# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat May  9 17:29:43 2020
#   Inital geometry file: a 147 line input string
#   Ligand name: 4-{[(E)-2-(4-chlorophenyl)ethenyl]sulfonyl}-1-[(1-pyridin-4-ylpiperidin-4-yl)methyl]piperazin-2-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Clc1ccc(cc1)\C=C\[S](=O)(=O)N2CCN(CC3CCN(CC3)c4ccncc4)C(=O)C2
#
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
 XMJ  XMJ  4-{[(E)-2-(4-chlorophenyl)ethenyl]sulfonyl}-1-[(1-pyridin-4-ylpiperidin-4-yl)methyl]piperazin-2-one  ligand  59  32  .  2021-08-24  2021-08-24  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_XMJ
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
 XMJ  C1    C   C1     0  -0.187   0.9425  -0.0880  -4.4989
 XMJ  C2    C   C1     0  -0.512   0.7984  -1.1663  -3.7271
 XMJ  C3    C   CR16   0  -0.303   0.4327   1.4169  -6.3638
 XMJ  S4    S   S      0   1.375   1.7281  -1.3554  -2.2531
 XMJ  C5    C   CR6    0   0.152   0.2054   0.1969  -5.7252
 XMJ  O7    O   OS     0  -0.652   2.1038  -2.7537  -2.1369
 XMJ  C8    C   C      0   0.540  -0.7038   0.5846   0.2781
 XMJ  O9    O   O      0  -0.503  -1.0333   1.7402   0.5079
 XMJ  C10   C   CH2    0  -0.391   0.2076   0.3337  -0.9106
 XMJ  N11   N   N     -1  -0.584   0.6763  -1.0389  -1.0102
 XMJ  C12   C   CR16   0  -0.313  -0.7176  -0.6890  -6.2873
 XMJ  C13   C   CH2    0  -0.263  -0.7781  -1.8361   0.7068
 XMJ  C14   C   CH2    0  -0.348  -0.3829  -2.0020  -0.7394
 XMJ  C15   C   CR16   0  -0.196  -0.2414   1.7576  -7.5248
 XMJ  N16   N   NT     0  -0.469  -1.1201  -0.4567   1.0136
 XMJ  C17   C   CR16   0  -0.184  -1.3960  -0.3643  -7.4463
 XMJ  C18   C   CR6    0  -0.048  -1.1529   0.8603  -8.0566
 XMJ  O19   O   OS     0  -0.650   2.7506  -0.3241  -2.1977
 XMJ  C20   C   CH2    0  -0.281  -1.9346  -0.2031   2.1944
 XMJ  C21   C   CR16   0  -0.077   1.7436  -0.5537   9.1232
 XMJ  N22   N   NT     0  -0.509  -0.2243   0.2872   6.1330
 XMJ  C23   C   CR6    0   0.474   0.2418   0.2636   7.4200
 XMJ  C24   C   CR16   0  -0.410   1.3368  -0.5346   7.8057
 XMJ  C25   C   CH2    0  -0.305  -1.4073   1.0637   5.8055
 XMJ  C26   C   CR16   0  -0.429  -0.3485   1.0059   8.4589
 XMJ  C27   C   CH2    0  -0.301   0.7039   0.1379   5.0200
 XMJ  C28   C   CH1    0  -0.262  -1.1746   0.3812   3.3817
 XMJ  C29   C   CH2    0  -0.425  -2.1105   0.5044   4.5774
 XMJ  N30   N   N      0  -0.434   1.1783   0.1466  10.1050
 XMJ  C31   C   CR16   0  -0.076   0.1494   0.9055   9.7448
 XMJ  C32   C   CH2    0  -0.427   0.0325  -0.4519   3.7915
 XMJ  H1    H   H      0   0.297   1.6690   0.6660  -4.2141
 XMJ  H2    H   H      0   0.327   0.0982  -1.9713  -3.9171
 XMJ  H3    H   HCR6   0   0.277   1.1452   2.1162  -5.9446
 XMJ  H101  H   HCH2   0   0.307   1.0544   1.0097  -0.7996
 XMJ  H102  H   HCH2   0   0.276  -0.3507   0.6466  -1.8039
 XMJ  H12   H   HCR6   0   0.272  -0.9167  -1.6482  -5.8280
 XMJ  H131  H   HCH2   0   0.267  -1.6498  -2.4612   0.9036
 XMJ  H132  H   HCH2   0   0.255   0.0317  -2.1889   1.3506
 XMJ  H141  H   HCH2   0   0.259  -1.2443  -1.8470  -1.4002
 XMJ  H142  H   HCH2   0   0.294  -0.0213  -3.0171  -0.8849
 XMJ  H15   H   HCR6   0   0.288  -0.0558   2.7086  -8.0045
 XMJ  H17   H   HCR6   0   0.289  -2.1072  -1.0579  -7.8728
 XMJ  H201  H   HCH2   0   0.260  -2.7586   0.4618   1.9263
 XMJ  H202  H   HCH2   0   0.245  -2.3821  -1.1552   2.4865
 XMJ  H24   H   HCR6   0   0.271   1.8620  -1.1639   7.1022
 XMJ  H251  H   HCH2   0   0.224  -1.1503   2.1200   5.6418
 XMJ  H252  H   HCH2   0   0.258  -2.1061   1.0272   6.6390
 XMJ  H26   H   HCR6   0   0.272  -1.1754   1.6789   8.2874
 XMJ  H271  H   HCH2   0   0.227   1.1276   1.1192   4.7627
 XMJ  H272  H   HCH2   0   0.263   1.5376  -0.4952   5.3094
 XMJ  H28   H   HCH1   0   0.236  -0.8238   1.3841   3.1150
 XMJ  H291  H   HCH2   0   0.245  -2.9566   1.1542   4.3403
 XMJ  H292  H   HCH2   0   0.225  -2.5226  -0.4803   4.8224
 XMJ  H31   H   HCR6   0   0.255  -0.3154   1.4941  10.5295
 XMJ  H321  H   HCH2   0   0.224  -0.2729  -1.4830   3.9984
 XMJ  H322  H   HCH2   0   0.242   0.7759  -0.4874   2.9916
 XMJ  CL6   CL  CL     0  -0.112  -2.0028   1.2670  -9.5055
 XMJ  H21   H   HCR6   0   0.255   2.5828  -1.1836   9.4009

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
 XMJ  C1   C2    double    1.334  0.020  1.334
 XMJ  C1   C5    single    1.459  0.020  1.459
 XMJ  C1   H1    single    0.930  0.020  1.080
 XMJ  C2   S4    single    1.753  0.020  1.753
 XMJ  C2   H2    single    0.930  0.020  1.080
 XMJ  C3   C5    aromatic  1.396  0.020  1.396
 XMJ  C3   C15   aromatic  1.385  0.020  1.385
 XMJ  C3   H3    single    0.930  0.020  1.080
 XMJ  S4   O7    double    1.452  0.020  1.452
 XMJ  S4   N11   single    1.659  0.020  1.659
 XMJ  S4   O19   double    1.453  0.020  1.453
 XMJ  C5   C12   aromatic  1.397  0.020  1.397
 XMJ  CL6  C18   single    1.728  0.020  1.728
 XMJ  C8   O9    double    1.223  0.020  1.223
 XMJ  C8   C10   single    1.519  0.020  1.519
 XMJ  C8   N16   single    1.341  0.020  1.341
 XMJ  C10  N11   single    1.454  0.020  1.454
 XMJ  C10  H101  single    0.970  0.020  1.090
 XMJ  C10  H102  single    0.970  0.020  1.090
 XMJ  N11  C14   single    1.457  0.020  1.457
 XMJ  C12  C17   aromatic  1.382  0.020  1.382
 XMJ  C12  H12   single    0.930  0.020  1.080
 XMJ  C13  C14   single    1.508  0.020  1.508
 XMJ  C13  N16   single    1.454  0.020  1.454
 XMJ  C13  H131  single    0.970  0.020  1.090
 XMJ  C13  H132  single    0.970  0.020  1.090
 XMJ  C14  H141  single    0.970  0.020  1.090
 XMJ  C14  H142  single    0.970  0.020  1.090
 XMJ  C15  C18   aromatic  1.385  0.020  1.385
 XMJ  C15  H15   single    0.930  0.020  1.080
 XMJ  N16  C20   single    1.457  0.020  1.457
 XMJ  C17  C18   aromatic  1.390  0.020  1.390
 XMJ  C17  H17   single    0.930  0.020  1.080
 XMJ  C20  C28   single    1.526  0.020  1.526
 XMJ  C20  H201  single    0.970  0.020  1.090
 XMJ  C20  H202  single    0.970  0.020  1.090
 XMJ  C21  C24   aromatic  1.379  0.020  1.379
 XMJ  C21  N30   aromatic  1.332  0.020  1.332
 XMJ  C21  H21   single    0.930  0.020  1.080
 XMJ  N22  C23   single    1.369  0.020  1.369
 XMJ  N22  C25   single    1.452  0.020  1.452
 XMJ  N22  C27   single    1.457  0.020  1.457
 XMJ  C23  C24   aromatic  1.409  0.020  1.409
 XMJ  C23  C26   aromatic  1.407  0.020  1.407
 XMJ  C24  H24   single    0.930  0.020  1.080
 XMJ  C25  C29   single    1.522  0.020  1.522
 XMJ  C25  H251  single    0.970  0.020  1.090
 XMJ  C25  H252  single    0.970  0.020  1.090
 XMJ  C26  C31   aromatic  1.383  0.020  1.383
 XMJ  C26  H26   single    0.930  0.020  1.080
 XMJ  C27  C32   single    1.519  0.020  1.519
 XMJ  C27  H271  single    0.970  0.020  1.090
 XMJ  C27  H272  single    0.970  0.020  1.090
 XMJ  C28  C29   single    1.523  0.020  1.523
 XMJ  C28  C32   single    1.523  0.020  1.523
 XMJ  C28  H28   single    0.970  0.020  1.090
 XMJ  C29  H291  single    0.970  0.020  1.090
 XMJ  C29  H292  single    0.970  0.020  1.090
 XMJ  N30  C31   aromatic  1.328  0.020  1.328
 XMJ  C31  H31   single    0.930  0.020  1.080
 XMJ  C32  H321  single    0.970  0.020  1.090
 XMJ  C32  H322  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
 XMJ  H1    C1   C5    115.04  3.000
 XMJ  H1    C1   C2    118.82  3.000
 XMJ  C5    C1   C2    126.13  3.000
 XMJ  H2    C2   S4    114.20  3.000
 XMJ  H2    C2   C1    124.67  3.000
 XMJ  S4    C2   C1    121.09  3.000
 XMJ  H3    C3   C15   119.07  3.000
 XMJ  H3    C3   C5    119.65  3.000
 XMJ  C15   C3   C5    121.28  3.000
 XMJ  O19   S4   N11   106.39  3.000
 XMJ  O19   S4   O7    119.88  3.000
 XMJ  N11   S4   O7    106.73  3.000
 XMJ  O19   S4   C2    109.18  3.000
 XMJ  N11   S4   C2    105.85  3.000
 XMJ  O7    S4   C2    107.95  3.000
 XMJ  C12   C5   C3    118.54  3.000
 XMJ  C12   C5   C1    123.23  3.000
 XMJ  C3    C5   C1    118.23  3.000
 XMJ  N16   C8   C10   119.16  3.000
 XMJ  N16   C8   O9    123.15  3.000
 XMJ  C10   C8   O9    117.69  3.000
 XMJ  H102  C10  H101  107.52  3.000
 XMJ  H102  C10  N11   112.14  3.000
 XMJ  H101  C10  N11   110.01  3.000
 XMJ  H102  C10  C8    106.52  3.000
 XMJ  H101  C10  C8    106.52  3.000
 XMJ  N11   C10  C8    113.77  3.000
 XMJ  C14   N11  C10   112.14  3.000
 XMJ  C14   N11  S4    118.30  3.000
 XMJ  C10   N11  S4    115.85  3.000
 XMJ  H12   C12  C17   118.30  3.000
 XMJ  H12   C12  C5    120.86  3.000
 XMJ  C17   C12  C5    120.84  3.000
 XMJ  H132  C13  H131  107.50  3.000
 XMJ  H132  C13  N16   110.87  3.000
 XMJ  H131  C13  N16   108.52  3.000
 XMJ  H132  C13  C14   109.58  3.000
 XMJ  H131  C13  C14   108.63  3.000
 XMJ  N16   C13  C14   111.62  3.000
 XMJ  H142  C14  H141  108.22  3.000
 XMJ  H142  C14  C13   108.55  3.000
 XMJ  H141  C14  C13   110.87  3.000
 XMJ  H142  C14  N11   110.51  3.000
 XMJ  H141  C14  N11   111.45  3.000
 XMJ  C13   C14  N11   107.21  3.000
 XMJ  H15   C15  C18   120.83  3.000
 XMJ  H15   C15  C3    120.31  3.000
 XMJ  C18   C15  C3    118.86  3.000
 XMJ  C20   N16  C13   117.89  3.000
 XMJ  C20   N16  C8    118.88  3.000
 XMJ  C13   N16  C8    123.22  3.000
 XMJ  H17   C17  C18   120.48  3.000
 XMJ  H17   C17  C12   120.21  3.000
 XMJ  C18   C17  C12   119.32  3.000
 XMJ  C17   C18  C15   121.15  3.000
 XMJ  C17   C18  CL6   119.31  3.000
 XMJ  C15   C18  CL6   119.54  3.000
 XMJ  H202  C20  H201  106.69  3.000
 XMJ  H202  C20  C28   109.27  3.000
 XMJ  H201  C20  C28   109.49  3.000
 XMJ  H202  C20  N16   107.11  3.000
 XMJ  H201  C20  N16   109.20  3.000
 XMJ  C28   C20  N16   114.77  3.000
 XMJ  H21   C21  N30   116.40  3.000
 XMJ  H21   C21  C24   118.72  3.000
 XMJ  N30   C21  C24   124.87  3.000
 XMJ  C27   N22  C25   113.67  3.000
 XMJ  C27   N22  C23   119.97  3.000
 XMJ  C25   N22  C23   119.90  3.000
 XMJ  C26   C23  C24   115.02  3.000
 XMJ  C26   C23  N22   122.84  3.000
 XMJ  C24   C23  N22   122.12  3.000
 XMJ  H24   C24  C23   121.98  3.000
 XMJ  H24   C24  C21   118.08  3.000
 XMJ  C23   C24  C21   119.92  3.000
 XMJ  H252  C25  H251  107.24  3.000
 XMJ  H252  C25  C29   108.00  3.000
 XMJ  H251  C25  C29   109.94  3.000
 XMJ  H252  C25  N22   109.41  3.000
 XMJ  H251  C25  N22   110.91  3.000
 XMJ  C29   C25  N22   111.21  3.000
 XMJ  H26   C26  C31   117.95  3.000
 XMJ  H26   C26  C23   122.21  3.000
 XMJ  C31   C26  C23   119.83  3.000
 XMJ  H272  C27  H271  106.67  3.000
 XMJ  H272  C27  C32   109.17  3.000
 XMJ  H271  C27  C32   109.13  3.000
 XMJ  H272  C27  N22   110.19  3.000
 XMJ  H271  C27  N22   109.44  3.000
 XMJ  C32   C27  N22   112.09  3.000
 XMJ  H28   C28  C32   108.21  3.000
 XMJ  H28   C28  C29   108.29  3.000
 XMJ  C32   C28  C29   108.66  3.000
 XMJ  H28   C28  C20   108.70  3.000
 XMJ  C32   C28  C20   113.24  3.000
 XMJ  C29   C28  C20   109.61  3.000
 XMJ  H292  C29  H291  106.97  3.000
 XMJ  H292  C29  C28   109.52  3.000
 XMJ  H291  C29  C28   110.70  3.000
 XMJ  H292  C29  C25   108.90  3.000
 XMJ  H291  C29  C25   108.32  3.000
 XMJ  C28   C29  C25   112.28  3.000
 XMJ  C31   N30  C21   115.43  3.000
 XMJ  H31   C31  N30   116.46  3.000
 XMJ  H31   C31  C26   118.60  3.000
 XMJ  N30   C31  C26   124.93  3.000
 XMJ  H322  C32  H321  107.31  3.000
 XMJ  H322  C32  C28   111.10  3.000
 XMJ  H321  C32  C28   110.17  3.000
 XMJ  H322  C32  C27   107.70  3.000
 XMJ  H321  C32  C27   109.64  3.000
 XMJ  C28   C32  C27   110.82  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
 XMJ  CONST_01  C17  C12  C5   C3      0.00   0.0  0
 XMJ  CONST_02  C17  C18  C15  C3      0.00   0.0  0
 XMJ  CONST_03  C18  C15  C3   C5      0.00   0.0  0
 XMJ  CONST_04  C18  C17  C12  C5      0.00   0.0  0
 XMJ  CONST_05  C15  C3   C5   C12     0.00   0.0  0
 XMJ  CONST_06  C15  C18  C17  C12     0.00   0.0  0
 XMJ  CONST_07  C26  C23  C24  C21     0.00   0.0  0
 XMJ  CONST_08  C26  C31  N30  C21     0.00   0.0  0
 XMJ  CONST_09  N30  C21  C24  C23     0.00   0.0  0
 XMJ  CONST_10  N30  C31  C26  C23     0.00   0.0  0
 XMJ  CONST_11  C31  N30  C21  C24     0.00   0.0  0
 XMJ  CONST_12  C31  C26  C23  C24     0.00   0.0  0
 XMJ  CONST_13  N22  C23  C24  C21   180.00   0.0  0
 XMJ  CONST_14  C31  C26  C23  N22   180.00   0.0  0
 XMJ  CONST_15  C13  N16  C8   C10     0.00   0.0  0
 XMJ  CONST_16  C15  C3   C5   C1    180.00   0.0  0
 XMJ  CONST_17  C17  C12  C5   C1    180.00   0.0  0
 XMJ  CONST_18  CL6  C18  C15  C3    180.00   0.0  0
 XMJ  CONST_19  C12  C17  C18  CL6   180.00   0.0  0
 XMJ  CONST_20  C13  N16  C8   O9    180.00   0.0  0
 XMJ  CONST_21  C20  N16  C8   C10   180.00   0.0  0
 XMJ  CONST_22  H12  C12  C5   C3    180.00   0.0  0
 XMJ  CONST_23  H15  C15  C3   C5    180.00   0.0  0
 XMJ  CONST_24  H17  C17  C12  C5    180.00   0.0  0
 XMJ  CONST_25  H3   C3   C5   C12   180.00   0.0  0
 XMJ  CONST_26  H31  C31  N30  C21   180.00   0.0  0
 XMJ  CONST_27  H24  C24  C23  N22     0.00   0.0  0
 XMJ  CONST_28  H26  C26  C23  N22     0.00   0.0  0
 XMJ  CONST_29  H21  C21  C24  C23   180.00   0.0  0
 XMJ  CONST_30  C20  N16  C8   O9      0.00   0.0  0
 XMJ  CONST_31  C5   C1   C2   S4    180.00   0.0  0
 XMJ  CONST_32  H2   C2   C1   C5      0.00   0.0  0
 XMJ  CONST_33  H1   C1   C2   S4      0.00   0.0  0
 XMJ  Var_01    C14  C13  N16  C8    -21.51  30.0  1
 XMJ  Var_02    N16  C8   C10  N11    -7.79  30.0  1
 XMJ  Var_03    N16  C13  C14  N11    53.69  30.0  1
 XMJ  Var_04    C28  C29  C25  N22   -54.26  30.0  1
 XMJ  Var_05    C28  C32  C27  N22    55.61  30.0  1
 XMJ  Var_06    C29  C25  N22  C23  -154.48  30.0  1
 XMJ  Var_07    C32  C27  N22  C23   153.14  30.0  1
 XMJ  Var_08    C25  N22  C23  C24   176.20  30.0  2
 XMJ  Var_09    C28  C20  N16  C8    -73.38  30.0  3
 XMJ  Var_10    C3   C5   C1   C2    176.28  30.0  2
 XMJ  Var_11    N11  S4   C2   C1    104.53  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
 XMJ  chir_01  N11  S4   C10  C14  negativ
 XMJ  chir_02  C28  C20  C29  C32  negativ

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
 XMJ  plan-1  C1   0.020
 XMJ  plan-1  C3   0.020
 XMJ  plan-1  C5   0.020
 XMJ  plan-1  C12  0.020
 XMJ  plan-1  C15  0.020
 XMJ  plan-1  C17  0.020
 XMJ  plan-1  C18  0.020
 XMJ  plan-1  H3   0.020
 XMJ  plan-1  H12  0.020
 XMJ  plan-1  H15  0.020
 XMJ  plan-1  H17  0.020
 XMJ  plan-1  CL6  0.020
 XMJ  plan-2  C21  0.020
 XMJ  plan-2  N22  0.020
 XMJ  plan-2  C23  0.020
 XMJ  plan-2  C24  0.020
 XMJ  plan-2  C26  0.020
 XMJ  plan-2  N30  0.020
 XMJ  plan-2  C31  0.020
 XMJ  plan-2  H24  0.020
 XMJ  plan-2  H26  0.020
 XMJ  plan-2  H31  0.020
 XMJ  plan-2  H21  0.020
 XMJ  plan-3  C8   0.020
 XMJ  plan-3  O9   0.020
 XMJ  plan-3  C10  0.020
 XMJ  plan-3  C13  0.020
 XMJ  plan-3  N16  0.020
 XMJ  plan-3  C20  0.020
 XMJ  plan-4  C1   0.020
 XMJ  plan-4  C2   0.020
 XMJ  plan-4  S4   0.020
 XMJ  plan-4  C5   0.020
 XMJ  plan-4  H1   0.020
 XMJ  plan-4  H2   0.020

