# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr  6 23:45:43 2020
#   Inital geometry file: a 138 line input string
#   Ligand name: {4-[(2R)-3-(2-chlorobenzoyl)-2-(2-chlorophenyl)-4-hydroxy-5-oxo-2,5-dihydro-1H-pyrrol-1-yl]phenyl}acetic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)Cc1ccc(cc1)N2[C@@H](c3ccccc3Cl)C(=C(O)C2=O)C(=O)c4ccccc4Cl
#
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
 12G  12G  '{4-[(2R)-3-(2-chlorobenzoyl)-2-(2-chlorophenyl)-4-hydroxy-5-oxo-2,5-dihydro-1H-pyrrol-1-yl]phenyl}acetic acid'  ligand  49  33  .  2021-08-03  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_12G
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
 12G  CLA  CL  CL     0  -0.086  -0.4762   1.3667   2.0177
 12G  CBB  C   CR6    0  -0.120  -0.3043   1.5305   0.3010
 12G  CAM  C   CR16   0  -0.175  -0.2313   2.8147  -0.2222
 12G  CAI  C   CR16   0  -0.292  -0.0782   2.9906  -1.5863
 12G  CAK  C   CR16   0  -0.195  -0.0065   1.8861  -2.4245
 12G  CAO  C   CR16   0  -0.322  -0.0970   0.6141  -1.8885
 12G  CBE  C   CR6    0   0.220  -0.2496   0.4105  -0.5195
 12G  CBF  C   CR15   0  -0.300  -0.3366  -1.0054   0.0063
 12G  NBG  N   NR5    0  -0.580   0.8699  -1.7555  -0.3079
 12G  CBC  C   CR6    0   0.303   2.1451  -1.3215   0.1215
 12G  CAR  C   CR16   0  -0.307   3.1724  -1.1184  -0.7891
 12G  CAP  C   CR16   0  -0.365   4.4018  -0.6556  -0.3444
 12G  CAZ  C   CR6    0   0.232   4.6322  -0.3761   1.0008
 12G  CAT  C   CH2    0  -0.677   5.9467   0.1406   1.4837
 12G  CAU  C   C      0   0.442   6.1940   1.6452   1.1874
 12G  OAD  O   O      0  -0.700   5.5901   2.1475   0.2244
 12G  OAA  O   OC    -1  -0.619   7.0003   2.2122   1.9449
 12G  CAQ  C   CR16   0  -0.324   3.5802  -0.5755   1.8944
 12G  CAS  C   CR16   0  -0.237   2.3616  -1.0570   1.4698
 12G  CAX  C   CR5    0   0.545   0.6243  -2.8489  -1.0541
 12G  OAC  O   O      0  -0.469   1.4032  -3.6871  -1.4673
 12G  CAW  C   CR5    0   0.152  -0.8476  -2.8557  -1.2989
 12G  OAE  O   OH1    0  -0.629  -1.4109  -3.8006  -2.0124
 12G  CAY  C   CR5    0  -0.018  -1.4143  -1.8093  -0.6718
 12G  CAV  C   C      0   0.399  -2.8187  -1.4311  -0.6628
 12G  OAB  O   O      0  -0.372  -3.6292  -1.8921  -1.4406
 12G  CBD  C   C      0   0.010  -3.2465  -0.4697   0.4044
 12G  CBA  C   C      0  -0.015  -3.7008   0.8122   0.1179
 12G  CL2  CL  CL     0  -0.061  -3.6490   1.3952  -1.5113
 12G  CAL  C   C1     0  -0.221  -4.1453   1.6564   1.1214
 12G  CAH  C   C1     0  -0.237  -4.1623   1.2033   2.4327
 12G  CAJ  C   C1     0  -0.254  -3.7141  -0.0722   2.7395
 12G  CAN  C   C1     0  -0.272  -3.2437  -0.8959   1.7287
 12G  H1   H   HCR6   0   0.286  -0.2873   3.6697   0.4377
 12G  H2   H   HCR6   0   0.246  -0.0177   3.9924  -1.9909
 12G  H3   H   HCR6   0   0.285   0.1115   2.0145  -3.4921
 12G  H4   H   HCR6   0   0.260  -0.0579  -0.2423  -2.5513
 12G  H5   H   HCR5   0   0.359  -0.4899  -1.0031   1.0873
 12G  H6   H   HCR6   0   0.320   3.0174  -1.3006  -1.8446
 12G  H7   H   HCR6   0   0.198   5.1930  -0.5109  -1.0686
 12G  H8   H   HCH2   0   0.268   6.0544  -0.0439   2.5549
 12G  H9   H   HCH2   0   0.290   6.7663  -0.4009   0.9991
 12G  H11  H   HCR6   0   0.220   3.7303  -0.3708   2.9471
 12G  H12  H   HCR6   0   0.239   1.5679  -1.2227   2.1882
 12G  H13  H   HOH1   0   0.479  -0.7465  -4.4545  -2.2806
 12G  H14  H   H      0   0.261  -4.4735   2.6585   0.8816
 12G  H15  H   H      0   0.295  -4.5184   1.8607   3.2148
 12G  H16  H   H      0   0.275  -3.7176  -0.4222   3.7626
 12G  H17  H   H      0   0.266  -2.8772  -1.8867   1.9682

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
 12G  OAD  CAU  deloc     1.243  0.020  1.243
 12G  CAT  CAU  single    1.553  0.020  1.553
 12G  CAT  CAZ  single    1.493  0.020  1.493
 12G  CAU  OAA  deloc     1.243  0.020  1.243
 12G  CAQ  CAZ  aromatic  1.395  0.020  1.395
 12G  CAQ  CAS  aromatic  1.377  0.020  1.377
 12G  CAZ  CAP  aromatic  1.393  0.020  1.393
 12G  CAS  CBC  aromatic  1.391  0.020  1.391
 12G  CAP  CAR  aromatic  1.387  0.020  1.387
 12G  CBC  CAR  aromatic  1.388  0.020  1.388
 12G  CBC  NBG  single    1.414  0.020  1.414
 12G  OAC  CAX  double    1.217  0.020  1.217
 12G  NBG  CAX  single    1.346  0.020  1.346
 12G  NBG  CBF  single    1.455  0.020  1.455
 12G  CAX  CAW  single    1.492  0.020  1.492
 12G  CLA  CBB  single    1.733  0.020  1.733
 12G  CBF  CAY  single    1.506  0.020  1.506
 12G  CBF  CBE  single    1.513  0.020  1.513
 12G  CAW  OAE  single    1.311  0.020  1.311
 12G  CAW  CAY  double    1.345  0.020  1.345
 12G  CAY  CAV  single    1.454  0.020  1.454
 12G  CBE  CBB  aromatic  1.390  0.020  1.390
 12G  CBE  CAO  aromatic  1.392  0.020  1.392
 12G  CBB  CAM  aromatic  1.389  0.020  1.389
 12G  CAV  OAB  double    1.214  0.020  1.214
 12G  CAV  CBD  single    1.499  0.020  1.499
 12G  CAN  CBD  aromatic  1.391  0.020  1.391
 12G  CAN  CAJ  aromatic  1.386  0.020  1.386
 12G  CBD  CBA  aromatic  1.390  0.020  1.390
 12G  CAO  CAK  aromatic  1.383  0.020  1.383
 12G  CAM  CAI  aromatic  1.384  0.020  1.384
 12G  CAJ  CAH  aromatic  1.386  0.020  1.386
 12G  CBA  CL2  single    1.731  0.020  1.731
 12G  CBA  CAL  aromatic  1.385  0.020  1.385
 12G  CAK  CAI  aromatic  1.388  0.020  1.388
 12G  CAH  CAL  aromatic  1.388  0.020  1.388
 12G  CAM  H1   single    0.930  0.020  1.080
 12G  CAI  H2   single    0.930  0.020  1.080
 12G  CAK  H3   single    0.930  0.020  1.080
 12G  CAO  H4   single    0.930  0.020  1.080
 12G  CBF  H5   single    0.970  0.020  1.090
 12G  CAR  H6   single    0.930  0.020  1.080
 12G  CAP  H7   single    0.930  0.020  1.080
 12G  CAT  H8   single    0.970  0.020  1.090
 12G  CAT  H9   single    0.970  0.020  1.090
 12G  CAQ  H11  single    0.930  0.020  1.080
 12G  CAS  H12  single    0.930  0.020  1.080
 12G  OAE  H13  single    0.850  0.020  0.980
 12G  CAL  H14  single    0.930  0.020  1.080
 12G  CAH  H15  single    0.930  0.020  1.080
 12G  CAJ  H16  single    0.930  0.020  1.080
 12G  CAN  H17  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
 12G  CBE  CBB  CAM  121.40  3.000
 12G  CAM  CBB  CLA  117.77  3.000
 12G  CBE  CBB  CLA  120.84  3.000
 12G  H1   CAM  CAI  120.45  3.000
 12G  H1   CAM  CBB  119.90  3.000
 12G  CAI  CAM  CBB  119.65  3.000
 12G  H2   CAI  CAK  120.52  3.000
 12G  H2   CAI  CAM  119.50  3.000
 12G  CAK  CAI  CAM  119.98  3.000
 12G  H3   CAK  CAO  119.91  3.000
 12G  H3   CAK  CAI  120.47  3.000
 12G  CAO  CAK  CAI  119.62  3.000
 12G  H4   CAO  CBE  119.33  3.000
 12G  H4   CAO  CAK  119.17  3.000
 12G  CBE  CAO  CAK  121.51  3.000
 12G  CBF  CBE  CAO  119.00  3.000
 12G  CAO  CBE  CBB  117.84  3.000
 12G  CBF  CBE  CBB  123.16  3.000
 12G  H5   CBF  CAY  110.27  3.000
 12G  H5   CBF  NBG  109.35  3.000
 12G  CAY  CBF  NBG  102.77  3.000
 12G  H5   CBF  CBE  110.50  3.000
 12G  CAY  CBF  CBE  112.60  3.000
 12G  NBG  CBF  CBE  111.09  3.000
 12G  CAX  NBG  CBC  125.60  3.000
 12G  CAX  NBG  CBF  112.78  3.000
 12G  CBC  NBG  CBF  121.61  3.000
 12G  CAS  CBC  CAR  119.54  3.000
 12G  CAR  CBC  NBG  120.89  3.000
 12G  CAS  CBC  NBG  119.55  3.000
 12G  H6   CAR  CAP  119.72  3.000
 12G  H6   CAR  CBC  120.61  3.000
 12G  CAP  CAR  CBC  119.65  3.000
 12G  H7   CAP  CAZ  119.90  3.000
 12G  H7   CAP  CAR  118.57  3.000
 12G  CAZ  CAP  CAR  121.54  3.000
 12G  CAQ  CAZ  CAT  120.43  3.000
 12G  CAQ  CAZ  CAP  117.73  3.000
 12G  CAT  CAZ  CAP  121.83  3.000
 12G  H9   CAT  H8   106.06  3.000
 12G  H9   CAT  CAU  105.98  3.000
 12G  H8   CAT  CAU  109.57  3.000
 12G  H9   CAT  CAZ  110.16  3.000
 12G  H8   CAT  CAZ  110.22  3.000
 12G  CAU  CAT  CAZ  114.44  3.000
 12G  OAA  CAU  OAD  127.08  3.000
 12G  OAA  CAU  CAT  115.39  3.000
 12G  OAD  CAU  CAT  117.52  3.000
 12G  H11  CAQ  CAS  119.24  3.000
 12G  H11  CAQ  CAZ  119.42  3.000
 12G  CAS  CAQ  CAZ  121.32  3.000
 12G  H12  CAS  CAQ  119.82  3.000
 12G  H12  CAS  CBC  119.98  3.000
 12G  CAQ  CAS  CBC  120.20  3.000
 12G  CAW  CAX  OAC  124.94  3.000
 12G  CAW  CAX  NBG  105.94  3.000
 12G  OAC  CAX  NBG  129.12  3.000
 12G  CAY  CAW  OAE  129.30  3.000
 12G  CAY  CAW  CAX  109.61  3.000
 12G  OAE  CAW  CAX  121.08  3.000
 12G  H13  OAE  CAW  110.00  3.000
 12G  CAV  CAY  CAW  127.73  3.000
 12G  CAV  CAY  CBF  123.33  3.000
 12G  CAW  CAY  CBF  108.89  3.000
 12G  CBD  CAV  OAB  120.60  3.000
 12G  CBD  CAV  CAY  116.54  3.000
 12G  OAB  CAV  CAY  122.81  3.000
 12G  CAN  CBD  CBA  118.65  3.000
 12G  CBA  CBD  CAV  122.56  3.000
 12G  CAN  CBD  CAV  118.73  3.000
 12G  CAL  CBA  CL2  119.10  3.000
 12G  CAL  CBA  CBD  121.19  3.000
 12G  CL2  CBA  CBD  119.66  3.000
 12G  H14  CAL  CAH  120.56  3.000
 12G  H14  CAL  CBA  120.11  3.000
 12G  CAH  CAL  CBA  119.33  3.000
 12G  H15  CAH  CAJ  120.37  3.000
 12G  H15  CAH  CAL  119.26  3.000
 12G  CAJ  CAH  CAL  120.37  3.000
 12G  H16  CAJ  CAN  119.92  3.000
 12G  H16  CAJ  CAH  120.40  3.000
 12G  CAN  CAJ  CAH  119.68  3.000
 12G  H17  CAN  CAJ  119.81  3.000
 12G  H17  CAN  CBD  119.43  3.000
 12G  CAJ  CAN  CBD  120.76  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
 12G  CONST_01  CAK  CAO  CBE  CBB    0.00   0.0  0
 12G  CONST_02  CAK  CAI  CAM  CBB    0.00   0.0  0
 12G  CONST_03  CAO  CBE  CBB  CAM    0.00   0.0  0
 12G  CONST_04  CAO  CAK  CAI  CAM    0.00   0.0  0
 12G  CONST_05  CBE  CBB  CAM  CAI    0.00   0.0  0
 12G  CONST_06  CBE  CAO  CAK  CAI    0.00   0.0  0
 12G  CONST_07  CAZ  CAQ  CAS  CBC    0.00   0.0  0
 12G  CONST_08  CAZ  CAP  CAR  CBC    0.00   0.0  0
 12G  CONST_09  CAQ  CAZ  CAP  CAR    0.00   0.0  0
 12G  CONST_10  CAQ  CAS  CBC  CAR    0.00   0.0  0
 12G  CONST_11  CAS  CAQ  CAZ  CAP    0.00   0.0  0
 12G  CONST_12  CAS  CBC  CAR  CAP    0.00   0.0  0
 12G  CONST_13  CAH  CAJ  CAN  CBD    0.00   0.0  0
 12G  CONST_14  CAH  CAL  CBA  CBD    0.00   0.0  0
 12G  CONST_15  CAJ  CAN  CBD  CBA    0.00   0.0  0
 12G  CONST_16  CAJ  CAH  CAL  CBA    0.00   0.0  0
 12G  CONST_17  CAN  CBD  CBA  CAL    0.00   0.0  0
 12G  CONST_18  CAN  CAJ  CAH  CAL    0.00   0.0  0
 12G  CONST_19  CBF  CBE  CBB  CAM  180.00   0.0  0
 12G  CONST_20  CBF  CBE  CAO  CAK  180.00   0.0  0
 12G  CONST_21  CAQ  CAS  CBC  NBG  180.00   0.0  0
 12G  CONST_22  CAP  CAR  CBC  NBG  180.00   0.0  0
 12G  CONST_23  CAW  CAX  NBG  CBF    0.00   0.0  0
 12G  CONST_24  CAW  CAX  NBG  CBC  180.00   0.0  0
 12G  CONST_25  CBF  CBE  CBB  CLA    0.00   0.0  0
 12G  CONST_26  CAO  CBE  CBB  CLA  180.00   0.0  0
 12G  CONST_27  CAI  CAM  CBB  CLA  180.00   0.0  0
 12G  CONST_28  CAT  CAZ  CAP  CAR  180.00   0.0  0
 12G  CONST_29  CAS  CAQ  CAZ  CAT  180.00   0.0  0
 12G  CONST_30  CAJ  CAN  CBD  CAV  180.00   0.0  0
 12G  CONST_31  CAL  CBA  CBD  CAV  180.00   0.0  0
 12G  CONST_32  CAN  CBD  CBA  CL2  180.00   0.0  0
 12G  CONST_33  CAH  CAL  CBA  CL2  180.00   0.0  0
 12G  CONST_34  OAC  CAX  NBG  CBF  180.00   0.0  0
 12G  CONST_35  OAC  CAX  NBG  CBC    0.00   0.0  0
 12G  CONST_36  H4   CAO  CBE  CBB  180.00   0.0  0
 12G  CONST_37  H2   CAI  CAM  CBB  180.00   0.0  0
 12G  CONST_38  H3   CAK  CAI  CAM  180.00   0.0  0
 12G  CONST_39  H1   CAM  CAI  CAK  180.00   0.0  0
 12G  CONST_40  H12  CAS  CBC  NBG    0.00   0.0  0
 12G  CONST_41  H6   CAR  CBC  NBG    0.00   0.0  0
 12G  CONST_42  H11  CAQ  CAS  CBC  180.00   0.0  0
 12G  CONST_43  H7   CAP  CAR  CBC  180.00   0.0  0
 12G  CONST_44  H16  CAJ  CAN  CBD  180.00   0.0  0
 12G  CONST_45  H14  CAL  CBA  CBD  180.00   0.0  0
 12G  CONST_46  H17  CAN  CBD  CBA  180.00   0.0  0
 12G  CONST_47  H15  CAH  CAL  CBA  180.00   0.0  0
 12G  Var_01    CAS  CBC  NBG  CBF   53.88  30.0  3
 12G  Var_02    CAX  CAW  CAY  CBF    1.66  30.0  1
 12G  Var_03    CAY  CAW  CAX  NBG   -1.66  30.0  1
 12G  Var_04    CBD  CAV  CAY  CBF  -19.56  30.0  2
 12G  Var_05    CAN  CBD  CAV  CAY  -68.26  30.0  2
 12G  Var_06    CAU  CAT  CAZ  CAP   76.40  30.0  2
 12G  Var_07    OAD  CAU  CAT  CAZ  -25.32  30.0  3

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
 12G  chir_01  CBF  NBG  CAY  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
 12G  plan-1  CLA  0.020
 12G  plan-1  CBB  0.020
 12G  plan-1  CAM  0.020
 12G  plan-1  CAI  0.020
 12G  plan-1  CAK  0.020
 12G  plan-1  CAO  0.020
 12G  plan-1  CBE  0.020
 12G  plan-1  CBF  0.020
 12G  plan-1  H1   0.020
 12G  plan-1  H2   0.020
 12G  plan-1  H3   0.020
 12G  plan-1  H4   0.020
 12G  plan-2  NBG  0.020
 12G  plan-2  CBC  0.020
 12G  plan-2  CAR  0.020
 12G  plan-2  CAP  0.020
 12G  plan-2  CAZ  0.020
 12G  plan-2  CAT  0.020
 12G  plan-2  CAQ  0.020
 12G  plan-2  CAS  0.020
 12G  plan-2  H6   0.020
 12G  plan-2  H7   0.020
 12G  plan-2  H11  0.020
 12G  plan-2  H12  0.020
 12G  plan-3  CAV  0.020
 12G  plan-3  CBD  0.020
 12G  plan-3  CBA  0.020
 12G  plan-3  CL2  0.020
 12G  plan-3  CAL  0.020
 12G  plan-3  CAH  0.020
 12G  plan-3  CAJ  0.020
 12G  plan-3  CAN  0.020
 12G  plan-3  H14  0.020
 12G  plan-3  H15  0.020
 12G  plan-3  H16  0.020
 12G  plan-3  H17  0.020
 12G  plan-4  CBF  0.020
 12G  plan-4  NBG  0.020
 12G  plan-4  CBC  0.020
 12G  plan-4  CAX  0.020
 12G  plan-4  OAC  0.020
 12G  plan-4  CAW  0.020
 12G  plan-5  CAT  0.020
 12G  plan-5  CAU  0.020
 12G  plan-5  OAD  0.020
 12G  plan-5  OAA  0.020
 12G  plan-6  CAY  0.020
 12G  plan-6  CAV  0.020
 12G  plan-6  OAB  0.020
 12G  plan-6  CBD  0.020

