# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Jul 31 08:29:47 2021
#   Inital geometry file: a 151 line input string
#   Ligand name: 4-(3-acetamidophenyl)-~{N}-(4-methoxyphenyl)sulfonyl-7-nitro-1~{H}-indole-2-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1ccc(cc1)[S](=O)(=O)NC(=O)c2[nH]c3c(c2)c(ccc3[N+]([O-])=O)c4cccc(NC(C)=O)c4
#
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
 GJO  GJO  4-(3-acetamidophenyl)-~{N}-(4-methoxyphenyl)sulfonyl-7-nitro-1~{H}-indole-2-carboxamide  ligand  56  36  .  2022-03-18  2022-07-25
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_GJO
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
 GJO  C10  C  CR6    0   0.068  24.4568  -22.0836  23.2904
 GJO  C13  C  CR16   0  -0.276  25.2454  -24.7556  23.1261
 GJO  C15  C  CR16   0  -0.305  25.2989  -22.5074  22.2622
 GJO  C21  C  CR16   0  -0.376  28.7584  -18.3989  30.6054
 GJO  C22  C  CR6    0   0.412  28.5021  -17.0989  31.0491
 GJO  C24  C  CR16   0  -0.336  27.1870  -16.7068  31.3251
 GJO  C1   C  CR16   0  -0.336  23.6375  -19.9907  22.2322
 GJO  C2   C  CR16   0  -0.300  23.2197  -18.6640  22.2796
 GJO  C3   C  CR6    0   0.216  23.1933  -17.9696  23.4745
 GJO  C4   C  CR56   0   0.398  23.6052  -18.6233  24.6466
 GJO  C5   C  CR56   0   0.034  24.0284  -19.9762  24.5918
 GJO  C6   C  CR6    0   0.063  24.0373  -20.6745  23.3727
 GJO  C7   C  CR16   0  -0.196  26.1451  -17.5918  31.1563
 GJO  C8   C  CR5    0   0.292  24.1932  -19.2357  26.6965
 GJO  C9   C  CR15   0  -0.429  24.4036  -20.3367  25.9152
 GJO  C11  C  CR16   0  -0.369  23.9922  -23.0161  24.2150
 GJO  C12  C  CR6    0   0.347  24.3747  -24.3510  24.1336
 GJO  C14  C  CR16   0  -0.241  25.6865  -23.8354  22.1873
 GJO  C16  C  CR6    0  -0.241  26.4115  -18.8846  30.7143
 GJO  C18  C  CH3    0  -0.805  23.1278  -26.9724  23.5390
 GJO  C19  C  CR16   0  -0.199  27.7115  -19.2885  30.4428
 GJO  C23  C  CH3    0  -0.443  30.7973  -16.5025  30.9736
 GJO  N1   N  NR15   0  -0.713  23.7131  -18.2110  25.9247
 GJO  N2   N  NH1    0  -0.716  23.9063  -25.2456  25.1102
 GJO  N3   N  NC1    0  -0.841  24.8351  -20.0760  28.8471
 GJO  O1   O  O      0  -0.477  23.0070  -27.1288  25.9159
 GJO  O2   O  OS     0  -0.640  25.5803  -21.3719  30.7993
 GJO  O3   O  OS     0  -0.622  23.9145  -19.5275  31.1595
 GJO  O4   O  O      0  -0.426  24.1586  -17.9238  28.6413
 GJO  O5   O  O     -1  -0.380  22.3949  -16.0855  22.4692
 GJO  O6   O  O      0  -0.406  22.7508  -16.0363  24.5741
 GJO  S01  S  S      0   1.393  25.1045  -20.0324  30.5102
 GJO  H1   H  HCR6   0   0.276  25.5918  -25.7790  23.0799
 GJO  H2   H  HCR6   0   0.265  25.6759  -21.7960  21.5388
 GJO  H3   H  HCR6   0   0.298  29.7615  -18.7363  30.3871
 GJO  H4   H  HCR6   0   0.281  26.9920  -15.7003  31.6716
 GJO  H5   H  HCR6   0   0.275  23.6199  -20.5021  21.2797
 GJO  H6   H  HCR6   0   0.304  22.9049  -18.1814  21.3658
 GJO  H7   H  HCR6   0   0.286  25.1359  -17.2735  31.3730
 GJO  H8   H  HCR5   0   0.284  24.7900  -21.2914  26.2329
 GJO  H9   H  HCR6   0   0.283  23.2988  -22.7151  24.9909
 GJO  H10  H  HCR6   0   0.269  26.3600  -24.1548  21.4033
 GJO  H11  H  HCH3   0   0.277  22.3088  -27.6879  23.5442
 GJO  H12  H  HCH3   0   0.264  22.9037  -26.1802  22.8271
 GJO  H13  H  HCH3   0   0.275  24.0175  -27.4948  23.1842
 GJO  H14  H  HCR6   0   0.293  27.9275  -20.2931  30.1041
 GJO  H15  H  HCH3   0   0.267  31.3780  -15.6127  31.2003
 GJO  H16  H  HCH3   0   0.238  31.1441  -17.3222  31.6063
 GJO  H17  H  HCH3   0   0.238  30.9504  -16.7692  29.9257
 GJO  H18  H  HNR5   0   0.424  23.4763  -17.2935  26.2675
 GJO  H19  H  HNH1   0   0.403  23.9162  -24.9119  26.0645
 GJO  H20  H  HNC1   0   0.450  25.0679  -20.9521  28.3957
 GJO  N4   N  N      1   0.344  22.7493  -16.6058  23.5008
 GJO  C17  C  C      0   0.482  23.3385  -26.4715  24.9431
 GJO  C20  C  C      0   0.529  24.3845  -19.0009  28.1320
 GJO  O7   O  O2     0  -0.456  29.4436  -16.1730  31.2381

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
 GJO  C14  C15  aromatic  1.385  0.020  1.385
 GJO  C14  C13  aromatic  1.387  0.020  1.387
 GJO  C15  C10  aromatic  1.395  0.020  1.395
 GJO  C1   C2   aromatic  1.392  0.020  1.392
 GJO  C1   C6   aromatic  1.389  0.020  1.389
 GJO  C2   C3   aromatic  1.382  0.020  1.382
 GJO  O5   N4   single    1.209  0.020  1.209
 GJO  C13  C12  aromatic  1.392  0.020  1.392
 GJO  C10  C6   single    1.473  0.020  1.473
 GJO  C10  C11  aromatic  1.393  0.020  1.393
 GJO  C6   C5   aromatic  1.405  0.020  1.405
 GJO  C3   N4   single    1.435  0.020  1.435
 GJO  C3   C4   aromatic  1.404  0.020  1.404
 GJO  N4   O6   double    1.215  0.020  1.215
 GJO  C18  C17  single    1.506  0.020  1.506
 GJO  C12  C11  aromatic  1.391  0.020  1.391
 GJO  C12  N2   single    1.405  0.020  1.405
 GJO  C5   C4   aromatic  1.419  0.020  1.419
 GJO  C5   C9   aromatic  1.422  0.020  1.422
 GJO  C4   N1   aromatic  1.347  0.020  1.347
 GJO  C17  N2   single    1.361  0.020  1.361
 GJO  C17  O1   double    1.220  0.020  1.220
 GJO  N1   C8   aromatic  1.370  0.020  1.370
 GJO  C9   C8   aromatic  1.366  0.020  1.366
 GJO  C8   C20  single    1.467  0.020  1.467
 GJO  C20  O4   double    1.213  0.020  1.213
 GJO  C20  N3   single    1.368  0.020  1.368
 GJO  N3   S01  single    1.685  0.020  1.685
 GJO  S01  C16  single    1.751  0.020  1.751
 GJO  S01  O3   double    1.447  0.020  1.447
 GJO  S01  O2   double    1.451  0.020  1.451
 GJO  C16  C19  aromatic  1.388  0.020  1.388
 GJO  C16  C7   aromatic  1.392  0.020  1.392
 GJO  C19  C21  aromatic  1.383  0.020  1.383
 GJO  C7   C24  aromatic  1.377  0.020  1.377
 GJO  C21  C22  aromatic  1.397  0.020  1.397
 GJO  C24  C22  aromatic  1.400  0.020  1.400
 GJO  C22  O7   single    1.334  0.020  1.334
 GJO  O7   C23  single    1.418  0.020  1.418
 GJO  C13  H1   single    0.930  0.020  1.080
 GJO  C15  H2   single    0.930  0.020  1.080
 GJO  C21  H3   single    0.930  0.020  1.080
 GJO  C24  H4   single    0.930  0.020  1.080
 GJO  C1   H5   single    0.930  0.020  1.080
 GJO  C2   H6   single    0.930  0.020  1.080
 GJO  C7   H7   single    0.930  0.020  1.080
 GJO  C9   H8   single    0.930  0.020  1.080
 GJO  C11  H9   single    0.930  0.020  1.080
 GJO  C14  H10  single    0.930  0.020  1.080
 GJO  C18  H11  single    0.970  0.020  1.090
 GJO  C18  H12  single    0.970  0.020  1.090
 GJO  C18  H13  single    0.970  0.020  1.090
 GJO  C19  H14  single    0.930  0.020  1.080
 GJO  C23  H15  single    0.970  0.020  1.090
 GJO  C23  H16  single    0.970  0.020  1.090
 GJO  C23  H17  single    0.970  0.020  1.090
 GJO  N1   H18  single    0.860  0.020  1.020
 GJO  N2   H19  single    0.860  0.020  1.020
 GJO  N3   H20  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
 GJO  C11  C10  C6   120.56  3.000
 GJO  C11  C10  C15  119.16  3.000
 GJO  C6   C10  C15  120.26  3.000
 GJO  H1   C13  C14  119.82  3.000
 GJO  H1   C13  C12  120.43  3.000
 GJO  C14  C13  C12  119.75  3.000
 GJO  H2   C15  C14  119.77  3.000
 GJO  H2   C15  C10  120.21  3.000
 GJO  C14  C15  C10  120.00  3.000
 GJO  H3   C21  C19  118.55  3.000
 GJO  H3   C21  C22  121.65  3.000
 GJO  C19  C21  C22  119.79  3.000
 GJO  O7   C22  C24  116.15  3.000
 GJO  O7   C22  C21  124.15  3.000
 GJO  C24  C22  C21  119.70  3.000
 GJO  H4   C24  C7   120.03  3.000
 GJO  H4   C24  C22  119.54  3.000
 GJO  C7   C24  C22  120.43  3.000
 GJO  H5   C1   C6   119.69  3.000
 GJO  H5   C1   C2   118.42  3.000
 GJO  C6   C1   C2   121.87  3.000
 GJO  H6   C2   C3   120.08  3.000
 GJO  H6   C2   C1   118.98  3.000
 GJO  C3   C2   C1   120.93  3.000
 GJO  N4   C3   C4   121.21  3.000
 GJO  C4   C3   C2   118.83  3.000
 GJO  N4   C3   C2   119.96  3.000
 GJO  N1   C4   C5   107.73  3.000
 GJO  N1   C4   C3   132.31  3.000
 GJO  C5   C4   C3   119.96  3.000
 GJO  C9   C5   C6   132.83  3.000
 GJO  C9   C5   C4   106.53  3.000
 GJO  C6   C5   C4   120.62  3.000
 GJO  C5   C6   C1   117.78  3.000
 GJO  C5   C6   C10  121.73  3.000
 GJO  C1   C6   C10  120.49  3.000
 GJO  H7   C7   C16  121.08  3.000
 GJO  H7   C7   C24  119.53  3.000
 GJO  C16  C7   C24  119.39  3.000
 GJO  N1   C8   C9   109.55  3.000
 GJO  C9   C8   C20  131.94  3.000
 GJO  N1   C8   C20  118.51  3.000
 GJO  H8   C9   C8   126.90  3.000
 GJO  H8   C9   C5   126.40  3.000
 GJO  C8   C9   C5   106.69  3.000
 GJO  H9   C11  C12  118.98  3.000
 GJO  H9   C11  C10  120.20  3.000
 GJO  C12  C11  C10  120.79  3.000
 GJO  N2   C12  C11  118.61  3.000
 GJO  N2   C12  C13  121.78  3.000
 GJO  C11  C12  C13  119.56  3.000
 GJO  H10  C14  C15  119.76  3.000
 GJO  H10  C14  C13  119.52  3.000
 GJO  C15  C14  C13  120.70  3.000
 GJO  S01  C16  C19  119.03  3.000
 GJO  C19  C16  C7   120.77  3.000
 GJO  S01  C16  C7   120.19  3.000
 GJO  H13  C18  H12  107.68  3.000
 GJO  H13  C18  H11  107.49  3.000
 GJO  H12  C18  H11  109.09  3.000
 GJO  H13  C18  C17  110.39  3.000
 GJO  H12  C18  C17  113.37  3.000
 GJO  H11  C18  C17  108.65  3.000
 GJO  H14  C19  C16  121.23  3.000
 GJO  H14  C19  C21  118.87  3.000
 GJO  C16  C19  C21  119.90  3.000
 GJO  H17  C23  H16  109.15  3.000
 GJO  H17  C23  H15  108.99  3.000
 GJO  H16  C23  H15  108.92  3.000
 GJO  H17  C23  O7   111.68  3.000
 GJO  H16  C23  O7   111.68  3.000
 GJO  H15  C23  O7   106.32  3.000
 GJO  H18  N1   C8   124.88  3.000
 GJO  H18  N1   C4   125.63  3.000
 GJO  C8   N1   C4   109.49  3.000
 GJO  H19  N2   C12  116.27  3.000
 GJO  H19  N2   C17  114.66  3.000
 GJO  C12  N2   C17  128.85  3.000
 GJO  H20  N3   S01  115.18  3.000
 GJO  H20  N3   C20  121.52  3.000
 GJO  S01  N3   C20  123.25  3.000
 GJO  O3   S01  O2   120.18  3.000
 GJO  O2   S01  N3   103.01  3.000
 GJO  O3   S01  N3   108.69  3.000
 GJO  O2   S01  C16  109.71  3.000
 GJO  O3   S01  C16  109.44  3.000
 GJO  N3   S01  C16  104.55  3.000
 GJO  O6   N4   O5   123.54  3.000
 GJO  O6   N4   C3   117.48  3.000
 GJO  O5   N4   C3   118.97  3.000
 GJO  O1   C17  N2   120.04  3.000
 GJO  O1   C17  C18  121.76  3.000
 GJO  N2   C17  C18  118.19  3.000
 GJO  O4   C20  N3   122.68  3.000
 GJO  N3   C20  C8   115.39  3.000
 GJO  O4   C20  C8   121.93  3.000
 GJO  C23  O7   C22  119.08  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
 GJO  CONST_01  C13  C14  C15  C10     0.00   0.0  0
 GJO  CONST_02  C2   C1   C6   C10   180.00   0.0  0
 GJO  CONST_03  C4   C5   C6   C10   180.00   0.0  0
 GJO  CONST_04  C9   C5   C6   C10     0.00   0.0  0
 GJO  CONST_05  C13  C12  C11  C10     0.00   0.0  0
 GJO  CONST_06  C12  C13  C14  C15     0.00   0.0  0
 GJO  CONST_09  C12  C11  C10  C15     0.00   0.0  0
 GJO  CONST_10  C7   C16  C19  C21     0.00   0.0  0
 GJO  CONST_11  C7   C24  C22  C21     0.00   0.0  0
 GJO  CONST_12  C16  C19  C21  C22     0.00   0.0  0
 GJO  CONST_13  C16  C7   C24  C22     0.00   0.0  0
 GJO  CONST_14  C19  C16  C7   C24     0.00   0.0  0
 GJO  CONST_15  C19  C21  C22  C24     0.00   0.0  0
 GJO  CONST_16  C4   C3   C2   C1      0.00   0.0  0
 GJO  CONST_18  C4   C5   C6   C1      0.00   0.0  0
 GJO  CONST_19  C9   C5   C6   C1    180.00   0.0  0
 GJO  CONST_20  C5   C6   C1   C2      0.00   0.0  0
 GJO  CONST_21  C5   C4   C3   C2      0.00   0.0  0
 GJO  CONST_22  N1   C4   C3   C2    180.00   0.0  0
 GJO  CONST_23  C6   C1   C2   C3      0.00   0.0  0
 GJO  CONST_24  C6   C5   C4   C3      0.00   0.0  0
 GJO  CONST_25  C9   C5   C4   C3    180.00   0.0  0
 GJO  CONST_26  C8   N1   C4   C3    180.00   0.0  0
 GJO  CONST_27  C8   C9   C5   C4      0.00   0.0  0
 GJO  CONST_28  C9   C8   N1   C4      0.00   0.0  0
 GJO  CONST_30  C8   N1   C4   C5      0.00   0.0  0
 GJO  CONST_31  N1   C8   C9   C5      0.00   0.0  0
 GJO  CONST_32  C14  C15  C10  C6    180.00   0.0  0
 GJO  CONST_33  C12  C11  C10  C6    180.00   0.0  0
 GJO  CONST_34  N1   C4   C5   C6    180.00   0.0  0
 GJO  CONST_35  C8   C9   C5   C6    180.00   0.0  0
 GJO  CONST_36  N1   C4   C5   C9      0.00   0.0  0
 GJO  CONST_37  C14  C15  C10  C11     0.00   0.0  0
 GJO  CONST_38  C14  C13  C12  C11     0.00   0.0  0
 GJO  CONST_39  N2   C12  C11  C10   180.00   0.0  0
 GJO  CONST_40  C4   N1   C8   C20   180.00   0.0  0
 GJO  CONST_41  C5   C9   C8   C20   180.00   0.0  0
 GJO  CONST_42  S01  C16  C19  C21   180.00   0.0  0
 GJO  CONST_43  S01  C16  C7   C24   180.00   0.0  0
 GJO  CONST_44  N4   C3   C2   C1    180.00   0.0  0
 GJO  CONST_45  N4   C3   C4   C5    180.00   0.0  0
 GJO  CONST_46  O7   C22  C24  C7    180.00   0.0  0
 GJO  CONST_47  N2   C12  C13  C14   180.00   0.0  0
 GJO  CONST_48  O7   C22  C21  C19   180.00   0.0  0
 GJO  CONST_49  N4   C3   C4   N1      0.00   0.0  0
 GJO  CONST_50  H10  C14  C15  C10   180.00   0.0  0
 GJO  CONST_51  H5   C1   C6   C10     0.00   0.0  0
 GJO  CONST_52  H2   C15  C14  C13   180.00   0.0  0
 GJO  CONST_53  H9   C11  C12  C13   180.00   0.0  0
 GJO  CONST_54  H1   C13  C14  C15   180.00   0.0  0
 GJO  CONST_55  H4   C24  C22  C21   180.00   0.0  0
 GJO  CONST_56  H14  C19  C21  C22   180.00   0.0  0
 GJO  CONST_57  H7   C7   C24  C22   180.00   0.0  0
 GJO  CONST_58  H3   C21  C22  C24   180.00   0.0  0
 GJO  CONST_59  H18  N1   C4   C3      0.00   0.0  0
 GJO  CONST_60  H6   C2   C3   C4    180.00   0.0  0
 GJO  CONST_61  H8   C9   C5   C4    180.00   0.0  0
 GJO  CONST_64  O5   N4   C3   C2      0.00   0.0  0
 GJO  CONST_65  O6   N4   C3   C2    180.00   0.0  0
 GJO  CONST_66  O5   N4   C3   C4    180.00   0.0  0
 GJO  CONST_67  O6   N4   C3   C4      0.00   0.0  0
 GJO  CONST_69  S01  N3   C20  C8    180.00   0.0  0
 GJO  CONST_70  C18  C17  N2   C12     0.00   0.0  0
 GJO  CONST_71  O1   C17  N2   C12   180.00   0.0  0
 GJO  CONST_72  H20  N3   C20  C8      0.00   0.0  0
 GJO  CONST_73  S01  N3   C20  O4      0.00   0.0  0
 GJO  Var_01    N3   S01  C16  C7    102.46  30.0  2
 GJO  Var_02    O4   C20  C8   C9    178.57  30.0  2
 GJO  Var_03    C16  S01  N3   C20   -64.68  30.0  3
 GJO  Var_04    H15  C23  O7   C22  -179.63  30.0  3
 GJO  Var_05    H11  C18  C17  N2   -154.70  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
 GJO  plan-1  C10  0.020
 GJO  plan-1  C13  0.020
 GJO  plan-1  C15  0.020
 GJO  plan-1  C6   0.020
 GJO  plan-1  C11  0.020
 GJO  plan-1  C12  0.020
 GJO  plan-1  C14  0.020
 GJO  plan-1  N2   0.020
 GJO  plan-1  H1   0.020
 GJO  plan-1  H2   0.020
 GJO  plan-1  H9   0.020
 GJO  plan-1  H10  0.020
 GJO  plan-2  C21  0.020
 GJO  plan-2  C22  0.020
 GJO  plan-2  C24  0.020
 GJO  plan-2  C7   0.020
 GJO  plan-2  C16  0.020
 GJO  plan-2  C19  0.020
 GJO  plan-2  S01  0.020
 GJO  plan-2  H3   0.020
 GJO  plan-2  H4   0.020
 GJO  plan-2  H7   0.020
 GJO  plan-2  H14  0.020
 GJO  plan-2  O7   0.020
 GJO  plan-3  C10  0.020
 GJO  plan-3  C1   0.020
 GJO  plan-3  C2   0.020
 GJO  plan-3  C3   0.020
 GJO  plan-3  C4   0.020
 GJO  plan-3  C5   0.020
 GJO  plan-3  C6   0.020
 GJO  plan-3  C8   0.020
 GJO  plan-3  C9   0.020
 GJO  plan-3  N1   0.020
 GJO  plan-3  H5   0.020
 GJO  plan-3  H6   0.020
 GJO  plan-3  H8   0.020
 GJO  plan-3  H18  0.020
 GJO  plan-3  N4   0.020
 GJO  plan-3  C20  0.020
 GJO  plan-4  C12  0.020
 GJO  plan-4  C18  0.020
 GJO  plan-4  N2   0.020
 GJO  plan-4  O1   0.020
 GJO  plan-4  H19  0.020
 GJO  plan-4  C17  0.020
 GJO  plan-5  C8   0.020
 GJO  plan-5  N3   0.020
 GJO  plan-5  O4   0.020
 GJO  plan-5  S01  0.020
 GJO  plan-5  H20  0.020
 GJO  plan-5  C20  0.020
 GJO  plan-6  C3   0.020
 GJO  plan-6  O5   0.020
 GJO  plan-6  O6   0.020
 GJO  plan-6  N4   0.020

