# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon May  4 01:17:21 2020
#   Inital geometry file: a 136 line input string
#   Ligand name: 3-azanyl-~{N}-(2-methoxyethyl)-6-[4-(4-methylpiperazin-1-yl)sulfonylphenyl]pyrazine-2-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COCCNC(=O)c1nc(cnc1N)c2ccc(cc2)[S](=O)(=O)N3CCN(C)CC3
#
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
 G8N  G8N  3-azanyl-~{N}-(2-methoxyethyl)-6-[4-(4-methylpiperazin-1-yl)sulfonylphenyl]pyrazine-2-carboxamide  ligand  56  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_G8N
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
 G8N  N1   N  NT    0  -0.413  -3.7505   0.9464  -2.2541
 G8N  C2   C  CH2   0  -0.281  -3.0914   1.7919  -1.2789
 G8N  N3   N  N     0  -0.413   3.0173  -3.7660   0.1387
 G8N  C4   C  CH2   0  -0.328  -5.0877  -0.0835  -0.4914
 G8N  N5   N  NH1   0  -0.639   4.1804   0.8076  -0.4521
 G8N  C6   C  CR16  0  -0.215  -2.1952  -1.7459   1.1970
 G8N  C10  C  CR16  0  -0.216  -1.1937   0.4149   1.5809
 G8N  C11  C  CR6   0   0.174   1.5049  -1.9608   0.4855
 G8N  C12  C  CR16  0  -0.095   1.8261  -3.3212   0.4683
 G8N  C14  C  CR6   0   0.000   3.6605  -1.4938  -0.1620
 G8N  C15  C  C     0   0.560   4.6627  -0.4351  -0.4951
 G8N  C16  C  CH2   0  -0.305   4.9457   2.0012  -0.7218
 G8N  C17  C  CH2   0  -0.157   4.1020   3.0061  -1.4758
 G8N  C18  C  CH2   0  -0.329  -4.0091   2.0698  -0.1003
 G8N  C19  C  CH3   0  -0.393   2.0393   4.1145  -1.3824
 G8N  C1   C  CH3   0  -0.517  -2.9254   0.7455  -3.4239
 G8N  C3   C  CH2   0  -0.282  -4.1382  -0.3141  -1.6539
 G8N  N2   N  N     0  -0.561  -4.5308   0.8407   0.4942
 G8N  S1   S  S     0   1.377  -3.9064   0.2759   1.9021
 G8N  O1   O  OS    0  -0.654  -3.7047   1.4298   2.7641
 G8N  O2   O  OS    0  -0.653  -4.7684  -0.8095   2.3421
 G8N  C5   C  CR6   0  -0.215  -2.3113  -0.4099   1.5545
 G8N  C7   C  CR16  0  -0.322  -0.9548  -2.2512   0.8478
 G8N  C8   C  CR6   0   0.088   0.1812  -1.4391   0.8574
 G8N  C9   C  CR16  0  -0.283   0.0399  -0.1004   1.2313
 G8N  C13  C  CR6   0   0.481   3.9691  -2.8830  -0.1946
 G8N  N4   N  N     0  -0.418   2.4547  -1.0911   0.1722
 G8N  O3   O  O     0  -0.503   5.8251  -0.7142  -0.7844
 G8N  N6   N  NH2   0  -0.829   5.1590  -3.3707  -0.5454
 G8N  O4   O  O2    0  -0.488   2.9597   3.2942  -0.7079
 G8N  H2   H  HCH2  0   0.200  -2.1456   1.3458  -0.9258
 G8N  H3   H  HCH2  0   0.252  -2.8357   2.7464  -1.7450
 G8N  H4   H  HCH2  0   0.260  -6.0158   0.3622  -0.8586
 G8N  H5   H  HCH2  0   0.276  -5.3529  -1.0272  -0.0203
 G8N  H6   H  HNH1  0   0.404   3.2164   0.9150  -0.1718
 G8N  H7   H  HCR6  0   0.288  -3.0570  -2.3990   1.1826
 G8N  H8   H  HCR6  0   0.287  -1.2726   1.4525   1.8763
 G8N  H9   H  HCR6  0   0.276   1.0974  -4.0740   0.7463
 G8N  H10  H  HCH2  0   0.247   5.3130   2.4412   0.2106
 G8N  H11  H  HCH2  0   0.257   5.8161   1.7461  -1.3245
 G8N  H12  H  HCH2  0   0.218   4.6965   3.9102  -1.6631
 G8N  H13  H  HCH2  0   0.209   3.8201   2.5914  -2.4536
 G8N  H14  H  HCH2  0   0.275  -3.4934   2.6658   0.6496
 G8N  H15  H  HCH2  0   0.262  -4.8697   2.6534  -0.4375
 G8N  H16  H  HCH3  0   0.207   1.6994   3.6603  -2.3203
 G8N  H17  H  HCH3  0   0.235   1.1757   4.2559  -0.7339
 G8N  H18  H  HCH3  0   0.207   2.4622   5.0980  -1.6178
 G8N  H19  H  HCH3  0   0.236  -3.4613   0.1456  -4.1609
 G8N  H20  H  HCH3  0   0.236  -2.6872   1.7069  -3.8812
 G8N  H21  H  HCH3  0   0.194  -1.9751   0.2359  -3.2014
 G8N  H22  H  HCH2  0   0.252  -4.6512  -0.9245  -2.4005
 G8N  H23  H  HCH2  0   0.201  -3.2622  -0.8925  -1.3122
 G8N  H24  H  HCR6  0   0.266  -0.8884  -3.2903   0.5550
 G8N  H25  H  HCR6  0   0.266   0.9068   0.5442   1.2618
 G8N  H26  H  HNH2  0   0.400   5.3162  -4.3633  -0.5059
 G8N  H27  H  HNH2  0   0.418   5.9180  -2.7455  -0.7593

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
 G8N  C1   N1   single    1.446  0.020  1.446
 G8N  N1   C3   single    1.449  0.020  1.449
 G8N  N1   C2   single    1.449  0.020  1.449
 G8N  C3   C4   single    1.519  0.020  1.519
 G8N  C2   C18  single    1.519  0.020  1.519
 G8N  C4   N2   single    1.461  0.020  1.461
 G8N  C18  N2   single    1.462  0.020  1.462
 G8N  N2   S1   single    1.640  0.020  1.640
 G8N  S1   O2   double    1.454  0.020  1.454
 G8N  S1   C5   single    1.771  0.020  1.771
 G8N  S1   O1   double    1.454  0.020  1.454
 G8N  C10  C5   aromatic  1.389  0.020  1.389
 G8N  C10  C9   aromatic  1.382  0.020  1.382
 G8N  C5   C6   aromatic  1.388  0.020  1.388
 G8N  C9   C8   aromatic  1.397  0.020  1.397
 G8N  C6   C7   aromatic  1.384  0.020  1.384
 G8N  C8   C7   aromatic  1.396  0.020  1.396
 G8N  C8   C11  single    1.471  0.020  1.471
 G8N  C11  N4   aromatic  1.325  0.020  1.325
 G8N  C11  C12  aromatic  1.398  0.020  1.398
 G8N  N4   C14  aromatic  1.314  0.020  1.314
 G8N  C12  N3   aromatic  1.314  0.020  1.314
 G8N  N5   C16  single    1.443  0.020  1.443
 G8N  N5   C15  single    1.334  0.020  1.334
 G8N  C16  C17  single    1.513  0.020  1.513
 G8N  C14  C15  single    1.495  0.020  1.495
 G8N  C14  C13  aromatic  1.423  0.020  1.423
 G8N  N3   C13  aromatic  1.340  0.020  1.340
 G8N  C15  O3   double    1.230  0.020  1.230
 G8N  C13  N6   single    1.333  0.020  1.333
 G8N  C19  O4   single    1.405  0.020  1.405
 G8N  C17  O4   single    1.406  0.020  1.406
 G8N  C2   H2   single    0.970  0.020  1.090
 G8N  C2   H3   single    0.970  0.020  1.090
 G8N  C4   H4   single    0.970  0.020  1.090
 G8N  C4   H5   single    0.970  0.020  1.090
 G8N  N5   H6   single    0.860  0.020  1.020
 G8N  C6   H7   single    0.930  0.020  1.080
 G8N  C10  H8   single    0.930  0.020  1.080
 G8N  C12  H9   single    0.930  0.020  1.080
 G8N  C16  H10  single    0.970  0.020  1.090
 G8N  C16  H11  single    0.970  0.020  1.090
 G8N  C17  H12  single    0.970  0.020  1.090
 G8N  C17  H13  single    0.970  0.020  1.090
 G8N  C18  H14  single    0.970  0.020  1.090
 G8N  C18  H15  single    0.970  0.020  1.090
 G8N  C19  H16  single    0.970  0.020  1.090
 G8N  C19  H17  single    0.970  0.020  1.090
 G8N  C19  H18  single    0.970  0.020  1.090
 G8N  C1   H19  single    0.970  0.020  1.090
 G8N  C1   H20  single    0.970  0.020  1.090
 G8N  C1   H21  single    0.970  0.020  1.090
 G8N  C3   H22  single    0.970  0.020  1.090
 G8N  C3   H23  single    0.970  0.020  1.090
 G8N  C7   H24  single    0.930  0.020  1.080
 G8N  C9   H25  single    0.930  0.020  1.080
 G8N  N6   H26  single    0.860  0.020  1.020
 G8N  N6   H27  single    0.860  0.020  1.020

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
 G8N  C3   N1   C1   111.54  3.000
 G8N  C3   N1   C2   110.52  3.000
 G8N  C1   N1   C2   111.47  3.000
 G8N  H3   C2   H2   106.81  3.000
 G8N  H3   C2   C18  108.21  3.000
 G8N  H2   C2   C18  110.08  3.000
 G8N  H3   C2   N1   109.21  3.000
 G8N  H2   C2   N1   111.67  3.000
 G8N  C18  C2   N1   110.73  3.000
 G8N  C13  N3   C12  118.90  3.000
 G8N  H5   C4   H4   106.99  3.000
 G8N  H5   C4   N2   110.46  3.000
 G8N  H4   C4   N2   106.99  3.000
 G8N  H5   C4   C3   110.63  3.000
 G8N  H4   C4   C3   109.61  3.000
 G8N  N2   C4   C3   111.97  3.000
 G8N  H6   N5   C16  118.05  3.000
 G8N  H6   N5   C15  116.95  3.000
 G8N  C16  N5   C15  124.94  3.000
 G8N  H7   C6   C7   119.37  3.000
 G8N  H7   C6   C5   121.21  3.000
 G8N  C7   C6   C5   119.43  3.000
 G8N  H8   C10  C9   119.47  3.000
 G8N  H8   C10  C5   121.06  3.000
 G8N  C9   C10  C5   119.47  3.000
 G8N  N4   C11  C8   118.17  3.000
 G8N  N4   C11  C12  118.10  3.000
 G8N  C8   C11  C12  123.72  3.000
 G8N  H9   C12  C11  121.22  3.000
 G8N  H9   C12  N3   116.02  3.000
 G8N  C11  C12  N3   122.75  3.000
 G8N  N4   C14  C13  120.25  3.000
 G8N  C13  C14  C15  122.72  3.000
 G8N  N4   C14  C15  117.04  3.000
 G8N  O3   C15  C14  121.68  3.000
 G8N  O3   C15  N5   124.11  3.000
 G8N  C14  C15  N5   114.21  3.000
 G8N  H11  C16  H10  107.31  3.000
 G8N  H11  C16  C17  108.99  3.000
 G8N  H10  C16  C17  110.16  3.000
 G8N  H11  C16  N5   109.48  3.000
 G8N  H10  C16  N5   110.56  3.000
 G8N  C17  C16  N5   110.28  3.000
 G8N  H13  C17  H12  107.33  3.000
 G8N  H13  C17  O4   110.78  3.000
 G8N  H12  C17  O4   111.36  3.000
 G8N  H13  C17  C16  109.62  3.000
 G8N  H12  C17  C16  109.26  3.000
 G8N  O4   C17  C16  108.47  3.000
 G8N  H15  C18  H14  107.06  3.000
 G8N  H15  C18  N2   107.06  3.000
 G8N  H14  C18  N2   110.46  3.000
 G8N  H15  C18  C2   109.50  3.000
 G8N  H14  C18  C2   110.40  3.000
 G8N  N2   C18  C2   112.17  3.000
 G8N  H18  C19  H17  108.50  3.000
 G8N  H18  C19  H16  107.92  3.000
 G8N  H17  C19  H16  108.50  3.000
 G8N  H18  C19  O4   111.97  3.000
 G8N  H17  C19  O4   108.02  3.000
 G8N  H16  C19  O4   111.83  3.000
 G8N  H21  C1   H20  107.71  3.000
 G8N  H21  C1   H19  107.81  3.000
 G8N  H20  C1   H19  107.98  3.000
 G8N  H21  C1   N1   113.17  3.000
 G8N  H20  C1   N1   109.96  3.000
 G8N  H19  C1   N1   110.04  3.000
 G8N  H23  C3   H22  106.95  3.000
 G8N  H23  C3   C4   109.80  3.000
 G8N  H22  C3   C4   108.33  3.000
 G8N  H23  C3   N1   111.82  3.000
 G8N  H22  C3   N1   109.19  3.000
 G8N  C4   C3   N1   110.63  3.000
 G8N  S1   N2   C18  120.18  3.000
 G8N  S1   N2   C4   120.41  3.000
 G8N  C18  N2   C4   113.17  3.000
 G8N  C5   S1   O2   107.72  3.000
 G8N  C5   S1   O1   107.38  3.000
 G8N  O2   S1   O1   119.67  3.000
 G8N  O1   S1   N2   106.76  3.000
 G8N  C5   S1   N2   107.92  3.000
 G8N  O2   S1   N2   106.92  3.000
 G8N  S1   C5   C10  119.41  3.000
 G8N  C10  C5   C6   120.61  3.000
 G8N  S1   C5   C6   119.91  3.000
 G8N  H24  C7   C8   120.71  3.000
 G8N  H24  C7   C6   118.29  3.000
 G8N  C8   C7   C6   120.99  3.000
 G8N  C9   C8   C7   118.48  3.000
 G8N  C7   C8   C11  121.61  3.000
 G8N  C9   C8   C11  119.91  3.000
 G8N  H25  C9   C8   119.86  3.000
 G8N  H25  C9   C10  119.12  3.000
 G8N  C8   C9   C10  121.02  3.000
 G8N  N6   C13  C14  123.83  3.000
 G8N  N6   C13  N3   117.27  3.000
 G8N  C14  C13  N3   118.90  3.000
 G8N  C14  N4   C11  121.10  3.000
 G8N  H27  N6   H26  120.24  3.000
 G8N  H27  N6   C13  120.12  3.000
 G8N  H26  N6   C13  119.36  3.000
 G8N  C19  O4   C17  112.92  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
 G8N  CONST_01  C8   C11  C12  N3    180.00   0.0  0
 G8N  CONST_02  N4   C11  C12  N3      0.00   0.0  0
 G8N  CONST_03  N4   C14  C13  N3      0.00   0.0  0
 G8N  CONST_04  C9   C10  C5   C6      0.00   0.0  0
 G8N  CONST_05  C9   C8   C7   C6      0.00   0.0  0
 G8N  CONST_06  C11  C8   C7   C6    180.00   0.0  0
 G8N  CONST_07  C7   C6   C5   C10     0.00   0.0  0
 G8N  CONST_08  C7   C8   C9   C10     0.00   0.0  0
 G8N  CONST_09  C11  C8   C9   C10   180.00   0.0  0
 G8N  CONST_10  C13  C14  N4   C11     0.00   0.0  0
 G8N  CONST_11  C13  N3   C12  C11     0.00   0.0  0
 G8N  CONST_14  C14  N4   C11  C12     0.00   0.0  0
 G8N  CONST_15  C14  C13  N3   C12     0.00   0.0  0
 G8N  CONST_16  C8   C11  N4   C14   180.00   0.0  0
 G8N  CONST_17  C8   C9   C10  C5      0.00   0.0  0
 G8N  CONST_18  C8   C7   C6   C5      0.00   0.0  0
 G8N  CONST_21  C15  C14  C13  N3    180.00   0.0  0
 G8N  CONST_22  C15  C14  N4   C11   180.00   0.0  0
 G8N  CONST_23  N6   C13  N3   C12   180.00   0.0  0
 G8N  CONST_24  C9   C10  C5   S1    180.00   0.0  0
 G8N  CONST_25  C7   C6   C5   S1    180.00   0.0  0
 G8N  CONST_26  N6   C13  C14  N4    180.00   0.0  0
 G8N  CONST_27  H8   C10  C5   C6    180.00   0.0  0
 G8N  CONST_28  H7   C6   C5   C10   180.00   0.0  0
 G8N  CONST_29  H25  C9   C8   C11     0.00   0.0  0
 G8N  CONST_30  H24  C7   C8   C11     0.00   0.0  0
 G8N  CONST_31  H9   C12  C11  C8      0.00   0.0  0
 G8N  CONST_32  H26  N6   C13  N3      0.00   0.0  0
 G8N  CONST_33  H27  N6   C13  N3    180.00   0.0  0
 G8N  CONST_34  C16  N5   C15  C14   180.00   0.0  0
 G8N  CONST_35  H6   N5   C15  C14     0.00   0.0  0
 G8N  CONST_36  O3   C15  N5   C16     0.00   0.0  0
 G8N  Var_01    N2   C4   C3   N1    -54.46  30.0  1
 G8N  Var_02    N2   C18  C2   N1     53.70  30.0  1
 G8N  Var_03    C4   C3   N1   C2     59.66  30.0  1
 G8N  Var_04    C4   N2   C18  C2    -49.13  30.0  1
 G8N  Var_05    C3   N1   C2   C18   -59.25  30.0  1
 G8N  Var_06    C3   C4   N2   C18    49.47  30.0  1
 G8N  Var_07    C5   S1   N2   C4     76.63  30.0  3
 G8N  Var_08    N2   S1   C5   C6    -89.22  30.0  2
 G8N  Var_09    N4   C14  C15  N5     -2.15  30.0  2
 G8N  Var_10    H19  C1   N1   C2   -177.38  30.0  3
 G8N  Var_11    O4   C17  C16  N5     57.87  30.0  3
 G8N  Var_12    C17  C16  N5   C15   141.97  30.0  3
 G8N  Var_13    H16  C19  O4   C17    58.63  30.0  3

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
 G8N  plan-1  C6   0.020
 G8N  plan-1  C10  0.020
 G8N  plan-1  C11  0.020
 G8N  plan-1  S1   0.020
 G8N  plan-1  C5   0.020
 G8N  plan-1  C7   0.020
 G8N  plan-1  C8   0.020
 G8N  plan-1  C9   0.020
 G8N  plan-1  H7   0.020
 G8N  plan-1  H8   0.020
 G8N  plan-1  H24  0.020
 G8N  plan-1  H25  0.020
 G8N  plan-2  N3   0.020
 G8N  plan-2  C11  0.020
 G8N  plan-2  C12  0.020
 G8N  plan-2  C14  0.020
 G8N  plan-2  C15  0.020
 G8N  plan-2  C8   0.020
 G8N  plan-2  C13  0.020
 G8N  plan-2  N4   0.020
 G8N  plan-2  N6   0.020
 G8N  plan-2  H9   0.020
 G8N  plan-3  C13  0.020
 G8N  plan-3  N6   0.020
 G8N  plan-3  H26  0.020
 G8N  plan-3  H27  0.020
 G8N  plan-4  N5   0.020
 G8N  plan-4  C14  0.020
 G8N  plan-4  C15  0.020
 G8N  plan-4  C16  0.020
 G8N  plan-4  O3   0.020
 G8N  plan-4  H6   0.020

