# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue May  5 11:02:41 2020
#   Inital geometry file: a 146 line input string
#   Ligand name: 2-(5-chlorothiophen-2-yl)-N-{(3S)-1-[3-fluoro-2'-(methylsulfonyl)biphenyl-4-yl]-2-oxopyrrolidin-3-yl}ethanesulfonamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[S](=O)(=O)c1ccccc1c2ccc(N3CC[C@H](N[S](=O)(=O)CCc4sc(Cl)cc4)C3=O)c(F)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
 GSV  GSV  2-(5-chlorothiophen-2-yl)-N-{(3S)-1-[3-fluoro-2'-(methylsulfonyl)biphenyl-4-yl]-2-oxopyrrolidin-3-yl}ethanesulfonamide  ligand  57  35  .  2022-03-18  2022-03-18
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_GSV
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
 GSV  C35   C   CH3   0  -0.789   5.7161   1.3773  16.2735
 GSV  S32   S   S     0   1.206   7.2406   1.8714  15.5060
 GSV  O37   O   OS    0  -0.656   7.3134   3.3287  15.4899
 GSV  O36   O   OS    0  -0.666   7.3381   1.1709  14.2262
 GSV  C29   C   CR6   0  -0.263   8.5234   1.2214  16.5674
 GSV  C31   C   CR16  0  -0.227   9.3120   0.2076  16.0371
 GSV  C34   C   CR16  0  -0.250  10.3281  -0.3491  16.7975
 GSV  C33   C   CR16  0  -0.221  10.5431   0.1006  18.0902
 GSV  C30   C   CR16  0  -0.275   9.7478   1.1082  18.6156
 GSV  C28   C   CR6   0   0.151   8.7303   1.6948  17.8677
 GSV  C27   C   CR6   0  -0.017   7.9246   2.7560  18.5237
 GSV  C26   C   CR16  0  -0.403   8.1376   4.0984  18.2329
 GSV  C22   C   CR6   0   0.538   7.4182   5.0588  18.9115
 GSV  F     F   F     0  -0.298   7.5984   6.3434  18.5919
 GSV  C24   C   CR16  0  -0.293   6.9974   2.4078  19.5019
 GSV  C21   C   CR16  0  -0.270   6.2946   3.3880  20.1838
 GSV  C15   C   CR6   0   0.164   6.4996   4.7326  19.9017
 GSV  N2    N   NT    0  -0.576   5.7957   5.7319  20.5892
 GSV  C50   C   C     0   0.577   6.3995   6.6860  21.3354
 GSV  O3    O   O     0  -0.449   7.5911   6.8955  21.4155
 GSV  C14   C   CH2   0  -0.283   4.3433   5.7094  20.7476
 GSV  C13   C   CH2   0  -0.463   4.0482   7.1118  21.2685
 GSV  C12   C   CH1   0  -0.234   5.2972   7.4300  22.0839
 GSV  N1    N   NC1   0  -0.742   5.5587   8.8338  22.2563
 GSV  S1    S   S     0   1.369   6.0134   9.5200  23.6772
 GSV  O2    O   OS    0  -0.665   5.8625  10.9534  23.4808
 GSV  O1    O   OS    0  -0.662   5.2693   8.8468  24.7327
 GSV  C6    C   CH2   0  -0.610   7.7642   9.2079  23.9386
 GSV  C5    C   CH2   0  -0.513   8.0660   7.8391  24.5421
 GSV  C4    C   CR5   0  -0.160   9.5391   7.5904  24.5669
 GSV  S2    S   S2    0   0.268  10.5356   8.2717  25.8028
 GSV  C3    C   CR15  0  -0.224  10.2880   6.8906  23.6708
 GSV  C2    C   CR15  0  -0.130  11.6783   6.8864  23.9692
 GSV  C1    C   CR5   0  -0.257  11.9502   7.5975  25.0929
 GSV  CL    CL  CL    0  -0.083  13.4798   7.8449  25.8138
 GSV  H351  H   HCH3  0   0.292   5.6051   1.8563  17.2428
 GSV  H352  H   HCH3  0   0.315   4.9152   1.7017  15.6093
 GSV  H353  H   HCH3  0   0.298   5.6993   0.2948  16.3758
 GSV  H31   H   HCR6  0   0.289   9.1354  -0.1543  15.0345
 GSV  H34   H   HCR6  0   0.275  10.9419  -1.1347  16.3784
 GSV  H33   H   HCR6  0   0.276  11.3289  -0.3316  18.6950
 GSV  H30   H   HCR6  0   0.270   9.9200   1.4574  19.6253
 GSV  H26   H   HCR6  0   0.280   8.8540   4.4002  17.4816
 GSV  H24   H   HCR6  0   0.274   6.8277   1.3659  19.7402
 GSV  H21   H   HCR6  0   0.282   5.5853   3.1056  20.9509
 GSV  H141  H   HCH2  0   0.275   3.8629   5.4933  19.7950
 GSV  H142  H   HCH2  0   0.257   4.0395   4.9460  21.4687
 GSV  H12   H   HCH1  0   0.316   5.2035   6.9638  23.0701
 GSV  H131  H   HCH2  0   0.263   3.9606   7.8130  20.4364
 GSV  H132  H   HCH2  0   0.276   3.1355   7.1559  21.8583
 GSV  H1    H   HNC1  0   0.421   5.8531   9.3502  21.4356
 GSV  H6C1  H   HCH2  0   0.313   8.2514   9.3455  22.9731
 GSV  H6C2  H   HCH2  0   0.307   8.0997  10.0069  24.6028
 GSV  H5C1  H   HCH2  0   0.283   7.6489   7.7793  25.5474
 GSV  H5C2  H   HCH2  0   0.282   7.6093   7.0427  23.9580
 GSV  H3    H   HCR5  0   0.273   9.8556   6.3931  22.8142
 GSV  H2    H   HCR5  0   0.286  12.4289   6.3803  23.3804

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
 GSV  C35  S32   single    1.777  0.020  1.777
 GSV  S32  O37   double    1.459  0.020  1.459
 GSV  S32  O36   double    1.462  0.020  1.462
 GSV  S32  C29   single    1.787  0.020  1.787
 GSV  C29  C31   aromatic  1.390  0.020  1.390
 GSV  C29  C28   aromatic  1.399  0.020  1.399
 GSV  C31  C34   aromatic  1.386  0.020  1.386
 GSV  C34  C33   aromatic  1.385  0.020  1.385
 GSV  C33  C30   aromatic  1.387  0.020  1.387
 GSV  C30  C28   aromatic  1.392  0.020  1.392
 GSV  C28  C27   single    1.485  0.020  1.485
 GSV  C27  C26   aromatic  1.390  0.020  1.390
 GSV  C27  C24   aromatic  1.392  0.020  1.392
 GSV  C26  C22   aromatic  1.379  0.020  1.379
 GSV  C22  F     single    1.336  0.020  1.336
 GSV  C22  C15   aromatic  1.390  0.020  1.390
 GSV  C24  C21   aromatic  1.386  0.020  1.386
 GSV  C21  C15   aromatic  1.389  0.020  1.389
 GSV  C15  N2    single    1.402  0.020  1.402
 GSV  N2   C50   single    1.353  0.020  1.353
 GSV  N2   C14   single    1.461  0.020  1.461
 GSV  C50  O3    double    1.213  0.020  1.213
 GSV  C50  C12   single    1.526  0.020  1.526
 GSV  C14  C13   single    1.525  0.020  1.525
 GSV  C13  C12   single    1.525  0.020  1.525
 GSV  C12  N1    single    1.438  0.020  1.438
 GSV  N1   S1    single    1.642  0.020  1.642
 GSV  S1   O2    double    1.455  0.020  1.455
 GSV  S1   O1    double    1.456  0.020  1.456
 GSV  S1   C6    single    1.798  0.020  1.798
 GSV  C6   C5    single    1.526  0.020  1.526
 GSV  C5   C4    single    1.494  0.020  1.494
 GSV  C4   S2    aromatic  1.728  0.020  1.728
 GSV  C4   C3    aromatic  1.361  0.020  1.361
 GSV  S2   C1    aromatic  1.720  0.020  1.720
 GSV  C3   C2    aromatic  1.422  0.020  1.422
 GSV  C2   C1    aromatic  1.357  0.020  1.357
 GSV  C1   CL    single    1.709  0.020  1.709
 GSV  C35  H351  single    0.970  0.020  1.090
 GSV  C35  H352  single    0.970  0.020  1.090
 GSV  C35  H353  single    0.970  0.020  1.090
 GSV  C31  H31   single    0.930  0.020  1.080
 GSV  C34  H34   single    0.930  0.020  1.080
 GSV  C33  H33   single    0.930  0.020  1.080
 GSV  C30  H30   single    0.930  0.020  1.080
 GSV  C26  H26   single    0.930  0.020  1.080
 GSV  C24  H24   single    0.930  0.020  1.080
 GSV  C21  H21   single    0.930  0.020  1.080
 GSV  C14  H141  single    0.970  0.020  1.090
 GSV  C14  H142  single    0.970  0.020  1.090
 GSV  C12  H12   single    0.970  0.020  1.090
 GSV  C13  H131  single    0.970  0.020  1.090
 GSV  C13  H132  single    0.970  0.020  1.090
 GSV  N1   H1    single    0.890  0.020  1.040
 GSV  C6   H6C1  single    0.970  0.020  1.090
 GSV  C6   H6C2  single    0.970  0.020  1.090
 GSV  C5   H5C1  single    0.970  0.020  1.090
 GSV  C5   H5C2  single    0.970  0.020  1.090
 GSV  C3   H3    single    0.930  0.020  1.080
 GSV  C2   H2    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
 GSV  H353  C35  H352  110.02  3.000
 GSV  H353  C35  H351  110.69  3.000
 GSV  H352  C35  H351  109.71  3.000
 GSV  H353  C35  S32   109.31  3.000
 GSV  H352  C35  S32   106.52  3.000
 GSV  H351  C35  S32   110.51  3.000
 GSV  C29   S32  O36   107.32  3.000
 GSV  C29   S32  O37   109.51  3.000
 GSV  O36   S32  O37   117.74  3.000
 GSV  C29   S32  C35   104.96  3.000
 GSV  O36   S32  C35   107.58  3.000
 GSV  O37   S32  C35   108.98  3.000
 GSV  C28   C29  C31   121.17  3.000
 GSV  C28   C29  S32   122.34  3.000
 GSV  C31   C29  S32   116.49  3.000
 GSV  H31   C31  C34   119.63  3.000
 GSV  H31   C31  C29   120.38  3.000
 GSV  C34   C31  C29   119.99  3.000
 GSV  H34   C34  C33   120.62  3.000
 GSV  H34   C34  C31   119.69  3.000
 GSV  C33   C34  C31   119.69  3.000
 GSV  H33   C33  C30   119.68  3.000
 GSV  H33   C33  C34   120.31  3.000
 GSV  C30   C33  C34   120.02  3.000
 GSV  H30   C30  C28   118.79  3.000
 GSV  H30   C30  C33   119.77  3.000
 GSV  C28   C30  C33   121.44  3.000
 GSV  C27   C28  C30   117.40  3.000
 GSV  C27   C28  C29   124.90  3.000
 GSV  C30   C28  C29   117.69  3.000
 GSV  C24   C27  C26   119.39  3.000
 GSV  C24   C27  C28   119.54  3.000
 GSV  C26   C27  C28   120.97  3.000
 GSV  H26   C26  C22   119.57  3.000
 GSV  H26   C26  C27   121.10  3.000
 GSV  C22   C26  C27   119.33  3.000
 GSV  C15   C22  F     119.04  3.000
 GSV  C15   C22  C26   122.16  3.000
 GSV  F     C22  C26   118.80  3.000
 GSV  H24   C24  C21   119.55  3.000
 GSV  H24   C24  C27   120.00  3.000
 GSV  C21   C24  C27   120.45  3.000
 GSV  H21   C21  C15   119.56  3.000
 GSV  H21   C21  C24   119.78  3.000
 GSV  C15   C21  C24   120.66  3.000
 GSV  N2    C15  C21   121.07  3.000
 GSV  N2    C15  C22   120.92  3.000
 GSV  C21   C15  C22   118.00  3.000
 GSV  C14   N2   C50   113.24  3.000
 GSV  C14   N2   C15   122.76  3.000
 GSV  C50   N2   C15   123.28  3.000
 GSV  C12   C50  O3    126.38  3.000
 GSV  C12   C50  N2    106.97  3.000
 GSV  O3    C50  N2    126.63  3.000
 GSV  H142  C14  H141  108.42  3.000
 GSV  H142  C14  C13   111.29  3.000
 GSV  H141  C14  C13   113.34  3.000
 GSV  H142  C14  N2    111.01  3.000
 GSV  H141  C14  N2    110.29  3.000
 GSV  C13   C14  N2    102.43  3.000
 GSV  H132  C13  H131  108.66  3.000
 GSV  H132  C13  C12   112.89  3.000
 GSV  H131  C13  C12   109.83  3.000
 GSV  H132  C13  C14   112.64  3.000
 GSV  H131  C13  C14   110.23  3.000
 GSV  C12   C13  C14   102.47  3.000
 GSV  H12   C12  N1    108.86  3.000
 GSV  H12   C12  C13   108.82  3.000
 GSV  N1    C12  C13   114.62  3.000
 GSV  H12   C12  C50   107.22  3.000
 GSV  N1    C12  C50   113.79  3.000
 GSV  C13   C12  C50   103.15  3.000
 GSV  H1    N1   S1    114.04  3.000
 GSV  H1    N1   C12   116.94  3.000
 GSV  S1    N1   C12   124.19  3.000
 GSV  C6    S1   O1    108.18  3.000
 GSV  C6    S1   O2    106.96  3.000
 GSV  O1    S1   O2    120.02  3.000
 GSV  C6    S1   N1    108.84  3.000
 GSV  O1    S1   N1    107.01  3.000
 GSV  O2    S1   N1    105.44  3.000
 GSV  H6C2  C6   H6C1  108.00  3.000
 GSV  H6C2  C6   C5    110.79  3.000
 GSV  H6C1  C6   C5    112.03  3.000
 GSV  H6C2  C6   S1    105.11  3.000
 GSV  H6C1  C6   S1    106.54  3.000
 GSV  C5    C6   S1    113.95  3.000
 GSV  H5C2  C5   H5C1  107.12  3.000
 GSV  H5C2  C5   C4    107.51  3.000
 GSV  H5C1  C5   C4    110.66  3.000
 GSV  H5C2  C5   C6    111.17  3.000
 GSV  H5C1  C5   C6    109.77  3.000
 GSV  C4    C5   C6    110.54  3.000
 GSV  C3    C4   S2    110.87  3.000
 GSV  C3    C4   C5    128.09  3.000
 GSV  S2    C4   C5    120.99  3.000
 GSV  C1    S2   C4     91.41  3.000
 GSV  H3    C3   C2    123.79  3.000
 GSV  H3    C3   C4    122.56  3.000
 GSV  C2    C3   C4    113.65  3.000
 GSV  H2    C2   C1    123.89  3.000
 GSV  H2    C2   C3    124.51  3.000
 GSV  C1    C2   C3    111.60  3.000
 GSV  CL    C1   C2    127.18  3.000
 GSV  CL    C1   S2    120.34  3.000
 GSV  C2    C1   S2    112.47  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
 GSV  CONST_01  C33   C34  C31  C29     0.00   0.0  0
 GSV  CONST_02  C33   C30  C28  C29     0.00   0.0  0
 GSV  CONST_05  C30   C28  C29  C31     0.00   0.0  0
 GSV  CONST_06  C27   C28  C29  C31   180.00   0.0  0
 GSV  CONST_07  C30   C33  C34  C31     0.00   0.0  0
 GSV  CONST_08  C28   C29  C31  C34     0.00   0.0  0
 GSV  CONST_09  C28   C30  C33  C34     0.00   0.0  0
 GSV  CONST_10  C27   C28  C30  C33   180.00   0.0  0
 GSV  CONST_13  C22   C26  C27  C28   180.00   0.0  0
 GSV  CONST_14  C21   C24  C27  C28   180.00   0.0  0
 GSV  CONST_15  C15   C22  C26  C27     0.00   0.0  0
 GSV  CONST_16  C15   C21  C24  C27     0.00   0.0  0
 GSV  CONST_17  C21   C24  C27  C26     0.00   0.0  0
 GSV  CONST_18  C21   C15  C22  C26     0.00   0.0  0
 GSV  CONST_19  C24   C27  C26  C22     0.00   0.0  0
 GSV  CONST_20  C24   C21  C15  C22     0.00   0.0  0
 GSV  CONST_21  C2    C1   S2   C4      0.00   0.0  0
 GSV  CONST_22  C1    C2   C3   C4      0.00   0.0  0
 GSV  CONST_23  C2    C3   C4   S2      0.00   0.0  0
 GSV  CONST_24  C3    C2   C1   S2      0.00   0.0  0
 GSV  CONST_25  C1    S2   C4   C3      0.00   0.0  0
 GSV  CONST_26  N2    C15  C22  C26   180.00   0.0  0
 GSV  CONST_27  N2    C15  C21  C24   180.00   0.0  0
 GSV  CONST_28  C12   C50  N2   C15   180.00   0.0  0
 GSV  CONST_29  C12   C50  N2   C14     0.00   0.0  0
 GSV  CONST_30  C34   C31  C29  S32   180.00   0.0  0
 GSV  CONST_31  C30   C28  C29  S32   180.00   0.0  0
 GSV  CONST_32  C27   C28  C29  S32     0.00   0.0  0
 GSV  CONST_33  F     C22  C26  C27   180.00   0.0  0
 GSV  CONST_34  C21   C15  C22  F     180.00   0.0  0
 GSV  CONST_35  N2    C15  C22  F       0.00   0.0  0
 GSV  CONST_36  C1    S2   C4   C5    180.00   0.0  0
 GSV  CONST_37  C2    C3   C4   C5    180.00   0.0  0
 GSV  CONST_38  CL    C1   S2   C4    180.00   0.0  0
 GSV  CONST_39  CL    C1   C2   C3    180.00   0.0  0
 GSV  CONST_40  O3    C50  N2   C15     0.00   0.0  0
 GSV  CONST_41  C14   N2   C50  O3    180.00   0.0  0
 GSV  CONST_42  H34   C34  C31  C29   180.00   0.0  0
 GSV  CONST_43  H30   C30  C28  C29   180.00   0.0  0
 GSV  CONST_44  H33   C33  C34  C31   180.00   0.0  0
 GSV  CONST_45  H31   C31  C34  C33   180.00   0.0  0
 GSV  CONST_46  H26   C26  C27  C28     0.00   0.0  0
 GSV  CONST_47  H24   C24  C27  C28     0.00   0.0  0
 GSV  CONST_48  H21   C21  C24  C27   180.00   0.0  0
 GSV  CONST_49  H2    C2   C3   C4    180.00   0.0  0
 GSV  CONST_50  H3    C3   C4   S2    180.00   0.0  0
 GSV  Var_01    C50   N2   C15  C22   -60.83  30.0  2
 GSV  Var_02    C13   C14  N2   C15  -168.06  30.0  1
 GSV  Var_03    C12   C13  C14  N2    -32.32  30.0  1
 GSV  Var_04    C31   C29  S32  C35   112.70  30.0  2
 GSV  Var_05    S2    C4   C5   C6     80.15  30.0  2
 GSV  Var_06    O2    S1   N1   C12  -167.07  30.0  3
 GSV  Var_07    C4    C5   C6   S1    172.86  30.0  3
 GSV  Var_08    H351  C35  S32  C29    64.72  30.0  3
 GSV  Var_09    C5    C6   S1   N1    -82.77  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
 GSV  chir_01  C12  C50  C13  N1  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
 GSV  plan-1  C5   0.020
 GSV  plan-1  C4   0.020
 GSV  plan-1  S2   0.020
 GSV  plan-1  C3   0.020
 GSV  plan-1  C2   0.020
 GSV  plan-1  C1   0.020
 GSV  plan-1  CL   0.020
 GSV  plan-1  H3   0.020
 GSV  plan-1  H2   0.020
 GSV  plan-2  S32  0.020
 GSV  plan-2  C29  0.020
 GSV  plan-2  C31  0.020
 GSV  plan-2  C34  0.020
 GSV  plan-2  C33  0.020
 GSV  plan-2  C30  0.020
 GSV  plan-2  C28  0.020
 GSV  plan-2  C27  0.020
 GSV  plan-2  H31  0.020
 GSV  plan-2  H34  0.020
 GSV  plan-2  H33  0.020
 GSV  plan-2  H30  0.020
 GSV  plan-3  C28  0.020
 GSV  plan-3  C27  0.020
 GSV  plan-3  C26  0.020
 GSV  plan-3  C22  0.020
 GSV  plan-3  F    0.020
 GSV  plan-3  C24  0.020
 GSV  plan-3  C21  0.020
 GSV  plan-3  C15  0.020
 GSV  plan-3  N2   0.020
 GSV  plan-3  H26  0.020
 GSV  plan-3  H24  0.020
 GSV  plan-3  H21  0.020
 GSV  plan-4  C15  0.020
 GSV  plan-4  N2   0.020
 GSV  plan-4  C50  0.020
 GSV  plan-4  O3   0.020
 GSV  plan-4  C14  0.020
 GSV  plan-4  C12  0.020

