# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 28 08:48:42 2020
#   Inital geometry file: a 127 line input string
#   Ligand name: N-[(3R)-4-ethoxy-3-hydroxy-4-oxobutanoyl]-L-isoleucyl-L-proline
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCOC(=O)[C@H](O)CC(=O)N[C@@H]([C@@H](C)CC)C(=O)N1CCC[C@H]1C(O)=O
#
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
 EP0  EP0  N-[(3R)-4-ethoxy-3-hydroxy-4-oxobutanoyl]-L-isoleucyl-L-proline  ligand  53  26  .  2021-08-08  2021-08-08  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_EP0
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
 EP0  O1    O  O      0  -0.442  -4.8361  -0.1679   2.4549
 EP0  C1    C  C      0   0.558  -4.7416  -0.2397   1.2561
 EP0  C2    C  CH1    0  -0.069  -3.5227  -0.8016   0.5391
 EP0  O2    O  OH1    0  -0.648  -2.7074  -1.5156   1.4184
 EP0  C3    C  CH2    0  -0.618  -2.7672   0.3352  -0.1577
 EP0  C4    C  C      0   0.563  -1.5376  -0.2204  -0.8478
 EP0  O4    O  O      0  -0.501  -1.6280  -1.1149  -1.6767
 EP0  C5    C  CH2    0  -0.181  -6.8429   0.8020   0.9290
 EP0  C6    C  CH3    0  -0.689  -7.7226   1.1728  -0.2390
 EP0  O5    O  O2     0  -0.452  -5.6569   0.1783   0.4030
 EP0  N     N  NH1    0  -0.624  -0.3797   0.3475  -0.4818
 EP0  CA    C  CH1    0  -0.216   0.9158  -0.0668  -0.9555
 EP0  C     C  C      0   0.590   1.8635  -0.1732   0.2416
 EP0  O     O  O      0  -0.510   1.5732   0.3188   1.3269
 EP0  CB    C  CH1    0  -0.239   1.4717   0.8343  -2.0921
 EP0  CG1   C  CH2    0  -0.407   1.1607   2.3227  -1.9249
 EP0  CG2   C  CH3    0  -0.660   0.9683   0.3454  -3.4480
 EP0  CD1   C  CH3    0  -0.690   1.7289   2.9863  -0.6765
 EP0  N2    N  NT     0  -0.468   3.0034  -0.8455   0.0516
 EP0  CA1   C  CH1    0  -0.141   3.9838  -0.9319   1.1280
 EP0  C7    C  C      0   0.407   4.5661   0.4337   1.5440
 EP0  O3    O  O      0  -0.589   4.6451   1.3082   0.6650
 EP0  CB1   C  CH2    0  -0.494   5.0815  -1.8273   0.5329
 EP0  CG3   C  CH2    0  -0.456   4.3654  -2.6271  -0.5485
 EP0  CD3   C  CH2    0  -0.287   3.4085  -1.5968  -1.1277
 EP0  OXT   O  OC    -1  -0.619   4.9734   0.5011   2.7214
 EP0  H2    H  HCH1   0   0.283  -3.8639  -1.5101  -0.2199
 EP0  HO2   H  HOH1   0   0.449  -2.4460  -0.9407   2.1468
 EP0  H3    H  HCH2   0   0.290  -3.4017   0.7979  -0.9161
 EP0  H3A   H  HCH2   0   0.271  -2.5122   1.1158   0.5644
 EP0  H5    H  HCH2   0   0.239  -6.5615   1.6853   1.5056
 EP0  H5A   H  HCH2   0   0.239  -7.3539   0.1084   1.5991
 EP0  H6    H  HCH3   0   0.237  -7.2206   1.8625  -0.9176
 EP0  H6A   H  HCH3   0   0.237  -8.0338   0.2927  -0.8016
 EP0  H6B   H  HCH3   0   0.241  -8.6202   1.6660   0.1331
 EP0  HN    H  HNH1   0   0.397  -0.3915   1.0132   0.2749
 EP0  HA    H  HCH1   0   0.276   0.7906  -1.0725  -1.3640
 EP0  HB    H  HCH1   0   0.242   2.5610   0.7319  -2.0889
 EP0  HG1   H  HCH2   0   0.224   1.5657   2.8288  -2.8061
 EP0  HG1A  H  HCH2   0   0.213   0.0780   2.4736  -1.9693
 EP0  HG2   H  HCH3   0   0.226  -0.1148   0.4449  -3.5340
 EP0  HG2A  H  HCH3   0   0.228   1.4209   0.9216  -4.2562
 EP0  HG2B  H  HCH3   0   0.225   1.2182  -0.7047  -3.6109
 EP0  HD1   H  HCH3   0   0.223   1.6580   4.0717  -0.7592
 EP0  HD1A  H  HCH3   0   0.214   1.1954   2.6987   0.2289
 EP0  HD1B  H  HCH3   0   0.238   2.7759   2.7232  -0.5235
 EP0  HA1   H  HCH1   0   0.228   3.5303  -1.4200   1.9958
 EP0  HB1   H  HCH2   0   0.234   5.8592  -1.2130   0.0717
 EP0  HB1A  H  HCH2   0   0.251   5.5571  -2.4496   1.2896
 EP0  HG3   H  HCH2   0   0.247   5.0392  -3.0364  -1.3008
 EP0  HG3A  H  HCH2   0   0.236   3.8042  -3.4551  -0.1101
 EP0  HD3   H  HCH2   0   0.252   2.5586  -2.0481  -1.6385
 EP0  HD3A  H  HCH2   0   0.237   3.9281  -0.9550  -1.8460

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
 EP0  N    CA    single  1.440  0.020  1.440
 EP0  N    C4    single  1.341  0.020  1.341
 EP0  CA   C     single  1.530  0.020  1.530
 EP0  CA   CB    single  1.553  0.020  1.553
 EP0  C    O     double  1.226  0.020  1.226
 EP0  C    N2    single  1.337  0.020  1.337
 EP0  CB   CG1   single  1.530  0.020  1.530
 EP0  CB   CG2   single  1.527  0.020  1.527
 EP0  CG1  CD1   single  1.524  0.020  1.524
 EP0  N2   CA1   single  1.459  0.020  1.459
 EP0  N2   CD3   single  1.456  0.020  1.456
 EP0  CA1  C7    single  1.542  0.020  1.542
 EP0  CA1  CB1   single  1.536  0.020  1.536
 EP0  C7   O3    deloc   1.242  0.020  1.242
 EP0  C7   OXT   deloc   1.248  0.020  1.248
 EP0  CB1  CG3   single  1.524  0.020  1.524
 EP0  CG3  CD3   single  1.521  0.020  1.521
 EP0  O1   C1    double  1.205  0.020  1.205
 EP0  C1   C2    single  1.522  0.020  1.522
 EP0  C1   O5    single  1.319  0.020  1.319
 EP0  C2   O2    single  1.396  0.020  1.396
 EP0  C2   C3    single  1.533  0.020  1.533
 EP0  C3   C4    single  1.516  0.020  1.516
 EP0  C4   O4    double  1.223  0.020  1.223
 EP0  C5   C6    single  1.508  0.020  1.508
 EP0  C5   O5    single  1.440  0.020  1.440
 EP0  N    HN    single  0.860  0.020  1.020
 EP0  CA   HA    single  0.970  0.020  1.090
 EP0  CB   HB    single  0.970  0.020  1.090
 EP0  CG1  HG1   single  0.970  0.020  1.090
 EP0  CG1  HG1A  single  0.970  0.020  1.090
 EP0  CG2  HG2   single  0.970  0.020  1.090
 EP0  CG2  HG2A  single  0.970  0.020  1.090
 EP0  CG2  HG2B  single  0.970  0.020  1.090
 EP0  CD1  HD1   single  0.970  0.020  1.090
 EP0  CD1  HD1A  single  0.970  0.020  1.090
 EP0  CD1  HD1B  single  0.970  0.020  1.090
 EP0  CA1  HA1   single  0.970  0.020  1.090
 EP0  CB1  HB1   single  0.970  0.020  1.090
 EP0  CB1  HB1A  single  0.970  0.020  1.090
 EP0  CG3  HG3   single  0.970  0.020  1.090
 EP0  CG3  HG3A  single  0.970  0.020  1.090
 EP0  CD3  HD3   single  0.970  0.020  1.090
 EP0  CD3  HD3A  single  0.970  0.020  1.090
 EP0  C2   H2    single  0.970  0.020  1.090
 EP0  O2   HO2   single  0.850  0.020  0.980
 EP0  C3   H3    single  0.970  0.020  1.090
 EP0  C3   H3A   single  0.970  0.020  1.090
 EP0  C5   H5    single  0.970  0.020  1.090
 EP0  C5   H5A   single  0.970  0.020  1.090
 EP0  C6   H6    single  0.970  0.020  1.090
 EP0  C6   H6A   single  0.970  0.020  1.090
 EP0  C6   H6B   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
 EP0  O5    C1   C2    111.60  3.000
 EP0  O5    C1   O1    124.76  3.000
 EP0  C2    C1   O1    123.63  3.000
 EP0  H2    C2   C3    108.60  3.000
 EP0  H2    C2   O2    106.76  3.000
 EP0  C3    C2   O2    112.21  3.000
 EP0  H2    C2   C1    108.45  3.000
 EP0  C3    C2   C1    109.59  3.000
 EP0  O2    C2   C1    111.10  3.000
 EP0  HO2   O2   C2    109.23  3.000
 EP0  H3A   C3   H3    106.95  3.000
 EP0  H3A   C3   C4    111.91  3.000
 EP0  H3    C3   C4    108.10  3.000
 EP0  H3A   C3   C2    110.14  3.000
 EP0  H3    C3   C2    110.11  3.000
 EP0  C4    C3   C2    109.58  3.000
 EP0  N     C4   O4    123.97  3.000
 EP0  O4    C4   C3    121.12  3.000
 EP0  N     C4   C3    114.91  3.000
 EP0  H5A   C5   H5    108.10  3.000
 EP0  H5A   C5   O5    109.55  3.000
 EP0  H5    C5   O5    109.34  3.000
 EP0  H5A   C5   C6    111.01  3.000
 EP0  H5    C5   C6    111.12  3.000
 EP0  O5    C5   C6    107.70  3.000
 EP0  H6B   C6   H6A   107.85  3.000
 EP0  H6B   C6   H6    107.80  3.000
 EP0  H6A   C6   H6    108.72  3.000
 EP0  H6B   C6   C5    109.10  3.000
 EP0  H6A   C6   C5    111.57  3.000
 EP0  H6    C6   C5    111.65  3.000
 EP0  C5    O5   C1    118.20  3.000
 EP0  HN    N    CA    116.58  3.000
 EP0  HN    N    C4    118.34  3.000
 EP0  CA    N    C4    124.42  3.000
 EP0  HA    CA   CB    107.54  3.000
 EP0  HA    CA   C     107.42  3.000
 EP0  CB    CA   C     113.02  3.000
 EP0  HA    CA   N     106.54  3.000
 EP0  CB    CA   N     113.31  3.000
 EP0  C     CA   N     108.65  3.000
 EP0  N2    C    O     121.96  3.000
 EP0  N2    C    CA    116.85  3.000
 EP0  O     C    CA    121.18  3.000
 EP0  HB    CB   CG2   107.51  3.000
 EP0  HB    CB   CG1   107.05  3.000
 EP0  CG2   CB   CG1   109.97  3.000
 EP0  HB    CB   CA    107.45  3.000
 EP0  CG2   CB   CA    110.25  3.000
 EP0  CG1   CB   CA    114.31  3.000
 EP0  HG1A  CG1  HG1   105.66  3.000
 EP0  HG1A  CG1  CD1   110.01  3.000
 EP0  HG1   CG1  CD1   108.69  3.000
 EP0  HG1A  CG1  CB    109.33  3.000
 EP0  HG1   CG1  CB    106.67  3.000
 EP0  CD1   CG1  CB    115.94  3.000
 EP0  HG2B  CG2  HG2A  107.61  3.000
 EP0  HG2B  CG2  HG2   107.65  3.000
 EP0  HG2A  CG2  HG2   107.78  3.000
 EP0  HG2B  CG2  CB    111.41  3.000
 EP0  HG2A  CG2  CB    110.61  3.000
 EP0  HG2   CG2  CB    111.60  3.000
 EP0  HD1B  CD1  HD1A  106.85  3.000
 EP0  HD1B  CD1  HD1   108.25  3.000
 EP0  HD1A  CD1  HD1   107.09  3.000
 EP0  HD1B  CD1  CG1   111.59  3.000
 EP0  HD1A  CD1  CG1   112.54  3.000
 EP0  HD1   CD1  CG1   110.30  3.000
 EP0  CD3   N2   CA1   112.35  3.000
 EP0  CD3   N2   C     127.73  3.000
 EP0  CA1   N2   C     119.87  3.000
 EP0  HA1   CA1  CB1   110.08  3.000
 EP0  HA1   CA1  C7    109.73  3.000
 EP0  CB1   CA1  C7    110.54  3.000
 EP0  HA1   CA1  N2    109.47  3.000
 EP0  CB1   CA1  N2    103.23  3.000
 EP0  C7    CA1  N2    113.61  3.000
 EP0  OXT   C7   O3    127.51  3.000
 EP0  OXT   C7   CA1   115.20  3.000
 EP0  O3    C7   CA1   117.16  3.000
 EP0  HB1A  CB1  HB1   107.67  3.000
 EP0  HB1A  CB1  CG3   113.47  3.000
 EP0  HB1   CB1  CG3   109.26  3.000
 EP0  HB1A  CB1  CA1   112.08  3.000
 EP0  HB1   CB1  CA1   110.14  3.000
 EP0  CG3   CB1  CA1   104.18  3.000
 EP0  HG3A  CG3  HG3   108.06  3.000
 EP0  HG3A  CG3  CD3   110.07  3.000
 EP0  HG3   CG3  CD3   112.37  3.000
 EP0  HG3A  CG3  CB1   110.77  3.000
 EP0  HG3   CG3  CB1   113.37  3.000
 EP0  CD3   CG3  CB1   102.14  3.000
 EP0  HD3A  CD3  HD3   107.79  3.000
 EP0  HD3A  CD3  CG3   110.39  3.000
 EP0  HD3   CD3  CG3   112.88  3.000
 EP0  HD3A  CD3  N2    111.17  3.000
 EP0  HD3   CD3  N2    112.12  3.000
 EP0  CG3   CD3  N2    102.49  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
 EP0  CONST_01  CA1  N2   C    CA    180.00   0.0  0
 EP0  CONST_02  CD3  N2   C    CA      0.00   0.0  0
 EP0  CONST_03  CA1  N2   C    O       0.00   0.0  0
 EP0  CONST_04  CD3  N2   C    O     180.00   0.0  0
 EP0  CONST_05  CA   N    C4   C3    180.00   0.0  0
 EP0  CONST_06  CA   N    C4   O4      0.00   0.0  0
 EP0  CONST_07  HN   N    C4   C3      0.00   0.0  0
 EP0  Var_01    CB1  CG3  CD3  N2    -37.17  30.0  1
 EP0  Var_02    CG3  CD3  N2   CA1    23.77  30.0  1
 EP0  Var_03    C6   C5   O5   C1   -179.52  30.0  1
 EP0  Var_04    N    C4   C3   C2   -123.75  30.0  3
 EP0  Var_05    H6   C6   C5   O5    -59.83  30.0  3
 EP0  Var_06    HD1  CD1  CG1  CB    166.86  30.0  3

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
 EP0  chir_01  C2   C1  O2   C3   positiv
 EP0  chir_02  CA   N   C    CB   positiv
 EP0  chir_03  CB   CA  CG1  CG2  positiv
 EP0  chir_04  CA1  N2  CB1  C7   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
 EP0  plan-1  C3   0.020
 EP0  plan-1  C4   0.020
 EP0  plan-1  O4   0.020
 EP0  plan-1  N    0.020
 EP0  plan-1  CA   0.020
 EP0  plan-1  HN   0.020
 EP0  plan-2  CA   0.020
 EP0  plan-2  C    0.020
 EP0  plan-2  O    0.020
 EP0  plan-2  N2   0.020
 EP0  plan-2  CA1  0.020
 EP0  plan-2  CD3  0.020
 EP0  plan-3  CA1  0.020
 EP0  plan-3  C7   0.020
 EP0  plan-3  O3   0.020
 EP0  plan-3  OXT  0.020
 EP0  plan-4  O1   0.020
 EP0  plan-4  C1   0.020
 EP0  plan-4  C2   0.020
 EP0  plan-4  O5   0.020

