# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr  4 15:45:20 2020
#   Inital geometry file: a 146 line input string
#   Ligand name: 6-(2,5-difluorobenzyl)-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[S](=O)(=O)NC(=O)c1n(Cc2cc(F)ccc2F)c3ccc4CCOc4c3c1C5=CC=CNC5=O
#
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
 0C1  0C1  6-(2,5-difluorobenzyl)-N-(methylsulfonyl)-8-(2-oxo-1,2-dihydropyridin-3-yl)-3,6-dihydro-2H-furo[2,3-e]indole-7-carboxamide  ligand  54  35  .  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_0C1
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
 0C1  C1   C  CR16  0  -0.336  -2.9464   3.4179  -1.5639
 0C1  C2   C  CR16  0  -0.337  -1.6011   3.0933  -1.5965
 0C1  C3   C  CR16  0  -0.408   3.8654   1.8872   2.1581
 0C1  C4   C  CR16  0  -0.385   2.5536   2.3219   2.2886
 0C1  C5   C  CR16  0  -0.440   3.4899   1.5066  -0.1971
 0C1  C6   C  CR56  0  -0.036  -2.1505   0.9178  -0.5743
 0C1  C7   C  CR5   0   0.124  -1.4253  -0.2355  -0.1581
 0C1  C8   C  CR56  0  -0.078  -3.8862   2.5168  -1.0597
 0C1  C9   C  CR6   0  -0.102   2.1741   1.9337  -0.0764
 0C1  C10  C  CR56  0   0.378  -1.2243   1.8363  -1.1125
 0C1  C11  C  CR56  0   0.335  -3.4958   1.2856  -0.5806
 0C1  C12  C  CR6   0   0.551   4.3098   1.4908   0.9135
 0C1  C13  C  CR6   0   0.546   1.7384   2.3429   1.1763
 0C1  C14  C  CR5   0   0.184  -0.1139   0.0102  -0.4714
 0C1  C15  C  CR16  0  -0.384  -2.4119  -3.8601   0.2834
 0C1  C16  C  CR16  0  -0.172  -1.8694  -2.6700  -0.2532
 0C1  C17  C  CR16  0   0.046  -3.0746  -3.7762   1.4633
 0C1  C18  C  CR6   0  -0.281  -1.9853  -1.4717   0.3886
 0C1  C19  C  CR6   0   0.526  -2.6715  -1.3872   1.6613
 0C1  C20  C  C     0   0.509   0.9996  -0.9317  -0.2541
 0C1  C21  C  CH2   0  -0.511  -5.3863   2.5819  -0.9863
 0C1  C22  C  CH2   0  -0.195  -5.6961   1.3355  -0.1419
 0C1  C23  C  CH3   0  -0.791   2.6412  -3.6828  -1.2740
 0C1  N1   N  NR5   0  -0.596   0.0157   1.2542  -1.0567
 0C1  N2   N  NR16  0  -0.659  -3.1921  -2.5889   2.0991
 0C1  N3   N  NC1   0  -0.822   1.8471  -1.0752  -1.3316
 0C1  O1   O  O     0  -0.484  -2.7962  -0.3706   2.3338
 0C1  O2   O  O     0  -0.402   1.1340  -1.5643   0.7668
 0C1  O3   O  OS    0  -0.624   3.9679  -1.7441  -0.0831
 0C1  O4   O  OS    0  -0.650   3.8694  -1.7513  -2.5875
 0C1  O5   O  O     0  -0.479  -4.5107   0.5131  -0.1630
 0C1  F1   F  F     0  -0.313   5.5762   1.0722   0.7763
 0C1  F2   F  F     0  -0.303   0.4762   2.7791   1.3058
 0C1  S1   S  S     0   1.358   3.2441  -2.0179  -1.3055
 0C1  H1   H  HCR6  0   0.255  -3.2699   4.3787  -1.9440
 0C1  H2   H  HCR6  0   0.262  -0.8833   3.7932  -2.0017
 0C1  H4   H  HCR6  0   0.292   2.1737   2.6452   3.2483
 0C1  H5   H  HCR6  0   0.279   3.8693   1.1769  -1.1557
 0C1  H6   H  HCR6  0   0.276  -2.3164  -4.8047  -0.2288
 0C1  H7   H  HCR6  0   0.265  -1.3555  -2.7102  -1.2065
 0C1  H8   H  HCR6  0   0.311  -3.5345  -4.6223   1.9520
 0C1  H10  H  HCH2  0   0.263  -5.7605   3.4881  -0.5097
 0C1  H11  H  HCH2  0   0.259  -5.8364   2.5263  -1.9806
 0C1  H12  H  HCH2  0   0.237  -5.9060   1.6027   0.8964
 0C1  H13  H  HCH2  0   0.243  -6.5268   0.7444  -0.5237
 0C1  H14  H  HCH3  0   0.299   2.0805  -3.8446  -0.3573
 0C1  H15  H  HCH3  0   0.303   2.0157  -3.8507  -2.1471
 0C1  H16  H  HCH3  0   0.317   3.5086  -4.3408  -1.3005
 0C1  H19  H  HNC1  0   0.450   1.5519  -0.7705  -2.2522
 0C1  H9   H  HNR6  0   0.422  -3.6862  -2.5657   2.9812
 0C1  C24  C  CH2   0  -0.385   1.2639   1.9620  -1.2750
 0C1  H3   H  HCR6  0   0.292   4.5243   1.8584   3.0153
 0C1  H17  H  HCH2  0   0.305   1.0175   2.9931  -1.5251
 0C1  H18  H  HCH2  0   0.286   1.7868   1.5612  -2.1445

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
 0C1  O3   S1   double    1.447  0.020  1.447
 0C1  O4   S1   double    1.451  0.020  1.451
 0C1  S1   C23  single    1.771  0.020  1.771
 0C1  S1   N3   single    1.686  0.020  1.686
 0C1  F2   C13  single    1.342  0.020  1.342
 0C1  C4   C13  aromatic  1.379  0.020  1.379
 0C1  C4   C3   aromatic  1.388  0.020  1.388
 0C1  C13  C9   aromatic  1.388  0.020  1.388
 0C1  N3   C20  single    1.378  0.020  1.378
 0C1  C3   C12  aromatic  1.380  0.020  1.380
 0C1  C9   C24  single    1.505  0.020  1.505
 0C1  C9   C5   aromatic  1.389  0.020  1.389
 0C1  C20  O2   double    1.208  0.020  1.208
 0C1  C20  C14  single    1.475  0.020  1.475
 0C1  C24  N1   single    1.451  0.020  1.451
 0C1  C12  C5   aromatic  1.381  0.020  1.381
 0C1  C12  F1   single    1.341  0.020  1.341
 0C1  O1   C19  double    1.225  0.020  1.225
 0C1  C14  N1   aromatic  1.381  0.020  1.381
 0C1  C14  C7   aromatic  1.371  0.020  1.371
 0C1  N1   C10  aromatic  1.371  0.020  1.371
 0C1  C19  N2   single    1.381  0.020  1.381
 0C1  C19  C18  single    1.448  0.020  1.448
 0C1  C7   C18  single    1.463  0.020  1.463
 0C1  C7   C6   aromatic  1.424  0.020  1.424
 0C1  N2   C17  single    1.352  0.020  1.352
 0C1  C10  C2   aromatic  1.399  0.020  1.399
 0C1  C10  C6   aromatic  1.411  0.020  1.411
 0C1  C18  C16  double    1.364  0.020  1.364
 0C1  C2   C1   aromatic  1.384  0.020  1.384
 0C1  C6   C11  aromatic  1.395  0.020  1.395
 0C1  C17  C15  double    1.356  0.020  1.356
 0C1  C16  C15  single    1.414  0.020  1.414
 0C1  C1   C8   aromatic  1.396  0.020  1.396
 0C1  C11  C8   aromatic  1.378  0.020  1.378
 0C1  C11  O5   single    1.342  0.020  1.342
 0C1  C8   C21  single    1.503  0.020  1.503
 0C1  O5   C22  single    1.443  0.020  1.443
 0C1  C21  C22  single    1.537  0.020  1.537
 0C1  C1   H1   single    0.930  0.020  1.080
 0C1  C2   H2   single    0.930  0.020  1.080
 0C1  C3   H3   single    0.930  0.020  1.080
 0C1  C4   H4   single    0.930  0.020  1.080
 0C1  C5   H5   single    0.930  0.020  1.080
 0C1  C15  H6   single    0.930  0.020  1.080
 0C1  C16  H7   single    0.930  0.020  1.080
 0C1  C17  H8   single    0.930  0.020  1.080
 0C1  C21  H10  single    0.970  0.020  1.090
 0C1  C21  H11  single    0.970  0.020  1.090
 0C1  C22  H12  single    0.970  0.020  1.090
 0C1  C22  H13  single    0.970  0.020  1.090
 0C1  C23  H14  single    0.970  0.020  1.090
 0C1  C23  H15  single    0.970  0.020  1.090
 0C1  C23  H16  single    0.970  0.020  1.090
 0C1  C24  H17  single    0.970  0.020  1.090
 0C1  C24  H18  single    0.970  0.020  1.090
 0C1  N3   H19  single    0.860  0.020  1.020
 0C1  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
 0C1  H1   C1   C8   119.89  3.000
 0C1  H1   C1   C2   119.35  3.000
 0C1  C8   C1   C2   120.76  3.000
 0C1  H2   C2   C10  122.18  3.000
 0C1  H2   C2   C1   120.14  3.000
 0C1  C10  C2   C1   117.67  3.000
 0C1  H3   C3   C12  120.73  3.000
 0C1  H3   C3   C4   120.64  3.000
 0C1  C12  C3   C4   118.63  3.000
 0C1  H4   C4   C13  120.22  3.000
 0C1  H4   C4   C3   120.60  3.000
 0C1  C13  C4   C3   119.18  3.000
 0C1  H5   C5   C12  120.05  3.000
 0C1  H5   C5   C9   120.19  3.000
 0C1  C12  C5   C9   119.75  3.000
 0C1  C11  C6   C10  117.37  3.000
 0C1  C11  C6   C7   134.90  3.000
 0C1  C10  C6   C7   107.71  3.000
 0C1  C18  C7   C14  127.09  3.000
 0C1  C18  C7   C6   126.75  3.000
 0C1  C14  C7   C6   105.98  3.000
 0C1  C21  C8   C11  107.73  3.000
 0C1  C21  C8   C1   131.41  3.000
 0C1  C11  C8   C1   120.77  3.000
 0C1  C24  C9   C13  121.55  3.000
 0C1  C24  C9   C5   120.63  3.000
 0C1  C13  C9   C5   117.82  3.000
 0C1  N1   C10  C6   107.56  3.000
 0C1  C6   C10  C2   122.70  3.000
 0C1  N1   C10  C2   129.74  3.000
 0C1  O5   C11  C8   114.10  3.000
 0C1  O5   C11  C6   125.18  3.000
 0C1  C8   C11  C6   120.71  3.000
 0C1  F1   C12  C5   118.83  3.000
 0C1  F1   C12  C3   119.09  3.000
 0C1  C5   C12  C3   122.08  3.000
 0C1  F2   C13  C9   118.57  3.000
 0C1  C9   C13  C4   122.53  3.000
 0C1  F2   C13  C4   118.90  3.000
 0C1  N1   C14  C20  124.54  3.000
 0C1  N1   C14  C7   110.38  3.000
 0C1  C20  C14  C7   125.06  3.000
 0C1  H6   C15  C17  120.71  3.000
 0C1  H6   C15  C16  121.53  3.000
 0C1  C17  C15  C16  117.76  3.000
 0C1  H7   C16  C18  119.12  3.000
 0C1  H7   C16  C15  118.99  3.000
 0C1  C18  C16  C15  121.88  3.000
 0C1  H8   C17  N2   115.99  3.000
 0C1  H8   C17  C15  123.60  3.000
 0C1  N2   C17  C15  120.41  3.000
 0C1  C19  C18  C16  120.33  3.000
 0C1  C16  C18  C7   122.26  3.000
 0C1  C19  C18  C7   117.41  3.000
 0C1  O1   C19  N2   120.64  3.000
 0C1  N2   C19  C18  113.98  3.000
 0C1  O1   C19  C18  125.38  3.000
 0C1  O2   C20  N3   122.51  3.000
 0C1  O2   C20  C14  122.87  3.000
 0C1  N3   C20  C14  114.56  3.000
 0C1  H11  C21  H10  107.38  3.000
 0C1  H11  C21  C22  112.05  3.000
 0C1  H10  C21  C22  111.39  3.000
 0C1  H11  C21  C8   111.37  3.000
 0C1  H10  C21  C8   113.57  3.000
 0C1  C22  C21  C8   101.12  3.000
 0C1  H13  C22  H12  108.63  3.000
 0C1  H13  C22  O5   108.20  3.000
 0C1  H12  C22  O5   108.13  3.000
 0C1  H13  C22  C21  113.67  3.000
 0C1  H12  C22  C21  111.25  3.000
 0C1  O5   C22  C21  106.77  3.000
 0C1  H16  C23  H15  110.22  3.000
 0C1  H16  C23  H14  109.97  3.000
 0C1  H15  C23  H14  110.95  3.000
 0C1  H16  C23  S1   107.24  3.000
 0C1  H15  C23  S1   109.08  3.000
 0C1  H14  C23  S1   109.30  3.000
 0C1  C24  N1   C14  125.72  3.000
 0C1  C14  N1   C10  108.35  3.000
 0C1  C24  N1   C10  124.38  3.000
 0C1  H9   N2   C19  116.15  3.000
 0C1  H9   N2   C17  118.22  3.000
 0C1  C19  N2   C17  125.62  3.000
 0C1  H19  N3   S1   115.07  3.000
 0C1  H19  N3   C20  119.97  3.000
 0C1  S1   N3   C20  123.76  3.000
 0C1  C22  O5   C11  107.32  3.000
 0C1  O4   S1   O3   119.74  3.000
 0C1  O4   S1   N3   103.93  3.000
 0C1  O3   S1   N3   108.78  3.000
 0C1  N3   S1   C23  104.12  3.000
 0C1  O4   S1   C23  109.58  3.000
 0C1  O3   S1   C23  109.46  3.000
 0C1  H18  C24  H17  105.86  3.000
 0C1  H18  C24  N1   110.67  3.000
 0C1  H17  C24  N1   107.56  3.000
 0C1  H18  C24  C9   109.75  3.000
 0C1  H17  C24  C9   109.72  3.000
 0C1  N1   C24  C9   113.02  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
 0C1  CONST_01  N1   C10  C2   C1    180.00   0.0  0
 0C1  CONST_02  C6   C10  C2   C1      0.00   0.0  0
 0C1  CONST_03  C6   C11  C8   C1      0.00   0.0  0
 0C1  CONST_04  C14  N1   C10  C2    180.00   0.0  0
 0C1  CONST_05  C7   C6   C10  C2    180.00   0.0  0
 0C1  CONST_06  C11  C6   C10  C2      0.00   0.0  0
 0C1  CONST_07  C11  C8   C1   C2      0.00   0.0  0
 0C1  CONST_08  C9   C13  C4   C3      0.00   0.0  0
 0C1  CONST_09  C9   C5   C12  C3      0.00   0.0  0
 0C1  CONST_10  C5   C9   C13  C4      0.00   0.0  0
 0C1  CONST_11  C5   C12  C3   C4      0.00   0.0  0
 0C1  CONST_12  N1   C14  C7   C6      0.00   0.0  0
 0C1  CONST_13  C14  N1   C10  C6      0.00   0.0  0
 0C1  CONST_14  C10  N1   C14  C7      0.00   0.0  0
 0C1  CONST_15  N1   C10  C6   C7      0.00   0.0  0
 0C1  CONST_16  C8   C11  C6   C7    180.00   0.0  0
 0C1  CONST_17  C10  C2   C1   C8      0.00   0.0  0
 0C1  CONST_18  C10  C6   C11  C8      0.00   0.0  0
 0C1  CONST_19  C14  C7   C6   C10     0.00   0.0  0
 0C1  CONST_20  C14  C7   C6   C11   180.00   0.0  0
 0C1  CONST_21  N1   C10  C6   C11   180.00   0.0  0
 0C1  CONST_22  C13  C4   C3   C12     0.00   0.0  0
 0C1  CONST_23  C13  C9   C5   C12     0.00   0.0  0
 0C1  CONST_24  C18  C7   C6   C10   180.00   0.0  0
 0C1  CONST_25  C18  C7   C6   C11     0.00   0.0  0
 0C1  CONST_26  N1   C14  C7   C18   180.00   0.0  0
 0C1  CONST_27  C18  C19  N2   C17     0.00   0.0  0
 0C1  CONST_28  C24  N1   C10  C2      0.00   0.0  0
 0C1  CONST_29  F2   C13  C4   C3    180.00   0.0  0
 0C1  CONST_30  C24  C9   C13  C4    180.00   0.0  0
 0C1  CONST_31  F1   C12  C3   C4    180.00   0.0  0
 0C1  CONST_32  F2   C13  C9   C5    180.00   0.0  0
 0C1  CONST_33  C20  C14  C7   C6    180.00   0.0  0
 0C1  CONST_34  C24  N1   C10  C6    180.00   0.0  0
 0C1  CONST_35  C24  N1   C14  C7    180.00   0.0  0
 0C1  CONST_36  F1   C12  C5   C9    180.00   0.0  0
 0C1  CONST_37  C20  C14  N1   C10   180.00   0.0  0
 0C1  CONST_38  C24  C9   C5   C12   180.00   0.0  0
 0C1  CONST_39  C20  C14  C7   C18     0.00   0.0  0
 0C1  CONST_40  O1   C19  N2   C17   180.00   0.0  0
 0C1  CONST_41  H5   C5   C12  C3    180.00   0.0  0
 0C1  CONST_42  H3   C3   C12  C5    180.00   0.0  0
 0C1  CONST_43  H2   C2   C10  C6    180.00   0.0  0
 0C1  CONST_44  H4   C4   C13  C9    180.00   0.0  0
 0C1  CONST_45  H1   C1   C2   C10   180.00   0.0  0
 0C1  CONST_46  H9   N2   C19  C18   180.00   0.0  0
 0C1  CONST_47  S1   N3   C20  C14   180.00   0.0  0
 0C1  CONST_49  S1   N3   C20  O2      0.00   0.0  0
 0C1  Var_01    C22  C21  C8   C1   -172.60  30.0  1
 0C1  Var_02    C19  C18  C7   C6    -64.41  30.0  2
 0C1  Var_03    O5   C22  C21  C8    -16.49  30.0  1
 0C1  Var_04    C21  C22  O5   C11    16.58  30.0  1
 0C1  Var_05    N1   C24  C9   C5    127.19  30.0  2
 0C1  Var_06    C14  N1   C24  C9    -45.26  30.0  2
 0C1  Var_07    N3   C20  C14  C7    133.20  30.0  2
 0C1  Var_08    O3   S1   N3   C20   -45.52  30.0  1
 0C1  Var_09    H14  C23  S1   N3    -63.25  30.0  3

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
 0C1  plan-1  C3   0.020
 0C1  plan-1  C4   0.020
 0C1  plan-1  C5   0.020
 0C1  plan-1  C9   0.020
 0C1  plan-1  C12  0.020
 0C1  plan-1  C13  0.020
 0C1  plan-1  F1   0.020
 0C1  plan-1  F2   0.020
 0C1  plan-1  H4   0.020
 0C1  plan-1  H5   0.020
 0C1  plan-1  C24  0.020
 0C1  plan-1  H3   0.020
 0C1  plan-2  C7   0.020
 0C1  plan-2  C15  0.020
 0C1  plan-2  C16  0.020
 0C1  plan-2  C17  0.020
 0C1  plan-2  C18  0.020
 0C1  plan-2  C19  0.020
 0C1  plan-2  N2   0.020
 0C1  plan-2  O1   0.020
 0C1  plan-2  H6   0.020
 0C1  plan-2  H7   0.020
 0C1  plan-2  H8   0.020
 0C1  plan-2  H9   0.020
 0C1  plan-3  C1   0.020
 0C1  plan-3  C2   0.020
 0C1  plan-3  C6   0.020
 0C1  plan-3  C7   0.020
 0C1  plan-3  C8   0.020
 0C1  plan-3  C10  0.020
 0C1  plan-3  C11  0.020
 0C1  plan-3  C14  0.020
 0C1  plan-3  C18  0.020
 0C1  plan-3  C20  0.020
 0C1  plan-3  C21  0.020
 0C1  plan-3  N1   0.020
 0C1  plan-3  O5   0.020
 0C1  plan-3  H1   0.020
 0C1  plan-3  H2   0.020
 0C1  plan-3  C24  0.020
 0C1  plan-4  C14  0.020
 0C1  plan-4  C20  0.020
 0C1  plan-4  N3   0.020
 0C1  plan-4  O2   0.020
 0C1  plan-4  S1   0.020
 0C1  plan-4  H19  0.020

