# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Jul 29 08:57:09 2021
#   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  57  27  .  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_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  -0.202  15.5457  20.7629   -5.2250
 76V  C11   C  CH3   0  -0.689  16.2664  20.6374   -6.5480
 76V  C9    C  C     0   0.594  13.7961  19.1665   -5.3309
 76V  O2    O  O     0  -0.437  14.5368  18.2270   -5.1919
 76V  O3    O  O2    0  -0.449  14.1473  20.4332   -5.3417
 76V  C3    C  CH1   0  -0.140  11.6434  19.6830   -6.6339
 76V  C2    C  CH1   0  -0.130  12.3251  18.9762   -5.5363
 76V  O1    O  O2    0  -0.441  11.4736  20.0702   -5.2947
 76V  O4    O  O     0  -0.476  10.5999  18.7187   -8.5155
 76V  N1    N  NH1   0  -0.633   9.4413  18.7106   -6.5692
 76V  C5    C  CH1   0  -0.200   8.2676  18.0850   -7.1135
 76V  C6    C  C     0   0.573   7.4940  19.0838   -7.9779
 76V  O5    O  O     0  -0.476   7.7102  20.2833   -7.9532
 76V  C12   C  CH1   0  -0.263   7.3925  17.4805   -5.9979
 76V  C14   C  CH2   0  -0.432   6.7340  18.5448   -5.1164
 76V  C13   C  CH3   0  -0.663   8.1978  16.4636   -5.1919
 76V  C15   C  CH3   0  -0.668   5.8039  17.9582   -4.0619
 76V  N2    N  NH1   0  -0.657   6.5521  18.5417   -8.7656
 76V  C7    C  CH1   0  -0.112   5.7269  19.3577   -9.6250
 76V  C8    C  C     0   0.529   4.9067  20.3503   -8.8161
 76V  O7    O  OH1   0  -0.583   4.3386  19.7872   -7.7600
 76V  C16   C  CH1   0  -0.291   4.8251  18.4567  -10.4954
 76V  C18   C  CH2   0  -0.413   5.6979  17.6198  -11.4406
 76V  C17   C  CH3   0  -0.677   3.8014  19.2762  -11.2741
 76V  C19   C  CH3   0  -0.672   4.9272  16.5515  -12.2049
 76V  O6    O  O     0  -0.436   4.7540  21.5047   -9.1242
 76V  H101  H  HCH2  0   0.244  16.0085  20.1415   -4.4580
 76V  H102  H  HCH2  0   0.256  15.5517  21.7935   -4.8764
 76V  H111  H  HCH3  0   0.239  15.7956  21.2508   -7.3161
 76V  H112  H  HCH3  0   0.240  16.3054  19.6067   -6.8978
 76V  H113  H  HCH3  0   0.246  17.2917  20.9864   -6.4243
 76V  H3    H  HCH1  0   0.305  12.2142  20.3593   -7.2661
 76V  H2    H  HCH1  0   0.304  11.9582  17.9997   -5.2289
 76V  HN1   H  HNH1  0   0.407   9.3943  19.1081   -5.6435
 76V  H5    H  HCH1  0   0.294   8.5865  17.2591   -7.7570
 76V  H12   H  HCH1  0   0.247   6.5902  16.9355   -6.5073
 76V  H141  H  HCH2  0   0.241   6.1579  19.2285   -5.7437
 76V  H142  H  HCH2  0   0.218   7.4937  19.1558   -4.6167
 76V  H131  H  HCH3  0   0.245   7.5412  15.8436   -4.5838
 76V  H132  H  HCH3  0   0.222   8.9074  16.9459   -4.5171
 76V  H133  H  HCH3  0   0.239   8.7606  15.7977   -5.8471
 76V  H151  H  HCH3  0   0.221   5.0514  17.3111   -4.5170
 76V  H152  H  HCH3  0   0.236   5.2787  18.7505   -3.5289
 76V  H153  H  HCH3  0   0.228   6.3430  17.3686   -3.3204
 76V  HN2   H  HNH1  0   0.409   6.3611  17.5531   -8.7101
 76V  H7    H  HCH1  0   0.278   6.3624  19.9508  -10.2897
 76V  HO7   H  HOH1  0   0.484   3.8062  20.4393   -7.2797
 76V  H16   H  HCH1  0   0.244   4.2864  17.7780   -9.8225
 76V  H181  H  HCH2  0   0.230   6.4969  17.1307  -10.8786
 76V  H182  H  HCH2  0   0.224   6.1958  18.2945  -12.1447
 76V  H171  H  HCH3  0   0.249   3.1972  18.6275  -11.9057
 76V  H172  H  HCH3  0   0.229   4.2916  20.0076  -11.9201
 76V  H173  H  HCH3  0   0.242   3.1068  19.8088  -10.6253
 76V  H191  H  HCH3  0   0.226   4.2021  16.9793  -12.8969
 76V  H192  H  HCH3  0   0.222   4.3868  15.8923  -11.5233
 76V  H193  H  HCH3  0   0.236   5.6083  15.9336  -12.7900
 76V  C4    C  C     0   0.545  10.5004  19.0016   -7.3335

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  1.512  0.020  1.512
 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  1.204  0.020  1.204
 76V  C9   O3    single  1.315  0.020  1.315
 76V  C9   C2    single  1.497  0.020  1.497
 76V  C3   C2    single  1.473  0.020  1.473
 76V  C3   O1    single  1.404  0.020  1.404
 76V  C3   C4    single  1.503  0.020  1.503
 76V  C3   H3    single  0.970  0.020  1.090
 76V  C2   O1    single  1.407  0.020  1.407
 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  1.437  0.020  1.437
 76V  N1   HN1   single  0.860  0.020  1.020
 76V  C5   C6    single  1.531  0.020  1.531
 76V  C5   C12   single  1.541  0.020  1.541
 76V  C5   H5    single  0.970  0.020  1.090
 76V  C6   O5    double  1.219  0.020  1.219
 76V  C6   N2    single  1.342  0.020  1.342
 76V  C12  C14   single  1.531  0.020  1.531
 76V  C12  C13   single  1.527  0.020  1.527
 76V  C12  H12   single  0.970  0.020  1.090
 76V  C14  C15   single  1.524  0.020  1.524
 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  1.444  0.020  1.444
 76V  N2   HN2   single  0.860  0.020  1.020
 76V  C7   C8    single  1.521  0.020  1.521
 76V  C7   C16   single  1.544  0.020  1.544
 76V  C7   H7    single  0.970  0.020  1.090
 76V  C8   O7    single  1.325  0.020  1.325
 76V  C8   O6    double  1.205  0.020  1.205
 76V  O7   HO7   single  0.850  0.020  0.980
 76V  C16  C18   single  1.535  0.020  1.535
 76V  C16  C17   single  1.525  0.020  1.525
 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  108.18  3.000
 76V  H102  C10  O3    104.36  3.000
 76V  H101  C10  O3    109.78  3.000
 76V  H102  C10  C11   110.88  3.000
 76V  H101  C10  C11   111.47  3.000
 76V  O3    C10  C11   111.88  3.000
 76V  H113  C11  H112  107.81  3.000
 76V  H113  C11  H111  107.82  3.000
 76V  H112  C11  H111  108.77  3.000
 76V  H113  C11  C10   108.81  3.000
 76V  H112  C11  C10   112.13  3.000
 76V  H111  C11  C10   111.35  3.000
 76V  C2    C9   O3    112.57  3.000
 76V  C2    C9   O2    121.39  3.000
 76V  O3    C9   O2    126.04  3.000
 76V  C9    O3   C10   118.61  3.000
 76V  H3    C3   C4    114.22  3.000
 76V  H3    C3   O1    116.51  3.000
 76V  C4    C3   O1    118.48  3.000
 76V  H3    C3   C2    119.26  3.000
 76V  C4    C3   C2    118.76  3.000
 76V  O1    C3   C2     58.51  3.000
 76V  H2    C2   O1    116.45  3.000
 76V  H2    C2   C3    119.04  3.000
 76V  O1    C2   C3     58.31  3.000
 76V  H2    C2   C9    114.00  3.000
 76V  O1    C2   C9    118.17  3.000
 76V  C3    C2   C9    119.73  3.000
 76V  C2    O1   C3     63.18  3.000
 76V  HN1   N1   C5    118.76  3.000
 76V  HN1   N1   C4    118.39  3.000
 76V  C5    N1   C4    121.66  3.000
 76V  H5    C5   C12   107.16  3.000
 76V  H5    C5   C6    107.92  3.000
 76V  C12   C5   C6    112.19  3.000
 76V  H5    C5   N1    108.25  3.000
 76V  C12   C5   N1    111.12  3.000
 76V  C6    C5   N1    110.03  3.000
 76V  N2    C6   O5    122.26  3.000
 76V  N2    C6   C5    114.99  3.000
 76V  O5    C6   C5    122.75  3.000
 76V  H12   C12  C13   107.48  3.000
 76V  H12   C12  C14   107.37  3.000
 76V  C13   C12  C14   112.70  3.000
 76V  H12   C12  C5    105.93  3.000
 76V  C13   C12  C5    110.10  3.000
 76V  C14   C12  C5    112.85  3.000
 76V  H142  C14  H141  106.18  3.000
 76V  H142  C14  C15   108.81  3.000
 76V  H141  C14  C15   108.46  3.000
 76V  H142  C14  C12   110.62  3.000
 76V  H141  C14  C12   109.35  3.000
 76V  C15   C14  C12   113.17  3.000
 76V  H133  C13  H132  107.80  3.000
 76V  H133  C13  H131  107.40  3.000
 76V  H132  C13  H131  107.36  3.000
 76V  H133  C13  C12   111.20  3.000
 76V  H132  C13  C12   112.02  3.000
 76V  H131  C13  C12   110.86  3.000
 76V  H153  C15  H152  107.39  3.000
 76V  H153  C15  H151  107.69  3.000
 76V  H152  C15  H151  107.61  3.000
 76V  H153  C15  C14   112.16  3.000
 76V  H152  C15  C14   110.66  3.000
 76V  H151  C15  C14   111.13  3.000
 76V  HN2   N2   C7    118.59  3.000
 76V  HN2   N2   C6    119.77  3.000
 76V  C7    N2   C6    121.47  3.000
 76V  H7    C7   C16   108.25  3.000
 76V  H7    C7   C8    106.42  3.000
 76V  C16   C7   C8    111.46  3.000
 76V  H7    C7   N2    109.63  3.000
 76V  C16   C7   N2    109.85  3.000
 76V  C8    C7   N2    111.13  3.000
 76V  O6    C8   O7    123.84  3.000
 76V  O6    C8   C7    123.91  3.000
 76V  O7    C8   C7    112.21  3.000
 76V  HO7   O7   C8    110.16  3.000
 76V  H16   C16  C17   108.42  3.000
 76V  H16   C16  C18   108.64  3.000
 76V  C17   C16  C18   111.12  3.000
 76V  H16   C16  C7    107.58  3.000
 76V  C17   C16  C7    111.49  3.000
 76V  C18   C16  C7    109.47  3.000
 76V  H182  C18  H181  105.91  3.000
 76V  H182  C18  C19   109.85  3.000
 76V  H181  C18  C19   108.31  3.000
 76V  H182  C18  C16   108.58  3.000
 76V  H181  C18  C16   110.07  3.000
 76V  C19   C18  C16   113.81  3.000
 76V  H173  C17  H172  108.12  3.000
 76V  H173  C17  H171  106.44  3.000
 76V  H172  C17  H171  107.76  3.000
 76V  H173  C17  C16   112.74  3.000
 76V  H172  C17  C16   111.14  3.000
 76V  H171  C17  C16   110.40  3.000
 76V  H193  C19  H192  107.59  3.000
 76V  H193  C19  H191  107.30  3.000
 76V  H192  C19  H191  107.71  3.000
 76V  H193  C19  C18   110.54  3.000
 76V  H192  C19  C18   111.15  3.000
 76V  H191  C19  C18   112.33  3.000
 76V  N1    C4   O4    124.59  3.000
 76V  N1    C4   C3    115.76  3.000
 76V  O4    C4   C3    119.62  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_04  C7    N2   C6   C5    180.00   0.0  0
 76V  CONST_05  C7    N2   C6   O5      0.00   0.0  0
 76V  CONST_06  HN2   N2   C6   C5      0.00   0.0  0
 76V  CONST_07  HO7   O7   C8   C7    180.00   0.0  0
 76V  Var_01    O1    C3   C2   C9   -106.64  30.0  1
 76V  Var_02    C4    C3   O1   C2    108.04  30.0  1
 76V  Var_03    C3    C2   C9   O2   -131.04  30.0  3
 76V  Var_04    O4    C4   C3   C2   -116.11  30.0  3
 76V  Var_05    C2    C9   O3   C10  -176.81  30.0  1
 76V  Var_06    H101  C10  O3   C9    -43.06  30.0  1
 76V  Var_07    H111  C11  C10  O3     56.02  30.0  3
 76V  Var_08    H151  C15  C14  C12   -54.55  30.0  3
 76V  Var_09    H191  C19  C18  C16    65.21  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-3  HO7  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

