# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr  1 12:36:10 2020
#   Inital geometry file: a 143 line input string
#   Ligand name: 1-methyl-5-(1-methyl-3-{[4-(quinolin-2-yl)phenoxy]methyl}-1H-pyrazol-4-yl)pyridin-2(1H)-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cn1cc(c(COc2ccc(cc2)c3ccc4ccccc4n3)n1)C5=CN(C)C(=O)C=C5
#
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
 3SJ  3SJ  1-methyl-5-(1-methyl-3-{[4-(quinolin-2-yl)phenoxy]methyl}-1H-pyrazol-4-yl)pyridin-2(1H)-one  ligand  54  32  .  2022-07-22  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_3SJ
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
 3SJ  C31  C  CR16  0  -0.257   8.4902   1.2587   0.1827
 3SJ  C30  C  CR16  0  -0.257   7.6345   1.8551   1.1328
 3SJ  C32  C  CR16  0  -0.317   7.9942   0.3563  -0.7198
 3SJ  C25  C  CR16  0  -0.182   6.0445  -0.9082  -1.6007
 3SJ  C19  C  CR16  0  -0.324   1.7598  -1.4981  -1.3818
 3SJ  C20  C  CR16  0  -0.265   1.7626  -0.3154   0.6919
 3SJ  C29  C  CR16  0  -0.301   6.3016   1.5442   1.1659
 3SJ  C21  C  CR16  0  -0.359   0.3985  -1.7401  -1.2555
 3SJ  C17  C  CR16  0  -0.328   0.4117  -0.5461   0.8329
 3SJ  C26  C  CR16  0  -0.335   4.7122  -1.1817  -1.5222
 3SJ  C4   C  CR15  0   0.027  -5.7684  -1.2019   0.2015
 3SJ  C27  C  CR66  0   0.080   6.6243   0.0180  -0.7063
 3SJ  C18  C  CR6   0   0.042   2.4723  -0.7885  -0.4190
 3SJ  C3   C  CR5   0  -0.178  -4.4915  -0.7491  -0.0619
 3SJ  C28  C  CR66  0   0.208   5.7625   0.6166   0.2445
 3SJ  C16  C  CR6   0   0.397  -0.2864  -1.2663  -0.1405
 3SJ  C22  C  CR6   0   0.225   3.9209  -0.5239  -0.5409
 3SJ  C2   C  CR5   0   0.280  -3.8143  -1.9075  -0.5031
 3SJ  C12  C  CR16  0  -0.155  -3.1027   1.2165  -0.8290
 3SJ  C11  C  CR16  0  -0.451  -2.6533   2.4839  -0.6522
 3SJ  C9   C  CR16  0  -0.007  -4.3311   1.3635   1.1872
 3SJ  C8   C  CR6   0  -0.077  -3.9783   0.6093   0.1086
 3SJ  C10  C  CR6   0   0.558  -3.0423   3.2758   0.4815
 3SJ  C1   C  CH2   0  -0.316  -2.3941  -2.0434  -0.9264
 3SJ  N24  N  N     0  -0.473   4.4431   0.3351   0.3015
 3SJ  N6   N  N     0  -0.301  -4.6131  -2.9589  -0.4979
 3SJ  N5   N  NR5   0  -0.270  -5.7880  -2.5164  -0.0725
 3SJ  N13  N  NR6   0  -0.500  -3.8960   2.6343   1.3684
 3SJ  O23  O  O     0  -0.521  -2.6801   4.4308   0.6975
 3SJ  O15  O  O2    0  -0.464  -1.5971  -1.4525   0.0862
 3SJ  H1   H  HCR6  0   0.262   9.5403   1.5190   0.1711
 3SJ  H2   H  HCR6  0   0.263   8.0406   2.5658   1.8411
 3SJ  H3   H  HCR6  0   0.261   8.6448  -0.1080  -1.4512
 3SJ  H4   H  HCR6  0   0.271   6.6654  -1.4001  -2.3393
 3SJ  H5   H  HCR6  0   0.258   2.2508  -1.8768  -2.2678
 3SJ  H6   H  HCR6  0   0.257   2.2864   0.2422   1.4560
 3SJ  H7   H  HCR6  0   0.259   5.6384   1.9983   1.8911
 3SJ  H8   H  HCR6  0   0.284  -0.1008  -2.3014  -2.0332
 3SJ  H9   H  HCR6  0   0.263  -0.1190  -0.1709   1.6987
 3SJ  H10  H  HCR6  0   0.270   4.2735  -1.9022  -2.1972
 3SJ  H11  H  HCR5  0   0.294  -6.6463  -0.6796   0.5477
 3SJ  H12  H  HCR6  0   0.265  -2.7988   0.6692  -1.7127
 3SJ  H13  H  HCR6  0   0.271  -1.9908   2.9454  -1.3717
 3SJ  H14  H  HCR6  0   0.298  -4.9752   0.9759   1.9646
 3SJ  H15  H  HCH3  0   0.263  -6.6409  -4.2936   0.5989
 3SJ  H16  H  HCH3  0   0.260  -7.7324  -2.9044   0.5161
 3SJ  H17  H  HCH3  0   0.261  -7.2391  -3.7259  -0.9726
 3SJ  H18  H  HCH3  0   0.260  -3.4575   3.6905   3.1316
 3SJ  H19  H  HCH3  0   0.260  -4.8780   4.2687   2.2520
 3SJ  H20  H  HCH3  0   0.257  -4.9549   2.7497   3.1556
 3SJ  H21  H  HCH2  0   0.261  -2.1474  -3.1015  -1.0620
 3SJ  H22  H  HCH2  0   0.250  -2.2221  -1.5425  -1.8859
 3SJ  C7   C  CH3   0  -0.507  -6.9136  -3.4153   0.0185
 3SJ  C14  C  CH3   0  -0.519  -4.3192   3.3819   2.5436

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
 3SJ  C32  C31  aromatic  1.369  0.020  1.369
 3SJ  C32  C27  aromatic  1.411  0.020  1.411
 3SJ  C31  C30  aromatic  1.411  0.020  1.411
 3SJ  C25  C27  aromatic  1.412  0.020  1.412
 3SJ  C25  C26  aromatic  1.362  0.020  1.362
 3SJ  C27  C28  aromatic  1.416  0.020  1.416
 3SJ  C26  C22  aromatic  1.422  0.020  1.422
 3SJ  C30  C29  aromatic  1.369  0.020  1.369
 3SJ  C28  C29  aromatic  1.414  0.020  1.414
 3SJ  C28  N24  aromatic  1.350  0.020  1.350
 3SJ  C22  N24  aromatic  1.312  0.020  1.312
 3SJ  C22  C18  single    1.478  0.020  1.478
 3SJ  C20  C18  aromatic  1.401  0.020  1.401
 3SJ  C20  C17  aromatic  1.378  0.020  1.378
 3SJ  C18  C19  aromatic  1.392  0.020  1.392
 3SJ  C7   N5   single    1.443  0.020  1.443
 3SJ  N6   N5   aromatic  1.326  0.020  1.326
 3SJ  N6   C2   aromatic  1.320  0.020  1.320
 3SJ  C17  C16  aromatic  1.398  0.020  1.398
 3SJ  C19  C21  aromatic  1.388  0.020  1.388
 3SJ  C1   C2   single    1.488  0.020  1.488
 3SJ  C1   O15  single    1.418  0.020  1.418
 3SJ  N5   C4   aromatic  1.343  0.020  1.343
 3SJ  C2   C3   aromatic  1.412  0.020  1.412
 3SJ  C16  C21  aromatic  1.392  0.020  1.392
 3SJ  C16  O15  single    1.343  0.020  1.343
 3SJ  C4   C3   aromatic  1.380  0.020  1.380
 3SJ  C3   C8   single    1.462  0.020  1.462
 3SJ  C8   C12  single    1.419  0.020  1.419
 3SJ  C8   C9   double    1.363  0.020  1.363
 3SJ  C12  C11  double    1.356  0.020  1.356
 3SJ  C11  C10  single    1.437  0.020  1.437
 3SJ  C9   N13  single    1.355  0.020  1.355
 3SJ  N13  C10  single    1.388  0.020  1.388
 3SJ  N13  C14  single    1.456  0.020  1.456
 3SJ  C10  O23  double    1.230  0.020  1.230
 3SJ  C31  H1   single    0.930  0.020  1.080
 3SJ  C30  H2   single    0.930  0.020  1.080
 3SJ  C32  H3   single    0.930  0.020  1.080
 3SJ  C25  H4   single    0.930  0.020  1.080
 3SJ  C19  H5   single    0.930  0.020  1.080
 3SJ  C20  H6   single    0.930  0.020  1.080
 3SJ  C29  H7   single    0.930  0.020  1.080
 3SJ  C21  H8   single    0.930  0.020  1.080
 3SJ  C17  H9   single    0.930  0.020  1.080
 3SJ  C26  H10  single    0.930  0.020  1.080
 3SJ  C4   H11  single    0.930  0.020  1.080
 3SJ  C12  H12  single    0.930  0.020  1.080
 3SJ  C11  H13  single    0.930  0.020  1.080
 3SJ  C9   H14  single    0.930  0.020  1.080
 3SJ  C7   H15  single    0.970  0.020  1.090
 3SJ  C7   H16  single    0.970  0.020  1.090
 3SJ  C7   H17  single    0.970  0.020  1.090
 3SJ  C14  H18  single    0.970  0.020  1.090
 3SJ  C14  H19  single    0.970  0.020  1.090
 3SJ  C14  H20  single    0.970  0.020  1.090
 3SJ  C1   H21  single    0.970  0.020  1.090
 3SJ  C1   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
 3SJ  H1   C31  C32  120.20  3.000
 3SJ  H1   C31  C30  119.62  3.000
 3SJ  C32  C31  C30  120.18  3.000
 3SJ  H2   C30  C29  119.90  3.000
 3SJ  H2   C30  C31  119.38  3.000
 3SJ  C29  C30  C31  120.71  3.000
 3SJ  H3   C32  C27  119.13  3.000
 3SJ  H3   C32  C31  120.65  3.000
 3SJ  C27  C32  C31  120.22  3.000
 3SJ  H4   C25  C27  119.64  3.000
 3SJ  H4   C25  C26  120.58  3.000
 3SJ  C27  C25  C26  119.78  3.000
 3SJ  H5   C19  C18  120.84  3.000
 3SJ  H5   C19  C21  117.31  3.000
 3SJ  C18  C19  C21  121.85  3.000
 3SJ  H6   C20  C18  119.29  3.000
 3SJ  H6   C20  C17  119.28  3.000
 3SJ  C18  C20  C17  121.43  3.000
 3SJ  H7   C29  C28  118.56  3.000
 3SJ  H7   C29  C30  121.15  3.000
 3SJ  C28  C29  C30  120.28  3.000
 3SJ  H8   C21  C16  121.72  3.000
 3SJ  H8   C21  C19  118.53  3.000
 3SJ  C16  C21  C19  119.75  3.000
 3SJ  H9   C17  C16  119.38  3.000
 3SJ  H9   C17  C20  120.30  3.000
 3SJ  C16  C17  C20  120.32  3.000
 3SJ  H10  C26  C22  120.92  3.000
 3SJ  H10  C26  C25  119.67  3.000
 3SJ  C22  C26  C25  119.41  3.000
 3SJ  H11  C4   N5   121.85  3.000
 3SJ  H11  C4   C3   130.95  3.000
 3SJ  N5   C4   C3   107.20  3.000
 3SJ  C28  C27  C25  116.92  3.000
 3SJ  C28  C27  C32  119.73  3.000
 3SJ  C25  C27  C32  123.35  3.000
 3SJ  C22  C18  C20  120.11  3.000
 3SJ  C20  C18  C19  117.48  3.000
 3SJ  C22  C18  C19  122.41  3.000
 3SJ  C8   C3   C2   129.05  3.000
 3SJ  C8   C3   C4   127.39  3.000
 3SJ  C2   C3   C4   103.54  3.000
 3SJ  N24  C28  C27  122.34  3.000
 3SJ  N24  C28  C29  118.80  3.000
 3SJ  C27  C28  C29  118.87  3.000
 3SJ  O15  C16  C17  116.19  3.000
 3SJ  O15  C16  C21  124.63  3.000
 3SJ  C17  C16  C21  119.18  3.000
 3SJ  N24  C22  C18  117.04  3.000
 3SJ  C18  C22  C26  121.31  3.000
 3SJ  N24  C22  C26  121.65  3.000
 3SJ  N6   C2   C1   120.38  3.000
 3SJ  C1   C2   C3   128.41  3.000
 3SJ  N6   C2   C3   111.20  3.000
 3SJ  H12  C12  C8   119.74  3.000
 3SJ  H12  C12  C11  119.05  3.000
 3SJ  C8   C12  C11  121.20  3.000
 3SJ  H13  C11  C10  117.10  3.000
 3SJ  H13  C11  C12  121.00  3.000
 3SJ  C10  C11  C12  121.89  3.000
 3SJ  H14  C9   N13  115.54  3.000
 3SJ  H14  C9   C8   121.66  3.000
 3SJ  N13  C9   C8   122.80  3.000
 3SJ  C9   C8   C12  116.48  3.000
 3SJ  C9   C8   C3   121.04  3.000
 3SJ  C12  C8   C3   122.48  3.000
 3SJ  O23  C10  N13  120.20  3.000
 3SJ  O23  C10  C11  125.22  3.000
 3SJ  N13  C10  C11  114.58  3.000
 3SJ  H22  C1   H21  107.32  3.000
 3SJ  H22  C1   O15  110.28  3.000
 3SJ  H21  C1   O15  111.38  3.000
 3SJ  H22  C1   C2   110.92  3.000
 3SJ  H21  C1   C2   109.79  3.000
 3SJ  O15  C1   C2   107.17  3.000
 3SJ  C22  N24  C28  119.90  3.000
 3SJ  N5   N6   C2   105.76  3.000
 3SJ  N6   N5   C7   120.23  3.000
 3SJ  N6   N5   C4   112.29  3.000
 3SJ  C7   N5   C4   127.45  3.000
 3SJ  C14  N13  C10  117.21  3.000
 3SJ  C14  N13  C9   119.74  3.000
 3SJ  C10  N13  C9   123.05  3.000
 3SJ  C1   O15  C16  119.07  3.000
 3SJ  H17  C7   H16  109.03  3.000
 3SJ  H17  C7   H15  109.30  3.000
 3SJ  H16  C7   H15  108.94  3.000
 3SJ  H17  C7   N5   110.70  3.000
 3SJ  H16  C7   N5   108.90  3.000
 3SJ  H15  C7   N5   109.94  3.000
 3SJ  H20  C14  H19  108.97  3.000
 3SJ  H20  C14  H18  108.92  3.000
 3SJ  H19  C14  H18  108.69  3.000
 3SJ  H20  C14  N13  109.05  3.000
 3SJ  H19  C14  N13  110.58  3.000
 3SJ  H18  C14  N13  110.59  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
 3SJ  CONST_01  C25  C27  C32  C31   180.00   0.0  0
 3SJ  CONST_02  C28  C27  C32  C31     0.00   0.0  0
 3SJ  CONST_03  C28  C29  C30  C31     0.00   0.0  0
 3SJ  CONST_04  C27  C32  C31  C30     0.00   0.0  0
 3SJ  CONST_05  C27  C28  C29  C30     0.00   0.0  0
 3SJ  CONST_06  N24  C28  C29  C30   180.00   0.0  0
 3SJ  CONST_07  C29  C30  C31  C32     0.00   0.0  0
 3SJ  CONST_08  C26  C25  C27  C32   180.00   0.0  0
 3SJ  CONST_09  C29  C28  C27  C32     0.00   0.0  0
 3SJ  CONST_10  N24  C28  C27  C32   180.00   0.0  0
 3SJ  CONST_11  C29  C28  C27  C25   180.00   0.0  0
 3SJ  CONST_12  N24  C28  C27  C25     0.00   0.0  0
 3SJ  CONST_13  N24  C22  C26  C25     0.00   0.0  0
 3SJ  CONST_14  C18  C22  C26  C25   180.00   0.0  0
 3SJ  CONST_15  C26  C22  C18  C19     0.00   0.0  0
 3SJ  CONST_16  N24  C22  C18  C19   180.00   0.0  0
 3SJ  CONST_17  C17  C20  C18  C19     0.00   0.0  0
 3SJ  CONST_18  C17  C16  C21  C19     0.00   0.0  0
 3SJ  CONST_19  C26  C22  C18  C20   180.00   0.0  0
 3SJ  CONST_20  N24  C22  C18  C20     0.00   0.0  0
 3SJ  CONST_21  C21  C19  C18  C20     0.00   0.0  0
 3SJ  CONST_22  C21  C16  C17  C20     0.00   0.0  0
 3SJ  CONST_23  C22  N24  C28  C29   180.00   0.0  0
 3SJ  CONST_24  C22  C18  C19  C21   180.00   0.0  0
 3SJ  CONST_25  C22  C18  C20  C17   180.00   0.0  0
 3SJ  CONST_26  C28  C27  C25  C26     0.00   0.0  0
 3SJ  CONST_27  C28  N24  C22  C26     0.00   0.0  0
 3SJ  CONST_28  C2   N6   N5   C4      0.00   0.0  0
 3SJ  CONST_29  N6   C2   C3   C4      0.00   0.0  0
 3SJ  CONST_30  C22  C26  C25  C27     0.00   0.0  0
 3SJ  CONST_31  C22  N24  C28  C27     0.00   0.0  0
 3SJ  CONST_32  C28  N24  C22  C18   180.00   0.0  0
 3SJ  CONST_33  C16  C17  C20  C18     0.00   0.0  0
 3SJ  CONST_34  C16  C21  C19  C18     0.00   0.0  0
 3SJ  CONST_35  N5   N6   C2   C3      0.00   0.0  0
 3SJ  CONST_36  N6   N5   C4   C3      0.00   0.0  0
 3SJ  CONST_37  N5   C4   C3   C2      0.00   0.0  0
 3SJ  CONST_38  N6   C2   C3   C8    180.00   0.0  0
 3SJ  CONST_39  N5   C4   C3   C8    180.00   0.0  0
 3SJ  CONST_40  C9   N13  C10  C11     0.00   0.0  0
 3SJ  CONST_41  O15  C16  C21  C19   180.00   0.0  0
 3SJ  CONST_42  O15  C16  C17  C20   180.00   0.0  0
 3SJ  CONST_43  C1   C2   C3   C4    180.00   0.0  0
 3SJ  CONST_44  C7   N5   C4   C3    180.00   0.0  0
 3SJ  CONST_45  C7   N5   N6   C2    180.00   0.0  0
 3SJ  CONST_46  C1   C2   C3   C8      0.00   0.0  0
 3SJ  CONST_47  N5   N6   C2   C1    180.00   0.0  0
 3SJ  CONST_48  C14  N13  C10  C11   180.00   0.0  0
 3SJ  CONST_49  O23  C10  N13  C9    180.00   0.0  0
 3SJ  CONST_50  H7   C29  C30  C31   180.00   0.0  0
 3SJ  CONST_51  H3   C32  C31  C30   180.00   0.0  0
 3SJ  CONST_52  H2   C30  C31  C32   180.00   0.0  0
 3SJ  CONST_53  H4   C25  C27  C32     0.00   0.0  0
 3SJ  CONST_54  H6   C20  C18  C19   180.00   0.0  0
 3SJ  CONST_55  H5   C19  C18  C20   180.00   0.0  0
 3SJ  CONST_56  H1   C31  C30  C29   180.00   0.0  0
 3SJ  CONST_57  H9   C17  C16  C21   180.00   0.0  0
 3SJ  CONST_58  H8   C21  C16  C17   180.00   0.0  0
 3SJ  CONST_59  H10  C26  C25  C27   180.00   0.0  0
 3SJ  CONST_60  H11  C4   C3   C2    180.00   0.0  0
 3SJ  CONST_61  O23  C10  N13  C14     0.00   0.0  0
 3SJ  Var_01    C12  C8   C3   C4   -139.69  30.0  2
 3SJ  Var_02    O15  C1   C2   C3     50.24  30.0  1
 3SJ  Var_03    C2   C1   O15  C16  -170.32  30.0  2
 3SJ  Var_04    H15  C7   N5   C4   -129.10  30.0  2
 3SJ  Var_05    H18  C14  N13  C9    120.95  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
 3SJ  plan-1  C4   0.020
 3SJ  plan-1  C3   0.020
 3SJ  plan-1  C2   0.020
 3SJ  plan-1  C8   0.020
 3SJ  plan-1  C1   0.020
 3SJ  plan-1  N6   0.020
 3SJ  plan-1  N5   0.020
 3SJ  plan-1  H11  0.020
 3SJ  plan-1  C7   0.020
 3SJ  plan-2  C19  0.020
 3SJ  plan-2  C20  0.020
 3SJ  plan-2  C21  0.020
 3SJ  plan-2  C17  0.020
 3SJ  plan-2  C18  0.020
 3SJ  plan-2  C16  0.020
 3SJ  plan-2  C22  0.020
 3SJ  plan-2  O15  0.020
 3SJ  plan-2  H5   0.020
 3SJ  plan-2  H6   0.020
 3SJ  plan-2  H8   0.020
 3SJ  plan-2  H9   0.020
 3SJ  plan-3  C3   0.020
 3SJ  plan-3  C12  0.020
 3SJ  plan-3  C11  0.020
 3SJ  plan-3  C9   0.020
 3SJ  plan-3  C8   0.020
 3SJ  plan-3  C10  0.020
 3SJ  plan-3  N13  0.020
 3SJ  plan-3  O23  0.020
 3SJ  plan-3  H12  0.020
 3SJ  plan-3  H13  0.020
 3SJ  plan-3  H14  0.020
 3SJ  plan-3  C14  0.020
 3SJ  plan-4  C31  0.020
 3SJ  plan-4  C30  0.020
 3SJ  plan-4  C32  0.020
 3SJ  plan-4  C25  0.020
 3SJ  plan-4  C29  0.020
 3SJ  plan-4  C26  0.020
 3SJ  plan-4  C27  0.020
 3SJ  plan-4  C18  0.020
 3SJ  plan-4  C28  0.020
 3SJ  plan-4  C22  0.020
 3SJ  plan-4  N24  0.020
 3SJ  plan-4  H1   0.020
 3SJ  plan-4  H2   0.020
 3SJ  plan-4  H3   0.020
 3SJ  plan-4  H4   0.020
 3SJ  plan-4  H7   0.020
 3SJ  plan-4  H10  0.020

