# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr  1 14:14:43 2020
#   Inital geometry file: a 93 line input string
#   Ligand name: (2E,3aR,14aS)-9-bromo-2-imino-1,2,3,5,6,14a-hexahydro-4H,8H-imidazo[4',5':5,6]pyrrolo[1',2':4,5]pyrazino[1,2-a]indol-8-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Brc1c2ccccc2n3[C@@H]4NC(=N)N[C@@]45CCCN5C(=O)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
 3WE  3WE  (2E,3aR,14aS)-9-bromo-2-imino-1,2,3,5,6,14a-hexahydro-4H,8H-imidazo[4',5':5,6]pyrrolo[1',2':4,5]pyrazino[1,2-a]indol-8-one  ligand  36  22  .  2022-07-22  2022-07-26
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_3WE
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
 3WE  BR1  BR  BR    0  -0.035   2.7069  -1.8314   0.5846
 3WE  C7   C   CR5   0  -0.306   1.5842  -0.4324   0.1076
 3WE  C8   C   CR5   0   0.266   0.2483  -0.4883  -0.1886
 3WE  N14  N   NR5   0  -0.636  -0.1914   0.7818  -0.4833
 3WE  C5   C   CR56  0   0.379   0.8611   1.6486  -0.4115
 3WE  C4   C   CR56  0   0.149   2.0035   0.9192  -0.0193
 3WE  C3   C   CR16  0  -0.333   3.2313   1.5717   0.1392
 3WE  C6   C   CR16  0  -0.322   0.9290   3.0198  -0.6742
 3WE  C1   C   CR16  0  -0.266   2.1511   3.6380  -0.5155
 3WE  C2   C   CR16  0  -0.265   3.2920   2.9252  -0.1056
 3WE  C20  C   CH1   0   0.106  -1.5758   1.1304  -0.7901
 3WE  N19  N   NH1   0  -0.668  -2.1012   2.1485   0.0614
 3WE  C18  C   C     0   0.571  -2.6463   1.6101   1.2083
 3WE  N22  N   N     0  -0.694  -3.0497   2.1897   2.2649
 3WE  N17  N   NH1   0  -0.647  -2.6993   0.2505   1.0016
 3WE  C16  C   CT    0   0.275  -2.4895  -0.0436  -0.4063
 3WE  C10  C   CH2   0  -0.434  -3.7794  -0.1338  -1.2236
 3WE  C23  C   CH2   0  -0.519  -4.2198  -1.5730  -0.9781
 3WE  C13  C   CH2   0  -0.253  -2.9080  -2.3563  -0.9762
 3WE  N12  N   NT    0  -0.530  -1.9161  -1.3503  -0.6059
 3WE  C11  C   C     0   0.560  -0.6287  -1.6543  -0.3609
 3WE  O21  O   O     0  -0.465  -0.2015  -2.7974  -0.3538
 3WE  H1   H   HCR6  0   0.257   4.1145   1.0235   0.4413
 3WE  H2   H   HCR6  0   0.274   0.0742   3.5881  -1.0155
 3WE  H3   H   HCR6  0   0.264   2.2350   4.6979  -0.7157
 3WE  H4   H   HCR6  0   0.260   4.2305   3.4507   0.0095
 3WE  H5   H   HCH1  0   0.305  -1.6553   1.3988  -1.8437
 3WE  H6   H   HNH1  0   0.411  -1.7382   3.0877   0.0609
 3WE  H9   H   H     0   0.331  -2.8832   3.1879   2.2170
 3WE  H12  H   HNH1  0   0.395  -3.4071  -0.2656   1.5045
 3WE  H14  H   HCH2  0   0.271  -4.5147   0.6104  -0.9215
 3WE  H15  H   HCH2  0   0.259  -3.5520   0.0210  -2.2808
 3WE  H16  H   HCH2  0   0.250  -4.7189  -1.6602  -0.0108
 3WE  H17  H   HCH2  0   0.273  -4.9121  -1.9370  -1.7345
 3WE  H18  H   HCH2  0   0.260  -2.9154  -3.1842  -0.2675
 3WE  H19  H   HCH2  0   0.255  -2.6725  -2.7588  -1.9635

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
 3WE  C13  C23  single    1.528  0.020  1.528
 3WE  C13  N12  single    1.461  0.020  1.461
 3WE  C23  C10  single    1.525  0.020  1.525
 3WE  O21  C11  double    1.220  0.020  1.220
 3WE  N12  C11  single    1.345  0.020  1.345
 3WE  N12  C16  single    1.441  0.020  1.441
 3WE  C11  C8   single    1.469  0.020  1.469
 3WE  C10  C16  single    1.530  0.020  1.530
 3WE  N17  C16  single    1.454  0.020  1.454
 3WE  N17  C18  single    1.376  0.020  1.376
 3WE  C16  C20  single    1.536  0.020  1.536
 3WE  BR1  C7   single    1.856  0.020  1.856
 3WE  N22  C18  double    1.271  0.020  1.271
 3WE  C18  N19  single    1.379  0.020  1.379
 3WE  C8   C7   aromatic  1.369  0.020  1.369
 3WE  C8   N14  aromatic  1.376  0.020  1.376
 3WE  C7   C4   aromatic  1.421  0.020  1.421
 3WE  C20  N14  single    1.460  0.020  1.460
 3WE  C20  N19  single    1.427  0.020  1.427
 3WE  N14  C5   aromatic  1.365  0.020  1.365
 3WE  C4   C5   aromatic  1.411  0.020  1.411
 3WE  C4   C3   aromatic  1.399  0.020  1.399
 3WE  C5   C6   aromatic  1.398  0.020  1.398
 3WE  C3   C2   aromatic  1.377  0.020  1.377
 3WE  C6   C1   aromatic  1.379  0.020  1.379
 3WE  C2   C1   aromatic  1.406  0.020  1.406
 3WE  C3   H1   single    0.930  0.020  1.080
 3WE  C6   H2   single    0.930  0.020  1.080
 3WE  C1   H3   single    0.930  0.020  1.080
 3WE  C2   H4   single    0.930  0.020  1.080
 3WE  C20  H5   single    0.970  0.020  1.090
 3WE  N19  H6   single    0.890  0.020  1.040
 3WE  N22  H9   single    0.890  0.020  1.040
 3WE  N17  H12  single    0.890  0.020  1.040
 3WE  C10  H14  single    0.970  0.020  1.090
 3WE  C10  H15  single    0.970  0.020  1.090
 3WE  C23  H16  single    0.970  0.020  1.090
 3WE  C23  H17  single    0.970  0.020  1.090
 3WE  C13  H18  single    0.970  0.020  1.090
 3WE  C13  H19  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
 3WE  C4   C7   C8   107.90  3.000
 3WE  C4   C7   BR1  124.15  3.000
 3WE  C8   C7   BR1  127.94  3.000
 3WE  C11  C8   N14  121.11  3.000
 3WE  N14  C8   C7   108.68  3.000
 3WE  C11  C8   C7   129.80  3.000
 3WE  C20  N14  C5   126.17  3.000
 3WE  C5   N14  C8   109.18  3.000
 3WE  C20  N14  C8   124.64  3.000
 3WE  C6   C5   C4   121.33  3.000
 3WE  C6   C5   N14  130.57  3.000
 3WE  C4   C5   N14  108.09  3.000
 3WE  C3   C4   C5   120.06  3.000
 3WE  C3   C4   C7   133.82  3.000
 3WE  C5   C4   C7   106.12  3.000
 3WE  H1   C3   C2   120.77  3.000
 3WE  H1   C3   C4   120.75  3.000
 3WE  C2   C3   C4   118.48  3.000
 3WE  H2   C6   C1   120.08  3.000
 3WE  H2   C6   C5   122.43  3.000
 3WE  C1   C6   C5   117.47  3.000
 3WE  H3   C1   C2   119.18  3.000
 3WE  H3   C1   C6   119.12  3.000
 3WE  C2   C1   C6   121.70  3.000
 3WE  H4   C2   C1   119.25  3.000
 3WE  H4   C2   C3   119.79  3.000
 3WE  C1   C2   C3   120.95  3.000
 3WE  H5   C20  C16  112.71  3.000
 3WE  H5   C20  N19  111.97  3.000
 3WE  C16  C20  N19  100.20  3.000
 3WE  H5   C20  N14  109.33  3.000
 3WE  N19  C20  N14  113.20  3.000
 3WE  C16  C20  N14  109.20  3.000
 3WE  H6   N19  C18  120.46  3.000
 3WE  H6   N19  C20  122.15  3.000
 3WE  C18  N19  C20  111.29  3.000
 3WE  N17  C18  N22  124.28  3.000
 3WE  N22  C18  N19  129.70  3.000
 3WE  N17  C18  N19  106.02  3.000
 3WE  H9   N22  C18  110.97  3.000
 3WE  H12  N17  C16  118.69  3.000
 3WE  H12  N17  C18  117.19  3.000
 3WE  C16  N17  C18  109.86  3.000
 3WE  N12  C16  C10  102.02  3.000
 3WE  C10  C16  N17  114.06  3.000
 3WE  N12  C16  N17  112.03  3.000
 3WE  N17  C16  C20   99.97  3.000
 3WE  C10  C16  C20  114.40  3.000
 3WE  N12  C16  C20  114.94  3.000
 3WE  H15  C10  H14  108.19  3.000
 3WE  H15  C10  C23  110.46  3.000
 3WE  H14  C10  C23  113.91  3.000
 3WE  H15  C10  C16  109.46  3.000
 3WE  H14  C10  C16  112.39  3.000
 3WE  C23  C10  C16  102.31  3.000
 3WE  H17  C23  H16  107.36  3.000
 3WE  H17  C23  C13  112.07  3.000
 3WE  H16  C23  C13  110.51  3.000
 3WE  H17  C23  C10  112.80  3.000
 3WE  H16  C23  C10  110.49  3.000
 3WE  C13  C23  C10  103.65  3.000
 3WE  H19  C13  H18  108.02  3.000
 3WE  H19  C13  N12  109.67  3.000
 3WE  H18  C13  N12  111.28  3.000
 3WE  H19  C13  C23  111.91  3.000
 3WE  H18  C13  C23  112.61  3.000
 3WE  N12  C13  C23  103.32  3.000
 3WE  C11  N12  C13  122.72  3.000
 3WE  C11  N12  C16  124.10  3.000
 3WE  C13  N12  C16  112.92  3.000
 3WE  O21  C11  N12  123.21  3.000
 3WE  N12  C11  C8   114.41  3.000
 3WE  O21  C11  C8   122.26  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
 3WE  CONST_01  C5   N14  C8   C7     0.00   0.0  0
 3WE  CONST_02  N14  C5   C4   C7     0.00   0.0  0
 3WE  CONST_03  C6   C5   C4   C7   180.00   0.0  0
 3WE  CONST_04  C2   C3   C4   C7   180.00   0.0  0
 3WE  CONST_05  C5   C4   C7   C8     0.00   0.0  0
 3WE  CONST_06  C3   C4   C7   C8   180.00   0.0  0
 3WE  CONST_07  C4   C5   N14  C8     0.00   0.0  0
 3WE  CONST_08  C6   C5   N14  C8   180.00   0.0  0
 3WE  CONST_09  C4   C7   C8   N14    0.00   0.0  0
 3WE  CONST_10  C3   C4   C5   N14  180.00   0.0  0
 3WE  CONST_11  C1   C6   C5   N14  180.00   0.0  0
 3WE  CONST_12  C2   C3   C4   C5     0.00   0.0  0
 3WE  CONST_13  C2   C1   C6   C5     0.00   0.0  0
 3WE  CONST_14  C1   C6   C5   C4     0.00   0.0  0
 3WE  CONST_15  C1   C2   C3   C4     0.00   0.0  0
 3WE  CONST_16  C6   C5   C4   C3     0.00   0.0  0
 3WE  CONST_17  C6   C1   C2   C3     0.00   0.0  0
 3WE  CONST_18  C13  N12  C11  C8   180.00   0.0  0
 3WE  CONST_19  C16  N12  C11  C8     0.00   0.0  0
 3WE  CONST_20  N17  C18  N19  C20    0.00   0.0  0
 3WE  CONST_21  C16  N17  C18  N19    0.00   0.0  0
 3WE  CONST_22  C11  C8   C7   BR1    0.00   0.0  0
 3WE  CONST_23  N14  C8   C7   BR1  180.00   0.0  0
 3WE  CONST_24  C5   C4   C7   BR1  180.00   0.0  0
 3WE  CONST_25  C3   C4   C7   BR1    0.00   0.0  0
 3WE  CONST_26  N22  C18  N19  C20  180.00   0.0  0
 3WE  CONST_27  C16  N17  C18  N22  180.00   0.0  0
 3WE  CONST_28  O21  C11  N12  C16  180.00   0.0  0
 3WE  CONST_29  O21  C11  N12  C13    0.00   0.0  0
 3WE  CONST_30  H1   C3   C4   C7     0.00   0.0  0
 3WE  CONST_31  H2   C6   C5   N14    0.00   0.0  0
 3WE  CONST_32  H3   C1   C6   C5   180.00   0.0  0
 3WE  CONST_33  H4   C2   C3   C4   180.00   0.0  0
 3WE  CONST_36  H9   N22  C18  N19    0.00   0.0  0
 3WE  Var_01    N12  C11  C8   C7   177.83  30.0  1
 3WE  Var_02    C23  C13  N12  C16   -0.93  30.0  1
 3WE  Var_03    C13  C23  C10  C16  -38.33  30.0  1
 3WE  Var_04    N12  C13  C23  C10   24.60  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
 3WE  chir_01  C20  C16  N14  N19  positiv
 3WE  chir_02  C16  N17  C10  C20  negativ

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
 3WE  plan-1  C20  0.020
 3WE  plan-1  N19  0.020
 3WE  plan-1  C18  0.020
 3WE  plan-1  N22  0.020
 3WE  plan-1  N17  0.020
 3WE  plan-1  C16  0.020
 3WE  plan-1  H6   0.020
 3WE  plan-1  H9   0.020
 3WE  plan-1  H12  0.020
 3WE  plan-2  BR1  0.020
 3WE  plan-2  C7   0.020
 3WE  plan-2  C8   0.020
 3WE  plan-2  N14  0.020
 3WE  plan-2  C5   0.020
 3WE  plan-2  C4   0.020
 3WE  plan-2  C3   0.020
 3WE  plan-2  C6   0.020
 3WE  plan-2  C1   0.020
 3WE  plan-2  C2   0.020
 3WE  plan-2  C20  0.020
 3WE  plan-2  C11  0.020
 3WE  plan-2  H1   0.020
 3WE  plan-2  H2   0.020
 3WE  plan-2  H3   0.020
 3WE  plan-2  H4   0.020
 3WE  plan-3  C8   0.020
 3WE  plan-3  C16  0.020
 3WE  plan-3  C13  0.020
 3WE  plan-3  N12  0.020
 3WE  plan-3  C11  0.020
 3WE  plan-3  O21  0.020

