# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Mar 27 01:54:27 2022
#   Inital geometry file: a 137 line input string
#   Ligand name: N-[(4-chlorophenyl)methyl]-1-methyl-6-[(morpholin-4-yl)methyl]-4-oxo-1,4-dihydroquinoline-3-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN1C=C(C(=O)NCc2ccc(Cl)cc2)C(=O)c3cc(CN4CCOCC4)ccc13
#
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
 YE4  YE4  N-[(4-chlorophenyl)methyl]-1-methyl-6-[(morpholin-4-yl)methyl]-4-oxo-1,4-dihydroquinoline-3-carboxamide  ligand  54  30  .  2022-03-29  2022-03-29
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_YE4
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
 YE4  C10   C   CR6   0  -0.055  12.9616  149.0300  20.6312
 YE4  C13   C   CR16  0  -0.309  11.4296  148.1233  22.2260
 YE4  C15   C   CR16  0   0.037  11.6895  141.9732  20.5739
 YE4  C20   C   CR16  0  -0.272  10.5972  139.2887  16.8034
 YE4  C21   C   CR6   0   0.127   9.6407  140.2235  16.3837
 YE4  C22   C   CH2   0  -0.358   8.8360  139.9697  15.1378
 YE4  C24   C   C     0  -0.338  10.4026  140.8938  13.5175
 YE4  C28   C   C     0  -0.341   9.0347  139.0557  12.8842
 YE4  C02   C   CR6   0   0.447   9.9638  142.8110  19.0848
 YE4  C03   C   CR6   0  -0.362  10.7860  142.9541  20.2601
 YE4  C04   C   C     0   0.574  10.7584  144.1287  21.1739
 YE4  C06   C   CH2   0  -0.342   9.7901  146.3116  21.6210
 YE4  C07   C   CR6   0   0.106  10.9229  147.2494  21.2706
 YE4  C08   C   CR16  0  -0.292  11.4576  147.2863  19.9868
 YE4  C09   C   CR16  0  -0.197  12.4753  148.1696  19.6596
 YE4  C12   C   CR16  0  -0.197  12.4453  149.0171  21.9167
 YE4  C18   C   CR66  0   0.366  11.1444  140.6368  18.7162
 YE4  C19   C   CR16  0  -0.307  11.3355  139.4799  17.9468
 YE4  C25   C   C     0  -0.187   9.5113  141.8107  12.6909
 YE4  C27   C   C     0  -0.189   8.1639  140.0046  12.0743
 YE4  C29   C   CR16  0  -0.361   9.4598  141.3565  17.1430
 YE4  C30   C   CR66  0  -0.065  10.1960  141.5854  18.3134
 YE4  N05   N   NH1   0  -0.679   9.8316  145.0630  20.9074
 YE4  N16   N   NR6   0  -0.534  11.8811  140.8595  19.8655
 YE4  N23   N   NR6   0  -0.415   9.7008  139.7109  13.9998
 YE4  O14   O   O     0  -0.492  11.5415  144.2279  22.1133
 YE4  O26   O   O     0  -0.482   8.9121  141.1132  11.6175
 YE4  CL11  CL  CL    0  -0.135  14.2407  150.1324  20.2319
 YE4  H1    H   HCR6  0   0.259  11.0335  148.1065  23.2346
 YE4  H2    H   HCR6  0   0.317  12.3104  142.0801  21.4526
 YE4  H3    H   HCH3  0   0.282  13.3431  140.2440  21.2106
 YE4  H4    H   HCH3  0   0.271  12.3974  138.9256  20.5143
 YE4  H5    H   HCH3  0   0.271  13.6368  139.7462  19.5428
 YE4  H6    H   HCR6  0   0.261  10.7605  138.3951  16.2144
 YE4  H7    H   HCH2  0   0.231   8.1310  140.8001  14.9914
 YE4  H8    H   HCH2  0   0.256   8.2202  139.0787  15.2926
 YE4  H9    H   H     0   0.237  11.2478  140.5645  12.9042
 YE4  H10   H   H     0   0.241   8.4346  138.2205  13.2534
 YE4  H11   H   H     0   0.237   9.8045  138.6324  12.2299
 YE4  H12   H   HCH2  0   0.274   8.8381  146.7873  21.3790
 YE4  H13   H   HCH2  0   0.256   9.7825  146.1341  22.6978
 YE4  H14   H   HCR6  0   0.255  11.0862  146.6140  19.2233
 YE4  H15   H   HCR6  0   0.275  12.8832  148.1841  18.6578
 YE4  H16   H   HCR6  0   0.276  12.8327  149.6863  22.6732
 YE4  H17   H   HCR6  0   0.290  12.0582  138.7303  18.2353
 YE4  H18   H   H     0   0.234  10.1013  142.6231  12.2620
 YE4  H19   H   H     0   0.202   7.3056  140.3411  12.6752
 YE4  H20   H   H     0   0.234   7.7668  139.4967  11.1930
 YE4  H21   H   HCR6  0   0.259   8.7347  142.0999  16.8363
 YE4  H22   H   HNH1  0   0.416   9.2604  144.9285  20.0813
 YE4  H23   H   H     0   0.245  10.8200  141.4464  14.3623
 YE4  H24   H   H     0   0.201   8.7397  142.2683  13.3275
 YE4  O01   O   O     0  -0.480   9.1203  143.6370  18.7170
 YE4  C17   C   CH3   0  -0.548  12.8699  139.8832  20.3031

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
 YE4  O26   C27  single    1.413  0.020  1.413
 YE4  O26   C25  single    1.413  0.020  1.413
 YE4  C27   C28  single    1.521  0.020  1.521
 YE4  C25   C24  single    1.523  0.020  1.523
 YE4  C28   N23  single    1.455  0.020  1.455
 YE4  C24   N23  single    1.457  0.020  1.457
 YE4  N23   C22  single    1.453  0.020  1.453
 YE4  C22   C21  single    1.505  0.020  1.505
 YE4  C21   C20  aromatic  1.402  0.020  1.402
 YE4  C21   C29  aromatic  1.376  0.020  1.376
 YE4  C20   C19  aromatic  1.374  0.020  1.374
 YE4  C29   C30  aromatic  1.402  0.020  1.402
 YE4  C19   C18  aromatic  1.402  0.020  1.402
 YE4  C30   C18  aromatic  1.401  0.020  1.401
 YE4  C30   C02  single    1.467  0.020  1.467
 YE4  C18   N16  single    1.383  0.020  1.383
 YE4  O01   C02  double    1.237  0.020  1.237
 YE4  C02   C03  single    1.441  0.020  1.441
 YE4  N16   C17  single    1.457  0.020  1.457
 YE4  N16   C15  single    1.334  0.020  1.334
 YE4  C03   C15  double    1.370  0.020  1.370
 YE4  C03   C04  single    1.488  0.020  1.488
 YE4  CL11  C10  single    1.735  0.020  1.735
 YE4  C09   C10  aromatic  1.386  0.020  1.386
 YE4  C09   C08  aromatic  1.387  0.020  1.387
 YE4  C10   C12  aromatic  1.385  0.020  1.385
 YE4  C08   C07  aromatic  1.391  0.020  1.391
 YE4  N05   C04  single    1.343  0.020  1.343
 YE4  N05   C06  single    1.439  0.020  1.439
 YE4  C04   O14  double    1.227  0.020  1.227
 YE4  C12   C13  aromatic  1.388  0.020  1.388
 YE4  C07   C13  aromatic  1.390  0.020  1.390
 YE4  C07   C06  single    1.512  0.020  1.512
 YE4  C13   H1   single    0.930  0.020  1.080
 YE4  C15   H2   single    0.930  0.020  1.080
 YE4  C17   H3   single    0.970  0.020  1.090
 YE4  C17   H4   single    0.970  0.020  1.090
 YE4  C17   H5   single    0.970  0.020  1.090
 YE4  C20   H6   single    0.930  0.020  1.080
 YE4  C22   H7   single    0.970  0.020  1.090
 YE4  C22   H8   single    0.970  0.020  1.090
 YE4  C24   H9   single    0.970  0.020  1.090
 YE4  C28   H10  single    0.970  0.020  1.090
 YE4  C28   H11  single    0.970  0.020  1.090
 YE4  C06   H12  single    0.970  0.020  1.090
 YE4  C06   H13  single    0.970  0.020  1.090
 YE4  C08   H14  single    0.930  0.020  1.080
 YE4  C09   H15  single    0.930  0.020  1.080
 YE4  C12   H16  single    0.930  0.020  1.080
 YE4  C19   H17  single    0.930  0.020  1.080
 YE4  C25   H18  single    0.970  0.020  1.090
 YE4  C27   H19  single    0.970  0.020  1.090
 YE4  C27   H20  single    0.970  0.020  1.090
 YE4  C29   H21  single    0.930  0.020  1.080
 YE4  N05   H22  single    0.860  0.020  1.020
 YE4  C24   H23  single    0.970  0.020  1.090
 YE4  C25   H24  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
 YE4  CL11  C10  C12  119.62  3.000
 YE4  C12   C10  C09  120.93  3.000
 YE4  CL11  C10  C09  119.45  3.000
 YE4  H1    C13  C12  119.01  3.000
 YE4  H1    C13  C07  119.77  3.000
 YE4  C12   C13  C07  121.22  3.000
 YE4  H2    C15  N16  115.58  3.000
 YE4  H2    C15  C03  119.61  3.000
 YE4  N16   C15  C03  124.81  3.000
 YE4  H6    C20  C19  119.11  3.000
 YE4  H6    C20  C21  119.37  3.000
 YE4  C19   C20  C21  121.53  3.000
 YE4  C29   C21  C22  121.70  3.000
 YE4  C29   C21  C20  118.27  3.000
 YE4  C22   C21  C20  120.03  3.000
 YE4  H8    C22  H7   105.85  3.000
 YE4  H8    C22  N23  107.50  3.000
 YE4  H7    C22  N23  114.34  3.000
 YE4  H8    C22  C21  108.73  3.000
 YE4  H7    C22  C21  109.02  3.000
 YE4  N23   C22  C21  111.12  3.000
 YE4  H23   C24  H9   106.88  3.000
 YE4  H23   C24  N23  109.80  3.000
 YE4  H9    C24  N23  108.24  3.000
 YE4  H23   C24  C25  109.81  3.000
 YE4  H9    C24  C25  109.20  3.000
 YE4  N23   C24  C25  112.74  3.000
 YE4  H11   C28  H10  107.00  3.000
 YE4  H11   C28  N23  108.07  3.000
 YE4  H10   C28  N23  109.66  3.000
 YE4  H11   C28  C27  108.98  3.000
 YE4  H10   C28  C27  110.01  3.000
 YE4  N23   C28  C27  112.91  3.000
 YE4  O01   C02  C30  120.64  3.000
 YE4  O01   C02  C03  124.43  3.000
 YE4  C30   C02  C03  114.93  3.000
 YE4  C04   C03  C02  124.63  3.000
 YE4  C04   C03  C15  115.89  3.000
 YE4  C02   C03  C15  119.46  3.000
 YE4  O14   C04  N05  122.42  3.000
 YE4  O14   C04  C03  121.47  3.000
 YE4  N05   C04  C03  116.11  3.000
 YE4  H13   C06  H12  106.48  3.000
 YE4  H13   C06  N05  110.39  3.000
 YE4  H12   C06  N05  107.06  3.000
 YE4  H13   C06  C07  109.56  3.000
 YE4  H12   C06  C07  109.38  3.000
 YE4  N05   C06  C07  113.69  3.000
 YE4  C08   C07  C06  121.22  3.000
 YE4  C06   C07  C13  120.24  3.000
 YE4  C08   C07  C13  118.51  3.000
 YE4  H14   C08  C09  118.73  3.000
 YE4  H14   C08  C07  120.15  3.000
 YE4  C09   C08  C07  121.11  3.000
 YE4  H15   C09  C08  120.26  3.000
 YE4  H15   C09  C10  120.57  3.000
 YE4  C08   C09  C10  119.18  3.000
 YE4  H16   C12  C13  120.31  3.000
 YE4  H16   C12  C10  120.64  3.000
 YE4  C13   C12  C10  119.05  3.000
 YE4  N16   C18  C30  119.38  3.000
 YE4  N16   C18  C19  121.07  3.000
 YE4  C30   C18  C19  119.55  3.000
 YE4  H17   C19  C18  121.13  3.000
 YE4  H17   C19  C20  119.00  3.000
 YE4  C18   C19  C20  119.86  3.000
 YE4  H24   C25  H18  107.27  3.000
 YE4  H24   C25  O26  110.33  3.000
 YE4  H18   C25  O26  107.33  3.000
 YE4  H24   C25  C24  110.30  3.000
 YE4  H18   C25  C24  110.18  3.000
 YE4  O26   C25  C24  111.30  3.000
 YE4  H20   C27  H19  107.42  3.000
 YE4  H20   C27  O26  107.25  3.000
 YE4  H19   C27  O26  110.46  3.000
 YE4  H20   C27  C28  110.34  3.000
 YE4  H19   C27  C28  110.27  3.000
 YE4  O26   C27  C28  110.99  3.000
 YE4  H21   C29  C30  118.43  3.000
 YE4  H21   C29  C21  119.81  3.000
 YE4  C30   C29  C21  121.76  3.000
 YE4  C29   C30  C18  119.03  3.000
 YE4  C18   C30  C02  121.46  3.000
 YE4  C29   C30  C02  119.51  3.000
 YE4  H22   N05  C06  120.22  3.000
 YE4  H22   N05  C04  117.29  3.000
 YE4  C06   N05  C04  121.69  3.000
 YE4  C18   N16  C17  120.21  3.000
 YE4  C17   N16  C15  119.84  3.000
 YE4  C18   N16  C15  119.96  3.000
 YE4  C28   N23  C24  109.40  3.000
 YE4  C24   N23  C22  113.66  3.000
 YE4  C28   N23  C22  114.10  3.000
 YE4  C27   O26  C25  111.48  3.000
 YE4  H5    C17  H4   109.31  3.000
 YE4  H5    C17  H3   108.59  3.000
 YE4  H4    C17  H3   108.64  3.000
 YE4  H5    C17  N16  110.65  3.000
 YE4  H4    C17  N16  110.68  3.000
 YE4  H3    C17  N16  108.92  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
 YE4  CONST_01  C07   C08  C09  C10     0.00   0.0  0
 YE4  CONST_02  C07   C13  C12  C10     0.00   0.0  0
 YE4  CONST_03  C09   C10  C12  C13     0.00   0.0  0
 YE4  CONST_04  C09   C08  C07  C13     0.00   0.0  0
 YE4  CONST_05  C30   C29  C21  C20     0.00   0.0  0
 YE4  CONST_06  C30   C18  C19  C20     0.00   0.0  0
 YE4  CONST_07  C18   C19  C20  C21     0.00   0.0  0
 YE4  CONST_08  C18   C30  C29  C21     0.00   0.0  0
 YE4  CONST_09  C12   C10  C09  C08     0.00   0.0  0
 YE4  CONST_10  C12   C13  C07  C08     0.00   0.0  0
 YE4  CONST_11  C29   C21  C20  C19     0.00   0.0  0
 YE4  CONST_12  C29   C30  C18  C19     0.00   0.0  0
 YE4  CONST_13  CL11  C10  C12  C13   180.00   0.0  0
 YE4  CONST_14  C19   C20  C21  C22   180.00   0.0  0
 YE4  CONST_15  C30   C29  C21  C22   180.00   0.0  0
 YE4  CONST_16  C09   C08  C07  C06   180.00   0.0  0
 YE4  CONST_17  C12   C13  C07  C06   180.00   0.0  0
 YE4  CONST_18  CL11  C10  C09  C08   180.00   0.0  0
 YE4  CONST_19  H14   C08  C09  C10   180.00   0.0  0
 YE4  CONST_20  H1    C13  C12  C10   180.00   0.0  0
 YE4  CONST_21  H21   C29  C21  C20   180.00   0.0  0
 YE4  CONST_22  H17   C19  C20  C21   180.00   0.0  0
 YE4  CONST_23  H15   C09  C08  C07   180.00   0.0  0
 YE4  CONST_24  H16   C12  C13  C07   180.00   0.0  0
 YE4  CONST_25  H6    C20  C19  C18   180.00   0.0  0
 YE4  CONST_26  C06   N05  C04  C03   180.00   0.0  0
 YE4  CONST_27  H22   N05  C04  C03     0.00   0.0  0
 YE4  CONST_28  O14   C04  N05  C06     0.00   0.0  0
 YE4  Var_01    C27   C28  N23  C24   -51.90  30.0  1
 YE4  Var_02    C25   C24  N23  C28    51.51  30.0  1
 YE4  Var_03    O26   C27  C28  N23    55.49  30.0  1
 YE4  Var_04    O26   C25  C24  N23   -54.93  30.0  1
 YE4  Var_05    N23   C22  C21  C20   -54.33  30.0  3
 YE4  Var_06    C28   N23  C22  C21   161.68  30.0  2
 YE4  Var_07    H19   C27  O26  C25    65.40  30.0  1
 YE4  Var_08    H18   C25  O26  C27   177.75  30.0  1
 YE4  Var_09    N05   C06  C07  C13  -148.34  30.0  2
 YE4  Var_10    N05   C04  C03  C15  -176.96  30.0  2
 YE4  Var_11    H3    C17  N16  C15    -0.37  30.0  3
 YE4  Var_12    C07   C06  N05  C04    71.24  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
 YE4  plan-1  C10   0.020
 YE4  plan-1  C13   0.020
 YE4  plan-1  C06   0.020
 YE4  plan-1  C07   0.020
 YE4  plan-1  C08   0.020
 YE4  plan-1  C09   0.020
 YE4  plan-1  C12   0.020
 YE4  plan-1  CL11  0.020
 YE4  plan-1  H1    0.020
 YE4  plan-1  H14   0.020
 YE4  plan-1  H15   0.020
 YE4  plan-1  H16   0.020
 YE4  plan-2  C15   0.020
 YE4  plan-2  C20   0.020
 YE4  plan-2  C21   0.020
 YE4  plan-2  C22   0.020
 YE4  plan-2  C02   0.020
 YE4  plan-2  C03   0.020
 YE4  plan-2  C04   0.020
 YE4  plan-2  C18   0.020
 YE4  plan-2  C19   0.020
 YE4  plan-2  C29   0.020
 YE4  plan-2  C30   0.020
 YE4  plan-2  N16   0.020
 YE4  plan-2  H2    0.020
 YE4  plan-2  H6    0.020
 YE4  plan-2  H17   0.020
 YE4  plan-2  H21   0.020
 YE4  plan-2  O01   0.020
 YE4  plan-2  C17   0.020
 YE4  plan-3  C03   0.020
 YE4  plan-3  C04   0.020
 YE4  plan-3  C06   0.020
 YE4  plan-3  N05   0.020
 YE4  plan-3  O14   0.020
 YE4  plan-3  H22   0.020

