# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 12 20:14:19 2020
#   Inital geometry file: a 137 line input string
#   Ligand name: methyl N-{[(2S,3S)-3-(propylcarbamoyl)oxiran-2-yl]carbonyl}-L-isoleucyl-L-prolinate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCNC(=O)[C@H]1O[C@@H]1C(=O)N[C@@H]([C@@H](C)CC)C(=O)N2CCC[C@H]2C(=O)OC
#
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
 74M  74M  'methyl N-{[(2S,3S)-3-(propylcarbamoyl)oxiran-2-yl]carbonyl}-L-isoleucyl-L-prolinate'  ligand  59  28  .  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_74M
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
 74M  C2    C  CH1   0  -0.147   3.2762   0.6690   0.9825
 74M  O1    O  O2    0  -0.444   3.4492   2.0590   1.0711
 74M  C3    C  CH1   0  -0.153   2.5740   1.5928   0.0800
 74M  C4    C  C     0   0.574   1.1139   1.8486   0.3306
 74M  O4    O  O     0  -0.478   0.6846   2.0815   1.4465
 74M  N1    N  NH1   0  -0.645   0.3560   1.7922  -0.7741
 74M  C5    C  CH1   0  -0.209  -1.0796   1.8433  -0.7124
 74M  C6    C  C     0   0.601  -1.6239   0.5263  -0.1437
 74M  O5    O  O     0  -0.489  -0.9153  -0.4598  -0.0058
 74M  C14   C  CH1   0  -0.264  -1.6818   2.2888  -2.0642
 74M  C16   C  CH2   0  -0.438  -1.1450   1.5584  -3.3001
 74M  C15   C  CH3   0  -0.656  -1.4972   3.7958  -2.2292
 74M  C17   C  CH3   0  -0.680  -1.3361   0.0481  -3.3189
 74M  N2    N  NR5   0  -0.481  -2.9086   0.5129   0.2516
 74M  C7    C  CR15  0  -0.156  -3.4245  -0.6786   0.9016
 74M  C8    C  C     0   0.596  -3.3840  -1.8774  -0.0219
 74M  O6    O  O     0  -0.441  -3.6110  -1.8324  -1.2027
 74M  C20   C  CH2   0  -0.486  -4.8697  -0.3018   1.2632
 74M  C19   C  CH2   0  -0.467  -4.8027   1.2139   1.4108
 74M  C18   C  CH2   0  -0.290  -3.8626   1.6165   0.2848
 74M  O7    O  O2    0  -0.451  -3.1448  -2.9915   0.6495
 74M  C9    C  CH3   0  -0.425  -3.1654  -4.2181  -0.0819
 74M  N3    N  NH1   0  -0.651   4.4870  -1.3793   0.8008
 74M  C11   C  CH2   0  -0.236   5.5169  -2.2968   0.3534
 74M  C12   C  CH2   0  -0.476   5.1809  -3.7229   0.7573
 74M  C13   C  CH3   0  -0.665   6.2520  -4.7005   0.2978
 74M  C10   C  C     0   0.569   4.4534  -0.0953   0.4382
 74M  O2    O  O     0  -0.490   5.2759   0.4350  -0.2917
 74M  H2    H  HCH1  0   0.289   2.7139   0.2122   1.7957
 74M  H3    H  HCH1  0   0.292   2.9277   1.6863  -0.9457
 74M  HN1   H  HNH1  0   0.413   0.7866   1.4847  -1.6320
 74M  H5    H  HCH1  0   0.283  -1.3372   2.6189   0.0156
 74M  H14   H  HCH1  0   0.258  -2.7557   2.0893  -2.0180
 74M  H161  H  HCH2  0   0.243  -1.6620   1.9901  -4.1610
 74M  H162  H  HCH2  0   0.218  -0.0886   1.8047  -3.4580
 74M  H151  H  HCH3  0   0.226  -0.4404   4.0666  -2.2662
 74M  H152  H  HCH3  0   0.237  -1.9593   4.1393  -3.1551
 74M  H153  H  HCH3  0   0.233  -1.9541   4.3481  -1.4064
 74M  H171  H  HCH3  0   0.233  -1.0992  -0.3503  -4.3060
 74M  H172  H  HCH3  0   0.224  -0.6966  -0.4622  -2.6006
 74M  H173  H  HCH3  0   0.229  -2.3662  -0.2247  -3.0879
 74M  H7    H  HCR5  0   0.283  -2.8521  -0.8955   1.8078
 74M  H201  H  HCH2  0   0.273  -5.2029  -0.8136   2.1638
 74M  H202  H  HCH2  0   0.254  -5.5520  -0.5650   0.4516
 74M  H191  H  HCH2  0   0.249  -4.3728   1.4864   2.3764
 74M  H192  H  HCH2  0   0.262  -5.7778   1.6909   1.3253
 74M  H181  H  HCH2  0   0.263  -3.3718   2.5710   0.4710
 74M  H182  H  HCH2  0   0.252  -4.4051   1.6909  -0.6616
 74M  H91   H  HCH3  0   0.240  -4.1434  -4.3983  -0.5274
 74M  H92   H  HCH3  0   0.240  -2.4068  -4.2266  -0.8638
 74M  H93   H  HCH3  0   0.253  -2.9483  -4.9998   0.6398
 74M  HN3   H  HNH1  0   0.408   3.7889  -1.7269   1.4395
 74M  H111  H  HCH2  0   0.235   6.4838  -2.0075   0.7759
 74M  H112  H  HCH2  0   0.237   5.6117  -2.2298  -0.7331
 74M  H121  H  HCH2  0   0.234   4.2145  -4.0026   0.3295
 74M  H122  H  HCH2  0   0.233   5.0728  -3.7787   1.8444
 74M  H131  H  HCH3  0   0.224   6.3508  -4.6970  -0.7888
 74M  H132  H  HCH3  0   0.224   7.2259  -4.4484   0.7203
 74M  H133  H  HCH3  0   0.237   6.0110  -5.7176   0.6053

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
 74M  C2   O1    single  1.404  0.020  1.404
 74M  C2   C3    single  1.470  0.020  1.470
 74M  C2   C10   single  1.505  0.020  1.505
 74M  C2   H2    single  0.970  0.020  1.090
 74M  O1   C3    single  1.402  0.020  1.402
 74M  C3   C4    single  1.503  0.020  1.503
 74M  C3   H3    single  0.970  0.020  1.090
 74M  C4   O4    double  1.218  0.020  1.218
 74M  C4   N1    single  1.341  0.020  1.341
 74M  N1   C5    single  1.438  0.020  1.438
 74M  N1   HN1   single  0.860  0.020  1.020
 74M  C5   C6    single  1.534  0.020  1.534
 74M  C5   C14   single  1.545  0.020  1.545
 74M  C5   H5    single  0.970  0.020  1.090
 74M  C6   O5    double  1.222  0.020  1.222
 74M  C6   N2    single  1.344  0.020  1.344
 74M  C14  C16   single  1.533  0.020  1.533
 74M  C14  C15   single  1.527  0.020  1.527
 74M  C14  H14   single  0.970  0.020  1.090
 74M  C16  C17   single  1.522  0.020  1.522
 74M  C16  H161  single  0.970  0.020  1.090
 74M  C16  H162  single  0.970  0.020  1.090
 74M  C15  H151  single  0.970  0.020  1.090
 74M  C15  H152  single  0.970  0.020  1.090
 74M  C15  H153  single  0.970  0.020  1.090
 74M  C17  H171  single  0.970  0.020  1.090
 74M  C17  H172  single  0.970  0.020  1.090
 74M  C17  H173  single  0.970  0.020  1.090
 74M  N2   C7    single  1.452  0.020  1.452
 74M  N2   C18   single  1.459  0.020  1.459
 74M  C7   C8    single  1.514  0.020  1.514
 74M  C7   C20   single  1.537  0.020  1.537
 74M  C7   H7    single  0.970  0.020  1.090
 74M  C8   O6    double  1.203  0.020  1.203
 74M  C8   O7    single  1.323  0.020  1.323
 74M  C20  C19   single  1.524  0.020  1.524
 74M  C20  H201  single  0.970  0.020  1.090
 74M  C20  H202  single  0.970  0.020  1.090
 74M  C19  C18   single  1.521  0.020  1.521
 74M  C19  H191  single  0.970  0.020  1.090
 74M  C19  H192  single  0.970  0.020  1.090
 74M  C18  H181  single  0.970  0.020  1.090
 74M  C18  H182  single  0.970  0.020  1.090
 74M  O7   C9    single  1.428  0.020  1.428
 74M  C9   H91   single  0.970  0.020  1.090
 74M  C9   H92   single  0.970  0.020  1.090
 74M  C9   H93   single  0.970  0.020  1.090
 74M  N3   C11   single  1.450  0.020  1.450
 74M  N3   C10   single  1.335  0.020  1.335
 74M  N3   HN3   single  0.860  0.020  1.020
 74M  C11  C12   single  1.520  0.020  1.520
 74M  C11  H111  single  0.970  0.020  1.090
 74M  C11  H112  single  0.970  0.020  1.090
 74M  C12  C13   single  1.521  0.020  1.521
 74M  C12  H121  single  0.970  0.020  1.090
 74M  C12  H122  single  0.970  0.020  1.090
 74M  C13  H131  single  0.970  0.020  1.090
 74M  C13  H132  single  0.970  0.020  1.090
 74M  C13  H133  single  0.970  0.020  1.090
 74M  C10  O2    double  1.221  0.020  1.221

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
 74M  H2    C2   C10   117.44  3.000
 74M  H2    C2   C3    118.39  3.000
 74M  C10   C2   C3    118.07  3.000
 74M  H2    C2   O1    115.59  3.000
 74M  C10   C2   O1    115.42  3.000
 74M  C3    C2   O1     58.35  3.000
 74M  C3    O1   C2     63.20  3.000
 74M  H3    C3   C4    117.25  3.000
 74M  H3    C3   O1    115.75  3.000
 74M  C4    C3   O1    115.58  3.000
 74M  H3    C3   C2    118.50  3.000
 74M  C4    C3   C2    117.94  3.000
 74M  O1    C3   C2     58.45  3.000
 74M  N1    C4   O4    124.30  3.000
 74M  N1    C4   C3    113.86  3.000
 74M  O4    C4   C3    121.84  3.000
 74M  HN1   N1   C5    118.29  3.000
 74M  HN1   N1   C4    118.20  3.000
 74M  C5    N1   C4    121.84  3.000
 74M  H5    C5   C14   106.61  3.000
 74M  H5    C5   C6    106.15  3.000
 74M  C14   C5   C6    115.68  3.000
 74M  H5    C5   N1    106.78  3.000
 74M  C14   C5   N1    111.21  3.000
 74M  C6    C5   N1    109.85  3.000
 74M  N2    C6   O5    120.86  3.000
 74M  N2    C6   C5    117.17  3.000
 74M  O5    C6   C5    121.91  3.000
 74M  H14   C14  C15   107.66  3.000
 74M  H14   C14  C16   106.93  3.000
 74M  C15   C14  C16   109.93  3.000
 74M  H14   C14  C5    107.05  3.000
 74M  C15   C14  C5    109.38  3.000
 74M  C16   C14  C5    115.56  3.000
 74M  H162  C16  H161  104.69  3.000
 74M  H162  C16  C17   110.01  3.000
 74M  H161  C16  C17   108.83  3.000
 74M  H162  C16  C14   110.28  3.000
 74M  H161  C16  C14   106.33  3.000
 74M  C17   C16  C14   116.02  3.000
 74M  H153  C15  H152  107.66  3.000
 74M  H153  C15  H151  107.78  3.000
 74M  H152  C15  H151  107.66  3.000
 74M  H153  C15  C14   111.55  3.000
 74M  H152  C15  C14   110.57  3.000
 74M  H151  C15  C14   111.44  3.000
 74M  H173  C17  H172  107.33  3.000
 74M  H173  C17  H171  107.80  3.000
 74M  H172  C17  H171  107.36  3.000
 74M  H173  C17  C16   111.36  3.000
 74M  H172  C17  C16   112.53  3.000
 74M  H171  C17  C16   110.26  3.000
 74M  C18   N2   C7    112.22  3.000
 74M  C18   N2   C6    128.61  3.000
 74M  C7    N2   C6    118.65  3.000
 74M  H7    C7   C20   110.24  3.000
 74M  H7    C7   C8    109.54  3.000
 74M  C20   C7   C8    111.28  3.000
 74M  H7    C7   N2    110.35  3.000
 74M  C20   C7   N2    103.79  3.000
 74M  C8    C7   N2    111.54  3.000
 74M  O7    C8   O6    124.31  3.000
 74M  O7    C8   C7    111.24  3.000
 74M  O6    C8   C7    124.34  3.000
 74M  H202  C20  H201  108.08  3.000
 74M  H202  C20  C19   109.82  3.000
 74M  H201  C20  C19   113.64  3.000
 74M  H202  C20  C7    110.70  3.000
 74M  H201  C20  C7    111.55  3.000
 74M  C19   C20  C7    103.02  3.000
 74M  H192  C19  H191  108.22  3.000
 74M  H192  C19  C18   112.30  3.000
 74M  H191  C19  C18   110.21  3.000
 74M  H192  C19  C20   112.87  3.000
 74M  H191  C19  C20   110.56  3.000
 74M  C18   C19  C20   102.63  3.000
 74M  H182  C18  H181  108.17  3.000
 74M  H182  C18  C19   110.62  3.000
 74M  H181  C18  C19   112.57  3.000
 74M  H182  C18  N2    110.87  3.000
 74M  H181  C18  N2    111.84  3.000
 74M  C19   C18  N2    102.75  3.000
 74M  C9    O7   C8    117.44  3.000
 74M  H93   C9   H92   109.40  3.000
 74M  H93   C9   H91   109.40  3.000
 74M  H92   C9   H91   109.29  3.000
 74M  H93   C9   O7    105.96  3.000
 74M  H92   C9   O7    111.35  3.000
 74M  H91   C9   O7    111.37  3.000
 74M  HN3   N3   C10   119.11  3.000
 74M  HN3   N3   C11   117.98  3.000
 74M  C10   N3   C11   122.87  3.000
 74M  H112  C11  H111  106.92  3.000
 74M  H112  C11  C12   109.94  3.000
 74M  H111  C11  C12   109.93  3.000
 74M  H112  C11  N3    109.25  3.000
 74M  H111  C11  N3    109.95  3.000
 74M  C12   C11  N3    110.78  3.000
 74M  H122  C12  H121  106.76  3.000
 74M  H122  C12  C13   109.69  3.000
 74M  H121  C12  C13   109.86  3.000
 74M  H122  C12  C11   109.50  3.000
 74M  H121  C12  C11   109.36  3.000
 74M  C13   C12  C11   111.54  3.000
 74M  H133  C13  H132  107.69  3.000
 74M  H133  C13  H131  107.71  3.000
 74M  H132  C13  H131  107.70  3.000
 74M  H133  C13  C12   111.04  3.000
 74M  H132  C13  C12   111.28  3.000
 74M  H131  C13  C12   111.25  3.000
 74M  O2    C10  N3    124.29  3.000
 74M  O2    C10  C2    121.50  3.000
 74M  N3    C10  C2    114.20  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
 74M  CONST_01  C7    N2   C6   C5    180.00   0.0  0
 74M  CONST_02  C18   N2   C6   C5      0.00   0.0  0
 74M  CONST_03  C7    N2   C6   O5      0.00   0.0  0
 74M  CONST_04  C18   N2   C6   O5    180.00   0.0  0
 74M  CONST_05  C11   N3   C10  C2    180.00   0.0  0
 74M  CONST_06  C5    N1   C4   C3    180.00   0.0  0
 74M  CONST_07  HN3   N3   C10  C2      0.00   0.0  0
 74M  CONST_08  HN1   N1   C4   C3      0.00   0.0  0
 74M  CONST_09  C5    N1   C4   O4      0.00   0.0  0
 74M  CONST_10  O2    C10  N3   C11     0.00   0.0  0
 74M  Var_01    C20   C19  C18  N2    -35.62  30.0  1
 74M  Var_02    C19   C18  N2   C7     19.41  30.0  1
 74M  Var_03    C4    C3   O1   C2    108.39  30.0  1
 74M  Var_04    O4    C4   C3   C2     46.03  30.0  3
 74M  Var_05    N3    C10  C2   O1    156.69  30.0  3
 74M  Var_06    C13   C12  C11  N3   -179.92  30.0  3
 74M  Var_07    C10   N3   C11  C12  -171.60  30.0  1
 74M  Var_08    H171  C17  C16  C14   169.23  30.0  3
 74M  Var_09    H91   C9   O7   C8    -61.17  30.0  3
 74M  Var_10    H131  C13  C12  C11   -60.96  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
 74M  chir_03  C5   N1  C6   C14  positiv
 74M  chir_04  C14  C5  C16  C15  positiv
 74M  chir_05  C7   N2  C20  C8   negativ
 74M  chir_06  C2   O1  C3   C10  both
 74M  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
 74M  plan-1  C3   0.020
 74M  plan-1  C4   0.020
 74M  plan-1  O4   0.020
 74M  plan-1  N1   0.020
 74M  plan-1  C5   0.020
 74M  plan-1  HN1  0.020
 74M  plan-2  C5   0.020
 74M  plan-2  C6   0.020
 74M  plan-2  O5   0.020
 74M  plan-2  N2   0.020
 74M  plan-2  C7   0.020
 74M  plan-2  C18  0.020
 74M  plan-3  C2   0.020
 74M  plan-3  N3   0.020
 74M  plan-3  C11  0.020
 74M  plan-3  C10  0.020
 74M  plan-3  O2   0.020
 74M  plan-3  HN3  0.020
 74M  plan-4  C7   0.020
 74M  plan-4  C8   0.020
 74M  plan-4  O6   0.020
 74M  plan-4  O7   0.020

