# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Jul 28 23:07:56 2021
#   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  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_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  -0.308   9.2895  20.1284   5.2348
 1D8  CBL  C   CT    0   1.058   8.8650  20.0770   3.9669
 1D8  FAG  F   F     0  -0.313   9.5022  19.0464   3.3908
 1D8  FAH  F   F     0  -0.303   9.2967  21.1870   3.3611
 1D8  CBH  C   CR6   0  -0.182   7.3786  19.9174   3.8789
 1D8  CAR  C   CR16  0  -0.312   6.6613  20.5626   2.8852
 1D8  CAO  C   CR16  0  -0.265   6.7282  19.0790   4.7809
 1D8  CAK  C   CR16  0  -0.229   5.3602  18.8894   4.6811
 1D8  CAM  C   CR16  0  -0.256   4.6417  19.5145   3.6734
 1D8  CBD  C   CR6   0  -0.002   5.2894  20.3513   2.7711
 1D8  CAX  C   C     0   0.413   4.5340  21.0970   1.7317
 1D8  OAB  O   O     0  -0.382   4.8697  22.2190   1.4032
 1D8  CBA  C   CR5   0  -0.101   3.3627  20.4763   1.1142
 1D8  CAY  C   CR5   0   0.174   3.1000  19.1878   0.8428
 1D8  OAE  O   OH1   0  -0.569   3.7950  18.1084   1.1213
 1D8  CAZ  C   CR5   0   0.487   1.8278  19.0882   0.0740
 1D8  OAC  O   O     0  -0.446   1.3393  18.0514  -0.3236
 1D8  NBK  N   NR5   0  -0.613   1.3805  20.3572  -0.0779
 1D8  CBF  C   CR6   0   0.397   0.1894  20.7320  -0.7236
 1D8  CAQ  C   CR16  0  -0.310  -0.9774  20.0034  -0.5255
 1D8  CBC  C   CR6   0  -0.077  -2.1520  20.3940  -1.1616
 1D8  CAW  C   C     0   0.543  -3.4214  19.6419  -0.9821
 1D8  OAD  O   OH1   0  -0.592  -3.2815  18.5586  -0.2336
 1D8  OAA  O   O     0  -0.435  -4.4718  19.9815  -1.4701
 1D8  CAL  C   CR16  0  -0.265  -2.1645  21.5220  -1.9776
 1D8  CAJ  C   CR16  0  -0.236  -1.0015  22.2511  -2.1576
 1D8  CAN  C   CR16  0  -0.285   0.1758  21.8577  -1.5411
 1D8  CBJ  C   CR15  0  -0.217   2.2929  21.3372   0.4967
 1D8  CBE  C   CR6   0   0.155   1.6010  22.2301   1.4962
 1D8  CAS  C   CR16  0  -0.373   0.8896  21.6499   2.5581
 1D8  CBG  C   CR56  0   0.324   0.2988  22.5065   3.4472
 1D8  OAU  O   O     0  -0.481  -0.4506  22.2144   4.5329
 1D8  CAT  C   CH2   0   0.069  -0.6814  23.4433   5.2104
 1D8  OAV  O   O     0  -0.468  -0.2907  24.4849   4.3180
 1D8  CBI  C   CR56  0   0.393   0.3893  23.8866   3.3239
 1D8  CBB  C   CR6   0  -0.158   1.0809  24.4532   2.2864
 1D8  CLA  CL  CL    0  -0.098   1.1778  26.1657   2.1373
 1D8  CAP  C   CR16  0  -0.308   1.6936  23.6024   1.3600
 1D8  H1   H   HCR6  0   0.280   7.1537  21.2206   2.1814
 1D8  H2   H   HCR6  0   0.285   7.2767  18.5768   5.5669
 1D8  H3   H   HCR6  0   0.279   4.8514  18.2537   5.3924
 1D8  H4   H   HCR6  0   0.271   3.5707  19.3686   3.6171
 1D8  H5   H   HOH1  0   0.490   3.3397  17.3229   0.7801
 1D8  H6   H   HCR6  0   0.283  -0.9736  19.1489   0.1345
 1D8  H7   H   HOH1  0   0.490  -4.1326  18.1045  -0.1432
 1D8  H8   H   HCR6  0   0.272  -3.0767  21.8290  -2.4701
 1D8  H9   H   HCR6  0   0.275  -1.0045  23.1274  -2.7910
 1D8  H10  H   HCR6  0   0.280   1.0801  22.4275  -1.7083
 1D8  H11  H   HCR5  0   0.314   2.7326  21.9482  -0.2977
 1D8  H12  H   HCR6  0   0.277   0.8082  20.5763   2.6723
 1D8  H13  H   HCH2  0   0.244  -0.0720  23.4891   6.1178
 1D8  H14  H   HCH2  0   0.254  -1.7397  23.5417   5.4480
 1D8  H15  H   HCR6  0   0.280   2.2470  24.0306   0.5350

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  1.384  0.020  1.384
 1D8  CAJ  CAN  aromatic  1.386  0.020  1.386
 1D8  CAL  CBC  aromatic  1.392  0.020  1.392
 1D8  CAN  CBF  aromatic  1.391  0.020  1.391
 1D8  OAA  CAW  double    1.207  0.020  1.207
 1D8  CBC  CAW  single    1.486  0.020  1.486
 1D8  CBC  CAQ  aromatic  1.392  0.020  1.392
 1D8  CAW  OAD  single    1.324  0.020  1.324
 1D8  CBF  CAQ  aromatic  1.390  0.020  1.390
 1D8  CBF  NBK  single    1.406  0.020  1.406
 1D8  NBK  CAZ  single    1.354  0.020  1.354
 1D8  NBK  CBJ  single    1.457  0.020  1.457
 1D8  OAC  CAZ  double    1.213  0.020  1.213
 1D8  CAZ  CAY  single    1.490  0.020  1.490
 1D8  CBJ  CBA  single    1.506  0.020  1.506
 1D8  CBJ  CBE  single    1.508  0.020  1.508
 1D8  CAY  CBA  double    1.343  0.020  1.343
 1D8  CAY  OAE  single    1.314  0.020  1.314
 1D8  CBA  CAX  single    1.462  0.020  1.462
 1D8  CAP  CBE  aromatic  1.382  0.020  1.382
 1D8  CAP  CBB  aromatic  1.399  0.020  1.399
 1D8  CBE  CAS  aromatic  1.404  0.020  1.404
 1D8  OAB  CAX  double    1.216  0.020  1.216
 1D8  CAX  CBD  single    1.486  0.020  1.486
 1D8  CLA  CBB  single    1.722  0.020  1.722
 1D8  CBB  CBI  aromatic  1.370  0.020  1.370
 1D8  CBD  CAR  aromatic  1.393  0.020  1.393
 1D8  CBD  CAM  aromatic  1.391  0.020  1.391
 1D8  CAS  CBG  aromatic  1.369  0.020  1.369
 1D8  CAR  CBH  aromatic  1.385  0.020  1.385
 1D8  FAG  CBL  single    1.342  0.020  1.342
 1D8  FAH  CBL  single    1.336  0.020  1.336
 1D8  CBI  CBG  aromatic  1.389  0.020  1.389
 1D8  CBI  OAV  single    1.345  0.020  1.345
 1D8  CBG  OAU  single    1.351  0.020  1.351
 1D8  CAM  CAK  aromatic  1.387  0.020  1.387
 1D8  CBH  CBL  single    1.497  0.020  1.497
 1D8  CBH  CAO  aromatic  1.393  0.020  1.393
 1D8  CBL  FAF  single    1.338  0.020  1.338
 1D8  OAV  CAT  single    1.426  0.020  1.426
 1D8  CAK  CAO  aromatic  1.385  0.020  1.385
 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  OAD  H7   single    0.850  0.020  0.980
 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  112.50  3.000
 1D8  CBH  CBL  FAG  111.37  3.000
 1D8  FAH  CBL  FAG  106.86  3.000
 1D8  CBH  CBL  FAF  112.01  3.000
 1D8  FAH  CBL  FAF  107.16  3.000
 1D8  FAG  CBL  FAF  106.60  3.000
 1D8  CAO  CBH  CAR  120.22  3.000
 1D8  CAO  CBH  CBL  119.32  3.000
 1D8  CAR  CBH  CBL  120.44  3.000
 1D8  H1   CAR  CBD  119.15  3.000
 1D8  H1   CAR  CBH  120.95  3.000
 1D8  CBD  CAR  CBH  119.89  3.000
 1D8  H2   CAO  CAK  119.31  3.000
 1D8  H2   CAO  CBH  120.88  3.000
 1D8  CAK  CAO  CBH  119.81  3.000
 1D8  H3   CAK  CAM  119.95  3.000
 1D8  H3   CAK  CAO  119.87  3.000
 1D8  CAM  CAK  CAO  120.17  3.000
 1D8  H4   CAM  CBD  120.55  3.000
 1D8  H4   CAM  CAK  119.33  3.000
 1D8  CBD  CAM  CAK  120.10  3.000
 1D8  CAX  CBD  CAM  121.28  3.000
 1D8  CAM  CBD  CAR  119.79  3.000
 1D8  CAX  CBD  CAR  118.82  3.000
 1D8  CBA  CAX  OAB  119.90  3.000
 1D8  OAB  CAX  CBD  120.77  3.000
 1D8  CBA  CAX  CBD  119.32  3.000
 1D8  CBJ  CBA  CAY  109.08  3.000
 1D8  CAY  CBA  CAX  130.49  3.000
 1D8  CBJ  CBA  CAX  119.97  3.000
 1D8  CAZ  CAY  OAE  120.42  3.000
 1D8  OAE  CAY  CBA  129.95  3.000
 1D8  CAZ  CAY  CBA  109.60  3.000
 1D8  H5   OAE  CAY  110.03  3.000
 1D8  NBK  CAZ  OAC  129.14  3.000
 1D8  OAC  CAZ  CAY  124.76  3.000
 1D8  NBK  CAZ  CAY  106.10  3.000
 1D8  CBJ  NBK  CBF  122.17  3.000
 1D8  CBJ  NBK  CAZ  112.29  3.000
 1D8  CBF  NBK  CAZ  125.54  3.000
 1D8  CAN  CBF  CAQ  119.98  3.000
 1D8  CAQ  CBF  NBK  120.40  3.000
 1D8  CAN  CBF  NBK  119.60  3.000
 1D8  H6   CAQ  CBC  120.30  3.000
 1D8  H6   CAQ  CBF  119.94  3.000
 1D8  CBC  CAQ  CBF  119.75  3.000
 1D8  CAL  CBC  CAW  118.24  3.000
 1D8  CAW  CBC  CAQ  121.57  3.000
 1D8  CAL  CBC  CAQ  120.19  3.000
 1D8  OAA  CAW  OAD  123.42  3.000
 1D8  OAD  CAW  CBC  113.08  3.000
 1D8  OAA  CAW  CBC  123.50  3.000
 1D8  H7   OAD  CAW  110.08  3.000
 1D8  H8   CAL  CAJ  120.00  3.000
 1D8  H8   CAL  CBC  120.31  3.000
 1D8  CAJ  CAL  CBC  119.70  3.000
 1D8  H9   CAJ  CAN  119.53  3.000
 1D8  H9   CAJ  CAL  120.05  3.000
 1D8  CAN  CAJ  CAL  120.42  3.000
 1D8  H10  CAN  CAJ  119.46  3.000
 1D8  H10  CAN  CBF  120.58  3.000
 1D8  CAJ  CAN  CBF  119.95  3.000
 1D8  H11  CBJ  CBE  109.57  3.000
 1D8  H11  CBJ  NBK  109.93  3.000
 1D8  CBE  CBJ  NBK  111.85  3.000
 1D8  H11  CBJ  CBA  109.35  3.000
 1D8  CBE  CBJ  CBA  113.12  3.000
 1D8  NBK  CBJ  CBA  102.83  3.000
 1D8  CAP  CBE  CAS  121.26  3.000
 1D8  CAS  CBE  CBJ  119.28  3.000
 1D8  CAP  CBE  CBJ  119.46  3.000
 1D8  H12  CAS  CBG  121.31  3.000
 1D8  H12  CAS  CBE  121.85  3.000
 1D8  CBG  CAS  CBE  116.84  3.000
 1D8  CBI  CBG  OAU  108.81  3.000
 1D8  OAU  CBG  CAS  128.76  3.000
 1D8  CBI  CBG  CAS  122.43  3.000
 1D8  CAT  OAU  CBG  106.62  3.000
 1D8  H14  CAT  H13  110.88  3.000
 1D8  H14  CAT  OAV  109.68  3.000
 1D8  H13  CAT  OAV  109.62  3.000
 1D8  H14  CAT  OAU  109.86  3.000
 1D8  H13  CAT  OAU  109.94  3.000
 1D8  OAV  CAT  OAU  106.77  3.000
 1D8  CBI  OAV  CAT  106.03  3.000
 1D8  CBB  CBI  OAV  129.14  3.000
 1D8  OAV  CBI  CBG  110.09  3.000
 1D8  CBB  CBI  CBG  120.76  3.000
 1D8  CAP  CBB  CLA  121.52  3.000
 1D8  CLA  CBB  CBI  120.37  3.000
 1D8  CAP  CBB  CBI  118.10  3.000
 1D8  H15  CAP  CBB  119.22  3.000
 1D8  H15  CAP  CBE  120.16  3.000
 1D8  CBB  CAP  CBE  120.61  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  CONST_46  H7   OAD  CAW  CBC   180.00   0.0  0
 1D8  Var_01    NBK  CAZ  CAY  CBA    -0.10  30.0  1
 1D8  Var_02    CAN  CBF  NBK  CAZ  -139.79  30.0  2
 1D8  Var_03    CBJ  CBA  CAY  CAZ    -1.89  30.0  1
 1D8  Var_04    OAV  CAT  OAU  CBG    12.67  30.0  1
 1D8  Var_05    CBB  CBI  OAV  CAT  -173.21  30.0  1
 1D8  Var_06    CBI  CBG  OAU  CAT    -8.03  30.0  1
 1D8  Var_07    CBA  CAX  CBD  CAR   148.59  30.0  2
 1D8  Var_08    CAR  CBH  CBL  FAF   142.76  30.0  3
 1D8  Var_09    OAA  CAW  CBC  CAQ   176.72  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
 1D8  plan-6  H7   0.020

