# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Jul 22 04:50:40 2021
#   Inital geometry file: a 156 line input string
#   Ligand name: ~{N}-[5-(azepan-1-ylsulfonyl)-2-methoxy-phenyl]-3-methyl-4-oxidanylidene-5,6,7,8-tetrahydro-2~{H}-cyclohepta[c]pyrrole-1-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1ccc(cc1NC(=O)c2[nH]c(C)c3C(=O)CCCCc23)[S](=O)(=O)N4CCCCCC4
#
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
 KXK  KXK  ~{N}-[5-(azepan-1-ylsulfonyl)-2-methoxy-phenyl]-3-methyl-4-oxidanylidene-5,6,7,8-tetrahydro-2~{H}-cyclohepta[c]pyrrole-1-carboxamide  ligand  64  33  .  2022-03-22  2022-07-25
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_KXK
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
 KXK  C1   C  CH3   0  -0.727  12.7092  -10.2360   -9.4801
 KXK  N1   N  NH1   0  -0.757  16.2890   -6.6611   -6.3166
 KXK  O1   O  O     0  -0.469  15.4482   -5.9874   -8.3277
 KXK  C2   C  CR5   0  -0.154  14.7480  -10.4363   -7.8359
 KXK  N2   N  N     0  -0.579  18.2492   -1.4919   -7.8995
 KXK  C3   C  C     0   0.340  14.7174  -11.8706   -7.5776
 KXK  C4   C  CH2   0  -0.579  15.4610  -12.3995   -6.3664
 KXK  C5   C  CH2   0  -0.470  15.3809  -11.4921   -5.1311
 KXK  C6   C  CH2   0  -0.419  16.4628  -10.4134   -5.0654
 KXK  C7   C  CH2   0  -0.607  16.8195   -9.8283   -6.4334
 KXK  C8   C  CR5   0   0.054  15.6248   -9.4735   -7.2586
 KXK  C9   C  CR5   0   0.163  15.2127   -8.2434   -7.7241
 KXK  C10  C  C     0   0.473  15.6629   -6.8657   -7.5062
 KXK  C11  C  CR6   0   0.307  16.9360   -5.5122   -5.8658
 KXK  C12  C  CR6   0   0.344  17.8226   -5.6761   -4.7788
 KXK  C13  C  CH3   0  -0.437  18.7696   -7.1847   -3.2014
 KXK  C14  C  CR16  0  -0.375  18.4841   -4.5785   -4.2489
 KXK  C15  C  CR16  0  -0.248  18.2991   -3.3175   -4.7971
 KXK  C16  C  CR6   0  -0.194  17.4388   -3.1636   -5.8680
 KXK  C17  C  CH2   0  -0.272  17.8595   -2.1661   -9.1392
 KXK  C18  C  CH2   0  -0.480  19.0075   -2.8916   -9.8266
 KXK  C19  C  CH2   0  -0.432  19.8540   -3.7693   -8.9037
 KXK  C20  C  CH2   0  -0.435  21.0193   -3.0192   -8.2622
 KXK  C21  C  CH2   0  -0.430  20.6411   -1.9277   -7.2680
 KXK  C22  C  CH2   0  -0.320  19.5923   -0.9361   -7.7589
 KXK  C23  C  CR16  0  -0.308  16.7375   -4.2464   -6.3925
 KXK  N    N  NR15  0  -0.664  14.1502   -8.4546   -8.5710
 KXK  C    C  CR5   0   0.366  13.8454   -9.7537   -8.6543
 KXK  O    O  O     0  -0.431  14.0700  -12.6276   -8.2835
 KXK  O2   O  O2    0  -0.473  17.9422   -6.9299   -4.3241
 KXK  O3   O  OS    0  -0.657  17.6831   -0.5780   -5.6454
 KXK  O4   O  OS    0  -0.657  15.8771   -1.5133   -7.1258
 KXK  S    S  S     0   1.379  17.2401   -1.5697   -6.6151
 KXK  H1   H  HCH3  0   0.261  13.0578  -10.8517  -10.3086
 KXK  H2   H  HCH3  0   0.260  12.0257  -10.8462   -8.8915
 KXK  H3   H  HCH3  0   0.251  12.1497   -9.3978   -9.8929
 KXK  H4   H  HNH1  0   0.429  16.2929   -7.4352   -5.6715
 KXK  H5   H  HCH2  0   0.268  15.0433  -13.3822   -6.1427
 KXK  H6   H  HCH2  0   0.265  16.5064  -12.5764   -6.6458
 KXK  H7   H  HCH2  0   0.237  14.3912  -11.0304   -5.0933
 KXK  H8   H  HCH2  0   0.253  15.4511  -12.1135   -4.2371
 KXK  H9   H  HCH2  0   0.237  17.3758  -10.8290   -4.6324
 KXK  H10  H  HCH2  0   0.234  16.1367   -9.6174   -4.3908
 KXK  H11  H  HCH2  0   0.266  17.3993  -10.5685   -6.9916
 KXK  H12  H  HCH2  0   0.252  17.4968   -8.9821   -6.3142
 KXK  H13  H  HCH3  0   0.266  18.7009   -8.2516   -3.0090
 KXK  H14  H  HCH3  0   0.240  19.8108   -6.9259   -3.4035
 KXK  H15  H  HCH3  0   0.241  18.4273   -6.6393   -2.3197
 KXK  H16  H  HCR6  0   0.298  19.1538   -4.6868   -3.4074
 KXK  H17  H  HCR6  0   0.289  18.8252   -2.4750   -4.3711
 KXK  H18  H  HCH2  0   0.253  17.4127   -1.4437   -9.8277
 KXK  H19  H  HCH2  0   0.246  17.0849   -2.9012   -8.9209
 KXK  H20  H  HCH2  0   0.254  18.5505   -3.5000  -10.6106
 KXK  H21  H  HCH2  0   0.233  19.6555   -2.1815  -10.3473
 KXK  H22  H  HCH2  0   0.221  19.2219   -4.2335   -8.1389
 KXK  H23  H  HCH2  0   0.237  20.2686   -4.5924   -9.4899
 KXK  H24  H  HCH2  0   0.231  21.6739   -3.7343   -7.7577
 KXK  H25  H  HCH2  0   0.216  21.6181   -2.5762   -9.0651
 KXK  H26  H  HCH2  0   0.227  20.2990   -2.3792   -6.3337
 KXK  H27  H  HCH2  0   0.235  21.5399   -1.3604   -7.0115
 KXK  H28  H  HCH2  0   0.257  19.8701   -0.5311   -8.7347
 KXK  H29  H  HCH2  0   0.273  19.5501   -0.0802   -7.0883
 KXK  H30  H  HCR6  0   0.299  16.0288   -4.1085   -7.1921
 KXK  H31  H  HNR5  0   0.415  13.6490   -7.7167   -9.0433

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
 KXK  C18  C17  single    1.522  0.020  1.522
 KXK  C18  C19  single    1.529  0.020  1.529
 KXK  C1   C    single    1.485  0.020  1.485
 KXK  C17  N2   single    1.464  0.020  1.464
 KXK  C19  C20  single    1.527  0.020  1.527
 KXK  C    N    aromatic  1.337  0.020  1.337
 KXK  C    C2   aromatic  1.397  0.020  1.397
 KXK  N    C9   aromatic  1.375  0.020  1.375
 KXK  C20  C21  single    1.524  0.020  1.524
 KXK  O1   C10  double    1.222  0.020  1.222
 KXK  O    C3   double    1.221  0.020  1.221
 KXK  N2   C22  single    1.460  0.020  1.460
 KXK  N2   S    single    1.635  0.020  1.635
 KXK  C2   C3   single    1.458  0.020  1.458
 KXK  C2   C8   aromatic  1.424  0.020  1.424
 KXK  C9   C10  single    1.466  0.020  1.466
 KXK  C9   C8   aromatic  1.378  0.020  1.378
 KXK  C22  C21  single    1.525  0.020  1.525
 KXK  C10  N1   single    1.360  0.020  1.360
 KXK  C3   C4   single    1.516  0.020  1.516
 KXK  O4   S    double    1.457  0.020  1.457
 KXK  C8   C7   single    1.495  0.020  1.495
 KXK  S    C16  single    1.772  0.020  1.772
 KXK  S    O3   double    1.456  0.020  1.456
 KXK  C23  C11  aromatic  1.385  0.020  1.385
 KXK  C23  C16  aromatic  1.393  0.020  1.393
 KXK  N1   C11  single    1.393  0.020  1.393
 KXK  C4   C5   single    1.535  0.020  1.535
 KXK  C7   C6   single    1.530  0.020  1.530
 KXK  C11  C12  aromatic  1.412  0.020  1.412
 KXK  C16  C15  aromatic  1.382  0.020  1.382
 KXK  C5   C6   single    1.529  0.020  1.529
 KXK  C12  O2   single    1.339  0.020  1.339
 KXK  C12  C14  aromatic  1.387  0.020  1.387
 KXK  C15  C14  aromatic  1.387  0.020  1.387
 KXK  O2   C13  single    1.418  0.020  1.418
 KXK  C1   H1   single    0.970  0.020  1.090
 KXK  C1   H2   single    0.970  0.020  1.090
 KXK  C1   H3   single    0.970  0.020  1.090
 KXK  N1   H4   single    0.860  0.020  1.020
 KXK  C4   H5   single    0.970  0.020  1.090
 KXK  C4   H6   single    0.970  0.020  1.090
 KXK  C5   H7   single    0.970  0.020  1.090
 KXK  C5   H8   single    0.970  0.020  1.090
 KXK  C6   H9   single    0.970  0.020  1.090
 KXK  C6   H10  single    0.970  0.020  1.090
 KXK  C7   H11  single    0.970  0.020  1.090
 KXK  C7   H12  single    0.970  0.020  1.090
 KXK  C13  H13  single    0.970  0.020  1.090
 KXK  C13  H14  single    0.970  0.020  1.090
 KXK  C13  H15  single    0.970  0.020  1.090
 KXK  C14  H16  single    0.930  0.020  1.080
 KXK  C15  H17  single    0.930  0.020  1.080
 KXK  C17  H18  single    0.970  0.020  1.090
 KXK  C17  H19  single    0.970  0.020  1.090
 KXK  C18  H20  single    0.970  0.020  1.090
 KXK  C18  H21  single    0.970  0.020  1.090
 KXK  C19  H22  single    0.970  0.020  1.090
 KXK  C19  H23  single    0.970  0.020  1.090
 KXK  C20  H24  single    0.970  0.020  1.090
 KXK  C20  H25  single    0.970  0.020  1.090
 KXK  C21  H26  single    0.970  0.020  1.090
 KXK  C21  H27  single    0.970  0.020  1.090
 KXK  C22  H28  single    0.970  0.020  1.090
 KXK  C22  H29  single    0.970  0.020  1.090
 KXK  C23  H30  single    0.930  0.020  1.080
 KXK  N    H31  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
 KXK  H3   C1   H2   108.28  3.000
 KXK  H3   C1   H1   108.13  3.000
 KXK  H2   C1   H1   107.16  3.000
 KXK  H3   C1   C    110.73  3.000
 KXK  H2   C1   C    111.20  3.000
 KXK  H1   C1   C    111.20  3.000
 KXK  H4   N1   C11  115.11  3.000
 KXK  H4   N1   C10  116.50  3.000
 KXK  C11  N1   C10  128.38  3.000
 KXK  C    C2   C8   107.75  3.000
 KXK  C8   C2   C3   127.31  3.000
 KXK  C    C2   C3   124.84  3.000
 KXK  S    N2   C22  120.66  3.000
 KXK  S    N2   C17  118.62  3.000
 KXK  C22  N2   C17  120.11  3.000
 KXK  O    C3   C4   120.36  3.000
 KXK  C4   C3   C2   118.33  3.000
 KXK  O    C3   C2   121.25  3.000
 KXK  H6   C4   H5   105.78  3.000
 KXK  H6   C4   C5   110.50  3.000
 KXK  H5   C4   C5   110.34  3.000
 KXK  H6   C4   C3   108.68  3.000
 KXK  H5   C4   C3   106.87  3.000
 KXK  C5   C4   C3   114.27  3.000
 KXK  H8   C5   H7   105.70  3.000
 KXK  H8   C5   C6   108.72  3.000
 KXK  H7   C5   C6   109.96  3.000
 KXK  H8   C5   C4   108.62  3.000
 KXK  H7   C5   C4   108.96  3.000
 KXK  C6   C5   C4   114.50  3.000
 KXK  H10  C6   H9   106.36  3.000
 KXK  H10  C6   C7   110.05  3.000
 KXK  H9   C6   C7   107.76  3.000
 KXK  H10  C6   C5   109.21  3.000
 KXK  H9   C6   C5   109.87  3.000
 KXK  C7   C6   C5   113.35  3.000
 KXK  H12  C7   H11  104.59  3.000
 KXK  H12  C7   C8   111.88  3.000
 KXK  H11  C7   C8   107.62  3.000
 KXK  H12  C7   C6   110.11  3.000
 KXK  H11  C7   C6   108.73  3.000
 KXK  C8   C7   C6   113.45  3.000
 KXK  C9   C8   C7   129.59  3.000
 KXK  C7   C8   C2   123.73  3.000
 KXK  C9   C8   C2   106.40  3.000
 KXK  N    C9   C10  118.25  3.000
 KXK  C10  C9   C8   134.17  3.000
 KXK  N    C9   C8   107.57  3.000
 KXK  C9   C10  O1   121.46  3.000
 KXK  C9   C10  N1   114.39  3.000
 KXK  O1   C10  N1   124.13  3.000
 KXK  C23  C11  C12  119.25  3.000
 KXK  C12  C11  N1   116.41  3.000
 KXK  C23  C11  N1   124.32  3.000
 KXK  O2   C12  C14  124.66  3.000
 KXK  C14  C12  C11  120.11  3.000
 KXK  O2   C12  C11  115.22  3.000
 KXK  H15  C13  H14  109.28  3.000
 KXK  H15  C13  H13  109.14  3.000
 KXK  H14  C13  H13  109.02  3.000
 KXK  H15  C13  O2   111.51  3.000
 KXK  H14  C13  O2   111.55  3.000
 KXK  H13  C13  O2   106.25  3.000
 KXK  H16  C14  C15  118.77  3.000
 KXK  H16  C14  C12  120.91  3.000
 KXK  C15  C14  C12  120.32  3.000
 KXK  H17  C15  C16  121.44  3.000
 KXK  H17  C15  C14  119.20  3.000
 KXK  C16  C15  C14  119.36  3.000
 KXK  S    C16  C23  118.97  3.000
 KXK  C23  C16  C15  121.24  3.000
 KXK  S    C16  C15  119.78  3.000
 KXK  H19  C17  H18  106.33  3.000
 KXK  H19  C17  C18  107.76  3.000
 KXK  H18  C17  C18  109.80  3.000
 KXK  H19  C17  N2   109.28  3.000
 KXK  H18  C17  N2   109.74  3.000
 KXK  C18  C17  N2   113.66  3.000
 KXK  H21  C18  H20  105.54  3.000
 KXK  H21  C18  C19  109.40  3.000
 KXK  H20  C18  C19  110.18  3.000
 KXK  H21  C18  C17  110.64  3.000
 KXK  H20  C18  C17  105.90  3.000
 KXK  C19  C18  C17  114.74  3.000
 KXK  H23  C19  H22  105.93  3.000
 KXK  H23  C19  C20  107.82  3.000
 KXK  H22  C19  C20  110.80  3.000
 KXK  H23  C19  C18  108.58  3.000
 KXK  H22  C19  C18  110.19  3.000
 KXK  C20  C19  C18  113.20  3.000
 KXK  H25  C20  H24  105.99  3.000
 KXK  H25  C20  C21  108.92  3.000
 KXK  H24  C20  C21  108.43  3.000
 KXK  H25  C20  C19  107.93  3.000
 KXK  H24  C20  C19  109.25  3.000
 KXK  C21  C20  C19  115.88  3.000
 KXK  H27  C21  H26  105.73  3.000
 KXK  H27  C21  C22  107.67  3.000
 KXK  H26  C21  C22  109.19  3.000
 KXK  H27  C21  C20  108.70  3.000
 KXK  H26  C21  C20  109.85  3.000
 KXK  C22  C21  C20  115.25  3.000
 KXK  H29  C22  H28  105.59  3.000
 KXK  H29  C22  C21  109.87  3.000
 KXK  H28  C22  C21  110.72  3.000
 KXK  H29  C22  N2   108.85  3.000
 KXK  H28  C22  N2   106.80  3.000
 KXK  C21  C22  N2   114.59  3.000
 KXK  H30  C23  C16  120.75  3.000
 KXK  H30  C23  C11  119.56  3.000
 KXK  C16  C23  C11  119.68  3.000
 KXK  H31  N    C    124.61  3.000
 KXK  H31  N    C9   124.03  3.000
 KXK  C    N    C9   111.33  3.000
 KXK  N    C    C2   106.93  3.000
 KXK  C2   C    C1   131.42  3.000
 KXK  N    C    C1   121.64  3.000
 KXK  C13  O2   C12  119.30  3.000
 KXK  O4   S    O3   119.46  3.000
 KXK  O3   S    C16  107.33  3.000
 KXK  O4   S    C16  106.72  3.000
 KXK  O3   S    N2   107.64  3.000
 KXK  C16  S    N2   107.75  3.000
 KXK  O4   S    N2   107.46  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
 KXK  CONST_01  C9   N    C    C2      0.00   0.0  0
 KXK  CONST_02  N    C9   C8   C2      0.00   0.0  0
 KXK  CONST_03  N    C    C2   C8      0.00   0.0  0
 KXK  CONST_04  C    N    C9   C8      0.00   0.0  0
 KXK  CONST_05  C    C2   C8   C9      0.00   0.0  0
 KXK  CONST_06  C15  C16  C23  C11     0.00   0.0  0
 KXK  CONST_07  C15  C14  C12  C11     0.00   0.0  0
 KXK  CONST_08  C16  C23  C11  C12     0.00   0.0  0
 KXK  CONST_09  C16  C15  C14  C12     0.00   0.0  0
 KXK  CONST_10  C23  C11  C12  C14     0.00   0.0  0
 KXK  CONST_11  C23  C16  C15  C14     0.00   0.0  0
 KXK  CONST_12  C9   N    C    C1    180.00   0.0  0
 KXK  CONST_13  C3   C2   C    C1      0.00   0.0  0
 KXK  CONST_14  C8   C2   C    C1    180.00   0.0  0
 KXK  CONST_15  C16  C23  C11  N1    180.00   0.0  0
 KXK  CONST_16  C14  C12  C11  N1    180.00   0.0  0
 KXK  CONST_17  C10  C9   C8   C2    180.00   0.0  0
 KXK  CONST_18  C10  C9   C8   C7      0.00   0.0  0
 KXK  CONST_19  C    N    C9   C10   180.00   0.0  0
 KXK  CONST_20  S    C16  C23  C11   180.00   0.0  0
 KXK  CONST_21  S    C16  C15  C14   180.00   0.0  0
 KXK  CONST_22  O2   C12  C14  C15   180.00   0.0  0
 KXK  CONST_23  O2   C12  C11  C23   180.00   0.0  0
 KXK  CONST_24  H31  N    C    C2    180.00   0.0  0
 KXK  CONST_25  H16  C14  C12  C11   180.00   0.0  0
 KXK  CONST_26  H30  C23  C11  C12   180.00   0.0  0
 KXK  CONST_27  H17  C15  C14  C12   180.00   0.0  0
 KXK  CONST_28  C11  N1   C10  C9    180.00   0.0  0
 KXK  CONST_32  C11  N1   C10  O1      0.00   0.0  0
 KXK  Var_01    C5   C4   C3   C2     37.92  30.0  1
 KXK  Var_02    C6   C7   C8   C2    -70.03  30.0  1
 KXK  Var_03    C6   C5   C4   C3    -87.56  30.0  1
 KXK  Var_04    C    C2   C3   C4   -161.30  30.0  1
 KXK  Var_05    C7   C6   C5   C4     36.68  30.0  1
 KXK  Var_06    C8   C7   C6   C5     46.53  30.0  1
 KXK  Var_07    C23  C16  S    N2    -83.40  30.0  2
 KXK  Var_08    N    C9   C10  N1    154.19  30.0  2
 KXK  Var_09    C14  C12  O2   C13     1.68  30.0  2
 KXK  Var_10    H1   C1   C    C2    -66.69  30.0  2
 KXK  Var_11    H13  C13  O2   C12   179.19  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
 KXK  plan-1  N1   0.020
 KXK  plan-1  C11  0.020
 KXK  plan-1  C12  0.020
 KXK  plan-1  C14  0.020
 KXK  plan-1  C15  0.020
 KXK  plan-1  C16  0.020
 KXK  plan-1  C23  0.020
 KXK  plan-1  O2   0.020
 KXK  plan-1  S    0.020
 KXK  plan-1  H16  0.020
 KXK  plan-1  H17  0.020
 KXK  plan-1  H30  0.020
 KXK  plan-2  C1   0.020
 KXK  plan-2  C2   0.020
 KXK  plan-2  C3   0.020
 KXK  plan-2  C7   0.020
 KXK  plan-2  C8   0.020
 KXK  plan-2  C9   0.020
 KXK  plan-2  C10  0.020
 KXK  plan-2  N    0.020
 KXK  plan-2  C    0.020
 KXK  plan-2  H31  0.020
 KXK  plan-3  N1   0.020
 KXK  plan-3  O1   0.020
 KXK  plan-3  C9   0.020
 KXK  plan-3  C10  0.020
 KXK  plan-3  C11  0.020
 KXK  plan-3  H4   0.020
 KXK  plan-4  C2   0.020
 KXK  plan-4  C3   0.020
 KXK  plan-4  C4   0.020
 KXK  plan-4  O    0.020

