# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Aug  1 15:49:21 2022
#   Inital geometry file: a 121 line input string
#   Ligand name: 3-[3-chloranyl-4-(methylsulfonylmethyl)phenyl]-7-propan-2-yl-1~{H}-indole-2-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)c1cccc2c1[nH]c(C(O)=O)c2c3ccc(C[S](C)(=O)=O)c(Cl)c3
#
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
 RBW  RBW  "3-[3-chloranyl-4-(methylsulfonylmethyl)phenyl]-7-propan-2-yl-1~{H}-indole-2-carboxylic acid"  ligand  46  27  .  2022-08-10  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_RBW
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
 RBW  C11   C   CR5    0  -0.021  30.6529  5.0693  17.5305
 RBW  C12   C   CR56   0   0.066  30.0081  4.1575  16.6279
 RBW  C13   C   CR16   0  -0.398  28.7396  3.5631  16.5858
 RBW  C14   C   CR16   0  -0.245  28.4404  2.7303  15.5295
 RBW  C15   C   CR16   0  -0.381  29.3741  2.4752  14.5090
 RBW  C16   C   CR6    0   0.043  30.0285  5.6150  18.7374
 RBW  C17   C   CR16   0  -0.303  29.3564  4.7769  19.6281
 RBW  C18   C   CR16   0  -0.283  28.7383  5.2886  20.7555
 RBW  C19   C   CR6    0   0.176  28.7557  6.6509  21.0418
 RBW  C22   C   CH3    0  -0.795  28.4557  7.7446  25.0280
 RBW  C25   C   CR6    0  -0.092  29.4213  7.4806  20.1397
 RBW  C27   C   CR16   0  -0.233  30.0378  6.9832  19.0066
 RBW  C01   C   CH3    0  -0.661  31.0995  2.3203  12.1134
 RBW  C03   C   CH3    0  -0.641  32.7025  1.7562  13.9594
 RBW  C04   C   CR6    0   0.128  30.6335  3.0475  14.5027
 RBW  C05   C   CR56   0   0.310  30.9192  3.8945  15.5834
 RBW  C07   C   CR5    0   0.106  31.9057  5.3204  17.0076
 RBW  C08   C   C      0   0.358  33.0932  6.1250  17.4913
 RBW  C20   C   CH2    0  -0.703  28.1157  7.1546  22.2916
 RBW  N06   N   NR15   0  -0.721  32.0441  4.6127  15.8496
 RBW  O09   O   O      0  -0.591  34.0339  6.1984  16.6763
 RBW  O10   O   OC    -1  -0.564  33.0248  6.6091  18.6317
 RBW  O23   O   OS     0  -0.671  30.4757  7.8437  23.3266
 RBW  O24   O   OS     0  -0.674  29.5284  5.6027  23.9160
 RBW  S21   S   S      0   1.200  29.3103  7.0227  23.6443
 RBW  CL1   CL  CL     0  -0.132  29.4663  9.1974  20.3946
 RBW  H131  H   HCR6   0   0.240  28.0063  3.7536  17.3593
 RBW  H141  H   HCR6   0   0.239  27.4664  2.2604  15.4766
 RBW  H151  H   HCR6   0   0.240  29.0846  1.8123  13.7037
 RBW  H171  H   HCR6   0   0.257  29.3322  3.7097  19.4502
 RBW  H181  H   HCR6   0   0.262  28.2239  4.6173  21.4310
 RBW  H221  H   HCH3   0   0.310  29.1231  7.6851  25.8871
 RBW  H222  H   HCH3   0   0.294  28.2225  8.7841  24.8088
 RBW  H223  H   HCH3   0   0.294  27.5453  7.1825  25.2259
 RBW  H271  H   HCR6   0   0.261  30.5256  7.6612  18.3219
 RBW  H011  H   HCH3   0   0.232  30.3567  3.0225  11.7331
 RBW  H013  H   HCH3   0   0.236  31.8938  2.2396  11.3706
 RBW  H012  H   HCH3   0   0.221  30.6281  1.3390  12.1902
 RBW  H021  H   HCH1   0   0.233  32.2130  3.7151  13.2599
 RBW  H033  H   HCH3   0   0.230  33.1617  2.0739  14.8962
 RBW  H032  H   HCH3   0   0.222  32.2266  0.7892  14.1315
 RBW  H031  H   HCH3   0   0.228  33.5018  1.6136  13.2303
 RBW  H202  H   HCH2   0   0.319  27.8031  8.1972  22.2311
 RBW  H201  H   HCH2   0   0.329  27.2561  6.5488  22.5821
 RBW  H061  H   HNR5   0   0.397  32.8948  4.6408  15.3102
 RBW  C02   C   CH1    0  -0.318  31.6795  2.7756  13.4470

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
 RBW  C01  C02   single    1.524  0.020  1.524
 RBW  C02  C03   single    1.532  0.020  1.532
 RBW  C02  C04   single    1.511  0.020  1.511
 RBW  C15  C04   aromatic  1.383  0.020  1.383
 RBW  C15  C14   aromatic  1.406  0.020  1.406
 RBW  C04  C05   aromatic  1.402  0.020  1.402
 RBW  C14  C13   aromatic  1.378  0.020  1.378
 RBW  C05  N06   aromatic  1.361  0.020  1.361
 RBW  C05  C12   aromatic  1.411  0.020  1.411
 RBW  N06  C07   aromatic  1.364  0.020  1.364
 RBW  C13  C12   aromatic  1.401  0.020  1.401
 RBW  C12  C11   aromatic  1.436  0.020  1.436
 RBW  O09  C08   deloc     1.247  0.020  1.247
 RBW  C07  C11   aromatic  1.381  0.020  1.381
 RBW  C07  C08   single    1.514  0.020  1.514
 RBW  C11  C16   single    1.464  0.020  1.464
 RBW  C08  O10   deloc     1.241  0.020  1.241
 RBW  C16  C27   aromatic  1.394  0.020  1.394
 RBW  C16  C17   aromatic  1.396  0.020  1.396
 RBW  C27  C25   aromatic  1.383  0.020  1.383
 RBW  C17  C18   aromatic  1.384  0.020  1.384
 RBW  C25  CL1   single    1.736  0.020  1.736
 RBW  C25  C19   aromatic  1.395  0.020  1.395
 RBW  C18  C19   aromatic  1.392  0.020  1.392
 RBW  C19  C20   single    1.492  0.020  1.492
 RBW  C20  S21   single    1.810  0.020  1.810
 RBW  O23  S21   double    1.461  0.020  1.461
 RBW  S21  O24   double    1.462  0.020  1.462
 RBW  S21  C22   single    1.779  0.020  1.779
 RBW  C13  H131  single    0.930  0.020  1.080
 RBW  C14  H141  single    0.930  0.020  1.080
 RBW  C15  H151  single    0.930  0.020  1.080
 RBW  C17  H171  single    0.930  0.020  1.080
 RBW  C18  H181  single    0.930  0.020  1.080
 RBW  C22  H221  single    0.970  0.020  1.090
 RBW  C22  H222  single    0.970  0.020  1.090
 RBW  C22  H223  single    0.970  0.020  1.090
 RBW  C27  H271  single    0.930  0.020  1.080
 RBW  C01  H011  single    0.970  0.020  1.090
 RBW  C01  H013  single    0.970  0.020  1.090
 RBW  C01  H012  single    0.970  0.020  1.090
 RBW  C02  H021  single    0.970  0.020  1.090
 RBW  C03  H033  single    0.970  0.020  1.090
 RBW  C03  H032  single    0.970  0.020  1.090
 RBW  C03  H031  single    0.970  0.020  1.090
 RBW  C20  H202  single    0.970  0.020  1.090
 RBW  C20  H201  single    0.970  0.020  1.090
 RBW  N06  H061  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
 RBW  C07   C11  C16   129.15  3.000
 RBW  C16   C11  C12   124.28  3.000
 RBW  C07   C11  C12   106.55  3.000
 RBW  C05   C12  C13   118.90  3.000
 RBW  C13   C12  C11   134.00  3.000
 RBW  C05   C12  C11   107.08  3.000
 RBW  H131  C13  C14   120.45  3.000
 RBW  H131  C13  C12   121.13  3.000
 RBW  C14   C13  C12   118.42  3.000
 RBW  H141  C14  C15   118.88  3.000
 RBW  H141  C14  C13   119.68  3.000
 RBW  C15   C14  C13   121.44  3.000
 RBW  H151  C15  C04   119.56  3.000
 RBW  H151  C15  C14   118.25  3.000
 RBW  C04   C15  C14   122.19  3.000
 RBW  C27   C16  C17   117.98  3.000
 RBW  C17   C16  C11   120.51  3.000
 RBW  C27   C16  C11   121.46  3.000
 RBW  H171  C17  C18   119.25  3.000
 RBW  H171  C17  C16   119.87  3.000
 RBW  C18   C17  C16   120.87  3.000
 RBW  H181  C18  C19   118.98  3.000
 RBW  H181  C18  C17   119.43  3.000
 RBW  C19   C18  C17   121.59  3.000
 RBW  C20   C19  C25   123.08  3.000
 RBW  C20   C19  C18   119.82  3.000
 RBW  C25   C19  C18   117.07  3.000
 RBW  H223  C22  H222  110.55  3.000
 RBW  H223  C22  H221  109.93  3.000
 RBW  H222  C22  H221  110.03  3.000
 RBW  H223  C22  S21   109.50  3.000
 RBW  H222  C22  S21   109.52  3.000
 RBW  H221  C22  S21   107.26  3.000
 RBW  CL1   C25  C27   117.68  3.000
 RBW  CL1   C25  C19   120.37  3.000
 RBW  C27   C25  C19   121.93  3.000
 RBW  H271  C27  C25   119.68  3.000
 RBW  H271  C27  C16   119.77  3.000
 RBW  C25   C27  C16   120.55  3.000
 RBW  H012  C01  H013  107.21  3.000
 RBW  H012  C01  H011  108.02  3.000
 RBW  H013  C01  H011  107.83  3.000
 RBW  H012  C01  C02   111.81  3.000
 RBW  H013  C01  C02   109.94  3.000
 RBW  H011  C01  C02   111.84  3.000
 RBW  H031  C03  H032  107.99  3.000
 RBW  H031  C03  H033  107.67  3.000
 RBW  H032  C03  H033  107.83  3.000
 RBW  H031  C03  C02   110.64  3.000
 RBW  H032  C03  C02   110.56  3.000
 RBW  H033  C03  C02   112.00  3.000
 RBW  C05   C04  C02   120.40  3.000
 RBW  C05   C04  C15   115.58  3.000
 RBW  C02   C04  C15   123.99  3.000
 RBW  N06   C05  C04   129.63  3.000
 RBW  N06   C05  C12   106.89  3.000
 RBW  C04   C05  C12   123.47  3.000
 RBW  N06   C07  C08   117.87  3.000
 RBW  C08   C07  C11   133.43  3.000
 RBW  N06   C07  C11   108.62  3.000
 RBW  O10   C08  O09   128.28  3.000
 RBW  O10   C08  C07   117.25  3.000
 RBW  O09   C08  C07   114.47  3.000
 RBW  H201  C20  H202  108.66  3.000
 RBW  H201  C20  S21   106.30  3.000
 RBW  H202  C20  S21   107.49  3.000
 RBW  H201  C20  C19   111.94  3.000
 RBW  H202  C20  C19   113.54  3.000
 RBW  S21   C20  C19   108.57  3.000
 RBW  H061  N06  C07   121.71  3.000
 RBW  H061  N06  C05   127.43  3.000
 RBW  C07   N06  C05   110.85  3.000
 RBW  O24   S21  O23   117.87  3.000
 RBW  O24   S21  C20   107.95  3.000
 RBW  O23   S21  C20   108.86  3.000
 RBW  O24   S21  C22   108.73  3.000
 RBW  O23   S21  C22   108.92  3.000
 RBW  C20   S21  C22   103.57  3.000
 RBW  H021  C02  C04   107.57  3.000
 RBW  H021  C02  C03   107.59  3.000
 RBW  C04   C02  C03   110.38  3.000
 RBW  H021  C02  C01   106.97  3.000
 RBW  C04   C02  C01   113.69  3.000
 RBW  C03   C02  C01   110.36  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
 RBW  CONST_01  C04   C05  C12  C11   180.00   0.0  0
 RBW  CONST_02  N06   C05  C12  C11     0.00   0.0  0
 RBW  CONST_03  C14   C13  C12  C11   180.00   0.0  0
 RBW  CONST_04  C05   N06  C07  C11     0.00   0.0  0
 RBW  CONST_05  C25   C27  C16  C11   180.00   0.0  0
 RBW  CONST_06  C18   C17  C16  C11   180.00   0.0  0
 RBW  CONST_07  C15   C04  C05  C12     0.00   0.0  0
 RBW  CONST_08  C07   N06  C05  C12     0.00   0.0  0
 RBW  CONST_09  C15   C14  C13  C12     0.00   0.0  0
 RBW  CONST_10  N06   C07  C11  C12     0.00   0.0  0
 RBW  CONST_13  C04   C15  C14  C13     0.00   0.0  0
 RBW  CONST_14  C04   C05  C12  C13     0.00   0.0  0
 RBW  CONST_15  N06   C05  C12  C13   180.00   0.0  0
 RBW  CONST_16  C07   C11  C12  C13   180.00   0.0  0
 RBW  CONST_17  C16   C11  C12  C13     0.00   0.0  0
 RBW  CONST_18  C05   C04  C15  C14     0.00   0.0  0
 RBW  CONST_19  C05   C12  C13  C14     0.00   0.0  0
 RBW  CONST_20  N06   C05  C04  C15   180.00   0.0  0
 RBW  CONST_21  C05   C12  C11  C16   180.00   0.0  0
 RBW  CONST_22  N06   C07  C11  C16   180.00   0.0  0
 RBW  CONST_23  C19   C25  C27  C16     0.00   0.0  0
 RBW  CONST_24  C19   C18  C17  C16     0.00   0.0  0
 RBW  CONST_26  C25   C27  C16  C17     0.00   0.0  0
 RBW  CONST_27  C25   C19  C18  C17     0.00   0.0  0
 RBW  CONST_28  C27   C16  C17  C18     0.00   0.0  0
 RBW  CONST_29  C27   C25  C19  C18     0.00   0.0  0
 RBW  CONST_31  C07   N06  C05  C04   180.00   0.0  0
 RBW  CONST_32  C07   C11  C12  C05     0.00   0.0  0
 RBW  CONST_33  C02   C04  C05  C12   180.00   0.0  0
 RBW  CONST_34  C08   C07  C11  C12   180.00   0.0  0
 RBW  CONST_35  C02   C04  C15  C14   180.00   0.0  0
 RBW  CONST_36  C08   C07  C11  C16     0.00   0.0  0
 RBW  CONST_37  CL1   C25  C27  C16   180.00   0.0  0
 RBW  CONST_38  C20   C19  C18  C17   180.00   0.0  0
 RBW  CONST_39  CL1   C25  C19  C18   180.00   0.0  0
 RBW  CONST_40  C20   C19  C25  C27   180.00   0.0  0
 RBW  CONST_41  N06   C05  C04  C02     0.00   0.0  0
 RBW  CONST_42  C08   C07  N06  C05   180.00   0.0  0
 RBW  CONST_43  H131  C13  C12  C11     0.00   0.0  0
 RBW  CONST_44  H061  N06  C07  C11   180.00   0.0  0
 RBW  CONST_45  H271  C27  C16  C11     0.00   0.0  0
 RBW  CONST_46  H171  C17  C16  C11     0.00   0.0  0
 RBW  CONST_47  H061  N06  C05  C12   180.00   0.0  0
 RBW  CONST_48  H141  C14  C13  C12   180.00   0.0  0
 RBW  CONST_49  H151  C15  C14  C13   180.00   0.0  0
 RBW  CONST_50  H131  C13  C14  C15   180.00   0.0  0
 RBW  CONST_51  H181  C18  C17  C16   180.00   0.0  0
 RBW  CONST_52  H271  C27  C16  C17   180.00   0.0  0
 RBW  CONST_53  H271  C27  C25  C19   180.00   0.0  0
 RBW  CONST_54  H171  C17  C18  C19   180.00   0.0  0
 RBW  CONST_55  H181  C18  C19  C25   180.00   0.0  0
 RBW  CONST_56  H171  C17  C16  C27   180.00   0.0  0
 RBW  CONST_57  H141  C14  C15  C04   180.00   0.0  0
 RBW  CONST_58  H061  N06  C05  C04     0.00   0.0  0
 RBW  CONST_59  H151  C15  C04  C05   180.00   0.0  0
 RBW  CONST_60  H131  C13  C12  C05   180.00   0.0  0
 RBW  Var_01    O09   C08  C07  C11  -174.72  30.0  2
 RBW  Var_02    O10   C08  C07  C11     6.11  30.0  2
 RBW  Var_03    C01   C02  C04  C15    24.53  30.0  3
 RBW  Var_04    C03   C02  C04  C15  -100.10  30.0  3
 RBW  Var_05    S21   C20  C19  C18    85.28  30.0  2
 RBW  Var_06    S21   C20  C19  C25   -92.74  30.0  2
 RBW  Var_07    C05   C04  C02  C01  -157.37  30.0  2
 RBW  Var_08    C05   C04  C02  C03    77.99  30.0  2
 RBW  Var_09    O09   C08  C07  N06     9.09  30.0  2
 RBW  Var_10    O10   C08  C07  N06  -170.08  30.0  2
 RBW  Var_11    H021  C02  C04  C15   142.78  30.0  3
 RBW  Var_12    H202  C20  C19  C18  -155.24  30.0  2
 RBW  Var_13    H201  C20  C19  C18   -31.75  30.0  2
 RBW  Var_14    H202  C20  C19  C25    26.74  30.0  2
 RBW  Var_15    H201  C20  C19  C25   150.22  30.0  2
 RBW  Var_16    H021  C02  C04  C05   -39.12  30.0  3
 RBW  Var_17    O23   S21  C20  C19    60.79  30.0  3
 RBW  Var_18    O24   S21  C20  C19   -68.24  30.0  3
 RBW  Var_19    C22   S21  C20  C19   176.58  30.0  3
 RBW  Var_20    H011  C01  C02  C04    54.54  30.0  3
 RBW  Var_21    H013  C01  C02  C04   174.29  30.0  3
 RBW  Var_22    H012  C01  C02  C04   -66.75  30.0  3
 RBW  Var_23    H033  C03  C02  C04   -55.56  30.0  3
 RBW  Var_24    H032  C03  C02  C04    64.72  30.0  3
 RBW  Var_25    H031  C03  C02  C04  -175.69  30.0  3
 RBW  Var_26    H202  C20  S21  C22    53.38  30.0  1
 RBW  Var_27    H201  C20  S21  C22   -62.83  30.0  1
 RBW  Var_28    H033  C03  C02  C01   177.93  30.0  3
 RBW  Var_29    H032  C03  C02  C01   -61.79  30.0  3
 RBW  Var_30    H031  C03  C02  C01    57.79  30.0  3
 RBW  Var_31    H011  C01  C02  C03   179.18  30.0  3
 RBW  Var_32    H013  C01  C02  C03   -61.07  30.0  3
 RBW  Var_33    H012  C01  C02  C03    57.89  30.0  3
 RBW  Var_34    H221  C22  S21  C20   179.33  30.0  3
 RBW  Var_35    H222  C22  S21  C20   -61.28  30.0  3
 RBW  Var_36    H223  C22  S21  C20    60.08  30.0  3
 RBW  Var_37    H202  C20  S21  O23   -62.41  30.0  1
 RBW  Var_38    H201  C20  S21  O23  -178.61  30.0  1
 RBW  Var_39    H221  C22  S21  O23   -64.93  30.0  3
 RBW  Var_40    H222  C22  S21  O23    54.46  30.0  3
 RBW  Var_41    H223  C22  S21  O23   175.82  30.0  3
 RBW  Var_42    H202  C20  S21  O24   168.56  30.0  1
 RBW  Var_43    H201  C20  S21  O24    52.35  30.0  1
 RBW  Var_44    H221  C22  S21  O24    64.72  30.0  3
 RBW  Var_45    H222  C22  S21  O24  -175.90  30.0  3
 RBW  Var_46    H223  C22  S21  O24   -54.54  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
 RBW  plan-1  C11   0.020
 RBW  plan-1  C16   0.020
 RBW  plan-1  C17   0.020
 RBW  plan-1  C18   0.020
 RBW  plan-1  C19   0.020
 RBW  plan-1  C25   0.020
 RBW  plan-1  C27   0.020
 RBW  plan-1  C20   0.020
 RBW  plan-1  CL1   0.020
 RBW  plan-1  H171  0.020
 RBW  plan-1  H181  0.020
 RBW  plan-1  H271  0.020
 RBW  plan-2  C11   0.020
 RBW  plan-2  C12   0.020
 RBW  plan-2  C13   0.020
 RBW  plan-2  C14   0.020
 RBW  plan-2  C15   0.020
 RBW  plan-2  C16   0.020
 RBW  plan-2  C04   0.020
 RBW  plan-2  C05   0.020
 RBW  plan-2  C07   0.020
 RBW  plan-2  C08   0.020
 RBW  plan-2  N06   0.020
 RBW  plan-2  H131  0.020
 RBW  plan-2  H141  0.020
 RBW  plan-2  H151  0.020
 RBW  plan-2  H061  0.020
 RBW  plan-2  C02   0.020
 RBW  plan-3  C07   0.020
 RBW  plan-3  C08   0.020
 RBW  plan-3  O09   0.020
 RBW  plan-3  O10   0.020

