# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr  9 06:27:04 2020
#   Inital geometry file: a 131 line input string
#   Ligand name: (3S,4S)-1-[(2-chlorophenyl)sulfonyl]-N-[(2E)-2-iminoethyl]-4-(morpholin-4-ylcarbonyl)pyrrolidine-3-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Clc1ccccc1[S](=O)(=O)N2C[C@H]([C@@H](C2)C(=O)N3CCOCC3)C(=O)NCC=N
#
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
 2EV  2EV  (3S,4S)-1-[(2-chlorophenyl)sulfonyl]-N-[(2E)-2-iminoethyl]-4-(morpholin-4-ylcarbonyl)pyrrolidine-3-carboxamide  ligand  52  29  .  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_2EV
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
 2EV  S1   S   S     0   1.419  -2.8198   0.8529   1.0609
 2EV  N2   N   N     0  -0.638  -1.4501   0.0880   0.6470
 2EV  C3   C   CH1   0  -0.445   0.7590  -0.3155   0.1465
 2EV  C4   C   CH1   0  -0.427   0.1182  -1.6275   0.5802
 2EV  C5   C   C     0   0.607   2.2219  -0.2216   0.5421
 2EV  C6   C   CR6   0  -0.151  -2.8129   2.2827  -0.0006
 2EV  C7   C   CH2   0  -0.228  -0.1458   0.7108   0.8300
 2EV  C8   C   CH2   0  -0.204  -1.3806  -1.3563   0.4107
 2EV  N9   N   NR6   0  -0.474   2.9443   0.7943   0.0300
 2EV  C10  C   C     0   0.593   0.5891  -2.8155  -0.2309
 2EV  N11  N   N     0  -0.544   2.9979  -6.6142   0.4012
 2EV  O12  O   OS    0  -0.645  -3.9222  -0.0242   0.7066
 2EV  O13  O   OS    0  -0.643  -2.7469   1.3616   2.4226
 2EV  C14  C   C1    0  -0.017   2.4757  -5.5045   0.1055
 2EV  C15  C   CR6   0  -0.015  -2.8049   2.1737  -1.3901
 2EV  O16  O   O     0  -0.487   2.7004  -1.0490   1.3061
 2EV  O17  O   O     0  -0.481   0.9007  -2.7125  -1.4069
 2EV  N18  N   NH1   0  -0.635   0.5938  -3.9808   0.4371
 2EV  O19  O   O     0  -0.481   4.7402   2.1574  -1.6667
 2EV  CL1  CL  CL    0  -0.086  -2.7667   0.6424  -2.1812
 2EV  C21  C   CR16  0  -0.255  -2.8322   3.5408   0.5900
 2EV  C22  C   C     0  -0.332   2.4684   1.8147  -0.8884
 2EV  C23  C   C     0  -0.326   4.3330   0.9917   0.4171
 2EV  C24  C   CH2   0  -0.385   1.0158  -5.2292  -0.1463
 2EV  C25  C   C     0  -0.186   5.2015   1.1276  -0.8205
 2EV  C26  C   C     0  -0.174   3.4139   1.9199  -2.0747
 2EV  C27  C   CR16  0  -0.199  -2.8161   3.3138  -2.1767
 2EV  C28  C   CR16  0  -0.230  -2.8460   4.6812  -0.1969
 2EV  C29  C   CR16  0  -0.246  -2.8383   4.5648  -1.5780
 2EV  H1   H   HCH1  0   0.299   0.6476  -0.2197  -0.9373
 2EV  H2   H   HCH1  0   0.295   0.3238  -1.7940   1.6398
 2EV  H3   H   HCH2  0   0.266  -0.1127   1.6946   0.3596
 2EV  H4   H   HCH2  0   0.267   0.1131   0.8297   1.8865
 2EV  H5   H   HCH2  0   0.274  -1.9686  -1.9273   1.1274
 2EV  H6   H   HCH2  0   0.249  -1.7298  -1.5951  -0.5957
 2EV  H7   H   H     0   0.337   2.2899  -7.3435   0.4759
 2EV  H8   H   H     0   0.243   3.1359  -4.6412   0.0026
 2EV  H9   H   HNH1  0   0.411   0.3919  -3.9742   1.4241
 2EV  H10  H   HCR6  0   0.293  -2.8336   3.6316   1.6666
 2EV  H11  H   H     0   0.263   1.4762   1.5834  -1.2660
 2EV  H12  H   H     0   0.258   2.4091   2.7754  -0.3666
 2EV  H13  H   H     0   0.251   4.4069   1.8963   1.0297
 2EV  H14  H   H     0   0.272   4.6737   0.1521   1.0169
 2EV  H15  H   HCH2  0   0.279   0.8470  -5.1892  -1.2242
 2EV  H16  H   HCH2  0   0.281   0.4007  -6.0393   0.2486
 2EV  H17  H   H     0   0.211   5.2240   0.1683  -1.3564
 2EV  H18  H   H     0   0.247   6.2224   1.3754  -0.5277
 2EV  H19  H   H     0   0.249   3.1092   2.7513  -2.7114
 2EV  H20  H   H     0   0.211   3.3503   0.9964  -2.6672
 2EV  H21  H   HCR6  0   0.295  -2.8075   3.2235  -3.2541
 2EV  H22  H   HCR6  0   0.279  -2.8605   5.6553   0.2717
 2EV  H23  H   HCR6  0   0.284  -2.8471   5.4482  -2.2018

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
 2EV  CL1  C15  single    1.724  0.020  1.724
 2EV  N11  C14  double    1.262  0.020  1.262
 2EV  C14  C24  single    1.507  0.020  1.507
 2EV  O17  C10  double    1.221  0.020  1.221
 2EV  C8   N2   single    1.465  0.020  1.465
 2EV  C8   C4   single    1.533  0.020  1.533
 2EV  C15  C27  aromatic  1.385  0.020  1.385
 2EV  C15  C6   aromatic  1.394  0.020  1.394
 2EV  C27  C29  aromatic  1.387  0.020  1.387
 2EV  O12  S1   double    1.453  0.020  1.453
 2EV  C24  N18  single    1.441  0.020  1.441
 2EV  C10  N18  single    1.343  0.020  1.343
 2EV  C10  C4   single    1.514  0.020  1.514
 2EV  N2   S1   single    1.622  0.020  1.622
 2EV  N2   C7   single    1.457  0.020  1.457
 2EV  C4   C3   single    1.523  0.020  1.523
 2EV  S1   C6   single    1.781  0.020  1.781
 2EV  S1   O13  double    1.455  0.020  1.455
 2EV  C6   C21  aromatic  1.390  0.020  1.390
 2EV  C29  C28  aromatic  1.386  0.020  1.386
 2EV  C3   C7   single    1.529  0.020  1.529
 2EV  C3   C5   single    1.518  0.020  1.518
 2EV  C26  C22  single    1.521  0.020  1.521
 2EV  C26  O19  single    1.408  0.020  1.408
 2EV  C22  N9   single    1.453  0.020  1.453
 2EV  C21  C28  aromatic  1.386  0.020  1.386
 2EV  C5   N9   single    1.348  0.020  1.348
 2EV  C5   O16  double    1.224  0.020  1.224
 2EV  N9   C23  single    1.455  0.020  1.455
 2EV  O19  C25  single    1.411  0.020  1.411
 2EV  C25  C23  single    1.518  0.020  1.518
 2EV  C3   H1   single    0.970  0.020  1.090
 2EV  C4   H2   single    0.970  0.020  1.090
 2EV  C7   H3   single    0.970  0.020  1.090
 2EV  C7   H4   single    0.970  0.020  1.090
 2EV  C8   H5   single    0.970  0.020  1.090
 2EV  C8   H6   single    0.970  0.020  1.090
 2EV  N11  H7   single    0.890  0.020  1.040
 2EV  C14  H8   single    0.930  0.020  1.080
 2EV  N18  H9   single    0.860  0.020  1.020
 2EV  C21  H10  single    0.930  0.020  1.080
 2EV  C22  H11  single    0.970  0.020  1.090
 2EV  C22  H12  single    0.970  0.020  1.090
 2EV  C23  H13  single    0.970  0.020  1.090
 2EV  C23  H14  single    0.970  0.020  1.090
 2EV  C24  H15  single    0.970  0.020  1.090
 2EV  C24  H16  single    0.970  0.020  1.090
 2EV  C25  H17  single    0.970  0.020  1.090
 2EV  C25  H18  single    0.970  0.020  1.090
 2EV  C26  H19  single    0.970  0.020  1.090
 2EV  C26  H20  single    0.970  0.020  1.090
 2EV  C27  H21  single    0.930  0.020  1.080
 2EV  C28  H22  single    0.930  0.020  1.080
 2EV  C29  H23  single    0.930  0.020  1.080

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
 2EV  O13  S1   O12  118.50  3.000
 2EV  O13  S1   C6   106.08  3.000
 2EV  O12  S1   C6   110.02  3.000
 2EV  O13  S1   N2   111.17  3.000
 2EV  C6   S1   N2   102.89  3.000
 2EV  O12  S1   N2   107.08  3.000
 2EV  C8   N2   C7   113.53  3.000
 2EV  C7   N2   S1   121.48  3.000
 2EV  C8   N2   S1   123.09  3.000
 2EV  H1   C3   C7   108.89  3.000
 2EV  H1   C3   C5   110.55  3.000
 2EV  C7   C3   C5   114.33  3.000
 2EV  H1   C3   C4   108.34  3.000
 2EV  C5   C3   C4   112.61  3.000
 2EV  C7   C3   C4   101.64  3.000
 2EV  H2   C4   C10  109.98  3.000
 2EV  H2   C4   C8   108.56  3.000
 2EV  C10  C4   C8   112.57  3.000
 2EV  H2   C4   C3   109.17  3.000
 2EV  C10  C4   C3   113.12  3.000
 2EV  C8   C4   C3   103.15  3.000
 2EV  O16  C5   N9   122.51  3.000
 2EV  O16  C5   C3   119.84  3.000
 2EV  N9   C5   C3   117.65  3.000
 2EV  C21  C6   C15  119.63  3.000
 2EV  C21  C6   S1   118.26  3.000
 2EV  C15  C6   S1   122.11  3.000
 2EV  H4   C7   H3   108.13  3.000
 2EV  H4   C7   C3   111.37  3.000
 2EV  H3   C7   C3   113.23  3.000
 2EV  H4   C7   N2   112.31  3.000
 2EV  H3   C7   N2   111.00  3.000
 2EV  C3   C7   N2   100.76  3.000
 2EV  H6   C8   H5   108.63  3.000
 2EV  H6   C8   C4   112.09  3.000
 2EV  H5   C8   C4   111.26  3.000
 2EV  H6   C8   N2   110.43  3.000
 2EV  H5   C8   N2   112.66  3.000
 2EV  C4   C8   N2   101.71  3.000
 2EV  C23  N9   C22  112.67  3.000
 2EV  C23  N9   C5   120.85  3.000
 2EV  C22  N9   C5   126.44  3.000
 2EV  N18  C10  O17  123.46  3.000
 2EV  N18  C10  C4   114.55  3.000
 2EV  O17  C10  C4   121.96  3.000
 2EV  H7   N11  C14  111.04  3.000
 2EV  H8   C14  C24  115.20  3.000
 2EV  H8   C14  N11  117.86  3.000
 2EV  C24  C14  N11  126.93  3.000
 2EV  C27  C15  CL1  118.07  3.000
 2EV  C27  C15  C6   120.12  3.000
 2EV  CL1  C15  C6   121.81  3.000
 2EV  H9   N18  C24  117.45  3.000
 2EV  H9   N18  C10  118.74  3.000
 2EV  C24  N18  C10  123.45  3.000
 2EV  C26  O19  C25  111.03  3.000
 2EV  H10  C21  C28  119.78  3.000
 2EV  H10  C21  C6   119.97  3.000
 2EV  C28  C21  C6   120.25  3.000
 2EV  H12  C22  H11  107.64  3.000
 2EV  H12  C22  C26  110.16  3.000
 2EV  H11  C22  C26  108.14  3.000
 2EV  H12  C22  N9   109.44  3.000
 2EV  H11  C22  N9   111.67  3.000
 2EV  C26  C22  N9   109.76  3.000
 2EV  H14  C23  H13  107.96  3.000
 2EV  H14  C23  C25  109.87  3.000
 2EV  H13  C23  C25  110.10  3.000
 2EV  H14  C23  N9   109.95  3.000
 2EV  H13  C23  N9   108.98  3.000
 2EV  C25  C23  N9   109.96  3.000
 2EV  H16  C24  H15  107.31  3.000
 2EV  H16  C24  N18  109.37  3.000
 2EV  H15  C24  N18  108.82  3.000
 2EV  H16  C24  C14  110.49  3.000
 2EV  H15  C24  C14  108.75  3.000
 2EV  N18  C24  C14  111.98  3.000
 2EV  H18  C25  H17  108.06  3.000
 2EV  H18  C25  C23  109.70  3.000
 2EV  H17  C25  C23  109.34  3.000
 2EV  H18  C25  O19  107.54  3.000
 2EV  H17  C25  O19  110.57  3.000
 2EV  C23  C25  O19  111.55  3.000
 2EV  H20  C26  H19  108.04  3.000
 2EV  H20  C26  C22  109.05  3.000
 2EV  H19  C26  C22  109.54  3.000
 2EV  H20  C26  O19  110.64  3.000
 2EV  H19  C26  O19  107.68  3.000
 2EV  C22  C26  O19  111.80  3.000
 2EV  H21  C27  C29  120.37  3.000
 2EV  H21  C27  C15  119.81  3.000
 2EV  C29  C27  C15  119.82  3.000
 2EV  H22  C28  C29  120.51  3.000
 2EV  H22  C28  C21  119.71  3.000
 2EV  C29  C28  C21  119.78  3.000
 2EV  H23  C29  C28  120.40  3.000
 2EV  H23  C29  C27  119.20  3.000
 2EV  C28  C29  C27  120.39  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
 2EV  CONST_01  C29  C27  C15  C6     0.00   0.0  0
 2EV  CONST_02  C29  C28  C21  C6     0.00   0.0  0
 2EV  CONST_03  C28  C29  C27  C15    0.00   0.0  0
 2EV  CONST_04  C28  C21  C6   C15    0.00   0.0  0
 2EV  CONST_05  C27  C15  C6   C21    0.00   0.0  0
 2EV  CONST_06  C27  C29  C28  C21    0.00   0.0  0
 2EV  CONST_07  C27  C15  C6   S1   180.00   0.0  0
 2EV  CONST_08  C28  C21  C6   S1   180.00   0.0  0
 2EV  CONST_09  C29  C27  C15  CL1  180.00   0.0  0
 2EV  CONST_10  C21  C6   C15  CL1  180.00   0.0  0
 2EV  CONST_11  C22  N9   C5   C3     0.00   0.0  0
 2EV  CONST_12  C23  N9   C5   C3   180.00   0.0  0
 2EV  CONST_13  H21  C27  C15  C6   180.00   0.0  0
 2EV  CONST_14  H22  C28  C21  C6   180.00   0.0  0
 2EV  CONST_15  H23  C29  C27  C15  180.00   0.0  0
 2EV  CONST_16  H10  C21  C6   C15  180.00   0.0  0
 2EV  CONST_17  C22  N9   C5   O16  180.00   0.0  0
 2EV  CONST_18  C23  N9   C5   O16    0.00   0.0  0
 2EV  CONST_19  C24  N18  C10  C4   180.00   0.0  0
 2EV  CONST_20  H9   N18  C10  C4     0.00   0.0  0
 2EV  CONST_21  C24  N18  C10  O17    0.00   0.0  0
 2EV  Var_01    C8   N2   C7   C3    21.84  30.0  1
 2EV  Var_02    C7   N2   C8   C4     4.65  30.0  1
 2EV  Var_03    O19  C26  C22  N9   -55.19  30.0  1
 2EV  Var_04    O19  C25  C23  N9    55.27  30.0  1
 2EV  Var_05    C25  C23  N9   C22  -52.97  30.0  1
 2EV  Var_06    C26  C22  N9   C23   52.75  30.0  1
 2EV  Var_07    C15  C6   S1   N2    59.86  30.0  2
 2EV  Var_08    C14  C24  N18  C10   92.87  30.0  1
 2EV  Var_09    N18  C24  C14  N11  139.47  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
 2EV  chir_01  C3  C4  C7   C5  negativ
 2EV  chir_02  C4  C3  C10  C8  positiv

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
 2EV  plan-1  S1   0.020
 2EV  plan-1  C6   0.020
 2EV  plan-1  C15  0.020
 2EV  plan-1  CL1  0.020
 2EV  plan-1  C21  0.020
 2EV  plan-1  C27  0.020
 2EV  plan-1  C28  0.020
 2EV  plan-1  C29  0.020
 2EV  plan-1  H10  0.020
 2EV  plan-1  H21  0.020
 2EV  plan-1  H22  0.020
 2EV  plan-1  H23  0.020
 2EV  plan-2  C4   0.020
 2EV  plan-2  C10  0.020
 2EV  plan-2  O17  0.020
 2EV  plan-2  N18  0.020
 2EV  plan-2  C24  0.020
 2EV  plan-2  H9   0.020
 2EV  plan-3  C3   0.020
 2EV  plan-3  C5   0.020
 2EV  plan-3  N9   0.020
 2EV  plan-3  O16  0.020
 2EV  plan-3  C22  0.020
 2EV  plan-3  C23  0.020
 2EV  plan-4  N11  0.020
 2EV  plan-4  C14  0.020
 2EV  plan-4  C24  0.020
 2EV  plan-4  H7   0.020
 2EV  plan-4  H8   0.020

