# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Mar  8 00:45:28 2022
#   Inital geometry file: a 123 line input string
#   Ligand name: N-{[(2R,3R)-3-(ethoxycarbonyl)oxiran-2-yl]carbonyl}-L-isoleucyl-L-proline
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCOC(=O)[C@@H]1O[C@H]1C(=O)N[C@@H]([C@@H](C)CC)C(=O)N2CCC[C@H]2C(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
 0HW  0HW  N-{[(2R,3R)-3-(ethoxycarbonyl)oxiran-2-yl]carbonyl}-L-isoleucyl-L-proline  peptide  51  26  .  2019-03-22  2022-03-08
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_0HW
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
 0HW  C11   C  CH2    0  -0.205  21.5499  -12.0313  34.0245
 0HW  C21   C  CH3    0  -0.687  20.5043  -12.1018  32.9355
 0HW  O5    O  O2     0  -0.444  21.4506  -10.8020  34.7745
 0HW  O1    O  O      0  -0.409  19.8189  -11.5758  36.1125
 0HW  C1    C  C      0   0.520  20.5703  -10.7171  35.7440
 0HW  C2    C  CH1    0   0.324  20.6048   -9.3364  36.4201
 0HW  O2    O  O2     0  -0.332  20.1905   -9.2531  37.5433
 0HW  C3    C  CH1    0  -0.714  21.1338   -8.1762  35.6245
 0HW  C4    C  C      0   0.541  20.9502   -6.8743  36.3777
 0HW  O4    O  O      0  -0.478  19.8948   -6.2630  36.3548
 0HW  N     N  NH1    0  -0.622  22.0152   -6.4868  37.0927
 0HW  CA    C  CH1    0  -0.186  22.0295   -5.2614  37.8468
 0HW  C     C  C      0   0.568  22.0795   -4.0548  36.9019
 0HW  O     O  O      0  -0.504  22.4710   -4.1770  35.7477
 0HW  CB    C  CH1    0  -0.269  23.2081   -5.2486  38.8409
 0HW  CG1   C  CH2    0  -0.434  24.5778   -5.3335  38.1561
 0HW  CG2   C  CH3    0  -0.656  23.0196   -6.3401  39.8913
 0HW  CD1   C  CH3    0  -0.663  25.7290   -4.9636  39.0830
 0HW  N1    N  NT     0  -0.469  21.7043   -2.8717  37.4043
 0HW  CA1   C  CH1    0  -0.142  21.8854   -1.6583  36.6154
 0HW  C5    C  C      0   0.401  23.3632   -1.3620  36.2740
 0HW  O3    O  O      0  -0.598  24.2183   -1.7577  37.0876
 0HW  CB1   C  CH2    0  -0.493  21.3138   -0.5561  37.5221
 0HW  CG    C  CH2    0  -0.455  20.3757   -1.2948  38.4695
 0HW  CD    C  CH2    0  -0.290  21.1174   -2.6013  38.7085
 0HW  OXT   O  OC    -1  -0.604  23.5470   -0.6887  35.2426
 0HW  H11   H  HCH2   0   0.247  21.4828  -12.8825  34.7027
 0HW  H12   H  HCH2   0   0.258  22.5522  -12.0093  33.6023
 0HW  H21   H  HCH3   0   0.247  20.6700  -13.0032  32.3452
 0HW  H22   H  HCH3   0   0.241  19.4939  -12.1503  33.3396
 0HW  H23   H  HCH3   0   0.241  20.5739  -11.2459  32.2649
 0HW  H2    H  HCH1   0   0.317  22.1806   -8.3704  35.3733
 0HW  H31   H  HCH1   0   0.320  20.5980   -8.1280  34.6723
 0HW  H     H  HNH1   0   0.408  22.8780   -6.9954  36.9872
 0HW  HA    H  HCH1   0   0.274  21.1078   -5.2222  38.4332
 0HW  HB    H  HCH1   0   0.252  23.1652   -4.2837  39.3555
 0HW  HG12  H  HCH2   0   0.216  24.7464   -6.3438  37.7683
 0HW  HG13  H  HCH2   0   0.238  24.6042   -4.6660  37.2932
 0HW  HG21  H  HCH3   0   0.238  23.7778   -6.2722  40.6709
 0HW  HG22  H  HCH3   0   0.232  22.0459   -6.2548  40.3758
 0HW  HG23  H  HCH3   0   0.222  23.0878   -7.3376  39.4534
 0HW  HD11  H  HCH3   0   0.231  26.6798   -4.9991  38.5506
 0HW  HD12  H  HCH3   0   0.220  25.6060   -3.9505  39.4701
 0HW  HD13  H  HCH3   0   0.222  25.8082   -5.6388  39.9350
 0HW  HA1   H  HCH1   0   0.226  21.2995   -1.7290  35.6944
 0HW  HB2   H  HCH2   0   0.233  22.1146   -0.0884  38.1006
 0HW  HB3   H  HCH2   0   0.248  20.8206    0.2277  36.9489
 0HW  HG2   H  HCH2   0   0.245  20.1841   -0.7534  39.3956
 0HW  HG3   H  HCH2   0   0.235  19.4151   -1.4931  37.9891
 0HW  HD2   H  HCH2   0   0.254  20.4574   -3.4036  39.0355
 0HW  HD3   H  HCH2   0   0.234  21.8892   -2.4671  39.4737

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
 0HW  O1   C1    double  1.199  0.020  1.199
 0HW  C1   C2    single  1.538  0.020  1.538
 0HW  C2   O2    single  1.200  0.020  1.200
 0HW  C2   C3    single  1.503  0.020  1.503
 0HW  C2   H2    single  0.970  0.020  1.090
 0HW  O2   C3    single  2.394  0.020  2.394
 0HW  C3   C4    single  1.515  0.020  1.515
 0HW  C3   H31   single  0.970  0.020  1.090
 0HW  C4   O4    double  1.220  0.020  1.220
 0HW  N    CA    single  1.458  0.019  1.458
 0HW  N    H     single  0.860  0.020  0.860
 0HW  CA   C     single  1.525  0.021  1.525
 0HW  CA   CB    single  1.521  0.033  1.521
 0HW  CA   HA    single  0.970  0.020  0.970
 0HW  C    O     double  1.231  0.020  1.231
 0HW  CB   CG1   single  1.534  0.020  1.534
 0HW  CB   CG2   single  1.527  0.020  1.527
 0HW  CB   HB    single  0.970  0.020  1.090
 0HW  CG1  CD1   single  1.524  0.020  1.524
 0HW  CG1  HG12  single  0.970  0.020  1.090
 0HW  CG1  HG13  single  0.970  0.020  1.090
 0HW  CG2  HG21  single  0.970  0.020  1.090
 0HW  CG2  HG22  single  0.970  0.020  1.090
 0HW  CG2  HG23  single  0.970  0.020  1.090
 0HW  CD1  HD11  single  0.970  0.020  1.090
 0HW  CD1  HD12  single  0.970  0.020  1.090
 0HW  CD1  HD13  single  0.970  0.020  1.090
 0HW  N1   CA1   single  1.459  0.020  1.459
 0HW  N1   CD    single  1.456  0.020  1.456
 0HW  CA1  C5    single  1.545  0.020  1.545
 0HW  CA1  CB1   single  1.537  0.020  1.537
 0HW  CA1  HA1   single  0.970  0.020  1.090
 0HW  C5   O3    deloc   1.245  0.020  1.245
 0HW  C5   OXT   deloc   1.245  0.020  1.245
 0HW  CB1  CG    single  1.524  0.020  1.524
 0HW  CB1  HB2   single  0.970  0.020  1.090
 0HW  CB1  HB3   single  0.970  0.020  1.090
 0HW  CG   CD    single  1.521  0.020  1.521
 0HW  CG   HG2   single  0.970  0.020  1.090
 0HW  CG   HG3   single  0.970  0.020  1.090
 0HW  CD   HD2   single  0.970  0.020  1.090
 0HW  CD   HD3   single  0.970  0.020  1.090
 0HW  C11  C21   single  1.511  0.020  1.511
 0HW  C11  O5    single  1.443  0.020  1.443
 0HW  C11  H11   single  0.970  0.020  1.090
 0HW  C11  H12   single  0.970  0.020  1.090
 0HW  C21  H21   single  0.970  0.020  1.090
 0HW  C21  H22   single  0.970  0.020  1.090
 0HW  C21  H23   single  0.970  0.020  1.090
 0HW  C4   N     single  1.340  0.020  1.340
 0HW  C    N1    single  1.339  0.020  1.339
 0HW  C1   O5    single  1.312  0.020  1.312

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
 0HW  H12   C11  H11   108.29  3.000
 0HW  H12   C11  O5    104.35  3.000
 0HW  H11   C11  O5    109.72  3.000
 0HW  H12   C11  C21   111.02  3.000
 0HW  H11   C11  C21   111.66  3.000
 0HW  O5    C11  C21   111.50  3.000
 0HW  H23   C21  H22   108.82  3.000
 0HW  H23   C21  H21   107.85  3.000
 0HW  H22   C21  H21   107.76  3.000
 0HW  H23   C21  C11   111.26  3.000
 0HW  H22   C21  C11   112.12  3.000
 0HW  H21   C21  C11   108.88  3.000
 0HW  C1    O5   C11   119.02  3.000
 0HW  C2    C1   O1    121.46  3.000
 0HW  C2    C1   O5    111.59  3.000
 0HW  O1    C1   O5    126.95  3.000
 0HW  H2    C2   C3     29.19  3.000
 0HW  H2    C2   O2    133.30  3.000
 0HW  C3    C2   O2    124.29  3.000
 0HW  H2    C2   C1    102.02  3.000
 0HW  C3    C2   C1    117.92  3.000
 0HW  O2    C2   C1    117.78  3.000
 0HW  C3    O2   C2     31.24  3.000
 0HW  H31   C3   C4    109.61  3.000
 0HW  H31   C3   O2    121.64  3.000
 0HW  C4    C3   O2     86.58  3.000
 0HW  H31   C3   C2    108.81  3.000
 0HW  C4    C3   C2    110.94  3.000
 0HW  O2    C3   C2     24.46  3.000
 0HW  N     C4   O4    123.55  3.000
 0HW  N     C4   C3    114.67  3.000
 0HW  O4    C4   C3    121.74  3.000
 0HW  H     N    CA    114.00  3.000
 0HW  H     N    C4    118.62  3.000
 0HW  CA    N    C4    122.26  3.000
 0HW  HA    CA   CB    109.00  3.000
 0HW  HA    CA   C     110.00  3.000
 0HW  CB    CA   C     110.50  1.500
 0HW  HA    CA   N     110.00  3.000
 0HW  CB    CA   N     110.40  1.500
 0HW  C     CA   N     111.00  2.800
 0HW  N1    C    O     122.09  3.000
 0HW  N1    C    CA    117.06  3.000
 0HW  O     C    CA    120.80  1.700
 0HW  HB    CB   CG2   107.58  3.000
 0HW  HB    CB   CG1   107.08  3.000
 0HW  CG2   CB   CG1   112.21  3.000
 0HW  HB    CB   CA    106.29  3.000
 0HW  CG2   CB   CA    110.08  3.000
 0HW  CG1   CB   CA    113.22  3.000
 0HW  HG13  CG1  HG12  106.29  3.000
 0HW  HG13  CG1  CD1   108.32  3.000
 0HW  HG12  CG1  CD1   108.85  3.000
 0HW  HG13  CG1  CB    109.93  3.000
 0HW  HG12  CG1  CB    110.28  3.000
 0HW  CD1   CG1  CB    112.94  3.000
 0HW  HG23  CG2  HG22  107.78  3.000
 0HW  HG23  CG2  HG21  107.49  3.000
 0HW  HG22  CG2  HG21  107.37  3.000
 0HW  HG23  CG2  CB    111.69  3.000
 0HW  HG22  CG2  CB    111.09  3.000
 0HW  HG21  CG2  CB    111.22  3.000
 0HW  HD13  CD1  HD12  107.81  3.000
 0HW  HD13  CD1  HD11  107.35  3.000
 0HW  HD12  CD1  HD11  107.56  3.000
 0HW  HD13  CD1  CG1   112.34  3.000
 0HW  HD12  CD1  CG1   110.85  3.000
 0HW  HD11  CD1  CG1   110.73  3.000
 0HW  CD    N1   CA1   112.34  3.000
 0HW  CD    N1   C     127.83  3.000
 0HW  CA1   N1   C     119.82  3.000
 0HW  HA1   CA1  CB1   110.11  3.000
 0HW  HA1   CA1  C5    109.79  3.000
 0HW  CB1   CA1  C5    110.39  3.000
 0HW  HA1   CA1  N1    109.58  3.000
 0HW  CB1   CA1  N1    103.37  3.000
 0HW  C5    CA1  N1    113.43  3.000
 0HW  OXT   C5   O3    127.72  3.000
 0HW  OXT   C5   CA1   115.32  3.000
 0HW  O3    C5   CA1   116.84  3.000
 0HW  HB3   CB1  HB2   107.60  3.000
 0HW  HB3   CB1  CG    113.40  3.000
 0HW  HB2   CB1  CG    109.23  3.000
 0HW  HB3   CB1  CA1   111.96  3.000
 0HW  HB2   CB1  CA1   110.28  3.000
 0HW  CG    CB1  CA1   104.36  3.000
 0HW  HG3   CG   HG2   108.02  3.000
 0HW  HG3   CG   CD    110.00  3.000
 0HW  HG2   CG   CD    112.27  3.000
 0HW  HG3   CG   CB1   110.85  3.000
 0HW  HG2   CG   CB1   113.31  3.000
 0HW  CD    CG   CB1   102.34  3.000
 0HW  HD3   CD   HD2   107.91  3.000
 0HW  HD3   CD   CG    110.37  3.000
 0HW  HD2   CD   CG    112.61  3.000
 0HW  HD3   CD   N1    111.39  3.000
 0HW  HD2   CD   N1    112.12  3.000
 0HW  CG    CD   N1    102.44  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
 0HW  CONST_01  CA1   N1   C    CA    180.00   0.0  0
 0HW  CONST_02  CD    N1   C    CA      0.00   0.0  0
 0HW  CONST_03  CA1   N1   C    O       0.00   0.0  0
 0HW  CONST_04  CD    N1   C    O     180.00   0.0  0
 0HW  CONST_05  CA    N    C4   C3    180.00   0.0  0
 0HW  CONST_06  H     N    C4   C3      0.00   0.0  0
 0HW  CONST_07  CA    N    C4   O4      0.00   0.0  0
 0HW  Var_01    CB1   CG   CD   N1    -37.07  30.0  1
 0HW  Var_02    CG    CD   N1   CA1    24.67  30.0  1
 0HW  Var_03    C4    C3   O2   C2    174.90  30.0  1
 0HW  Var_04    O2    C2   C1   O5   -156.79  30.0  3
 0HW  Var_05    O4    C4   C3   C2    -83.07  30.0  3
 0HW  Var_06    C2    C1   O5   C11  -179.67  30.0  1
 0HW  Var_07    H21   C21  C11  O5    175.30  30.0  3
 0HW  Var_08    H11   C11  O5   C1    -41.77  30.0  1
 0HW  Var_09    HD11  CD1  CG1  CB   -177.84  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
 0HW  chir_03  CA   N   C    CB   positiv
 0HW  chir_04  CB   CA  CG1  CG2  positiv
 0HW  chir_05  CA1  N1  CB1  C5   negativ
 0HW  chir_06  C2   C1  O2   C3   both
 0HW  chir_07  C3   O2  C2   C4   both

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
 0HW  plan-1  C3   0.020
 0HW  plan-1  C4   0.020
 0HW  plan-1  O4   0.020
 0HW  plan-1  N    0.020
 0HW  plan-1  CA   0.020
 0HW  plan-1  H    0.020
 0HW  plan-2  CA   0.020
 0HW  plan-2  C    0.020
 0HW  plan-2  O    0.020
 0HW  plan-2  N1   0.020
 0HW  plan-2  CA1  0.020
 0HW  plan-2  CD   0.020
 0HW  plan-3  CA1  0.020
 0HW  plan-3  C5   0.020
 0HW  plan-3  O3   0.020
 0HW  plan-3  OXT  0.020
 0HW  plan-4  O5   0.020
 0HW  plan-4  O1   0.020
 0HW  plan-4  C1   0.020
 0HW  plan-4  C2   0.020

