  CBF     0.00   0.0  0
 1D9  CONST_09  CAL  CAO  CBC  CAU     0.00   0.0  0
 1D9  CONST_10  CAL  CAR  CBF  CAU     0.00   0.0  0
 1D9  CONST_11  CAR  CAL  CAO  CBC     0.00   0.0  0
 1D9  CONST_12  CAR  CBF  CAU  CBC     0.00   0.0  0
 1D9  CONST_13  CAS  CBG  CAV  CBD     0.00   0.0  0
 1D9  CONST_14  CAS  CAM  CAP  CBD     0.00   0.0  0
 1D9  CONST_15  CAM  CAP  CBD  CAV     0.00   0.0  0
 1D9  CONST_16  CAM  CAS  CBG  CAV     0.00   0.0  0
 1D9  CONST_17  CAP  CBD  CAV  CBG     0.00   0.0  0
 1D9  CONST_18  CAP  CAM  CAS  CBG     0.00   0.0  0
 1D9  CONST_19  CBI  CBE  CAW  CBH   180.00   0.0  0
 1D9  CONST_20  CBI  CBE  CAQ  CAN   180.00   0.0  0
 1D9  CONST_21  CAL  CAR  CBF  NBJ   180.00   0.0  0
 1D9  CONST_22  CBC  CAU  CBF  NBJ   180.00   0.0  0
 1D9  CONST_23  CAZ  CBA  NBJ  CBI     0.00   0.0  0
 1D9  CONST_24  CAZ  CBA  NBJ  CBF   180.00   0.0  0
 1D9  CONST_25  CBE  CAW  CBH  CBL   180.00   0.0  0
 1D9  CONST_26  CAN  CAT  CBH  CBL   180.00   0.0  0
 1D9  CONST_27  CAX  CBC  CAU  CBF   180.00   0.0  0
 1D9  CONST_28  CAL  CAO  CBC  CAX   180.00   0.0  0
 1D9  CONST_29  CBG  CAV  CBD  CAY   180.00   0.0  0
 1D9  CONST_30  CAM  CAP  CBD  CAY   180.00   0.0  0
 1D9  CONST_31  CBK  CBG  CAV  CBD   180.00   0.0  0
 1D9  CONST_32  CAM  CAS  CBG  CBK   180.00   0.0  0
 1D9  CONST_33  OAC  CBA  NBJ  CBI   180.00   0.0  0
 1D9  CONST_34  OAC  CBA  NBJ  CBF     0.00   0.0  0
 1D9  CONST_35  H3   CAN  CAT  CBH   180.00   0.0  0
 1D9  CONST_36  H4   CAQ  CBE  CAW   180.00   0.0  0
 1D9  CONST_37  H2   CAT  CBH  CAW   180.00   0.0  0
 1D9  CONST_38  H1   CAW  CBH  CAT   180.00   0.0  0
 1D9  CONST_39  H10  CAR  CBF  NBJ     0.00   0.0  0
 1D9  CONST_40  H6   CAU  CBF  NBJ     0.00   0.0  0
 1D9  CONST_41  H9   CAL  CAR  CBF   180.00   0.0  0
 1D9  CONST_42  H8   CAO  CBC  CAU   180.00   0.0  0
 1D9  CONST_43  H14  CAM  CAP  CBD   180.00   0.0  0
 1D9  CONST_44  H15  CAP  CBD  CAV   180.00   0.0  0
 1D9  CONST_45  H13  CAS  CBG  CAV   180.00   0.0  0
 1D9  CONST_46  H12  CAV  CBG  CAS   180.00   0.0  0
 1D9  Var_01    CAR  CBF  NBJ  CBI    40.94  30.0  3
 1D9  Var_02    CBA  CAZ  CBB  CBI    -0.26  30.0  1
 1D9  Var_03    CBB  CAZ  CBA  NBJ    -1.54  30.0  1
 1D9  Var_04    CBD  CAY  CBB  CBI    -9.60  30.0  2
 1D9  Var_05    CAV  CBD  CAY  CBB   118.22  30.0  2
 1D9  Var_06    CAW  CBH  CBL  FAI   117.84  30.0  2
 1D9  Var_07    OAD  CAX  CBC  CAU     0.48  30.0  2
 1D9  Var_08    FAF  CBK  CBG  CAV  -179.59  30.0  2

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
 1D9  chir_01  CBI  NBJ  CBB  CBE  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
 1D9  plan-1  CBL  0.020
 1D9  plan-1  CBH  0.020
 1D9  plan-1  CAW  0.020
 1D9  plan-1  CAT  0.020
 1D9  plan-1  CAN  0.020
 1D9  plan-1  CAQ  0.020
 1D9  plan-1  CBE  0.020
 1D9  plan-1  CBI  0.020
 1D9  plan-1  H1   0.020
 1D9  plan-1  H2   0.020
 1D9  plan-1  H3   0.020
 1D9  plan-1  H4   0.020
 1D9  plan-2  NBJ  0.020
 1D9  plan-2  CBF  0.020
 1D9  plan-2  CAU  0.020
 1D9  plan-2  CBC  0.020
 1D9  plan-2  CAX  0.020
 1D9  plan-2  CAO  0.020
 1D9  plan-2  CAL  0.020
 1D9  plan-2  CAR  0.020
 1D9  plan-2  H6   0.020
 1D9  plan-2  H8   0.020
 1D9  plan-2  H9   0.020
 1D9  plan-2  H10  0.020
 1D9  plan-3  CAY  0.020
 1D9  plan-3  CBD  0.020
 1D9  plan-3  CAV  0.020
 1D9  plan-3  CBG  0.020
 1D9  plan-3  CBK  0.020
 1D9  plan-3  CAS  0.020
 1D9  plan-3  CAM  0.020
 1D9  plan-3  CAP  0.020
 1D9  plan-3  H12  0.020
 1D9  plan-3  H13  0.020
 1D9  plan-3  H14  0.020
 1D9  plan-3  H15  0.020
 1D9  plan-4  CBI  0.020
 1D9  plan-4  NBJ  0.020
 1D9  plan-4  CBF  0.020
 1D9  plan-4  CBA  0.020
 1D9  plan-4  OAC  0.020
 1D9  plan-4  CAZ  0.020
 1D9  plan-5  CBC  0.020
 1D9  plan-5  CAX  0.020
 1D9  plan-5  OAD  0.020
 1D9  plan-5  OAA  0.020
 1D9  plan-6  CBB  0.020
 1D9  plan-6  CAY  0.020
 1D9  plan-6  OAB  0.020
 1D9  plan-6  CBD  0.020

