# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version 1.18.1-3865-
#   - file written: Wed May 20 12:21:48 2020
#   Inital geometry file: a 144 line input string
#   Ligand name: 3-{(2S)-2-(7-chloro-1,3-benzodioxol-5-yl)-4-hydroxy-5-oxo-3-[3-(trifluoromethyl)benzoyl]-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](c3cc(Cl)c4OCOc4c3)C(=C(O)C2=O)C(=O)c5cccc(c5)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
 1D8  1D8  '3-{(2S)-2-(7-chloro-1,3-benzodioxol-5-yl)-4-hydroxy-5-oxo-3-[3-(trifluoromethyl)benzoyl]-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_1D8
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
 1D8  FAF  F   F      0  -0.301   5.3793  -2.1979   0.9918
 1D8  CBL  C   CT     0   1.058   4.5230  -1.8173   0.0411
 1D8  FAG  F   F      0  -0.311   5.1847  -1.8512  -1.1230
 1D8  FAH  F   F      0  -0.310   3.5766  -2.7672  -0.0341
 1D8  CBH  C   C      0  -0.176   3.9291  -0.4689   0.3040
 1D8  CAR  C   C1     0  -0.291   3.2083   0.1484  -0.7103
 1D8  CAO  C   C1     0  -0.279   4.0637   0.1441   1.5429
 1D8  CAK  C   C1     0  -0.225   3.4765   1.3812   1.7640
 1D8  CAM  C   C1     0  -0.267   2.7272   1.9856   0.7680
 1D8  CBD  C   C      0  -0.044   2.5880   1.3656  -0.4693
 1D8  CAX  C   C      0   0.375   1.7552   1.9836  -1.5446
 1D8  OAB  O   O      0  -0.377   2.2386   2.2773  -2.6198
 1D8  CBA  C   CR5    0  -0.134   0.3362   2.1491  -1.2534
 1D8  CAY  C   CR5    0   0.244  -0.5852   2.7362  -2.0394
 1D8  OAE  O   OH1    0  -0.558  -0.4291   3.3740  -3.1730
 1D8  CAZ  C   CR5    0   0.474  -1.9398   2.5731  -1.4375
 1D8  OAC  O   O      0  -0.454  -2.9670   3.0161  -1.9105
 1D8  NBK  N   NR5    0  -0.598  -1.7590   1.8598  -0.3079
 1D8  CBF  C   CR6    0   0.375  -2.7880   1.4468   0.5665
 1D8  CAQ  C   CR16   0  -0.325  -3.8667   0.7237   0.0760
 1D8  CBC  C   CR6    0  -0.099  -4.8773   0.2973   0.9308
 1D8  CAW  C   C      0   0.405  -6.0556  -0.5040   0.3851
 1D8  OAD  O   OC    -1  -0.591  -6.9121  -0.8645   1.2134
 1D8  OAA  O   O      0  -0.589  -6.0543  -0.7290  -0.8398
 1D8  CAL  C   CR16   0  -0.293  -4.7815   0.5973   2.2871
 1D8  CAJ  C   CR16   0  -0.244  -3.6982   1.3115   2.7784
 1D8  CAN  C   CR16   0  -0.300  -2.6984   1.7456   1.9209
 1D8  CBJ  C   CR15   0  -0.210  -0.3598   1.5413  -0.0602
 1D8  CBE  C   CR6    0   0.142  -0.1232   0.0541   0.0757
 1D8  CAS  C   CR16   0  -0.375   0.3890  -0.4480   1.2766
 1D8  CBG  C   CR6    0   0.323   0.6503  -1.7933   1.3300
 1D8  OAU  O   O2     0  -0.483   1.1790  -2.5120   2.3453
 1D8  CAT  C   CH2    0   0.066   1.1423  -3.8762   1.9446
 1D8  OAV  O   O2     0  -0.472   0.7514  -3.8978   0.5731
 1D8  CBI  C   CR6    0   0.395   0.3990  -2.6371   0.2634
 1D8  CBB  C   CR6    0  -0.156  -0.1252  -2.1503  -0.9080
 1D8  CLA  CL  CL     0  -0.101  -0.4297  -3.2154  -2.2273
 1D8  CAP  C   CR16   0  -0.284  -0.3839  -0.7827  -0.9983
 1D8  H1   H   H      0   0.281   3.0952  -0.3238  -1.6785
 1D8  H2   H   H      0   0.278   4.6228  -0.3259   2.3400
 1D8  H3   H   H      0   0.277   3.5931   1.8668   2.7229
 1D8  H4   H   H      0   0.283   2.2581   2.9434   0.9574
 1D8  H5   H   HOH1   0   0.489  -1.2894   3.6846  -3.4977
 1D8  H6   H   HCR6   0   0.255  -3.9202   0.4712  -0.9742
 1D8  H8   H   HCR6   0   0.249  -5.5596   0.2653   2.9612
 1D8  H9   H   HCR6   0   0.258  -3.6314   1.5409   3.8339
 1D8  H10  H   HCR6   0   0.271  -1.8611   2.3140   2.3051
 1D8  H11  H   HCR5   0   0.306  -0.0408   2.0354   0.8637
 1D8  H12  H   HCR6   0   0.277   0.5903   0.2026   2.1164
 1D8  H13  H   HCH2   0   0.247   2.1309  -4.3224   2.0534
 1D8  H14  H   HCH2   0   0.245   0.4070  -4.4203   2.5434
 1D8  H15  H   HCR6   0   0.273  -0.7775  -0.3851  -1.9253

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
 1D8  CAJ  CAL  aromatic  1.387  0.020  1.387
 1D8  CAJ  CAN  aromatic  1.387  0.020  1.387
 1D8  CAL  CBC  aromatic  1.392  0.020  1.392
 1D8  CAN  CBF  aromatic  1.390  0.020  1.390
 1D8  OAA  CAW  deloc     1.245  0.020  1.245
 1D8  CBC  CAW  single    1.526  0.020  1.526
 1D8  CBC  CAQ  aromatic  1.391  0.020  1.391
 1D8  CAW  OAD  deloc     1.245  0.020  1.245
 1D8  CBF  CAQ  aromatic  1.388  0.020  1.388
 1D8  CBF  NBK  single    1.412  0.020  1.412
 1D8  NBK  CAZ  single    1.348  0.020  1.348
 1D8  NBK  CBJ  single    1.456  0.020  1.456
 1D8  OAC  CAZ  double    1.215  0.020  1.215
 1D8  CAZ  CAY  single    1.491  0.020  1.491
 1D8  CBJ  CBA  single    1.509  0.020  1.509
 1D8  CBJ  CBE  single    1.512  0.020  1.512
 1D8  CAY  CBA  double    1.346  0.020  1.346
 1D8  CAY  OAE  single    1.310  0.020  1.310
 1D8  CBA  CAX  single    1.458  0.020  1.458
 1D8  CAP  CBE  aromatic  1.386  0.020  1.386
 1D8  CAP  CBB  aromatic  1.395  0.020  1.395
 1D8  CBE  CAS  aromatic  1.399  0.020  1.399
 1D8  OAB  CAX  double    1.215  0.020  1.215
 1D8  CAX  CBD  single    1.494  0.020  1.494
 1D8  CLA  CBB  single    1.723  0.020  1.723
 1D8  CBB  CBI  aromatic  1.373  0.020  1.373
 1D8  CBD  CAR  aromatic  1.387  0.020  1.387
 1D8  CBD  CAM  aromatic  1.391  0.020  1.391
 1D8  CAS  CBG  aromatic  1.371  0.020  1.371
 1D8  CAR  CBH  aromatic  1.389  0.020  1.389
 1D8  FAG  CBL  single    1.339  0.020  1.339
 1D8  FAH  CBL  single    1.343  0.020  1.343
 1D8  CBI  CBG  aromatic  1.383  0.020  1.383
 1D8  CBI  OAV  single    1.345  0.020  1.345
 1D8  CBG  OAU  single    1.352  0.020  1.352
 1D8  CAM  CAK  aromatic  1.385  0.020  1.385
 1D8  CBH  CBL  single    1.497  0.020  1.497
 1D8  CBH  CAO  aromatic  1.389  0.020  1.389
 1D8  CBL  FAF  single    1.335  0.020  1.335
 1D8  OAV  CAT  single    1.426  0.020  1.426
 1D8  CAK  CAO  aromatic  1.387  0.020  1.387
 1D8  OAU  CAT  single    1.422  0.020  1.422
 1D8  CAR  H1   single    0.930  0.020  1.080
 1D8  CAO  H2   single    0.930  0.020  1.080
 1D8  CAK  H3   single    0.930  0.020  1.080
 1D8  CAM  H4   single    0.930  0.020  1.080
 1D8  OAE  H5   single    0.850  0.020  0.980
 1D8  CAQ  H6   single    0.930  0.020  1.080
 1D8  CAL  H8   single    0.930  0.020  1.080
 1D8  CAJ  H9   single    0.930  0.020  1.080
 1D8  CAN  H10  single    0.930  0.020  1.080
 1D8  CBJ  H11  single    0.970  0.020  1.090
 1D8  CAS  H12  single    0.930  0.020  1.080
 1D8  CAT  H13  single    0.970  0.020  1.090
 1D8  CAT  H14  single    0.970  0.020  1.090
 1D8  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
 1D8  CBH  CBL  FAH  111.55  3.000
 1D8  CBH  CBL  FAG  111.81  3.000
 1D8  FAH  CBL  FAG  106.36  3.000
 1D8  CBH  CBL  FAF  112.73  3.000
 1D8  FAH  CBL  FAF  106.87  3.000
 1D8  FAG  CBL  FAF  107.15  3.000
 1D8  CAO  CBH  CAR  120.37  3.000
 1D8  CAO  CBH  CBL  121.06  3.000
 1D8  CAR  CBH  CBL  118.56  3.000
 1D8  H1   CAR  CBD  119.41  3.000
 1D8  H1   CAR  CBH  120.88  3.000
 1D8  CBD  CAR  CBH  119.68  3.000
 1D8  H2   CAO  CAK  119.28  3.000
 1D8  H2   CAO  CBH  121.06  3.000
 1D8  CAK  CAO  CBH  119.65  3.000
 1D8  H3   CAK  CAM  120.01  3.000
 1D8  H3   CAK  CAO  119.75  3.000
 1D8  CAM  CAK  CAO  120.23  3.000
 1D8  H4   CAM  CBD  120.42  3.000
 1D8  H4   CAM  CAK  119.63  3.000
 1D8  CBD  CAM  CAK  119.95  3.000
 1D8  CAX  CBD  CAM  120.78  3.000
 1D8  CAM  CBD  CAR  120.06  3.000
 1D8  CAX  CBD  CAR  119.15  3.000
 1D8  CBA  CAX  OAB  122.45  3.000
 1D8  OAB  CAX  CBD  121.01  3.000
 1D8  CBA  CAX  CBD  116.47  3.000
 1D8  CBJ  CBA  CAY  108.77  3.000
 1D8  CAY  CBA  CAX  126.81  3.000
 1D8  CBJ  CBA  CAX  124.13  3.000
 1D8  CAZ  CAY  OAE  120.71  3.000
 1D8  OAE  CAY  CBA  129.50  3.000
 1D8  CAZ  CAY  CBA  109.78  3.000
 1D8  H5   OAE  CAY  109.86  3.000
 1D8  NBK  CAZ  OAC  129.25  3.000
 1D8  OAC  CAZ  CAY  124.83  3.000
 1D8  NBK  CAZ  CAY  105.91  3.000
 1D8  CBJ  NBK  CBF  122.06  3.000
 1D8  CBJ  NBK  CAZ  112.78  3.000
 1D8  CBF  NBK  CAZ  125.16  3.000
 1D8  CAN  CBF  CAQ  120.42  3.000
 1D8  CAQ  CBF  NBK  119.99  3.000
 1D8  CAN  CBF  NBK  119.58  3.000
 1D8  H6   CAQ  CBC  119.30  3.000
 1D8  H6   CAQ  CBF  120.21  3.000
 1D8  CBC  CAQ  CBF  120.48  3.000
 1D8  CAL  CBC  CAW  120.98  3.000
 1D8  CAW  CBC  CAQ  120.15  3.000
 1D8  CAL  CBC  CAQ  118.86  3.000
 1D8  OAA  CAW  OAD  127.07  3.000
 1D8  OAD  CAW  CBC  116.45  3.000
 1D8  OAA  CAW  CBC  116.48  3.000
 1D8  H8   CAL  CAJ  119.93  3.000
 1D8  H8   CAL  CBC  119.44  3.000
 1D8  CAJ  CAL  CBC  120.64  3.000
 1D8  H9   CAJ  CAN  119.48  3.000
 1D8  H9   CAJ  CAL  120.18  3.000
 1D8  CAN  CAJ  CAL  120.33  3.000
 1D8  H10  CAN  CAJ  120.17  3.000
 1D8  H10  CAN  CBF  120.57  3.000
 1D8  CAJ  CAN  CBF  119.26  3.000
 1D8  H11  CBJ  CBE  108.80  3.000
 1D8  H11  CBJ  NBK  108.94  3.000
 1D8  CBE  CBJ  NBK  112.38  3.000
 1D8  H11  CBJ  CBA  110.55  3.000
 1D8  CBE  CBJ  CBA  113.27  3.000
 1D8  NBK  CBJ  CBA  102.74  3.000
 1D8  CAP  CBE  CAS  121.15  3.000
 1D8  CAS  CBE  CBJ  119.18  3.000
 1D8  CAP  CBE  CBJ  119.65  3.000
 1D8  H12  CAS  CBG  121.64  3.000
 1D8  H12  CAS  CBE  121.27  3.000
 1D8  CBG  CAS  CBE  117.08  3.000
 1D8  CBI  CBG  OAU  109.02  3.000
 1D8  OAU  CBG  CAS  128.71  3.000
 1D8  CBI  CBG  CAS  122.27  3.000
 1D8  CAT  OAU  CBG  106.76  3.000
 1D8  H14  CAT  H13  110.59  3.000
 1D8  H14  CAT  OAV  109.56  3.000
 1D8  H13  CAT  OAV  109.77  3.000
 1D8  H14  CAT  OAU  109.90  3.000
 1D8  H13  CAT  OAU  109.94  3.000
 1D8  OAV  CAT  OAU  107.00  3.000
 1D8  CBI  OAV  CAT  106.20  3.000
 1D8  CBB  CBI  OAV  128.98  3.000
 1D8  OAV  CBI  CBG  110.28  3.000
 1D8  CBB  CBI  CBG  120.74  3.000
 1D8  CAP  CBB  CLA  121.59  3.000
 1D8  CLA  CBB  CBI  120.11  3.000
 1D8  CAP  CBB  CBI  118.29  3.000
 1D8  H15  CAP  CBB  118.88  3.000
 1D8  H15  CAP  CBE  120.66  3.000
 1D8  CBB  CAP  CBE  120.45  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
 1D8  CONST_01  CAM  CBD  CAR  CBH     0.00   0.0  0
 1D8  CONST_02  CAM  CAK  CAO  CBH     0.00   0.0  0
 1D8  CONST_03  CAK  CAM  CBD  CAR     0.00   0.0  0
 1D8  CONST_04  CAK  CAO  CBH  CAR     0.00   0.0  0
 1D8  CONST_05  CBD  CAR  CBH  CAO     0.00   0.0  0
 1D8  CONST_06  CBD  CAM  CAK  CAO     0.00   0.0  0
 1D8  CONST_07  CAL  CAJ  CAN  CBF     0.00   0.0  0
 1D8  CONST_08  CAL  CBC  CAQ  CBF     0.00   0.0  0
 1D8  CONST_09  CAJ  CAL  CBC  CAQ     0.00   0.0  0
 1D8  CONST_10  CAJ  CAN  CBF  CAQ     0.00   0.0  0
 1D8  CONST_11  CAN  CAJ  CAL  CBC     0.00   0.0  0
 1D8  CONST_12  CAN  CBF  CAQ  CBC     0.00   0.0  0
 1D8  CONST_13  CBI  CBB  CAP  CBE     0.00   0.0  0
 1D8  CONST_14  CBI  CBG  CAS  CBE     0.00   0.0  0
 1D8  CONST_15  CBB  CAP  CBE  CAS     0.00   0.0  0
 1D8  CONST_16  CBB  CBI  CBG  CAS     0.00   0.0  0
 1D8  CONST_17  CAP  CBE  CAS  CBG     0.00   0.0  0
 1D8  CONST_18  CAP  CBB  CBI  CBG     0.00   0.0  0
 1D8  CONST_19  CAJ  CAN  CBF  NBK   180.00   0.0  0
 1D8  CONST_20  CBC  CAQ  CBF  NBK   180.00   0.0  0
 1D8  CONST_21  CBB  CAP  CBE  CBJ   180.00   0.0  0
 1D8  CONST_22  CBG  CAS  CBE  CBJ   180.00   0.0  0
 1D8  CONST_23  CBF  NBK  CAZ  CAY   180.00   0.0  0
 1D8  CONST_24  CBJ  NBK  CAZ  CAY     0.00   0.0  0
 1D8  CONST_25  CBD  CAR  CBH  CBL   180.00   0.0  0
 1D8  CONST_26  CAK  CAO  CBH  CBL   180.00   0.0  0
 1D8  CONST_27  CAX  CBD  CAR  CBH   180.00   0.0  0
 1D8  CONST_28  CAX  CBD  CAM  CAK   180.00   0.0  0
 1D8  CONST_29  CAW  CBC  CAQ  CBF   180.00   0.0  0
 1D8  CONST_30  CAJ  CAL  CBC  CAW   180.00   0.0  0
 1D8  CONST_31  CLA  CBB  CAP  CBE   180.00   0.0  0
 1D8  CONST_32  CLA  CBB  CBI  CBG   180.00   0.0  0
 1D8  CONST_33  CLA  CBB  CBI  OAV     0.00   0.0  0
 1D8  CONST_34  CBF  NBK  CAZ  OAC     0.00   0.0  0
 1D8  CONST_35  CBJ  NBK  CAZ  OAC   180.00   0.0  0
 1D8  CONST_36  H3   CAK  CAO  CBH   180.00   0.0  0
 1D8  CONST_37  H4   CAM  CBD  CAR   180.00   0.0  0
 1D8  CONST_38  H2   CAO  CBH  CAR   180.00   0.0  0
 1D8  CONST_39  H1   CAR  CBH  CAO   180.00   0.0  0
 1D8  CONST_40  H10  CAN  CBF  NBK     0.00   0.0  0
 1D8  CONST_41  H6   CAQ  CBF  NBK     0.00   0.0  0
 1D8  CONST_42  H9   CAJ  CAN  CBF   180.00   0.0  0
 1D8  CONST_43  H8   CAL  CBC  CAQ   180.00   0.0  0
 1D8  CONST_44  H15  CAP  CBE  CBJ     0.00   0.0  0
 1D8  CONST_45  H12  CAS  CBE  CBJ     0.00   0.0  0
 1D8  Var_01    NBK  CAZ  CAY  CBA    -1.08  30.0  1
 1D8  Var_02    CAN  CBF  NBK  CAZ  -126.92  30.0  3
 1D8  Var_03    CBJ  CBA  CAY  CAZ     0.27  30.0  1
 1D8  Var_04    OAV  CAT  OAU  CBG     8.42  30.0  1
 1D8  Var_05    CBB  CBI  OAV  CAT  -175.70  30.0  1
 1D8  Var_06    CBI  CBG  OAU  CAT    -5.48  30.0  1
 1D8  Var_07    CBA  CAX  CBD  CAR   116.79  30.0  2
 1D8  Var_08    CAR  CBH  CBL  FAF   168.89  30.0  3
 1D8  Var_09    OAA  CAW  CBC  CAQ    -0.69  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
 1D8  chir_01  CBJ  NBK  CBA  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
 1D8  plan-1  CBL  0.020
 1D8  plan-1  CBH  0.020
 1D8  plan-1  CAR  0.020
 1D8  plan-1  CAO  0.020
 1D8  plan-1  CAK  0.020
 1D8  plan-1  CAM  0.020
 1D8  plan-1  CBD  0.020
 1D8  plan-1  CAX  0.020
 1D8  plan-1  H1   0.020
 1D8  plan-1  H2   0.020
 1D8  plan-1  H3   0.020
 1D8  plan-1  H4   0.020
 1D8  plan-2  CBJ  0.020
 1D8  plan-2  CBE  0.020
 1D8  plan-2  CAS  0.020
 1D8  plan-2  CBG  0.020
 1D8  plan-2  OAU  0.020
 1D8  plan-2  OAV  0.020
 1D8  plan-2  CBI  0.020
 1D8  plan-2  CBB  0.020
 1D8  plan-2  CLA  0.020
 1D8  plan-2  CAP  0.020
 1D8  plan-2  H12  0.020
 1D8  plan-2  H15  0.020
 1D8  plan-3  NBK  0.020
 1D8  plan-3  CBF  0.020
 1D8  plan-3  CAQ  0.020
 1D8  plan-3  CBC  0.020
 1D8  plan-3  CAW  0.020
 1D8  plan-3  CAL  0.020
 1D8  plan-3  CAJ  0.020
 1D8  plan-3  CAN  0.020
 1D8  plan-3  H6   0.020
 1D8  plan-3  H8   0.020
 1D8  plan-3  H9   0.020
 1D8  plan-3  H10  0.020
 1D8  plan-4  CBD  0.020
 1D8  plan-4  CAX  0.020
 1D8  plan-4  OAB  0.020
 1D8  plan-4  CBA  0.020
 1D8  plan-5  CAY  0.020
 1D8  plan-5  CAZ  0.020
 1D8  plan-5  OAC  0.020
 1D8  plan-5  NBK  0.020
 1D8  plan-5  CBF  0.020
 1D8  plan-5  CBJ  0.020
 1D8  plan-6  CBC  0.020
 1D8  plan-6  CAW  0.020
 1D8  plan-6  OAD  0.020
 1D8  plan-6  OAA  0.020

