# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 24 02:35:51 2020
#   Inital geometry file: a 91 line input string
#   Ligand name: 5-bromo-3-(pyrrolidin-1-ylsulfonyl)-1H-indole-2-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: NC(=O)c1[nH]c2ccc(Br)cc2c1[S](=O)(=O)N3CCCC3
#
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
 MRX  MRX  5-bromo-3-(pyrrolidin-1-ylsulfonyl)-1H-indole-2-carboxamide  ligand  35  21  .  2021-08-14  2021-08-14  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_MRX
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
 MRX  BR    BR  BR    0  -0.049   4.0020   0.9533   0.2695
 MRX  C6    C   CR6   0  -0.114   2.5332  -0.2156   0.5008
 MRX  C1    C   CR16  0  -0.341   1.3152   0.1295  -0.0435
 MRX  C5    C   CR16  0  -0.248   2.7344  -1.4044   1.2187
 MRX  C4    C   CR16  0  -0.289   1.6920  -2.2880   1.4003
 MRX  C3    C   CR56  0   0.355   0.4561  -1.9498   0.8578
 MRX  N9    N   NR15  0  -0.712  -0.7253  -2.6393   0.8719
 MRX  C8    C   CR5   0   0.270  -1.6789  -1.9384   0.2180
 MRX  C18   C   C     0   0.458  -3.0796  -2.4739   0.1207
 MRX  N20   N   NH2   0  -0.775  -3.2471  -3.3822  -0.8383
 MRX  O19   O   O     0  -0.449  -3.9327  -2.1170   0.9131
 MRX  C7    C   CR5   0  -0.379  -1.1324  -0.7646  -0.2405
 MRX  C2    C   CR56  0   0.160   0.2463  -0.7520   0.1504
 MRX  S10   S   S     0   1.376  -1.9783   0.4636  -1.1390
 MRX  O16   O   OS    0  -0.657  -1.0292   1.0277  -2.0869
 MRX  O17   O   OS    0  -0.655  -3.2151  -0.1391  -1.6113
 MRX  N11   N   N     0  -0.592  -2.3914   1.6608  -0.1151
 MRX  C15   C   CH2   0  -0.275  -1.3925   2.6219   0.3657
 MRX  C14   C   CH2   0  -0.465  -2.2070   3.4424   1.3523
 MRX  C13   C   CH2   0  -0.486  -3.0827   2.3869   2.0203
 MRX  C12   C   CH2   0  -0.272  -3.4542   1.4361   0.8816
 MRX  H1    H   HCR6  0   0.280   1.1914   1.0428  -0.6082
 MRX  H5    H   HCR6  0   0.283   3.7070  -1.6384   1.6292
 MRX  H4    H   HCR6  0   0.284   1.8385  -3.2109   1.9452
 MRX  HN9   H   HNR5  0   0.433  -0.8650  -3.5395   1.3057
 MRX  H201  H   HNH2  0   0.423  -2.5165  -3.6066  -1.4927
 MRX  H202  H   HNH2  0   0.418  -4.1453  -3.8196  -0.9757
 MRX  H151  H   HCH2  0   0.239  -0.5635   2.1283   0.8851
 MRX  H152  H   HCH2  0   0.268  -0.9894   3.2102  -0.4564
 MRX  H141  H   HCH2  0   0.256  -1.5704   3.9798   2.0537
 MRX  H142  H   HCH2  0   0.245  -2.8179   4.1735   0.8188
 MRX  H131  H   HCH2  0   0.244  -2.5076   1.8543   2.7799
 MRX  H132  H   HCH2  0   0.259  -3.9654   2.8026   2.5039
 MRX  H121  H   HCH2  0   0.254  -4.4220   1.6827   0.4443
 MRX  H122  H   HCH2  0   0.255  -3.4912   0.3993   1.2200

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
 MRX  O19  C18   double    1.218  0.020  1.218
 MRX  C18  N20   single    1.331  0.020  1.331
 MRX  C18  C8    single    1.503  0.020  1.503
 MRX  N9   C8    aromatic  1.352  0.020  1.352
 MRX  N9   C3    aromatic  1.368  0.020  1.368
 MRX  C4   C3    aromatic  1.391  0.020  1.391
 MRX  C4   C5    aromatic  1.379  0.020  1.379
 MRX  C8   C7    aromatic  1.374  0.020  1.374
 MRX  C3   C2    aromatic  1.407  0.020  1.407
 MRX  C5   C6    aromatic  1.403  0.020  1.403
 MRX  C7   C2    aromatic  1.433  0.020  1.433
 MRX  C7   S10   single    1.741  0.020  1.741
 MRX  C2   C1    aromatic  1.399  0.020  1.399
 MRX  O16  S10   double    1.455  0.020  1.455
 MRX  C6   C1    aromatic  1.378  0.020  1.378
 MRX  C6   BR    single    1.891  0.020  1.891
 MRX  S10  O17   double    1.455  0.020  1.455
 MRX  S10  N11   single    1.629  0.020  1.629
 MRX  N11  C15   single    1.467  0.020  1.467
 MRX  N11  C12   single    1.474  0.020  1.474
 MRX  C15  C14   single    1.520  0.020  1.520
 MRX  C12  C13   single    1.529  0.020  1.529
 MRX  C14  C13   single    1.526  0.020  1.526
 MRX  C1   H1    single    0.930  0.020  1.080
 MRX  C5   H5    single    0.930  0.020  1.080
 MRX  C4   H4    single    0.930  0.020  1.080
 MRX  N9   HN9   single    0.860  0.020  1.020
 MRX  N20  H201  single    0.860  0.020  1.020
 MRX  N20  H202  single    0.860  0.020  1.020
 MRX  C15  H151  single    0.970  0.020  1.090
 MRX  C15  H152  single    0.970  0.020  1.090
 MRX  C14  H141  single    0.970  0.020  1.090
 MRX  C14  H142  single    0.970  0.020  1.090
 MRX  C13  H131  single    0.970  0.020  1.090
 MRX  C13  H132  single    0.970  0.020  1.090
 MRX  C12  H121  single    0.970  0.020  1.090
 MRX  C12  H122  single    0.970  0.020  1.090

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
 MRX  C5    C6   C1    122.75  3.000
 MRX  C1    C6   BR    118.91  3.000
 MRX  C5    C6   BR    118.35  3.000
 MRX  H1    C1   C2    121.15  3.000
 MRX  H1    C1   C6    121.28  3.000
 MRX  C2    C1   C6    117.57  3.000
 MRX  H5    C5   C4    119.44  3.000
 MRX  H5    C5   C6    120.43  3.000
 MRX  C4    C5   C6    120.13  3.000
 MRX  H4    C4   C3    121.60  3.000
 MRX  H4    C4   C5    120.71  3.000
 MRX  C3    C4   C5    117.68  3.000
 MRX  C2    C3   N9    107.78  3.000
 MRX  C2    C3   C4    122.38  3.000
 MRX  N9    C3   C4    129.84  3.000
 MRX  HN9   N9   C8    124.94  3.000
 MRX  HN9   N9   C3    125.00  3.000
 MRX  C8    N9   C3    110.05  3.000
 MRX  C7    C8   C18   130.83  3.000
 MRX  C7    C8   N9    108.89  3.000
 MRX  C18   C8   N9    120.26  3.000
 MRX  O19   C18  N20   125.49  3.000
 MRX  N20   C18  C8    114.01  3.000
 MRX  O19   C18  C8    120.42  3.000
 MRX  H202  N20  H201  117.47  3.000
 MRX  H202  N20  C18   120.40  3.000
 MRX  H201  N20  C18   121.96  3.000
 MRX  S10   C7   C2    127.01  3.000
 MRX  S10   C7   C8    125.58  3.000
 MRX  C2    C7   C8    107.41  3.000
 MRX  C7    C2   C3    105.86  3.000
 MRX  C7    C2   C1    134.65  3.000
 MRX  C3    C2   C1    119.48  3.000
 MRX  N11   S10  O17   107.04  3.000
 MRX  N11   S10  O16   106.86  3.000
 MRX  O17   S10  O16   120.24  3.000
 MRX  N11   S10  C7    108.50  3.000
 MRX  O17   S10  C7    106.76  3.000
 MRX  O16   S10  C7    107.02  3.000
 MRX  C12   N11  C15   111.66  3.000
 MRX  C12   N11  S10   119.73  3.000
 MRX  C15   N11  S10   120.99  3.000
 MRX  H152  C15  H151  108.75  3.000
 MRX  H152  C15  C14   113.39  3.000
 MRX  H151  C15  C14   109.93  3.000
 MRX  H152  C15  N11   111.02  3.000
 MRX  H151  C15  N11   112.04  3.000
 MRX  C14   C15  N11   101.62  3.000
 MRX  H142  C14  H141  108.14  3.000
 MRX  H142  C14  C13   110.86  3.000
 MRX  H141  C14  C13   113.27  3.000
 MRX  H142  C14  C15   110.13  3.000
 MRX  H141  C14  C15   111.79  3.000
 MRX  C13   C14  C15   102.61  3.000
 MRX  H132  C13  H131  107.72  3.000
 MRX  H132  C13  C12   111.78  3.000
 MRX  H131  C13  C12   110.04  3.000
 MRX  H132  C13  C14   113.31  3.000
 MRX  H131  C13  C14   109.87  3.000
 MRX  C12   C13  C14   104.10  3.000
 MRX  H122  C12  H121  108.01  3.000
 MRX  H122  C12  C13   111.60  3.000
 MRX  H121  C12  C13   111.94  3.000
 MRX  H122  C12  N11   112.26  3.000
 MRX  H121  C12  N11   109.53  3.000
 MRX  C13   C12  N11   103.51  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
 MRX  CONST_01  C3    C4   C5   C6     0.00   0.0  0
 MRX  CONST_02  C3    C2   C1   C6     0.00   0.0  0
 MRX  CONST_03  C7    C2   C1   C6   180.00   0.0  0
 MRX  CONST_04  N9    C3   C2   C1   180.00   0.0  0
 MRX  CONST_05  C4    C3   C2   C1     0.00   0.0  0
 MRX  CONST_06  C8    C7   C2   C1   180.00   0.0  0
 MRX  CONST_07  C4    C5   C6   C1     0.00   0.0  0
 MRX  CONST_08  N9    C3   C4   C5   180.00   0.0  0
 MRX  CONST_09  C2    C3   C4   C5     0.00   0.0  0
 MRX  CONST_10  C2    C1   C6   C5     0.00   0.0  0
 MRX  CONST_11  C8    N9   C3   C4   180.00   0.0  0
 MRX  CONST_12  C7    C2   C3   C4   180.00   0.0  0
 MRX  CONST_13  C7    C8   N9   C3     0.00   0.0  0
 MRX  CONST_14  C8    C7   C2   C3     0.00   0.0  0
 MRX  CONST_15  C2    C7   C8   N9     0.00   0.0  0
 MRX  CONST_16  C7    C2   C3   N9     0.00   0.0  0
 MRX  CONST_17  C2    C3   N9   C8     0.00   0.0  0
 MRX  CONST_18  C4    C5   C6   BR   180.00   0.0  0
 MRX  CONST_19  C2    C1   C6   BR   180.00   0.0  0
 MRX  CONST_20  S10   C7   C2   C1     0.00   0.0  0
 MRX  CONST_21  C18   C8   N9   C3   180.00   0.0  0
 MRX  CONST_22  S10   C7   C2   C3   180.00   0.0  0
 MRX  CONST_23  S10   C7   C8   N9   180.00   0.0  0
 MRX  CONST_24  C2    C7   C8   C18  180.00   0.0  0
 MRX  CONST_25  H4    C4   C5   C6   180.00   0.0  0
 MRX  CONST_26  H5    C5   C6   C1   180.00   0.0  0
 MRX  CONST_27  H1    C1   C6   C5   180.00   0.0  0
 MRX  CONST_28  HN9   N9   C3   C4     0.00   0.0  0
 MRX  CONST_29  H201  N20  C18  C8     0.00   0.0  0
 MRX  CONST_30  H202  N20  C18  C8   180.00   0.0  0
 MRX  Var_01    C13   C14  C15  N11   38.83  30.0  1
 MRX  Var_02    C14   C13  C12  N11   22.35  30.0  1
 MRX  Var_03    C13   C12  N11  C15    2.47  30.0  1
 MRX  Var_04    C12   C13  C14  C15  -38.37  30.0  1
 MRX  Var_05    C12   N11  C15  C14  -26.13  30.0  1
 MRX  Var_06    N11   S10  C7   C8    99.91  30.0  2
 MRX  Var_07    C15   N11  S10  C7    75.68  30.0  3
 MRX  Var_08    O19   C18  C8   N9    95.86  30.0  2

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
 MRX  plan-1  BR    0.020
 MRX  plan-1  C6    0.020
 MRX  plan-1  C1    0.020
 MRX  plan-1  C5    0.020
 MRX  plan-1  C4    0.020
 MRX  plan-1  C3    0.020
 MRX  plan-1  N9    0.020
 MRX  plan-1  C8    0.020
 MRX  plan-1  C18   0.020
 MRX  plan-1  C7    0.020
 MRX  plan-1  C2    0.020
 MRX  plan-1  S10   0.020
 MRX  plan-1  H1    0.020
 MRX  plan-1  H5    0.020
 MRX  plan-1  H4    0.020
 MRX  plan-1  HN9   0.020
 MRX  plan-2  C8    0.020
 MRX  plan-2  C18   0.020
 MRX  plan-2  N20   0.020
 MRX  plan-2  O19   0.020
 MRX  plan-2  H201  0.020
 MRX  plan-2  H202  0.020

