# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 11 04:44:24 2020
#   Inital geometry file: a 140 line input string
#   Ligand name: 6-chloro-N-[(3S)-1-[2-fluoro-4-[(2R)-pyrrolidin-2-yl]phenyl]-2-oxo-pyrrolidin-3-yl]naphthalene-2-sulfonamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Fc1cc(ccc1N2CC[C@H](N[S](=O)(=O)c3ccc4cc(Cl)ccc4c3)C2=O)[C@H]5CCCN5
#
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
 931  931  6-chloro-N-[(3S)-1-[2-fluoro-4-[(2R)-pyrrolidin-2-yl]phenyl]-2-oxo-pyrrolidin-3-yl]naphthalene-2-sulfonamide  ligand  56  33  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_931
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
 931  F1    F   F     0  -0.308   0.5786   1.0481   2.0373
 931  C7    C   CR6   0   0.561   1.5534   0.9760   1.1183
 931  C6    C   CR16  0  -0.453   2.5102  -0.0061   1.2378
 931  C1    C   CH2   0  -0.308   5.5321  -2.2241  -1.4734
 931  N1    N   NH1   0  -0.596   5.6429  -1.1072  -0.5385
 931  C11   C   CR6   0   0.135   3.5299  -0.0945   0.2929
 931  C10   C   CR16  0  -0.334   3.5644   0.8342  -0.7399
 931  C9    C   CR16  0  -0.259   2.5931   1.8200  -0.8423
 931  C8    C   CR6   0   0.155   1.5630   1.9045   0.0845
 931  N2    N   NR5   0  -0.566   0.5433   2.8663  -0.0273
 931  C25   C   CR5   0   0.549  -0.2860   2.9277  -1.0994
 931  O3    O   O     0  -0.438  -0.1925   2.2882  -2.1233
 931  C12   C   CH2   0  -0.283   0.2571   3.8726   0.9890
 931  C13   C   CH2   0  -0.513  -0.6858   4.8259   0.2526
 931  C14   C   CR15  0  -0.212  -1.3924   3.9231  -0.7468
 931  N3    N   NC1   0  -0.745  -2.5075   3.2555  -0.0792
 931  S1    S   S     0   1.386  -3.3718   2.0334  -0.7555
 931  C70   C   CH2   0  -0.467   3.8594  -2.5918   0.1534
 931  O2    O   OS    0  -0.654  -4.5071   1.8323   0.1292
 931  O1    O   OS    0  -0.646  -3.5793   2.3802  -2.1500
 931  C15   C   CR6   0  -0.211  -2.3892   0.5540  -0.6915
 931  C80   C   CH2   0  -0.456   4.8816  -3.3544  -0.6815
 931  C24   C   CR16  0  -0.294  -2.0527   0.0436   0.5336
 931  C16   C   CR16  0  -0.202  -1.9942  -0.0760  -1.8868
 931  C17   C   CR16  0  -0.311  -1.2542  -1.2217  -1.8254
 931  C18   C   CR66  0   0.128  -0.8731  -1.7752  -0.5824
 931  C19   C   CR16  0  -0.267  -0.1073  -2.9605  -0.5064
 931  C20   C   CR6   0  -0.033   0.2222  -3.4698   0.7162
 931  CL1   CL  CL    0  -0.112   1.1391  -4.9340   0.8191
 931  C23   C   CR66  0   0.133  -1.2812  -1.1331   0.6136
 931  C22   C   CR16  0  -0.298  -0.9101  -1.6950   1.8571
 931  C21   C   CR16  0  -0.216  -0.1722  -2.8418   1.9152
 931  C28   C   CH1   0  -0.141   4.5349  -1.2159   0.4113
 931  H6    H   HCR6  0   0.265   2.4464  -0.7102   2.0591
 931  H12C  H   HCH2  0   0.236   6.5113  -2.4752  -1.8819
 931  H1    H   HNH1  0   0.355   6.5132  -1.1896  -0.0319
 931  H801  H   HCH2  0   0.232   4.4265  -4.1227  -1.3082
 931  H802  H   HCH2  0   0.224   5.6239  -3.8390  -0.0419
 931  H28   H   HCH1  0   0.254   4.9348  -1.1959   1.4295
 931  H10   H   HCR6  0   0.253   4.3639   0.7853  -1.4659
 931  H9    H   HCR6  0   0.266   2.6389   2.5391  -1.6492
 931  H121  H   HCH2  0   0.253  -0.2120   3.4344   1.8718
 931  H122  H   HCH2  0   0.274   1.1760   4.3629   1.3083
 931  H14   H   HCR5  0   0.305  -1.7561   4.4468  -1.6291
 931  H131  H   HCH2  0   0.285  -1.3688   5.3511   0.9186
 931  H132  H   HCH2  0   0.286  -0.1104   5.5712  -0.2967
 931  H3    H   HNC1  0   0.425  -2.4590   3.2017   0.9318
 931  H701  H   HCH2  0   0.239   2.9340  -2.4592  -0.4118
 931  H702  H   HCH2  0   0.239   3.5931  -3.0935   1.0830
 931  H24   H   HCR6  0   0.284  -2.3725   0.5185   1.4536
 931  H16   H   HCR6  0   0.279  -2.2719   0.3408  -2.8434
 931  H17   H   HCR6  0   0.267  -0.9500  -1.7149  -2.7398
 931  H19   H   HCR6  0   0.282   0.2028  -3.4553  -1.4178
 931  H21   H   HCR6  0   0.284   0.1067  -3.2691   2.8684
 931  H22   H   HCR6  0   0.271  -1.2232  -1.2117   2.7731
 931  H11C  H   HCH2  0   0.216   4.8924  -1.9400  -2.3155

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
 931  F1   C7    single    1.342  0.020  1.342
 931  C7   C6    aromatic  1.376  0.020  1.376
 931  C7   C8    aromatic  1.390  0.020  1.390
 931  C6   C11   aromatic  1.393  0.020  1.393
 931  C1   N1    single    1.461  0.020  1.461
 931  C1   C80   single    1.526  0.020  1.526
 931  N1   C28   single    1.463  0.020  1.463
 931  C11  C10   aromatic  1.389  0.020  1.389
 931  C11  C28   single    1.511  0.020  1.511
 931  C10  C9    aromatic  1.388  0.020  1.388
 931  C9   C8    aromatic  1.388  0.020  1.388
 931  C8   N2    single    1.406  0.020  1.406
 931  N2   C25   single    1.357  0.020  1.357
 931  N2   C12   single    1.459  0.020  1.459
 931  C25  O3    double    1.211  0.020  1.211
 931  C25  C14   single    1.529  0.020  1.529
 931  C12  C13   single    1.530  0.020  1.530
 931  C13  C14   single    1.521  0.020  1.521
 931  C14  N3    single    1.461  0.020  1.461
 931  N3   S1    single    1.643  0.020  1.643
 931  S1   O1    double    1.452  0.020  1.452
 931  S1   O2    double    1.453  0.020  1.453
 931  S1   C15   single    1.777  0.020  1.777
 931  C70  C80   single    1.524  0.020  1.524
 931  C70  C28   single    1.554  0.020  1.554
 931  C15  C24   aromatic  1.369  0.020  1.369
 931  C15  C16   aromatic  1.408  0.020  1.408
 931  C24  C23   aromatic  1.409  0.020  1.409
 931  C16  C17   aromatic  1.365  0.020  1.365
 931  C17  C18   aromatic  1.413  0.020  1.413
 931  C18  C19   aromatic  1.413  0.020  1.413
 931  C18  C23   aromatic  1.417  0.020  1.417
 931  C19  C20   aromatic  1.365  0.020  1.365
 931  C20  CL1   single    1.731  0.020  1.731
 931  C20  C21   aromatic  1.410  0.020  1.410
 931  C23  C22   aromatic  1.414  0.020  1.414
 931  C22  C21   aromatic  1.365  0.020  1.365
 931  C6   H6    single    0.930  0.020  1.080
 931  C1   H11C  single    0.970  0.020  1.090
 931  C1   H12C  single    0.970  0.020  1.090
 931  N1   H1    single    0.890  0.020  1.040
 931  C80  H801  single    0.970  0.020  1.090
 931  C80  H802  single    0.970  0.020  1.090
 931  C28  H28   single    0.970  0.020  1.090
 931  C10  H10   single    0.930  0.020  1.080
 931  C9   H9    single    0.930  0.020  1.080
 931  C12  H121  single    0.970  0.020  1.090
 931  C12  H122  single    0.970  0.020  1.090
 931  C14  H14   single    0.970  0.020  1.090
 931  C13  H131  single    0.970  0.020  1.090
 931  C13  H132  single    0.970  0.020  1.090
 931  N3   H3    single    0.890  0.020  1.040
 931  C70  H701  single    0.970  0.020  1.090
 931  C70  H702  single    0.970  0.020  1.090
 931  C24  H24   single    0.930  0.020  1.080
 931  C16  H16   single    0.930  0.020  1.080
 931  C17  H17   single    0.930  0.020  1.080
 931  C19  H19   single    0.930  0.020  1.080
 931  C21  H21   single    0.930  0.020  1.080
 931  C22  H22   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
 931  C8    C7   C6    122.45  3.000
 931  C8    C7   F1    118.60  3.000
 931  C6    C7   F1    118.95  3.000
 931  H6    C6   C11   121.06  3.000
 931  H6    C6   C7    119.25  3.000
 931  C11   C6   C7    119.68  3.000
 931  H12C  C1   H11C  107.23  3.000
 931  H12C  C1   C80   114.00  3.000
 931  H11C  C1   C80   110.02  3.000
 931  H12C  C1   N1    110.35  3.000
 931  H11C  C1   N1    109.76  3.000
 931  C80   C1   N1    105.46  3.000
 931  H1    N1   C28   108.70  3.000
 931  H1    N1   C1    108.90  3.000
 931  C28   N1   C1    107.53  3.000
 931  C28   C11  C10   122.55  3.000
 931  C28   C11  C6    118.75  3.000
 931  C10   C11  C6    118.69  3.000
 931  H10   C10  C9    120.01  3.000
 931  H10   C10  C11   119.16  3.000
 931  C9    C10  C11   120.82  3.000
 931  H9    C9   C8    119.27  3.000
 931  H9    C9   C10   119.85  3.000
 931  C8    C9   C10   120.88  3.000
 931  N2    C8   C9    121.78  3.000
 931  N2    C8   C7    120.74  3.000
 931  C9    C8   C7    117.46  3.000
 931  C12   N2   C25   113.54  3.000
 931  C12   N2   C8    123.97  3.000
 931  C25   N2   C8    122.48  3.000
 931  C14   C25  O3    126.48  3.000
 931  C14   C25  N2    106.82  3.000
 931  O3    C25  N2    126.66  3.000
 931  H122  C12  H121  107.82  3.000
 931  H122  C12  C13   112.37  3.000
 931  H121  C12  C13   112.00  3.000
 931  H122  C12  N2    110.44  3.000
 931  H121  C12  N2    111.77  3.000
 931  C13   C12  N2    102.44  3.000
 931  H132  C13  H131  108.03  3.000
 931  H132  C13  C14   108.67  3.000
 931  H131  C13  C14   113.38  3.000
 931  H132  C13  C12   110.07  3.000
 931  H131  C13  C12   113.12  3.000
 931  C14   C13  C12   103.46  3.000
 931  H14   C14  N3    109.59  3.000
 931  H14   C14  C13   113.72  3.000
 931  N3    C14  C13   109.00  3.000
 931  H14   C14  C25   111.59  3.000
 931  N3    C14  C25   111.10  3.000
 931  C13   C14  C25   101.64  3.000
 931  H3    N3   S1    113.35  3.000
 931  H3    N3   C14   116.33  3.000
 931  S1    N3   C14   123.60  3.000
 931  C15   S1   O1    108.21  3.000
 931  C15   S1   O2    107.15  3.000
 931  O1    S1   O2    120.40  3.000
 931  C15   S1   N3    108.28  3.000
 931  O2    S1   N3    105.27  3.000
 931  O1    S1   N3    107.04  3.000
 931  H702  C70  H701  106.88  3.000
 931  H702  C70  C28   111.86  3.000
 931  H701  C70  C28   110.28  3.000
 931  H702  C70  C80   113.64  3.000
 931  H701  C70  C80   110.21  3.000
 931  C28   C70  C80   104.02  3.000
 931  C16   C15  C24   121.60  3.000
 931  C16   C15  S1    119.81  3.000
 931  C24   C15  S1    118.58  3.000
 931  H802  C80  H801  107.89  3.000
 931  H802  C80  C70   110.89  3.000
 931  H801  C80  C70   112.78  3.000
 931  H802  C80  C1    110.04  3.000
 931  H801  C80  C1    113.67  3.000
 931  C70   C80  C1    101.51  3.000
 931  H24   C24  C23   118.64  3.000
 931  H24   C24  C15   121.59  3.000
 931  C23   C24  C15   119.78  3.000
 931  H16   C16  C17   120.21  3.000
 931  H16   C16  C15   120.48  3.000
 931  C17   C16  C15   119.30  3.000
 931  H17   C17  C18   119.26  3.000
 931  H17   C17  C16   119.77  3.000
 931  C18   C17  C16   120.96  3.000
 931  C23   C18  C19   119.38  3.000
 931  C23   C18  C17   119.15  3.000
 931  C19   C18  C17   121.47  3.000
 931  H19   C19  C20   120.97  3.000
 931  H19   C19  C18   119.56  3.000
 931  C20   C19  C18   119.48  3.000
 931  C21   C20  CL1   118.33  3.000
 931  C21   C20  C19   121.87  3.000
 931  CL1   C20  C19   119.80  3.000
 931  C22   C23  C18   119.10  3.000
 931  C22   C23  C24   121.69  3.000
 931  C18   C23  C24   119.21  3.000
 931  H22   C22  C21   119.72  3.000
 931  H22   C22  C23   119.41  3.000
 931  C21   C22  C23   120.87  3.000
 931  H21   C21  C22   120.60  3.000
 931  H21   C21  C20   120.11  3.000
 931  C22   C21  C20   119.29  3.000
 931  H28   C28  C70   109.24  3.000
 931  H28   C28  C11   107.61  3.000
 931  C70   C28  C11   110.79  3.000
 931  H28   C28  N1    109.02  3.000
 931  C70   C28  N1    106.68  3.000
 931  C11   C28  N1    113.43  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
 931  CONST_01  C10  C11  C6   C7      0.00   0.0  0
 931  CONST_02  C10  C9   C8   C7      0.00   0.0  0
 931  CONST_03  C9   C8   C7   C6      0.00   0.0  0
 931  CONST_04  C9   C10  C11  C6      0.00   0.0  0
 931  CONST_05  C8   C7   C6   C11     0.00   0.0  0
 931  CONST_06  C8   C9   C10  C11     0.00   0.0  0
 931  CONST_07  C18  C23  C24  C15     0.00   0.0  0
 931  CONST_08  C22  C23  C24  C15   180.00   0.0  0
 931  CONST_09  C18  C17  C16  C15     0.00   0.0  0
 931  CONST_10  C17  C16  C15  C24     0.00   0.0  0
 931  CONST_11  C17  C18  C23  C24     0.00   0.0  0
 931  CONST_12  C19  C18  C23  C24   180.00   0.0  0
 931  CONST_13  C21  C22  C23  C24   180.00   0.0  0
 931  CONST_14  C23  C24  C15  C16     0.00   0.0  0
 931  CONST_15  C19  C18  C17  C16   180.00   0.0  0
 931  CONST_16  C23  C18  C17  C16     0.00   0.0  0
 931  CONST_17  C20  C19  C18  C17   180.00   0.0  0
 931  CONST_18  C22  C23  C18  C17   180.00   0.0  0
 931  CONST_19  C21  C20  C19  C18     0.00   0.0  0
 931  CONST_20  C21  C22  C23  C18     0.00   0.0  0
 931  CONST_21  C22  C23  C18  C19     0.00   0.0  0
 931  CONST_22  C22  C21  C20  C19     0.00   0.0  0
 931  CONST_23  C23  C18  C19  C20     0.00   0.0  0
 931  CONST_24  C23  C22  C21  C20     0.00   0.0  0
 931  CONST_25  C28  C11  C6   C7    180.00   0.0  0
 931  CONST_26  N2   C8   C7   C6    180.00   0.0  0
 931  CONST_27  N2   C8   C9   C10   180.00   0.0  0
 931  CONST_28  C28  C11  C10  C9    180.00   0.0  0
 931  CONST_29  C14  C25  N2   C8    180.00   0.0  0
 931  CONST_30  C14  C25  N2   C12     0.00   0.0  0
 931  CONST_31  C11  C6   C7   F1    180.00   0.0  0
 931  CONST_32  C9   C8   C7   F1    180.00   0.0  0
 931  CONST_33  N2   C8   C7   F1      0.00   0.0  0
 931  CONST_34  C23  C24  C15  S1    180.00   0.0  0
 931  CONST_35  C17  C16  C15  S1    180.00   0.0  0
 931  CONST_36  CL1  C20  C19  C18   180.00   0.0  0
 931  CONST_37  C22  C21  C20  CL1   180.00   0.0  0
 931  CONST_38  O3   C25  N2   C8      0.00   0.0  0
 931  CONST_39  C12  N2   C25  O3    180.00   0.0  0
 931  CONST_40  H9   C9   C8   C7    180.00   0.0  0
 931  CONST_41  H10  C10  C11  C6    180.00   0.0  0
 931  CONST_42  H6   C6   C11  C10   180.00   0.0  0
 931  CONST_43  H17  C17  C16  C15   180.00   0.0  0
 931  CONST_44  H16  C16  C15  C24   180.00   0.0  0
 931  CONST_45  H22  C22  C23  C24     0.00   0.0  0
 931  CONST_46  H24  C24  C15  C16   180.00   0.0  0
 931  CONST_47  H19  C19  C18  C17     0.00   0.0  0
 931  CONST_48  H21  C21  C20  C19   180.00   0.0  0
 931  Var_01    C25  N2   C8   C7   -117.91  30.0  2
 931  Var_02    C28  C70  C80  C1    -32.33  30.0  1
 931  Var_03    C70  C80  C1   N1     38.86  30.0  1
 931  Var_04    C13  C12  N2   C8    167.65  30.0  1
 931  Var_05    C14  C13  C12  N2     29.52  30.0  1
 931  Var_06    C28  N1   C1   C80   -30.12  30.0  1
 931  Var_07    C15  S1   N3   C14    75.45  30.0  3
 931  Var_08    C24  C15  S1   N3     63.63  30.0  2

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
 931  chir_01  C14  C25  C13  N3   positiv
 931  chir_02  C28  N1   C11  C70  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
 931  plan-1  C8   0.020
 931  plan-1  N2   0.020
 931  plan-1  C25  0.020
 931  plan-1  O3   0.020
 931  plan-1  C12  0.020
 931  plan-1  C14  0.020
 931  plan-2  F1   0.020
 931  plan-2  C7   0.020
 931  plan-2  C6   0.020
 931  plan-2  C11  0.020
 931  plan-2  C10  0.020
 931  plan-2  C9   0.020
 931  plan-2  C8   0.020
 931  plan-2  N2   0.020
 931  plan-2  C28  0.020
 931  plan-2  H6   0.020
 931  plan-2  H10  0.020
 931  plan-2  H9   0.020
 931  plan-3  S1   0.020
 931  plan-3  C15  0.020
 931  plan-3  C24  0.020
 931  plan-3  C16  0.020
 931  plan-3  C17  0.020
 931  plan-3  C18  0.020
 931  plan-3  C19  0.020
 931  plan-3  C20  0.020
 931  plan-3  CL1  0.020
 931  plan-3  C23  0.020
 931  plan-3  C22  0.020
 931  plan-3  C21  0.020
 931  plan-3  H24  0.020
 931  plan-3  H16  0.020
 931  plan-3  H17  0.020
 931  plan-3  H19  0.020
 931  plan-3  H21  0.020
 931  plan-3  H22  0.020

