# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 12 06:34:49 2020
#   Inital geometry file: a 104 line input string
#   Ligand name: 2-azanyl-~{N}-[2-(4-fluoranyl-3-oxidanyl-phenyl)carbonylquinolin-7-yl]ethanamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: NCC(=O)Nc1ccc2ccc(nc2c1)C(=O)c3ccc(F)c(O)c3
#
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
 9MH  9MH  2-azanyl-~{N}-[2-(4-fluoranyl-3-oxidanyl-phenyl)carbonylquinolin-7-yl]ethanamide  ligand  39  25  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_9MH
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
 9MH  C13  C  CR6   0   0.479   4.3555   1.9817  -0.1236
 9MH  C12  C  CR16  0  -0.400   4.8648   1.1160   0.8190
 9MH  C10  C  CR6   0  -0.007   3.1705  -0.4844   0.2183
 9MH  C7   C  CR16  0  -0.295   0.7885  -3.4412  -0.2567
 9MH  C4   C  CR16  0  -0.300  -2.8579  -2.8076  -0.5452
 9MH  C3   C  CR16  0  -0.338  -3.7041  -1.7500  -0.4048
 9MH  C2   C  CR6   0   0.392  -3.2221  -0.4571  -0.0580
 9MH  C1   C  C     0   0.529  -4.0389   1.8633   0.3155
 9MH  F    F  F     0  -0.305   4.9190   3.1821  -0.2991
 9MH  C11  C  CR16  0  -0.279   4.2792  -0.1291   0.9827
 9MH  C14  C  CR6   0   0.234   3.2600   1.6492  -0.9180
 9MH  O2   O  OH1   0  -0.621   2.8436   2.5530  -1.8193
 9MH  C15  C  CR16  0  -0.391   2.6675   0.4102  -0.7283
 9MH  C9   C  C     0   0.344   2.6147  -1.8508   0.3880
 9MH  O1   O  O     0  -0.377   3.3135  -2.7586   0.7884
 9MH  C8   C  CR6   0   0.097   1.1723  -2.1259   0.0844
 9MH  C6   C  CR16  0  -0.192  -0.5368  -3.6901  -0.4785
 9MH  N2   N  N     0  -0.447   0.3298  -1.1324   0.2110
 9MH  C16  C  CR66  0   0.238  -0.9856  -1.3612   0.0079
 9MH  C5   C  CR66  0   0.081  -1.4696  -2.6448  -0.3443
 9MH  C17  C  CR16  0  -0.398  -1.8744  -0.2722   0.1498
 9MH  O    O  O     0  -0.452  -2.9704   2.3908   0.5427
 9MH  C    C  CH2   0  -0.419  -5.3537   2.6231   0.2856
 9MH  N    N  NH2   0  -0.789  -5.1646   4.0134   0.6187
 9MH  H1   H  HCR6  0   0.289   5.7171   1.4142   1.4154
 9MH  H2   H  HCR6  0   0.276   1.5280  -4.2232  -0.3488
 9MH  H3   H  HCR6  0   0.272  -3.2475  -3.7812  -0.8141
 9MH  H4   H  HCR6  0   0.283  -4.7667  -1.8917  -0.5615
 9MH  H5   H  HCR6  0   0.271   4.6836  -0.8129   1.7157
 9MH  H6   H  HOH1  0   0.482   2.0734   2.2200  -2.2940
 9MH  H7   H  HCR6  0   0.286   1.8158   0.1441  -1.3401
 9MH  H8   H  HCR6  0   0.275  -0.8772  -4.6804  -0.7543
 9MH  H9   H  HCR6  0   0.286  -1.4589   0.6849   0.4182
 9MH  H10  H  HNH1  0   0.420  -5.1344   0.2271  -0.1376
 9MH  H11  H  HCH2  0   0.246  -5.8190   2.4397  -0.6943
 9MH  H12  H  HCH2  0   0.271  -6.0234   2.1674   1.0204
 9MH  H13  H  HNH2  0   0.349  -4.7047   4.4928  -0.1440
 9MH  H14  H  HNH2  0   0.358  -6.0703   4.4508   0.7199
 9MH  N1   N  NH1   0  -0.749  -4.1897   0.5359   0.0396

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
 9MH  O1   C9   double    1.214  0.020  1.214
 9MH  C6   C7   aromatic  1.367  0.020  1.367
 9MH  C6   C5   aromatic  1.407  0.020  1.407
 9MH  C7   C8   aromatic  1.412  0.020  1.412
 9MH  C9   C8   single    1.499  0.020  1.499
 9MH  C9   C10  single    1.485  0.020  1.485
 9MH  C4   C5   aromatic  1.412  0.020  1.412
 9MH  C4   C3   aromatic  1.362  0.020  1.362
 9MH  C5   C16  aromatic  1.416  0.020  1.416
 9MH  C8   N2   aromatic  1.309  0.020  1.309
 9MH  N    C    single    1.442  0.020  1.442
 9MH  C3   C2   aromatic  1.423  0.020  1.423
 9MH  C16  N2   aromatic  1.351  0.020  1.351
 9MH  C16  C17  aromatic  1.413  0.020  1.413
 9MH  C2   C17  aromatic  1.376  0.020  1.376
 9MH  C2   N1   single    1.390  0.020  1.390
 9MH  C15  C10  aromatic  1.396  0.020  1.396
 9MH  C15  C14  aromatic  1.386  0.020  1.386
 9MH  N1   C1   single    1.364  0.020  1.364
 9MH  O    C1   double    1.213  0.020  1.213
 9MH  C1   C    single    1.519  0.020  1.519
 9MH  C10  C11  aromatic  1.393  0.020  1.393
 9MH  O2   C14  single    1.343  0.020  1.343
 9MH  C14  C13  aromatic  1.394  0.020  1.394
 9MH  C11  C12  aromatic  1.386  0.020  1.386
 9MH  C13  C12  aromatic  1.377  0.020  1.377
 9MH  C13  F    single    1.338  0.020  1.338
 9MH  C12  H1   single    0.930  0.020  1.080
 9MH  C7   H2   single    0.930  0.020  1.080
 9MH  C4   H3   single    0.930  0.020  1.080
 9MH  C3   H4   single    0.930  0.020  1.080
 9MH  C11  H5   single    0.930  0.020  1.080
 9MH  O2   H6   single    0.850  0.020  0.980
 9MH  C15  H7   single    0.930  0.020  1.080
 9MH  C6   H8   single    0.930  0.020  1.080
 9MH  C17  H9   single    0.930  0.020  1.080
 9MH  N1   H10  single    0.860  0.020  1.020
 9MH  C    H11  single    0.970  0.020  1.090
 9MH  C    H12  single    0.970  0.020  1.090
 9MH  N    H13  single    0.890  0.020  1.040
 9MH  N    H14  single    0.890  0.020  1.040

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
 9MH  C14  C13  F    118.07  3.000
 9MH  F    C13  C12  119.87  3.000
 9MH  C14  C13  C12  122.06  3.000
 9MH  H1   C12  C11  121.02  3.000
 9MH  H1   C12  C13  119.68  3.000
 9MH  C11  C12  C13  119.30  3.000
 9MH  C9   C10  C15  122.16  3.000
 9MH  C15  C10  C11  119.70  3.000
 9MH  C9   C10  C11  118.03  3.000
 9MH  H2   C7   C6   121.21  3.000
 9MH  H2   C7   C8   120.59  3.000
 9MH  C6   C7   C8   118.19  3.000
 9MH  H3   C4   C5   119.52  3.000
 9MH  H3   C4   C3   120.04  3.000
 9MH  C5   C4   C3   120.44  3.000
 9MH  H4   C3   C2   119.10  3.000
 9MH  H4   C3   C4   119.53  3.000
 9MH  C2   C3   C4   121.36  3.000
 9MH  N1   C2   C17  125.12  3.000
 9MH  N1   C2   C3   115.50  3.000
 9MH  C17  C2   C3   119.38  3.000
 9MH  C    C1   O    123.28  3.000
 9MH  C    C1   N1   112.77  3.000
 9MH  O    C1   N1   123.95  3.000
 9MH  H5   C11  C10  120.57  3.000
 9MH  H5   C11  C12  119.37  3.000
 9MH  C10  C11  C12  120.05  3.000
 9MH  C15  C14  O2   124.12  3.000
 9MH  O2   C14  C13  117.76  3.000
 9MH  C15  C14  C13  118.11  3.000
 9MH  H6   O2   C14  110.23  3.000
 9MH  H7   C15  C14  118.61  3.000
 9MH  H7   C15  C10  120.63  3.000
 9MH  C14  C15  C10  120.76  3.000
 9MH  C8   C9   O1   118.91  3.000
 9MH  C8   C9   C10  120.38  3.000
 9MH  O1   C9   C10  120.70  3.000
 9MH  N2   C8   C9   117.41  3.000
 9MH  N2   C8   C7   123.75  3.000
 9MH  C9   C8   C7   118.77  3.000
 9MH  H8   C6   C5   119.68  3.000
 9MH  H8   C6   C7   120.85  3.000
 9MH  C5   C6   C7   119.47  3.000
 9MH  C16  N2   C8   118.94  3.000
 9MH  C17  C16  C5   120.57  3.000
 9MH  C17  C16  N2   117.85  3.000
 9MH  C5   C16  N2   121.58  3.000
 9MH  C16  C5   C6   118.06  3.000
 9MH  C16  C5   C4   118.41  3.000
 9MH  C6   C5   C4   123.53  3.000
 9MH  H9   C17  C16  117.85  3.000
 9MH  H9   C17  C2   122.32  3.000
 9MH  C16  C17  C2   119.83  3.000
 9MH  H12  C    H11  105.67  3.000
 9MH  H12  C    N    109.08  3.000
 9MH  H11  C    N    114.95  3.000
 9MH  H12  C    C1   107.96  3.000
 9MH  H11  C    C1   107.48  3.000
 9MH  N    C    C1   111.36  3.000
 9MH  H14  N    H13  106.13  3.000
 9MH  H14  N    C    108.83  3.000
 9MH  H13  N    C    110.02  3.000
 9MH  H10  N1   C1   115.89  3.000
 9MH  H10  N1   C2   114.87  3.000
 9MH  C1   N1   C2   129.23  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
 9MH  CONST_01  C10  C15  C14  C13    0.00   0.0  0
 9MH  CONST_02  C10  C11  C12  C13    0.00   0.0  0
 9MH  CONST_03  C15  C10  C11  C12    0.00   0.0  0
 9MH  CONST_04  C15  C14  C13  C12    0.00   0.0  0
 9MH  CONST_05  C4   C5   C6   C7   180.00   0.0  0
 9MH  CONST_06  C16  C5   C6   C7     0.00   0.0  0
 9MH  CONST_07  C16  N2   C8   C7     0.00   0.0  0
 9MH  CONST_08  N2   C16  C5   C4   180.00   0.0  0
 9MH  CONST_09  C17  C16  C5   C4     0.00   0.0  0
 9MH  CONST_10  C17  C2   C3   C4     0.00   0.0  0
 9MH  CONST_11  C6   C5   C4   C3   180.00   0.0  0
 9MH  CONST_12  C16  C5   C4   C3     0.00   0.0  0
 9MH  CONST_13  C16  C17  C2   C3     0.00   0.0  0
 9MH  CONST_14  C5   C4   C3   C2     0.00   0.0  0
 9MH  CONST_15  C5   C16  C17  C2     0.00   0.0  0
 9MH  CONST_16  N2   C16  C17  C2   180.00   0.0  0
 9MH  CONST_17  C14  C15  C10  C11    0.00   0.0  0
 9MH  CONST_18  C14  C13  C12  C11    0.00   0.0  0
 9MH  CONST_19  C5   C6   C7   C8     0.00   0.0  0
 9MH  CONST_20  C5   C16  N2   C8     0.00   0.0  0
 9MH  CONST_21  C17  C16  N2   C8   180.00   0.0  0
 9MH  CONST_22  N2   C8   C7   C6     0.00   0.0  0
 9MH  CONST_23  N2   C16  C5   C6     0.00   0.0  0
 9MH  CONST_24  C17  C16  C5   C6   180.00   0.0  0
 9MH  CONST_25  C9   C10  C11  C12  180.00   0.0  0
 9MH  CONST_26  O2   C14  C13  C12  180.00   0.0  0
 9MH  CONST_27  O2   C14  C15  C10  180.00   0.0  0
 9MH  CONST_28  N1   C2   C3   C4   180.00   0.0  0
 9MH  CONST_29  C15  C14  C13  F    180.00   0.0  0
 9MH  CONST_30  C11  C12  C13  F    180.00   0.0  0
 9MH  CONST_31  C9   C10  C15  C14  180.00   0.0  0
 9MH  CONST_32  C6   C7   C8   C9   180.00   0.0  0
 9MH  CONST_33  C16  N2   C8   C9   180.00   0.0  0
 9MH  CONST_34  N1   C2   C17  C16  180.00   0.0  0
 9MH  CONST_35  H7   C15  C14  C13  180.00   0.0  0
 9MH  CONST_36  H5   C11  C12  C13  180.00   0.0  0
 9MH  CONST_37  H1   C12  C11  C10  180.00   0.0  0
 9MH  CONST_38  H8   C6   C5   C4     0.00   0.0  0
 9MH  CONST_39  H9   C17  C2   C3   180.00   0.0  0
 9MH  CONST_40  H3   C4   C3   C2   180.00   0.0  0
 9MH  CONST_41  H2   C7   C8   N2   180.00   0.0  0
 9MH  CONST_42  H4   C3   C4   C5   180.00   0.0  0
 9MH  CONST_43  C1   N1   C2   C3   180.00   0.0  0
 9MH  CONST_44  C17  C2   N1   C1     0.00   0.0  0
 9MH  CONST_45  H10  N1   C2   C3     0.00   0.0  0
 9MH  CONST_46  O    C1   N1   C2     0.00   0.0  0
 9MH  CONST_47  C    C1   N1   C2   180.00   0.0  0
 9MH  Var_01    C7   C8   C9   C10  155.47  30.0  2
 9MH  Var_02    C8   C9   C10  C11  154.27  30.0  2
 9MH  Var_03    N    C    C1   N1   178.34  30.0  3
 9MH  Var_04    H13  N    C    C1    72.28  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
 9MH  plan-1  C13  0.020
 9MH  plan-1  C12  0.020
 9MH  plan-1  C10  0.020
 9MH  plan-1  F    0.020
 9MH  plan-1  C11  0.020
 9MH  plan-1  C14  0.020
 9MH  plan-1  O2   0.020
 9MH  plan-1  C15  0.020
 9MH  plan-1  C9   0.020
 9MH  plan-1  H1   0.020
 9MH  plan-1  H5   0.020
 9MH  plan-1  H7   0.020
 9MH  plan-2  C7   0.020
 9MH  plan-2  C4   0.020
 9MH  plan-2  C3   0.020
 9MH  plan-2  C2   0.020
 9MH  plan-2  C9   0.020
 9MH  plan-2  C8   0.020
 9MH  plan-2  C6   0.020
 9MH  plan-2  N2   0.020
 9MH  plan-2  C16  0.020
 9MH  plan-2  C5   0.020
 9MH  plan-2  C17  0.020
 9MH  plan-2  H2   0.020
 9MH  plan-2  H3   0.020
 9MH  plan-2  H4   0.020
 9MH  plan-2  H8   0.020
 9MH  plan-2  H9   0.020
 9MH  plan-2  N1   0.020
 9MH  plan-3  C2   0.020
 9MH  plan-3  C1   0.020
 9MH  plan-3  O    0.020
 9MH  plan-3  C    0.020
 9MH  plan-3  H10  0.020
 9MH  plan-3  N1   0.020
 9MH  plan-4  C10  0.020
 9MH  plan-4  C9   0.020
 9MH  plan-4  O1   0.020
 9MH  plan-4  C8   0.020

