# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed May  6 10:48:22 2020
#   Inital geometry file: a 150 line input string
#   Ligand name: 3-azanyl-~{N}-(2-methoxyphenyl)-6-[4-(4-methylpiperazin-1-yl)sulfonylphenyl]pyrazine-2-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1ccccc1NC(=O)c2nc(cnc2N)c3ccc(cc3)[S](=O)(=O)N4CCN(C)CC4
#
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
 G8B  G8B  3-azanyl-~{N}-(2-methoxyphenyl)-6-[4-(4-methylpiperazin-1-yl)sulfonylphenyl]pyrazine-2-carboxamide  ligand  60  34  .  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_G8B
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
 G8B  C1   C  CH2   0  -0.280  -4.6908   0.3297   1.7345
 G8B  N2   N  N     0  -0.561  -4.9094   1.3741  -0.4937
 G8B  C3   C  CH2   0  -0.281  -3.3621   2.2416   1.2285
 G8B  C4   C  CH2   0  -0.327  -4.2316   2.5608   0.0252
 G8B  C5   C  CR6   0  -0.214  -2.9273  -0.3042  -1.4348
 G8B  C6   C  CR16  0  -0.214  -3.0635  -1.6091  -0.9818
 G8B  C8   C  CR6   0   0.086  -0.6697  -1.7414  -0.6628
 G8B  C9   C  CR16  0  -0.282  -0.5571  -0.4284  -1.1272
 G8B  C10  C  CR16  0  -0.219  -1.6735   0.2886  -1.5146
 G8B  C11  C  CR6   0   0.183   0.5357  -2.4820  -0.2628
 G8B  C12  C  CR16  0  -0.094   0.5998  -3.8765  -0.1637
 G8B  C13  C  CR6   0   0.487   2.8026  -3.8066   0.4503
 G8B  C14  C  CR6   0   0.004   2.7542  -2.3895   0.3376
 G8B  C15  C  C     0   0.559   3.9359  -1.5132   0.5914
 G8B  C16  C  CR6   0   0.296   4.4829   0.9090   0.5605
 G8B  C17  C  CR6   0   0.323   3.8627   2.1592   0.3475
 G8B  C18  C  CR16  0  -0.378   4.6024   3.3275   0.4305
 G8B  C19  C  CR16  0  -0.259   5.9609   3.2715   0.7294
 G8B  C20  C  CR16  0  -0.270   6.5730   2.0508   0.9416
 G8B  C21  C  CR16  0  -0.318   5.8399   0.8710   0.8582
 G8B  C22  C  CH2   0  -0.330  -5.5928   0.6057   0.5449
 G8B  C23  C  CH3   0  -0.427   1.8349   3.3110  -0.1372
 G8B  C7   C  CR16  0  -0.319  -1.9392  -2.3176  -0.5951
 G8B  N1   N  NT    0  -0.413  -4.1324   1.5631   2.2506
 G8B  N3   N  N     0  -0.411   1.6947  -4.5132   0.1813
 G8B  N4   N  N     0  -0.432   1.6356  -1.7916  -0.0107
 G8B  N5   N  NH1   0  -0.750   3.6544  -0.2051   0.4427
 G8B  N6   N  NH2   0  -0.827   3.8872  -4.4909   0.8119
 G8B  O1   O  OS    0  -0.653  -5.4001  -0.3136  -2.2548
 G8B  O2   O  OS    0  -0.653  -3.9594   1.6803  -2.7731
 G8B  O3   O  O     0  -0.478   5.0298  -1.9717   0.8971
 G8B  O4   O  O2    0  -0.486   2.5441   2.1049   0.0686
 G8B  S1   S  S     0   1.378  -4.3719   0.6327  -1.8526
 G8B  H1   H  HCH2  0   0.251  -5.2895  -0.1477   2.5137
 G8B  H2   H  HCH2  0   0.201  -3.9027  -0.3897   1.4546
 G8B  H3   H  HCH2  0   0.198  -2.4852   1.6500   0.9124
 G8B  H4   H  HCH2  0   0.252  -2.9789   3.1818   1.6321
 G8B  H5   H  HCH2  0   0.276  -3.6430   3.0373  -0.7556
 G8B  H6   H  HCH2  0   0.261  -5.0105   3.2709   0.3147
 G8B  H7   H  HCR6  0   0.289  -4.0344  -2.0813  -0.9178
 G8B  H8   H  HCR6  0   0.265   0.4173   0.0341  -1.2053
 G8B  H9   H  HCR6  0   0.286  -1.5538   1.2980  -1.8849
 G8B  H10  H  HCR6  0   0.278  -0.2605  -4.4964  -0.3889
 G8B  H11  H  HCR6  0   0.284   4.1361   4.2890   0.2641
 G8B  H12  H  HCR6  0   0.259   6.5286   4.1900   0.7949
 G8B  H13  H  HCH3  0   0.195  -2.4830   0.6766   3.2757
 G8B  H14  H  HCH3  0   0.236  -2.9793   2.2817   3.8354
 G8B  H15  H  HCH3  0   0.236  -3.9714   0.8726   4.2138
 G8B  H16  H  HCR6  0   0.255   7.6285   2.0006   1.1731
 G8B  H17  H  HCR6  0   0.280   6.3327  -0.0725   1.0277
 G8B  H18  H  HCH2  0   0.277  -5.9840  -0.3240   0.1375
 G8B  H19  H  HCH2  0   0.262  -6.4524   1.1981   0.8691
 G8B  H20  H  HCH3  0   0.235   1.8838   3.9635   0.7375
 G8B  H21  H  HCH3  0   0.234   2.2052   3.8548  -1.0094
 G8B  H22  H  HCH3  0   0.255   0.7986   3.0323  -0.3109
 G8B  H23  H  HCR6  0   0.267  -2.0728  -3.3270  -0.2300
 G8B  H25  H  HNH1  0   0.427   2.6897  -0.0177   0.1984
 G8B  H26  H  HNH2  0   0.419   4.7604  -4.0191   0.9741
 G8B  H27  H  HNH2  0   0.403   3.8522  -5.4961   0.8215
 G8B  C2   C  CH3   0  -0.517  -3.3503   1.3335   3.4442

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
 G8B  C1   C22  single    1.518  0.020  1.518
 G8B  C1   N1   single    1.449  0.020  1.449
 G8B  C2   N1   single    1.445  0.020  1.445
 G8B  C22  N2   single    1.462  0.020  1.462
 G8B  N1   C3   single    1.449  0.020  1.449
 G8B  O1   S1   double    1.454  0.020  1.454
 G8B  N2   C4   single    1.462  0.020  1.462
 G8B  N2   S1   single    1.639  0.020  1.639
 G8B  C3   C4   single    1.518  0.020  1.518
 G8B  C10  C9   aromatic  1.382  0.020  1.382
 G8B  C10  C5   aromatic  1.389  0.020  1.389
 G8B  S1   C5   single    1.772  0.020  1.772
 G8B  S1   O2   double    1.454  0.020  1.454
 G8B  C9   C8   aromatic  1.397  0.020  1.397
 G8B  C5   C6   aromatic  1.388  0.020  1.388
 G8B  C12  N3   aromatic  1.313  0.020  1.313
 G8B  C12  C11  aromatic  1.399  0.020  1.399
 G8B  C8   C11  single    1.470  0.020  1.470
 G8B  C8   C7   aromatic  1.396  0.020  1.396
 G8B  N3   C13  aromatic  1.341  0.020  1.341
 G8B  C6   C7   aromatic  1.384  0.020  1.384
 G8B  C11  N4   aromatic  1.323  0.020  1.323
 G8B  C13  N6   single    1.332  0.020  1.332
 G8B  C13  C14  aromatic  1.422  0.020  1.422
 G8B  N4   C14  aromatic  1.315  0.020  1.315
 G8B  C14  C15  single    1.493  0.020  1.493
 G8B  C15  N5   single    1.346  0.020  1.346
 G8B  C15  O3   double    1.225  0.020  1.225
 G8B  N5   C16  single    1.393  0.020  1.393
 G8B  O4   C23  single    1.414  0.020  1.414
 G8B  O4   C17  single    1.349  0.020  1.349
 G8B  C16  C17  aromatic  1.412  0.020  1.412
 G8B  C16  C21  aromatic  1.390  0.020  1.390
 G8B  C17  C18  aromatic  1.385  0.020  1.385
 G8B  C21  C20  aromatic  1.392  0.020  1.392
 G8B  C18  C19  aromatic  1.392  0.020  1.392
 G8B  C20  C19  aromatic  1.382  0.020  1.382
 G8B  C1   H1   single    0.970  0.020  1.090
 G8B  C1   H2   single    0.970  0.020  1.090
 G8B  C3   H3   single    0.970  0.020  1.090
 G8B  C3   H4   single    0.970  0.020  1.090
 G8B  C4   H5   single    0.970  0.020  1.090
 G8B  C4   H6   single    0.970  0.020  1.090
 G8B  C6   H7   single    0.930  0.020  1.080
 G8B  C9   H8   single    0.930  0.020  1.080
 G8B  C10  H9   single    0.930  0.020  1.080
 G8B  C12  H10  single    0.930  0.020  1.080
 G8B  C18  H11  single    0.930  0.020  1.080
 G8B  C19  H12  single    0.930  0.020  1.080
 G8B  C2   H13  single    0.970  0.020  1.090
 G8B  C2   H14  single    0.970  0.020  1.090
 G8B  C2   H15  single    0.970  0.020  1.090
 G8B  C20  H16  single    0.930  0.020  1.080
 G8B  C21  H17  single    0.930  0.020  1.080
 G8B  C22  H18  single    0.970  0.020  1.090
 G8B  C22  H19  single    0.970  0.020  1.090
 G8B  C23  H20  single    0.970  0.020  1.090
 G8B  C23  H21  single    0.970  0.020  1.090
 G8B  C23  H22  single    0.970  0.020  1.090
 G8B  C7   H23  single    0.930  0.020  1.080
 G8B  N5   H25  single    0.860  0.020  1.020
 G8B  N6   H26  single    0.860  0.020  1.020
 G8B  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
 G8B  H2   C1   H1   106.71  3.000
 G8B  H2   C1   N1   111.72  3.000
 G8B  H1   C1   N1   109.22  3.000
 G8B  H2   C1   C22  110.13  3.000
 G8B  H1   C1   C22  108.22  3.000
 G8B  N1   C1   C22  110.69  3.000
 G8B  S1   N2   C22  120.32  3.000
 G8B  S1   N2   C4   120.64  3.000
 G8B  C22  N2   C4   113.04  3.000
 G8B  H4   C3   H3   106.75  3.000
 G8B  H4   C3   N1   109.21  3.000
 G8B  H3   C3   N1   111.92  3.000
 G8B  H4   C3   C4   108.22  3.000
 G8B  H3   C3   C4   109.91  3.000
 G8B  N1   C3   C4   110.68  3.000
 G8B  H6   C4   H5   106.93  3.000
 G8B  H6   C4   C3   109.56  3.000
 G8B  H5   C4   C3   110.55  3.000
 G8B  H6   C4   N2   106.92  3.000
 G8B  H5   C4   N2   110.59  3.000
 G8B  C3   C4   N2   112.09  3.000
 G8B  S1   C5   C10  119.78  3.000
 G8B  S1   C5   C6   119.61  3.000
 G8B  C10  C5   C6   120.56  3.000
 G8B  H7   C6   C7   119.28  3.000
 G8B  H7   C6   C5   121.19  3.000
 G8B  C7   C6   C5   119.52  3.000
 G8B  C7   C8   C11  121.64  3.000
 G8B  C7   C8   C9   118.51  3.000
 G8B  C11  C8   C9   119.85  3.000
 G8B  H8   C9   C10  119.06  3.000
 G8B  H8   C9   C8   119.90  3.000
 G8B  C10  C9   C8   121.03  3.000
 G8B  H9   C10  C9   119.38  3.000
 G8B  H9   C10  C5   121.17  3.000
 G8B  C9   C10  C5   119.45  3.000
 G8B  N4   C11  C12  117.94  3.000
 G8B  N4   C11  C8   118.07  3.000
 G8B  C12  C11  C8   123.97  3.000
 G8B  H10  C12  N3   116.05  3.000
 G8B  H10  C12  C11  121.25  3.000
 G8B  N3   C12  C11  122.69  3.000
 G8B  N6   C13  N3   117.15  3.000
 G8B  N6   C13  C14  124.12  3.000
 G8B  N3   C13  C14  118.74  3.000
 G8B  N4   C14  C15  116.83  3.000
 G8B  C15  C14  C13  122.98  3.000
 G8B  N4   C14  C13  120.19  3.000
 G8B  O3   C15  N5   125.31  3.000
 G8B  O3   C15  C14  121.98  3.000
 G8B  N5   C15  C14  112.71  3.000
 G8B  N5   C16  C21  125.23  3.000
 G8B  C21  C16  C17  119.05  3.000
 G8B  N5   C16  C17  115.73  3.000
 G8B  O4   C17  C18  124.63  3.000
 G8B  C18  C17  C16  120.22  3.000
 G8B  O4   C17  C16  115.15  3.000
 G8B  H11  C18  C19  119.31  3.000
 G8B  H11  C18  C17  120.69  3.000
 G8B  C19  C18  C17  120.00  3.000
 G8B  H12  C19  C20  120.55  3.000
 G8B  H12  C19  C18  119.41  3.000
 G8B  C20  C19  C18  120.05  3.000
 G8B  H16  C20  C21  119.19  3.000
 G8B  H16  C20  C19  120.40  3.000
 G8B  C21  C20  C19  120.42  3.000
 G8B  H17  C21  C20  119.46  3.000
 G8B  H17  C21  C16  120.27  3.000
 G8B  C20  C21  C16  120.27  3.000
 G8B  H19  C22  H18  106.95  3.000
 G8B  H19  C22  N2   107.07  3.000
 G8B  H18  C22  N2   110.57  3.000
 G8B  H19  C22  C1   109.47  3.000
 G8B  H18  C22  C1   110.60  3.000
 G8B  N2   C22  C1   111.99  3.000
 G8B  H22  C23  H21  108.85  3.000
 G8B  H22  C23  H20  108.88  3.000
 G8B  H21  C23  H20  109.07  3.000
 G8B  H22  C23  O4   106.42  3.000
 G8B  H21  C23  O4   111.77  3.000
 G8B  H20  C23  O4   111.75  3.000
 G8B  H23  C7   C8   120.92  3.000
 G8B  H23  C7   C6   118.15  3.000
 G8B  C8   C7   C6   120.93  3.000
 G8B  C2   N1   C3   111.67  3.000
 G8B  C3   N1   C1   110.63  3.000
 G8B  C2   N1   C1   111.56  3.000
 G8B  C13  N3   C12  119.09  3.000
 G8B  C14  N4   C11  121.35  3.000
 G8B  H25  N5   C16  116.03  3.000
 G8B  H25  N5   C15  113.93  3.000
 G8B  C16  N5   C15  130.03  3.000
 G8B  H27  N6   H26  119.83  3.000
 G8B  H27  N6   C13  119.18  3.000
 G8B  H26  N6   C13  120.64  3.000
 G8B  C23  O4   C17  119.08  3.000
 G8B  O2   S1   O1   119.62  3.000
 G8B  O2   S1   C5   107.39  3.000
 G8B  O1   S1   C5   107.31  3.000
 G8B  O2   S1   N2   106.98  3.000
 G8B  C5   S1   N2   108.13  3.000
 G8B  O1   S1   N2   106.97  3.000
 G8B  H15  C2   H14  107.93  3.000
 G8B  H15  C2   H13  107.72  3.000
 G8B  H14  C2   H13  107.79  3.000
 G8B  H15  C2   N1   109.97  3.000
 G8B  H14  C2   N1   110.01  3.000
 G8B  H13  C2   N1   113.24  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
 G8B  CONST_01  C8   C9   C10  C5      0.00   0.0  0
 G8B  CONST_02  C8   C7   C6   C5      0.00   0.0  0
 G8B  CONST_03  C9   C10  C5   C6      0.00   0.0  0
 G8B  CONST_04  C9   C8   C7   C6      0.00   0.0  0
 G8B  CONST_05  C11  C8   C7   C6    180.00   0.0  0
 G8B  CONST_06  N3   C12  C11  C8    180.00   0.0  0
 G8B  CONST_07  C14  N4   C11  C8    180.00   0.0  0
 G8B  CONST_10  C11  C8   C9   C10   180.00   0.0  0
 G8B  CONST_11  C7   C8   C9   C10     0.00   0.0  0
 G8B  CONST_12  C7   C6   C5   C10     0.00   0.0  0
 G8B  CONST_13  C13  N3   C12  C11     0.00   0.0  0
 G8B  CONST_14  C13  C14  N4   C11     0.00   0.0  0
 G8B  CONST_15  C14  C13  N3   C12     0.00   0.0  0
 G8B  CONST_17  C14  N4   C11  C12     0.00   0.0  0
 G8B  CONST_18  C19  C18  C17  C16     0.00   0.0  0
 G8B  CONST_19  C19  C20  C21  C16     0.00   0.0  0
 G8B  CONST_20  C20  C21  C16  C17     0.00   0.0  0
 G8B  CONST_21  C20  C19  C18  C17     0.00   0.0  0
 G8B  CONST_22  C21  C16  C17  C18     0.00   0.0  0
 G8B  CONST_23  C21  C20  C19  C18     0.00   0.0  0
 G8B  CONST_25  N4   C11  C12  N3      0.00   0.0  0
 G8B  CONST_26  N4   C14  C13  N3      0.00   0.0  0
 G8B  CONST_27  S1   C5   C10  C9    180.00   0.0  0
 G8B  CONST_28  C15  C14  N4   C11   180.00   0.0  0
 G8B  CONST_29  N6   C13  N3   C12   180.00   0.0  0
 G8B  CONST_30  N3   C13  C14  C15   180.00   0.0  0
 G8B  CONST_31  N5   C16  C17  C18   180.00   0.0  0
 G8B  CONST_32  O4   C17  C18  C19   180.00   0.0  0
 G8B  CONST_33  N5   C16  C21  C20   180.00   0.0  0
 G8B  CONST_34  O4   C17  C16  C21   180.00   0.0  0
 G8B  CONST_35  S1   C5   C6   C7    180.00   0.0  0
 G8B  CONST_36  N6   C13  C14  N4    180.00   0.0  0
 G8B  CONST_37  H8   C9   C10  C5    180.00   0.0  0
 G8B  CONST_38  H23  C7   C6   C5    180.00   0.0  0
 G8B  CONST_39  H9   C10  C5   C6    180.00   0.0  0
 G8B  CONST_40  H10  C12  C11  C8      0.00   0.0  0
 G8B  CONST_41  H7   C6   C7   C8    180.00   0.0  0
 G8B  CONST_42  H11  C18  C17  C16   180.00   0.0  0
 G8B  CONST_43  H16  C20  C21  C16   180.00   0.0  0
 G8B  CONST_44  H17  C21  C16  C17   180.00   0.0  0
 G8B  CONST_45  H12  C19  C18  C17   180.00   0.0  0
 G8B  CONST_46  C16  N5   C15  C14   180.00   0.0  0
 G8B  CONST_47  C17  C16  N5   C15   180.00   0.0  0
 G8B  CONST_48  C21  C16  N5   C15     0.00   0.0  0
 G8B  CONST_49  H26  N6   C13  C14     0.00   0.0  0
 G8B  CONST_50  H27  N6   C13  C14   180.00   0.0  0
 G8B  CONST_51  H25  N5   C16  C17     0.00   0.0  0
 G8B  CONST_52  O3   C15  N5   C16     0.00   0.0  0
 G8B  Var_01    C4   N2   C22  C1    -49.63  30.0  1
 G8B  Var_02    C4   C3   N1   C1     59.19  30.0  1
 G8B  Var_03    N1   C1   C22  N2     54.24  30.0  1
 G8B  Var_04    N1   C3   C4   N2    -54.03  30.0  1
 G8B  Var_05    C22  C1   N1   C3    -59.33  30.0  1
 G8B  Var_06    C22  N2   C4   C3     49.56  30.0  1
 G8B  Var_07    C10  C5   S1   N2    -89.73  30.0  2
 G8B  Var_08    C5   S1   N2   C4     76.49  30.0  3
 G8B  Var_09    N5   C15  C14  C13  -179.17  30.0  2
 G8B  Var_10    H13  C2   N1   C1     61.80  30.0  3
 G8B  Var_11    H20  C23  O4   C17   -59.39  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
 G8B  plan-1  C5   0.020
 G8B  plan-1  C6   0.020
 G8B  plan-1  C8   0.020
 G8B  plan-1  C9   0.020
 G8B  plan-1  C10  0.020
 G8B  plan-1  C11  0.020
 G8B  plan-1  C7   0.020
 G8B  plan-1  S1   0.020
 G8B  plan-1  H7   0.020
 G8B  plan-1  H8   0.020
 G8B  plan-1  H9   0.020
 G8B  plan-1  H23  0.020
 G8B  plan-2  C8   0.020
 G8B  plan-2  C11  0.020
 G8B  plan-2  C12  0.020
 G8B  plan-2  C13  0.020
 G8B  plan-2  C14  0.020
 G8B  plan-2  C15  0.020
 G8B  plan-2  N3   0.020
 G8B  plan-2  N4   0.020
 G8B  plan-2  N6   0.020
 G8B  plan-2  H10  0.020
 G8B  plan-3  C16  0.020
 G8B  plan-3  C17  0.020
 G8B  plan-3  C18  0.020
 G8B  plan-3  C19  0.020
 G8B  plan-3  C20  0.020
 G8B  plan-3  C21  0.020
 G8B  plan-3  N5   0.020
 G8B  plan-3  O4   0.020
 G8B  plan-3  H11  0.020
 G8B  plan-3  H12  0.020
 G8B  plan-3  H16  0.020
 G8B  plan-3  H17  0.020
 G8B  plan-4  C13  0.020
 G8B  plan-4  N6   0.020
 G8B  plan-4  H26  0.020
 G8B  plan-4  H27  0.020
 G8B  plan-5  C14  0.020
 G8B  plan-5  C15  0.020
 G8B  plan-5  C16  0.020
 G8B  plan-5  N5   0.020
 G8B  plan-5  O3   0.020
 G8B  plan-5  H25  0.020

