# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 12 23:08:16 2020
#   Inital geometry file: a 131 line input string
#   Ligand name: ethyl 6-bromo-4-[(dimethylamino)methyl]-5-hydroxy-1-methyl-2-[(phenylsulfanyl)methyl]-1H-indole-3-carboxylate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCOC(=O)c1c(CSc2ccccc2)n(C)c3cc(Br)c(O)c(CN(C)C)c13
#
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
 75U  75U  'ethyl 6-bromo-4-[(dimethylamino)methyl]-5-hydroxy-1-methyl-2-[(phenylsulfanyl)methyl]-1H-indole-3-carboxylate'  ligand  54  29  .  2021-08-05  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_75U
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
 75U  C1   C   CR6   0  -0.117   2.1412  -0.9835  -0.4772
 75U  C2   C   CR6   0   0.358   3.2547  -0.2486  -0.8757
 75U  C3   C   CR6   0  -0.261   3.2159   1.1626  -0.8690
 75U  C4   C   CR16  0  -0.311   2.1105   1.8697  -0.4484
 75U  C29  C   CH3   0  -0.692  -1.0128  -4.3190  -2.5186
 75U  C28  C   CH2   0  -0.190  -1.4839  -3.7998  -1.1817
 75U  O27  O   O2    0  -0.454  -0.8110  -2.5591  -0.9367
 75U  O30  O   O     0  -0.468  -1.7398  -2.4092   1.0901
 75U  C11  C   CR5   0  -0.209  -0.3339  -0.6630   0.3004
 75U  C10  C   CR56  0   0.184   0.9732  -0.2791  -0.1391
 75U  C31  C   CH2   0  -0.328   2.2236  -2.4826  -0.3620
 75U  N32  N   NT    0  -0.407   1.5241  -2.9809   0.8073
 75U  C34  C   CH3   0  -0.521   1.4891  -4.4267   0.8037
 75U  C33  C   CH3   0  -0.514   2.0845  -2.4875   2.0463
 75U  O35  O   OH1   0  -0.622   4.3456  -0.9373  -1.2730
 75U  BR5  BR  BR    0  -0.038   4.7360   2.1333  -1.4400
 75U  C9   C   CR56  0   0.331   0.9993   1.1270  -0.0788
 75U  N8   N   NR5   0  -0.564  -0.2075   1.5722   0.3947
 75U  C12  C   CH3   0  -0.543  -0.5719   2.9660   0.4988
 75U  C7   C   CR5   0   0.397  -1.0076   0.4950   0.6275
 75U  C13  C   CH2   0  -0.712  -2.4191   0.6525   1.0612
 75U  S14  S   S2    0   0.066  -3.4086   1.0209  -0.4237
 75U  C18  C   CR6   0  -0.097  -5.0484   1.1893   0.2003
 75U  C17  C   CR16  0  -0.269  -6.0548   1.3943  -0.7465
 75U  C16  C   CR16  0  -0.242  -7.3712   1.5416  -0.3421
 75U  C15  C   CR16  0  -0.270  -7.7061   1.4840   1.0062
 75U  C20  C   CR16  0  -0.236  -6.7064   1.2793   1.9445
 75U  C19  C   CR16  0  -0.261  -5.3814   1.1325   1.5507
 75U  H1   H   HCR6  0   0.293   2.1109   2.9509  -0.4202
 75U  H2   H   HCH3  0   0.237  -1.2304  -3.6142  -3.3213
 75U  H3   H   HCH3  0   0.233   0.0591  -4.5206  -2.5167
 75U  H4   H   HCH3  0   0.240  -1.5273  -5.2522  -2.7463
 75U  H5   H   HCH2  0   0.238  -2.5638  -3.6332  -1.1900
 75U  H6   H   HCH2  0   0.230  -1.2656  -4.5141  -0.3857
 75U  H7   H   HCH2  0   0.255   1.7755  -2.9442  -1.2469
 75U  H8   H   HCH2  0   0.226   3.2773  -2.7952  -0.3560
 75U  H10  H   HCH3  0   0.201   2.4845  -4.8830   0.9235
 75U  H11  H   HCH3  0   0.236   0.8587  -4.7869   1.6175
 75U  H12  H   HCH3  0   0.231   1.0722  -4.7956  -0.1339
 75U  H13  H   HCH3  0   0.239   2.0185  -1.4011   2.0988
 75U  H14  H   HCH3  0   0.233   1.5191  -2.8923   2.8864
 75U  H15  H   HCH3  0   0.194   3.1397  -2.7707   2.1850
 75U  H16  H   HOH1  0   0.472   5.1462  -0.4009  -1.2410
 75U  H17  H   HCH3  0   0.263  -0.8858   3.3667  -0.4648
 75U  H18  H   HCH3  0   0.271  -1.3803   3.0946   1.2121
 75U  H19  H   HCH3  0   0.267   0.2777   3.5410   0.8609
 75U  H20  H   HCH2  0   0.323  -2.7731  -0.2664   1.5215
 75U  H21  H   HCH2  0   0.309  -2.5245   1.4571   1.7894
 75U  H22  H   HCR6  0   0.265  -5.8109   1.4367  -1.8014
 75U  H23  H   HCR6  0   0.262  -8.1397   1.6995  -1.0876
 75U  H24  H   HCR6  0   0.258  -8.7357   1.5978   1.3184
 75U  H25  H   HCR6  0   0.262  -6.9492   1.2334   2.9983
 75U  H26  H   HCR6  0   0.269  -4.6259   0.9804   2.3084
 75U  C26  C   C     0   0.482  -0.9983  -1.9723   0.2394

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
 75U  C20  C15  aromatic  1.386  0.020  1.386
 75U  C20  C19  aromatic  1.390  0.020  1.390
 75U  C15  C16  aromatic  1.390  0.020  1.390
 75U  C19  C18  aromatic  1.392  0.020  1.392
 75U  BR5  C3   single    1.892  0.020  1.892
 75U  C16  C17  aromatic  1.385  0.020  1.385
 75U  C18  C17  aromatic  1.397  0.020  1.397
 75U  C18  S14  single    1.763  0.020  1.763
 75U  C4   C3   aromatic  1.378  0.020  1.378
 75U  C4   C9   aromatic  1.387  0.020  1.387
 75U  C3   C2   aromatic  1.412  0.020  1.412
 75U  C12  N8   single    1.444  0.020  1.444
 75U  C9   N8   aromatic  1.371  0.020  1.371
 75U  C9   C10  aromatic  1.408  0.020  1.408
 75U  C2   O35  single    1.350  0.020  1.350
 75U  C2   C1   aromatic  1.392  0.020  1.392
 75U  N8   C7   aromatic  1.362  0.020  1.362
 75U  S14  C13  single    1.822  0.020  1.822
 75U  C10  C1   aromatic  1.405  0.020  1.405
 75U  C10  C11  aromatic  1.431  0.020  1.431
 75U  C1   C31  single    1.506  0.020  1.506
 75U  C7   C13  single    1.485  0.020  1.485
 75U  C7   C11  aromatic  1.379  0.020  1.379
 75U  C11  C26  single    1.470  0.020  1.470
 75U  C31  N32  single    1.451  0.020  1.451
 75U  O30  C26  double    1.210  0.020  1.210
 75U  C26  O27  single    1.328  0.020  1.328
 75U  N32  C33  single    1.447  0.020  1.447
 75U  N32  C34  single    1.446  0.020  1.446
 75U  O27  C28  single    1.433  0.020  1.433
 75U  C28  C29  single    1.510  0.020  1.510
 75U  C4   H1   single    0.930  0.020  1.080
 75U  C29  H2   single    0.970  0.020  1.090
 75U  C29  H3   single    0.970  0.020  1.090
 75U  C29  H4   single    0.970  0.020  1.090
 75U  C28  H5   single    0.970  0.020  1.090
 75U  C28  H6   single    0.970  0.020  1.090
 75U  C31  H7   single    0.970  0.020  1.090
 75U  C31  H8   single    0.970  0.020  1.090
 75U  C34  H10  single    0.970  0.020  1.090
 75U  C34  H11  single    0.970  0.020  1.090
 75U  C34  H12  single    0.970  0.020  1.090
 75U  C33  H13  single    0.970  0.020  1.090
 75U  C33  H14  single    0.970  0.020  1.090
 75U  C33  H15  single    0.970  0.020  1.090
 75U  O35  H16  single    0.850  0.020  0.980
 75U  C12  H17  single    0.970  0.020  1.090
 75U  C12  H18  single    0.970  0.020  1.090
 75U  C12  H19  single    0.970  0.020  1.090
 75U  C13  H20  single    0.970  0.020  1.090
 75U  C13  H21  single    0.970  0.020  1.090
 75U  C17  H22  single    0.930  0.020  1.080
 75U  C16  H23  single    0.930  0.020  1.080
 75U  C15  H24  single    0.930  0.020  1.080
 75U  C20  H25  single    0.930  0.020  1.080
 75U  C19  H26  single    0.930  0.020  1.080

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
 75U  C31  C1   C10  121.74  3.000
 75U  C31  C1   C2   120.24  3.000
 75U  C10  C1   C2   117.96  3.000
 75U  O35  C2   C3   122.25  3.000
 75U  O35  C2   C1   117.47  3.000
 75U  C3   C2   C1   120.28  3.000
 75U  BR5  C3   C4   118.25  3.000
 75U  C4   C3   C2   122.45  3.000
 75U  BR5  C3   C2   119.30  3.000
 75U  H1   C4   C9   121.92  3.000
 75U  H1   C4   C3   121.38  3.000
 75U  C9   C4   C3   116.70  3.000
 75U  H4   C29  H3   107.83  3.000
 75U  H4   C29  H2   107.80  3.000
 75U  H3   C29  H2   108.48  3.000
 75U  H4   C29  C28  109.40  3.000
 75U  H3   C29  C28  111.63  3.000
 75U  H2   C29  C28  111.56  3.000
 75U  H6   C28  H5   107.64  3.000
 75U  H6   C28  O27  110.37  3.000
 75U  H5   C28  O27  109.48  3.000
 75U  H6   C28  C29  110.99  3.000
 75U  H5   C28  C29  110.74  3.000
 75U  O27  C28  C29  107.62  3.000
 75U  C26  O27  C28  117.91  3.000
 75U  C7   C11  C10  107.08  3.000
 75U  C7   C11  C26  122.48  3.000
 75U  C10  C11  C26  129.73  3.000
 75U  C9   C10  C11  105.77  3.000
 75U  C11  C10  C1   134.29  3.000
 75U  C9   C10  C1   119.71  3.000
 75U  H8   C31  H7   106.09  3.000
 75U  H8   C31  N32  111.11  3.000
 75U  H7   C31  N32  108.03  3.000
 75U  H8   C31  C1   109.63  3.000
 75U  H7   C31  C1   109.62  3.000
 75U  N32  C31  C1   112.16  3.000
 75U  C33  N32  C34  110.64  3.000
 75U  C34  N32  C31  110.68  3.000
 75U  C33  N32  C31  112.73  3.000
 75U  H12  C34  H11  107.99  3.000
 75U  H12  C34  H10  107.39  3.000
 75U  H11  C34  H10  107.72  3.000
 75U  H12  C34  N32  110.46  3.000
 75U  H11  C34  N32  110.02  3.000
 75U  H10  C34  N32  113.08  3.000
 75U  H15  C33  H14  107.71  3.000
 75U  H15  C33  H13  107.96  3.000
 75U  H14  C33  H13  107.55  3.000
 75U  H15  C33  N32  113.03  3.000
 75U  H14  C33  N32  109.42  3.000
 75U  H13  C33  N32  110.97  3.000
 75U  H16  O35  C2   112.18  3.000
 75U  N8   C9   C10  108.84  3.000
 75U  C10  C9   C4   122.58  3.000
 75U  N8   C9   C4   128.58  3.000
 75U  C7   N8   C12  127.06  3.000
 75U  C7   N8   C9   108.63  3.000
 75U  C12  N8   C9   124.08  3.000
 75U  H19  C12  H18  107.47  3.000
 75U  H19  C12  H17  108.96  3.000
 75U  H18  C12  H17  108.84  3.000
 75U  H19  C12  N8   109.69  3.000
 75U  H18  C12  N8   110.46  3.000
 75U  H17  C12  N8   111.33  3.000
 75U  C13  C7   N8   121.63  3.000
 75U  C13  C7   C11  128.52  3.000
 75U  N8   C7   C11  109.67  3.000
 75U  H21  C13  H20  108.02  3.000
 75U  H21  C13  S14  110.04  3.000
 75U  H20  C13  S14  109.83  3.000
 75U  H21  C13  C7   111.42  3.000
 75U  H20  C13  C7   110.09  3.000
 75U  S14  C13  C7   107.44  3.000
 75U  C18  S14  C13  103.66  3.000
 75U  C19  C18  C17  119.42  3.000
 75U  C17  C18  S14  116.38  3.000
 75U  C19  C18  S14  124.20  3.000
 75U  H22  C17  C16  119.61  3.000
 75U  H22  C17  C18  120.22  3.000
 75U  C16  C17  C18  120.17  3.000
 75U  H23  C16  C15  120.20  3.000
 75U  H23  C16  C17  119.29  3.000
 75U  C15  C16  C17  120.51  3.000
 75U  H24  C15  C20  120.43  3.000
 75U  H24  C15  C16  120.31  3.000
 75U  C20  C15  C16  119.26  3.000
 75U  H25  C20  C19  119.02  3.000
 75U  H25  C20  C15  120.23  3.000
 75U  C19  C20  C15  120.75  3.000
 75U  H26  C19  C20  118.86  3.000
 75U  H26  C19  C18  121.24  3.000
 75U  C20  C19  C18  119.90  3.000
 75U  C11  C26  O30  124.72  3.000
 75U  O30  C26  O27  123.34  3.000
 75U  C11  C26  O27  111.52  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
 75U  CONST_01  C4   C3   C2   C1      0.00   0.0  0
 75U  CONST_02  C4   C9   C10  C1      0.00   0.0  0
 75U  CONST_03  N8   C9   C10  C1    180.00   0.0  0
 75U  CONST_04  C7   C11  C10  C1    180.00   0.0  0
 75U  CONST_05  C9   C4   C3   C2      0.00   0.0  0
 75U  CONST_06  C9   C10  C1   C2      0.00   0.0  0
 75U  CONST_07  C11  C10  C1   C2    180.00   0.0  0
 75U  CONST_08  N8   C9   C4   C3    180.00   0.0  0
 75U  CONST_09  C10  C9   C4   C3      0.00   0.0  0
 75U  CONST_10  C10  C1   C2   C3      0.00   0.0  0
 75U  CONST_11  C7   N8   C9   C4    180.00   0.0  0
 75U  CONST_12  C11  C10  C9   C4    180.00   0.0  0
 75U  CONST_13  N8   C9   C10  C11     0.00   0.0  0
 75U  CONST_14  C9   N8   C7   C11     0.00   0.0  0
 75U  CONST_15  C7   N8   C9   C10     0.00   0.0  0
 75U  CONST_16  N8   C7   C11  C10     0.00   0.0  0
 75U  CONST_17  C7   C11  C10  C9      0.00   0.0  0
 75U  CONST_18  C15  C20  C19  C18     0.00   0.0  0
 75U  CONST_19  C15  C16  C17  C18     0.00   0.0  0
 75U  CONST_20  C20  C15  C16  C17     0.00   0.0  0
 75U  CONST_21  C20  C19  C18  C17     0.00   0.0  0
 75U  CONST_22  C19  C20  C15  C16     0.00   0.0  0
 75U  CONST_23  C19  C18  C17  C16     0.00   0.0  0
 75U  CONST_24  BR5  C3   C2   C1    180.00   0.0  0
 75U  CONST_26  C31  C1   C2   C3    180.00   0.0  0
 75U  CONST_27  O35  C2   C3   C4    180.00   0.0  0
 75U  CONST_28  C12  N8   C9   C4      0.00   0.0  0
 75U  CONST_29  C9   C10  C11  C26   180.00   0.0  0
 75U  CONST_30  N8   C7   C11  C26   180.00   0.0  0
 75U  CONST_31  C31  C1   C10  C11     0.00   0.0  0
 75U  CONST_32  C12  N8   C7   C11   180.00   0.0  0
 75U  CONST_33  C12  N8   C9   C10   180.00   0.0  0
 75U  CONST_34  O35  C2   C1   C10   180.00   0.0  0
 75U  CONST_35  C13  C7   C11  C10   180.00   0.0  0
 75U  CONST_36  C9   C10  C1   C31   180.00   0.0  0
 75U  CONST_37  C9   C4   C3   BR5   180.00   0.0  0
 75U  CONST_38  C13  C7   N8   C9    180.00   0.0  0
 75U  CONST_39  C20  C19  C18  S14   180.00   0.0  0
 75U  CONST_40  C16  C17  C18  S14   180.00   0.0  0
 75U  CONST_41  H1   C4   C3   C2    180.00   0.0  0
 75U  CONST_42  H25  C20  C19  C18   180.00   0.0  0
 75U  CONST_43  H23  C16  C17  C18   180.00   0.0  0
 75U  CONST_44  H24  C15  C16  C17   180.00   0.0  0
 75U  CONST_45  H26  C19  C18  C17   180.00   0.0  0
 75U  CONST_46  H22  C17  C16  C15   180.00   0.0  0
 75U  Var_01    N32  C31  C1   C2    139.40  30.0  2
 75U  Var_02    C10  C11  C26  O27   -43.78  30.0  2
 75U  Var_03    S14  C13  C7   C11   -94.24  30.0  2
 75U  Var_04    C19  C18  S14  C13     4.11  30.0  3
 75U  Var_05    H17  C12  N8   C9     79.83  30.0  2
 75U  Var_06    C33  N32  C31  C1    -62.18  30.0  3
 75U  Var_07    C11  C26  O27  C28  -175.41  30.0  1
 75U  Var_08    H2   C29  C28  O27   -59.37  30.0  3
 75U  Var_09    H5   C28  O27  C26    64.69  30.0  3
 75U  Var_10    H13  C33  N32  C31    61.37  30.0  3
 75U  Var_11    H10  C34  N32  C31    66.43  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
 75U  plan-1  S14  0.020
 75U  plan-1  C18  0.020
 75U  plan-1  C17  0.020
 75U  plan-1  C16  0.020
 75U  plan-1  C15  0.020
 75U  plan-1  C20  0.020
 75U  plan-1  C19  0.020
 75U  plan-1  H22  0.020
 75U  plan-1  H23  0.020
 75U  plan-1  H24  0.020
 75U  plan-1  H25  0.020
 75U  plan-1  H26  0.020
 75U  plan-2  C1   0.020
 75U  plan-2  C2   0.020
 75U  plan-2  C3   0.020
 75U  plan-2  C4   0.020
 75U  plan-2  C11  0.020
 75U  plan-2  C10  0.020
 75U  plan-2  C31  0.020
 75U  plan-2  O35  0.020
 75U  plan-2  BR5  0.020
 75U  plan-2  C9   0.020
 75U  plan-2  N8   0.020
 75U  plan-2  C12  0.020
 75U  plan-2  C7   0.020
 75U  plan-2  C13  0.020
 75U  plan-2  H1   0.020
 75U  plan-2  C26  0.020
 75U  plan-3  O27  0.020
 75U  plan-3  O30  0.020
 75U  plan-3  C11  0.020
 75U  plan-3  C26  0.020

