# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr  6 17:36:42 2020
#   Inital geometry file: a 122 line input string
#   Ligand name: (4-{(2R)-2-(4-bromothiophen-2-yl)-3-[(5-chlorothiophen-2-yl)carbonyl]-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](c3scc(Br)c3)C(=C(O)C2=O)C(=O)c4sc(Cl)cc4
#
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
 1D5  1D5  '(4-{(2R)-2-(4-bromothiophen-2-yl)-3-[(5-chlorothiophen-2-yl)carbonyl]-4-hydroxy-5-oxo-2,5-dihydro-1H-pyrrol-1-yl}phenyl)acetic acid'  ligand  43  31  .  2021-08-03  2021-08-03  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_1D5
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
 1D5  OAA  O   OC    -1  -0.622  -8.1383  -0.5024  -1.4659
 1D5  CAS  C   C      0   0.424  -7.0468  -0.8805  -0.9984
 1D5  OAD  O   O      0  -0.597  -6.8339  -1.8910  -0.3070
 1D5  CAP  C   CH2    0  -0.699  -5.8348   0.0256  -1.3410
 1D5  CAZ  C   CR6    0   0.190  -4.5561  -0.3950  -0.6932
 1D5  CAJ  C   CR16   0  -0.312  -4.2315   0.0369   0.5915
 1D5  CAM  C   CR16   0  -0.249  -3.0535  -0.3521   1.2071
 1D5  CAI  C   CR16   0  -0.318  -3.6596  -1.2382  -1.3446
 1D5  CAL  C   CR16   0  -0.266  -2.4825  -1.6468  -0.7362
 1D5  CBB  C   CR6    0   0.310  -2.1786  -1.2013   0.5426
 1D5  NBE  N   NR5    0  -0.585  -0.9618  -1.5810   1.1539
 1D5  CBD  C   CR15   0  -0.227   0.3288  -1.1082   0.6658
 1D5  CBC  C   CR5    0  -0.108   0.3653   0.3859   0.6126
 1D5  SAQ  S   S2     0   0.263   0.5506   1.3062   2.0552
 1D5  CAN  C   CR15   0  -0.460   0.3794   2.7832   1.2079
 1D5  CAX  C   CR5    0  -0.019   0.1933   2.5576  -0.1191
 1D5  BRA  BR  BR     0  -0.022  -0.0202   3.9273  -1.3778
 1D5  CAO  C   CR15   0  -0.186   0.1810   1.1819  -0.4728
 1D5  CAV  C   CR5    0   0.482  -0.8550  -2.3329   2.2632
 1D5  OAC  O   O      0  -0.451  -1.7290  -2.8697   2.9129
 1D5  CAU  C   CR5    0   0.238   0.6021  -2.3948   2.5759
 1D5  OAE  O   OH1    0  -0.556   1.0248  -3.0623   3.6193
 1D5  CAW  C   CR5    0  -0.143   1.3033  -1.7014   1.6569
 1D5  CAT  C   C      0   0.381   2.7501  -1.4837   1.7088
 1D5  OAB  O   O      0  -0.391   3.3675  -1.7091   2.7353
 1D5  CBA  C   CR5    0  -0.304   3.4829  -0.9594   0.5433
 1D5  SAR  S   S2     0   0.305   2.9805  -1.1097  -1.1018
 1D5  CAY  C   CR5    0  -0.232   4.3960  -0.3198  -1.6459
 1D5  CLA  CL  CL     0  -0.055   4.6537  -0.0760  -3.3109
 1D5  CAH  C   CR15   0  -0.123   5.2239   0.0489  -0.6272
 1D5  CAK  C   CR15   0  -0.180   4.6984  -0.3312   0.6250
 1D5  H2   H   HCH2   0   0.250  -5.7194   0.0354  -2.4290
 1D5  H3   H   HCH2   0   0.247  -6.0813   1.0529  -1.0576
 1D5  H4   H   HCR6   0   0.250  -4.9055   0.7022   1.1177
 1D5  H5   H   HCR6   0   0.258  -2.8074   0.0157   2.1950
 1D5  H6   H   HCR6   0   0.251  -3.8844  -1.5878  -2.3450
 1D5  H7   H   HCR6   0   0.265  -1.8034  -2.3107  -1.2571
 1D5  H8   H   HCR5   0   0.310   0.4770  -1.4985  -0.3461
 1D5  H9   H   HCR5   0   0.319   0.4411   3.7272   1.7269
 1D5  H10  H   HCR5   0   0.289   0.0375   0.8098  -1.4773
 1D5  H11  H   HOH1   0   0.490   0.2711  -3.4776   4.0686
 1D5  H12  H   HCR5   0   0.297   6.1616   0.5644  -0.7698
 1D5  H13  H   HCR5   0   0.288   5.1956  -0.1377   1.5645

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
 1D5  OAD  CAS  deloc     1.243  0.020  1.243
 1D5  CAS  OAA  deloc     1.246  0.020  1.246
 1D5  CAS  CAP  single    1.552  0.020  1.552
 1D5  CAP  CAZ  single    1.494  0.020  1.494
 1D5  CAJ  CAZ  aromatic  1.394  0.020  1.394
 1D5  CAJ  CAM  aromatic  1.385  0.020  1.385
 1D5  CAZ  CAI  aromatic  1.392  0.020  1.392
 1D5  CAM  CBB  aromatic  1.389  0.020  1.389
 1D5  CAI  CAL  aromatic  1.387  0.020  1.387
 1D5  CBB  CAL  aromatic  1.388  0.020  1.388
 1D5  CBB  NBE  single    1.414  0.020  1.414
 1D5  NBE  CBD  single    1.459  0.020  1.459
 1D5  NBE  CAV  single    1.344  0.020  1.344
 1D5  OAC  CAV  double    1.214  0.020  1.214
 1D5  CBD  CAW  single    1.511  0.020  1.511
 1D5  CBD  CBC  single    1.495  0.020  1.495
 1D5  CAV  CAU  single    1.492  0.020  1.492
 1D5  CAW  CAU  double    1.348  0.020  1.348
 1D5  CAW  CAT  single    1.464  0.020  1.464
 1D5  CAU  OAE  single    1.309  0.020  1.309
 1D5  CAO  CBC  aromatic  1.359  0.020  1.359
 1D5  CAO  CAX  aromatic  1.421  0.020  1.421
 1D5  CBC  SAQ  aromatic  1.721  0.020  1.721
 1D5  OAB  CAT  double    1.219  0.020  1.219
 1D5  CAT  CBA  single    1.473  0.020  1.473
 1D5  CAX  BRA  single    1.872  0.020  1.872
 1D5  CAX  CAN  aromatic  1.359  0.020  1.359
 1D5  CBA  SAR  aromatic  1.727  0.020  1.727
 1D5  CBA  CAK  aromatic  1.371  0.020  1.371
 1D5  SAR  CAY  aromatic  1.710  0.020  1.710
 1D5  SAQ  CAN  aromatic  1.711  0.020  1.711
 1D5  CAK  CAH  aromatic  1.410  0.020  1.410
 1D5  CAY  CAH  aromatic  1.364  0.020  1.364
 1D5  CAY  CLA  single    1.702  0.020  1.702
 1D5  CAP  H2   single    0.970  0.020  1.090
 1D5  CAP  H3   single    0.970  0.020  1.090
 1D5  CAJ  H4   single    0.930  0.020  1.080
 1D5  CAM  H5   single    0.930  0.020  1.080
 1D5  CAI  H6   single    0.930  0.020  1.080
 1D5  CAL  H7   single    0.930  0.020  1.080
 1D5  CBD  H8   single    0.970  0.020  1.090
 1D5  CAN  H9   single    0.930  0.020  1.080
 1D5  CAO  H10  single    0.930  0.020  1.080
 1D5  OAE  H11  single    0.850  0.020  0.980
 1D5  CAH  H12  single    0.930  0.020  1.080
 1D5  CAK  H13  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
 1D5  CAP  CAS  OAD  117.64  3.000
 1D5  CAP  CAS  OAA  115.10  3.000
 1D5  OAD  CAS  OAA  127.26  3.000
 1D5  H3   CAP  H2   105.84  3.000
 1D5  H3   CAP  CAZ  110.18  3.000
 1D5  H2   CAP  CAZ  110.09  3.000
 1D5  H3   CAP  CAS  108.38  3.000
 1D5  H2   CAP  CAS  107.89  3.000
 1D5  CAZ  CAP  CAS  114.11  3.000
 1D5  CAI  CAZ  CAJ  117.96  3.000
 1D5  CAI  CAZ  CAP  121.25  3.000
 1D5  CAJ  CAZ  CAP  120.79  3.000
 1D5  H4   CAJ  CAM  119.06  3.000
 1D5  H4   CAJ  CAZ  119.54  3.000
 1D5  CAM  CAJ  CAZ  121.39  3.000
 1D5  H5   CAM  CBB  120.08  3.000
 1D5  H5   CAM  CAJ  120.24  3.000
 1D5  CBB  CAM  CAJ  119.67  3.000
 1D5  H6   CAI  CAL  119.09  3.000
 1D5  H6   CAI  CAZ  119.59  3.000
 1D5  CAL  CAI  CAZ  121.32  3.000
 1D5  H7   CAL  CBB  120.17  3.000
 1D5  H7   CAL  CAI  120.12  3.000
 1D5  CBB  CAL  CAI  119.71  3.000
 1D5  NBE  CBB  CAL  120.05  3.000
 1D5  NBE  CBB  CAM  119.98  3.000
 1D5  CAL  CBB  CAM  119.95  3.000
 1D5  CAV  NBE  CBD  112.78  3.000
 1D5  CAV  NBE  CBB  125.13  3.000
 1D5  CBD  NBE  CBB  121.99  3.000
 1D5  H8   CBD  CAW  112.27  3.000
 1D5  H8   CBD  CBC  108.67  3.000
 1D5  CAW  CBD  CBC  113.56  3.000
 1D5  H8   CBD  NBE  108.28  3.000
 1D5  CBC  CBD  NBE  110.94  3.000
 1D5  CAW  CBD  NBE  102.93  3.000
 1D5  CAO  CBC  SAQ  111.77  3.000
 1D5  SAQ  CBC  CBD  120.47  3.000
 1D5  CAO  CBC  CBD  127.62  3.000
 1D5  CAN  SAQ  CBC   92.05  3.000
 1D5  H9   CAN  CAX  128.52  3.000
 1D5  H9   CAN  SAQ  120.74  3.000
 1D5  CAX  CAN  SAQ  110.73  3.000
 1D5  CAO  CAX  BRA  122.69  3.000
 1D5  BRA  CAX  CAN  123.41  3.000
 1D5  CAO  CAX  CAN  113.90  3.000
 1D5  H10  CAO  CAX  124.47  3.000
 1D5  H10  CAO  CBC  123.98  3.000
 1D5  CAX  CAO  CBC  111.55  3.000
 1D5  CAU  CAV  OAC  124.94  3.000
 1D5  CAU  CAV  NBE  105.89  3.000
 1D5  OAC  CAV  NBE  129.17  3.000
 1D5  CAW  CAU  OAE  129.64  3.000
 1D5  OAE  CAU  CAV  120.25  3.000
 1D5  CAW  CAU  CAV  110.11  3.000
 1D5  H11  OAE  CAU  109.66  3.000
 1D5  CAT  CAW  CAU  124.50  3.000
 1D5  CAT  CAW  CBD  127.02  3.000
 1D5  CAU  CAW  CBD  108.28  3.000
 1D5  CBA  CAT  OAB  118.70  3.000
 1D5  CBA  CAT  CAW  121.09  3.000
 1D5  OAB  CAT  CAW  120.19  3.000
 1D5  CAK  CBA  SAR  110.78  3.000
 1D5  CAK  CBA  CAT  123.85  3.000
 1D5  SAR  CBA  CAT  125.32  3.000
 1D5  CAY  SAR  CBA   91.27  3.000
 1D5  CAH  CAY  CLA  126.88  3.000
 1D5  CLA  CAY  SAR  120.18  3.000
 1D5  CAH  CAY  SAR  112.94  3.000
 1D5  H12  CAH  CAK  124.73  3.000
 1D5  H12  CAH  CAY  123.90  3.000
 1D5  CAK  CAH  CAY  111.37  3.000
 1D5  H13  CAK  CAH  123.53  3.000
 1D5  H13  CAK  CBA  122.82  3.000
 1D5  CAH  CAK  CBA  113.64  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
 1D5  CONST_01  CBB  CAM  CAJ  CAZ     0.00   0.0  0
 1D5  CONST_02  CBB  CAL  CAI  CAZ     0.00   0.0  0
 1D5  CONST_03  CAL  CAI  CAZ  CAJ     0.00   0.0  0
 1D5  CONST_04  CAL  CBB  CAM  CAJ     0.00   0.0  0
 1D5  CONST_05  CAI  CAZ  CAJ  CAM     0.00   0.0  0
 1D5  CONST_06  CAI  CAL  CBB  CAM     0.00   0.0  0
 1D5  CONST_07  CAN  CAX  CAO  CBC     0.00   0.0  0
 1D5  CONST_08  CAX  CAN  SAQ  CBC     0.00   0.0  0
 1D5  CONST_09  CAX  CAO  CBC  SAQ     0.00   0.0  0
 1D5  CONST_10  CAO  CAX  CAN  SAQ     0.00   0.0  0
 1D5  CONST_11  CAO  CBC  SAQ  CAN     0.00   0.0  0
 1D5  CONST_12  CAH  CAY  SAR  CBA     0.00   0.0  0
 1D5  CONST_13  CAY  CAH  CAK  CBA     0.00   0.0  0
 1D5  CONST_14  CAH  CAK  CBA  SAR     0.00   0.0  0
 1D5  CONST_15  CAK  CAH  CAY  SAR     0.00   0.0  0
 1D5  CONST_16  CAK  CBA  SAR  CAY     0.00   0.0  0
 1D5  CONST_17  NBE  CBB  CAM  CAJ   180.00   0.0  0
 1D5  CONST_18  NBE  CBB  CAL  CAI   180.00   0.0  0
 1D5  CONST_19  CAX  CAO  CBC  CBD   180.00   0.0  0
 1D5  CONST_20  CAN  SAQ  CBC  CBD   180.00   0.0  0
 1D5  CONST_21  CAU  CAV  NBE  CBB   180.00   0.0  0
 1D5  CONST_22  CAU  CAV  NBE  CBD     0.00   0.0  0
 1D5  CONST_23  CAM  CAJ  CAZ  CAP   180.00   0.0  0
 1D5  CONST_24  CAL  CAI  CAZ  CAP   180.00   0.0  0
 1D5  CONST_25  BRA  CAX  CAO  CBC   180.00   0.0  0
 1D5  CONST_26  BRA  CAX  CAN  SAQ   180.00   0.0  0
 1D5  CONST_27  CAY  SAR  CBA  CAT   180.00   0.0  0
 1D5  CONST_28  CAH  CAK  CBA  CAT   180.00   0.0  0
 1D5  CONST_29  CLA  CAY  SAR  CBA   180.00   0.0  0
 1D5  CONST_30  CAK  CAH  CAY  CLA   180.00   0.0  0
 1D5  CONST_31  OAC  CAV  NBE  CBB     0.00   0.0  0
 1D5  CONST_32  OAC  CAV  NBE  CBD   180.00   0.0  0
 1D5  CONST_33  H5   CAM  CAJ  CAZ   180.00   0.0  0
 1D5  CONST_34  H7   CAL  CAI  CAZ   180.00   0.0  0
 1D5  CONST_35  H6   CAI  CAZ  CAJ   180.00   0.0  0
 1D5  CONST_36  H4   CAJ  CAZ  CAI   180.00   0.0  0
 1D5  CONST_37  H10  CAO  CBC  CBD     0.00   0.0  0
 1D5  CONST_38  H9   CAN  SAQ  CBC   180.00   0.0  0
 1D5  CONST_39  H12  CAH  CAK  CBA   180.00   0.0  0
 1D5  CONST_40  H13  CAK  CBA  SAR   180.00   0.0  0
 1D5  Var_01    CBD  NBE  CBB  CAM  -110.29  30.0  2
 1D5  Var_02    CAW  CAU  CAV  NBE    -0.46  30.0  1
 1D5  Var_03    CAV  CAU  CAW  CBD     0.75  30.0  1
 1D5  Var_04    CBA  CAT  CAW  CBD   -18.38  30.0  2
 1D5  Var_05    SAR  CBA  CAT  CAW   -25.10  30.0  2
 1D5  Var_06    CAJ  CAZ  CAP  CAS   -86.37  30.0  2
 1D5  Var_07    CAZ  CAP  CAS  OAA   176.02  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
 1D5  chir_01  CBD  NBE  CAW  CBC  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
 1D5  plan-1  CBD  0.020
 1D5  plan-1  CBC  0.020
 1D5  plan-1  SAQ  0.020
 1D5  plan-1  CAN  0.020
 1D5  plan-1  CAX  0.020
 1D5  plan-1  BRA  0.020
 1D5  plan-1  CAO  0.020
 1D5  plan-1  H9   0.020
 1D5  plan-1  H10  0.020
 1D5  plan-2  CAT  0.020
 1D5  plan-2  CBA  0.020
 1D5  plan-2  SAR  0.020
 1D5  plan-2  CAY  0.020
 1D5  plan-2  CLA  0.020
 1D5  plan-2  CAH  0.020
 1D5  plan-2  CAK  0.020
 1D5  plan-2  H12  0.020
 1D5  plan-2  H13  0.020
 1D5  plan-3  CAP  0.020
 1D5  plan-3  CAZ  0.020
 1D5  plan-3  CAJ  0.020
 1D5  plan-3  CAM  0.020
 1D5  plan-3  CAI  0.020
 1D5  plan-3  CAL  0.020
 1D5  plan-3  CBB  0.020
 1D5  plan-3  NBE  0.020
 1D5  plan-3  H4   0.020
 1D5  plan-3  H5   0.020
 1D5  plan-3  H6   0.020
 1D5  plan-3  H7   0.020
 1D5  plan-4  CBB  0.020
 1D5  plan-4  NBE  0.020
 1D5  plan-4  CBD  0.020
 1D5  plan-4  CAV  0.020
 1D5  plan-4  OAC  0.020
 1D5  plan-4  CAU  0.020
 1D5  plan-5  OAA  0.020
 1D5  plan-5  CAS  0.020
 1D5  plan-5  OAD  0.020
 1D5  plan-5  CAP  0.020
 1D5  plan-6  CAW  0.020
 1D5  plan-6  CAT  0.020
 1D5  plan-6  OAB  0.020
 1D5  plan-6  CBA  0.020

