# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr  4 14:54:16 2020
#   Inital geometry file: a 145 line input string
#   Ligand name: N-[(2R)-3-(3-cyanophenyl)-1-oxo-1-(pyrrolidin-1-yl)propan-2-yl]-1,2,3,4-tetrahydroisoquinoline-6-sulfonamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: O=C([C@@H](Cc1cccc(c1)C#N)N[S](=O)(=O)c2ccc3CNCCc3c2)N4CCCC4
#
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
 0N6  0N6  N-[(2R)-3-(3-cyanophenyl)-1-oxo-1-(pyrrolidin-1-yl)propan-2-yl]-1,2,3,4-tetrahydroisoquinoline-6-sulfonamide  ligand  57  31  .  2021-08-03  2021-08-03  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_0N6
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
 0N6  C9   C  CR16  0  -0.258  -1.8370  -1.1642  -0.7288
 0N6  C5   C  CR6   0   0.100  -2.8884  -1.0297   0.1689
 0N6  C3   C  CH2   0  -0.517  -4.2398  -0.5740  -0.3144
 0N6  C2   C  CH2   0  -0.325  -5.3275  -0.8130   0.7273
 0N6  N1   N  NH1   0  -0.576  -4.9293  -0.4027   2.0616
 0N6  C1   C  CH2   0  -0.363  -3.7865  -1.1601   2.5247
 0N6  C4   C  CR6   0   0.049  -2.6702  -1.3179   1.5186
 0N6  C6   C  CR16  0  -0.274  -1.4248  -1.7777   1.9351
 0N6  C7   C  CR16  0  -0.251  -0.3822  -1.9369   1.0403
 0N6  C8   C  CR6   0  -0.189  -0.6007  -1.6122  -0.2916
 0N6  S1   S  S     0   1.361   0.7261  -1.7066  -1.4521
 0N6  O1   O  OS    0  -0.648   1.7993  -2.4849  -0.8440
 0N6  O3   O  OS    0  -0.657   0.2241  -2.0969  -2.7603
 0N6  N2   N  NC1   0  -0.716   1.1452  -0.1114  -1.5822
 0N6  C10  C  CH1   0  -0.217   1.9317   0.4427  -0.5003
 0N6  C12  C  C     0   0.577   3.4255   0.2140  -0.7284
 0N6  O2   O  O     0  -0.499   3.8707   0.2201  -1.8699
 0N6  N3   N  NT    0  -0.470   4.1978   0.0839   0.3525
 0N6  C13  C  CH2   0  -0.262   5.6523  -0.0045   0.2348
 0N6  C14  C  CH2   0  -0.483   6.1305   0.1574   1.6714
 0N6  C15  C  CH2   0  -0.475   5.0043  -0.4740   2.4819
 0N6  C16  C  CH2   0  -0.283   3.7478  -0.0329   1.7393
 0N6  C11  C  CH2   0  -0.535   1.6447   1.9463  -0.3714
 0N6  C17  C  CR6   0   0.169   0.2082   2.1765  -0.0034
 0N6  C22  C  CR16  0  -0.293  -0.7444   2.4363  -0.9777
 0N6  C18  C  CR16  0  -0.277  -0.2021   2.0737   1.3235
 0N6  C19  C  CR16  0  -0.218  -1.5338   2.2319   1.6800
 0N6  C20  C  CR16  0  -0.266  -2.4834   2.5034   0.7113
 0N6  C21  C  CR6   0   0.026  -2.0805   2.6051  -0.6192
 0N6  C23  C  CSP   0   0.049  -3.0493   2.8774  -1.6313
 0N6  N4   N  NS    0  -0.251  -3.8342   3.0937  -2.4471
 0N6  H1   H  HCR6  0   0.270  -1.9968  -0.9192  -1.7722
 0N6  H2   H  HCH2  0   0.246  -4.1965   0.4928  -0.5549
 0N6  H3   H  HCH2  0   0.257  -4.4920  -1.0810  -1.2488
 0N6  H4   H  HCH2  0   0.247  -6.2377  -0.2841   0.4413
 0N6  H5   H  HCH2  0   0.233  -5.5802  -1.8769   0.7640
 0N6  H6   H  HNH1  0   0.343  -4.7057   0.5854   2.0598
 0N6  H8   H  HCH2  0   0.258  -3.3966  -0.6926   3.4313
 0N6  H9   H  HCH2  0   0.252  -4.1244  -2.1592   2.8218
 0N6  H10  H  HCR6  0   0.260  -1.2631  -2.0115   2.9808
 0N6  H11  H  HCR6  0   0.282   0.5765  -2.3029   1.3822
 0N6  H12  H  HNC1  0   0.409   1.4996   0.1117  -2.5086
 0N6  H13  H  HCH1  0   0.278   1.5985  -0.0251   0.4274
 0N6  H14  H  HCH2  0   0.242   5.9413  -0.9765  -0.1748
 0N6  H15  H  HCH2  0   0.253   6.0359   0.7671  -0.4321
 0N6  H16  H  HCH2  0   0.255   7.0964  -0.3170   1.8392
 0N6  H17  H  HCH2  0   0.241   6.2302   1.2164   1.9183
 0N6  H18  H  HCH2  0   0.245   5.0877  -1.5624   2.4566
 0N6  H19  H  HCH2  0   0.258   4.9905  -0.1642   3.5257
 0N6  H20  H  HCH2  0   0.247   3.3861   0.9282   2.1166
 0N6  H21  H  HCH2  0   0.252   2.9444  -0.7633   1.8437
 0N6  H22  H  HCH2  0   0.284   2.2996   2.3674   0.3953
 0N6  H23  H  HCH2  0   0.279   1.8951   2.4441  -1.3102
 0N6  H24  H  HCR6  0   0.271  -0.4516   2.5174  -2.0164
 0N6  H25  H  HCR6  0   0.260   0.5320   1.8748   2.0958
 0N6  H26  H  HCR6  0   0.270  -1.8291   2.1523   2.7174
 0N6  H27  H  HCR6  0   0.282  -3.5218   2.6478   0.9780

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
 0N6  N4   C23  triple    1.153  0.020  1.153
 0N6  C3   C2   single    1.525  0.020  1.525
 0N6  C3   C5   single    1.506  0.020  1.506
 0N6  C2   N1   single    1.452  0.020  1.452
 0N6  C23  C21  single    1.427  0.020  1.427
 0N6  O3   S1   double    1.454  0.020  1.454
 0N6  C9   C5   aromatic  1.389  0.020  1.389
 0N6  C9   C8   aromatic  1.386  0.020  1.386
 0N6  C5   C4   aromatic  1.397  0.020  1.397
 0N6  N1   C1   single    1.447  0.020  1.447
 0N6  C21  C22  aromatic  1.394  0.020  1.394
 0N6  C21  C20  aromatic  1.394  0.020  1.394
 0N6  C22  C17  aromatic  1.387  0.020  1.387
 0N6  N2   S1   single    1.654  0.020  1.654
 0N6  N2   C10  single    1.448  0.020  1.448
 0N6  S1   C8   single    1.765  0.020  1.765
 0N6  S1   O1   double    1.459  0.020  1.459
 0N6  C8   C7   aromatic  1.388  0.020  1.388
 0N6  C4   C1   single    1.511  0.020  1.511
 0N6  C4   C6   aromatic  1.391  0.020  1.391
 0N6  C20  C19  aromatic  1.383  0.020  1.383
 0N6  C17  C11  single    1.501  0.020  1.501
 0N6  C17  C18  aromatic  1.393  0.020  1.393
 0N6  C11  C10  single    1.536  0.020  1.536
 0N6  O2   C12  double    1.225  0.020  1.225
 0N6  C10  C12  single    1.528  0.020  1.528
 0N6  C7   C6   aromatic  1.383  0.020  1.383
 0N6  C12  N3   single    1.335  0.020  1.335
 0N6  C19  C18  aromatic  1.388  0.020  1.388
 0N6  N3   C13  single    1.462  0.020  1.462
 0N6  N3   C16  single    1.463  0.020  1.463
 0N6  C13  C14  single    1.523  0.020  1.523
 0N6  C16  C15  single    1.525  0.020  1.525
 0N6  C14  C15  single    1.524  0.020  1.524
 0N6  C9   H1   single    0.930  0.020  1.080
 0N6  C3   H2   single    0.970  0.020  1.090
 0N6  C3   H3   single    0.970  0.020  1.090
 0N6  C2   H4   single    0.970  0.020  1.090
 0N6  C2   H5   single    0.970  0.020  1.090
 0N6  N1   H6   single    0.890  0.020  1.040
 0N6  C1   H8   single    0.970  0.020  1.090
 0N6  C1   H9   single    0.970  0.020  1.090
 0N6  C6   H10  single    0.930  0.020  1.080
 0N6  C7   H11  single    0.930  0.020  1.080
 0N6  N2   H12  single    0.890  0.020  1.040
 0N6  C10  H13  single    0.970  0.020  1.090
 0N6  C13  H14  single    0.970  0.020  1.090
 0N6  C13  H15  single    0.970  0.020  1.090
 0N6  C14  H16  single    0.970  0.020  1.090
 0N6  C14  H17  single    0.970  0.020  1.090
 0N6  C15  H18  single    0.970  0.020  1.090
 0N6  C15  H19  single    0.970  0.020  1.090
 0N6  C16  H20  single    0.970  0.020  1.090
 0N6  C16  H21  single    0.970  0.020  1.090
 0N6  C11  H22  single    0.970  0.020  1.090
 0N6  C11  H23  single    0.970  0.020  1.090
 0N6  C22  H24  single    0.930  0.020  1.080
 0N6  C18  H25  single    0.930  0.020  1.080
 0N6  C19  H26  single    0.930  0.020  1.080
 0N6  C20  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
 0N6  H1   C9   C8   120.56  3.000
 0N6  H1   C9   C5   119.25  3.000
 0N6  C8   C9   C5   120.18  3.000
 0N6  C4   C5   C3   120.83  3.000
 0N6  C4   C5   C9   119.09  3.000
 0N6  C3   C5   C9   120.08  3.000
 0N6  H3   C3   H2   105.87  3.000
 0N6  H3   C3   C2   110.29  3.000
 0N6  H2   C3   C2   109.34  3.000
 0N6  H3   C3   C5   109.95  3.000
 0N6  H2   C3   C5   109.27  3.000
 0N6  C2   C3   C5   111.93  3.000
 0N6  H5   C2   H4   106.71  3.000
 0N6  H5   C2   N1   107.90  3.000
 0N6  H4   C2   N1   109.44  3.000
 0N6  H5   C2   C3   109.88  3.000
 0N6  H4   C2   C3   109.88  3.000
 0N6  N1   C2   C3   112.82  3.000
 0N6  H6   N1   C1   109.68  3.000
 0N6  H6   N1   C2   109.55  3.000
 0N6  C1   N1   C2   111.27  3.000
 0N6  H9   C1   H8   105.98  3.000
 0N6  H9   C1   C4   108.24  3.000
 0N6  H8   C1   C4   109.50  3.000
 0N6  H9   C1   N1   108.69  3.000
 0N6  H8   C1   N1   108.88  3.000
 0N6  C4   C1   N1   115.15  3.000
 0N6  C6   C4   C1   119.77  3.000
 0N6  C6   C4   C5   119.81  3.000
 0N6  C1   C4   C5   120.42  3.000
 0N6  H10  C6   C7   119.14  3.000
 0N6  H10  C6   C4   119.59  3.000
 0N6  C7   C6   C4   121.27  3.000
 0N6  H11  C7   C8   121.46  3.000
 0N6  H11  C7   C6   120.17  3.000
 0N6  C8   C7   C6   118.37  3.000
 0N6  S1   C8   C7   120.00  3.000
 0N6  C7   C8   C9   121.25  3.000
 0N6  S1   C8   C9   118.71  3.000
 0N6  N2   S1   O3   105.99  3.000
 0N6  N2   S1   O1   111.15  3.000
 0N6  O3   S1   O1   119.06  3.000
 0N6  O1   S1   C8   107.91  3.000
 0N6  N2   S1   C8   100.98  3.000
 0N6  O3   S1   C8   110.26  3.000
 0N6  H12  N2   C10  114.06  3.000
 0N6  H12  N2   S1   111.81  3.000
 0N6  C10  N2   S1   116.61  3.000
 0N6  H13  C10  C11  106.93  3.000
 0N6  H13  C10  C12  111.18  3.000
 0N6  C11  C10  C12  109.97  3.000
 0N6  H13  C10  N2   107.78  3.000
 0N6  C12  C10  N2   111.23  3.000
 0N6  C11  C10  N2   109.62  3.000
 0N6  N3   C12  O2   123.01  3.000
 0N6  N3   C12  C10  117.34  3.000
 0N6  O2   C12  C10  119.56  3.000
 0N6  C16  N3   C13  112.19  3.000
 0N6  C16  N3   C12  126.69  3.000
 0N6  C13  N3   C12  121.09  3.000
 0N6  H15  C13  H14  107.89  3.000
 0N6  H15  C13  C14  113.06  3.000
 0N6  H14  C13  C14  111.40  3.000
 0N6  H15  C13  N3   110.90  3.000
 0N6  H14  C13  N3   110.29  3.000
 0N6  C14  C13  N3   103.30  3.000
 0N6  H17  C14  H16  107.85  3.000
 0N6  H17  C14  C15  110.42  3.000
 0N6  H16  C14  C15  113.14  3.000
 0N6  H17  C14  C13  110.19  3.000
 0N6  H16  C14  C13  112.18  3.000
 0N6  C15  C14  C13  103.04  3.000
 0N6  H19  C15  H18  107.86  3.000
 0N6  H19  C15  C16  111.97  3.000
 0N6  H18  C15  C16  109.88  3.000
 0N6  H19  C15  C14  113.66  3.000
 0N6  H18  C15  C14  110.13  3.000
 0N6  C16  C15  C14  103.30  3.000
 0N6  H21  C16  H20  108.16  3.000
 0N6  H21  C16  C15  111.51  3.000
 0N6  H20  C16  C15  111.02  3.000
 0N6  H21  C16  N3   111.77  3.000
 0N6  H20  C16  N3   111.01  3.000
 0N6  C15  C16  N3   103.38  3.000
 0N6  H23  C11  H22  106.87  3.000
 0N6  H23  C11  C17  111.13  3.000
 0N6  H22  C11  C17  110.03  3.000
 0N6  H23  C11  C10  109.35  3.000
 0N6  H22  C11  C10  108.91  3.000
 0N6  C17  C11  C10  110.46  3.000
 0N6  C18  C17  C22  118.74  3.000
 0N6  C18  C17  C11  120.28  3.000
 0N6  C22  C17  C11  120.92  3.000
 0N6  H24  C22  C21  119.81  3.000
 0N6  H24  C22  C17  120.16  3.000
 0N6  C21  C22  C17  120.02  3.000
 0N6  H25  C18  C19  119.20  3.000
 0N6  H25  C18  C17  119.53  3.000
 0N6  C19  C18  C17  121.27  3.000
 0N6  H26  C19  C20  119.91  3.000
 0N6  H26  C19  C18  120.00  3.000
 0N6  C20  C19  C18  120.08  3.000
 0N6  H27  C20  C21  120.20  3.000
 0N6  H27  C20  C19  120.83  3.000
 0N6  C21  C20  C19  118.97  3.000
 0N6  C23  C21  C20  119.65  3.000
 0N6  C20  C21  C22  120.92  3.000
 0N6  C23  C21  C22  119.44  3.000
 0N6  N4   C23  C21  180.00  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
 0N6  CONST_01  C6   C4   C5   C9     0.00   0.0  0
 0N6  CONST_02  C6   C7   C8   C9     0.00   0.0  0
 0N6  CONST_03  C7   C8   C9   C5     0.00   0.0  0
 0N6  CONST_04  C7   C6   C4   C5     0.00   0.0  0
 0N6  CONST_05  C8   C9   C5   C4     0.00   0.0  0
 0N6  CONST_06  C8   C7   C6   C4     0.00   0.0  0
 0N6  CONST_07  C20  C21  C22  C17    0.00   0.0  0
 0N6  CONST_08  C20  C19  C18  C17    0.00   0.0  0
 0N6  CONST_09  C19  C20  C21  C22    0.00   0.0  0
 0N6  CONST_10  C19  C18  C17  C22    0.00   0.0  0
 0N6  CONST_11  C21  C22  C17  C18    0.00   0.0  0
 0N6  CONST_12  C21  C20  C19  C18    0.00   0.0  0
 0N6  CONST_13  S1   C8   C9   C5   180.00   0.0  0
 0N6  CONST_14  S1   C8   C7   C6   180.00   0.0  0
 0N6  CONST_15  C21  C22  C17  C11  180.00   0.0  0
 0N6  CONST_16  C19  C18  C17  C11  180.00   0.0  0
 0N6  CONST_17  C23  C21  C22  C17  180.00   0.0  0
 0N6  CONST_18  C23  C21  C20  C19  180.00   0.0  0
 0N6  CONST_19  H11  C7   C8   C9   180.00   0.0  0
 0N6  CONST_20  H10  C6   C4   C5   180.00   0.0  0
 0N6  CONST_21  H1   C9   C5   C3     0.00   0.0  0
 0N6  CONST_22  H26  C19  C18  C17  180.00   0.0  0
 0N6  CONST_23  H27  C20  C21  C22  180.00   0.0  0
 0N6  CONST_24  H25  C18  C17  C22  180.00   0.0  0
 0N6  CONST_25  H24  C22  C17  C18  180.00   0.0  0
 0N6  CONST_26  C13  N3   C12  C10  180.00   0.0  0
 0N6  CONST_27  C16  N3   C12  C10    0.00   0.0  0
 0N6  CONST_28  C13  N3   C12  O2     0.00   0.0  0
 0N6  CONST_29  C16  N3   C12  O2   180.00   0.0  0
 0N6  Var_01    C2   C3   C5   C9   166.05  30.0  1
 0N6  Var_02    N1   C2   C3   C5    45.39  30.0  1
 0N6  Var_03    N1   C1   C4   C5   -14.56  30.0  1
 0N6  Var_04    C1   N1   C2   C3   -61.99  30.0  1
 0N6  Var_05    C4   C1   N1   C2    45.32  30.0  1
 0N6  Var_06    C15  C14  C13  N3    31.93  30.0  1
 0N6  Var_07    C14  C15  C16  N3    30.27  30.0  1
 0N6  Var_08    C15  C16  N3   C13  -10.58  30.0  1
 0N6  Var_09    C16  C15  C14  C13  -38.75  30.0  1
 0N6  Var_10    C16  N3   C13  C14  -13.49  30.0  1
 0N6  Var_11    O3   S1   C8   C9   -35.33  30.0  2
 0N6  Var_12    C22  C17  C11  C10  -95.21  30.0  2
 0N6  Var_13    C10  N2   S1   C8    77.58  30.0  1

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
 0N6  chir_01  C10  N2  C11  C12  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
 0N6  plan-1  C11  0.020
 0N6  plan-1  C17  0.020
 0N6  plan-1  C22  0.020
 0N6  plan-1  C18  0.020
 0N6  plan-1  C19  0.020
 0N6  plan-1  C20  0.020
 0N6  plan-1  C21  0.020
 0N6  plan-1  C23  0.020
 0N6  plan-1  N4   0.020
 0N6  plan-1  H24  0.020
 0N6  plan-1  H25  0.020
 0N6  plan-1  H26  0.020
 0N6  plan-1  H27  0.020
 0N6  plan-2  C9   0.020
 0N6  plan-2  C5   0.020
 0N6  plan-2  C3   0.020
 0N6  plan-2  C1   0.020
 0N6  plan-2  C4   0.020
 0N6  plan-2  C6   0.020
 0N6  plan-2  C7   0.020
 0N6  plan-2  C8   0.020
 0N6  plan-2  S1   0.020
 0N6  plan-2  H1   0.020
 0N6  plan-2  H10  0.020
 0N6  plan-2  H11  0.020
 0N6  plan-3  C10  0.020
 0N6  plan-3  C12  0.020
 0N6  plan-3  O2   0.020
 0N6  plan-3  N3   0.020
 0N6  plan-3  C13  0.020
 0N6  plan-3  C16  0.020

