# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 28 05:48:16 2020
#   Inital geometry file: a 115 line input string
#   Ligand name: N-{[(2S,3S)-3-(ethoxycarbonyl)oxiran-2-yl]carbonyl}-L-isoleucyl-L-alanine
#   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)N[C@@H](C)C(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
 75V  75V  N-{[(2S,3S)-3-(ethoxycarbonyl)oxiran-2-yl]carbonyl}-L-isoleucyl-L-alanine  ligand  48  24  .  2022-09-16  2022-11-17
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_75V
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
 75V  C9    C  C     0   0.606  -4.7479  -0.7630   0.6868
 75V  O2    O  O     0  -0.441  -5.2085  -0.3794   1.7301
 75V  O3    O  O2    0  -0.452  -4.9395  -1.9508   0.1536
 75V  C10   C  CH2   0  -0.186  -5.7518  -2.8977   0.8749
 75V  C11   C  CH3   0  -0.690  -5.8606  -4.1439   0.0322
 75V  C3    C  CH1   0  -0.140  -2.7542   0.7980   0.4831
 75V  C2    C  CH1   0  -0.145  -3.8450   0.0641  -0.1776
 75V  O1    O  O2    0  -0.438  -3.9137   1.4477   0.0406
 75V  O4    O  O     0  -0.478  -1.5680   1.4093  -1.4865
 75V  N1    N  NH1   0  -0.642  -0.3781   0.8792   0.3754
 75V  C5    C  CH1   0  -0.233   0.9399   0.9617  -0.1994
 75V  C6    C  C     0   0.584   1.7185  -0.3029   0.1543
 75V  O5    O  O     0  -0.482   1.3774  -1.0610   1.0483
 75V  C12   C  CH1   0  -0.220   1.7073   2.2300   0.2384
 75V  C14   C  CH2   0  -0.429   1.8499   2.3240   1.7594
 75V  C13   C  CH3   0  -0.663   1.0545   3.4718  -0.3573
 75V  C15   C  CH3   0  -0.667   2.8552   3.3781   2.2040
 75V  N2    N  NH1   0  -0.633   2.8158  -0.5094  -0.5896
 75V  C7    C  CH1   0  -0.183   3.7380  -1.5731  -0.2947
 75V  C8    C  C     0   0.545   4.3886  -1.3471   1.0625
 75V  O6    O  OH1   0  -0.591   4.8629  -2.4803   1.5604
 75V  C16   C  CH3   0  -0.692   4.8157  -1.6374  -1.3743
 75V  O7    O  O     0  -0.426   4.5014  -0.2750   1.5953
 75V  H101  H  HCH2  0   0.244  -6.7350  -2.4633   1.0631
 75V  H102  H  HCH2  0   0.243  -5.2848  -3.1120   1.8379
 75V  H111  H  HCH3  0   0.239  -4.8845  -4.5926  -0.1515
 75V  H112  H  HCH3  0   0.243  -6.4713  -4.8764   0.5589
 75V  H113  H  HCH3  0   0.239  -6.3379  -3.9387  -0.9259
 75V  H3    H  HCH1  0   0.296  -2.6441   0.7104   1.5625
 75V  H2    H  HCH1  0   0.298  -3.7174  -0.2581  -1.2080
 75V  HN1   H  HNH1  0   0.408  -0.4463   0.5581   1.3297
 75V  H5    H  HCH1  0   0.295   0.8241   0.9975  -1.2854
 75V  H12   H  HCH1  0   0.232   2.7129   2.1422  -0.1876
 75V  H141  H  HCH2  0   0.218   0.8728   2.5413   2.2021
 75V  H142  H  HCH2  0   0.236   2.1662   1.3598   2.1640
 75V  H131  H  HCH3  0   0.232   0.9739   3.3948  -1.4422
 75V  H132  H  HCH3  0   0.223   0.0523   3.6291   0.0453
 75V  H133  H  HCH3  0   0.240   1.6394   4.3641  -0.1355
 75V  H151  H  HCH3  0   0.221   3.8477   3.1609   1.8052
 75V  H152  H  HCH3  0   0.223   2.5771   4.3800   1.8761
 75V  H153  H  HCH3  0   0.232   2.9349   3.4016   3.2912
 75V  HN2   H  HNH1  0   0.412   3.0762   0.1705  -1.2866
 75V  H7    H  HCH1  0   0.288   3.2040  -2.5264  -0.2722
 75V  HO6   H  HOH1  0   0.484   5.3268  -2.3117   2.3945
 75V  H161  H  HCH3  0   0.263   5.4984  -2.4646  -1.1926
 75V  H162  H  HCH3  0   0.264   4.3536  -1.7919  -2.3486
 75V  H163  H  HCH3  0   0.247   5.3948  -0.7139  -1.4082
 75V  C4    C  C     0   0.581  -1.5084   1.0704  -0.3179

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
 75V  C9   O2    double  1.203  0.020  1.203
 75V  C9   O3    single  1.316  0.020  1.316
 75V  C9   C2    single  1.499  0.020  1.499
 75V  O3   C10   single  1.441  0.020  1.441
 75V  C10  C11   single  1.508  0.020  1.508
 75V  C10  H101  single  0.970  0.020  1.090
 75V  C10  H102  single  0.970  0.020  1.090
 75V  C11  H111  single  0.970  0.020  1.090
 75V  C11  H112  single  0.970  0.020  1.090
 75V  C11  H113  single  0.970  0.020  1.090
 75V  C4   C3    single  1.506  0.020  1.506
 75V  C4   O4    double  1.218  0.020  1.218
 75V  C4   N1    single  1.340  0.020  1.340
 75V  C3   C2    single  1.471  0.020  1.471
 75V  C3   O1    single  1.401  0.020  1.401
 75V  C3   H3    single  0.970  0.020  1.090
 75V  C2   O1    single  1.402  0.020  1.402
 75V  C2   H2    single  0.970  0.020  1.090
 75V  N1   C5    single  1.440  0.020  1.440
 75V  N1   HN1   single  0.860  0.020  1.020
 75V  C5   C6    single  1.527  0.020  1.527
 75V  C5   C12   single  1.546  0.020  1.546
 75V  C5   H5    single  0.970  0.020  1.090
 75V  C6   O5    double  1.221  0.020  1.221
 75V  C6   N2    single  1.342  0.020  1.342
 75V  C12  C14   single  1.531  0.020  1.531
 75V  C12  C13   single  1.524  0.020  1.524
 75V  C12  H12   single  0.970  0.020  1.090
 75V  C14  C15   single  1.523  0.020  1.523
 75V  C14  H141  single  0.970  0.020  1.090
 75V  C14  H142  single  0.970  0.020  1.090
 75V  C13  H131  single  0.970  0.020  1.090
 75V  C13  H132  single  0.970  0.020  1.090
 75V  C13  H133  single  0.970  0.020  1.090
 75V  C15  H151  single  0.970  0.020  1.090
 75V  C15  H152  single  0.970  0.020  1.090
 75V  C15  H153  single  0.970  0.020  1.090
 75V  N2   C7    single  1.438  0.020  1.438
 75V  N2   HN2   single  0.860  0.020  1.020
 75V  C7   C8    single  1.522  0.020  1.522
 75V  C7   C16   single  1.527  0.020  1.527
 75V  C7   H7    single  0.970  0.020  1.090
 75V  C8   O6    single  1.326  0.020  1.326
 75V  C8   O7    double  1.203  0.020  1.203
 75V  O6   HO6   single  0.850  0.020  0.980
 75V  C16  H161  single  0.970  0.020  1.090
 75V  C16  H162  single  0.970  0.020  1.090
 75V  C16  H163  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
 75V  C2    C9   O3    110.62  3.000
 75V  C2    C9   O2    123.69  3.000
 75V  O3    C9   O2    125.68  3.000
 75V  C10   O3   C9    118.19  3.000
 75V  H102  C10  H101  108.15  3.000
 75V  H102  C10  C11   111.20  3.000
 75V  H101  C10  C11   111.11  3.000
 75V  H102  C10  O3    109.24  3.000
 75V  H101  C10  O3    109.43  3.000
 75V  C11   C10  O3    107.69  3.000
 75V  H113  C11  H112  107.82  3.000
 75V  H113  C11  H111  108.75  3.000
 75V  H112  C11  H111  107.86  3.000
 75V  H113  C11  C10   111.55  3.000
 75V  H112  C11  C10   109.02  3.000
 75V  H111  C11  C10   111.70  3.000
 75V  H3    C3   O1    115.74  3.000
 75V  H3    C3   C2    118.69  3.000
 75V  O1    C3   C2     58.39  3.000
 75V  H3    C3   C4    117.28  3.000
 75V  O1    C3   C4    115.65  3.000
 75V  C2    C3   C4    117.69  3.000
 75V  H2    C2   O1    116.46  3.000
 75V  H2    C2   C3    119.11  3.000
 75V  O1    C2   C3     58.29  3.000
 75V  H2    C2   C9    116.98  3.000
 75V  O1    C2   C9    115.16  3.000
 75V  C3    C2   C9    117.57  3.000
 75V  C2    O1   C3     63.32  3.000
 75V  HN1   N1   C5    117.22  3.000
 75V  HN1   N1   C4    118.54  3.000
 75V  C5    N1   C4    123.87  3.000
 75V  H5    C5   C12   107.89  3.000
 75V  H5    C5   C6    108.15  3.000
 75V  C12   C5   C6    111.15  3.000
 75V  H5    C5   N1    107.55  3.000
 75V  C12   C5   N1    112.84  3.000
 75V  C6    C5   N1    109.08  3.000
 75V  N2    C6   O5    122.61  3.000
 75V  N2    C6   C5    114.59  3.000
 75V  O5    C6   C5    122.79  3.000
 75V  H12   C12  C13   107.84  3.000
 75V  H12   C12  C14   107.81  3.000
 75V  C13   C12  C14   112.23  3.000
 75V  H12   C12  C5    106.24  3.000
 75V  C13   C12  C5    110.19  3.000
 75V  C14   C12  C5    112.22  3.000
 75V  H142  C14  H141  106.49  3.000
 75V  H142  C14  C15   108.16  3.000
 75V  H141  C14  C15   109.50  3.000
 75V  H142  C14  C12   109.93  3.000
 75V  H141  C14  C12   109.32  3.000
 75V  C15   C14  C12   113.21  3.000
 75V  H133  C13  H132  107.44  3.000
 75V  H133  C13  H131  107.45  3.000
 75V  H132  C13  H131  108.01  3.000
 75V  H133  C13  C12   110.96  3.000
 75V  H132  C13  C12   111.51  3.000
 75V  H131  C13  C12   111.28  3.000
 75V  H153  C15  H152  107.38  3.000
 75V  H153  C15  H151  107.59  3.000
 75V  H152  C15  H151  107.75  3.000
 75V  H153  C15  C14   110.75  3.000
 75V  H152  C15  C14   112.32  3.000
 75V  H151  C15  C14   110.84  3.000
 75V  HN2   N2   C7    118.36  3.000
 75V  HN2   N2   C6    119.40  3.000
 75V  C7    N2   C6    121.64  3.000
 75V  H7    C7   C16   108.83  3.000
 75V  H7    C7   C8    108.67  3.000
 75V  C16   C7   C8    109.57  3.000
 75V  H7    C7   N2    109.63  3.000
 75V  C16   C7   N2    109.80  3.000
 75V  C8    C7   N2    110.31  3.000
 75V  O7    C8   O6    124.21  3.000
 75V  O7    C8   C7    124.59  3.000
 75V  O6    C8   C7    111.16  3.000
 75V  HO6   O6   C8    110.23  3.000
 75V  H163  C16  H162  108.51  3.000
 75V  H163  C16  H161  108.41  3.000
 75V  H162  C16  H161  107.93  3.000
 75V  H163  C16  C7    111.17  3.000
 75V  H162  C16  C7    109.81  3.000
 75V  H161  C16  C7    110.91  3.000
 75V  N1    C4   O4    125.27  3.000
 75V  N1    C4   C3    113.38  3.000
 75V  O4    C4   C3    121.34  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
 75V  CONST_01  C5    N1   C4   C3    180.00   0.0  0
 75V  CONST_02  HN1   N1   C4   C3      0.00   0.0  0
 75V  CONST_03  C5    N1   C4   O4      0.00   0.0  0
 75V  CONST_04  C7    N2   C6   C5    180.00   0.0  0
 75V  CONST_05  C7    N2   C6   O5      0.00   0.0  0
 75V  CONST_06  HN2   N2   C6   C5      0.00   0.0  0
 75V  CONST_07  HO6   O6   C8   C7    180.00   0.0  0
 75V  Var_01    O1    C3   C2   C9   -103.96  30.0  1
 75V  Var_02    H3    C3   O1   C2   -109.21  30.0  1
 75V  Var_03    C3    C2   C9   O2     45.02  30.0  3
 75V  Var_04    O4    C4   C3   C2     41.10  30.0  2
 75V  Var_05    C2    C9   O3   C10   178.05  30.0  1
 75V  Var_06    C11   C10  O3   C9    177.70  30.0  3
 75V  Var_07    H111  C11  C10  O3     60.86  30.0  3
 75V  Var_08    H151  C15  C14  C12   -59.89  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
 75V  chir_03  C5   N1  C6   C12  positiv
 75V  chir_04  C12  C5  C14  C13  positiv
 75V  chir_05  C7   N2  C8   C16  positiv
 75V  chir_06  C3   C4  C2   O1   both
 75V  chir_07  C2   O1  C3   C9   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
 75V  plan-1  C5   0.020
 75V  plan-1  C6   0.020
 75V  plan-1  O5   0.020
 75V  plan-1  N2   0.020
 75V  plan-1  C7   0.020
 75V  plan-1  HN2  0.020
 75V  plan-2  C3   0.020
 75V  plan-2  O4   0.020
 75V  plan-2  N1   0.020
 75V  plan-2  C5   0.020
 75V  plan-2  HN1  0.020
 75V  plan-2  C4   0.020
 75V  plan-3  C7   0.020
 75V  plan-3  C8   0.020
 75V  plan-3  O6   0.020
 75V  plan-3  O7   0.020
 75V  plan-3  HO6  0.020
 75V  plan-4  C9   0.020
 75V  plan-4  O2   0.020
 75V  plan-4  O3   0.020
 75V  plan-4  C2   0.020

