# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr 29 13:44:07 2020
#   Inital geometry file: a 145 line input string
#   Ligand name: N-{[(2S,3S)-3-(benzylcarbamoyl)oxiran-2-yl]carbonyl}-L-isoleucyl-L-proline
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC[C@H](C)[C@H](NC(=O)[C@H]1O[C@@H]1C(=O)NCc2ccccc2)C(=O)N3CCC[C@H]3C(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
 78A  78A  N-{[(2S,3S)-3-(benzylcarbamoyl)oxiran-2-yl]carbonyl}-L-isoleucyl-L-proline  ligand  60  31  .  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_78A
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
 78A  N3    N  NH1   0  -0.631   3.7551  -0.1402  -1.9915
 78A  C10   C  CH2   0  -0.399   4.9878   0.6038  -1.8172
 78A  C11   C  CR6   0   0.125   4.9815   1.4375  -0.5602
 78A  C16   C  CR16  0  -0.296   4.3278   2.6673  -0.5371
 78A  C15   C  CR16  0  -0.243   4.2872   3.4258   0.6244
 78A  C14   C  CR16  0  -0.266   4.9054   2.9626   1.7795
 78A  C13   C  CR16  0  -0.242   5.5646   1.7408   1.7639
 78A  C12   C  CR16  0  -0.292   5.6001   0.9826   0.6004
 78A  C2    C  CH1   0  -0.143   2.1211  -1.8298  -1.5942
 78A  O1    O  O2    0  -0.443   1.9484  -3.2057  -1.3835
 78A  C3    C  CH1   0  -0.150   1.3979  -2.3461  -0.4231
 78A  C4    C  C     0   0.574  -0.1012  -2.2413  -0.4263
 78A  O4    O  O     0  -0.480  -0.7696  -2.5804  -1.3872
 78A  N1    N  NH1   0  -0.647  -0.6160  -1.7340   0.7016
 78A  C5    C  CH1   0  -0.186  -2.0141  -1.4060   0.8021
 78A  C6    C  C     0   0.582  -2.3362  -0.2492  -0.1475
 78A  O5    O  O     0  -0.490  -1.4608   0.4904  -0.5725
 78A  C17   C  CH1   0  -0.275  -2.4030  -1.0860   2.2586
 78A  C19   C  CH2   0  -0.432  -1.7542   0.2008   2.7791
 78A  C18   C  CH3   0  -0.662  -2.1224  -2.2949   3.1480
 78A  C20   C  CH3   0  -0.668  -2.1641   0.5484   4.2043
 78A  N2    N  NT    0  -0.485  -3.6245  -0.0627  -0.4781
 78A  C7    C  CH1   0  -0.150  -3.9654   1.0293  -1.3695
 78A  C8    C  C     0   0.540  -3.5717   2.3675  -0.7830
 78A  O6    O  OH1   0  -0.590  -3.2937   3.2473  -1.7340
 78A  C23   C  CH2   0  -0.486  -5.4923   0.9185  -1.5180
 78A  C22   C  CH2   0  -0.468  -5.7543  -0.5628  -1.2733
 78A  C21   C  CH2   0  -0.286  -4.7748  -0.9022  -0.1595
 78A  O7    O  O     0  -0.434  -3.5772   2.6244   0.3928
 78A  C9    C  C     0   0.571   3.5176  -1.3085  -1.3846
 78A  O2    O  O     0  -0.480   4.3282  -1.9134  -0.7037
 78A  HN3   H  HNH1  0   0.411   3.0067   0.3101  -2.4939
 78A  H101  H  HCH2  0   0.270   5.8250  -0.0933  -1.8085
 78A  H102  H  HCH2  0   0.278   5.1057   1.2383  -2.6954
 78A  H16   H  HCR6  0   0.253   3.8485   3.0384  -1.4359
 78A  H15   H  HCR6  0   0.256   3.7764   4.3802   0.6278
 78A  H14   H  HCR6  0   0.256   4.8751   3.5539   2.6857
 78A  H13   H  HCR6  0   0.255   6.0534   1.3765   2.6585
 78A  H12   H  HCR6  0   0.250   6.1161   0.0306   0.5939
 78A  H2    H  HCH1  0   0.292   1.5441  -1.4016  -2.4122
 78A  H3    H  HCH1  0   0.293   1.8974  -2.3335   0.5442
 78A  HN1   H  HNH1  0   0.407   0.0148  -1.3910   1.4094
 78A  H5    H  HCH1  0   0.283  -2.5839  -2.2883   0.4976
 78A  H17   H  HCH1  0   0.258  -3.4859  -0.9268   2.2606
 78A  H191  H  HCH2  0   0.245  -2.0284   1.0322   2.1265
 78A  H192  H  HCH2  0   0.215  -0.6623   0.1264   2.7357
 78A  H181  H  HCH3  0   0.223  -1.0530  -2.4609   3.2905
 78A  H182  H  HCH3  0   0.244  -2.5666  -2.1643   4.1339
 78A  H183  H  HCH3  0   0.238  -2.5452  -3.2037   2.7170
 78A  H201  H  HCH3  0   0.235  -1.7715   1.5250   4.4873
 78A  H202  H  HCH3  0   0.221  -3.2505   0.5870   4.3059
 78A  H203  H  HCH3  0   0.226  -1.7886  -0.1750   4.9279
 78A  H7    H  HCH1  0   0.288  -3.4783   0.8966  -2.3394
 78A  HO6   H  HOH1  0   0.483  -3.1139   4.1160  -1.3433
 78A  H231  H  HCH2  0   0.273  -5.8272   1.2653  -2.4934
 78A  H232  H  HCH2  0   0.255  -5.9974   1.5158  -0.7560
 78A  H221  H  HCH2  0   0.249  -5.5203  -1.1455  -2.1659
 78A  H222  H  HCH2  0   0.263  -6.7860  -0.7695  -0.9933
 78A  H211  H  HCH2  0   0.264  -4.5098  -1.9586  -0.1485
 78A  H212  H  HCH2  0   0.250  -5.1893  -0.6442   0.8186

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
 78A  N3   C10   single    1.450  0.020  1.450
 78A  N3   C9    single    1.338  0.020  1.338
 78A  N3   HN3   single    0.860  0.020  1.020
 78A  C10  C11   single    1.508  0.020  1.508
 78A  C10  H101  single    0.970  0.020  1.090
 78A  C10  H102  single    0.970  0.020  1.090
 78A  C11  C16   aromatic  1.393  0.020  1.393
 78A  C11  C12   aromatic  1.392  0.020  1.392
 78A  C16  C15   aromatic  1.388  0.020  1.388
 78A  C16  H16   single    0.930  0.020  1.080
 78A  C15  C14   aromatic  1.390  0.020  1.390
 78A  C15  H15   single    0.930  0.020  1.080
 78A  C14  C13   aromatic  1.388  0.020  1.388
 78A  C14  H14   single    0.930  0.020  1.080
 78A  C13  C12   aromatic  1.389  0.020  1.389
 78A  C13  H13   single    0.930  0.020  1.080
 78A  C12  H12   single    0.930  0.020  1.080
 78A  C2   O1    single    1.403  0.020  1.403
 78A  C2   C3    single    1.470  0.020  1.470
 78A  C2   C9    single    1.505  0.020  1.505
 78A  C2   H2    single    0.970  0.020  1.090
 78A  O1   C3    single    1.402  0.020  1.402
 78A  C3   C4    single    1.503  0.020  1.503
 78A  C3   H3    single    0.970  0.020  1.090
 78A  C4   O4    double    1.219  0.020  1.219
 78A  C4   N1    single    1.340  0.020  1.340
 78A  N1   C5    single    1.440  0.020  1.440
 78A  N1   HN1   single    0.860  0.020  1.020
 78A  C5   C6    single    1.531  0.020  1.531
 78A  C5   C17   single    1.541  0.020  1.541
 78A  C5   H5    single    0.970  0.020  1.090
 78A  C6   O5    double    1.222  0.020  1.222
 78A  C6   N2    single    1.343  0.020  1.343
 78A  C17  C19   single    1.532  0.020  1.532
 78A  C17  C18   single    1.527  0.020  1.527
 78A  C17  H17   single    0.970  0.020  1.090
 78A  C19  C20   single    1.523  0.020  1.523
 78A  C19  H191  single    0.970  0.020  1.090
 78A  C19  H192  single    0.970  0.020  1.090
 78A  C18  H181  single    0.970  0.020  1.090
 78A  C18  H182  single    0.970  0.020  1.090
 78A  C18  H183  single    0.970  0.020  1.090
 78A  C20  H201  single    0.970  0.020  1.090
 78A  C20  H202  single    0.970  0.020  1.090
 78A  C20  H203  single    0.970  0.020  1.090
 78A  N2   C7    single    1.450  0.020  1.450
 78A  N2   C21   single    1.459  0.020  1.459
 78A  C7   C8    single    1.513  0.020  1.513
 78A  C7   C23   single    1.538  0.020  1.538
 78A  C7   H7    single    0.970  0.020  1.090
 78A  C8   O6    single    1.325  0.020  1.325
 78A  C8   O7    double    1.204  0.020  1.204
 78A  O6   HO6   single    0.850  0.020  0.980
 78A  C23  C22   single    1.524  0.020  1.524
 78A  C23  H231  single    0.970  0.020  1.090
 78A  C23  H232  single    0.970  0.020  1.090
 78A  C22  C21   single    1.522  0.020  1.522
 78A  C22  H221  single    0.970  0.020  1.090
 78A  C22  H222  single    0.970  0.020  1.090
 78A  C21  H211  single    0.970  0.020  1.090
 78A  C21  H212  single    0.970  0.020  1.090
 78A  C9   O2    double    1.219  0.020  1.219

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
 78A  HN3   N3   C9    118.99  3.000
 78A  HN3   N3   C10   117.52  3.000
 78A  C9    N3   C10   122.98  3.000
 78A  H102  C10  H101  107.21  3.000
 78A  H102  C10  C11   110.50  3.000
 78A  H101  C10  C11   110.50  3.000
 78A  H102  C10  N3    107.08  3.000
 78A  H101  C10  N3    109.02  3.000
 78A  C11   C10  N3    112.34  3.000
 78A  C12   C11  C16   118.90  3.000
 78A  C12   C11  C10   120.83  3.000
 78A  C16   C11  C10   120.25  3.000
 78A  H16   C16  C15   119.60  3.000
 78A  H16   C16  C11   119.73  3.000
 78A  C15   C16  C11   120.67  3.000
 78A  H15   C15  C14   120.08  3.000
 78A  H15   C15  C16   119.88  3.000
 78A  C14   C15  C16   120.04  3.000
 78A  H14   C14  C13   120.23  3.000
 78A  H14   C14  C15   120.09  3.000
 78A  C13   C14  C15   119.68  3.000
 78A  H13   C13  C12   119.79  3.000
 78A  H13   C13  C14   120.08  3.000
 78A  C12   C13  C14   120.12  3.000
 78A  H12   C12  C13   119.80  3.000
 78A  H12   C12  C11   119.61  3.000
 78A  C13   C12  C11   120.58  3.000
 78A  H2    C2   C9    117.39  3.000
 78A  H2    C2   C3    118.42  3.000
 78A  C9    C2   C3    117.84  3.000
 78A  H2    C2   O1    115.69  3.000
 78A  C9    C2   O1    115.66  3.000
 78A  C3    C2   O1     58.35  3.000
 78A  C3    O1   C2     63.23  3.000
 78A  H3    C3   C4    117.31  3.000
 78A  H3    C3   O1    115.83  3.000
 78A  C4    C3   O1    115.66  3.000
 78A  H3    C3   C2    118.56  3.000
 78A  C4    C3   C2    117.68  3.000
 78A  O1    C3   C2     58.42  3.000
 78A  N1    C4   O4    123.95  3.000
 78A  N1    C4   C3    114.07  3.000
 78A  O4    C4   C3    121.97  3.000
 78A  HN1   N1   C5    118.75  3.000
 78A  HN1   N1   C4    118.65  3.000
 78A  C5    N1   C4    121.22  3.000
 78A  H5    C5   C17   107.41  3.000
 78A  H5    C5   C6    109.11  3.000
 78A  C17   C5   C6    112.10  3.000
 78A  H5    C5   N1    107.62  3.000
 78A  C17   C5   N1    111.00  3.000
 78A  C6    C5   N1    109.46  3.000
 78A  N2    C6   O5    121.16  3.000
 78A  N2    C6   C5    117.35  3.000
 78A  O5    C6   C5    121.48  3.000
 78A  H17   C17  C18   107.21  3.000
 78A  H17   C17  C19   107.23  3.000
 78A  C18   C17  C19   112.91  3.000
 78A  H17   C17  C5    106.35  3.000
 78A  C18   C17  C5    109.86  3.000
 78A  C19   C17  C5    112.86  3.000
 78A  H192  C19  H191  106.17  3.000
 78A  H192  C19  C20   108.72  3.000
 78A  H191  C19  C20   108.53  3.000
 78A  H192  C19  C17   110.59  3.000
 78A  H191  C19  C17   109.27  3.000
 78A  C20   C19  C17   113.29  3.000
 78A  H183  C18  H182  107.42  3.000
 78A  H183  C18  H181  107.74  3.000
 78A  H182  C18  H181  107.43  3.000
 78A  H183  C18  C17   110.99  3.000
 78A  H182  C18  C17   110.93  3.000
 78A  H181  C18  C17   112.12  3.000
 78A  H203  C20  H202  107.73  3.000
 78A  H203  C20  H201  107.35  3.000
 78A  H202  C20  H201  107.62  3.000
 78A  H203  C20  C19   112.15  3.000
 78A  H202  C20  C19   111.28  3.000
 78A  H201  C20  C19   110.51  3.000
 78A  C21   N2   C7    112.46  3.000
 78A  C21   N2   C6    128.50  3.000
 78A  C7    N2   C6    118.77  3.000
 78A  H7    C7   C23   110.35  3.000
 78A  H7    C7   C8    109.58  3.000
 78A  C23   C7   C8    111.07  3.000
 78A  H7    C7   N2    110.43  3.000
 78A  C23   C7   N2    103.80  3.000
 78A  C8    C7   N2    111.50  3.000
 78A  O7    C8   O6    124.08  3.000
 78A  O7    C8   C7    124.49  3.000
 78A  O6    C8   C7    111.32  3.000
 78A  HO6   O6   C8    110.16  3.000
 78A  H232  C23  H231  107.98  3.000
 78A  H232  C23  C22   109.88  3.000
 78A  H231  C23  C22   113.64  3.000
 78A  H232  C23  C7    110.63  3.000
 78A  H231  C23  C7    111.67  3.000
 78A  C22   C23  C7    103.01  3.000
 78A  H222  C22  H221  108.19  3.000
 78A  H222  C22  C21   112.30  3.000
 78A  H221  C22  C21   109.97  3.000
 78A  H222  C22  C23   112.87  3.000
 78A  H221  C22  C23   110.53  3.000
 78A  C21   C22  C23   102.93  3.000
 78A  H212  C21  H211  108.18  3.000
 78A  H212  C21  C22   110.99  3.000
 78A  H211  C21  C22   112.36  3.000
 78A  H212  C21  N2    111.01  3.000
 78A  H211  C21  N2    111.62  3.000
 78A  C22   C21  N2    102.67  3.000
 78A  O2    C9   C2    121.52  3.000
 78A  O2    C9   N3    124.65  3.000
 78A  C2    C9   N3    113.83  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
 78A  CONST_01  C14   C15  C16  C11     0.00   0.0  0
 78A  CONST_02  C14   C13  C12  C11     0.00   0.0  0
 78A  CONST_03  C13   C12  C11  C16     0.00   0.0  0
 78A  CONST_04  C13   C14  C15  C16     0.00   0.0  0
 78A  CONST_05  C12   C11  C16  C15     0.00   0.0  0
 78A  CONST_06  C12   C13  C14  C15     0.00   0.0  0
 78A  CONST_07  C15   C16  C11  C10   180.00   0.0  0
 78A  CONST_08  C13   C12  C11  C10   180.00   0.0  0
 78A  CONST_09  H15   C15  C16  C11   180.00   0.0  0
 78A  CONST_10  H13   C13  C12  C11   180.00   0.0  0
 78A  CONST_11  H12   C12  C11  C16   180.00   0.0  0
 78A  CONST_12  H14   C14  C15  C16   180.00   0.0  0
 78A  CONST_13  H16   C16  C15  C14   180.00   0.0  0
 78A  CONST_14  C7    N2   C6   C5    180.00   0.0  0
 78A  CONST_15  C21   N2   C6   C5      0.00   0.0  0
 78A  CONST_16  C7    N2   C6   O5      0.00   0.0  0
 78A  CONST_17  C21   N2   C6   O5    180.00   0.0  0
 78A  CONST_18  C2    C9   N3   C10   180.00   0.0  0
 78A  CONST_19  C5    N1   C4   C3    180.00   0.0  0
 78A  CONST_20  HN3   N3   C9   C2      0.00   0.0  0
 78A  CONST_21  HN1   N1   C4   C3      0.00   0.0  0
 78A  CONST_22  HO6   O6   C8   C7    180.00   0.0  0
 78A  CONST_23  O2    C9   N3   C10     0.00   0.0  0
 78A  CONST_24  C5    N1   C4   O4      0.00   0.0  0
 78A  Var_01    C23   C22  C21  N2    -35.02  30.0  1
 78A  Var_02    C22   C21  N2   C7     18.91  30.0  1
 78A  Var_03    C21   C22  C23  C7     38.41  30.0  1
 78A  Var_04    C4    C3   O1   C2    108.03  30.0  1
 78A  Var_05    C16   C11  C10  N3    -80.24  30.0  2
 78A  Var_06    O1    C2   C9   N3    159.39  30.0  2
 78A  Var_07    O4    C4   C3   C2     47.60  30.0  3
 78A  Var_08    C9    N3   C10  C11   -82.38  30.0  1
 78A  Var_09    H201  C20  C19  C17  -173.46  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
 78A  chir_03  C5   N1  C6   C17  positiv
 78A  chir_04  C17  C5  C19  C18  positiv
 78A  chir_05  C7   N2  C23  C8   negativ
 78A  chir_06  C2   O1  C3   C9   both
 78A  chir_07  C3   O1  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
 78A  plan-1  C3   0.020
 78A  plan-1  C4   0.020
 78A  plan-1  O4   0.020
 78A  plan-1  N1   0.020
 78A  plan-1  C5   0.020
 78A  plan-1  HN1  0.020
 78A  plan-2  C10  0.020
 78A  plan-2  C11  0.020
 78A  plan-2  C16  0.020
 78A  plan-2  C15  0.020
 78A  plan-2  C14  0.020
 78A  plan-2  C13  0.020
 78A  plan-2  C12  0.020
 78A  plan-2  H16  0.020
 78A  plan-2  H15  0.020
 78A  plan-2  H14  0.020
 78A  plan-2  H13  0.020
 78A  plan-2  H12  0.020
 78A  plan-3  N3   0.020
 78A  plan-3  C10  0.020
 78A  plan-3  C2   0.020
 78A  plan-3  C9   0.020
 78A  plan-3  O2   0.020
 78A  plan-3  HN3  0.020
 78A  plan-4  C5   0.020
 78A  plan-4  C6   0.020
 78A  plan-4  O5   0.020
 78A  plan-4  N2   0.020
 78A  plan-4  C7   0.020
 78A  plan-4  C21  0.020
 78A  plan-5  C7   0.020
 78A  plan-5  C8   0.020
 78A  plan-5  O6   0.020
 78A  plan-5  O7   0.020
 78A  plan-5  HO6  0.020

