# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue May  5 17:54:44 2020
#   Inital geometry file: a 130 line input string
#   Ligand name: 5-chloro-N-{(3S)-1-[(1S)-1-methyl-2-morpholin-4-yl-2-oxoethyl]-2-oxopyrrolidin-3-yl}-1H-indole-2-sulfonamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@H](N1CC[C@H](N[S](=O)(=O)c2[nH]c3ccc(Cl)cc3c2)C1=O)C(=O)N4CCOCC4
#
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
 GSQ  GSQ  5-chloro-N-{(3S)-1-[(1S)-1-methyl-2-morpholin-4-yl-2-oxoethyl]-2-oxopyrrolidin-3-yl}-1H-indole-2-sulfonamide  ligand  53  30  .  2022-07-25  2022-07-26
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_GSQ
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
 GSQ  CL    CL  CL    0  -0.136  -6.4334  -0.1354  -1.1256
 GSQ  C13   C   CR6   0  -0.048  -5.7475  -1.7075  -0.8461
 GSQ  C14   C   CR16  0  -0.233  -5.9690  -2.7089  -1.8071
 GSQ  C11   C   CR16  0  -0.302  -5.4459  -3.9715  -1.6354
 GSQ  C6    C   CR56  0   0.364  -4.6949  -4.2085  -0.4842
 GSQ  N1    N   NR15  0  -0.728  -4.0600  -5.3392  -0.0664
 GSQ  C5    C   CR56  0   0.065  -4.4795  -3.2077   0.4872
 GSQ  C10   C   CR16  0  -0.297  -5.0159  -1.9282   0.2966
 GSQ  C2    C   CR15  0  -0.336  -3.6966  -3.7898   1.5236
 GSQ  C1    C   CR5   0   0.093  -3.4798  -5.0796   1.1462
 GSQ  S4    S   S     0   1.379  -2.5132  -6.2874   1.9587
 GSQ  O8    O   OS    0  -0.638  -2.3434  -5.8237   3.3219
 GSQ  O9    O   OS    0  -0.650  -3.1217  -7.5718   1.6602
 GSQ  N7    N   NC1   0  -0.745  -1.0394  -6.3255   1.2606
 GSQ  C12   C   CH1   0  -0.242   0.0359  -5.3942   1.5518
 GSQ  C15   C   C     0   0.588   0.0655  -4.2382   0.5483
 GSQ  O19   O   O     0  -0.464  -0.7146  -3.3054   0.5162
 GSQ  C16   C   CH2   0  -0.481   1.4101  -6.0361   1.3875
 GSQ  C20   C   CH2   0  -0.285   1.8446  -5.6663  -0.0304
 GSQ  N18   N   NT    0  -0.465   1.0842  -4.4583  -0.3058
 GSQ  C21   C   CH1   0  -0.255   1.4494  -3.5391  -1.3670
 GSQ  C23   C   CH3   0  -0.642   2.7022  -2.7491  -1.0223
 GSQ  C22   C   C     0   0.577   1.6258  -4.3429  -2.6625
 GSQ  O25   O   O     0  -0.487   2.7485  -4.6159  -3.0606
 GSQ  N24   N   NT    0  -0.465   0.5122  -4.7624  -3.2959
 GSQ  C26   C   CH2   0  -0.334   0.5967  -5.6478  -4.4469
 GSQ  C28   C   CH2   0  -0.184  -0.1980  -6.9120  -4.1681
 GSQ  O30   O   O2    0  -0.476  -1.5374  -6.6219  -3.8330
 GSQ  C29   C   CH2   0  -0.163  -1.6219  -5.7709  -2.7175
 GSQ  C27   C   CH2   0  -0.343  -0.8654  -4.4719  -2.9385
 GSQ  H14   H   HCR6  0   0.281  -6.5555  -2.4856  -2.6878
 GSQ  H10   H   HCR6  0   0.279  -4.8594  -1.1442   1.0253
 GSQ  H11   H   HCR6  0   0.281  -5.6171  -4.7447  -2.3726
 GSQ  H1    H   HNR5  0   0.423  -4.1698  -6.2539  -0.4763
 GSQ  H2    H   HCR5  0   0.277  -3.3262  -3.3087   2.4133
 GSQ  H7    H   HNC1  0   0.430  -0.9633  -6.9314   0.4535
 GSQ  H12   H   HCH1  0   0.315  -0.1140  -5.0067   2.5583
 GSQ  H161  H   HCH2  0   0.280   1.4008  -7.1101   1.5617
 GSQ  H162  H   HCH2  0   0.281   2.0942  -5.5858   2.1062
 GSQ  H201  H   HCH2  0   0.272   2.9160  -5.4773  -0.0895
 GSQ  H202  H   HCH2  0   0.251   1.6103  -6.4494  -0.7585
 GSQ  H21   H   HCH1  0   0.295   0.6285  -2.8287  -1.4727
 GSQ  H231  H   HCH3  0   0.235   3.5743  -3.3860  -0.8873
 GSQ  H232  H   HCH3  0   0.245   2.9267  -2.0323  -1.8115
 GSQ  H233  H   HCH3  0   0.244   2.5356  -2.1904  -0.1019
 GSQ  H261  H   HCH2  0   0.275   1.6339  -5.8978  -4.6524
 GSQ  H262  H   HCH2  0   0.253   0.1934  -5.1346  -5.3255
 GSQ  H271  H   HCH2  0   0.264  -1.3289  -3.9141  -3.7584
 GSQ  H272  H   HCH2  0   0.272  -0.9421  -3.8507  -2.0512
 GSQ  H281  H   HCH2  0   0.250  -0.2137  -7.5436  -5.0567
 GSQ  H282  H   HCH2  0   0.210   0.2886  -7.4763  -3.3597
 GSQ  H291  H   HCH2  0   0.181  -1.2305  -6.2695  -1.8178
 GSQ  H292  H   HCH2  0   0.239  -2.6778  -5.5566  -2.5501

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
 GSQ  CL   C13   single    1.738  0.020  1.738
 GSQ  C13  C14   aromatic  1.406  0.020  1.406
 GSQ  C13  C10   aromatic  1.375  0.020  1.375
 GSQ  C14  C11   aromatic  1.377  0.020  1.377
 GSQ  C14  H14   single    0.930  0.020  1.080
 GSQ  C11  C6    aromatic  1.395  0.020  1.395
 GSQ  C11  H11   single    0.930  0.020  1.080
 GSQ  C6   N1    aromatic  1.362  0.020  1.362
 GSQ  C6   C5    aromatic  1.411  0.020  1.411
 GSQ  N1   C1    aromatic  1.369  0.020  1.369
 GSQ  N1   H1    single    0.860  0.020  1.020
 GSQ  C5   C10   aromatic  1.400  0.020  1.400
 GSQ  C5   C2    aromatic  1.423  0.020  1.423
 GSQ  C10  H10   single    0.930  0.020  1.080
 GSQ  C2   C1    aromatic  1.361  0.020  1.361
 GSQ  C2   H2    single    0.930  0.020  1.080
 GSQ  C1   S4    single    1.747  0.020  1.747
 GSQ  S4   O8    double    1.450  0.020  1.450
 GSQ  S4   O9    double    1.452  0.020  1.452
 GSQ  S4   N7    single    1.631  0.020  1.631
 GSQ  N7   C12   single    1.452  0.020  1.452
 GSQ  N7   H7    single    0.860  0.020  1.020
 GSQ  C12  C15   single    1.531  0.020  1.531
 GSQ  C12  C16   single    1.526  0.020  1.526
 GSQ  C12  H12   single    0.970  0.020  1.090
 GSQ  C15  O19   double    1.216  0.020  1.216
 GSQ  C15  N18   single    1.347  0.020  1.347
 GSQ  C16  C20   single    1.528  0.020  1.528
 GSQ  C16  H161  single    0.970  0.020  1.090
 GSQ  C16  H162  single    0.970  0.020  1.090
 GSQ  C20  N18   single    1.454  0.020  1.454
 GSQ  C20  H201  single    0.970  0.020  1.090
 GSQ  C20  H202  single    0.970  0.020  1.090
 GSQ  N18  C21   single    1.451  0.020  1.451
 GSQ  C21  C23   single    1.521  0.020  1.521
 GSQ  C21  C22   single    1.535  0.020  1.535
 GSQ  C21  H21   single    0.970  0.020  1.090
 GSQ  C23  H231  single    0.970  0.020  1.090
 GSQ  C23  H232  single    0.970  0.020  1.090
 GSQ  C23  H233  single    0.970  0.020  1.090
 GSQ  C22  O25   double    1.222  0.020  1.222
 GSQ  C22  N24   single    1.348  0.020  1.348
 GSQ  N24  C26   single    1.455  0.020  1.455
 GSQ  N24  C27   single    1.453  0.020  1.453
 GSQ  C26  C28   single    1.519  0.020  1.519
 GSQ  C26  H261  single    0.970  0.020  1.090
 GSQ  C26  H262  single    0.970  0.020  1.090
 GSQ  C28  O30   single    1.411  0.020  1.411
 GSQ  C28  H281  single    0.970  0.020  1.090
 GSQ  C28  H282  single    0.970  0.020  1.090
 GSQ  O30  C29   single    1.406  0.020  1.406
 GSQ  C29  C27   single    1.519  0.020  1.519
 GSQ  C29  H291  single    0.970  0.020  1.090
 GSQ  C29  H292  single    0.970  0.020  1.090
 GSQ  C27  H271  single    0.970  0.020  1.090
 GSQ  C27  H272  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
 GSQ  C10   C13  C14   122.53  3.000
 GSQ  C10   C13  CL    119.27  3.000
 GSQ  C14   C13  CL    118.19  3.000
 GSQ  H14   C14  C11   119.79  3.000
 GSQ  H14   C14  C13   119.68  3.000
 GSQ  C11   C14  C13   120.53  3.000
 GSQ  H11   C11  C6    121.74  3.000
 GSQ  H11   C11  C14   120.66  3.000
 GSQ  C6    C11  C14   117.59  3.000
 GSQ  C5    C6   N1    107.84  3.000
 GSQ  C5    C6   C11   121.99  3.000
 GSQ  N1    C6   C11   130.17  3.000
 GSQ  H1    N1   C1    125.32  3.000
 GSQ  H1    N1   C6    125.27  3.000
 GSQ  C1    N1   C6    108.16  3.000
 GSQ  C2    C5   C10   133.12  3.000
 GSQ  C2    C5   C6    107.16  3.000
 GSQ  C10   C5   C6    119.72  3.000
 GSQ  H10   C10  C5    121.00  3.000
 GSQ  H10   C10  C13   121.37  3.000
 GSQ  C5    C10  C13   117.63  3.000
 GSQ  H2    C2   C1    126.68  3.000
 GSQ  H2    C2   C5    127.44  3.000
 GSQ  C1    C2   C5    105.86  3.000
 GSQ  S4    C1   C2    127.89  3.000
 GSQ  S4    C1   N1    121.01  3.000
 GSQ  C2    C1   N1    110.96  3.000
 GSQ  N7    S4   O9    105.66  3.000
 GSQ  N7    S4   O8    107.70  3.000
 GSQ  O9    S4   O8    121.68  3.000
 GSQ  N7    S4   C1    108.48  3.000
 GSQ  O9    S4   C1    106.50  3.000
 GSQ  O8    S4   C1    106.31  3.000
 GSQ  H7    N7   C12   119.22  3.000
 GSQ  H7    N7   S4    115.03  3.000
 GSQ  C12   N7   S4    124.63  3.000
 GSQ  H12   C12  C16   111.92  3.000
 GSQ  H12   C12  C15   109.86  3.000
 GSQ  C16   C12  C15   103.28  3.000
 GSQ  H12   C12  N7    108.16  3.000
 GSQ  C16   C12  N7    112.06  3.000
 GSQ  C15   C12  N7    111.54  3.000
 GSQ  N18   C15  O19   126.39  3.000
 GSQ  N18   C15  C12   107.86  3.000
 GSQ  O19   C15  C12   125.72  3.000
 GSQ  H162  C16  H161  107.92  3.000
 GSQ  H162  C16  C20   109.47  3.000
 GSQ  H161  C16  C20   112.94  3.000
 GSQ  H162  C16  C12   108.70  3.000
 GSQ  H161  C16  C12   112.98  3.000
 GSQ  C20   C16  C12   104.73  3.000
 GSQ  H202  C20  H201  107.37  3.000
 GSQ  H202  C20  N18   110.89  3.000
 GSQ  H201  C20  N18   111.10  3.000
 GSQ  H202  C20  C16   112.53  3.000
 GSQ  H201  C20  C16   111.83  3.000
 GSQ  N18   C20  C16   103.18  3.000
 GSQ  C21   N18  C20   122.23  3.000
 GSQ  C21   N18  C15   123.41  3.000
 GSQ  C20   N18  C15   114.28  3.000
 GSQ  H21   C21  C22   110.24  3.000
 GSQ  H21   C21  C23   107.68  3.000
 GSQ  C22   C21  C23   111.64  3.000
 GSQ  H21   C21  N18   107.10  3.000
 GSQ  C22   C21  N18   108.33  3.000
 GSQ  C23   C21  N18   111.76  3.000
 GSQ  H233  C23  H232  107.82  3.000
 GSQ  H233  C23  H231  108.53  3.000
 GSQ  H232  C23  H231  108.05  3.000
 GSQ  H233  C23  C21   109.38  3.000
 GSQ  H232  C23  C21   110.32  3.000
 GSQ  H231  C23  C21   112.60  3.000
 GSQ  N24   C22  O25   122.43  3.000
 GSQ  N24   C22  C21   117.69  3.000
 GSQ  O25   C22  C21   119.84  3.000
 GSQ  C27   N24  C26   111.81  3.000
 GSQ  C27   N24  C22   127.27  3.000
 GSQ  C26   N24  C22   120.88  3.000
 GSQ  H262  C26  H261  107.93  3.000
 GSQ  H262  C26  C28   110.17  3.000
 GSQ  H261  C26  C28   110.04  3.000
 GSQ  H262  C26  N24   109.16  3.000
 GSQ  H261  C26  N24   110.19  3.000
 GSQ  C28   C26  N24   109.33  3.000
 GSQ  H282  C28  H281  107.96  3.000
 GSQ  H282  C28  O30   110.55  3.000
 GSQ  H281  C28  O30   107.40  3.000
 GSQ  H282  C28  C26   109.30  3.000
 GSQ  H281  C28  C26   109.88  3.000
 GSQ  O30   C28  C26   111.67  3.000
 GSQ  C29   O30  C28   111.72  3.000
 GSQ  H292  C29  H291  107.94  3.000
 GSQ  H292  C29  C27   109.66  3.000
 GSQ  H291  C29  C27   109.21  3.000
 GSQ  H292  C29  O30   107.40  3.000
 GSQ  H291  C29  O30   110.67  3.000
 GSQ  C27   C29  O30   111.86  3.000
 GSQ  H272  C27  H271  106.89  3.000
 GSQ  H272  C27  C29   109.58  3.000
 GSQ  H271  C27  C29   109.50  3.000
 GSQ  H272  C27  N24   112.48  3.000
 GSQ  H271  C27  N24   108.61  3.000
 GSQ  C29   C27  N24   109.70  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
 GSQ  CONST_01  C6   C11  C14  C13     0.00   0.0  0
 GSQ  CONST_02  C6   C5   C10  C13     0.00   0.0  0
 GSQ  CONST_03  C2   C5   C10  C13   180.00   0.0  0
 GSQ  CONST_04  C5   C10  C13  C14     0.00   0.0  0
 GSQ  CONST_05  N1   C6   C11  C14   180.00   0.0  0
 GSQ  CONST_06  C5   C6   C11  C14     0.00   0.0  0
 GSQ  CONST_07  C10  C13  C14  C11     0.00   0.0  0
 GSQ  CONST_08  C1   N1   C6   C11   180.00   0.0  0
 GSQ  CONST_09  C10  C5   C6   C11     0.00   0.0  0
 GSQ  CONST_10  C2   C5   C6   C11   180.00   0.0  0
 GSQ  CONST_11  C2   C1   N1   C6      0.00   0.0  0
 GSQ  CONST_12  C1   C2   C5   C6      0.00   0.0  0
 GSQ  CONST_13  C10  C5   C6   N1    180.00   0.0  0
 GSQ  CONST_14  C2   C5   C6   N1      0.00   0.0  0
 GSQ  CONST_15  C5   C2   C1   N1      0.00   0.0  0
 GSQ  CONST_16  C1   N1   C6   C5      0.00   0.0  0
 GSQ  CONST_17  C1   C2   C5   C10   180.00   0.0  0
 GSQ  CONST_18  C20  N18  C15  C12     0.00   0.0  0
 GSQ  CONST_19  C11  C14  C13  CL    180.00   0.0  0
 GSQ  CONST_20  C5   C10  C13  CL    180.00   0.0  0
 GSQ  CONST_21  S4   C1   N1   C6    180.00   0.0  0
 GSQ  CONST_22  S4   C1   C2   C5    180.00   0.0  0
 GSQ  CONST_23  C21  N18  C15  C12   180.00   0.0  0
 GSQ  CONST_24  C20  N18  C15  O19   180.00   0.0  0
 GSQ  CONST_25  H11  C11  C14  C13   180.00   0.0  0
 GSQ  CONST_26  H10  C10  C13  C14   180.00   0.0  0
 GSQ  CONST_27  H1   N1   C6   C11     0.00   0.0  0
 GSQ  CONST_28  H14  C14  C11  C6    180.00   0.0  0
 GSQ  CONST_29  H2   C2   C5   C6    180.00   0.0  0
 GSQ  CONST_30  C26  N24  C22  C21   180.00   0.0  0
 GSQ  CONST_31  C27  N24  C22  C21     0.00   0.0  0
 GSQ  CONST_32  C26  N24  C22  O25     0.00   0.0  0
 GSQ  CONST_33  C27  N24  C22  O25   180.00   0.0  0
 GSQ  CONST_34  C21  N18  C15  O19     0.00   0.0  0
 GSQ  Var_01    N18  C20  C16  C12    24.28  30.0  1
 GSQ  Var_02    C16  C20  N18  C15   -15.03  30.0  1
 GSQ  Var_03    O30  C28  C26  N24    56.00  30.0  1
 GSQ  Var_04    O30  C29  C27  N24   -55.19  30.0  1
 GSQ  Var_05    C29  C27  N24  C26    54.98  30.0  1
 GSQ  Var_06    C27  N24  C26  C28   -55.37  30.0  1
 GSQ  Var_07    C27  C29  O30  C28    57.03  30.0  1
 GSQ  Var_08    O8   S4   C1   N1   -166.05  30.0  2
 GSQ  Var_09    C12  N7   S4   C1     81.11  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
 GSQ  chir_01  C12  N7   C15  C16  positiv
 GSQ  chir_02  C21  N18  C23  C22  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
 GSQ  plan-1  C21  0.020
 GSQ  plan-1  C22  0.020
 GSQ  plan-1  O25  0.020
 GSQ  plan-1  N24  0.020
 GSQ  plan-1  C26  0.020
 GSQ  plan-1  C27  0.020
 GSQ  plan-2  CL   0.020
 GSQ  plan-2  C13  0.020
 GSQ  plan-2  C14  0.020
 GSQ  plan-2  C11  0.020
 GSQ  plan-2  C6   0.020
 GSQ  plan-2  N1   0.020
 GSQ  plan-2  C5   0.020
 GSQ  plan-2  C10  0.020
 GSQ  plan-2  C2   0.020
 GSQ  plan-2  C1   0.020
 GSQ  plan-2  S4   0.020
 GSQ  plan-2  H14  0.020
 GSQ  plan-2  H10  0.020
 GSQ  plan-2  H11  0.020
 GSQ  plan-2  H1   0.020
 GSQ  plan-2  H2   0.020
 GSQ  plan-3  C12  0.020
 GSQ  plan-3  C15  0.020
 GSQ  plan-3  O19  0.020
 GSQ  plan-3  C20  0.020
 GSQ  plan-3  N18  0.020
 GSQ  plan-3  C21  0.020

