# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Mar 31 14:56:09 2020
#   Inital geometry file: a 126 line input string
#   Ligand name: 2-(4-fluorophenyl)-N-methyl-6-[(methylsulfonyl)amino]-5-(propan-2-yloxy)-1-benzofuran-3-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CNC(=O)c1c(oc2cc(N[S](C)(=O)=O)c(OC(C)C)cc12)c3ccc(F)cc3
#
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
 2N5  2N5  2-(4-fluorophenyl)-N-methyl-6-[(methylsulfonyl)amino]-5-(propan-2-yloxy)-1-benzofuran-3-carboxamide  ligand  50  29  .  2021-08-04  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_2N5
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
 2N5  C1   C  CR6   0   0.431  -2.0948   0.8369  -0.2816
 2N5  C2   C  CR6   0   0.147  -2.2460  -0.5311  -0.6280
 2N5  C3   C  CR16  0  -0.349  -1.1489  -1.3625  -0.7739
 2N5  C4   C  CR16  0  -0.531  -0.8336   1.3756  -0.0807
 2N5  C5   C  CR56  0   0.154   0.2731   0.5346  -0.2135
 2N5  C6   C  CR56  0   0.332   0.0915  -0.8010  -0.5495
 2N5  O7   O  O     0  -0.463   1.2860  -1.4345  -0.6026
 2N5  C8   C  CR5   0   0.416   2.2413  -0.5320  -0.2798
 2N5  C9   C  CR5   0  -0.172   1.6905   0.6921  -0.0339
 2N5  C10  C  C     0   0.413   2.3761   1.9065   0.4713
 2N5  N11  N  NH1   0  -0.623   1.9924   3.0496  -0.1164
 2N5  C12  C  CR6   0  -0.015   3.6100  -1.0257  -0.2625
 2N5  O13  O  O2    0  -0.487  -3.2488   1.5109  -0.1603
 2N5  N14  N  NC1   0  -0.801  -3.5431  -1.0633  -0.8226
 2N5  C15  C  CH1   0  -0.006  -3.2582   2.8917   0.2241
 2N5  C16  C  CH3   0  -0.681  -2.9281   3.7832  -0.9608
 2N5  C17  C  CH3   0  -0.663  -4.6416   3.1706   0.7745
 2N5  C18  C  CR16  0  -0.268   3.8749  -2.3645   0.0386
 2N5  C19  C  CR16  0  -0.401   5.1769  -2.8334   0.1006
 2N5  C20  C  CR6   0   0.531   6.2104  -1.9482  -0.1335
 2N5  C21  C  CR16  0  -0.398   5.9856  -0.6262  -0.4685
 2N5  C22  C  CR16  0  -0.279   4.6806  -0.1725  -0.5370
 2N5  F23  F  F     0  -0.307   7.4709  -2.3871  -0.0383
 2N5  O24  O  O     0  -0.472   3.1982   1.8660   1.3754
 2N5  C25  C  CH3   0  -0.516   2.5387   4.3321   0.2636
 2N5  S26  S  S     0   1.321  -4.2521  -1.9357   0.4073
 2N5  C27  C  CH3   0  -0.794  -4.5268  -0.8123   1.7575
 2N5  O28  O  OS    0  -0.667  -5.5419  -2.3630  -0.1087
 2N5  O29  O  OS    0  -0.657  -3.2832  -2.9286   0.8397
 2N5  H30  H  HCR6  0   0.286  -1.2731  -2.3994  -1.0524
 2N5  H31  H  HCR6  0   0.276  -0.6969   2.4119   0.1938
 2N5  H32  H  HNH1  0   0.408   1.4269   3.0037  -0.9482
 2N5  H33  H  HNC1  0   0.417  -4.2069  -0.4321  -1.2609
 2N5  H34  H  HCH1  0   0.236  -2.5265   3.0432   1.0249
 2N5  H35  H  HCH3  0   0.236  -3.6828   3.6814  -1.7419
 2N5  H36  H  HCH3  0   0.242  -2.9122   4.8252  -0.6409
 2N5  H37  H  HCH3  0   0.241  -1.9545   3.5582  -1.3963
 2N5  H38  H  HCH3  0   0.240  -4.8674   2.5351   1.6310
 2N5  H39  H  HCH3  0   0.239  -4.7004   4.2076   1.1037
 2N5  H40  H  HCH3  0   0.233  -5.4074   3.0153   0.0131
 2N5  H41  H  HCR6  0   0.274   3.0665  -3.0521   0.2466
 2N5  H42  H  HCR6  0   0.288   5.3816  -3.8670   0.3453
 2N5  H43  H  HCR6  0   0.288   6.8139   0.0373  -0.6777
 2N5  H44  H  HCR6  0   0.270   4.5063   0.8521  -0.8316
 2N5  H45  H  HCH3  0   0.255   2.0188   5.1056  -0.2937
 2N5  H46  H  HCH3  0   0.245   2.3954   4.5179   1.3271
 2N5  H47  H  HCH3  0   0.240   3.6047   4.4041   0.0429
 2N5  H48  H  HCH3  0   0.294  -5.1920  -0.0168   1.4330
 2N5  H49  H  HCH3  0   0.308  -4.9878  -1.3802   2.5639
 2N5  H50  H  HCH3  0   0.289  -3.5774  -0.4026   2.0935

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
 2N5  C1   C2   aromatic  1.419  0.020  1.419
 2N5  C1   C4   aromatic  1.386  0.020  1.386
 2N5  C1   O13  single    1.342  0.020  1.342
 2N5  C2   C3   aromatic  1.384  0.020  1.384
 2N5  C2   N14  single    1.416  0.020  1.416
 2N5  C3   C6   aromatic  1.380  0.020  1.380
 2N5  C4   C5   aromatic  1.396  0.020  1.396
 2N5  C5   C6   aromatic  1.389  0.020  1.389
 2N5  C5   C9   aromatic  1.437  0.020  1.437
 2N5  C6   O7   aromatic  1.353  0.020  1.353
 2N5  O7   C8   aromatic  1.353  0.020  1.353
 2N5  C8   C9   aromatic  1.365  0.020  1.365
 2N5  C8   C12  single    1.455  0.020  1.455
 2N5  C9   C10  single    1.483  0.020  1.483
 2N5  C10  N11  single    1.341  0.020  1.341
 2N5  C10  O24  double    1.223  0.020  1.223
 2N5  N11  C25  single    1.445  0.020  1.445
 2N5  C12  C18  aromatic  1.398  0.020  1.398
 2N5  C12  C22  aromatic  1.396  0.020  1.396
 2N5  O13  C15  single    1.433  0.020  1.433
 2N5  N14  S26  single    1.666  0.020  1.666
 2N5  C15  C16  single    1.519  0.020  1.519
 2N5  C15  C17  single    1.515  0.020  1.515
 2N5  C18  C19  aromatic  1.385  0.020  1.385
 2N5  C19  C20  aromatic  1.381  0.020  1.381
 2N5  C20  C21  aromatic  1.382  0.020  1.382
 2N5  C20  F23  single    1.338  0.020  1.338
 2N5  C21  C22  aromatic  1.383  0.020  1.383
 2N5  S26  C27  single    1.778  0.020  1.778
 2N5  S26  O28  double    1.453  0.020  1.453
 2N5  S26  O29  double    1.453  0.020  1.453
 2N5  C3   H30  single    0.930  0.020  1.080
 2N5  C4   H31  single    0.930  0.020  1.080
 2N5  N11  H32  single    0.860  0.020  1.020
 2N5  N14  H33  single    0.890  0.020  1.040
 2N5  C15  H34  single    0.970  0.020  1.090
 2N5  C16  H35  single    0.970  0.020  1.090
 2N5  C16  H36  single    0.970  0.020  1.090
 2N5  C16  H37  single    0.970  0.020  1.090
 2N5  C17  H38  single    0.970  0.020  1.090
 2N5  C17  H39  single    0.970  0.020  1.090
 2N5  C17  H40  single    0.970  0.020  1.090
 2N5  C18  H41  single    0.930  0.020  1.080
 2N5  C19  H42  single    0.930  0.020  1.080
 2N5  C21  H43  single    0.930  0.020  1.080
 2N5  C22  H44  single    0.930  0.020  1.080
 2N5  C25  H45  single    0.970  0.020  1.090
 2N5  C25  H46  single    0.970  0.020  1.090
 2N5  C25  H47  single    0.970  0.020  1.090
 2N5  C27  H48  single    0.970  0.020  1.090
 2N5  C27  H49  single    0.970  0.020  1.090
 2N5  C27  H50  single    0.970  0.020  1.090

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
 2N5  O13  C1   C4   125.05  3.000
 2N5  O13  C1   C2   114.49  3.000
 2N5  C4   C1   C2   120.46  3.000
 2N5  N14  C2   C3   119.08  3.000
 2N5  N14  C2   C1   119.58  3.000
 2N5  C3   C2   C1   121.35  3.000
 2N5  H30  C3   C6   122.38  3.000
 2N5  H30  C3   C2   120.82  3.000
 2N5  C6   C3   C2   116.80  3.000
 2N5  H31  C4   C5   120.10  3.000
 2N5  H31  C4   C1   121.64  3.000
 2N5  C5   C4   C1   118.25  3.000
 2N5  C9   C5   C6   105.34  3.000
 2N5  C9   C5   C4   134.72  3.000
 2N5  C6   C5   C4   119.90  3.000
 2N5  O7   C6   C5   110.13  3.000
 2N5  O7   C6   C3   126.63  3.000
 2N5  C5   C6   C3   123.23  3.000
 2N5  C8   O7   C6   107.55  3.000
 2N5  C12  C8   C9   132.98  3.000
 2N5  C12  C8   O7   116.14  3.000
 2N5  C9   C8   O7   110.87  3.000
 2N5  C10  C9   C8   127.54  3.000
 2N5  C10  C9   C5   126.02  3.000
 2N5  C8   C9   C5   106.09  3.000
 2N5  O24  C10  N11  122.99  3.000
 2N5  O24  C10  C9   122.38  3.000
 2N5  N11  C10  C9   114.60  3.000
 2N5  H32  N11  C25  118.04  3.000
 2N5  H32  N11  C10  118.93  3.000
 2N5  C25  N11  C10  122.21  3.000
 2N5  C22  C12  C18  118.84  3.000
 2N5  C22  C12  C8   120.77  3.000
 2N5  C18  C12  C8   120.39  3.000
 2N5  C15  O13  C1   120.91  3.000
 2N5  H33  N14  S26  111.47  3.000
 2N5  H33  N14  C2   115.12  3.000
 2N5  S26  N14  C2   119.03  3.000
 2N5  H34  C15  C17  108.60  3.000
 2N5  H34  C15  C16  110.11  3.000
 2N5  C17  C15  C16  111.95  3.000
 2N5  H34  C15  O13  108.97  3.000
 2N5  C17  C15  O13  106.31  3.000
 2N5  C16  C15  O13  110.78  3.000
 2N5  H37  C16  H36  107.55  3.000
 2N5  H37  C16  H35  108.21  3.000
 2N5  H36  C16  H35  108.03  3.000
 2N5  H37  C16  C15  112.62  3.000
 2N5  H36  C16  C15  109.59  3.000
 2N5  H35  C16  C15  110.69  3.000
 2N5  H40  C17  H39  107.96  3.000
 2N5  H40  C17  H38  108.66  3.000
 2N5  H39  C17  H38  107.84  3.000
 2N5  H40  C17  C15  111.18  3.000
 2N5  H39  C17  C15  109.53  3.000
 2N5  H38  C17  C15  111.55  3.000
 2N5  H41  C18  C19  118.60  3.000
 2N5  H41  C18  C12  120.59  3.000
 2N5  C19  C18  C12  120.80  3.000
 2N5  H42  C19  C20  120.62  3.000
 2N5  H42  C19  C18  120.76  3.000
 2N5  C20  C19  C18  118.62  3.000
 2N5  F23  C20  C21  118.96  3.000
 2N5  F23  C20  C19  118.87  3.000
 2N5  C21  C20  C19  122.18  3.000
 2N5  H43  C21  C22  120.77  3.000
 2N5  H43  C21  C20  120.60  3.000
 2N5  C22  C21  C20  118.63  3.000
 2N5  H44  C22  C21  118.48  3.000
 2N5  H44  C22  C12  120.63  3.000
 2N5  C21  C22  C12  120.88  3.000
 2N5  H47  C25  H46  108.36  3.000
 2N5  H47  C25  H45  108.48  3.000
 2N5  H46  C25  H45  108.46  3.000
 2N5  H47  C25  N11  112.01  3.000
 2N5  H46  C25  N11  111.01  3.000
 2N5  H45  C25  N11  108.44  3.000
 2N5  O29  S26  O28  119.76  3.000
 2N5  O29  S26  C27  107.99  3.000
 2N5  O28  S26  C27  108.56  3.000
 2N5  O29  S26  N14  107.08  3.000
 2N5  O28  S26  N14  105.63  3.000
 2N5  C27  S26  N14  107.19  3.000
 2N5  H50  C27  H49  109.72  3.000
 2N5  H50  C27  H48  110.55  3.000
 2N5  H49  C27  H48  110.11  3.000
 2N5  H50  C27  S26  109.75  3.000
 2N5  H49  C27  S26  107.35  3.000
 2N5  H48  C27  S26  109.30  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
 2N5  CONST_01  C6   C3   C2   C1      0.00   0.0  0
 2N5  CONST_02  C6   C5   C4   C1      0.00   0.0  0
 2N5  CONST_03  C9   C5   C4   C1    180.00   0.0  0
 2N5  CONST_04  C5   C4   C1   C2      0.00   0.0  0
 2N5  CONST_05  C5   C6   C3   C2      0.00   0.0  0
 2N5  CONST_06  O7   C6   C3   C2    180.00   0.0  0
 2N5  CONST_07  C4   C1   C2   C3      0.00   0.0  0
 2N5  CONST_08  C4   C5   C6   C3      0.00   0.0  0
 2N5  CONST_09  C9   C5   C6   C3    180.00   0.0  0
 2N5  CONST_10  C8   O7   C6   C3    180.00   0.0  0
 2N5  CONST_11  O7   C6   C5   C4    180.00   0.0  0
 2N5  CONST_12  C8   C9   C5   C4    180.00   0.0  0
 2N5  CONST_13  C8   O7   C6   C5      0.00   0.0  0
 2N5  CONST_14  O7   C8   C9   C5      0.00   0.0  0
 2N5  CONST_15  C12  C8   C9   C5    180.00   0.0  0
 2N5  CONST_16  C8   C9   C5   C6      0.00   0.0  0
 2N5  CONST_17  C9   C8   O7   C6      0.00   0.0  0
 2N5  CONST_18  C12  C8   O7   C6    180.00   0.0  0
 2N5  CONST_19  C9   C5   C6   O7      0.00   0.0  0
 2N5  CONST_22  C19  C18  C12  C8    180.00   0.0  0
 2N5  CONST_23  C21  C22  C12  C8    180.00   0.0  0
 2N5  CONST_26  C20  C19  C18  C12     0.00   0.0  0
 2N5  CONST_27  C20  C21  C22  C12     0.00   0.0  0
 2N5  CONST_28  C21  C22  C12  C18     0.00   0.0  0
 2N5  CONST_29  C21  C20  C19  C18     0.00   0.0  0
 2N5  CONST_30  C22  C12  C18  C19     0.00   0.0  0
 2N5  CONST_31  C22  C21  C20  C19     0.00   0.0  0
 2N5  CONST_32  O13  C1   C2   C3    180.00   0.0  0
 2N5  CONST_33  N14  C2   C1   C4    180.00   0.0  0
 2N5  CONST_34  C10  C9   C5   C4      0.00   0.0  0
 2N5  CONST_35  O13  C1   C4   C5    180.00   0.0  0
 2N5  CONST_36  N14  C2   C3   C6    180.00   0.0  0
 2N5  CONST_37  C10  C9   C5   C6    180.00   0.0  0
 2N5  CONST_38  C10  C9   C8   O7    180.00   0.0  0
 2N5  CONST_39  C12  C8   C9   C10     0.00   0.0  0
 2N5  CONST_40  F23  C20  C19  C18   180.00   0.0  0
 2N5  CONST_41  F23  C20  C21  C22   180.00   0.0  0
 2N5  CONST_42  H30  C3   C2   C1    180.00   0.0  0
 2N5  CONST_43  H31  C4   C1   C2    180.00   0.0  0
 2N5  CONST_44  H41  C18  C12  C8      0.00   0.0  0
 2N5  CONST_45  H44  C22  C12  C8      0.00   0.0  0
 2N5  CONST_46  H42  C19  C18  C12   180.00   0.0  0
 2N5  CONST_47  H43  C21  C22  C12   180.00   0.0  0
 2N5  CONST_51  C25  N11  C10  C9    180.00   0.0  0
 2N5  CONST_52  H32  N11  C10  C9      0.00   0.0  0
 2N5  CONST_53  C25  N11  C10  O24     0.00   0.0  0
 2N5  Var_01    N11  C10  C9   C5    -48.40  30.0  2
 2N5  Var_02    C16  C15  O13  C1     79.59  30.0  3
 2N5  Var_03    C27  S26  N14  C2     65.70  30.0  3
 2N5  Var_04    H45  C25  N11  C10  -175.56  30.0  3
 2N5  Var_05    H35  C16  C15  O13    62.58  30.0  3
 2N5  Var_06    H38  C17  C15  O13    59.53  30.0  3
 2N5  Var_07    H48  C27  S26  N14    60.72  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
 2N5  plan-1  C8   0.020
 2N5  plan-1  C12  0.020
 2N5  plan-1  C18  0.020
 2N5  plan-1  C19  0.020
 2N5  plan-1  C20  0.020
 2N5  plan-1  C21  0.020
 2N5  plan-1  C22  0.020
 2N5  plan-1  F23  0.020
 2N5  plan-1  H41  0.020
 2N5  plan-1  H42  0.020
 2N5  plan-1  H43  0.020
 2N5  plan-1  H44  0.020
 2N5  plan-2  C1   0.020
 2N5  plan-2  C2   0.020
 2N5  plan-2  C3   0.020
 2N5  plan-2  C4   0.020
 2N5  plan-2  C5   0.020
 2N5  plan-2  C6   0.020
 2N5  plan-2  O7   0.020
 2N5  plan-2  C8   0.020
 2N5  plan-2  C9   0.020
 2N5  plan-2  C10  0.020
 2N5  plan-2  C12  0.020
 2N5  plan-2  O13  0.020
 2N5  plan-2  N14  0.020
 2N5  plan-2  H30  0.020
 2N5  plan-2  H31  0.020
 2N5  plan-3  C9   0.020
 2N5  plan-3  C10  0.020
 2N5  plan-3  N11  0.020
 2N5  plan-3  O24  0.020
 2N5  plan-3  C25  0.020
 2N5  plan-3  H32  0.020
 2N5  plan-4  C2   0.020
 2N5  plan-4  N14  0.020
 2N5  plan-4  S26  0.020
 2N5  plan-4  H33  0.020

