# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version 1.18.1-3865-
#   - file written: Tue Jun 30 15:54:47 2020
#   Inital geometry file: a 148 line input string
#   Ligand name: tert-butyl [(1S)-1-({(2R,3S)-2-[(1S)-1-formylpropyl]-3-[(methylsulfonyl)amino]pyrrolidin-1-yl}carbonyl)-2-methylpropyl]carbamate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC[C@H](C=O)[C@@H]1[C@H](CCN1C(=O)[C@@H](NC(=O)OC(C)(C)C)C(C)C)N[S](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
 TRL  TRL  'tert-butyl [(1S)-1-({(2R,3S)-2-[(1S)-1-formylpropyl]-3-[(methylsulfonyl)amino]pyrrolidin-1-yl}carbonyl)-2-methylpropyl]carbamate'  ligand  64  29  .  2021-08-23  2021-08-23  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_TRL
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
 TRL  O1    O  O     0  -0.370   2.8303  -2.0011   2.6159
 TRL  C28   C  C1    0   0.197   2.8371  -0.9555   2.0154
 TRL  C27   C  CH1   0  -0.362   1.9757   0.2388   2.3485
 TRL  C3    C  CH2   0  -0.434   2.6970   1.5186   1.9219
 TRL  C4    C  CH3   0  -0.672   1.9932   2.7914   2.3628
 TRL  C8    C  CR15  0  -0.041   0.5582   0.0203   1.7800
 TRL  N10   N  NR5   0  -0.495   0.5050  -0.6108   0.4526
 TRL  C9    C  CH2   0  -0.318  -0.1491  -1.9218   0.5406
 TRL  C12   C  CH2   0  -0.438  -1.1045  -1.7489   1.7060
 TRL  C14   C  CR15  0  -0.123  -0.2580  -0.9367   2.6750
 TRL  N3    N  NC1   0  -0.759  -0.9541  -0.1728   3.6900
 TRL  S1    S  S     0   1.341  -1.3681  -0.8958   5.1175
 TRL  O4    O  OS    0  -0.663  -1.6145  -2.3212   4.9361
 TRL  O5    O  OS    0  -0.671  -2.4153  -0.0698   5.7004
 TRL  C1    C  CH3   0  -0.790   0.1166  -0.7257   6.0744
 TRL  C2    C  C     0   0.571   0.5672   0.1665  -0.6515
 TRL  O2    O  O     0  -0.480   0.7657   1.3710  -0.5805
 TRL  C5    C  CH1   0  -0.181   0.4586  -0.4892  -2.0267
 TRL  C6    C  CH1   0  -0.234   1.8263  -1.0226  -2.5239
 TRL  C13   C  CH3   0  -0.668   2.9165   0.0416  -2.5378
 TRL  C7    C  CH3   0  -0.666   2.2816  -2.2686  -1.7759
 TRL  N1    N  NH1   0  -0.662  -0.0826   0.5012  -2.9237
 TRL  C11   C  C     0   0.765  -0.7678   0.1642  -4.0346
 TRL  O3    O  O     0  -0.523  -1.0550  -0.9775  -4.3389
 TRL  O6    O  O2    0  -0.505  -1.0806   1.2574  -4.7297
 TRL  C15   C  CT    0   0.188  -1.8840   1.2127  -5.9396
 TRL  C21   C  CH3   0  -0.658  -1.9869   2.6809  -6.3367
 TRL  C26   C  CH3   0  -0.668  -1.1752   0.4301  -7.0386
 TRL  C25   C  CH3   0  -0.673  -3.2753   0.6636  -5.6467
 TRL  H28   H  H     0   0.197   3.5070  -0.8192   1.1452
 TRL  H27   H  HCH1  0   0.274   1.8574   0.2720   3.4382
 TRL  HC31  H  HCH2  0   0.238   2.8509   1.5308   0.8421
 TRL  HC32  H  HCH2  0   0.238   3.6950   1.4950   2.3699
 TRL  HC41  H  HCH3  0   0.237   2.6004   3.6649   2.1251
 TRL  HC42  H  HCH3  0   0.229   1.0317   2.9217   1.8671
 TRL  HC43  H  HCH3  0   0.221   1.8186   2.7946   3.4404
 TRL  HC8   H  HCR5  0   0.284   0.0461   0.9841   1.7319
 TRL  HC91  H  HCH2  0   0.254   0.5866  -2.7036   0.7444
 TRL  HC92  H  HCH2  0   0.278  -0.6588  -2.1870  -0.3802
 TRL  H121  H  HCH2  0   0.269  -1.4343  -2.6966   2.1271
 TRL  H122  H  HCH2  0   0.250  -1.9842  -1.1811   1.3925
 TRL  H14   H  HCR5  0   0.280   0.4296  -1.6179   3.1821
 TRL  HN3   H  HNC1  0   0.417  -1.6924   0.4341   3.3475
 TRL  HC11  H  HCH3  0   0.306  -0.0562  -1.1922   7.0428
 TRL  HC12  H  HCH3  0   0.286   0.9380  -1.2311   5.5704
 TRL  HC13  H  HCH3  0   0.295   0.3414   0.3301   6.1982
 TRL  HC5   H  HCH1  0   0.278  -0.2331  -1.3310  -2.0084
 TRL  HC6   H  HCH1  0   0.248   1.6366  -1.3229  -3.5589
 TRL  H131  H  HCH3  0   0.238   3.7981  -0.3374  -3.0561
 TRL  H132  H  HCH3  0   0.233   2.6003   0.9475  -3.0563
 TRL  H133  H  HCH3  0   0.219   3.2306   0.3235  -1.5309
 TRL  HC71  H  HCH3  0   0.216   2.5450  -2.0516  -0.7404
 TRL  HC72  H  HCH3  0   0.233   1.5128  -3.0427  -1.7720
 TRL  HC73  H  HCH3  0   0.246   3.1686  -2.6868  -2.2525
 TRL  HN1   H  HNH1  0   0.396   0.1471   1.4679  -2.7522
 TRL  H211  H  HCH3  0   0.230  -2.5961   2.7792  -7.2350
 TRL  H212  H  HCH3  0   0.237  -2.4566   3.2727  -5.5494
 TRL  H213  H  HCH3  0   0.237  -1.0050   3.1070  -6.5490
 TRL  H261  H  HCH3  0   0.234  -0.1698   0.8196  -7.2069
 TRL  H262  H  HCH3  0   0.246  -1.1046  -0.6317  -6.8154
 TRL  H263  H  HCH3  0   0.233  -1.7296   0.5386  -7.9716
 TRL  H251  H  HCH3  0   0.235  -3.7455   1.2180  -4.8326
 TRL  H252  H  HCH3  0   0.235  -3.9020   0.7837  -6.5308
 TRL  H253  H  HCH3  0   0.246  -3.2631  -0.3926  -5.3883

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
 TRL  O1   C28   double  1.206  0.020  1.206
 TRL  C28  C27   single  1.510  0.020  1.510
 TRL  C28  H28   single  0.930  0.020  1.080
 TRL  C27  C3    single  1.530  0.020  1.530
 TRL  C27  C8    single  1.543  0.020  1.543
 TRL  C27  H27   single  0.970  0.020  1.090
 TRL  C3   C4    single  1.520  0.020  1.520
 TRL  C3   HC31  single  0.970  0.020  1.090
 TRL  C3   HC32  single  0.970  0.020  1.090
 TRL  C4   HC41  single  0.970  0.020  1.090
 TRL  C4   HC42  single  0.970  0.020  1.090
 TRL  C4   HC43  single  0.970  0.020  1.090
 TRL  C8   N10   single  1.471  0.020  1.471
 TRL  C8   C14   single  1.544  0.020  1.544
 TRL  C8   HC8   single  0.970  0.020  1.090
 TRL  N10  C9    single  1.468  0.020  1.468
 TRL  N10  C2    single  1.352  0.020  1.352
 TRL  C9   C12   single  1.517  0.020  1.517
 TRL  C9   HC91  single  0.970  0.020  1.090
 TRL  C9   HC92  single  0.970  0.020  1.090
 TRL  C12  C14   single  1.522  0.020  1.522
 TRL  C12  H121  single  0.970  0.020  1.090
 TRL  C12  H122  single  0.970  0.020  1.090
 TRL  C14  N3    single  1.449  0.020  1.449
 TRL  C14  H14   single  0.970  0.020  1.090
 TRL  N3   S1    single  1.653  0.020  1.653
 TRL  N3   HN3   single  0.890  0.020  1.040
 TRL  S1   O4    double  1.458  0.020  1.458
 TRL  S1   O5    double  1.456  0.020  1.456
 TRL  S1   C1    single  1.774  0.020  1.774
 TRL  C1   HC11  single  0.970  0.020  1.090
 TRL  C1   HC12  single  0.970  0.020  1.090
 TRL  C1   HC13  single  0.970  0.020  1.090
 TRL  C2   O2    double  1.223  0.020  1.223
 TRL  C2   C5    single  1.527  0.020  1.527
 TRL  C5   C6    single  1.550  0.020  1.550
 TRL  C5   N1    single  1.442  0.020  1.442
 TRL  C5   HC5   single  0.970  0.020  1.090
 TRL  C6   C13   single  1.523  0.020  1.523
 TRL  C6   C7    single  1.523  0.020  1.523
 TRL  C6   HC6   single  0.970  0.020  1.090
 TRL  C13  H131  single  0.970  0.020  1.090
 TRL  C13  H132  single  0.970  0.020  1.090
 TRL  C13  H133  single  0.970  0.020  1.090
 TRL  C7   HC71  single  0.970  0.020  1.090
 TRL  C7   HC72  single  0.970  0.020  1.090
 TRL  C7   HC73  single  0.970  0.020  1.090
 TRL  N1   C11   single  1.348  0.020  1.348
 TRL  N1   HN1   single  0.860  0.020  1.020
 TRL  C11  O3    double  1.216  0.020  1.216
 TRL  C11  O6    single  1.333  0.020  1.333
 TRL  O6   C15   single  1.453  0.020  1.453
 TRL  C15  C21   single  1.524  0.020  1.524
 TRL  C15  C26   single  1.524  0.020  1.524
 TRL  C15  C25   single  1.524  0.020  1.524
 TRL  C21  H211  single  0.970  0.020  1.090
 TRL  C21  H212  single  0.970  0.020  1.090
 TRL  C21  H213  single  0.970  0.020  1.090
 TRL  C26  H261  single  0.970  0.020  1.090
 TRL  C26  H262  single  0.970  0.020  1.090
 TRL  C26  H263  single  0.970  0.020  1.090
 TRL  C25  H251  single  0.970  0.020  1.090
 TRL  C25  H252  single  0.970  0.020  1.090
 TRL  C25  H253  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
 TRL  H28   C28  C27   114.93  3.000
 TRL  H28   C28  O1    120.12  3.000
 TRL  C27   C28  O1    124.95  3.000
 TRL  H27   C27  C8    105.74  3.000
 TRL  H27   C27  C3    107.62  3.000
 TRL  C8    C27  C3    116.67  3.000
 TRL  H27   C27  C28   107.75  3.000
 TRL  C8    C27  C28   109.32  3.000
 TRL  C3    C27  C28   109.34  3.000
 TRL  HC32  C3   HC31  106.08  3.000
 TRL  HC32  C3   C4    108.76  3.000
 TRL  HC31  C3   C4    110.07  3.000
 TRL  HC32  C3   C27   107.33  3.000
 TRL  HC31  C3   C27   110.61  3.000
 TRL  C4    C3   C27   113.66  3.000
 TRL  HC43  C4   HC42  107.92  3.000
 TRL  HC43  C4   HC41  107.58  3.000
 TRL  HC42  C4   HC41  107.25  3.000
 TRL  HC43  C4   C3    111.28  3.000
 TRL  HC42  C4   C3    112.14  3.000
 TRL  HC41  C4   C3    110.48  3.000
 TRL  HC8   C8   C14   108.94  3.000
 TRL  HC8   C8   N10   108.78  3.000
 TRL  C14   C8   N10   103.77  3.000
 TRL  HC8   C8   C27   108.78  3.000
 TRL  C14   C8   C27   111.10  3.000
 TRL  N10   C8   C27   115.25  3.000
 TRL  C2    N10  C9    125.67  3.000
 TRL  C2    N10  C8    119.26  3.000
 TRL  C9    N10  C8    110.20  3.000
 TRL  HC92  C9   HC91  107.44  3.000
 TRL  HC92  C9   C12   112.57  3.000
 TRL  HC91  C9   C12   111.24  3.000
 TRL  HC92  C9   N10   112.13  3.000
 TRL  HC91  C9   N10   110.50  3.000
 TRL  C12   C9   N10   103.00  3.000
 TRL  H122  C12  H121  108.63  3.000
 TRL  H122  C12  C14   110.68  3.000
 TRL  H121  C12  C14   112.77  3.000
 TRL  H122  C12  C9    110.23  3.000
 TRL  H121  C12  C9    112.89  3.000
 TRL  C14   C12  C9    101.52  3.000
 TRL  H14   C14  N3    107.81  3.000
 TRL  H14   C14  C12   108.24  3.000
 TRL  N3    C14  C12   117.41  3.000
 TRL  H14   C14  C8    108.83  3.000
 TRL  N3    C14  C8    109.48  3.000
 TRL  C12   C14  C8    104.82  3.000
 TRL  HN3   N3   S1    111.76  3.000
 TRL  HN3   N3   C14   115.37  3.000
 TRL  S1    N3   C14   119.66  3.000
 TRL  C1    S1   O5    109.37  3.000
 TRL  C1    S1   O4    107.59  3.000
 TRL  O5    S1   O4    118.89  3.000
 TRL  C1    S1   N3    102.37  3.000
 TRL  O5    S1   N3    106.13  3.000
 TRL  O4    S1   N3    111.25  3.000
 TRL  HC13  C1   HC12  110.36  3.000
 TRL  HC13  C1   HC11  110.35  3.000
 TRL  HC12  C1   HC11  109.43  3.000
 TRL  HC13  C1   S1    109.13  3.000
 TRL  HC12  C1   S1    109.72  3.000
 TRL  HC11  C1   S1    107.81  3.000
 TRL  C5    C2   O2    119.12  3.000
 TRL  C5    C2   N10   119.03  3.000
 TRL  O2    C2   N10   121.77  3.000
 TRL  HC5   C5   N1    107.63  3.000
 TRL  HC5   C5   C6    107.44  3.000
 TRL  N1    C5   C6    111.60  3.000
 TRL  HC5   C5   C2    111.20  3.000
 TRL  N1    C5   C2    106.98  3.000
 TRL  C6    C5   C2    111.95  3.000
 TRL  HC6   C6   C7    106.97  3.000
 TRL  HC6   C6   C13   107.89  3.000
 TRL  C7    C6   C13   111.23  3.000
 TRL  HC6   C6   C5    104.17  3.000
 TRL  C7    C6   C5    112.82  3.000
 TRL  C13   C6   C5    113.20  3.000
 TRL  H133  C13  H132  107.90  3.000
 TRL  H133  C13  H131  107.19  3.000
 TRL  H132  C13  H131  107.27  3.000
 TRL  H133  C13  C6    112.20  3.000
 TRL  H132  C13  C6    112.15  3.000
 TRL  H131  C13  C6    109.88  3.000
 TRL  HC73  C7   HC72  107.62  3.000
 TRL  HC73  C7   HC71  107.15  3.000
 TRL  HC72  C7   HC71  107.94  3.000
 TRL  HC73  C7   C6    110.02  3.000
 TRL  HC72  C7   C6    111.82  3.000
 TRL  HC71  C7   C6    112.07  3.000
 TRL  HN1   N1   C11   119.71  3.000
 TRL  HN1   N1   C5    117.86  3.000
 TRL  C11   N1   C5    122.13  3.000
 TRL  O6    C11  O3    125.75  3.000
 TRL  O6    C11  N1    110.13  3.000
 TRL  O3    C11  N1    124.13  3.000
 TRL  C15   O6   C11   122.61  3.000
 TRL  C25   C15  C26   112.21  3.000
 TRL  C25   C15  C21   109.60  3.000
 TRL  C26   C15  C21   109.76  3.000
 TRL  C25   C15  O6    110.84  3.000
 TRL  C26   C15  O6    111.05  3.000
 TRL  C21   C15  O6    102.98  3.000
 TRL  H213  C21  H212  108.41  3.000
 TRL  H213  C21  H211  107.90  3.000
 TRL  H212  C21  H211  107.77  3.000
 TRL  H213  C21  C15   111.47  3.000
 TRL  H212  C21  C15   111.31  3.000
 TRL  H211  C21  C15   109.84  3.000
 TRL  H263  C26  H262  107.80  3.000
 TRL  H263  C26  H261  107.51  3.000
 TRL  H262  C26  H261  108.68  3.000
 TRL  H263  C26  C15   109.24  3.000
 TRL  H262  C26  C15   112.56  3.000
 TRL  H261  C26  C15   110.88  3.000
 TRL  H253  C25  H252  107.83  3.000
 TRL  H253  C25  H251  108.72  3.000
 TRL  H252  C25  H251  107.53  3.000
 TRL  H253  C25  C15   112.67  3.000
 TRL  H252  C25  C15   109.22  3.000
 TRL  H251  C25  C15   110.70  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
 TRL  CONST_01  O2    C2   N10  C8      0.00   0.0  0
 TRL  CONST_02  C5    C2   N10  C8    180.00   0.0  0
 TRL  Var_01    C12   C9   N10  C8     29.34  30.0  1
 TRL  Var_02    C14   C12  C9   N10   -39.99  30.0  1
 TRL  Var_03    O4    S1   N3   C14   -30.05  30.0  3
 TRL  Var_04    O3    C11  N1   C5      4.35  30.0  2
 TRL  Var_05    C21   C15  O6   C11   178.83  30.0  3
 TRL  Var_06    HC41  C4   C3   C27   174.07  30.0  3
 TRL  Var_07    HC11  C1   S1   N3   -179.21  30.0  3
 TRL  Var_08    H131  C13  C6   C5   -170.05  30.0  3
 TRL  Var_09    HC71  C7   C6   C5    -69.03  30.0  3
 TRL  Var_10    H211  C21  C15  O6   -178.75  30.0  3
 TRL  Var_11    H261  C26  C15  O6    -53.39  30.0  3
 TRL  Var_12    H251  C25  C15  O6     53.15  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
 TRL  chir_01  C27  C28  C3   C8   negativ
 TRL  chir_02  C8   N10  C27  C14  positiv
 TRL  chir_03  C14  N3   C8   C12  positiv
 TRL  chir_04  C5   N1   C2   C6   positiv

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
 TRL  plan-1  C8   0.020
 TRL  plan-1  N10  0.020
 TRL  plan-1  C9   0.020
 TRL  plan-1  C2   0.020
 TRL  plan-1  O2   0.020
 TRL  plan-1  C5   0.020
 TRL  plan-2  O1   0.020
 TRL  plan-2  C28  0.020
 TRL  plan-2  C27  0.020
 TRL  plan-2  H28  0.020
 TRL  plan-3  N1   0.020
 TRL  plan-3  C11  0.020
 TRL  plan-3  O3   0.020
 TRL  plan-3  O6   0.020

