# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version 1.18.1-3865-
#   - file written: Tue Jun  9 18:43:13 2020
#   Inital geometry file: a 133 line input string
#   Ligand name: N-{[(2S,3S)-3-(ethoxycarbonyl)oxiran-2-yl]carbonyl}-L-isoleucyl-L-isoleucine
#   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@@H](C)CC)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
 76V  76V  N-{[(2S,3S)-3-(ethoxycarbonyl)oxiran-2-yl]carbonyl}-L-isoleucyl-L-isoleucine  ligand  56  27  .  2022-09-16  2023-02-02
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_76V
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
 76V  C10   C  CH2    0  -0.185  -5.7884   3.4141  -0.1595
 76V  C11   C  CH3    0  -0.690  -5.4751   4.6314   0.6737
 76V  C9    C  C      0   0.600  -5.1901   1.1264  -0.1839
 76V  O2    O  O      0  -0.441  -5.8610   0.8945  -1.1555
 76V  O3    O  O2     0  -0.452  -5.0769   2.2968   0.4079
 76V  C3    C  CH1    0  -0.139  -3.4418  -0.7072  -0.3343
 76V  C2    C  CH1    0  -0.142  -4.3389   0.1037   0.5045
 76V  O1    O  O2     0  -0.438  -4.6314  -1.2301   0.1882
 76V  O4    O  O      0  -0.482  -2.1657  -1.7134   1.4043
 76V  N1    N  NH1    0  -0.639  -1.0962  -1.0540  -0.4904
 76V  C5    C  CH1    0  -0.242   0.2570  -1.3538  -0.0940
 76V  C6    C  C      0   0.586   1.1392  -0.1423  -0.3932
 76V  O5    O  O      0  -0.501   0.7929   0.7286  -1.1801
 76V  C12   C  CH1    0  -0.209   0.8089  -2.6210  -0.7845
 76V  C14   C  CH2    0  -0.423   0.7309  -2.5325  -2.3104
 76V  C13   C  CH3    0  -0.666   0.1069  -3.8605  -0.2420
 76V  C15   C  CH3    0  -0.670   1.5753  -3.5867  -3.0130
 76V  N2    N  NH1    0  -0.638   2.2992  -0.1220   0.2697
 76V  C7    C  CH1    0  -0.132   3.3832   0.7571  -0.1186
 76V  C8    C  C      0   0.410   3.8501   0.4793  -1.5710
 76V  O7    O  OC    -1  -0.610   4.4134   1.4337  -2.1453
 76V  C16   C  CH1    0  -0.274   4.5313   0.6106   0.8988
 76V  C18   C  CH2    0  -0.409   5.5017   1.7917   0.8281
 76V  C17   C  CH3    0  -0.666   5.2603  -0.7270   0.7739
 76V  C19   C  CH3    0  -0.672   6.5186   1.8106   1.9621
 76V  O6    O  O      0  -0.581   3.6545  -0.6611  -2.0240
 76V  H101  H  HCH2   0   0.243  -6.8585   3.1997  -0.1552
 76V  H102  H  HCH2   0   0.243  -5.4740   3.5547  -1.1952
 76V  H111  H  HCH3   0   0.239  -5.7968   4.5051   1.7072
 76V  H112  H  HCH3   0   0.239  -4.4100   4.8619   0.6637
 76V  H113  H  HCH3   0   0.242  -6.0062   5.4886   0.2612
 76V  H3    H  HCH1   0   0.296  -3.4349  -0.5323  -1.4090
 76V  H2    H  HCH1   0   0.299  -4.0581   0.3085   1.5347
 76V  HN1   H  HNH1   0   0.404  -1.2086  -0.5716  -1.3701
 76V  H5    H  HCH1   0   0.285   0.2592  -1.5286   0.9848
 76V  H12   H  HCH1   0   0.229   1.8686  -2.6802  -0.5118
 76V  H141  H  HCH2   0   0.209  -0.3128  -2.6244  -2.6279
 76V  H142  H  HCH2   0   0.238   1.0770  -1.5516  -2.6398
 76V  H131  H  HCH3   0   0.236   0.5316  -4.7711  -0.6644
 76V  H132  H  HCH3   0   0.230   0.2021  -3.9254   0.8429
 76V  H133  H  HCH3   0   0.221  -0.9576  -3.8532  -0.4836
 76V  H151  H  HCH3   0   0.223   2.6297  -3.4558  -2.7657
 76V  H152  H  HCH3   0   0.217   1.2886  -4.6019  -2.7364
 76V  H153  H  HCH3   0   0.226   1.4776  -3.5049  -4.0962
 76V  HN2   H  HNH1   0   0.391   2.5274  -0.9248   0.8356
 76V  H7    H  HCH1   0   0.229   3.0216   1.7880  -0.0593
 76V  H16   H  HCH1   0   0.222   4.0608   0.6454   1.8911
 76V  H181  H  HCH2   0   0.220   6.0178   1.7843  -0.1341
 76V  H182  H  HCH2   0   0.214   4.9227   2.7198   0.8538
 76V  H171  H  HCH3   0   0.222   4.5777  -1.5783   0.7654
 76V  H172  H  HCH3   0   0.221   5.8497  -0.7719  -0.1435
 76V  H173  H  HCH3   0   0.230   5.9428  -0.8756   1.6106
 76V  H191  H  HCH3   0   0.228   7.1308   2.7122   1.9202
 76V  H192  H  HCH3   0   0.214   6.0254   1.7930   2.9364
 76V  H193  H  HCH3   0   0.221   7.1954   0.9570   1.9195
 76V  C4    C  C      0   0.571  -2.1700  -1.2211   0.2894

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
 76V  C10  C11   single  1.508  0.020  1.508
 76V  C10  O3    single  1.441  0.020  1.441
 76V  C10  H101  single  0.970  0.020  1.090
 76V  C10  H102  single  0.970  0.020  1.090
 76V  C11  H111  single  0.970  0.020  1.090
 76V  C11  H112  single  0.970  0.020  1.090
 76V  C11  H113  single  0.970  0.020  1.090
 76V  C9   O2    double  1.203  0.020  1.203
 76V  C9   O3    single  1.316  0.020  1.316
 76V  C9   C2    single  1.498  0.020  1.498
 76V  C3   C2    single  1.472  0.020  1.472
 76V  C3   O1    single  1.401  0.020  1.401
 76V  C3   C4    single  1.507  0.020  1.507
 76V  C3   H3    single  0.970  0.020  1.090
 76V  C2   O1    single  1.402  0.020  1.402
 76V  C2   H2    single  0.970  0.020  1.090
 76V  C4   O4    double  1.219  0.020  1.219
 76V  C4   N1    single  1.338  0.020  1.338
 76V  N1   C5    single  1.442  0.020  1.442
 76V  N1   HN1   single  0.860  0.020  1.020
 76V  C5   C6    single  1.528  0.020  1.528
 76V  C5   C12   single  1.545  0.020  1.545
 76V  C5   H5    single  0.970  0.020  1.090
 76V  C6   O5    double  1.224  0.020  1.224
 76V  C6   N2    single  1.336  0.020  1.336
 76V  C12  C14   single  1.530  0.020  1.530
 76V  C12  C13   single  1.524  0.020  1.524
 76V  C12  H12   single  0.970  0.020  1.090
 76V  C14  C15   single  1.523  0.020  1.523
 76V  C14  H141  single  0.970  0.020  1.090
 76V  C14  H142  single  0.970  0.020  1.090
 76V  C13  H131  single  0.970  0.020  1.090
 76V  C13  H132  single  0.970  0.020  1.090
 76V  C13  H133  single  0.970  0.020  1.090
 76V  C15  H151  single  0.970  0.020  1.090
 76V  C15  H152  single  0.970  0.020  1.090
 76V  C15  H153  single  0.970  0.020  1.090
 76V  N2   C7    single  1.449  0.020  1.449
 76V  N2   HN2   single  0.890  0.020  1.040
 76V  C7   C8    single  1.551  0.020  1.551
 76V  C7   C16   single  1.541  0.020  1.541
 76V  C7   H7    single  0.970  0.020  1.090
 76V  C8   O7    deloc   1.248  0.020  1.248
 76V  C8   O6    deloc   1.243  0.020  1.243
 76V  C16  C18   single  1.530  0.020  1.530
 76V  C16  C17   single  1.528  0.020  1.528
 76V  C16  H16   single  0.970  0.020  1.090
 76V  C18  C19   single  1.523  0.020  1.523
 76V  C18  H181  single  0.970  0.020  1.090
 76V  C18  H182  single  0.970  0.020  1.090
 76V  C17  H171  single  0.970  0.020  1.090
 76V  C17  H172  single  0.970  0.020  1.090
 76V  C17  H173  single  0.970  0.020  1.090
 76V  C19  H191  single  0.970  0.020  1.090
 76V  C19  H192  single  0.970  0.020  1.090
 76V  C19  H193  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
 76V  H102  C10  H101  108.15  3.000
 76V  H102  C10  O3    109.35  3.000
 76V  H101  C10  O3    109.29  3.000
 76V  H102  C10  C11   111.12  3.000
 76V  H101  C10  C11   111.10  3.000
 76V  O3    C10  C11   107.80  3.000
 76V  H113  C11  H112  107.85  3.000
 76V  H113  C11  H111  107.84  3.000
 76V  H112  C11  H111  108.77  3.000
 76V  H113  C11  C10   108.94  3.000
 76V  H112  C11  C10   111.63  3.000
 76V  H111  C11  C10   111.66  3.000
 76V  C2    C9   O3    110.58  3.000
 76V  C2    C9   O2    123.80  3.000
 76V  O3    C9   O2    125.61  3.000
 76V  C9    O3   C10   118.03  3.000
 76V  H3    C3   C4    117.25  3.000
 76V  H3    C3   O1    115.69  3.000
 76V  C4    C3   O1    115.79  3.000
 76V  H3    C3   C2    118.55  3.000
 76V  C4    C3   C2    117.81  3.000
 76V  O1    C3   C2     58.35  3.000
 76V  H2    C2   O1    116.54  3.000
 76V  H2    C2   C3    119.10  3.000
 76V  O1    C2   C3     58.28  3.000
 76V  H2    C2   C9    116.97  3.000
 76V  O1    C2   C9    115.30  3.000
 76V  C3    C2   C9    117.43  3.000
 76V  C2    O1   C3     63.36  3.000
 76V  HN1   N1   C5    116.33  3.000
 76V  HN1   N1   C4    118.57  3.000
 76V  C5    N1   C4    124.56  3.000
 76V  H5    C5   C12   108.02  3.000
 76V  H5    C5   C6    108.59  3.000
 76V  C12   C5   C6    110.88  3.000
 76V  H5    C5   N1    107.85  3.000
 76V  C12   C5   N1    112.52  3.000
 76V  C6    C5   N1    108.85  3.000
 76V  N2    C6   O5    123.63  3.000
 76V  N2    C6   C5    114.59  3.000
 76V  O5    C6   C5    121.78  3.000
 76V  H12   C12  C13   108.23  3.000
 76V  H12   C12  C14   107.49  3.000
 76V  C13   C12  C14   112.23  3.000
 76V  H12   C12  C5    106.17  3.000
 76V  C13   C12  C5    110.08  3.000
 76V  C14   C12  C5    112.33  3.000
 76V  H142  C14  H141  106.88  3.000
 76V  H142  C14  C15   107.89  3.000
 76V  H141  C14  C15   109.68  3.000
 76V  H142  C14  C12   109.68  3.000
 76V  H141  C14  C12   109.44  3.000
 76V  C15   C14  C12   113.07  3.000
 76V  H133  C13  H132  107.80  3.000
 76V  H133  C13  H131  107.45  3.000
 76V  H132  C13  H131  107.56  3.000
 76V  H133  C13  C12   111.40  3.000
 76V  H132  C13  C12   111.22  3.000
 76V  H131  C13  C12   111.23  3.000
 76V  H153  C15  H152  107.34  3.000
 76V  H153  C15  H151  107.62  3.000
 76V  H152  C15  H151  107.96  3.000
 76V  H153  C15  C14   110.90  3.000
 76V  H152  C15  C14   112.44  3.000
 76V  H151  C15  C14   110.39  3.000
 76V  HN2   N2   C7    117.67  3.000
 76V  HN2   N2   C6    117.56  3.000
 76V  C7    N2   C6    121.72  3.000
 76V  H7    C7   C16   107.46  3.000
 76V  H7    C7   C8    108.61  3.000
 76V  C16   C7   C8    112.14  3.000
 76V  H7    C7   N2    108.06  3.000
 76V  C16   C7   N2    108.83  3.000
 76V  C8    C7   N2    111.57  3.000
 76V  O6    C8   O7    127.24  3.000
 76V  O6    C8   C7    117.29  3.000
 76V  O7    C8   C7    115.46  3.000
 76V  H16   C16  C17   107.80  3.000
 76V  H16   C16  C18   106.79  3.000
 76V  C17   C16  C18   111.67  3.000
 76V  H16   C16  C7    105.91  3.000
 76V  C17   C16  C7    112.62  3.000
 76V  C18   C16  C7    111.63  3.000
 76V  H182  C18  H181  106.05  3.000
 76V  H182  C18  C19   108.98  3.000
 76V  H181  C18  C19   109.91  3.000
 76V  H182  C18  C16   108.54  3.000
 76V  H181  C18  C16   109.59  3.000
 76V  C19   C18  C16   113.49  3.000
 76V  H173  C17  H172  107.55  3.000
 76V  H173  C17  H171  106.93  3.000
 76V  H172  C17  H171  107.41  3.000
 76V  H173  C17  C16   110.81  3.000
 76V  H172  C17  C16   111.24  3.000
 76V  H171  C17  C16   112.65  3.000
 76V  H193  C19  H192  107.61  3.000
 76V  H193  C19  H191  107.30  3.000
 76V  H192  C19  H191  107.52  3.000
 76V  H193  C19  C18   112.07  3.000
 76V  H192  C19  C18   111.25  3.000
 76V  H191  C19  C18   110.88  3.000
 76V  N1    C4   O4    125.52  3.000
 76V  N1    C4   C3    113.18  3.000
 76V  O4    C4   C3    121.29  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
 76V  CONST_01  C5    N1   C4   C3    180.00   0.0  0
 76V  CONST_02  HN1   N1   C4   C3      0.00   0.0  0
 76V  CONST_03  C5    N1   C4   O4      0.00   0.0  0
 76V  CONST_06  HN2   N2   C6   C5      0.00   0.0  0
 76V  Var_01    O1    C3   C2   C9   -104.20  30.0  1
 76V  Var_02    C4    C3   O1   C2    108.11  30.0  1
 76V  Var_03    C3    C2   C9   O2     49.12  30.0  3
 76V  Var_04    O4    C4   C3   C2     44.52  30.0  3
 76V  Var_05    C2    C9   O3   C10   177.49  30.0  1
 76V  Var_06    H101  C10  O3   C9     60.33  30.0  1
 76V  Var_07    H111  C11  C10  O3    -60.90  30.0  3
 76V  Var_08    H151  C15  C14  C12   -62.00  30.0  3
 76V  Var_09    H191  C19  C18  C16  -175.09  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
 76V  chir_03  C5   N1  C6   C12  positiv
 76V  chir_04  C12  C5  C14  C13  positiv
 76V  chir_05  C7   N2  C8   C16  positiv
 76V  chir_06  C16  C7  C18  C17  positiv
 76V  chir_07  C3   C2  O1   C4   both
 76V  chir_08  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
 76V  plan-1  C5   0.020
 76V  plan-1  C6   0.020
 76V  plan-1  O5   0.020
 76V  plan-1  N2   0.020
 76V  plan-1  C7   0.020
 76V  plan-1  HN2  0.020
 76V  plan-2  C3   0.020
 76V  plan-2  O4   0.020
 76V  plan-2  N1   0.020
 76V  plan-2  C5   0.020
 76V  plan-2  HN1  0.020
 76V  plan-2  C4   0.020
 76V  plan-3  C7   0.020
 76V  plan-3  C8   0.020
 76V  plan-3  O7   0.020
 76V  plan-3  O6   0.020
 76V  plan-4  C9   0.020
 76V  plan-4  O2   0.020
 76V  plan-4  O3   0.020
 76V  plan-4  C2   0.020

