# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Jul 29 14:14:29 2021
#   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  53  38  .  2021-08-03  2022-11-17
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

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  -0.304   1.9407  26.5467   1.6533
 1D9  CBL  C  CT    0   1.056   0.8649  26.0592   2.2791
 1D9  FAJ  F  F     0  -0.314  -0.2089  26.5740   1.6603
 1D9  FAK  F  F     0  -0.309   0.8687  26.5639   3.5189
 1D9  CBH  C  CR6   0  -0.176   0.8320  24.5627   2.2838
 1D9  CAW  C  CR16  0  -0.359   1.5538  23.8392   1.3416
 1D9  CAT  C  CR16  0  -0.281   0.0359  23.9029   3.2114
 1D9  CAN  C  CR16  0  -0.224  -0.0294  22.5173   3.1956
 1D9  CAQ  C  CR16  0  -0.284   0.6954  21.7954   2.2618
 1D9  CBE  C  CR6   0   0.202   1.4885  22.4548   1.3302
 1D9  CBI  C  CR15  0  -0.210   2.2867  21.6688   0.3190
 1D9  NBJ  N  NR5   0  -0.613   1.4566  20.7090  -0.3935
 1D9  CBF  C  CR6   0   0.389   0.2889  21.0878  -1.0806
 1D9  CAU  C  CR16  0  -0.306  -0.8736  20.3385  -0.9480
 1D9  CBC  C  CR6   0  -0.078  -2.0273  20.7301  -1.6204
 1D9  CAX  C  C     0   0.543  -3.2933  19.9593  -1.5088
 1D9  OAD  O  O     0  -0.435  -4.3239  20.2891  -2.0434
 1D9  OAA  O  OH1   0  -0.591  -3.1740  18.8723  -0.7622
 1D9  CAO  C  CR16  0  -0.263  -2.0215  21.8788  -2.4071
 1D9  CAL  C  CR16  0  -0.236  -0.8636  22.6291  -2.5202
 1D9  CAR  C  CR16  0  -0.284   0.2937  22.2351  -1.8667
 1D9  CBA  C  CR5   0   0.489   1.9360  19.4464  -0.3040
 1D9  OAC  O  O     0  -0.446   1.5098  18.4300  -0.8106
 1D9  CAZ  C  CR5   0   0.169   3.1476  19.5259   0.5600
 1D9  OAE  O  OH1   0  -0.567   3.8601  18.4511   0.8063
 1D9  CBB  C  CR5   0  -0.095   3.3415  20.7976   0.9478
 1D9  CAY  C  C     0   0.413   4.4379  21.4116   1.6939
 1D9  OAB  O  O     0  -0.383   4.7234  22.5780   1.4988
 1D9  CBD  C  CR6   0  -0.003   5.1799  20.6064   2.6987
 1D9  CAV  C  CR16  0  -0.309   6.5303  20.8733   2.9071
 1D9  CBG  C  CR6   0  -0.183   7.2310  20.1726   3.8757
 1D9  CBK  C  CT    0   1.058   8.6991  20.4062   4.0555
 1D9  FAG  F  F     0  -0.304   9.0680  21.6339   3.6762
 1D9  FAH  F  F     0  -0.307   9.0803  20.2561   5.3289
 1D9  FAF  F  F     0  -0.313   9.4265  19.5426   3.3311
 1D9  CAS  C  CR16  0  -0.267   6.5834  19.2199   4.6571
 1D9  CAM  C  CR16  0  -0.229   5.2336  18.9744   4.4656
 1D9  CAP  C  CR16  0  -0.257   4.5330  19.6581   3.4841
 1D9  H1   H  HCR6  0   0.272   2.1723  24.3431   0.6100
 1D9  H2   H  HCR6  0   0.279  -0.5318  24.4525   3.9505
 1D9  H3   H  HCR6  0   0.274  -0.6449  22.0005   3.9190
 1D9  H4   H  HCR6  0   0.267   0.6388  20.7131   2.2639
 1D9  H5   H  HCR5  0   0.312   2.7608  22.3539  -0.3909
 1D9  H6   H  HCR6  0   0.282  -0.8820  19.4687  -0.3077
 1D9  H7   H  HOH1  0   0.491  -4.0232  18.4085  -0.7114
 1D9  H8   H  HCR6  0   0.273  -2.9174  22.1869  -2.9281
 1D9  H9   H  HCR6  0   0.276  -0.8545  23.5222  -3.1295
 1D9  H10  H  HCR6  0   0.280   1.1962  22.8214  -1.9793
 1D9  H11  H  HOH1  0   0.491   3.4699  17.6830   0.3606
 1D9  H12  H  HCR6  0   0.281   7.0202  21.6210   2.2972
 1D9  H13  H  HCR6  0   0.283   7.1183  18.6707   5.4204
 1D9  H14  H  HCR6  0   0.279   4.7252  18.2490   5.0854
 1D9  H15  H  HCR6  0   0.272   3.4748  19.4691   3.3588

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  1.384  0.020  1.384
 1D9  CAL  CAR  aromatic  1.386  0.020  1.386
 1D9  CAO  CBC  aromatic  1.392  0.020  1.392
 1D9  OAD  CAX  double    1.207  0.020  1.207
 1D9  CAR  CBF  aromatic  1.391  0.020  1.391
 1D9  CBC  CAX  single    1.486  0.020  1.486
 1D9  CBC  CAU  aromatic  1.392  0.020  1.392
 1D9  CAX  OAA  single    1.324  0.020  1.324
 1D9  CBF  CAU  aromatic  1.389  0.020  1.389
 1D9  CBF  NBJ  single    1.407  0.020  1.407
 1D9  OAC  CBA  double    1.213  0.020  1.213
 1D9  NBJ  CBA  single    1.354  0.020  1.354
 1D9  NBJ  CBI  single    1.455  0.020  1.455
 1D9  CBA  CAZ  single    1.490  0.020  1.490
 1D9  CBI  CBB  single    1.506  0.020  1.506
 1D9  CBI  CBE  single    1.509  0.020  1.509
 1D9  CAZ  CBB  double    1.344  0.020  1.344
 1D9  CAZ  OAE  single    1.313  0.020  1.313
 1D9  CBB  CAY  single    1.461  0.020  1.461
 1D9  CBE  CAW  aromatic  1.386  0.020  1.386
 1D9  CBE  CAQ  aromatic  1.390  0.020  1.390
 1D9  OAB  CAY  double    1.217  0.020  1.217
 1D9  CAW  CBH  aromatic  1.390  0.020  1.390
 1D9  CAY  CBD  single    1.486  0.020  1.486
 1D9  FAI  CBL  single    1.337  0.020  1.337
 1D9  CAQ  CAN  aromatic  1.385  0.020  1.385
 1D9  FAJ  CBL  single    1.342  0.020  1.342
 1D9  CBD  CAV  aromatic  1.392  0.020  1.392
 1D9  CBD  CAP  aromatic  1.391  0.020  1.391
 1D9  CBH  CBL  single    1.497  0.020  1.497
 1D9  CBH  CAT  aromatic  1.389  0.020  1.389
 1D9  CAV  CBG  aromatic  1.386  0.020  1.386
 1D9  CBL  FAK  single    1.339  0.020  1.339
 1D9  FAF  CBK  single    1.342  0.020  1.342
 1D9  CAN  CAT  aromatic  1.387  0.020  1.387
 1D9  FAG  CBK  single    1.337  0.020  1.337
 1D9  CAP  CAM  aromatic  1.386  0.020  1.386
 1D9  CBG  CBK  single    1.497  0.020  1.497
 1D9  CBG  CAS  aromatic  1.392  0.020  1.392
 1D9  CBK  FAH  single    1.338  0.020  1.338
 1D9  CAM  CAS  aromatic  1.385  0.020  1.385
 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  OAA  H7   single    0.850  0.020  0.980
 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  111.97  3.000
 1D9  FAK  CBL  FAJ  106.54  3.000
 1D9  CBH  CBL  FAJ  111.56  3.000
 1D9  FAK  CBL  FAI  107.09  3.000
 1D9  CBH  CBL  FAI  112.57  3.000
 1D9  FAJ  CBL  FAI  106.75  3.000
 1D9  CAT  CBH  CAW  120.20  3.000
 1D9  CAT  CBH  CBL  119.31  3.000
 1D9  CAW  CBH  CBL  120.45  3.000
 1D9  H1   CAW  CBE  119.10  3.000
 1D9  H1   CAW  CBH  120.84  3.000
 1D9  CBE  CAW  CBH  120.06  3.000
 1D9  H2   CAT  CAN  119.37  3.000
 1D9  H2   CAT  CBH  121.04  3.000
 1D9  CAN  CAT  CBH  119.59  3.000
 1D9  H3   CAN  CAQ  119.99  3.000
 1D9  H3   CAN  CAT  119.77  3.000
 1D9  CAQ  CAN  CAT  120.24  3.000
 1D9  H4   CAQ  CBE  120.33  3.000
 1D9  H4   CAQ  CAN  119.46  3.000
 1D9  CBE  CAQ  CAN  120.21  3.000
 1D9  CBI  CBE  CAQ  120.25  3.000
 1D9  CAQ  CBE  CAW  119.69  3.000
 1D9  CBI  CBE  CAW  120.05  3.000
 1D9  H5   CBI  CBB  109.24  3.000
 1D9  H5   CBI  NBJ  110.02  3.000
 1D9  CBB  CBI  NBJ  102.85  3.000
 1D9  H5   CBI  CBE  109.74  3.000
 1D9  CBB  CBI  CBE  113.08  3.000
 1D9  NBJ  CBI  CBE  111.71  3.000
 1D9  CBA  NBJ  CBF  125.27  3.000
 1D9  CBA  NBJ  CBI  112.39  3.000
 1D9  CBF  NBJ  CBI  122.34  3.000
 1D9  CAR  CBF  CAU  120.12  3.000
 1D9  CAU  CBF  NBJ  120.17  3.000
 1D9  CAR  CBF  NBJ  119.69  3.000
 1D9  H6   CAU  CBC  120.44  3.000
 1D9  H6   CAU  CBF  119.83  3.000
 1D9  CBC  CAU  CBF  119.72  3.000
 1D9  CAO  CBC  CAX  118.28  3.000
 1D9  CAX  CBC  CAU  121.60  3.000
 1D9  CAO  CBC  CAU  120.12  3.000
 1D9  OAA  CAX  OAD  123.44  3.000
 1D9  OAA  CAX  CBC  113.03  3.000
 1D9  OAD  CAX  CBC  123.53  3.000
 1D9  H7   OAA  CAX  110.09  3.000
 1D9  H8   CAO  CAL  119.95  3.000
 1D9  H8   CAO  CBC  120.26  3.000
 1D9  CAL  CAO  CBC  119.79  3.000
 1D9  H9   CAL  CAR  119.56  3.000
 1D9  H9   CAL  CAO  120.06  3.000
 1D9  CAR  CAL  CAO  120.38  3.000
 1D9  H10  CAR  CAL  119.56  3.000
 1D9  H10  CAR  CBF  120.57  3.000
 1D9  CAL  CAR  CBF  119.87  3.000
 1D9  CAZ  CBA  OAC  124.93  3.000
 1D9  CAZ  CBA  NBJ  106.05  3.000
 1D9  OAC  CBA  NBJ  129.02  3.000
 1D9  CBB  CAZ  OAE  129.97  3.000
 1D9  OAE  CAZ  CBA  120.42  3.000
 1D9  CBB  CAZ  CBA  109.58  3.000
 1D9  H11  OAE  CAZ  110.11  3.000
 1D9  CAY  CBB  CAZ  130.79  3.000
 1D9  CAY  CBB  CBI  119.72  3.000
 1D9  CAZ  CBB  CBI  109.03  3.000
 1D9  CBD  CAY  OAB  120.71  3.000
 1D9  CBD  CAY  CBB  119.48  3.000
 1D9  OAB  CAY  CBB  119.80  3.000
 1D9  CAP  CBD  CAV  119.82  3.000
 1D9  CAP  CBD  CAY  121.27  3.000
 1D9  CAV  CBD  CAY  118.79  3.000
 1D9  H12  CAV  CBG  120.95  3.000
 1D9  H12  CAV  CBD  119.16  3.000
 1D9  CBG  CAV  CBD  119.89  3.000
 1D9  CAS  CBG  CBK  119.71  3.000
 1D9  CAS  CBG  CAV  120.21  3.000
 1D9  CBK  CBG  CAV  120.06  3.000
 1D9  FAF  CBK  FAH  106.69  3.000
 1D9  FAH  CBK  FAG  107.13  3.000
 1D9  FAF  CBK  FAG  106.76  3.000
 1D9  FAH  CBK  CBG  112.10  3.000
 1D9  FAG  CBK  CBG  112.32  3.000
 1D9  FAF  CBK  CBG  111.49  3.000
 1D9  H13  CAS  CAM  119.30  3.000
 1D9  H13  CAS  CBG  120.89  3.000
 1D9  CAM  CAS  CBG  119.81  3.000
 1D9  H14  CAM  CAP  119.95  3.000
 1D9  H14  CAM  CAS  119.86  3.000
 1D9  CAP  CAM  CAS  120.19  3.000
 1D9  H15  CAP  CAM  119.34  3.000
 1D9  H15  CAP  CBD  120.56  3.000
 1D9  CAM  CAP  CBD  120.07  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  CONST_47  H7   OAA  CAX  CBC  180.00   0.0  0
 1D9  Var_01    CAR  CBF  NBJ  CBI   43.29  30.0  2
 1D9  Var_02    CBA  CAZ  CBB  CBI   -2.05  30.0  1
 1D9  Var_03    CBB  CAZ  CBA  NBJ    0.15  30.0  1
 1D9  Var_04    CBD  CAY  CBB  CBI  158.14  30.0  2
 1D9  Var_05    CAV  CBD  CAY  CBB  148.10  30.0  2
 1D9  Var_06    CAW  CBH  CBL  FAI  -21.64  30.0  3
 1D9  Var_07    OAD  CAX  CBC  CAU  177.67  30.0  2
 1D9  Var_08    FAF  CBK  CBG  CAV  -92.76  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  CBB  0.020
 1D9  plan-1  CAY  0.020
 1D9  plan-1  OAB  0.020
 1D9  plan-1  CBD  0.020
 1D9  plan-2  CBL  0.020
 1D9  plan-2  CBH  0.020
 1D9  plan-2  CAW  0.020
 1D9  plan-2  CAT  0.020
 1D9  plan-2  CAN  0.020
 1D9  plan-2  CAQ  0.020
 1D9  plan-2  CBE  0.020
 1D9  plan-2  CBI  0.020
 1D9  plan-2  H1   0.020
 1D9  plan-2  H2   0.020
 1D9  plan-2  H3   0.020
 1D9  plan-2  H4   0.020
 1D9  plan-3  NBJ  0.020
 1D9  plan-3  CBF  0.020
 1D9  plan-3  CAU  0.020
 1D9  plan-3  CBC  0.020
 1D9  plan-3  CAX  0.020
 1D9  plan-3  CAO  0.020
 1D9  plan-3  CAL  0.020
 1D9  plan-3  CAR  0.020
 1D9  plan-3  H6   0.020
 1D9  plan-3  H8   0.020
 1D9  plan-3  H9   0.020
 1D9  plan-3  H10  0.020
 1D9  plan-4  CAY  0.020
 1D9  plan-4  CBD  0.020
 1D9  plan-4  CAV  0.020
 1D9  plan-4  CBG  0.020
 1D9  plan-4  CBK  0.020
 1D9  plan-4  CAS  0.020
 1D9  plan-4  CAM  0.020
 1D9  plan-4  CAP  0.020
 1D9  plan-4  H12  0.020
 1D9  plan-4  H13  0.020
 1D9  plan-4  H14  0.020
 1D9  plan-4  H15  0.020
 1D9  plan-5  CBI  0.020
 1D9  plan-5  NBJ  0.020
 1D9  plan-5  CBF  0.020
 1D9  plan-5  CBA  0.020
 1D9  plan-5  OAC  0.020
 1D9  plan-5  CAZ  0.020
 1D9  plan-6  CBC  0.020
 1D9  plan-6  CAX  0.020
 1D9  plan-6  OAD  0.020
 1D9  plan-6  OAA  0.020
 1D9  plan-6  H7   0.020

