# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr  7 12:13:41 2020
#   Inital geometry file: a 113 line input string
#   Ligand name: 6-chloranyl-4-phenyl-2-piperidin-1-yl-quinoline-3-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1c(nc2ccc(Cl)cc2c1c3ccccc3)N4CCCCC4
#
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
 5M7  5M7  '6-chloranyl-4-phenyl-2-piperidin-1-yl-quinoline-3-carboxylic acid'  ligand  44  26  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_5M7
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
 5M7  N1   N   N      0  -0.511   0.9348  -1.8935  -0.3147
 5M7  C2   C   CR6    0   0.474   1.5154  -0.7511  -0.0354
 5M7  C3   C   CR6    0  -0.195   0.7647   0.4684   0.1463
 5M7  C4   C   CR6    0   0.166  -0.5988   0.4022   0.0813
 5M7  C5   C   CR66   0   0.205  -0.4078  -1.9582  -0.4264
 5M7  C6   C   CR66   0   0.037  -1.2421  -0.8402  -0.2095
 5M7  C7   C   CR16   0  -0.303  -2.6384  -0.9802  -0.3311
 5M7  C8   C   CR6    0  -0.048  -3.1724  -2.2015  -0.6471
 5M7  C9   C   CR16   0  -0.229  -2.3597  -3.3251  -0.8619
 5M7  C10  C   CR16   0  -0.310  -0.9997  -3.1967  -0.7560
 5M7  C11  C   CR6    0   0.012  -1.4267   1.6256   0.2183
 5M7  C12  C   CR16   0  -0.272  -1.4985   2.5415  -0.8267
 5M7  C13  C   CR16   0  -0.275  -2.1692   1.8535   1.3734
 5M7  C14  C   CR16   0  -0.249  -2.9657   2.9839   1.4855
 5M7  C15  C   CR16   0  -0.246  -2.2957   3.6731  -0.7155
 5M7  C16  C   CR16   0  -0.264  -3.0306   3.8976   0.4406
 5M7  C17  C   C      0   0.357   1.4287   1.8383   0.2468
 5M7  O18  O   OC    -1  -0.586   1.2871   2.4548   1.3158
 5M7  O19  O   O      0  -0.572   2.0242   2.2048  -0.7797
 5M7  N20  N   NT     0  -0.484   2.8843  -0.7388   0.0284
 5M7  C21  C   CH2    0  -0.292   3.6331  -1.8602  -0.5090
 5M7  C22  C   CH2    0  -0.326   3.5906  -0.0685   1.1103
 5M7  C23  C   CH2    0  -0.427   4.9116   0.4981   0.6206
 5M7  C24  C   CH2    0  -0.433   4.9761  -1.3745  -1.0415
 5M7  C25  C   CH2    0  -0.443   5.7660  -0.6098   0.0136
 5M7  CL1  CL  CL     0  -0.138  -4.8941  -2.3749  -0.7956
 5M7  H1   H   HCR6   0   0.273  -3.2849  -0.1261  -0.1822
 5M7  H2   H   HCR6   0   0.277  -2.8034  -4.2789  -1.1134
 5M7  H3   H   HCR6   0   0.261  -0.3551  -4.0502  -0.9222
 5M7  H4   H   HCR6   0   0.248  -0.9266   2.3701  -1.7301
 5M7  H5   H   HCR6   0   0.250  -2.1226   1.1430   2.1896
 5M7  H6   H   HCR6   0   0.254  -3.5361   3.1526   2.3901
 5M7  H7   H   HCR6   0   0.255  -2.3438   4.3783  -1.5352
 5M7  H8   H   HCR6   0   0.254  -3.6530   4.7789   0.5268
 5M7  H10  H   HCH2   0   0.206   3.7898  -2.6296   0.2611
 5M7  H11  H   HCH2   0   0.249   3.0610  -2.3253  -1.3082
 5M7  H12  H   HCH2   0   0.262   2.9735   0.7047   1.5563
 5M7  H13  H   HCH2   0   0.222   3.7849  -0.8025   1.9073
 5M7  H14  H   HCH2   0   0.224   4.7065   1.2720  -0.1235
 5M7  H15  H   HCH2   0   0.227   5.4330   0.9741   1.4541
 5M7  H16  H   HCH2   0   0.230   5.5452  -2.2347  -1.4019
 5M7  H17  H   HCH2   0   0.218   4.7963  -0.7269  -1.9046
 5M7  H18  H   HCH2   0   0.232   6.6804  -0.1990  -0.4201
 5M7  H19  H   HCH2   0   0.210   6.0786  -1.2975   0.8068

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
 5M7  O19  C17  deloc     1.242  0.020  1.242
 5M7  O18  C17  deloc     1.242  0.020  1.242
 5M7  C21  C24  single    1.524  0.020  1.524
 5M7  C21  N20  single    1.452  0.020  1.452
 5M7  C24  C25  single    1.524  0.020  1.524
 5M7  C17  C3   single    1.526  0.020  1.526
 5M7  N20  C22  single    1.456  0.020  1.456
 5M7  N20  C2   single    1.370  0.020  1.370
 5M7  C22  C23  single    1.519  0.020  1.519
 5M7  C25  C23  single    1.525  0.020  1.525
 5M7  C3   C2   aromatic  1.444  0.020  1.444
 5M7  C3   C4   aromatic  1.367  0.020  1.367
 5M7  C14  C16  aromatic  1.390  0.020  1.390
 5M7  C14  C13  aromatic  1.387  0.020  1.387
 5M7  C16  C15  aromatic  1.388  0.020  1.388
 5M7  C2   N1   aromatic  1.312  0.020  1.312
 5M7  C13  C11  aromatic  1.392  0.020  1.392
 5M7  C15  C12  aromatic  1.389  0.020  1.389
 5M7  C11  C12  aromatic  1.391  0.020  1.391
 5M7  C11  C4   single    1.484  0.020  1.484
 5M7  C4   C6   aromatic  1.429  0.020  1.429
 5M7  N1   C5   aromatic  1.349  0.020  1.349
 5M7  C6   C5   aromatic  1.412  0.020  1.412
 5M7  C6   C7   aromatic  1.409  0.020  1.409
 5M7  C5   C10  aromatic  1.412  0.020  1.412
 5M7  C7   C8   aromatic  1.370  0.020  1.370
 5M7  C10  C9   aromatic  1.370  0.020  1.370
 5M7  C8   C9   aromatic  1.403  0.020  1.403
 5M7  C8   CL1  single    1.737  0.020  1.737
 5M7  C7   H1   single    0.930  0.020  1.080
 5M7  C9   H2   single    0.930  0.020  1.080
 5M7  C10  H3   single    0.930  0.020  1.080
 5M7  C12  H4   single    0.930  0.020  1.080
 5M7  C13  H5   single    0.930  0.020  1.080
 5M7  C14  H6   single    0.930  0.020  1.080
 5M7  C15  H7   single    0.930  0.020  1.080
 5M7  C16  H8   single    0.930  0.020  1.080
 5M7  C21  H10  single    0.970  0.020  1.090
 5M7  C21  H11  single    0.970  0.020  1.090
 5M7  C22  H12  single    0.970  0.020  1.090
 5M7  C22  H13  single    0.970  0.020  1.090
 5M7  C23  H14  single    0.970  0.020  1.090
 5M7  C23  H15  single    0.970  0.020  1.090
 5M7  C24  H16  single    0.970  0.020  1.090
 5M7  C24  H17  single    0.970  0.020  1.090
 5M7  C25  H18  single    0.970  0.020  1.090
 5M7  C25  H19  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
 5M7  C5   N1   C2   120.00  3.000
 5M7  N20  C2   C3   120.40  3.000
 5M7  C3   C2   N1   122.17  3.000
 5M7  N20  C2   N1   117.38  3.000
 5M7  C17  C3   C4   118.74  3.000
 5M7  C4   C3   C2   118.16  3.000
 5M7  C17  C3   C2   122.72  3.000
 5M7  C11  C4   C6   118.98  3.000
 5M7  C6   C4   C3   120.06  3.000
 5M7  C11  C4   C3   120.83  3.000
 5M7  C10  C5   C6   118.87  3.000
 5M7  C10  C5   N1   118.61  3.000
 5M7  C6   C5   N1   122.51  3.000
 5M7  C7   C6   C5   119.59  3.000
 5M7  C7   C6   C4   123.39  3.000
 5M7  C5   C6   C4   116.98  3.000
 5M7  H1   C7   C8   120.18  3.000
 5M7  H1   C7   C6   120.15  3.000
 5M7  C8   C7   C6   119.67  3.000
 5M7  CL1  C8   C9   118.76  3.000
 5M7  CL1  C8   C7   119.68  3.000
 5M7  C9   C8   C7   121.56  3.000
 5M7  H2   C9   C10  120.52  3.000
 5M7  H2   C9   C8   120.27  3.000
 5M7  C10  C9   C8   119.21  3.000
 5M7  H3   C10  C9   120.35  3.000
 5M7  H3   C10  C5   118.55  3.000
 5M7  C9   C10  C5   121.10  3.000
 5M7  C13  C11  C12  119.21  3.000
 5M7  C12  C11  C4   120.15  3.000
 5M7  C13  C11  C4   120.62  3.000
 5M7  H4   C12  C15  119.94  3.000
 5M7  H4   C12  C11  119.67  3.000
 5M7  C15  C12  C11  120.39  3.000
 5M7  H5   C13  C14  119.89  3.000
 5M7  H5   C13  C11  119.67  3.000
 5M7  C14  C13  C11  120.44  3.000
 5M7  H6   C14  C16  120.09  3.000
 5M7  H6   C14  C13  119.80  3.000
 5M7  C16  C14  C13  120.12  3.000
 5M7  H7   C15  C16  120.12  3.000
 5M7  H7   C15  C12  119.72  3.000
 5M7  C16  C15  C12  120.16  3.000
 5M7  H8   C16  C15  120.16  3.000
 5M7  H8   C16  C14  120.16  3.000
 5M7  C15  C16  C14  119.69  3.000
 5M7  O19  C17  O18  128.28  3.000
 5M7  O18  C17  C3   116.91  3.000
 5M7  O19  C17  C3   114.79  3.000
 5M7  C22  N20  C21  112.37  3.000
 5M7  C22  N20  C2   121.56  3.000
 5M7  C21  N20  C2   119.42  3.000
 5M7  H11  C21  H10  106.88  3.000
 5M7  H11  C21  C24  110.07  3.000
 5M7  H10  C21  C24  110.00  3.000
 5M7  H11  C21  N20  109.34  3.000
 5M7  H10  C21  N20  110.77  3.000
 5M7  C24  C21  N20  109.74  3.000
 5M7  H13  C22  H12  106.14  3.000
 5M7  H13  C22  C23  109.19  3.000
 5M7  H12  C22  C23  111.18  3.000
 5M7  H13  C22  N20  108.47  3.000
 5M7  H12  C22  N20  110.96  3.000
 5M7  C23  C22  N20  110.75  3.000
 5M7  H15  C23  H14  107.49  3.000
 5M7  H15  C23  C25  110.66  3.000
 5M7  H14  C23  C25  110.40  3.000
 5M7  H15  C23  C22  109.38  3.000
 5M7  H14  C23  C22  108.69  3.000
 5M7  C25  C23  C22  110.16  3.000
 5M7  H17  C24  H16  106.94  3.000
 5M7  H17  C24  C25  109.53  3.000
 5M7  H16  C24  C25  110.70  3.000
 5M7  H17  C24  C21  108.63  3.000
 5M7  H16  C24  C21  108.87  3.000
 5M7  C25  C24  C21  112.01  3.000
 5M7  H19  C25  H18  106.54  3.000
 5M7  H19  C25  C24  109.52  3.000
 5M7  H18  C25  C24  110.36  3.000
 5M7  H19  C25  C23  109.13  3.000
 5M7  H18  C25  C23  110.72  3.000
 5M7  C24  C25  C23  110.47  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
 5M7  CONST_01  C4   C3   C2   N1      0.00   0.0  0
 5M7  CONST_02  C4   C6   C5   N1      0.00   0.0  0
 5M7  CONST_03  C7   C6   C5   N1    180.00   0.0  0
 5M7  CONST_04  C9   C10  C5   N1    180.00   0.0  0
 5M7  CONST_05  C11  C4   C3   C2    180.00   0.0  0
 5M7  CONST_06  C6   C4   C3   C2      0.00   0.0  0
 5M7  CONST_07  C6   C5   N1   C2      0.00   0.0  0
 5M7  CONST_08  C10  C5   N1   C2    180.00   0.0  0
 5M7  CONST_09  C5   N1   C2   C3      0.00   0.0  0
 5M7  CONST_12  C5   C6   C4   C3      0.00   0.0  0
 5M7  CONST_13  C7   C6   C4   C3    180.00   0.0  0
 5M7  CONST_14  C14  C13  C11  C4    180.00   0.0  0
 5M7  CONST_15  C15  C12  C11  C4    180.00   0.0  0
 5M7  CONST_16  C10  C5   C6   C4    180.00   0.0  0
 5M7  CONST_17  C8   C7   C6   C4    180.00   0.0  0
 5M7  CONST_18  C11  C4   C6   C5    180.00   0.0  0
 5M7  CONST_19  C8   C7   C6   C5      0.00   0.0  0
 5M7  CONST_20  C8   C9   C10  C5      0.00   0.0  0
 5M7  CONST_23  C9   C10  C5   C6      0.00   0.0  0
 5M7  CONST_24  C9   C8   C7   C6      0.00   0.0  0
 5M7  CONST_25  C11  C4   C6   C7      0.00   0.0  0
 5M7  CONST_26  C10  C5   C6   C7      0.00   0.0  0
 5M7  CONST_27  C10  C9   C8   C7      0.00   0.0  0
 5M7  CONST_28  C16  C14  C13  C11     0.00   0.0  0
 5M7  CONST_29  C16  C15  C12  C11     0.00   0.0  0
 5M7  CONST_30  C14  C16  C15  C12     0.00   0.0  0
 5M7  CONST_31  C14  C13  C11  C12     0.00   0.0  0
 5M7  CONST_32  C15  C16  C14  C13     0.00   0.0  0
 5M7  CONST_33  C15  C12  C11  C13     0.00   0.0  0
 5M7  CONST_34  N20  C2   C3   C4    180.00   0.0  0
 5M7  CONST_35  N20  C2   N1   C5    180.00   0.0  0
 5M7  CONST_36  C17  C3   C2   N1    180.00   0.0  0
 5M7  CONST_37  C17  C3   C4   C6    180.00   0.0  0
 5M7  CONST_38  CL1  C8   C7   C6    180.00   0.0  0
 5M7  CONST_39  CL1  C8   C9   C10   180.00   0.0  0
 5M7  CONST_40  C17  C3   C4   C11     0.00   0.0  0
 5M7  CONST_41  N20  C2   C3   C17     0.00   0.0  0
 5M7  CONST_42  H3   C10  C5   N1      0.00   0.0  0
 5M7  CONST_43  H5   C13  C11  C4      0.00   0.0  0
 5M7  CONST_44  H4   C12  C11  C4      0.00   0.0  0
 5M7  CONST_45  H1   C7   C6   C4      0.00   0.0  0
 5M7  CONST_46  H2   C9   C10  C5    180.00   0.0  0
 5M7  CONST_47  H6   C14  C13  C11   180.00   0.0  0
 5M7  CONST_48  H7   C15  C12  C11   180.00   0.0  0
 5M7  CONST_49  H8   C16  C15  C12   180.00   0.0  0
 5M7  Var_01    C21  N20  C2   N1     14.38  30.0  2
 5M7  Var_02    C24  C21  N20  C2    148.74  30.0  1
 5M7  Var_03    C23  C22  N20  C2   -147.48  30.0  1
 5M7  Var_04    C25  C24  C21  N20    54.78  30.0  1
 5M7  Var_05    C25  C23  C22  N20   -56.80  30.0  1
 5M7  Var_06    C23  C25  C24  C21   -52.20  30.0  1
 5M7  Var_07    C24  C25  C23  C22    52.49  30.0  1
 5M7  Var_08    O19  C17  C3   C2     64.35  30.0  2

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
 5M7  plan-1  C4   0.020
 5M7  plan-1  C11  0.020
 5M7  plan-1  C12  0.020
 5M7  plan-1  C13  0.020
 5M7  plan-1  C14  0.020
 5M7  plan-1  C15  0.020
 5M7  plan-1  C16  0.020
 5M7  plan-1  H4   0.020
 5M7  plan-1  H5   0.020
 5M7  plan-1  H6   0.020
 5M7  plan-1  H7   0.020
 5M7  plan-1  H8   0.020
 5M7  plan-2  N1   0.020
 5M7  plan-2  C2   0.020
 5M7  plan-2  C3   0.020
 5M7  plan-2  C4   0.020
 5M7  plan-2  C5   0.020
 5M7  plan-2  C6   0.020
 5M7  plan-2  C7   0.020
 5M7  plan-2  C8   0.020
 5M7  plan-2  C9   0.020
 5M7  plan-2  C10  0.020
 5M7  plan-2  C11  0.020
 5M7  plan-2  C17  0.020
 5M7  plan-2  N20  0.020
 5M7  plan-2  CL1  0.020
 5M7  plan-2  H1   0.020
 5M7  plan-2  H2   0.020
 5M7  plan-2  H3   0.020
 5M7  plan-3  C3   0.020
 5M7  plan-3  C17  0.020
 5M7  plan-3  O18  0.020
 5M7  plan-3  O19  0.020

