# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Mar 18 05:18:35 2020
#   Inital geometry file: a 83 line input string
#   Ligand name: (4R)-4-[(7-bromoisoquinolin-1-yl)oxy]-L-proline
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)[C@@H]1C[C@H](CN1)Oc2nccc3ccc(Br)cc23
#
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
 0Y8  0Y8  (4R)-4-[(7-bromoisoquinolin-1-yl)oxy]-L-proline  L-peptide  32  20  .  2022-09-22  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND (side chain)
;

data_comp_0Y8
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
 0Y8  C1   C   CR16   0  -0.066   0.1375   3.5138  -0.0416
 0Y8  N2   N   N      0  -0.468   0.8885   2.3890   0.0214
 0Y8  C3   C   CR16   0  -0.412  -1.2190   3.5142  -0.1473
 0Y8  C4   C   CR6    0   0.528   0.2925   1.2379  -0.0238
 0Y8  C5   C   CR66   0   0.225  -1.8937   2.2694  -0.1965
 0Y8  C6   C   CR66   0  -0.093  -1.1284   1.0861  -0.1356
 0Y8  C7   C   CR6    0  -0.118  -3.1210  -0.2305  -0.2938
 0Y8  C8   C   CR16   0  -0.259  -1.7573  -0.1735  -0.1860
 0Y8  C9   C   CR16   0  -0.214  -3.9049   0.9365  -0.3540
 0Y8  C10  C   CR16   0  -0.305  -3.2962   2.1614  -0.3065
 0Y8  BR1  BR  BR     0  -0.035  -3.9852  -1.9067  -0.3643
 0Y8  O12  O   O2     0  -0.476   0.9891   0.1088   0.0283
 0Y8  C13  C   CR15   0   0.030   2.4122   0.1670   0.0908
 0Y8  C14  C   CH2    0  -0.504   2.9840  -1.2220  -0.1349
 0Y8  C15  C   CR15   0  -0.207   4.3992  -1.1013   0.4615
 0Y8  N16  N   NR15   0  -0.615   4.3302  -0.0260   1.4582
 0Y8  C17  C   CH2    0  -0.315   2.9791   0.5159   1.4654
 0Y8  C18  C   C      0   0.403   5.4499  -0.8261  -0.6413
 0Y8  O19  O   O      0  -0.599   6.0268   0.2800  -0.6253
 0Y8  H1   H   HCR6   0   0.265   0.6883   4.4455   0.0004
 0Y8  H2   H   HCR6   0   0.266  -1.7732   4.4419  -0.1940
 0Y8  H3   H   HCR6   0   0.282  -1.1643  -1.0763  -0.1390
 0Y8  H4   H   HCR6   0   0.286  -4.9813   0.8714  -0.4364
 0Y8  H5   H   HCR6   0   0.272  -3.8969   3.0604  -0.3543
 0Y8  H6   H   HCR5   0   0.237   2.7836   0.8701  -0.6606
 0Y8  H7   H   HCH2   0   0.238   2.3886  -1.9502   0.4233
 0Y8  H8   H   HCH2   0   0.249   2.9911  -1.5315  -1.1792
 0Y8  H9   H   HCR5   0   0.225   4.6742  -2.0517   0.9325
 0Y8  H10  H   HCH2   0   0.241   2.9877   1.5854   1.6727
 0Y8  H11  H   HCH2   0   0.210   2.3638   0.0338   2.2353
 0Y8  H12  H   HNR5   0   0.340   4.9751   0.6889   1.1396
 0Y8  OXT  O   OC    -1  -0.612   5.6234  -1.7491  -1.4586

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
 0Y8  O19  C18  deloc     1.248  0.020  1.248
 0Y8  C17  N16  single    1.456  0.020  1.456
 0Y8  C17  C13  single    1.527  0.020  1.527
 0Y8  N16  C15  single    1.468  0.020  1.468
 0Y8  C18  C15  single    1.548  0.020  1.548
 0Y8  C15  C14  single    1.541  0.020  1.541
 0Y8  C13  C14  single    1.519  0.020  1.519
 0Y8  C13  O12  single    1.426  0.020  1.426
 0Y8  O12  C4   single    1.328  0.020  1.328
 0Y8  C4   N2   aromatic  1.297  0.020  1.297
 0Y8  C4   C6   aromatic  1.433  0.020  1.433
 0Y8  N2   C1   aromatic  1.354  0.020  1.354
 0Y8  C8   C6   aromatic  1.409  0.020  1.409
 0Y8  C8   C7   aromatic  1.369  0.020  1.369
 0Y8  C6   C5   aromatic  1.411  0.020  1.411
 0Y8  BR1  C7   single    1.887  0.020  1.887
 0Y8  C1   C3   aromatic  1.361  0.020  1.361
 0Y8  C7   C9   aromatic  1.407  0.020  1.407
 0Y8  C5   C3   aromatic  1.417  0.020  1.417
 0Y8  C5   C10  aromatic  1.411  0.020  1.411
 0Y8  C9   C10  aromatic  1.369  0.020  1.369
 0Y8  C1   H1   single    0.930  0.020  1.080
 0Y8  C3   H2   single    0.930  0.020  1.080
 0Y8  C8   H3   single    0.930  0.020  1.080
 0Y8  C9   H4   single    0.930  0.020  1.080
 0Y8  C10  H5   single    0.930  0.020  1.080
 0Y8  C13  H6   single    0.970  0.020  1.090
 0Y8  C14  H7   single    0.970  0.020  1.090
 0Y8  C14  H8   single    0.970  0.020  1.090
 0Y8  C15  H9   single    0.970  0.020  1.090
 0Y8  C17  H10  single    0.970  0.020  1.090
 0Y8  C17  H11  single    0.970  0.020  1.090
 0Y8  N16  H12  single    0.890  0.020  1.040
 0Y8  C18  OXT  deloc     1.245  0.020  1.245

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
 0Y8  H1   C1   C3   120.65  3.000
 0Y8  H1   C1   N2   115.51  3.000
 0Y8  C3   C1   N2   123.84  3.000
 0Y8  C4   N2   C1   118.74  3.000
 0Y8  H2   C3   C5   120.53  3.000
 0Y8  H2   C3   C1   120.96  3.000
 0Y8  C5   C3   C1   118.51  3.000
 0Y8  O12  C4   C6   115.67  3.000
 0Y8  C6   C4   N2   123.52  3.000
 0Y8  O12  C4   N2   120.81  3.000
 0Y8  C10  C5   C6   118.59  3.000
 0Y8  C10  C5   C3   122.91  3.000
 0Y8  C6   C5   C3   118.50  3.000
 0Y8  C8   C6   C5   120.41  3.000
 0Y8  C5   C6   C4   116.90  3.000
 0Y8  C8   C6   C4   122.69  3.000
 0Y8  BR1  C7   C9   118.68  3.000
 0Y8  C9   C7   C8   121.58  3.000
 0Y8  BR1  C7   C8   119.74  3.000
 0Y8  H3   C8   C7   121.00  3.000
 0Y8  H3   C8   C6   120.01  3.000
 0Y8  C7   C8   C6   119.00  3.000
 0Y8  H4   C9   C10  119.94  3.000
 0Y8  H4   C9   C7   120.52  3.000
 0Y8  C10  C9   C7   119.54  3.000
 0Y8  H5   C10  C9   119.67  3.000
 0Y8  H5   C10  C5   119.44  3.000
 0Y8  C9   C10  C5   120.88  3.000
 0Y8  C13  O12  C4   119.39  3.000
 0Y8  H6   C13  C17  110.20  3.000
 0Y8  H6   C13  C14  110.97  3.000
 0Y8  C17  C13  C14  101.70  3.000
 0Y8  H6   C13  O12  109.58  3.000
 0Y8  C14  C13  O12  109.39  3.000
 0Y8  C17  C13  O12  114.79  3.000
 0Y8  H8   C14  H7   107.67  3.000
 0Y8  H8   C14  C15  112.79  3.000
 0Y8  H7   C14  C15  110.77  3.000
 0Y8  H8   C14  C13  113.88  3.000
 0Y8  H7   C14  C13  109.16  3.000
 0Y8  C15  C14  C13  102.52  3.000
 0Y8  H9   C15  C18  106.86  3.000
 0Y8  H9   C15  N16  110.81  3.000
 0Y8  C18  C15  N16  112.67  3.000
 0Y8  H9   C15  C14  109.21  3.000
 0Y8  C18  C15  C14  111.20  3.000
 0Y8  N16  C15  C14  106.09  3.000
 0Y8  H12  N16  C17  109.23  3.000
 0Y8  H12  N16  C15  105.86  3.000
 0Y8  C17  N16  C15  108.64  3.000
 0Y8  H11  C17  H10  107.59  3.000
 0Y8  H11  C17  N16  111.12  3.000
 0Y8  H10  C17  N16  111.04  3.000
 0Y8  H11  C17  C13  108.85  3.000
 0Y8  H10  C17  C13  113.49  3.000
 0Y8  N16  C17  C13  104.78  3.000
 0Y8  OXT  C18  O19  126.95  3.000
 0Y8  OXT  C18  C15  115.50  3.000
 0Y8  O19  C18  C15  117.55  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
 0Y8  CONST_01  C6   C4   N2   C1     0.00   0.0  0
 0Y8  CONST_02  C6   C5   C3   C1     0.00   0.0  0
 0Y8  CONST_03  C10  C5   C3   C1   180.00   0.0  0
 0Y8  CONST_04  C8   C6   C4   N2   180.00   0.0  0
 0Y8  CONST_05  C5   C6   C4   N2     0.00   0.0  0
 0Y8  CONST_06  C5   C3   C1   N2     0.00   0.0  0
 0Y8  CONST_07  C4   N2   C1   C3     0.00   0.0  0
 0Y8  CONST_08  C4   C6   C5   C3     0.00   0.0  0
 0Y8  CONST_09  C8   C6   C5   C3   180.00   0.0  0
 0Y8  CONST_10  C9   C10  C5   C3   180.00   0.0  0
 0Y8  CONST_11  C7   C8   C6   C4   180.00   0.0  0
 0Y8  CONST_12  C10  C5   C6   C4   180.00   0.0  0
 0Y8  CONST_13  C7   C8   C6   C5     0.00   0.0  0
 0Y8  CONST_14  C7   C9   C10  C5     0.00   0.0  0
 0Y8  CONST_15  C9   C7   C8   C6     0.00   0.0  0
 0Y8  CONST_16  C9   C10  C5   C6     0.00   0.0  0
 0Y8  CONST_17  C10  C5   C6   C8     0.00   0.0  0
 0Y8  CONST_18  C10  C9   C7   C8     0.00   0.0  0
 0Y8  CONST_19  O12  C4   N2   C1   180.00   0.0  0
 0Y8  CONST_20  O12  C4   C6   C5   180.00   0.0  0
 0Y8  CONST_21  BR1  C7   C8   C6   180.00   0.0  0
 0Y8  CONST_22  O12  C4   C6   C8     0.00   0.0  0
 0Y8  CONST_23  BR1  C7   C9   C10  180.00   0.0  0
 0Y8  CONST_24  H2   C3   C1   N2   180.00   0.0  0
 0Y8  CONST_25  H5   C10  C5   C3     0.00   0.0  0
 0Y8  CONST_26  H1   C1   N2   C4   180.00   0.0  0
 0Y8  CONST_27  H3   C8   C6   C4     0.00   0.0  0
 0Y8  CONST_28  H4   C9   C10  C5   180.00   0.0  0
 0Y8  Var_01    C15  N16  C17  C13  -23.12  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
 0Y8  chir_01  C13  C17  C14  O12  negativ
 0Y8  chir_02  C15  N16  C18  C14  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
 0Y8  plan-1  C1   0.020
 0Y8  plan-1  N2   0.020
 0Y8  plan-1  C3   0.020
 0Y8  plan-1  C4   0.020
 0Y8  plan-1  C5   0.020
 0Y8  plan-1  C6   0.020
 0Y8  plan-1  C7   0.020
 0Y8  plan-1  C8   0.020
 0Y8  plan-1  C9   0.020
 0Y8  plan-1  C10  0.020
 0Y8  plan-1  BR1  0.020
 0Y8  plan-1  O12  0.020
 0Y8  plan-1  H1   0.020
 0Y8  plan-1  H2   0.020
 0Y8  plan-1  H3   0.020
 0Y8  plan-1  H4   0.020
 0Y8  plan-1  H5   0.020
 0Y8  plan-2  C15  0.020
 0Y8  plan-2  C18  0.020
 0Y8  plan-2  O19  0.020
 0Y8  plan-2  OXT  0.020

