# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Mar 19 13:23:43 2022
#   Inital geometry file: a 119 line input string
#   Ligand name: (2~{S})-1-[(2~{R})-2-azanyl-3-phenyl-propanoyl]-~{N}-[(5-bromanylfuran-2-yl)methyl]pyrrolidine-2-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: N[C@H](Cc1ccccc1)C(=O)N2CCC[C@H]2C(=O)NCc3oc(Br)cc3
#
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
 O5Z  O5Z  (2~{S})-1-[(2~{R})-2-azanyl-3-phenyl-propanoyl]-~{N}-[(5-bromanylfuran-2-yl)methyl]pyrrolidine-2-carboxamide  ligand  48  26  .  2022-08-10  2022-08-10
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_O5Z
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
 O5Z  C11  C   CH2   0  -0.479  18.9491  -11.4098  20.3506
 O5Z  C13  C   C     0   0.564  16.5206  -11.2129  20.9939
 O5Z  C14  C   CH2   0  -0.415  14.7795   -9.5233  20.6822
 O5Z  C16  C   CR15  0  -0.355  12.6040  -10.8215  21.2885
 O5Z  C17  C   CR15  0  -0.301  11.8266  -10.8614  22.4860
 O5Z  N    N   NH2   0  -0.780  16.1981  -15.1178  23.8939
 O5Z  C    C   CH1   0  -0.210  17.5178  -14.5489  23.6956
 O5Z  O    O   O     0  -0.502  16.5243  -12.3840  23.5952
 O5Z  C1   C   CH2   0  -0.526  18.3513  -14.4363  24.9925
 O5Z  C10  C   CH2   0  -0.468  19.9740  -12.4691  20.7372
 O5Z  C12  C   CH1   0  -0.171  17.9349  -11.4561  21.5041
 O5Z  C15  C   CR5   0   0.371  13.6402   -9.9822  21.5210
 O5Z  C18  C   CR5   0   0.162  12.4682  -10.0401  23.3460
 O5Z  C2   C   CR6   0   0.106  19.7526  -13.9475  24.7621
 O5Z  C3   C   CR16  0  -0.291  20.0506  -12.5861  24.7687
 O5Z  C4   C   CR16  0  -0.239  21.3353  -12.1368  24.4937
 O5Z  C5   C   CR16  0  -0.269  22.3452  -13.0449  24.2038
 O5Z  C6   C   CR16  0  -0.240  22.0621  -14.4047  24.1975
 O5Z  C7   C   CR16  0  -0.303  20.7769  -14.8490  24.4770
 O5Z  C8   C   C     0   0.575  17.3334  -13.1599  23.0956
 O5Z  C9   C   CH2   0  -0.284  19.1172  -13.5608  21.3593
 O5Z  N1   N   NT    0  -0.472  18.0778  -12.7973  22.0424
 O5Z  N2   N   NH1   0  -0.632  16.0706   -9.9592  21.1660
 O5Z  O1   O   O     0  -0.477  15.8932  -12.0766  20.4053
 O5Z  O2   O   O     0  -0.405  13.5589   -9.4970  22.7867
 O5Z  BR   BR  BR    0   0.006  12.0900   -9.5642  25.0903
 O5Z  H1   H   HCH2  0   0.265  19.3756  -10.4154  20.2314
 O5Z  H2   H   HCH2  0   0.250  18.4697  -11.6843  19.4087
 O5Z  H3   H   HCH2  0   0.287  14.8009   -8.4336  20.6298
 O5Z  H4   H   HCH2  0   0.277  14.6196   -9.8869  19.6671
 O5Z  H6   H   HCR5  0   0.280  10.9274  -11.4233  22.6759
 O5Z  H7   H   HNH2  0   0.352  16.2938  -16.0410  24.2986
 O5Z  H8   H   HNH2  0   0.343  15.6869  -14.5623  24.5694
 O5Z  H10  H   HCH1  0   0.263  18.0498  -15.2029  23.0019
 O5Z  H11  H   HCH2  0   0.248  17.8246  -13.7774  25.6880
 O5Z  H12  H   HCH2  0   0.256  18.3763  -15.4290  25.4490
 O5Z  H13  H   HCH2  0   0.255  20.5544  -12.8297  19.8892
 O5Z  H14  H   HCH2  0   0.245  20.6683  -12.0767  21.4825
 O5Z  H15  H   HCH1  0   0.274  18.1953  -10.7186  22.2708
 O5Z  H16  H   HCR6  0   0.247  19.2702  -11.8683  24.9949
 O5Z  H17  H   HCR6  0   0.252  21.5473  -11.0753  24.5071
 O5Z  H18  H   HCR6  0   0.252  23.3472  -12.6959  23.9892
 O5Z  H19  H   HCR6  0   0.252  22.8435  -15.1209  23.9772
 O5Z  H20  H   HCR6  0   0.248  20.5645  -15.9123  24.4717
 O5Z  H21  H   HCH2  0   0.246  18.6797  -14.2076  20.5930
 O5Z  H22  H   HCH2  0   0.266  19.6840  -14.1802  22.0501
 O5Z  H23  H   HNH1  0   0.407  16.6103   -9.3123  21.7178
 O5Z  H5   H   HCR5  0   0.270  12.4111  -11.3550  20.3719

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
 O5Z  C11  C10  single    1.524  0.020  1.524
 O5Z  C11  C12  single    1.537  0.020  1.537
 O5Z  O1   C13  double    1.219  0.020  1.219
 O5Z  C10  C9   single    1.521  0.020  1.521
 O5Z  C14  N2   single    1.446  0.020  1.446
 O5Z  C14  C15  single    1.487  0.020  1.487
 O5Z  C13  N2   single    1.343  0.020  1.343
 O5Z  C13  C12  single    1.523  0.020  1.523
 O5Z  C9   N1   single    1.459  0.020  1.459
 O5Z  C12  N1   single    1.452  0.020  1.452
 O5Z  C15  C16  aromatic  1.353  0.020  1.353
 O5Z  C15  O2   aromatic  1.358  0.020  1.358
 O5Z  N1   C8   single    1.340  0.020  1.340
 O5Z  C16  C17  aromatic  1.428  0.020  1.428
 O5Z  O2   C18  aromatic  1.341  0.020  1.341
 O5Z  C8   O    double    1.227  0.020  1.227
 O5Z  C8   C    single    1.524  0.020  1.524
 O5Z  C17  C18  aromatic  1.351  0.020  1.351
 O5Z  C    N    single    1.451  0.020  1.451
 O5Z  C    C1   single    1.546  0.020  1.546
 O5Z  C18  BR   single    1.847  0.020  1.847
 O5Z  C7   C6   aromatic  1.388  0.020  1.388
 O5Z  C7   C2   aromatic  1.394  0.020  1.394
 O5Z  C6   C5   aromatic  1.389  0.020  1.389
 O5Z  C1   C2   single    1.502  0.020  1.502
 O5Z  C2   C3   aromatic  1.394  0.020  1.394
 O5Z  C5   C4   aromatic  1.389  0.020  1.389
 O5Z  C3   C4   aromatic  1.388  0.020  1.388
 O5Z  C11  H1   single    0.970  0.020  1.090
 O5Z  C11  H2   single    0.970  0.020  1.090
 O5Z  C14  H3   single    0.970  0.020  1.090
 O5Z  C14  H4   single    0.970  0.020  1.090
 O5Z  C16  H5   single    0.930  0.020  1.080
 O5Z  C17  H6   single    0.930  0.020  1.080
 O5Z  N    H7   single    0.890  0.020  1.040
 O5Z  N    H8   single    0.890  0.020  1.040
 O5Z  C    H10  single    0.970  0.020  1.090
 O5Z  C1   H11  single    0.970  0.020  1.090
 O5Z  C1   H12  single    0.970  0.020  1.090
 O5Z  C10  H13  single    0.970  0.020  1.090
 O5Z  C10  H14  single    0.970  0.020  1.090
 O5Z  C12  H15  single    0.970  0.020  1.090
 O5Z  C3   H16  single    0.930  0.020  1.080
 O5Z  C4   H17  single    0.930  0.020  1.080
 O5Z  C5   H18  single    0.930  0.020  1.080
 O5Z  C6   H19  single    0.930  0.020  1.080
 O5Z  C7   H20  single    0.930  0.020  1.080
 O5Z  C9   H21  single    0.970  0.020  1.090
 O5Z  C9   H22  single    0.970  0.020  1.090
 O5Z  N2   H23  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
 O5Z  H2   C11  H1   107.89  3.000
 O5Z  H2   C11  C12  110.50  3.000
 O5Z  H1   C11  C12  111.62  3.000
 O5Z  H2   C11  C10  109.83  3.000
 O5Z  H1   C11  C10  113.54  3.000
 O5Z  C12  C11  C10  103.45  3.000
 O5Z  O1   C13  N2   123.42  3.000
 O5Z  N2   C13  C12  114.66  3.000
 O5Z  O1   C13  C12  121.77  3.000
 O5Z  H4   C14  H3   106.93  3.000
 O5Z  H4   C14  N2   110.00  3.000
 O5Z  H3   C14  N2   107.44  3.000
 O5Z  H4   C14  C15  108.05  3.000
 O5Z  H3   C14  C15  110.50  3.000
 O5Z  N2   C14  C15  113.72  3.000
 O5Z  H5   C16  C15  126.15  3.000
 O5Z  H5   C16  C17  126.99  3.000
 O5Z  C15  C16  C17  106.86  3.000
 O5Z  H6   C17  C18  126.95  3.000
 O5Z  H6   C17  C16  128.08  3.000
 O5Z  C18  C17  C16  104.96  3.000
 O5Z  H8   N    H7   106.33  3.000
 O5Z  H8   N    C    109.58  3.000
 O5Z  H7   N    C    109.04  3.000
 O5Z  H10  C    C8   110.78  3.000
 O5Z  H10  C    C1   108.30  3.000
 O5Z  C8   C    C1   109.22  3.000
 O5Z  H10  C    N    107.16  3.000
 O5Z  C1   C    N    113.85  3.000
 O5Z  C8   C    N    107.52  3.000
 O5Z  H12  C1   H11  107.02  3.000
 O5Z  H12  C1   C2   109.78  3.000
 O5Z  H11  C1   C2   110.54  3.000
 O5Z  H12  C1   C    107.26  3.000
 O5Z  H11  C1   C    108.53  3.000
 O5Z  C2   C1   C    113.45  3.000
 O5Z  H14  C10  H13  108.16  3.000
 O5Z  H14  C10  C9   109.70  3.000
 O5Z  H13  C10  C9   112.40  3.000
 O5Z  H14  C10  C11  110.56  3.000
 O5Z  H13  C10  C11  113.02  3.000
 O5Z  C9   C10  C11  102.94  3.000
 O5Z  H15  C12  N1   109.81  3.000
 O5Z  H15  C12  C13  110.35  3.000
 O5Z  N1   C12  C13  111.29  3.000
 O5Z  H15  C12  C11  110.38  3.000
 O5Z  N1   C12  C11  103.95  3.000
 O5Z  C13  C12  C11  110.89  3.000
 O5Z  O2   C15  C16  109.62  3.000
 O5Z  O2   C15  C14  117.47  3.000
 O5Z  C16  C15  C14  132.91  3.000
 O5Z  BR   C18  O2   117.14  3.000
 O5Z  BR   C18  C17  131.33  3.000
 O5Z  O2   C18  C17  111.53  3.000
 O5Z  C7   C2   C3   118.40  3.000
 O5Z  C3   C2   C1   121.11  3.000
 O5Z  C7   C2   C1   120.43  3.000
 O5Z  H16  C3   C4   119.54  3.000
 O5Z  H16  C3   C2   119.60  3.000
 O5Z  C4   C3   C2   120.86  3.000
 O5Z  H17  C4   C5   120.08  3.000
 O5Z  H17  C4   C3   119.74  3.000
 O5Z  C5   C4   C3   120.18  3.000
 O5Z  H18  C5   C6   120.22  3.000
 O5Z  H18  C5   C4   120.25  3.000
 O5Z  C6   C5   C4   119.52  3.000
 O5Z  H19  C6   C7   119.83  3.000
 O5Z  H19  C6   C5   120.10  3.000
 O5Z  C7   C6   C5   120.07  3.000
 O5Z  H20  C7   C6   119.61  3.000
 O5Z  H20  C7   C2   119.43  3.000
 O5Z  C6   C7   C2   120.96  3.000
 O5Z  N1   C8   O    121.02  3.000
 O5Z  O    C8   C    119.71  3.000
 O5Z  N1   C8   C    119.26  3.000
 O5Z  H22  C9   H21  108.47  3.000
 O5Z  H22  C9   N1   111.83  3.000
 O5Z  H21  C9   N1   110.63  3.000
 O5Z  H22  C9   C10  112.03  3.000
 O5Z  H21  C9   C10  111.29  3.000
 O5Z  N1   C9   C10  102.54  3.000
 O5Z  C9   N1   C8   128.47  3.000
 O5Z  C8   N1   C12  119.12  3.000
 O5Z  C9   N1   C12  112.32  3.000
 O5Z  H23  N2   C14  117.92  3.000
 O5Z  H23  N2   C13  119.35  3.000
 O5Z  C14  N2   C13  122.53  3.000
 O5Z  C18  O2   C15  107.02  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
 O5Z  CONST_01  C18  O2   C15  C16     0.00   0.0  0
 O5Z  CONST_02  O2   C18  C17  C16     0.00   0.0  0
 O5Z  CONST_03  O2   C15  C16  C17     0.00   0.0  0
 O5Z  CONST_04  C15  O2   C18  C17     0.00   0.0  0
 O5Z  CONST_05  C18  C17  C16  C15     0.00   0.0  0
 O5Z  CONST_06  C5   C6   C7   C2      0.00   0.0  0
 O5Z  CONST_07  C5   C4   C3   C2      0.00   0.0  0
 O5Z  CONST_08  C6   C7   C2   C3      0.00   0.0  0
 O5Z  CONST_09  C6   C5   C4   C3      0.00   0.0  0
 O5Z  CONST_10  C7   C6   C5   C4      0.00   0.0  0
 O5Z  CONST_11  C7   C2   C3   C4      0.00   0.0  0
 O5Z  CONST_12  C17  C16  C15  C14   180.00   0.0  0
 O5Z  CONST_13  C18  O2   C15  C14   180.00   0.0  0
 O5Z  CONST_14  BR   C18  C17  C16   180.00   0.0  0
 O5Z  CONST_15  C6   C7   C2   C1    180.00   0.0  0
 O5Z  CONST_16  C4   C3   C2   C1    180.00   0.0  0
 O5Z  CONST_17  BR   C18  O2   C15   180.00   0.0  0
 O5Z  CONST_18  H6   C17  C16  C15   180.00   0.0  0
 O5Z  CONST_19  H5   C16  C17  C18   180.00   0.0  0
 O5Z  CONST_20  H19  C6   C7   C2    180.00   0.0  0
 O5Z  CONST_21  H17  C4   C3   C2    180.00   0.0  0
 O5Z  CONST_22  H20  C7   C2   C3    180.00   0.0  0
 O5Z  CONST_23  H18  C5   C4   C3    180.00   0.0  0
 O5Z  CONST_24  H16  C3   C4   C5    180.00   0.0  0
 O5Z  CONST_25  C9   N1   C8   C       0.00   0.0  0
 O5Z  CONST_26  C12  N1   C8   C     180.00   0.0  0
 O5Z  CONST_27  C9   N1   C8   O     180.00   0.0  0
 O5Z  CONST_28  C12  N1   C8   O       0.00   0.0  0
 O5Z  CONST_29  C12  C13  N2   C14   180.00   0.0  0
 O5Z  CONST_30  H23  N2   C13  C12     0.00   0.0  0
 O5Z  CONST_31  O1   C13  N2   C14     0.00   0.0  0
 O5Z  Var_01    N1   C9   C10  C11   -35.70  30.0  1
 O5Z  Var_02    C12  N1   C9   C10    21.26  30.0  1
 O5Z  Var_03    C9   C10  C11  C12    37.44  30.0  1
 O5Z  Var_04    N2   C14  C15  C16  -114.69  30.0  2
 O5Z  Var_05    C7   C2   C1   C     -88.26  30.0  2
 O5Z  Var_06    C15  C14  N2   C13    76.87  30.0  2

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
 O5Z  chir_01  C    C8  N    C1   positiv
 O5Z  chir_02  C12  N1  C13  C11  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
 O5Z  plan-1  C14  0.020
 O5Z  plan-1  C16  0.020
 O5Z  plan-1  C17  0.020
 O5Z  plan-1  C15  0.020
 O5Z  plan-1  C18  0.020
 O5Z  plan-1  O2   0.020
 O5Z  plan-1  BR   0.020
 O5Z  plan-1  H6   0.020
 O5Z  plan-1  H5   0.020
 O5Z  plan-2  C1   0.020
 O5Z  plan-2  C2   0.020
 O5Z  plan-2  C3   0.020
 O5Z  plan-2  C4   0.020
 O5Z  plan-2  C5   0.020
 O5Z  plan-2  C6   0.020
 O5Z  plan-2  C7   0.020
 O5Z  plan-2  H16  0.020
 O5Z  plan-2  H17  0.020
 O5Z  plan-2  H18  0.020
 O5Z  plan-2  H19  0.020
 O5Z  plan-2  H20  0.020
 O5Z  plan-3  C    0.020
 O5Z  plan-3  O    0.020
 O5Z  plan-3  C12  0.020
 O5Z  plan-3  C8   0.020
 O5Z  plan-3  C9   0.020
 O5Z  plan-3  N1   0.020
 O5Z  plan-4  C13  0.020
 O5Z  plan-4  C14  0.020
 O5Z  plan-4  C12  0.020
 O5Z  plan-4  N2   0.020
 O5Z  plan-4  O1   0.020
 O5Z  plan-4  H23  0.020

