# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 23 11:59:50 2020
#   Inital geometry file: a 122 line input string
#   Ligand name: 2-methyl-3-(4-phenoxyphenyl)-5,6,7,8-tetrahydro-4~{a}~{H}-quinolin-4-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC1=C(C(=O)[C@H]2CCCCC2=N1)c3ccc(Oc4ccccc4)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
 MJM  MJM  2-methyl-3-(4-phenoxyphenyl)-5,6,7,8-tetrahydro-4~{a}~{H}-quinolin-4-one  ligand  46  25  .  2022-07-25  2022-07-26
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_MJM
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
 MJM  C1   C  CH2   0  -0.445  -6.3139  -0.8804   0.9013
 MJM  C2   C  CH2   0  -0.445  -5.6502  -2.1335   0.3454
 MJM  C3   C  CH2   0  -0.428  -4.1379  -1.9749   0.2761
 MJM  C4   C  CH1   0  -0.483  -3.7474  -0.7406  -0.5721
 MJM  C5   C  C     0   0.301  -4.4355   0.4620  -0.0163
 MJM  C6   C  CH2   0  -0.512  -5.9217   0.3593   0.0879
 MJM  C7   C  C     0   0.463  -2.2498  -0.6159  -0.6834
 MJM  C8   C  C     0  -0.172  -1.6481   0.6114  -0.1796
 MJM  C9   C  C     0   0.229  -2.4462   1.5947   0.3105
 MJM  N10  N  N     0  -0.437  -3.8370   1.5128   0.3940
 MJM  C11  C  CH3   0  -0.726  -1.9285   2.8998   0.8133
 MJM  C12  C  CR6   0   0.060  -0.1736   0.7171  -0.2292
 MJM  C13  C  CR16  0  -0.279   0.5817   0.6871   0.9412
 MJM  C14  C  CR16  0  -0.289   1.9639   0.7879   0.9036
 MJM  C15  C  CR6   0   0.302   2.6023   0.9128  -0.3221
 MJM  C16  C  CR16  0  -0.306   1.8723   0.9337  -1.5001
 MJM  C17  C  CR16  0  -0.282   0.4898   0.8349  -1.4475
 MJM  O18  O  O     0  -0.418  -1.5891  -1.5205  -1.1646
 MJM  O19  O  O2    0  -0.513   3.9630   1.0699  -0.3859
 MJM  C20  C  CR6   0   0.359   4.7737   0.0244  -0.0552
 MJM  C21  C  CR16  0  -0.330   6.0992   0.3375   0.2297
 MJM  C22  C  CR16  0  -0.247   6.9923  -0.6771   0.5363
 MJM  C23  C  CR16  0  -0.272   6.5740  -2.0020   0.5687
 MJM  C24  C  CR16  0  -0.246   5.2497  -2.3016   0.2835
 MJM  C25  C  CR16  0  -0.337   4.3426  -1.2972  -0.0307
 MJM  H1   H  HCH2  0   0.251  -7.4000  -0.9843   0.8974
 MJM  H2   H  HCH2  0   0.233  -6.0136  -0.7367   1.9432
 MJM  H3   H  HCH2  0   0.249  -5.8954  -2.9948   0.9702
 MJM  H4   H  HCH2  0   0.227  -6.0410  -2.3466  -0.6546
 MJM  H5   H  HCH2  0   0.243  -3.7310  -1.8584   1.2850
 MJM  H6   H  HCH2  0   0.261  -3.6713  -2.8575  -0.1608
 MJM  H7   H  HCH2  0   0.258  -6.3328   0.2650  -0.9231
 MJM  H8   H  HCH2  0   0.262  -6.3252   1.2704   0.5286
 MJM  H10  H  HCH3  0   0.260  -2.4787   3.7156   0.3418
 MJM  H11  H  HCH3  0   0.262  -2.1087   2.9812   1.8877
 MJM  H12  H  HCH3  0   0.252  -0.8670   3.0390   0.6322
 MJM  H13  H  HCR6  0   0.258   0.0832   0.5892   1.8975
 MJM  H14  H  HCR6  0   0.276   2.5390   0.7716   1.8212
 MJM  H15  H  HCR6  0   0.270   2.3802   1.0340  -2.4509
 MJM  H16  H  HCR6  0   0.256  -0.0774   0.8635  -2.3692
 MJM  H17  H  HCR6  0   0.268   6.4240   1.3703   0.2076
 MJM  H18  H  HCR6  0   0.261   8.0220  -0.4269   0.7565
 MJM  H19  H  HCR6  0   0.255   7.2730  -2.7911   0.8113
 MJM  H20  H  HCR6  0   0.262   4.9108  -3.3296   0.2986
 MJM  H21  H  HCR6  0   0.277   3.3168  -1.5539  -0.2607
 MJM  H22  H  HCH1  0   0.315  -4.1397  -0.9078  -1.5846

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
 MJM  C23  C22  aromatic  1.390  0.020  1.390
 MJM  C23  C24  aromatic  1.387  0.020  1.387
 MJM  C22  C21  aromatic  1.386  0.020  1.386
 MJM  C24  C25  aromatic  1.389  0.020  1.389
 MJM  C21  C20  aromatic  1.391  0.020  1.391
 MJM  C25  C20  aromatic  1.390  0.020  1.390
 MJM  C20  O19  single    1.364  0.020  1.364
 MJM  O19  C15  single    1.371  0.020  1.371
 MJM  C15  C16  aromatic  1.386  0.020  1.386
 MJM  C15  C14  aromatic  1.388  0.020  1.388
 MJM  C16  C17  aromatic  1.387  0.020  1.387
 MJM  C14  C13  aromatic  1.386  0.020  1.386
 MJM  C17  C12  aromatic  1.392  0.020  1.392
 MJM  C13  C12  aromatic  1.393  0.020  1.393
 MJM  C12  C8   single    1.479  0.020  1.479
 MJM  C8   C7   single    1.457  0.020  1.457
 MJM  C8   C9   double    1.358  0.020  1.358
 MJM  O18  C7   double    1.219  0.020  1.219
 MJM  C11  C9   single    1.491  0.020  1.491
 MJM  C7   C4   single    1.507  0.020  1.507
 MJM  C9   N10  single    1.396  0.020  1.396
 MJM  C4   C5   single    1.493  0.020  1.493
 MJM  C4   C3   single    1.548  0.020  1.548
 MJM  N10  C5   double    1.277  0.020  1.277
 MJM  C5   C6   single    1.493  0.020  1.493
 MJM  C3   C2   single    1.522  0.020  1.522
 MJM  C6   C1   single    1.534  0.020  1.534
 MJM  C2   C1   single    1.523  0.020  1.523
 MJM  C1   H1   single    0.970  0.020  1.090
 MJM  C1   H2   single    0.970  0.020  1.090
 MJM  C2   H3   single    0.970  0.020  1.090
 MJM  C2   H4   single    0.970  0.020  1.090
 MJM  C3   H5   single    0.970  0.020  1.090
 MJM  C3   H6   single    0.970  0.020  1.090
 MJM  C6   H7   single    0.970  0.020  1.090
 MJM  C6   H8   single    0.970  0.020  1.090
 MJM  C11  H10  single    0.970  0.020  1.090
 MJM  C11  H11  single    0.970  0.020  1.090
 MJM  C11  H12  single    0.970  0.020  1.090
 MJM  C13  H13  single    0.930  0.020  1.080
 MJM  C14  H14  single    0.930  0.020  1.080
 MJM  C16  H15  single    0.930  0.020  1.080
 MJM  C17  H16  single    0.930  0.020  1.080
 MJM  C21  H17  single    0.930  0.020  1.080
 MJM  C22  H18  single    0.930  0.020  1.080
 MJM  C23  H19  single    0.930  0.020  1.080
 MJM  C24  H20  single    0.930  0.020  1.080
 MJM  C25  H21  single    0.930  0.020  1.080
 MJM  C4   H22  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
 MJM  H2   C1   H1   106.81  3.000
 MJM  H2   C1   C6   109.19  3.000
 MJM  H1   C1   C6   109.25  3.000
 MJM  H2   C1   C2   109.64  3.000
 MJM  H1   C1   C2   110.74  3.000
 MJM  C6   C1   C2   111.10  3.000
 MJM  H4   C2   H3   106.80  3.000
 MJM  H4   C2   C3   109.48  3.000
 MJM  H3   C2   C3   109.35  3.000
 MJM  H4   C2   C1   109.75  3.000
 MJM  H3   C2   C1   110.02  3.000
 MJM  C3   C2   C1   111.34  3.000
 MJM  H6   C3   H5   107.26  3.000
 MJM  H6   C3   C4   108.55  3.000
 MJM  H5   C3   C4   109.06  3.000
 MJM  H6   C3   C2   111.05  3.000
 MJM  H5   C3   C2   109.79  3.000
 MJM  C4   C3   C2   111.02  3.000
 MJM  H22  C4   C7   107.42  3.000
 MJM  H22  C4   C5   107.52  3.000
 MJM  C7   C4   C5   114.77  3.000
 MJM  H22  C4   C3   107.07  3.000
 MJM  C5   C4   C3   108.79  3.000
 MJM  C7   C4   C3   110.93  3.000
 MJM  N10  C5   C6   120.04  3.000
 MJM  C6   C5   C4   115.42  3.000
 MJM  N10  C5   C4   124.50  3.000
 MJM  H8   C6   H7   107.83  3.000
 MJM  H8   C6   C5   109.83  3.000
 MJM  H7   C6   C5   108.36  3.000
 MJM  H8   C6   C1   111.51  3.000
 MJM  H7   C6   C1   108.90  3.000
 MJM  C5   C6   C1   110.31  3.000
 MJM  O18  C7   C8   122.53  3.000
 MJM  O18  C7   C4   120.42  3.000
 MJM  C8   C7   C4   117.04  3.000
 MJM  C12  C8   C9   123.10  3.000
 MJM  C9   C8   C7   119.48  3.000
 MJM  C12  C8   C7   117.41  3.000
 MJM  C11  C9   N10  112.15  3.000
 MJM  N10  C9   C8   124.38  3.000
 MJM  C11  C9   C8   123.46  3.000
 MJM  C9   N10  C5   119.74  3.000
 MJM  H12  C11  H11  108.40  3.000
 MJM  H12  C11  H10  108.97  3.000
 MJM  H11  C11  H10  106.62  3.000
 MJM  H12  C11  C9   113.29  3.000
 MJM  H11  C11  C9   109.85  3.000
 MJM  H10  C11  C9   109.49  3.000
 MJM  C17  C12  C13  118.59  3.000
 MJM  C13  C12  C8   120.71  3.000
 MJM  C17  C12  C8   120.69  3.000
 MJM  H13  C13  C14  119.31  3.000
 MJM  H13  C13  C12  119.62  3.000
 MJM  C14  C13  C12  121.08  3.000
 MJM  H14  C14  C15  120.36  3.000
 MJM  H14  C14  C13  120.35  3.000
 MJM  C15  C14  C13  119.28  3.000
 MJM  O19  C15  C16  118.78  3.000
 MJM  C16  C15  C14  120.65  3.000
 MJM  O19  C15  C14  120.52  3.000
 MJM  H15  C16  C17  120.50  3.000
 MJM  H15  C16  C15  120.05  3.000
 MJM  C17  C16  C15  119.45  3.000
 MJM  H16  C17  C16  119.21  3.000
 MJM  H16  C17  C12  119.84  3.000
 MJM  C16  C17  C12  120.95  3.000
 MJM  C20  O19  C15  119.39  3.000
 MJM  C25  C20  C21  120.38  3.000
 MJM  C25  C20  O19  123.28  3.000
 MJM  C21  C20  O19  116.32  3.000
 MJM  H17  C21  C22  120.63  3.000
 MJM  H17  C21  C20  119.75  3.000
 MJM  C22  C21  C20  119.63  3.000
 MJM  H18  C22  C23  120.14  3.000
 MJM  H18  C22  C21  119.26  3.000
 MJM  C23  C22  C21  120.60  3.000
 MJM  H19  C23  C24  120.36  3.000
 MJM  H19  C23  C22  120.40  3.000
 MJM  C24  C23  C22  119.23  3.000
 MJM  H20  C24  C25  119.03  3.000
 MJM  H20  C24  C23  120.07  3.000
 MJM  C25  C24  C23  120.90  3.000
 MJM  H21  C25  C24  119.70  3.000
 MJM  H21  C25  C20  121.04  3.000
 MJM  C24  C25  C20  119.26  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
 MJM  CONST_01  C15  C16  C17  C12     0.00   0.0  0
 MJM  CONST_02  C15  C14  C13  C12     0.00   0.0  0
 MJM  CONST_03  C16  C15  C14  C13     0.00   0.0  0
 MJM  CONST_04  C16  C17  C12  C13     0.00   0.0  0
 MJM  CONST_05  C17  C16  C15  C14     0.00   0.0  0
 MJM  CONST_06  C17  C12  C13  C14     0.00   0.0  0
 MJM  CONST_07  C23  C22  C21  C20     0.00   0.0  0
 MJM  CONST_08  C23  C24  C25  C20     0.00   0.0  0
 MJM  CONST_09  C24  C23  C22  C21     0.00   0.0  0
 MJM  CONST_10  C24  C25  C20  C21     0.00   0.0  0
 MJM  CONST_11  C25  C24  C23  C22     0.00   0.0  0
 MJM  CONST_12  C25  C20  C21  C22     0.00   0.0  0
 MJM  CONST_13  C16  C17  C12  C8    180.00   0.0  0
 MJM  CONST_14  C14  C13  C12  C8    180.00   0.0  0
 MJM  CONST_15  O19  C15  C14  C13   180.00   0.0  0
 MJM  CONST_16  O19  C15  C16  C17   180.00   0.0  0
 MJM  CONST_17  C22  C21  C20  O19   180.00   0.0  0
 MJM  CONST_18  C24  C25  C20  O19   180.00   0.0  0
 MJM  CONST_19  H16  C17  C12  C8      0.00   0.0  0
 MJM  CONST_20  H13  C13  C12  C8      0.00   0.0  0
 MJM  CONST_21  H15  C16  C17  C12   180.00   0.0  0
 MJM  CONST_22  H14  C14  C13  C12   180.00   0.0  0
 MJM  CONST_23  H18  C22  C21  C20   180.00   0.0  0
 MJM  CONST_24  H20  C24  C25  C20   180.00   0.0  0
 MJM  CONST_25  H19  C23  C22  C21   180.00   0.0  0
 MJM  CONST_26  H21  C25  C20  C21   180.00   0.0  0
 MJM  CONST_27  H17  C21  C22  C23   180.00   0.0  0
 MJM  Var_01    C4   C5   C6   C1     55.08  30.0  1
 MJM  Var_02    C4   C3   C2   C1    -56.75  30.0  1
 MJM  Var_03    C5   C6   C1   C2    -52.92  30.0  1
 MJM  Var_04    C6   C1   C2   C3     55.40  30.0  1
 MJM  Var_05    C12  C8   C7   C4    177.32  30.0  1
 MJM  Var_06    C8   C9   N10  C5     -0.48  30.0  1
 MJM  Var_07    C17  C12  C8   C7     69.32  30.0  3
 MJM  Var_08    N10  C9   C8   C7      1.17  30.0  1
 MJM  Var_09    C21  C20  O19  C15  -162.29  30.0  2
 MJM  Var_10    H10  C11  C9   C8    129.27  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
 MJM  chir_01  C4  C7  C5  C3  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
 MJM  plan-1  C8   0.020
 MJM  plan-1  C12  0.020
 MJM  plan-1  C13  0.020
 MJM  plan-1  C14  0.020
 MJM  plan-1  C15  0.020
 MJM  plan-1  C16  0.020
 MJM  plan-1  C17  0.020
 MJM  plan-1  O19  0.020
 MJM  plan-1  H13  0.020
 MJM  plan-1  H14  0.020
 MJM  plan-1  H15  0.020
 MJM  plan-1  H16  0.020
 MJM  plan-2  O19  0.020
 MJM  plan-2  C20  0.020
 MJM  plan-2  C21  0.020
 MJM  plan-2  C22  0.020
 MJM  plan-2  C23  0.020
 MJM  plan-2  C24  0.020
 MJM  plan-2  C25  0.020
 MJM  plan-2  H17  0.020
 MJM  plan-2  H18  0.020
 MJM  plan-2  H19  0.020
 MJM  plan-2  H20  0.020
 MJM  plan-2  H21  0.020
 MJM  plan-3  C4   0.020
 MJM  plan-3  C7   0.020
 MJM  plan-3  C8   0.020
 MJM  plan-3  O18  0.020

