# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 24 18:07:25 2020
#   Inital geometry file: a 130 line input string
#   Ligand name: 5-[(2R)-3-benzoyl-2-(4-bromothiophen-2-yl)-4-hydroxy-5-oxo-2,5-dihydro-1H-pyrrol-1-yl]-2-methylbenzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1ccc(cc1C(O)=O)N2[C@@H](c3scc(Br)c3)C(=C(O)C2=O)C(=O)c4ccccc4
#
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
 1DL  1DL  '5-[(2R)-3-benzoyl-2-(4-bromothiophen-2-yl)-4-hydroxy-5-oxo-2,5-dihydro-1H-pyrrol-1-yl]-2-methylbenzoic acid'  ligand  47  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_1DL
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
 1DL  OAB  O   OH1   0  -0.592  -5.3957   0.2657   1.7845
 1DL  CAS  C   C     0   0.513  -5.2638   0.9836   0.6755
 1DL  OAE  O   O     0  -0.430  -5.8976   1.9900   0.4713
 1DL  CBC  C   CR6   0  -0.110  -4.2539   0.4139  -0.2559
 1DL  CAQ  C   CR16  0  -0.286  -3.2811  -0.4395   0.2635
 1DL  CAX  C   CR6   0   0.111  -4.2458   0.7566  -1.6187
 1DL  CAA  C   CH3   0  -0.717  -5.2540   1.6537  -2.2760
 1DL  CAK  C   CR16  0  -0.299  -3.2393   0.2090  -2.4114
 1DL  CAN  C   CR16  0  -0.267  -2.2756  -0.6419  -1.9009
 1DL  CBB  C   CR6   0   0.370  -2.2956  -0.9697  -0.5528
 1DL  NBE  N   NR5   0  -0.612  -1.3087  -1.8176  -0.0151
 1DL  CBD  C   CR15  0  -0.218   0.1093  -1.6299  -0.2889
 1DL  CBA  C   CR5   0  -0.104   0.5747  -0.2638   0.1049
 1DL  SAR  S   S2    0   0.261   0.3184   0.3282   1.7009
 1DL  CAO  C   CR15  0  -0.464   1.1264   1.7969   1.3503
 1DL  CAY  C   CR5   0  -0.012   1.5673   1.8090   0.0654
 1DL  BRA  BR  BR    0  -0.023   2.5099   3.2382  -0.6905
 1DL  CAP  C   CR15  0  -0.185   1.2510   0.6302  -0.6616
 1DL  CAV  C   CR5   0   0.481  -1.5469  -2.8885   0.7762
 1DL  OAD  O   O     0  -0.444  -2.6093  -3.3327   1.1566
 1DL  CAU  C   CR5   0   0.238  -0.2098  -3.4485   1.1195
 1DL  OAF  O   OH1   0  -0.560  -0.1024  -4.4903   1.9070
 1DL  CAW  C   CR5   0  -0.125   0.7550  -2.7382   0.5090
 1DL  CAT  C   C     0   0.374   2.1996  -2.9096   0.6674
 1DL  OAC  O   O     0  -0.383   2.6619  -3.5662   1.5807
 1DL  CAZ  C   CR6   0  -0.039   3.0853  -2.2089  -0.3007
 1DL  CAL  C   CR16  0  -0.269   4.1406  -1.4374   0.1783
 1DL  CAI  C   CR16  0  -0.238   4.9586  -0.7564  -0.7093
 1DL  CAH  C   CR16  0  -0.247   4.7504  -0.8721  -2.0783
 1DL  CAJ  C   CR16  0  -0.241   3.7212  -1.6701  -2.5598
 1DL  CAM  C   CR16  0  -0.286   2.8816  -2.3280  -1.6731
 1DL  H1   H   HOH1  0   0.488  -6.0236   0.6991   2.3814
 1DL  H2   H   HCR6  0   0.281  -3.2738  -0.6729   1.3179
 1DL  H3   H   HCH3  0   0.254  -5.1344   2.6903  -1.9631
 1DL  H4   H   HCH3  0   0.245  -5.1303   1.6159  -3.3571
 1DL  H5   H   HCH3  0   0.249  -6.2783   1.3651  -2.0460
 1DL  H6   H   HCR6  0   0.268  -3.2150   0.4484  -3.4667
 1DL  H7   H   HCR6  0   0.280  -1.5214  -1.0518  -2.5601
 1DL  H8   H   HCR5  0   0.316   0.2974  -1.7545  -1.3591
 1DL  H9   H   HCR5  0   0.319   1.2264   2.5629   2.1034
 1DL  H10  H   HCR5  0   0.287   1.5295   0.4509  -1.6904
 1DL  H11  H   HOH1  0   0.490  -0.9831  -4.8053   2.1648
 1DL  H12  H   HCR6  0   0.263   4.3043  -1.3448   1.2445
 1DL  H13  H   HCR6  0   0.263   5.7619  -0.1365  -0.3335
 1DL  H14  H   HCR6  0   0.264   5.3935  -0.3426  -2.7691
 1DL  H15  H   HCR6  0   0.265   3.5683  -1.7783  -3.6254
 1DL  H16  H   HCR6  0   0.274   2.0837  -2.9518  -2.0584

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
 1DL  CAA  CAX  single    1.501  0.020  1.501
 1DL  CAK  CAX  aromatic  1.393  0.020  1.393
 1DL  CAK  CAN  aromatic  1.383  0.020  1.383
 1DL  CAX  CBC  aromatic  1.405  0.020  1.405
 1DL  CAN  CBB  aromatic  1.387  0.020  1.387
 1DL  OAE  CAS  double    1.207  0.020  1.207
 1DL  CBC  CAS  single    1.487  0.020  1.487
 1DL  CBC  CAQ  aromatic  1.394  0.020  1.394
 1DL  CAS  OAB  single    1.328  0.020  1.328
 1DL  CBB  CAQ  aromatic  1.385  0.020  1.385
 1DL  CBB  NBE  single    1.408  0.020  1.408
 1DL  NBE  CAV  single    1.353  0.020  1.353
 1DL  NBE  CBD  single    1.456  0.020  1.456
 1DL  OAD  CAV  double    1.213  0.020  1.213
 1DL  CAV  CAU  single    1.490  0.020  1.490
 1DL  CBD  CAW  single    1.511  0.020  1.511
 1DL  CBD  CBA  single    1.496  0.020  1.496
 1DL  CAU  CAW  double    1.345  0.020  1.345
 1DL  CAU  OAF  single    1.310  0.020  1.310
 1DL  CAW  CAT  single    1.463  0.020  1.463
 1DL  CAP  CBA  aromatic  1.358  0.020  1.358
 1DL  CAP  CAY  aromatic  1.421  0.020  1.421
 1DL  CBA  SAR  aromatic  1.721  0.020  1.721
 1DL  OAC  CAT  double    1.216  0.020  1.216
 1DL  CAT  CAZ  single    1.488  0.020  1.488
 1DL  CAY  BRA  single    1.872  0.020  1.872
 1DL  CAY  CAO  aromatic  1.359  0.020  1.359
 1DL  CAZ  CAL  aromatic  1.392  0.020  1.392
 1DL  CAZ  CAM  aromatic  1.393  0.020  1.393
 1DL  CAL  CAI  aromatic  1.386  0.020  1.386
 1DL  SAR  CAO  aromatic  1.713  0.020  1.713
 1DL  CAM  CAJ  aromatic  1.387  0.020  1.387
 1DL  CAI  CAH  aromatic  1.390  0.020  1.390
 1DL  CAJ  CAH  aromatic  1.388  0.020  1.388
 1DL  OAB  H1   single    0.850  0.020  0.980
 1DL  CAQ  H2   single    0.930  0.020  1.080
 1DL  CAA  H3   single    0.970  0.020  1.090
 1DL  CAA  H4   single    0.970  0.020  1.090
 1DL  CAA  H5   single    0.970  0.020  1.090
 1DL  CAK  H6   single    0.930  0.020  1.080
 1DL  CAN  H7   single    0.930  0.020  1.080
 1DL  CBD  H8   single    0.970  0.020  1.090
 1DL  CAO  H9   single    0.930  0.020  1.080
 1DL  CAP  H10  single    0.930  0.020  1.080
 1DL  OAF  H11  single    0.850  0.020  0.980
 1DL  CAL  H12  single    0.930  0.020  1.080
 1DL  CAI  H13  single    0.930  0.020  1.080
 1DL  CAH  H14  single    0.930  0.020  1.080
 1DL  CAJ  H15  single    0.930  0.020  1.080
 1DL  CAM  H16  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
 1DL  H1   OAB  CAS  109.71  3.000
 1DL  CBC  CAS  OAE  124.76  3.000
 1DL  CBC  CAS  OAB  112.55  3.000
 1DL  OAE  CAS  OAB  122.69  3.000
 1DL  CAX  CBC  CAQ  120.43  3.000
 1DL  CAQ  CBC  CAS  118.35  3.000
 1DL  CAX  CBC  CAS  121.19  3.000
 1DL  H2   CAQ  CBB  119.20  3.000
 1DL  H2   CAQ  CBC  120.04  3.000
 1DL  CBB  CAQ  CBC  120.74  3.000
 1DL  CAK  CAX  CAA  118.10  3.000
 1DL  CAK  CAX  CBC  117.39  3.000
 1DL  CAA  CAX  CBC  124.50  3.000
 1DL  H5   CAA  H4   107.91  3.000
 1DL  H5   CAA  H3   107.15  3.000
 1DL  H4   CAA  H3   107.80  3.000
 1DL  H5   CAA  CAX  112.40  3.000
 1DL  H4   CAA  CAX  109.74  3.000
 1DL  H3   CAA  CAX  111.67  3.000
 1DL  H6   CAK  CAN  118.71  3.000
 1DL  H6   CAK  CAX  118.94  3.000
 1DL  CAN  CAK  CAX  122.35  3.000
 1DL  H7   CAN  CBB  120.82  3.000
 1DL  H7   CAN  CAK  119.58  3.000
 1DL  CBB  CAN  CAK  119.60  3.000
 1DL  NBE  CBB  CAN  120.22  3.000
 1DL  NBE  CBB  CAQ  120.28  3.000
 1DL  CAN  CBB  CAQ  119.50  3.000
 1DL  CAV  NBE  CBD  112.55  3.000
 1DL  CBD  NBE  CBB  122.22  3.000
 1DL  CAV  NBE  CBB  125.23  3.000
 1DL  H8   CBD  CAW  111.08  3.000
 1DL  H8   CBD  CBA  107.95  3.000
 1DL  CAW  CBD  CBA  113.45  3.000
 1DL  H8   CBD  NBE  109.68  3.000
 1DL  CBA  CBD  NBE  111.78  3.000
 1DL  CAW  CBD  NBE  102.85  3.000
 1DL  CAP  CBA  SAR  111.78  3.000
 1DL  SAR  CBA  CBD  120.79  3.000
 1DL  CAP  CBA  CBD  127.41  3.000
 1DL  CAO  SAR  CBA   92.00  3.000
 1DL  H9   CAO  CAY  128.60  3.000
 1DL  H9   CAO  SAR  120.65  3.000
 1DL  CAY  CAO  SAR  110.76  3.000
 1DL  CAP  CAY  BRA  122.62  3.000
 1DL  BRA  CAY  CAO  123.52  3.000
 1DL  CAP  CAY  CAO  113.85  3.000
 1DL  H10  CAP  CAY  124.57  3.000
 1DL  H10  CAP  CBA  123.81  3.000
 1DL  CAY  CAP  CBA  111.61  3.000
 1DL  CAU  CAV  OAD  125.19  3.000
 1DL  CAU  CAV  NBE  105.92  3.000
 1DL  OAD  CAV  NBE  128.88  3.000
 1DL  CAW  CAU  OAF  129.35  3.000
 1DL  OAF  CAU  CAV  120.73  3.000
 1DL  CAW  CAU  CAV  109.92  3.000
 1DL  H11  OAF  CAU  110.08  3.000
 1DL  CAT  CAW  CAU  126.68  3.000
 1DL  CAT  CAW  CBD  124.41  3.000
 1DL  CAU  CAW  CBD  108.70  3.000
 1DL  CAZ  CAT  OAC  121.12  3.000
 1DL  CAZ  CAT  CAW  117.53  3.000
 1DL  OAC  CAT  CAW  121.32  3.000
 1DL  CAM  CAZ  CAL  119.82  3.000
 1DL  CAM  CAZ  CAT  120.93  3.000
 1DL  CAL  CAZ  CAT  119.24  3.000
 1DL  H12  CAL  CAI  119.97  3.000
 1DL  H12  CAL  CAZ  120.05  3.000
 1DL  CAI  CAL  CAZ  119.96  3.000
 1DL  H13  CAI  CAH  120.07  3.000
 1DL  H13  CAI  CAL  119.82  3.000
 1DL  CAH  CAI  CAL  120.11  3.000
 1DL  H14  CAH  CAJ  120.02  3.000
 1DL  H14  CAH  CAI  119.94  3.000
 1DL  CAJ  CAH  CAI  120.04  3.000
 1DL  H15  CAJ  CAM  119.78  3.000
 1DL  H15  CAJ  CAH  120.26  3.000
 1DL  CAM  CAJ  CAH  119.97  3.000
 1DL  H16  CAM  CAJ  119.44  3.000
 1DL  H16  CAM  CAZ  120.49  3.000
 1DL  CAJ  CAM  CAZ  120.06  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
 1DL  CONST_01  CAN  CAK  CAX  CBC    0.00   0.0  0
 1DL  CONST_02  CAN  CBB  CAQ  CBC    0.00   0.0  0
 1DL  CONST_03  CAK  CAX  CBC  CAQ    0.00   0.0  0
 1DL  CONST_04  CAK  CAN  CBB  CAQ    0.00   0.0  0
 1DL  CONST_05  CBB  CAN  CAK  CAX    0.00   0.0  0
 1DL  CONST_06  CBB  CAQ  CBC  CAX    0.00   0.0  0
 1DL  CONST_07  CAO  CAY  CAP  CBA    0.00   0.0  0
 1DL  CONST_08  CAY  CAO  SAR  CBA    0.00   0.0  0
 1DL  CONST_09  CAY  CAP  CBA  SAR    0.00   0.0  0
 1DL  CONST_10  CAP  CAY  CAO  SAR    0.00   0.0  0
 1DL  CONST_11  CAP  CBA  SAR  CAO    0.00   0.0  0
 1DL  CONST_12  CAH  CAI  CAL  CAZ    0.00   0.0  0
 1DL  CONST_13  CAH  CAJ  CAM  CAZ    0.00   0.0  0
 1DL  CONST_14  CAJ  CAM  CAZ  CAL    0.00   0.0  0
 1DL  CONST_15  CAJ  CAH  CAI  CAL    0.00   0.0  0
 1DL  CONST_16  CAM  CAZ  CAL  CAI    0.00   0.0  0
 1DL  CONST_17  CAM  CAJ  CAH  CAI    0.00   0.0  0
 1DL  CONST_18  NBE  CBB  CAQ  CBC  180.00   0.0  0
 1DL  CONST_19  NBE  CBB  CAN  CAK  180.00   0.0  0
 1DL  CONST_20  CAY  CAP  CBA  CBD  180.00   0.0  0
 1DL  CONST_21  CAO  SAR  CBA  CBD  180.00   0.0  0
 1DL  CONST_22  CAU  CAV  NBE  CBB  180.00   0.0  0
 1DL  CONST_23  CAU  CAV  NBE  CBD    0.00   0.0  0
 1DL  CONST_24  CAK  CAX  CBC  CAS  180.00   0.0  0
 1DL  CONST_25  CBB  CAQ  CBC  CAS  180.00   0.0  0
 1DL  CONST_26  CAA  CAX  CBC  CAQ  180.00   0.0  0
 1DL  CONST_27  CAN  CAK  CAX  CAA  180.00   0.0  0
 1DL  CONST_28  BRA  CAY  CAP  CBA  180.00   0.0  0
 1DL  CONST_29  BRA  CAY  CAO  SAR  180.00   0.0  0
 1DL  CONST_30  CAI  CAL  CAZ  CAT  180.00   0.0  0
 1DL  CONST_31  CAJ  CAM  CAZ  CAT  180.00   0.0  0
 1DL  CONST_32  OAD  CAV  NBE  CBB    0.00   0.0  0
 1DL  CONST_33  OAD  CAV  NBE  CBD  180.00   0.0  0
 1DL  CONST_34  H6   CAK  CAX  CBC  180.00   0.0  0
 1DL  CONST_35  H7   CAN  CBB  CAQ  180.00   0.0  0
 1DL  CONST_36  H2   CAQ  CBC  CAX  180.00   0.0  0
 1DL  CONST_37  H10  CAP  CBA  CBD    0.00   0.0  0
 1DL  CONST_38  H9   CAO  SAR  CBA  180.00   0.0  0
 1DL  CONST_39  H13  CAI  CAL  CAZ  180.00   0.0  0
 1DL  CONST_40  H15  CAJ  CAM  CAZ  180.00   0.0  0
 1DL  CONST_41  H16  CAM  CAZ  CAL  180.00   0.0  0
 1DL  CONST_42  H14  CAH  CAI  CAL  180.00   0.0  0
 1DL  CONST_43  H12  CAL  CAI  CAH  180.00   0.0  0
 1DL  CONST_44  H1   OAB  CAS  CBC  180.00   0.0  0
 1DL  Var_01    CAV  NBE  CBB  CAQ   49.54  30.0  2
 1DL  Var_02    CAW  CAU  CAV  NBE   -1.71  30.0  1
 1DL  Var_03    CAV  CAU  CAW  CBD    0.42  30.0  1
 1DL  Var_04    CAZ  CAT  CAW  CBD  -17.94  30.0  2
 1DL  Var_05    CAL  CAZ  CAT  CAW  129.75  30.0  2
 1DL  Var_06    CAX  CBC  CAS  OAB  160.33  30.0  3
 1DL  Var_07    H3   CAA  CAX  CBC   70.55  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
 1DL  chir_01  CBD  NBE  CAW  CBA  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
 1DL  plan-1  CBD  0.020
 1DL  plan-1  CBA  0.020
 1DL  plan-1  SAR  0.020
 1DL  plan-1  CAO  0.020
 1DL  plan-1  CAY  0.020
 1DL  plan-1  BRA  0.020
 1DL  plan-1  CAP  0.020
 1DL  plan-1  H9   0.020
 1DL  plan-1  H10  0.020
 1DL  plan-2  CAS  0.020
 1DL  plan-2  CBC  0.020
 1DL  plan-2  CAQ  0.020
 1DL  plan-2  CAX  0.020
 1DL  plan-2  CAA  0.020
 1DL  plan-2  CAK  0.020
 1DL  plan-2  CAN  0.020
 1DL  plan-2  CBB  0.020
 1DL  plan-2  NBE  0.020
 1DL  plan-2  H2   0.020
 1DL  plan-2  H6   0.020
 1DL  plan-2  H7   0.020
 1DL  plan-3  CAT  0.020
 1DL  plan-3  CAZ  0.020
 1DL  plan-3  CAL  0.020
 1DL  plan-3  CAI  0.020
 1DL  plan-3  CAH  0.020
 1DL  plan-3  CAJ  0.020
 1DL  plan-3  CAM  0.020
 1DL  plan-3  H12  0.020
 1DL  plan-3  H13  0.020
 1DL  plan-3  H14  0.020
 1DL  plan-3  H15  0.020
 1DL  plan-3  H16  0.020
 1DL  plan-4  CBB  0.020
 1DL  plan-4  NBE  0.020
 1DL  plan-4  CBD  0.020
 1DL  plan-4  CAV  0.020
 1DL  plan-4  OAD  0.020
 1DL  plan-4  CAU  0.020
 1DL  plan-5  OAB  0.020
 1DL  plan-5  CAS  0.020
 1DL  plan-5  OAE  0.020
 1DL  plan-5  CBC  0.020
 1DL  plan-5  H1   0.020
 1DL  plan-6  CAW  0.020
 1DL  plan-6  CAT  0.020
 1DL  plan-6  OAC  0.020
 1DL  plan-6  CAZ  0.020

