# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version 1.18.1-3865-
#   - file written: Fri May 22 06:41:21 2020
#   Inital geometry file: a 157 line input string
#   Ligand name: (2R,4R)-N~1~-(4-chlorophenyl)-N~2~-[3-fluoro-2'-(methylsulfonyl)biphenyl-4-yl]-4-methoxypyrrolidine-1,2-dicarboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CO[C@@H]1C[C@@H](N(C1)C(=O)Nc2ccc(Cl)cc2)C(=O)Nc3ccc(cc3F)c4ccccc4[S](C)(=O)=O
#
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
 237  237  (2R,4R)-N~1~-(4-chlorophenyl)-N~2~-[3-fluoro-2'-(methylsulfonyl)biphenyl-4-yl]-4-methoxypyrrolidine-1,2-dicarboxamide  ligand  62  37  .  2022-03-10  2022-03-10
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_237
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
 237  N1    N   NH1   0  -0.742  -0.2012   1.1962  -0.9934
 237  N3    N   NH1   0  -0.798   4.9131   0.4193   0.1147
 237  C4    C   CR16  0  -0.203   7.1600  -2.3772   0.9007
 237  C5    C   CR6   0  -0.058   7.1512  -3.0844  -0.2902
 237  C6    C   CR16  0  -0.207   6.3952  -2.6430  -1.3638
 237  C7    C   CR16  0  -0.302   5.6370  -1.4880  -1.2519
 237  C8    C   CR15  0   0.053   3.0920   4.2471   0.1211
 237  C10   C   CR15  0  -0.183   1.9021   2.3122  -0.6443
 237  C13   C   CR6   0   0.153  -5.1314  -1.5886  -0.4109
 237  C15   C   CR16  0  -0.220  -6.3103  -3.6549  -0.8772
 237  C17   C   CR16  0  -0.227  -7.4259  -1.9079   0.3261
 237  C20   C   CH3   0  -0.790  -5.2261   0.4522   2.3342
 237  C22   C   CR16  0  -0.292  -1.5607  -0.5108   0.1702
 237  C24   C   CR6   0   0.485  -2.4780   0.7899  -1.5961
 237  C26   C   CR6   0  -0.027  -3.8606  -0.8287  -0.5242
 237  C1    C   C     0   0.551   0.8441   1.3382  -0.1411
 237  O1    O   O     0  -0.451   0.9249   0.8097   0.9481
 237  C2    C   CR6   0   0.384   5.6205  -0.7724  -0.0545
 237  C3    C   CR16  0  -0.346   6.3916  -1.2310   1.0140
 237  C9    C   CH2   0  -0.508   1.6795   3.7068  -0.0477
 237  N2    N   NR5   0  -0.525   3.2181   1.9479  -0.1674
 237  C11   C   CH2   0  -0.319   3.8808   3.0082   0.5656
 237  C12   C   C     0   0.746   3.7078   0.7216  -0.4664
 237  O2    O   O     0  -0.518   3.1020  -0.0437  -1.2040
 237  O3    O   O2    0  -0.482   3.1038   5.3050   1.0296
 237  C14   C   CR16  0  -0.277  -5.1699  -2.8691  -0.9562
 237  C16   C   CR16  0  -0.251  -7.4410  -3.1743  -0.2368
 237  C18   C   CR6   0  -0.265  -6.2826  -1.1234   0.2349
 237  S1    S   S     0   1.205  -6.3674   0.5022   0.9721
 237  C19   C   CH3   0  -0.411   4.3472   5.9629   1.1168
 237  O4    O   OS    0  -0.667  -7.7105   0.6607   1.5284
 237  O5    O   OS    0  -0.656  -5.9097   1.4950   0.0053
 237  C23   C   CR6   0   0.210  -1.3856   0.4919  -0.7811
 237  C25   C   CR16  0  -0.387  -3.6935   0.1590  -1.4891
 237  C27   C   CR16  0  -0.286  -2.7821  -1.1592   0.2872
 237  HN1   H   HNH1  0   0.420  -0.1393   1.7025  -1.8642
 237  HN3   H   HNH1  0   0.426   5.2137   0.9818   0.8957
 237  H4    H   HCR6  0   0.281   7.7519  -2.7138   1.7408
 237  H6    H   HCR6  0   0.280   6.4014  -3.1869  -2.2987
 237  H7    H   HCR6  0   0.277   5.0745  -1.1514  -2.1084
 237  H8    H   HCR5  0   0.229   3.4808   4.5720  -0.8553
 237  H10   H   HCR5  0   0.290   1.8844   2.3575  -1.7382
 237  H15   H   HCR6  0   0.275  -6.3120  -4.6430  -1.3178
 237  H17   H   HCR6  0   0.288  -8.3050  -1.5395   0.8353
 237  H201  H   HCH3  0   0.293  -4.2130   0.3008   1.9720
 237  H202  H   HCH3  0   0.315  -5.2976   1.4158   2.8383
 237  H203  H   HCH3  0   0.297  -5.5127  -0.3462   3.0148
 237  H22   H   HCR6  0   0.291  -0.7500  -0.7968   0.8195
 237  H3    H   HCR6  0   0.278   6.3911  -0.6877   1.9513
 237  H91   H   HCH2  0   0.263   1.2067   3.6350   0.9352
 237  H92   H   HCH2  0   0.279   1.0546   4.3283  -0.6866
 237  H111  H   HCH2  0   0.266   4.9375   3.0731   0.3011
 237  H112  H   HCH2  0   0.251   3.7994   2.8749   1.6508
 237  H14   H   HCR6  0   0.269  -4.2887  -3.2494  -1.4564
 237  H16   H   HCR6  0   0.275  -8.3337  -3.7811  -0.1705
 237  H191  H   HCH3  0   0.212   4.6977   6.3025   0.1357
 237  H192  H   HCH3  0   0.241   4.2159   6.8341   1.7565
 237  H193  H   HCH3  0   0.214   5.1254   5.3304   1.5568
 237  H25   H   HCR6  0   0.279  -4.4977   0.4348  -2.1569
 237  H27   H   HCR6  0   0.272  -2.8897  -1.9365   1.0326
 237  F1    F   F     0  -0.313  -2.3215   1.7423  -2.5329
 237  CL1   CL  CL    0  -0.137   8.0999  -4.5288  -0.4419

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
 237  N1   C23   single    1.394  0.020  1.394
 237  N1   C1    single    1.356  0.020  1.356
 237  N1   HN1   single    0.860  0.020  1.020
 237  N3   C12   single    1.372  0.020  1.372
 237  N3   C2    single    1.396  0.020  1.396
 237  N3   HN3   single    0.860  0.020  1.020
 237  C4   C3    aromatic  1.385  0.020  1.385
 237  C4   C5    aromatic  1.385  0.020  1.385
 237  C4   H4    single    0.930  0.020  1.080
 237  C5   CL1   single    1.735  0.020  1.735
 237  C5   C6    aromatic  1.385  0.020  1.385
 237  C6   C7    aromatic  1.386  0.020  1.386
 237  C6   H6    single    0.930  0.020  1.080
 237  C7   C2    aromatic  1.395  0.020  1.395
 237  C7   H7    single    0.930  0.020  1.080
 237  C8   C9    single    1.522  0.020  1.522
 237  C8   O3    single    1.394  0.020  1.394
 237  C8   C11   single    1.535  0.020  1.535
 237  C8   H8    single    0.970  0.020  1.090
 237  C10  C1    single    1.524  0.020  1.524
 237  C10  C9    single    1.533  0.020  1.533
 237  C10  N2    single    1.446  0.020  1.446
 237  C10  H10   single    0.970  0.020  1.090
 237  C13  C18   aromatic  1.400  0.020  1.400
 237  C13  C14   aromatic  1.392  0.020  1.392
 237  C13  C26   single    1.485  0.020  1.485
 237  C15  C16   aromatic  1.386  0.020  1.386
 237  C15  C14   aromatic  1.387  0.020  1.387
 237  C15  H15   single    0.930  0.020  1.080
 237  C17  C16   aromatic  1.386  0.020  1.386
 237  C17  C18   aromatic  1.390  0.020  1.390
 237  C17  H17   single    0.930  0.020  1.080
 237  C20  S1    single    1.778  0.020  1.778
 237  C20  H201  single    0.970  0.020  1.090
 237  C20  H202  single    0.970  0.020  1.090
 237  C20  H203  single    0.970  0.020  1.090
 237  C22  C27   aromatic  1.388  0.020  1.388
 237  C22  C23   aromatic  1.393  0.020  1.393
 237  C22  H22   single    0.930  0.020  1.080
 237  C24  C25   aromatic  1.374  0.020  1.374
 237  C24  C23   aromatic  1.395  0.020  1.395
 237  C24  F1    single    1.345  0.020  1.345
 237  C26  C27   aromatic  1.389  0.020  1.389
 237  C26  C25   aromatic  1.391  0.020  1.391
 237  C1   O1    double    1.213  0.020  1.213
 237  C2   C3    aromatic  1.395  0.020  1.395
 237  C3   H3    single    0.930  0.020  1.080
 237  C9   H91   single    0.970  0.020  1.090
 237  C9   H92   single    0.970  0.020  1.090
 237  N2   C12   single    1.354  0.020  1.354
 237  N2   C11   single    1.449  0.020  1.449
 237  C11  H111  single    0.970  0.020  1.090
 237  C11  H112  single    0.970  0.020  1.090
 237  C12  O2    double    1.223  0.020  1.223
 237  O3   C19   single    1.409  0.020  1.409
 237  C14  H14   single    0.930  0.020  1.080
 237  C16  H16   single    0.930  0.020  1.080
 237  C18  S1    single    1.787  0.020  1.787
 237  S1   O4    double    1.462  0.020  1.462
 237  S1   O5    double    1.459  0.020  1.459
 237  C19  H191  single    0.970  0.020  1.090
 237  C19  H192  single    0.970  0.020  1.090
 237  C19  H193  single    0.970  0.020  1.090
 237  C25  H25   single    0.930  0.020  1.080
 237  C27  H27   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
 237  HN1   N1   C23   115.91  3.000
 237  HN1   N1   C1    116.26  3.000
 237  C23   N1   C1    127.73  3.000
 237  HN3   N3   C12   117.84  3.000
 237  HN3   N3   C2    114.77  3.000
 237  C12   N3   C2    125.59  3.000
 237  H4    C4   C3    119.86  3.000
 237  H4    C4   C5    120.83  3.000
 237  C3    C4   C5    119.31  3.000
 237  CL1   C5   C6    119.74  3.000
 237  C6    C5   C4    120.47  3.000
 237  CL1   C5   C4    119.79  3.000
 237  H6    C6   C7    119.47  3.000
 237  H6    C6   C5    120.43  3.000
 237  C7    C6   C5    120.10  3.000
 237  H7    C7   C2    121.02  3.000
 237  H7    C7   C6    118.76  3.000
 237  C2    C7   C6    120.21  3.000
 237  H8    C8   O3    110.56  3.000
 237  H8    C8   C11   108.30  3.000
 237  O3    C8   C11   114.80  3.000
 237  H8    C8   C9    109.54  3.000
 237  C11   C8   C9    102.86  3.000
 237  O3    C8   C9    110.46  3.000
 237  H10   C10  N2    110.77  3.000
 237  H10   C10  C9    110.41  3.000
 237  N2    C10  C9    103.47  3.000
 237  H10   C10  C1    110.19  3.000
 237  N2    C10  C1    111.22  3.000
 237  C9    C10  C1    110.62  3.000
 237  C18   C13  C14   117.62  3.000
 237  C14   C13  C26   117.67  3.000
 237  C18   C13  C26   124.68  3.000
 237  H15   C15  C16   120.25  3.000
 237  H15   C15  C14   119.70  3.000
 237  C16   C15  C14   120.05  3.000
 237  H17   C17  C18   120.51  3.000
 237  H17   C17  C16   119.61  3.000
 237  C18   C17  C16   119.88  3.000
 237  H203  C20  H202  110.02  3.000
 237  H203  C20  H201  110.61  3.000
 237  H202  C20  H201  109.78  3.000
 237  H203  C20  S1    109.33  3.000
 237  H202  C20  S1    106.71  3.000
 237  H201  C20  S1    110.32  3.000
 237  H22   C22  C27   119.18  3.000
 237  H22   C22  C23   120.53  3.000
 237  C27   C22  C23   120.29  3.000
 237  F1    C24  C25   118.85  3.000
 237  F1    C24  C23   117.84  3.000
 237  C25   C24  C23   123.31  3.000
 237  C27   C26  C25   118.74  3.000
 237  C25   C26  C13   121.27  3.000
 237  C27   C26  C13   119.86  3.000
 237  O1    C1   C10   121.91  3.000
 237  O1    C1   N1    124.75  3.000
 237  C10   C1   N1    113.24  3.000
 237  C3    C2   C7    118.83  3.000
 237  C3    C2   N3    117.89  3.000
 237  C7    C2   N3    123.22  3.000
 237  H3    C3   C2    119.83  3.000
 237  H3    C3   C4    119.09  3.000
 237  C2    C3   C4    121.08  3.000
 237  H92   C9   H91   108.48  3.000
 237  H92   C9   C10   111.98  3.000
 237  H91   C9   C10   110.67  3.000
 237  H92   C9   C8    113.28  3.000
 237  H91   C9   C8    108.97  3.000
 237  C10   C9   C8    103.38  3.000
 237  C12   N2   C11   127.51  3.000
 237  C11   N2   C10   113.49  3.000
 237  C12   N2   C10   118.97  3.000
 237  H112  C11  H111  108.60  3.000
 237  H112  C11  N2    112.19  3.000
 237  H111  C11  N2    111.33  3.000
 237  H112  C11  C8    110.29  3.000
 237  H111  C11  C8    112.31  3.000
 237  N2    C11  C8    102.07  3.000
 237  O2    C12  N2    121.38  3.000
 237  O2    C12  N3    123.55  3.000
 237  N2    C12  N3    115.08  3.000
 237  C19   O3   C8    113.70  3.000
 237  H14   C14  C15   119.78  3.000
 237  H14   C14  C13   118.79  3.000
 237  C15   C14  C13   121.43  3.000
 237  H16   C16  C17   119.79  3.000
 237  H16   C16  C15   120.49  3.000
 237  C17   C16  C15   119.72  3.000
 237  S1    C18  C17   116.58  3.000
 237  S1    C18  C13   122.12  3.000
 237  C17   C18  C13   121.29  3.000
 237  O5    S1   O4    117.79  3.000
 237  O5    S1   C18   109.31  3.000
 237  O4    S1   C18   107.40  3.000
 237  O5    S1   C20   108.99  3.000
 237  O4    S1   C20   107.53  3.000
 237  C18   S1   C20   105.07  3.000
 237  H193  C19  H192  108.17  3.000
 237  H193  C19  H191  108.15  3.000
 237  H192  C19  H191  108.46  3.000
 237  H193  C19  O3    112.47  3.000
 237  H192  C19  O3    107.67  3.000
 237  H191  C19  O3    111.80  3.000
 237  C24   C23  C22   117.01  3.000
 237  C24   C23  N1    117.92  3.000
 237  C22   C23  N1    125.05  3.000
 237  H25   C25  C26   121.35  3.000
 237  H25   C25  C24   119.53  3.000
 237  C26   C25  C24   119.11  3.000
 237  H27   C27  C26   119.72  3.000
 237  H27   C27  C22   118.76  3.000
 237  C26   C27  C22   121.52  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
 237  CONST_01  C7    C2   C3   C4     0.00   0.0  0
 237  CONST_02  C7    C6   C5   C4     0.00   0.0  0
 237  CONST_03  C2    C3   C4   C5     0.00   0.0  0
 237  CONST_04  C2    C7   C6   C5     0.00   0.0  0
 237  CONST_05  C3    C4   C5   C6     0.00   0.0  0
 237  CONST_06  C3    C2   C7   C6     0.00   0.0  0
 237  CONST_07  C16   C17  C18  C13    0.00   0.0  0
 237  CONST_08  C16   C15  C14  C13    0.00   0.0  0
 237  CONST_09  C22   C27  C26  C13  180.00   0.0  0
 237  CONST_10  C24   C25  C26  C13  180.00   0.0  0
 237  CONST_11  C18   C17  C16  C15    0.00   0.0  0
 237  CONST_12  C18   C13  C14  C15    0.00   0.0  0
 237  CONST_13  C26   C13  C14  C15  180.00   0.0  0
 237  CONST_14  C14   C15  C16  C17    0.00   0.0  0
 237  CONST_15  C14   C13  C18  C17    0.00   0.0  0
 237  CONST_16  C26   C13  C18  C17  180.00   0.0  0
 237  CONST_17  C25   C26  C27  C22    0.00   0.0  0
 237  CONST_18  C25   C24  C23  C22    0.00   0.0  0
 237  CONST_19  C27   C26  C25  C24    0.00   0.0  0
 237  CONST_20  C27   C22  C23  C24    0.00   0.0  0
 237  CONST_21  C23   C22  C27  C26    0.00   0.0  0
 237  CONST_22  C23   C24  C25  C26    0.00   0.0  0
 237  CONST_27  C27   C22  C23  N1   180.00   0.0  0
 237  CONST_28  C25   C24  C23  N1   180.00   0.0  0
 237  CONST_29  C6    C7   C2   N3   180.00   0.0  0
 237  CONST_30  C4    C3   C2   N3   180.00   0.0  0
 237  CONST_31  CL1   C5   C6   C7   180.00   0.0  0
 237  CONST_32  F1    C24  C23  C22  180.00   0.0  0
 237  CONST_33  S1    C18  C13  C26    0.00   0.0  0
 237  CONST_34  F1    C24  C25  C26  180.00   0.0  0
 237  CONST_35  CL1   C5   C4   C3   180.00   0.0  0
 237  CONST_36  S1    C18  C13  C14  180.00   0.0  0
 237  CONST_37  S1    C18  C17  C16  180.00   0.0  0
 237  CONST_38  H6    C6   C5   C4   180.00   0.0  0
 237  CONST_39  H3    C3   C4   C5   180.00   0.0  0
 237  CONST_40  H7    C7   C6   C5   180.00   0.0  0
 237  CONST_41  H4    C4   C5   C6   180.00   0.0  0
 237  CONST_42  H17   C17  C18  C13  180.00   0.0  0
 237  CONST_43  H15   C15  C14  C13  180.00   0.0  0
 237  CONST_44  H27   C27  C26  C13    0.00   0.0  0
 237  CONST_45  H25   C25  C26  C13    0.00   0.0  0
 237  CONST_46  H22   C22  C23  C24  180.00   0.0  0
 237  CONST_47  H14   C14  C13  C26    0.00   0.0  0
 237  CONST_48  H16   C16  C15  C14  180.00   0.0  0
 237  CONST_49  C23   N1   C1   C10  180.00   0.0  0
 237  CONST_50  O2    C12  N2   C10    0.00   0.0  0
 237  CONST_51  O2    C12  N2   C11  180.00   0.0  0
 237  CONST_55  N2    C12  N3   C2   180.00   0.0  0
 237  CONST_57  C10   N2   C12  N3   180.00   0.0  0
 237  CONST_58  C11   N2   C12  N3     0.00   0.0  0
 237  CONST_61  C23   N1   C1   O1     0.00   0.0  0
 237  CONST_62  O2    C12  N3   C2     0.00   0.0  0
 237  Var_01    C10   N2   C11  C8   -18.62  30.0  1
 237  Var_02    C20   S1   C18  C13  -66.80  30.0  2
 237  Var_03    H191  C19  O3   C8    54.41  30.0  3
 237  Var_04    H201  C20  S1   C18   63.87  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
 237  chir_01  C8   C9  O3  C11  negativ
 237  chir_02  C10  N2  C9  C1   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
 237  plan-1  N3   0.020
 237  plan-1  C4   0.020
 237  plan-1  C5   0.020
 237  plan-1  C6   0.020
 237  plan-1  C7   0.020
 237  plan-1  C2   0.020
 237  plan-1  C3   0.020
 237  plan-1  H4   0.020
 237  plan-1  H6   0.020
 237  plan-1  H7   0.020
 237  plan-1  H3   0.020
 237  plan-1  CL1  0.020
 237  plan-2  C13  0.020
 237  plan-2  C15  0.020
 237  plan-2  C17  0.020
 237  plan-2  C26  0.020
 237  plan-2  C14  0.020
 237  plan-2  C16  0.020
 237  plan-2  C18  0.020
 237  plan-2  S1   0.020
 237  plan-2  H15  0.020
 237  plan-2  H17  0.020
 237  plan-2  H14  0.020
 237  plan-2  H16  0.020
 237  plan-3  N1   0.020
 237  plan-3  C13  0.020
 237  plan-3  C22  0.020
 237  plan-3  C24  0.020
 237  plan-3  C26  0.020
 237  plan-3  C23  0.020
 237  plan-3  C25  0.020
 237  plan-3  C27  0.020
 237  plan-3  H22  0.020
 237  plan-3  H25  0.020
 237  plan-3  H27  0.020
 237  plan-3  F1   0.020
 237  plan-4  N3   0.020
 237  plan-4  C10  0.020
 237  plan-4  C2   0.020
 237  plan-4  N2   0.020
 237  plan-4  C11  0.020
 237  plan-4  C12  0.020
 237  plan-4  O2   0.020
 237  plan-4  HN3  0.020
 237  plan-5  N1   0.020
 237  plan-5  C10  0.020
 237  plan-5  C1   0.020
 237  plan-5  O1   0.020
 237  plan-5  C23  0.020
 237  plan-5  HN1  0.020

