# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun May 10 13:42:19 2020
#   Inital geometry file: a 134 line input string
#   Ligand name: 2-[4-[(1~{S})-1-[[4,5-bis(chloranyl)-1,6-dimethyl-indol-2-yl]carbonylamino]-2-oxidanyl-ethyl]phenyl]sulfonylethanoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cn1c(cc2c(Cl)c(Cl)c(C)cc12)C(=O)N[C@H](CO)c3ccc(cc3)[S](=O)(=O)CC(O)=O
#
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
 K5K  K5K  '2-[4-[(1~{S})-1-[[4,5-bis(chloranyl)-1,6-dimethyl-indol-2-yl]carbonylamino]-2-oxidanyl-ethyl]phenyl]sulfonylethanoic acid'  ligand  51  32  .  2021-08-12  2021-08-12  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_K5K
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
 K5K  C4   C   C      0  -0.113   4.8170  -1.0157   0.9600
 K5K  C5   C   CR5    0   0.167   4.0483   0.0027   0.3919
 K5K  C6   C   CR5    0   0.396   4.5513   0.6820  -0.7343
 K5K  C8   C   CR5    0   0.256   2.5744   1.5569  -0.2361
 K5K  C10  C   C      0   0.512   1.4465   2.5148  -0.2852
 K5K  N12  N   NH1    0  -0.657   0.2800   2.0183   0.1576
 K5K  C17  C   CH2    0  -0.142  -0.8822   3.6906   1.5581
 K5K  C20  C   C1     0  -0.219  -4.3867   1.6369  -0.6261
 K5K  C21  C   C      0  -0.191  -4.4923   0.4781   0.1279
 K5K  C22  C   C1     0  -0.218  -3.4477   0.0600   0.9406
 K5K  C1   C   C      0  -0.102   6.0399  -1.3296   0.4060
 K5K  C16  C   CH1    0  -0.179  -0.9133   2.8327   0.2940
 K5K  C18  C   C      0   0.142  -2.1531   1.9739   0.2378
 K5K  C19  C   C1     0  -0.302  -3.2149   2.3750  -0.5668
 K5K  C2   C   C      0   0.137   6.5428  -0.6465  -0.7266
 K5K  C23  C   C1     0  -0.294  -2.2860   0.8122   0.9973
 K5K  C27  C   CH2    0  -0.751  -5.5752  -1.6713  -1.2630
 K5K  C29  C   C      0   0.458  -6.6926  -2.7236  -1.4941
 K5K  C3   C   C1     0  -0.384   5.7885   0.3611  -1.2946
 K5K  C9   C   CR15   0  -0.418   2.7864   0.5719   0.6936
 K5K  N7   N   NR5    0  -0.581   3.6371   1.6240  -1.1031
 K5K  O11  O   O      0  -0.480   1.5904   3.6660  -0.6723
 K5K  O26  O   OS     0  -0.680  -6.1071  -1.2172   1.2997
 K5K  O28  O   OS     0  -0.679  -7.0526   0.3780  -0.4090
 K5K  O30  O   OC    -1  -0.591  -6.3815  -3.6174  -2.2936
 K5K  O31  O   O      0  -0.579  -7.7556  -2.5591  -0.8805
 K5K  CL1  CL  CL     0  -0.101   4.2050  -1.8484   2.3349
 K5K  CL2  CL  CL     0  -0.104   6.9900  -2.5911   1.1077
 K5K  H1   H   HNH1   0   0.415   0.2232   1.0341   0.3623
 K5K  H2   H   HCH3   0   0.258   4.1674   3.4730  -1.9634
 K5K  H3   H   HCH3   0   0.259   4.4703   2.0390  -2.9551
 K5K  H4   H   HCH3   0   0.265   2.8293   2.6251  -2.7547
 K5K  H5   H   HCH2   0   0.217  -0.0251   4.3705   1.4923
 K5K  H6   H   HCH2   0   0.216  -1.7871   4.3114   1.5605
 K5K  H7   H   H      0   0.281  -5.1989   1.9672  -1.2592
 K5K  H8   H   H      0   0.282  -3.5323  -0.8383   1.5373
 K5K  H9   H   HCH3   0   0.252   7.9122  -2.0495  -1.6188
 K5K  H10  H   HCH3   0   0.254   8.1050  -0.3861  -2.1665
 K5K  H11  H   HCH3   0   0.253   8.6795  -0.8676  -0.5726
 K5K  H12  H   HCH1   0   0.285  -0.9481   3.5279  -0.5482
 K5K  H13  H   H      0   0.268  -3.1287   3.2755  -1.1622
 K5K  H14  H   H      0   0.264  -1.4886   0.4783   1.6478
 K5K  H15  H   HCH2   0   0.300  -4.6320  -2.1462  -0.9857
 K5K  H16  H   HCH2   0   0.304  -5.3964  -1.0918  -2.1720
 K5K  H17  H   H      0   0.274   6.1730   0.8899  -2.1569
 K5K  H18  H   HCR5   0   0.270   2.1398   0.3166   1.5180
 K5K  H19  H   HOH1   0   0.462  -0.8252   3.4051   3.4701
 K5K  C15  C   CH3    0  -0.526   3.7818   2.4968  -2.2505
 K5K  C14  C   CH3    0  -0.721   7.8795  -1.0065  -1.3011
 K5K  O25  O   OH1    0  -0.660  -0.8026   2.8550   2.6820
 K5K  S24  S   S      0   1.221  -5.9730  -0.5059   0.0288

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
 K5K  O28  S24  double    1.462  0.020  1.462
 K5K  S24  C27  single    1.785  0.020  1.785
 K5K  S24  O26  double    1.463  0.020  1.463
 K5K  S24  C21  single    1.781  0.020  1.781
 K5K  C27  C29  single    1.552  0.020  1.552
 K5K  C22  C21  aromatic  1.388  0.020  1.388
 K5K  C22  C23  aromatic  1.385  0.020  1.385
 K5K  C21  C20  aromatic  1.387  0.020  1.387
 K5K  C23  C18  aromatic  1.394  0.020  1.394
 K5K  O31  C29  deloc     1.238  0.020  1.238
 K5K  C29  O30  deloc     1.239  0.020  1.239
 K5K  O11  C10  double    1.223  0.020  1.223
 K5K  C20  C19  aromatic  1.386  0.020  1.386
 K5K  C18  C19  aromatic  1.391  0.020  1.391
 K5K  C18  C16  single    1.509  0.020  1.509
 K5K  C15  N7   single    1.449  0.020  1.449
 K5K  C10  N12  single    1.343  0.020  1.343
 K5K  C10  C8   single    1.481  0.020  1.481
 K5K  C16  N12  single    1.451  0.020  1.451
 K5K  C16  C17  single    1.528  0.020  1.528
 K5K  N7   C8   aromatic  1.373  0.020  1.373
 K5K  N7   C6   aromatic  1.364  0.020  1.364
 K5K  C8   C9   aromatic  1.371  0.020  1.371
 K5K  C17  O25  single    1.403  0.020  1.403
 K5K  C6   C3   aromatic  1.395  0.020  1.395
 K5K  C6   C5   aromatic  1.408  0.020  1.408
 K5K  C3   C2   aromatic  1.381  0.020  1.381
 K5K  C9   C5   aromatic  1.417  0.020  1.417
 K5K  C5   C4   aromatic  1.397  0.020  1.397
 K5K  C2   C14  single    1.499  0.020  1.499
 K5K  C2   C1   aromatic  1.415  0.020  1.415
 K5K  C4   C1   aromatic  1.379  0.020  1.379
 K5K  C4   CL1  single    1.720  0.020  1.720
 K5K  C1   CL2  single    1.728  0.020  1.728
 K5K  N12  H1   single    0.860  0.020  1.020
 K5K  C15  H2   single    0.970  0.020  1.090
 K5K  C15  H3   single    0.970  0.020  1.090
 K5K  C15  H4   single    0.970  0.020  1.090
 K5K  C17  H5   single    0.970  0.020  1.090
 K5K  C17  H6   single    0.970  0.020  1.090
 K5K  C20  H7   single    0.930  0.020  1.080
 K5K  C22  H8   single    0.930  0.020  1.080
 K5K  C14  H9   single    0.970  0.020  1.090
 K5K  C14  H10  single    0.970  0.020  1.090
 K5K  C14  H11  single    0.970  0.020  1.090
 K5K  C16  H12  single    0.970  0.020  1.090
 K5K  C19  H13  single    0.930  0.020  1.080
 K5K  C23  H14  single    0.930  0.020  1.080
 K5K  C27  H15  single    0.970  0.020  1.090
 K5K  C27  H16  single    0.970  0.020  1.090
 K5K  C3   H17  single    0.930  0.020  1.080
 K5K  C9   H18  single    0.930  0.020  1.080
 K5K  O25  H19  single    0.850  0.020  0.980

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
 K5K  CL1  C4   C1   121.78  3.000
 K5K  CL1  C4   C5   118.83  3.000
 K5K  C1   C4   C5   119.39  3.000
 K5K  C9   C5   C6   107.14  3.000
 K5K  C9   C5   C4   134.15  3.000
 K5K  C6   C5   C4   118.71  3.000
 K5K  N7   C6   C3   130.14  3.000
 K5K  C3   C6   C5   121.79  3.000
 K5K  N7   C6   C5   108.06  3.000
 K5K  N7   C8   C9   110.10  3.000
 K5K  C9   C8   C10  127.24  3.000
 K5K  N7   C8   C10  122.48  3.000
 K5K  O11  C10  N12  123.68  3.000
 K5K  N12  C10  C8   114.30  3.000
 K5K  O11  C10  C8   121.99  3.000
 K5K  H1   N12  C16  118.89  3.000
 K5K  H1   N12  C10  118.52  3.000
 K5K  C16  N12  C10  122.53  3.000
 K5K  H6   C17  H5   107.10  3.000
 K5K  H6   C17  O25  112.46  3.000
 K5K  H5   C17  O25  111.92  3.000
 K5K  H6   C17  C16  107.61  3.000
 K5K  H5   C17  C16  108.33  3.000
 K5K  O25  C17  C16  109.24  3.000
 K5K  H7   C20  C19  119.82  3.000
 K5K  H7   C20  C21  121.09  3.000
 K5K  C19  C20  C21  119.09  3.000
 K5K  S24  C21  C22  119.47  3.000
 K5K  C22  C21  C20  120.85  3.000
 K5K  S24  C21  C20  119.67  3.000
 K5K  H8   C22  C23  119.60  3.000
 K5K  H8   C22  C21  120.95  3.000
 K5K  C23  C22  C21  119.44  3.000
 K5K  CL2  C1   C2   118.82  3.000
 K5K  CL2  C1   C4   119.38  3.000
 K5K  C2   C1   C4   121.80  3.000
 K5K  H12  C16  C18  107.89  3.000
 K5K  H12  C16  C17  106.33  3.000
 K5K  C18  C16  C17  111.53  3.000
 K5K  H12  C16  N12  108.11  3.000
 K5K  C17  C16  N12  112.09  3.000
 K5K  C18  C16  N12  110.65  3.000
 K5K  C23  C18  C19  118.85  3.000
 K5K  C19  C18  C16  118.97  3.000
 K5K  C23  C18  C16  122.15  3.000
 K5K  H13  C19  C18  119.80  3.000
 K5K  H13  C19  C20  119.11  3.000
 K5K  C18  C19  C20  121.09  3.000
 K5K  C3   C2   C14  120.31  3.000
 K5K  C14  C2   C1   120.52  3.000
 K5K  C3   C2   C1   119.16  3.000
 K5K  H14  C23  C18  120.96  3.000
 K5K  H14  C23  C22  118.37  3.000
 K5K  C18  C23  C22  120.67  3.000
 K5K  H16  C27  H15  107.49  3.000
 K5K  H16  C27  S24  107.00  3.000
 K5K  H15  C27  S24  107.02  3.000
 K5K  H16  C27  C29  110.70  3.000
 K5K  H15  C27  C29  111.39  3.000
 K5K  S24  C27  C29  112.95  3.000
 K5K  O31  C29  O30  129.13  3.000
 K5K  O30  C29  C27  113.86  3.000
 K5K  O31  C29  C27  117.01  3.000
 K5K  H17  C3   C2   119.36  3.000
 K5K  H17  C3   C6   121.50  3.000
 K5K  C2   C3   C6   119.14  3.000
 K5K  H18  C9   C8   126.57  3.000
 K5K  H18  C9   C5   127.00  3.000
 K5K  C8   C9   C5   106.37  3.000
 K5K  C15  N7   C8   127.36  3.000
 K5K  C8   N7   C6   108.32  3.000
 K5K  C15  N7   C6   124.29  3.000
 K5K  H4   C15  H3   107.74  3.000
 K5K  H4   C15  H2   109.12  3.000
 K5K  H3   C15  H2   108.94  3.000
 K5K  H4   C15  N7   110.57  3.000
 K5K  H3   C15  N7   108.85  3.000
 K5K  H2   C15  N7   111.52  3.000
 K5K  H11  C14  H10  107.84  3.000
 K5K  H11  C14  H9   107.11  3.000
 K5K  H10  C14  H9   107.89  3.000
 K5K  H11  C14  C2   111.56  3.000
 K5K  H10  C14  C2   110.65  3.000
 K5K  H9   C14  C2   111.60  3.000
 K5K  H19  O25  C17  108.34  3.000
 K5K  O28  S24  O26  119.10  3.000
 K5K  O26  S24  C27  109.38  3.000
 K5K  O28  S24  C27  110.03  3.000
 K5K  O26  S24  C21  107.26  3.000
 K5K  C27  S24  C21  102.46  3.000
 K5K  O28  S24  C21  107.25  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
 K5K  CONST_01  N7   C6   C5   C4    180.00   0.0  0
 K5K  CONST_02  C3   C6   C5   C4      0.00   0.0  0
 K5K  CONST_03  C8   C9   C5   C4    180.00   0.0  0
 K5K  CONST_04  C3   C2   C1   C4      0.00   0.0  0
 K5K  CONST_05  C8   N7   C6   C5      0.00   0.0  0
 K5K  CONST_06  C2   C3   C6   C5      0.00   0.0  0
 K5K  CONST_07  N7   C8   C9   C5      0.00   0.0  0
 K5K  CONST_08  C2   C1   C4   C5      0.00   0.0  0
 K5K  CONST_09  C9   C8   N7   C6      0.00   0.0  0
 K5K  CONST_10  C1   C2   C3   C6      0.00   0.0  0
 K5K  CONST_11  C8   C9   C5   C6      0.00   0.0  0
 K5K  CONST_12  C1   C4   C5   C6      0.00   0.0  0
 K5K  CONST_13  C3   C6   N7   C8    180.00   0.0  0
 K5K  CONST_14  C23  C22  C21  C20     0.00   0.0  0
 K5K  CONST_15  C23  C18  C19  C20     0.00   0.0  0
 K5K  CONST_16  C18  C23  C22  C21     0.00   0.0  0
 K5K  CONST_17  C18  C19  C20  C21     0.00   0.0  0
 K5K  CONST_18  C19  C20  C21  C22     0.00   0.0  0
 K5K  CONST_19  C19  C18  C23  C22     0.00   0.0  0
 K5K  CONST_20  C9   C5   C4   C1    180.00   0.0  0
 K5K  CONST_21  N7   C6   C3   C2    180.00   0.0  0
 K5K  CONST_22  C9   C5   C6   C3    180.00   0.0  0
 K5K  CONST_23  N7   C6   C5   C9      0.00   0.0  0
 K5K  CONST_24  C14  C2   C1   C4    180.00   0.0  0
 K5K  CONST_25  C15  N7   C6   C5    180.00   0.0  0
 K5K  CONST_26  C10  C8   C9   C5    180.00   0.0  0
 K5K  CONST_27  CL2  C1   C4   C5    180.00   0.0  0
 K5K  CONST_28  C10  C8   N7   C6    180.00   0.0  0
 K5K  CONST_29  C14  C2   C3   C6    180.00   0.0  0
 K5K  CONST_30  CL1  C4   C5   C6    180.00   0.0  0
 K5K  CONST_31  C9   C8   N7   C15   180.00   0.0  0
 K5K  CONST_32  C3   C6   N7   C15     0.00   0.0  0
 K5K  CONST_33  C16  C18  C19  C20   180.00   0.0  0
 K5K  CONST_34  C16  C18  C23  C22   180.00   0.0  0
 K5K  CONST_35  S24  C21  C20  C19   180.00   0.0  0
 K5K  CONST_36  CL1  C4   C1   C2    180.00   0.0  0
 K5K  CONST_37  S24  C21  C22  C23   180.00   0.0  0
 K5K  CONST_38  CL2  C1   C2   C3    180.00   0.0  0
 K5K  CONST_39  CL1  C4   C5   C9      0.00   0.0  0
 K5K  CONST_40  H18  C9   C5   C4      0.00   0.0  0
 K5K  CONST_41  H17  C3   C6   C5    180.00   0.0  0
 K5K  CONST_42  H8   C22  C21  C20   180.00   0.0  0
 K5K  CONST_43  H14  C23  C22  C21   180.00   0.0  0
 K5K  CONST_44  H13  C19  C20  C21   180.00   0.0  0
 K5K  CONST_45  H7   C20  C21  C22   180.00   0.0  0
 K5K  CONST_46  C16  N12  C10  C8    180.00   0.0  0
 K5K  CONST_47  H1   N12  C10  C8      0.00   0.0  0
 K5K  CONST_48  O11  C10  N12  C16     0.00   0.0  0
 K5K  Var_01    N7   C8   C10  N12   151.79  30.0  2
 K5K  Var_02    O28  S24  C21  C20   -23.93  30.0  2
 K5K  Var_03    H2   C15  N7   C6    -97.79  30.0  2
 K5K  Var_04    H9   C14  C2   C1     59.65  30.0  2
 K5K  Var_05    C29  C27  S24  C21   176.46  30.0  3
 K5K  Var_06    S24  C27  C29  O30  -173.33  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
 K5K  chir_01  C16  C18  N12  C17  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
 K5K  plan-1  C20  0.020
 K5K  plan-1  C21  0.020
 K5K  plan-1  C22  0.020
 K5K  plan-1  C16  0.020
 K5K  plan-1  C18  0.020
 K5K  plan-1  C19  0.020
 K5K  plan-1  C23  0.020
 K5K  plan-1  H7   0.020
 K5K  plan-1  H8   0.020
 K5K  plan-1  H13  0.020
 K5K  plan-1  H14  0.020
 K5K  plan-1  S24  0.020
 K5K  plan-2  C4   0.020
 K5K  plan-2  C5   0.020
 K5K  plan-2  C6   0.020
 K5K  plan-2  C8   0.020
 K5K  plan-2  C10  0.020
 K5K  plan-2  C1   0.020
 K5K  plan-2  C2   0.020
 K5K  plan-2  C3   0.020
 K5K  plan-2  C9   0.020
 K5K  plan-2  N7   0.020
 K5K  plan-2  CL1  0.020
 K5K  plan-2  CL2  0.020
 K5K  plan-2  H17  0.020
 K5K  plan-2  H18  0.020
 K5K  plan-2  C15  0.020
 K5K  plan-2  C14  0.020
 K5K  plan-3  C8   0.020
 K5K  plan-3  C10  0.020
 K5K  plan-3  N12  0.020
 K5K  plan-3  C16  0.020
 K5K  plan-3  O11  0.020
 K5K  plan-3  H1   0.020
 K5K  plan-4  C27  0.020
 K5K  plan-4  C29  0.020
 K5K  plan-4  O30  0.020
 K5K  plan-4  O31  0.020

