# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr  4 05:53:38 2020
#   Inital geometry file: a 152 line input string
#   Ligand name: (3S)-6-(2,5-difluorobenzyl)-3-methyl-N-(methylsulfonyl)-8-(2-oxo-1,2-dihydropyridin-3-yl)-3,6-dihydro-2H-furo[2,3-e]indole-7-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@@H]1COc2c1ccc3n(Cc4cc(F)ccc4F)c(C(=O)N[S](C)(=O)=O)c(C5=CC=CNC5=O)c23
#
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
 0C2  0C2  (3S)-6-(2,5-difluorobenzyl)-3-methyl-N-(methylsulfonyl)-8-(2-oxo-1,2-dihydropyridin-3-yl)-3,6-dihydro-2H-furo[2,3-e]indole-7-carboxamide  ligand  57  36  .  2021-08-03  2021-08-03  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_0C2
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
 0C2  C1   C  CR16  0  -0.343   3.2048   2.7447   0.8546
 0C2  C2   C  CR16  0  -0.330   1.8528   2.5355   1.0639
 0C2  C3   C  CR16  0  -0.404  -3.4985   3.3634  -1.5390
 0C2  C4   C  CR16  0  -0.381  -4.0142   3.0883  -0.2818
 0C2  C5   C  CR16  0  -0.436  -1.3631   2.4620  -0.8427
 0C2  C6   C  CR56  0  -0.048   2.1755   0.1464   0.5025
 0C2  C7   C  CR5   0   0.115   1.3320  -1.0070   0.4156
 0C2  C8   C  CR56  0  -0.026   4.0301   1.6925   0.4566
 0C2  C9   C  CR6   0  -0.132  -1.8724   2.1845   0.4218
 0C2  C10  C  CR56  0   0.351   1.3643   1.2396   0.8791
 0C2  C11  C  CR56  0   0.304   3.5258   0.4226   0.2756
 0C2  C12  C  CR6   0   0.549  -2.1797   3.0444  -1.7933
 0C2  C13  C  CR6   0   0.528  -3.1968   2.5127   0.6685
 0C2  C14  C  CR5   0   0.209   0.0681  -0.5686   0.7112
 0C2  C15  C  CR16  0  -0.385   3.1875  -4.2931   0.2141
 0C2  C16  C  CR16  0  -0.162   2.8046  -2.9875   0.5919
 0C2  C17  C  CR16  0   0.044   2.4346  -4.9328  -0.7148
 0C2  C18  C  CR6   0  -0.279   1.7127  -2.3686   0.0499
 0C2  C19  C  CR6   0   0.513   0.9046  -3.0605  -0.9362
 0C2  C20  C  C     0   0.526  -1.1523  -1.4005   0.7938
 0C2  C21  C  CH2   0  -0.171   5.6443   0.2551  -0.4464
 0C2  C22  C  CR15  0  -0.319   5.5102   1.6543   0.1819
 0C2  C23  C  CH3   0  -0.665   6.0241   2.7599  -0.7281
 0C2  C24  C  CH3   0  -0.799  -4.3386  -1.4783   1.7158
 0C2  N1   N  NR5   0  -0.596   0.0782   0.7799   0.9925
 0C2  N2   N  NR16  0  -0.655   1.3534  -4.3245  -1.2513
 0C2  N3   N  NC1   0  -0.823  -2.2366  -0.8923   0.1216
 0C2  O1   O  O     0  -0.487  -0.1000  -2.6040  -1.4755
 0C2  O2   O  O     0  -0.410  -1.2044  -2.4148   1.4484
 0C2  O3   O  OS    0  -0.630  -3.5969  -3.0497  -0.2634
 0C2  O4   O  OS    0  -0.646  -4.5161  -0.7874  -0.8245
 0C2  O5   O  O     0  -0.482   4.4442  -0.4744  -0.1248
 0C2  F1   F  F     0  -0.311  -1.6691   3.3069  -3.0047
 0C2  F2   F  F     0  -0.311  -3.7083   2.2427   1.8832
 0C2  S1   S  S     0   1.358  -3.7460  -1.6461   0.0561
 0C2  H1   H  HCR6  0   0.253   3.6163   3.7372   0.9906
 0C2  H2   H  HCR6  0   0.264   1.2056   3.3558   1.3432
 0C2  H4   H  HCR6  0   0.297  -5.0445   3.3186  -0.0461
 0C2  H5   H  HCR6  0   0.295  -0.3363   2.2232  -1.0904
 0C2  H6   H  HCR6  0   0.276   4.0474  -4.7762   0.6511
 0C2  H7   H  HCR6  0   0.267   3.3889  -2.4717   1.3427
 0C2  H8   H  HCR6  0   0.312   2.6407  -5.9314  -1.0698
 0C2  H10  H  HCH2  0   0.231   5.7198   0.3241  -1.5363
 0C2  H11  H  HCH2  0   0.245   6.4977  -0.3092  -0.0740
 0C2  H12  H  HCR5  0   0.264   6.0633   1.6945   1.1268
 0C2  H13  H  HCH3  0   0.236   5.9036   3.7393  -0.2644
 0C2  H14  H  HCH3  0   0.239   7.0861   2.6280  -0.9404
 0C2  H15  H  HCH3  0   0.227   5.4861   2.7646  -1.6772
 0C2  H16  H  HCH3  0   0.304  -3.6933  -2.0243   2.3985
 0C2  H17  H  HCH3  0   0.292  -4.3770  -0.4239   1.9758
 0C2  H18  H  HCH3  0   0.321  -5.3415  -1.9027   1.7367
 0C2  H21  H  HNC1  0   0.445  -2.1068  -0.1679  -0.5765
 0C2  H9   H  HNR6  0   0.424   0.8135  -4.8296  -1.9413
 0C2  C25  C  CH2   0  -0.370  -1.0275   1.5561   1.5035
 0C2  H3   H  HCR6  0   0.295  -4.1164   3.8144  -2.3034
 0C2  H19  H  HCH2  0   0.314  -0.6218   2.3351   2.1514
 0C2  H20  H  HCH2  0   0.298  -1.6339   0.9248   2.1519

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
 0C2  O3   S1   double    1.447  0.020  1.447
 0C2  C24  S1   single    1.770  0.020  1.770
 0C2  S1   O4   double    1.451  0.020  1.451
 0C2  S1   N3   single    1.688  0.020  1.688
 0C2  F2   C13  single    1.345  0.020  1.345
 0C2  C4   C13  aromatic  1.379  0.020  1.379
 0C2  C4   C3   aromatic  1.386  0.020  1.386
 0C2  C13  C9   aromatic  1.387  0.020  1.387
 0C2  N3   C20  single    1.373  0.020  1.373
 0C2  C3   C12  aromatic  1.381  0.020  1.381
 0C2  C9   C25  single    1.510  0.020  1.510
 0C2  C9   C5   aromatic  1.391  0.020  1.391
 0C2  C25  N1   single    1.444  0.020  1.444
 0C2  C20  O2   double    1.208  0.020  1.208
 0C2  C20  C14  single    1.479  0.020  1.479
 0C2  C12  C5   aromatic  1.382  0.020  1.382
 0C2  C12  F1   single    1.341  0.020  1.341
 0C2  N1   C14  aromatic  1.378  0.020  1.378
 0C2  N1   C10  aromatic  1.371  0.020  1.371
 0C2  C14  C7   aromatic  1.370  0.020  1.370
 0C2  O1   C19  double    1.228  0.020  1.228
 0C2  C19  N2   single    1.378  0.020  1.378
 0C2  C19  C18  single    1.451  0.020  1.451
 0C2  C10  C2   aromatic  1.397  0.020  1.397
 0C2  C10  C6   aromatic  1.412  0.020  1.412
 0C2  C7   C18  single    1.460  0.020  1.460
 0C2  C7   C6   aromatic  1.432  0.020  1.432
 0C2  N2   C17  single    1.352  0.020  1.352
 0C2  C2   C1   aromatic  1.384  0.020  1.384
 0C2  C18  C16  double    1.367  0.020  1.367
 0C2  C6   C11  aromatic  1.397  0.020  1.397
 0C2  C17  C15  double    1.356  0.020  1.356
 0C2  C16  C15  single    1.412  0.020  1.412
 0C2  C1   C8   aromatic  1.395  0.020  1.395
 0C2  C11  C8   aromatic  1.378  0.020  1.378
 0C2  C11  O5   single    1.345  0.020  1.345
 0C2  C8   C22  single    1.506  0.020  1.506
 0C2  O5   C21  single    1.441  0.020  1.441
 0C2  C22  C21  single    1.540  0.020  1.540
 0C2  C22  C23  single    1.521  0.020  1.521
 0C2  C1   H1   single    0.930  0.020  1.080
 0C2  C2   H2   single    0.930  0.020  1.080
 0C2  C3   H3   single    0.930  0.020  1.080
 0C2  C4   H4   single    0.930  0.020  1.080
 0C2  C5   H5   single    0.930  0.020  1.080
 0C2  C15  H6   single    0.930  0.020  1.080
 0C2  C16  H7   single    0.930  0.020  1.080
 0C2  C17  H8   single    0.930  0.020  1.080
 0C2  C21  H10  single    0.970  0.020  1.090
 0C2  C21  H11  single    0.970  0.020  1.090
 0C2  C22  H12  single    0.970  0.020  1.090
 0C2  C23  H13  single    0.970  0.020  1.090
 0C2  C23  H14  single    0.970  0.020  1.090
 0C2  C23  H15  single    0.970  0.020  1.090
 0C2  C24  H16  single    0.970  0.020  1.090
 0C2  C24  H17  single    0.970  0.020  1.090
 0C2  C24  H18  single    0.970  0.020  1.090
 0C2  C25  H19  single    0.970  0.020  1.090
 0C2  C25  H20  single    0.970  0.020  1.090
 0C2  N3   H21  single    0.860  0.020  1.020
 0C2  N2   H9   single    0.860  0.020  1.020

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
 0C2  H1   C1   C8   120.15  3.000
 0C2  H1   C1   C2   119.39  3.000
 0C2  C8   C1   C2   120.46  3.000
 0C2  H2   C2   C10  121.90  3.000
 0C2  H2   C2   C1   120.59  3.000
 0C2  C10  C2   C1   117.50  3.000
 0C2  H3   C3   C12  120.80  3.000
 0C2  H3   C3   C4   120.74  3.000
 0C2  C12  C3   C4   118.46  3.000
 0C2  H4   C4   C13  120.21  3.000
 0C2  H4   C4   C3   120.63  3.000
 0C2  C13  C4   C3   119.15  3.000
 0C2  H5   C5   C12  119.73  3.000
 0C2  H5   C5   C9   120.73  3.000
 0C2  C12  C5   C9   119.54  3.000
 0C2  C11  C6   C10  116.45  3.000
 0C2  C11  C6   C7   135.98  3.000
 0C2  C10  C6   C7   107.54  3.000
 0C2  C18  C7   C14  126.36  3.000
 0C2  C18  C7   C6   127.79  3.000
 0C2  C14  C7   C6   105.82  3.000
 0C2  C22  C8   C11  108.20  3.000
 0C2  C22  C8   C1   130.73  3.000
 0C2  C11  C8   C1   121.06  3.000
 0C2  C25  C9   C13  120.37  3.000
 0C2  C25  C9   C5   121.97  3.000
 0C2  C13  C9   C5   117.66  3.000
 0C2  N1   C10  C6   107.54  3.000
 0C2  C6   C10  C2   123.53  3.000
 0C2  N1   C10  C2   128.92  3.000
 0C2  O5   C11  C8   113.82  3.000
 0C2  O5   C11  C6   125.21  3.000
 0C2  C8   C11  C6   120.97  3.000
 0C2  F1   C12  C5   118.63  3.000
 0C2  F1   C12  C3   119.02  3.000
 0C2  C5   C12  C3   122.36  3.000
 0C2  F2   C13  C9   118.45  3.000
 0C2  C9   C13  C4   122.83  3.000
 0C2  F2   C13  C4   118.71  3.000
 0C2  N1   C14  C20  123.03  3.000
 0C2  N1   C14  C7   110.52  3.000
 0C2  C20  C14  C7   126.38  3.000
 0C2  H6   C15  C17  120.58  3.000
 0C2  H6   C15  C16  121.46  3.000
 0C2  C17  C15  C16  117.96  3.000
 0C2  H7   C16  C18  119.38  3.000
 0C2  H7   C16  C15  118.67  3.000
 0C2  C18  C16  C15  121.94  3.000
 0C2  H8   C17  N2   116.00  3.000
 0C2  H8   C17  C15  123.75  3.000
 0C2  N2   C17  C15  120.25  3.000
 0C2  C19  C18  C16  119.90  3.000
 0C2  C16  C18  C7   122.07  3.000
 0C2  C19  C18  C7   118.02  3.000
 0C2  O1   C19  N2   120.46  3.000
 0C2  N2   C19  C18  114.31  3.000
 0C2  O1   C19  C18  125.23  3.000
 0C2  O2   C20  N3   122.81  3.000
 0C2  O2   C20  C14  122.53  3.000
 0C2  N3   C20  C14  114.58  3.000
 0C2  H11  C21  H10  108.60  3.000
 0C2  H11  C21  O5   108.31  3.000
 0C2  H10  C21  O5   108.16  3.000
 0C2  H11  C21  C22  113.56  3.000
 0C2  H10  C21  C22  110.80  3.000
 0C2  O5   C21  C22  107.25  3.000
 0C2  H12  C22  C23  108.58  3.000
 0C2  H12  C22  C21  109.96  3.000
 0C2  C23  C22  C21  112.76  3.000
 0C2  H12  C22  C8   109.75  3.000
 0C2  C23  C22  C8   115.01  3.000
 0C2  C21  C22  C8   100.55  3.000
 0C2  H15  C23  H14  108.13  3.000
 0C2  H15  C23  H13  108.15  3.000
 0C2  H14  C23  H13  107.39  3.000
 0C2  H15  C23  C22  110.91  3.000
 0C2  H14  C23  C22  110.94  3.000
 0C2  H13  C23  C22  111.16  3.000
 0C2  H18  C24  H17  109.94  3.000
 0C2  H18  C24  H16  109.81  3.000
 0C2  H17  C24  H16  111.00  3.000
 0C2  H18  C24  S1   106.82  3.000
 0C2  H17  C24  S1   109.15  3.000
 0C2  H16  C24  S1   110.03  3.000
 0C2  C25  N1   C14  126.35  3.000
 0C2  C14  N1   C10  108.56  3.000
 0C2  C25  N1   C10  124.57  3.000
 0C2  H9   N2   C19  116.13  3.000
 0C2  H9   N2   C17  118.24  3.000
 0C2  C19  N2   C17  125.64  3.000
 0C2  H21  N3   S1   113.99  3.000
 0C2  H21  N3   C20  120.00  3.000
 0C2  S1   N3   C20  124.03  3.000
 0C2  C21  O5   C11  107.30  3.000
 0C2  O4   S1   O3   119.64  3.000
 0C2  O4   S1   N3   103.52  3.000
 0C2  O3   S1   N3   110.45  3.000
 0C2  N3   S1   C24  102.75  3.000
 0C2  O4   S1   C24  109.58  3.000
 0C2  O3   S1   C24  109.48  3.000
 0C2  H20  C25  H19  105.49  3.000
 0C2  H20  C25  N1   108.98  3.000
 0C2  H19  C25  N1   108.00  3.000
 0C2  H20  C25  C9   110.87  3.000
 0C2  H19  C25  C9   109.66  3.000
 0C2  N1   C25  C9   113.49  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
 0C2  CONST_01  N1   C10  C2   C1    180.00   0.0  0
 0C2  CONST_02  C6   C10  C2   C1      0.00   0.0  0
 0C2  CONST_03  C6   C11  C8   C1      0.00   0.0  0
 0C2  CONST_04  C14  N1   C10  C2    180.00   0.0  0
 0C2  CONST_05  C7   C6   C10  C2    180.00   0.0  0
 0C2  CONST_06  C11  C6   C10  C2      0.00   0.0  0
 0C2  CONST_07  C11  C8   C1   C2      0.00   0.0  0
 0C2  CONST_08  C9   C13  C4   C3      0.00   0.0  0
 0C2  CONST_09  C9   C5   C12  C3      0.00   0.0  0
 0C2  CONST_10  C5   C9   C13  C4      0.00   0.0  0
 0C2  CONST_11  C5   C12  C3   C4      0.00   0.0  0
 0C2  CONST_12  C14  N1   C10  C6      0.00   0.0  0
 0C2  CONST_13  N1   C14  C7   C6      0.00   0.0  0
 0C2  CONST_14  C10  N1   C14  C7      0.00   0.0  0
 0C2  CONST_15  N1   C10  C6   C7      0.00   0.0  0
 0C2  CONST_16  C8   C11  C6   C7    180.00   0.0  0
 0C2  CONST_17  C10  C2   C1   C8      0.00   0.0  0
 0C2  CONST_18  C10  C6   C11  C8      0.00   0.0  0
 0C2  CONST_19  C14  C7   C6   C10     0.00   0.0  0
 0C2  CONST_20  N1   C10  C6   C11   180.00   0.0  0
 0C2  CONST_21  C14  C7   C6   C11   180.00   0.0  0
 0C2  CONST_22  C13  C4   C3   C12     0.00   0.0  0
 0C2  CONST_23  C13  C9   C5   C12     0.00   0.0  0
 0C2  CONST_24  C18  C7   C6   C10   180.00   0.0  0
 0C2  CONST_25  C18  C7   C6   C11     0.00   0.0  0
 0C2  CONST_26  N1   C14  C7   C18   180.00   0.0  0
 0C2  CONST_27  C18  C19  N2   C17     0.00   0.0  0
 0C2  CONST_28  C25  N1   C10  C2      0.00   0.0  0
 0C2  CONST_29  F2   C13  C4   C3    180.00   0.0  0
 0C2  CONST_30  C25  C9   C13  C4    180.00   0.0  0
 0C2  CONST_31  F1   C12  C3   C4    180.00   0.0  0
 0C2  CONST_32  F2   C13  C9   C5    180.00   0.0  0
 0C2  CONST_33  C25  N1   C10  C6    180.00   0.0  0
 0C2  CONST_34  C20  C14  C7   C6    180.00   0.0  0
 0C2  CONST_35  C25  N1   C14  C7    180.00   0.0  0
 0C2  CONST_36  F1   C12  C5   C9    180.00   0.0  0
 0C2  CONST_37  C20  C14  N1   C10   180.00   0.0  0
 0C2  CONST_38  C25  C9   C5   C12   180.00   0.0  0
 0C2  CONST_39  C20  C14  C7   C18     0.00   0.0  0
 0C2  CONST_40  O1   C19  N2   C17   180.00   0.0  0
 0C2  CONST_41  H5   C5   C12  C3    180.00   0.0  0
 0C2  CONST_42  H3   C3   C12  C5    180.00   0.0  0
 0C2  CONST_43  H2   C2   C10  C6    180.00   0.0  0
 0C2  CONST_44  H4   C4   C13  C9    180.00   0.0  0
 0C2  CONST_45  H1   C1   C2   C10   180.00   0.0  0
 0C2  CONST_46  H9   N2   C19  C18   180.00   0.0  0
 0C2  CONST_47  S1   N3   C20  C14   180.00   0.0  0
 0C2  CONST_49  S1   N3   C20  O2      0.00   0.0  0
 0C2  Var_01    C19  C18  C7   C6   -131.90  30.0  2
 0C2  Var_02    C22  C21  O5   C11    16.24  30.0  1
 0C2  Var_03    N1   C25  C9   C5    -24.90  30.0  2
 0C2  Var_04    C14  N1   C25  C9    -91.61  30.0  2
 0C2  Var_05    N3   C20  C14  C7   -132.48  30.0  2
 0C2  Var_06    O3   S1   N3   C20   -47.19  30.0  2
 0C2  Var_07    H16  C24  S1   N3    -63.67  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
 0C2  chir_01  C22  C8  C21  C23  negativ

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
 0C2  plan-1  C3   0.020
 0C2  plan-1  C4   0.020
 0C2  plan-1  C5   0.020
 0C2  plan-1  C9   0.020
 0C2  plan-1  C12  0.020
 0C2  plan-1  C13  0.020
 0C2  plan-1  F1   0.020
 0C2  plan-1  F2   0.020
 0C2  plan-1  H4   0.020
 0C2  plan-1  H5   0.020
 0C2  plan-1  C25  0.020
 0C2  plan-1  H3   0.020
 0C2  plan-2  C7   0.020
 0C2  plan-2  C15  0.020
 0C2  plan-2  C16  0.020
 0C2  plan-2  C17  0.020
 0C2  plan-2  C18  0.020
 0C2  plan-2  C19  0.020
 0C2  plan-2  N2   0.020
 0C2  plan-2  O1   0.020
 0C2  plan-2  H6   0.020
 0C2  plan-2  H7   0.020
 0C2  plan-2  H8   0.020
 0C2  plan-2  H9   0.020
 0C2  plan-3  C1   0.020
 0C2  plan-3  C2   0.020
 0C2  plan-3  C6   0.020
 0C2  plan-3  C7   0.020
 0C2  plan-3  C8   0.020
 0C2  plan-3  C10  0.020
 0C2  plan-3  C11  0.020
 0C2  plan-3  C14  0.020
 0C2  plan-3  C18  0.020
 0C2  plan-3  C20  0.020
 0C2  plan-3  C22  0.020
 0C2  plan-3  N1   0.020
 0C2  plan-3  O5   0.020
 0C2  plan-3  H1   0.020
 0C2  plan-3  H2   0.020
 0C2  plan-3  C25  0.020
 0C2  plan-4  C14  0.020
 0C2  plan-4  C20  0.020
 0C2  plan-4  N3   0.020
 0C2  plan-4  O2   0.020
 0C2  plan-4  S1   0.020
 0C2  plan-4  H21  0.020

