# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Jul 30 08:02:09 2021
#   Inital geometry file: a 175 line input string
#   Ligand name: (2R,4S)-N-butyl-4-[(5S,8S,10R)-5,10-dimethyl-3,3,6-trioxo-3lambda~6~-thia-7-azabicyclo[11.3.1]heptadeca-1(17),13,15-trien-8-yl]-4-hydroxy-2-methylbutanamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCCNC(=O)[C@H](C)C[C@H](O)[C@@H]1C[C@H](C)CCc2cccc(C[S](=O)(=O)C[C@@H](C)C(=O)N1)c2
#
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
 E51  E51  (2R,4S)-N-butyl-4-[(5S,8S,10R)-5,10-dimethyl-3,3,6-trioxo-3lambda~6~-thia-7-azabicyclo[11.3.1]heptadeca-1(17),13,15-trien-8-yl]-4-hydroxy-2-methylbutanamide  ligand  76  34  .  2022-03-18  2022-07-24
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_E51
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
 E51  C2   C  CH2   0  -0.619  27.3959   6.8083  17.6736
 E51  C5   C  CH1   0  -0.386  27.4611   5.4154  17.0409
 E51  C10  C  CH1   0  -0.119  30.1318   5.9958  14.4056
 E51  C12  C  CH2   0  -0.428  31.2048   6.9821  14.8754
 E51  C15  C  CH1   0  -0.237  30.6683   8.2043  15.6249
 E51  C17  C  CH2   0  -0.412  31.8272   9.0444  16.1679
 E51  C20  C  CH2   0  -0.527  31.4193  10.0901  17.2170
 E51  C23  C  CR6   0   0.153  30.8936   9.4563  18.4750
 E51  C24  C  CR16  0  -0.370  29.5272   9.3061  18.6943
 E51  C26  C  CR6   0   0.121  29.0367   8.6372  19.8142
 E51  C27  C  CR16  0  -0.285  29.9327   8.1370  20.7534
 E51  C29  C  CR16  0  -0.228  31.2964   8.3045  20.5630
 E51  C31  C  CR16  0  -0.312  31.7721   8.9478  19.4296
 E51  C33  C  CH2   0  -0.704  27.5663   8.4264  19.9806
 E51  C36  C  CH3   0  -0.678  29.7300   9.0423  14.7614
 E51  C40  C  CH1   0   0.052  30.7283   4.8131  13.6286
 E51  C44  C  CH2   0  -0.428  29.6402   3.8759  13.1270
 E51  C47  C  CH1   0  -0.370  30.1367   2.7640  12.1990
 E51  C49  C  CH3   0  -0.655  28.9863   1.8456  11.7957
 E51  C53  C  C     0   0.556  30.7733   3.3736  10.9625
 E51  C60  C  CH2   0  -0.478  34.3537   3.4968   9.9693
 E51  C63  C  CH2   0  -0.431  35.2200   3.9441   8.7960
 E51  C66  C  CH3   0  -0.670  35.1646   5.4416   8.5194
 E51  C7   C  C     0   0.567  28.0107   5.6661  15.6381
 E51  C71  C  CH3   0  -0.652  26.1216   4.6965  17.0065
 E51  N55  N  NH1   0  -0.636  32.0967   3.2028  10.8442
 E51  N8   N  NH1   0  -0.621  29.3443   5.5498  15.5372
 E51  O42  O  OH1   0  -0.673  31.6239   4.0563  14.4159
 E51  O54  O  O     0  -0.507  30.1153   3.9961  10.1368
 E51  O70  O  O     0  -0.486  27.2806   6.0153  14.7233
 E51  S1   S  S     0   1.210  27.0404   6.7834  19.4330
 E51  H1   H  HCH2  0   0.310  28.3647   7.3031  17.5810
 E51  H2   H  HCH2  0   0.316  26.6406   7.4390  17.2016
 E51  H3   H  HCH1  0   0.282  28.1790   4.8139  17.6052
 E51  H4   H  HCH1  0   0.259  29.4525   6.5039  13.7198
 E51  H5   H  HCH2  0   0.228  31.9139   6.4621  15.5288
 E51  H6   H  HCH2  0   0.234  31.7723   7.3134  13.9986
 E51  H7   H  HCH1  0   0.220  30.1052   7.8396  16.4912
 E51  H8   H  HCH2  0   0.227  32.5745   8.3841  16.6188
 E51  H9   H  HCH2  0   0.228  32.3286   9.5536  15.3387
 E51  H10  H  HCH2  0   0.254  32.2944  10.6998  17.4536
 E51  H11  H  HCH2  0   0.244  30.6739  10.7720  16.8011
 E51  H12  H  HCR6  0   0.263  28.8288   9.7168  17.9713
 E51  H13  H  HCR6  0   0.256  29.5681   7.6270  21.6354
 E51  H14  H  HCR6  0   0.258  31.9925   7.9263  21.3005
 E51  H15  H  HCR6  0   0.252  32.8405   9.0616  19.2859
 E51  H16  H  HCH2  0   0.327  26.9686   9.1450  19.4170
 E51  H17  H  HCH2  0   0.340  27.2513   8.4668  21.0264
 E51  H18  H  HCH3  0   0.232  29.4180   9.9519  15.2756
 E51  H19  H  HCH3  0   0.222  30.2233   9.3422  13.8336
 E51  H20  H  HCH3  0   0.234  28.8195   8.5054  14.4951
 E51  H21  H  HCH1  0   0.219  31.2504   5.2512  12.7658
 E51  H22  H  HCH2  0   0.232  28.8775   4.4658  12.6117
 E51  H23  H  HCH2  0   0.237  29.1441   3.4110  13.9836
 E51  H24  H  HCH1  0   0.249  30.8792   2.1670  12.7362
 E51  H25  H  HCH3  0   0.233  28.5267   1.4069  12.6819
 E51  H26  H  HCH3  0   0.226  28.2157   2.3938  11.2539
 E51  H27  H  HCH3  0   0.236  29.3290   1.0275  11.1607
 E51  H28  H  HCH2  0   0.233  32.6626   4.8030   9.6395
 E51  H29  H  HCH2  0   0.227  32.5589   3.2633   8.8024
 E51  H30  H  HCH2  0   0.236  34.5194   2.4298  10.1474
 E51  H31  H  HCH2  0   0.228  34.6703   4.0190  10.8783
 E51  H32  H  HCH2  0   0.218  34.9262   3.3924   7.8978
 E51  H33  H  HCH2  0   0.231  36.2533   3.6563   9.0030
 E51  H34  H  HCH3  0   0.232  35.8675   5.7200   7.7337
 E51  H35  H  HCH3  0   0.222  34.1745   5.7641   8.1952
 E51  H36  H  HCH3  0   0.218  35.4226   6.0150   9.4120
 E51  H37  H  HCH3  0   0.241  25.7761   4.4683  18.0132
 E51  H38  H  HCH3  0   0.235  25.3578   5.2971  16.5150
 E51  H39  H  HCH3  0   0.246  26.2084   3.7518  16.4703
 E51  H40  H  HNH1  0   0.395  32.5792   2.6742  11.5524
 E51  H41  H  HNH1  0   0.396  29.8517   5.2098  16.3397
 E51  H42  H  HOH1  0   0.455  32.4672   4.5155  14.4584
 E51  O75  O  OS    0  -0.675  25.5955   6.6863  19.6464
 E51  C57  C  CH2   0  -0.236  32.8691   3.7352   9.7406
 E51  O76  O  OS    0  -0.665  27.8976   5.7770  20.0580

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
 E51  C66  C63  single    1.524  0.020  1.524
 E51  C63  C60  single    1.526  0.020  1.526
 E51  C60  C57  single    1.521  0.020  1.521
 E51  C57  N55  single    1.448  0.020  1.448
 E51  N55  C53  single    1.340  0.020  1.340
 E51  O54  C53  double    1.226  0.020  1.226
 E51  C53  C47  single    1.519  0.020  1.519
 E51  C49  C47  single    1.526  0.020  1.526
 E51  C47  C44  single    1.531  0.020  1.531
 E51  C44  C40  single    1.521  0.020  1.521
 E51  O70  C7   double    1.221  0.020  1.221
 E51  C40  C10  single    1.536  0.020  1.536
 E51  C40  O42  single    1.412  0.020  1.412
 E51  C10  C12  single    1.531  0.020  1.531
 E51  C10  N8   single    1.449  0.020  1.449
 E51  C36  C15  single    1.526  0.020  1.526
 E51  C7   N8   single    1.343  0.020  1.343
 E51  C7   C5   single    1.527  0.020  1.527
 E51  C12  C15  single    1.531  0.020  1.531
 E51  C71  C5   single    1.521  0.020  1.521
 E51  C15  C17  single    1.531  0.020  1.531
 E51  C5   C2   single    1.531  0.020  1.531
 E51  C17  C20  single    1.536  0.020  1.536
 E51  C2   S1   single    1.795  0.020  1.795
 E51  C20  C23  single    1.504  0.020  1.504
 E51  O75  S1   double    1.464  0.020  1.464
 E51  S1   O76  double    1.462  0.020  1.462
 E51  S1   C33  single    1.810  0.020  1.810
 E51  C24  C23  aromatic  1.392  0.020  1.392
 E51  C24  C26  aromatic  1.394  0.020  1.394
 E51  C23  C31  single    1.393  0.020  1.393
 E51  C33  C26  single    1.495  0.020  1.495
 E51  C26  C27  single    1.391  0.020  1.391
 E51  C31  C29  aromatic  1.387  0.020  1.387
 E51  C27  C29  aromatic  1.387  0.020  1.387
 E51  C2   H1   single    0.970  0.020  1.090
 E51  C2   H2   single    0.970  0.020  1.090
 E51  C5   H3   single    0.970  0.020  1.090
 E51  C10  H4   single    0.970  0.020  1.090
 E51  C12  H5   single    0.970  0.020  1.090
 E51  C12  H6   single    0.970  0.020  1.090
 E51  C15  H7   single    0.970  0.020  1.090
 E51  C17  H8   single    0.970  0.020  1.090
 E51  C17  H9   single    0.970  0.020  1.090
 E51  C20  H10  single    0.970  0.020  1.090
 E51  C20  H11  single    0.970  0.020  1.090
 E51  C24  H12  single    0.930  0.020  1.080
 E51  C27  H13  single    0.930  0.020  1.080
 E51  C29  H14  single    0.930  0.020  1.080
 E51  C31  H15  single    0.930  0.020  1.080
 E51  C33  H16  single    0.970  0.020  1.090
 E51  C33  H17  single    0.970  0.020  1.090
 E51  C36  H18  single    0.970  0.020  1.090
 E51  C36  H19  single    0.970  0.020  1.090
 E51  C36  H20  single    0.970  0.020  1.090
 E51  C40  H21  single    0.970  0.020  1.090
 E51  C44  H22  single    0.970  0.020  1.090
 E51  C44  H23  single    0.970  0.020  1.090
 E51  C47  H24  single    0.970  0.020  1.090
 E51  C49  H25  single    0.970  0.020  1.090
 E51  C49  H26  single    0.970  0.020  1.090
 E51  C49  H27  single    0.970  0.020  1.090
 E51  C57  H28  single    0.970  0.020  1.090
 E51  C57  H29  single    0.970  0.020  1.090
 E51  C60  H30  single    0.970  0.020  1.090
 E51  C60  H31  single    0.970  0.020  1.090
 E51  C63  H32  single    0.970  0.020  1.090
 E51  C63  H33  single    0.970  0.020  1.090
 E51  C66  H34  single    0.970  0.020  1.090
 E51  C66  H35  single    0.970  0.020  1.090
 E51  C66  H36  single    0.970  0.020  1.090
 E51  C71  H37  single    0.970  0.020  1.090
 E51  C71  H38  single    0.970  0.020  1.090
 E51  C71  H39  single    0.970  0.020  1.090
 E51  N55  H40  single    0.860  0.020  1.020
 E51  N8   H41  single    0.860  0.020  1.020
 E51  O42  H42  single    0.850  0.020  0.980

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
 E51  H2   C2   H1   108.39  3.000
 E51  H2   C2   S1   107.15  3.000
 E51  H1   C2   S1   105.38  3.000
 E51  H2   C2   C5   112.12  3.000
 E51  H1   C2   C5   109.84  3.000
 E51  S1   C2   C5   113.63  3.000
 E51  H3   C5   C71  109.26  3.000
 E51  H3   C5   C7   109.15  3.000
 E51  C71  C5   C7   111.95  3.000
 E51  H3   C5   C2   108.37  3.000
 E51  C71  C5   C2   113.70  3.000
 E51  C7   C5   C2   104.21  3.000
 E51  H4   C10  N8   107.21  3.000
 E51  H4   C10  C40  106.41  3.000
 E51  N8   C10  C40  111.67  3.000
 E51  H4   C10  C12  109.22  3.000
 E51  N8   C10  C12  109.84  3.000
 E51  C40  C10  C12  112.28  3.000
 E51  H6   C12  H5   106.59  3.000
 E51  H6   C12  C15  109.38  3.000
 E51  H5   C12  C15  108.29  3.000
 E51  H6   C12  C10  108.19  3.000
 E51  H5   C12  C10  109.32  3.000
 E51  C15  C12  C10  114.77  3.000
 E51  H7   C15  C36  108.32  3.000
 E51  H7   C15  C17  106.93  3.000
 E51  C36  C15  C17  111.40  3.000
 E51  H7   C15  C12  107.54  3.000
 E51  C17  C15  C12  110.27  3.000
 E51  C36  C15  C12  112.14  3.000
 E51  H9   C17  H8   106.26  3.000
 E51  H9   C17  C20  108.80  3.000
 E51  H8   C17  C20  108.10  3.000
 E51  H9   C17  C15  109.47  3.000
 E51  H8   C17  C15  109.39  3.000
 E51  C20  C17  C15  114.50  3.000
 E51  H11  C20  H10  106.30  3.000
 E51  H11  C20  C23  110.06  3.000
 E51  H10  C20  C23  109.52  3.000
 E51  H11  C20  C17  110.24  3.000
 E51  H10  C20  C17  108.36  3.000
 E51  C23  C20  C17  112.16  3.000
 E51  C31  C23  C24  118.14  3.000
 E51  C31  C23  C20  120.44  3.000
 E51  C24  C23  C20  121.36  3.000
 E51  H12  C24  C26  119.36  3.000
 E51  H12  C24  C23  119.05  3.000
 E51  C26  C24  C23  121.59  3.000
 E51  C33  C26  C27  120.51  3.000
 E51  C27  C26  C24  119.24  3.000
 E51  C33  C26  C24  120.22  3.000
 E51  H13  C27  C29  120.00  3.000
 E51  H13  C27  C26  120.18  3.000
 E51  C29  C27  C26  119.81  3.000
 E51  H14  C29  C31  119.88  3.000
 E51  H14  C29  C27  119.78  3.000
 E51  C31  C29  C27  120.34  3.000
 E51  H15  C31  C29  119.66  3.000
 E51  H15  C31  C23  119.49  3.000
 E51  C29  C31  C23  120.85  3.000
 E51  H17  C33  H16  108.18  3.000
 E51  H17  C33  S1   103.85  3.000
 E51  H16  C33  S1   106.40  3.000
 E51  H17  C33  C26  112.63  3.000
 E51  H16  C33  C26  112.85  3.000
 E51  S1   C33  C26  112.34  3.000
 E51  H20  C36  H19  107.75  3.000
 E51  H20  C36  H18  106.68  3.000
 E51  H19  C36  H18  107.50  3.000
 E51  H20  C36  C15  112.42  3.000
 E51  H19  C36  C15  110.71  3.000
 E51  H18  C36  C15  111.54  3.000
 E51  H21  C40  O42  110.49  3.000
 E51  H21  C40  C44  109.05  3.000
 E51  O42  C40  C44  107.90  3.000
 E51  H21  C40  C10  105.94  3.000
 E51  O42  C40  C10  112.14  3.000
 E51  C44  C40  C10  111.31  3.000
 E51  H23  C44  H22  106.39  3.000
 E51  H23  C44  C47  108.25  3.000
 E51  H22  C44  C47  109.42  3.000
 E51  H23  C44  C40  109.15  3.000
 E51  H22  C44  C40  108.78  3.000
 E51  C47  C44  C40  114.54  3.000
 E51  H24  C47  C53  109.54  3.000
 E51  H24  C47  C49  108.24  3.000
 E51  C53  C47  C49  110.02  3.000
 E51  H24  C47  C44  108.59  3.000
 E51  C49  C47  C44  110.65  3.000
 E51  C53  C47  C44  109.75  3.000
 E51  H27  C49  H26  108.05  3.000
 E51  H27  C49  H25  107.69  3.000
 E51  H26  C49  H25  107.96  3.000
 E51  H27  C49  C47  111.61  3.000
 E51  H26  C49  C47  111.20  3.000
 E51  H25  C49  C47  110.18  3.000
 E51  O54  C53  N55  122.39  3.000
 E51  O54  C53  C47  121.83  3.000
 E51  N55  C53  C47  115.78  3.000
 E51  H31  C60  H30  106.62  3.000
 E51  H31  C60  C63  109.54  3.000
 E51  H30  C60  C63  108.97  3.000
 E51  H31  C60  C57  109.41  3.000
 E51  H30  C60  C57  108.97  3.000
 E51  C63  C60  C57  113.12  3.000
 E51  H33  C63  H32  106.06  3.000
 E51  H33  C63  C66  109.13  3.000
 E51  H32  C63  C66  109.68  3.000
 E51  H33  C63  C60  108.31  3.000
 E51  H32  C63  C60  109.33  3.000
 E51  C66  C63  C60  114.02  3.000
 E51  H36  C66  H35  107.59  3.000
 E51  H36  C66  H34  107.62  3.000
 E51  H35  C66  H34  107.19  3.000
 E51  H36  C66  C63  111.05  3.000
 E51  H35  C66  C63  112.19  3.000
 E51  H34  C66  C63  110.99  3.000
 E51  O70  C7   N8   124.21  3.000
 E51  N8   C7   C5   114.35  3.000
 E51  O70  C7   C5   121.32  3.000
 E51  H39  C71  H38  108.18  3.000
 E51  H39  C71  H37  107.37  3.000
 E51  H38  C71  H37  108.08  3.000
 E51  H39  C71  C5   110.54  3.000
 E51  H38  C71  C5   111.55  3.000
 E51  H37  C71  C5   110.96  3.000
 E51  H40  N55  C57  118.25  3.000
 E51  H40  N55  C53  118.57  3.000
 E51  C57  N55  C53  123.18  3.000
 E51  H41  N8   C7   117.98  3.000
 E51  H41  N8   C10  116.86  3.000
 E51  C7   N8   C10  124.89  3.000
 E51  H42  O42  C40  108.96  3.000
 E51  O76  S1   O75  118.08  3.000
 E51  O76  S1   C33  108.97  3.000
 E51  O75  S1   C33  107.63  3.000
 E51  C33  S1   C2   103.09  3.000
 E51  O76  S1   C2   108.20  3.000
 E51  O75  S1   C2   109.84  3.000
 E51  H29  C57  H28  106.77  3.000
 E51  H29  C57  N55  110.08  3.000
 E51  H28  C57  N55  109.21  3.000
 E51  H29  C57  C60  109.74  3.000
 E51  H28  C57  C60  110.58  3.000
 E51  N55  C57  C60  110.39  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
 E51  CONST_01  C27  C26  C24  C23    0.00   0.0  0
 E51  CONST_02  C27  C29  C31  C23    0.00   0.0  0
 E51  CONST_03  C29  C31  C23  C24    0.00   0.0  0
 E51  CONST_04  C29  C27  C26  C24    0.00   0.0  0
 E51  CONST_05  C31  C23  C24  C26    0.00   0.0  0
 E51  CONST_06  C31  C29  C27  C26    0.00   0.0  0
 E51  CONST_07  C10  N8   C7   C5   180.00   0.0  0
 E51  CONST_08  O70  C7   N8   C10    0.00   0.0  0
 E51  CONST_09  H12  C24  C23  C20    0.00   0.0  0
 E51  CONST_10  H15  C31  C23  C20    0.00   0.0  0
 E51  CONST_11  H14  C29  C31  C23  180.00   0.0  0
 E51  CONST_12  H13  C27  C26  C24  180.00   0.0  0
 E51  CONST_13  H41  N8   C7   C5     0.00   0.0  0
 E51  CONST_14  C57  N55  C53  C47  180.00   0.0  0
 E51  CONST_15  O54  C53  N55  C57    0.00   0.0  0
 E51  CONST_16  H40  N55  C53  C47    0.00   0.0  0
 E51  Var_01    C26  C33  S1   C2   -64.21  30.0  1
 E51  Var_02    C33  S1   C2   C5   161.78  30.0  1
 E51  Var_03    C23  C20  C17  C15   65.04  30.0  1
 E51  Var_04    C24  C23  C20  C17  -97.15  30.0  1
 E51  Var_05    S1   C33  C26  C24   97.44  30.0  1
 E51  Var_06    C60  C57  N55  C53  174.09  30.0  2
 E51  Var_07    C66  C63  C60  C57   63.36  30.0  2
 E51  Var_08    N55  C57  C60  C63  175.86  30.0  3
 E51  Var_09    H34  C66  C63  C60  174.85  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
 E51  chir_01  C5   C7   C71  C2   positiv
 E51  chir_02  C10  N8   C40  C12  positiv
 E51  chir_03  C15  C36  C12  C17  negativ
 E51  chir_04  C40  O42  C10  C44  positiv
 E51  chir_05  C47  C44  C49  C53  negativ

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
 E51  plan-1  C20  0.020
 E51  plan-1  C23  0.020
 E51  plan-1  C24  0.020
 E51  plan-1  C26  0.020
 E51  plan-1  C27  0.020
 E51  plan-1  C29  0.020
 E51  plan-1  C31  0.020
 E51  plan-1  C33  0.020
 E51  plan-1  H12  0.020
 E51  plan-1  H13  0.020
 E51  plan-1  H14  0.020
 E51  plan-1  H15  0.020
 E51  plan-2  C47  0.020
 E51  plan-2  C53  0.020
 E51  plan-2  N55  0.020
 E51  plan-2  O54  0.020
 E51  plan-2  H40  0.020
 E51  plan-2  C57  0.020
 E51  plan-3  C5   0.020
 E51  plan-3  C10  0.020
 E51  plan-3  C7   0.020
 E51  plan-3  N8   0.020
 E51  plan-3  O70  0.020
 E51  plan-3  H41  0.020

