# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Mar 18 21:05:56 2022
#   Inital geometry file: a 111 line input string
#   Ligand name: 1-[(2E)-3-(3,4,5-trimethoxyphenyl)prop-2-enoyl]-5,6-dihydropyridin-2(1H)-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1cc(/C=C/C(=O)N2CCC=CC2=O)cc(OC)c1OC
#
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
 LQ4  LQ4  1-[(2E)-3-(3,4,5-trimethoxyphenyl)prop-2-enoyl]-5,6-dihydropyridin-2(1H)-one  ligand  42  23  .  2022-03-22  2022-03-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_LQ4
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
 LQ4  C12   C  CH2   0  -0.502  128.5693  133.1496  153.6671
 LQ4  C13   C  C1    0  -0.163  127.1681  133.6346  153.5431
 LQ4  C14   C  C1    0  -0.354  126.6138  134.3803  154.4980
 LQ4  C01   C  CH3   0  -0.439  124.8427  132.7579  161.5851
 LQ4  C03   C  CR6   0   0.371  126.9055  133.6659  162.3175
 LQ4  C04   C  CR16  0  -0.505  127.3800  133.8150  161.0209
 LQ4  C05   C  CR6   0   0.194  128.6516  134.3472  160.8031
 LQ4  C06   C  C1    0  -0.242  129.2089  134.5193  159.4649
 LQ4  C07   C  C1    0  -0.380  128.6422  134.1493  158.3100
 LQ4  O09   O  O     0  -0.429  130.5610  134.5184  156.9881
 LQ4  N10   N  NT    0  -0.585  128.6221  134.2604  155.8557
 LQ4  C11   C  CH2   0  -0.311  129.3586  134.0391  154.6062
 LQ4  C15   C  C     0   0.552  127.2970  134.6695  155.7686
 LQ4  O16   O  O     0  -0.435  126.7188  135.2191  156.6847
 LQ4  C17   C  CR16  0  -0.484  129.4432  134.7305  161.8848
 LQ4  C18   C  CR6   0   0.352  128.9737  134.5777  163.1865
 LQ4  O19   O  O2    0  -0.461  129.6643  134.9114  164.2888
 LQ4  C20   C  CH3   0  -0.438  130.9494  135.4800  164.1347
 LQ4  C21   C  CR6   0   0.176  127.7055  134.0352  163.4077
 LQ4  O22   O  O2    0  -0.475  127.2562  133.8489  164.6732
 LQ4  C23   C  CH3   0  -0.409  126.5642  134.9619  165.2258
 LQ4  H121  H  HCH2  0   0.273  128.5659  132.1111  154.0155
 LQ4  H122  H  HCH2  0   0.273  129.0574  133.1425  152.6916
 LQ4  H1    H  H     0   0.281  126.5942  133.3610  152.6657
 LQ4  H141  H  H     0   0.275  125.5980  134.7450  154.4211
 LQ4  H011  H  HCH3  0   0.262  123.9339  132.3932  162.0571
 LQ4  H012  H  HCH3  0   0.230  124.5855  133.5826  160.9156
 LQ4  H013  H  HCH3  0   0.229  125.2824  131.9490  160.9958
 LQ4  H041  H  HCR6  0   0.280  126.7636  133.5303  160.1798
 LQ4  H061  H  H     0   0.263  130.1784  135.0063  159.4311
 LQ4  H071  H  H     0   0.282  127.6772  133.6640  158.2870
 LQ4  H111  H  HCH2  0   0.276  130.3147  133.5838  154.8454
 LQ4  H112  H  HCH2  0   0.257  129.5633  134.9991  154.1251
 LQ4  H171  H  HCR6  0   0.283  130.4245  135.1433  161.6922
 LQ4  H201  H  HCH3  0   0.261  131.3169  135.6834  165.1374
 LQ4  H202  H  HCH3  0   0.230  131.6422  134.7956  163.6386
 LQ4  H203  H  HCH3  0   0.230  130.9174  136.4181  163.5747
 LQ4  H232  H  HCH3  0   0.238  126.2665  134.6840  166.2352
 LQ4  H231  H  HCH3  0   0.223  127.1997  135.8487  165.2792
 LQ4  H233  H  HCH3  0   0.222  125.6676  135.2065  164.6513
 LQ4  C08   C  C     0   0.561  129.3584  134.3537  157.0389
 LQ4  O02   O  O2    0  -0.461  125.6972  133.1728  162.6320

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
 LQ4  C12  C13   single    1.488  0.020  1.488
 LQ4  C12  C11   single    1.515  0.020  1.515
 LQ4  C13  C14   double    1.332  0.020  1.332
 LQ4  C11  N10   single    1.467  0.020  1.467
 LQ4  C14  C15   single    1.471  0.020  1.471
 LQ4  N10  C15   single    1.390  0.020  1.390
 LQ4  N10  C08   single    1.397  0.020  1.397
 LQ4  C15  O16   double    1.215  0.020  1.215
 LQ4  O09  C08   double    1.215  0.020  1.215
 LQ4  C08  C07   single    1.473  0.020  1.473
 LQ4  C07  C06   double    1.339  0.020  1.339
 LQ4  C06  C05   single    1.460  0.020  1.460
 LQ4  C05  C04   aromatic  1.396  0.020  1.396
 LQ4  C05  C17   aromatic  1.394  0.020  1.394
 LQ4  C04  C03   aromatic  1.389  0.020  1.389
 LQ4  C17  C18   aromatic  1.392  0.020  1.392
 LQ4  C01  O02   single    1.414  0.020  1.414
 LQ4  C03  O02   single    1.342  0.020  1.342
 LQ4  C03  C21   aromatic  1.402  0.020  1.402
 LQ4  C18  C21   aromatic  1.397  0.020  1.397
 LQ4  C18  O19   single    1.343  0.020  1.343
 LQ4  C21  O22   single    1.356  0.020  1.356
 LQ4  O19  C20   single    1.414  0.020  1.414
 LQ4  O22  C23   single    1.422  0.020  1.422
 LQ4  C12  H121  single    0.970  0.020  1.090
 LQ4  C12  H122  single    0.970  0.020  1.090
 LQ4  C13  H1    single    0.930  0.020  1.080
 LQ4  C14  H141  single    0.930  0.020  1.080
 LQ4  C01  H011  single    0.970  0.020  1.090
 LQ4  C01  H012  single    0.970  0.020  1.090
 LQ4  C01  H013  single    0.970  0.020  1.090
 LQ4  C04  H041  single    0.930  0.020  1.080
 LQ4  C06  H061  single    0.930  0.020  1.080
 LQ4  C07  H071  single    0.930  0.020  1.080
 LQ4  C11  H111  single    0.970  0.020  1.090
 LQ4  C11  H112  single    0.970  0.020  1.090
 LQ4  C17  H171  single    0.930  0.020  1.080
 LQ4  C20  H201  single    0.970  0.020  1.090
 LQ4  C20  H202  single    0.970  0.020  1.090
 LQ4  C20  H203  single    0.970  0.020  1.090
 LQ4  C23  H232  single    0.970  0.020  1.090
 LQ4  C23  H231  single    0.970  0.020  1.090
 LQ4  C23  H233  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
 LQ4  H122  C12  H121  106.24  3.000
 LQ4  H122  C12  C11   108.97  3.000
 LQ4  H121  C12  C11   111.17  3.000
 LQ4  H122  C12  C13   110.42  3.000
 LQ4  H121  C12  C13   109.42  3.000
 LQ4  C11   C12  C13   110.54  3.000
 LQ4  H1    C13  C14   120.09  3.000
 LQ4  H1    C13  C12   118.94  3.000
 LQ4  C14   C13  C12   120.96  3.000
 LQ4  H141  C14  C15   115.54  3.000
 LQ4  H141  C14  C13   121.89  3.000
 LQ4  C15   C14  C13   122.40  3.000
 LQ4  H013  C01  H012  108.83  3.000
 LQ4  H013  C01  H011  108.79  3.000
 LQ4  H012  C01  H011  108.81  3.000
 LQ4  H013  C01  O02   111.92  3.000
 LQ4  H012  C01  O02   111.99  3.000
 LQ4  H011  C01  O02   106.40  3.000
 LQ4  C21   C03  C04   120.19  3.000
 LQ4  C21   C03  O02   115.36  3.000
 LQ4  C04   C03  O02   124.45  3.000
 LQ4  H041  C04  C05   119.91  3.000
 LQ4  H041  C04  C03   120.22  3.000
 LQ4  C05   C04  C03   119.86  3.000
 LQ4  C17   C05  C06   117.52  3.000
 LQ4  C17   C05  C04   120.08  3.000
 LQ4  C06   C05  C04   122.40  3.000
 LQ4  H061  C06  C07   118.37  3.000
 LQ4  H061  C06  C05   114.99  3.000
 LQ4  C07   C06  C05   126.63  3.000
 LQ4  H071  C07  C08   118.57  3.000
 LQ4  H071  C07  C06   121.37  3.000
 LQ4  C08   C07  C06   120.02  3.000
 LQ4  C15   N10  C11   118.01  3.000
 LQ4  C15   N10  C08   122.42  3.000
 LQ4  C11   N10  C08   117.84  3.000
 LQ4  H112  C11  H111  107.48  3.000
 LQ4  H112  C11  N10   109.66  3.000
 LQ4  H111  C11  N10   108.52  3.000
 LQ4  H112  C11  C12   109.90  3.000
 LQ4  H111  C11  C12   110.43  3.000
 LQ4  N10   C11  C12   110.79  3.000
 LQ4  O16   C15  N10   122.67  3.000
 LQ4  O16   C15  C14   121.28  3.000
 LQ4  N10   C15  C14   116.05  3.000
 LQ4  H171  C17  C18   120.95  3.000
 LQ4  H171  C17  C05   118.80  3.000
 LQ4  C18   C17  C05   120.25  3.000
 LQ4  C21   C18  O19   115.68  3.000
 LQ4  O19   C18  C17   124.53  3.000
 LQ4  C21   C18  C17   119.79  3.000
 LQ4  C20   O19  C18   118.55  3.000
 LQ4  H203  C20  H202  108.87  3.000
 LQ4  H203  C20  H201  108.77  3.000
 LQ4  H202  C20  H201  108.76  3.000
 LQ4  H203  C20  O19   111.99  3.000
 LQ4  H202  C20  O19   111.95  3.000
 LQ4  H201  C20  O19   106.38  3.000
 LQ4  O22   C21  C18   120.13  3.000
 LQ4  O22   C21  C03   120.04  3.000
 LQ4  C18   C21  C03   119.82  3.000
 LQ4  C23   O22  C21   114.60  3.000
 LQ4  H233  C23  H231  108.75  3.000
 LQ4  H233  C23  H232  108.68  3.000
 LQ4  H231  C23  H232  108.73  3.000
 LQ4  H233  C23  O22   111.73  3.000
 LQ4  H231  C23  O22   111.79  3.000
 LQ4  H232  C23  O22   107.07  3.000
 LQ4  N10   C08  O09   119.70  3.000
 LQ4  O09   C08  C07   122.42  3.000
 LQ4  N10   C08  C07   117.73  3.000
 LQ4  C03   O02  C01   118.58  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
 LQ4  CONST_01  C17   C05  C04  C03     0.00   0.0  0
 LQ4  CONST_02  C17   C18  C21  C03     0.00   0.0  0
 LQ4  CONST_03  C18   C17  C05  C04     0.00   0.0  0
 LQ4  CONST_04  C18   C21  C03  C04     0.00   0.0  0
 LQ4  CONST_05  C21   C03  C04  C05     0.00   0.0  0
 LQ4  CONST_06  C21   C18  C17  C05     0.00   0.0  0
 LQ4  CONST_08  C05   C04  C03  O02   180.00   0.0  0
 LQ4  CONST_09  C18   C21  C03  O02   180.00   0.0  0
 LQ4  CONST_10  C06   C05  C04  C03   180.00   0.0  0
 LQ4  CONST_11  O19   C18  C21  C03   180.00   0.0  0
 LQ4  CONST_12  O22   C21  C03  C04   180.00   0.0  0
 LQ4  CONST_13  O19   C18  C17  C05   180.00   0.0  0
 LQ4  CONST_14  C18   C17  C05  C06   180.00   0.0  0
 LQ4  CONST_15  O22   C21  C18  C17   180.00   0.0  0
 LQ4  CONST_16  C08   N10  C15  C14   180.00   0.0  0
 LQ4  CONST_18  H171  C17  C05  C04   180.00   0.0  0
 LQ4  CONST_19  H041  C04  C05  C17   180.00   0.0  0
 LQ4  CONST_22  C11   N10  C08  O09     0.00   0.0  0
 LQ4  CONST_24  O16   C15  N10  C08     0.00   0.0  0
 LQ4  Var_01    C15   C14  C13  C12    -5.43  30.0  1
 LQ4  Var_02    C15   N10  C11  C12   -50.10  30.0  1
 LQ4  Var_03    N10   C11  C12  C13    48.91  30.0  1
 LQ4  Var_04    N10   C15  C14  C13     7.68  30.0  1
 LQ4  Var_05    C11   C12  C13  C14   -23.48  30.0  1
 LQ4  Var_06    C04   C03  O02  C01     0.76  30.0  2
 LQ4  Var_07    C07   C06  C05  C04    -3.50  30.0  2
 LQ4  Var_08    C21   C18  O19  C20  -179.30  30.0  2
 LQ4  Var_09    C08   C07  C06  C05  -177.93   0.0  2
 LQ4  Var_10    N10   C08  C07  C06  -164.84  30.0  1
 LQ4  Var_11    H011  C01  O02  C03   179.70  30.0  3
 LQ4  Var_12    H201  C20  O19  C18   179.20  30.0  3
 LQ4  Var_13    H232  C23  O22  C21  -179.67  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
 LQ4  plan-1  C03   0.020
 LQ4  plan-1  C04   0.020
 LQ4  plan-1  C05   0.020
 LQ4  plan-1  C06   0.020
 LQ4  plan-1  C17   0.020
 LQ4  plan-1  C18   0.020
 LQ4  plan-1  O19   0.020
 LQ4  plan-1  C21   0.020
 LQ4  plan-1  O22   0.020
 LQ4  plan-1  H041  0.020
 LQ4  plan-1  H171  0.020
 LQ4  plan-1  O02   0.020
 LQ4  plan-2  C14   0.020
 LQ4  plan-2  C07   0.020
 LQ4  plan-2  O09   0.020
 LQ4  plan-2  N10   0.020
 LQ4  plan-2  C11   0.020
 LQ4  plan-2  C15   0.020
 LQ4  plan-2  O16   0.020
 LQ4  plan-2  C08   0.020
 LQ4  plan-3  C05   0.020
 LQ4  plan-3  C06   0.020
 LQ4  plan-3  C07   0.020
 LQ4  plan-3  H061  0.020
 LQ4  plan-3  H071  0.020
 LQ4  plan-3  C08   0.020

