# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Jul 21 03:06:07 2021
#   Inital geometry file: a 151 line input string
#   Ligand name: (10R,12S)-12-[(1R)-1,2-dihydroxyethyl]-N,N,10-trimethyl-14-oxo-2-oxa-13-azabicyclo[13.3.1]nonadeca-1(19),15,17-triene-17-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@@H]1CCCCCCCOc2cc(cc(c2)C(=O)N(C)C)C(=O)N[C@@H](C1)[C@@H](O)CO
#
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
 E7A  E7A  (10R,12S)-12-[(1R)-1,2-dihydroxyethyl]-N,N,10-trimethyl-14-oxo-2-oxa-13-azabicyclo[13.3.1]nonadeca-1(19),15,17-triene-17-carboxamide  ligand  66  30  .  2022-07-24  2022-07-24
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_E7A
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
 E7A  C2   C  CH2   0  -0.167  30.9881   4.1675  13.5781
 E7A  C5   C  CH1   0   0.017  31.8742   4.9735  14.5151
 E7A  O7   O  OH1   0  -0.675  32.1513   4.1381  15.6206
 E7A  C15  C  CR16  0  -0.416  28.1349   6.5428  17.8494
 E7A  C18  C  CR16  0  -0.376  25.8871   6.0169  18.5240
 E7A  C13  C  C     0   0.515  28.7967   6.4480  15.4305
 E7A  C14  C  CR6   0   0.010  27.7869   6.2869  16.5251
 E7A  C17  C  CR6   0   0.438  27.1818   6.4150  18.8562
 E7A  C20  C  CR6   0  -0.035  25.5386   5.7998  17.2005
 E7A  C21  C  CR16  0  -0.318  26.4864   5.9409  16.1919
 E7A  C23  C  C     0   0.512  24.1540   5.3105  16.8992
 E7A  C35  C  CH2   0  -0.206  28.6324   7.2293  20.5887
 E7A  C38  C  CH2   0  -0.477  28.6270   8.7412  20.4227
 E7A  C41  C  CH2   0  -0.452  29.9517   9.3494  20.8912
 E7A  C44  C  CH2   0  -0.432  31.0809   9.2979  19.8611
 E7A  C47  C  CH2   0  -0.430  30.9103  10.3005  18.7224
 E7A  C50  C  CH2   0  -0.439  32.1500  10.4580  17.8433
 E7A  C53  C  CH2   0  -0.417  32.6394   9.1791  17.1646
 E7A  C56  C  CH1   0  -0.234  31.6253   8.4934  16.2472
 E7A  C58  C  CH2   0  -0.412  32.1990   7.1632  15.7546
 E7A  C9   C  CH1   0  -0.126  31.2244   6.2917  14.9560
 E7A  N11  N  NH1   0  -0.630  30.0348   6.0318  15.7408
 E7A  N25  N  NT    0  -0.438  23.4602   5.9515  15.9409
 E7A  O1   O  OH1   0  -0.671  30.7799   4.9180  12.4046
 E7A  O24  O  O     0  -0.489  23.7181   4.3387  17.5039
 E7A  O34  O  O2    0  -0.484  27.4175   6.6235  20.1623
 E7A  O65  O  O     0  -0.479  28.4793   6.9334  14.3545
 E7A  H1   H  HCH2  0   0.203  30.0448   3.9266  14.0835
 E7A  H2   H  HCH2  0   0.209  31.4890   3.2148  13.3615
 E7A  H3   H  HCH1  0   0.222  32.7980   5.2292  13.9776
 E7A  H4   H  HOH1  0   0.458  32.9521   4.4488  16.0515
 E7A  H5   H  HCR6  0   0.263  29.1434   6.8597  18.0801
 E7A  H6   H  HCR6  0   0.273  25.1520   5.9025  19.3112
 E7A  H7   H  HCR6  0   0.267  26.2244   5.7608  15.1575
 E7A  H8   H  HCH3  0   0.264  24.5837   7.7331  15.9914
 E7A  H9   H  HCH3  0   0.246  24.0632   7.2321  14.3779
 E7A  H10  H  HCH3  0   0.256  22.9006   7.9124  15.5224
 E7A  H11  H  HCH3  0   0.257  22.1205   4.3585  15.6799
 E7A  H12  H  HCH3  0   0.242  21.3536   5.9130  16.0396
 E7A  H13  H  HCH3  0   0.247  22.0578   5.6182  14.4455
 E7A  H14  H  HCH2  0   0.261  28.7096   6.9821  21.6479
 E7A  H15  H  HCH2  0   0.224  29.4969   6.7704  20.0983
 E7A  H16  H  HCH2  0   0.234  28.4278   9.0229  19.3843
 E7A  H17  H  HCH2  0   0.246  27.8027   9.1474  21.0133
 E7A  H18  H  HCH2  0   0.229  30.2688   8.8415  21.8075
 E7A  H19  H  HCH2  0   0.232  29.7868  10.3924  21.1741
 E7A  H20  H  HCH2  0   0.213  31.1798   8.2828  19.4616
 E7A  H21  H  HCH2  0   0.225  32.0280   9.5057  20.3685
 E7A  H22  H  HCH2  0   0.222  30.6716  11.2790  19.1518
 E7A  H23  H  HCH2  0   0.212  30.0464  10.0324  18.1063
 E7A  H24  H  HCH2  0   0.221  32.9655  10.8521  18.4580
 E7A  H25  H  HCH2  0   0.222  31.9551  11.2265  17.0905
 E7A  H26  H  HCH2  0   0.219  32.9605   8.4670  17.9317
 E7A  H27  H  HCH2  0   0.218  33.5390   9.4138  16.5842
 E7A  H28  H  HCH1  0   0.210  30.7332   8.2671  16.8437
 E7A  H29  H  HCH2  0   0.218  32.5586   6.6030  16.6256
 E7A  H30  H  HCH2  0   0.230  33.0779   7.3542  15.1290
 E7A  H34  H  HCH1  0   0.265  30.9112   6.8214  14.0566
 E7A  H35  H  HNH1  0   0.395  30.1713   5.5506  16.6168
 E7A  H36  H  HOH1  0   0.458  30.0290   4.5450  11.9362
 E7A  C61  C  CH3   0  -0.671  31.2102   9.3971  15.0912
 E7A  H31  H  HCH3  0   0.232  30.7626  10.3259  15.4460
 E7A  C26  C  CH3   0  -0.531  23.7782   7.2710  15.4306
 E7A  C30  C  CH3   0  -0.527  22.1790   5.4294  15.5118
 E7A  H32  H  HCH3  0   0.214  32.0762   9.6614  14.4782
 E7A  H33  H  HCH3  0   0.233  30.4744   8.9220  14.4421

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
 E7A  O1   C2   single    1.408  0.020  1.408
 E7A  C2   C5   single    1.521  0.020  1.521
 E7A  O65  C13  double    1.222  0.020  1.222
 E7A  C5   C9   single    1.534  0.020  1.534
 E7A  C5   O7   single    1.413  0.020  1.413
 E7A  C9   C58  single    1.532  0.020  1.532
 E7A  C9   N11  single    1.449  0.020  1.449
 E7A  C61  C56  single    1.525  0.020  1.525
 E7A  C13  N11  single    1.343  0.020  1.343
 E7A  C13  C14  single    1.498  0.020  1.498
 E7A  C26  N25  single    1.450  0.020  1.450
 E7A  C30  N25  single    1.449  0.020  1.449
 E7A  C58  C56  single    1.530  0.020  1.530
 E7A  N25  C23  single    1.346  0.020  1.346
 E7A  C21  C14  single    1.386  0.020  1.386
 E7A  C21  C20  aromatic  1.391  0.020  1.391
 E7A  C56  C53  single    1.530  0.020  1.530
 E7A  C14  C15  aromatic  1.393  0.020  1.393
 E7A  C23  O24  double    1.225  0.020  1.225
 E7A  C23  C20  single    1.499  0.020  1.499
 E7A  C20  C18  aromatic  1.386  0.020  1.386
 E7A  C53  C50  single    1.528  0.020  1.528
 E7A  C15  C17  aromatic  1.392  0.020  1.392
 E7A  C50  C47  single    1.528  0.020  1.528
 E7A  C18  C17  single    1.395  0.020  1.395
 E7A  C17  O34  single    1.343  0.020  1.343
 E7A  C47  C44  single    1.527  0.020  1.527
 E7A  O34  C35  single    1.423  0.020  1.423
 E7A  C44  C41  single    1.529  0.020  1.529
 E7A  C35  C38  single    1.521  0.020  1.521
 E7A  C38  C41  single    1.531  0.020  1.531
 E7A  C2   H1   single    0.970  0.020  1.090
 E7A  C2   H2   single    0.970  0.020  1.090
 E7A  C5   H3   single    0.970  0.020  1.090
 E7A  O7   H4   single    0.850  0.020  0.980
 E7A  C15  H5   single    0.930  0.020  1.080
 E7A  C18  H6   single    0.930  0.020  1.080
 E7A  C21  H7   single    0.930  0.020  1.080
 E7A  C26  H8   single    0.970  0.020  1.090
 E7A  C26  H9   single    0.970  0.020  1.090
 E7A  C26  H10  single    0.970  0.020  1.090
 E7A  C30  H11  single    0.970  0.020  1.090
 E7A  C30  H12  single    0.970  0.020  1.090
 E7A  C30  H13  single    0.970  0.020  1.090
 E7A  C35  H14  single    0.970  0.020  1.090
 E7A  C35  H15  single    0.970  0.020  1.090
 E7A  C38  H16  single    0.970  0.020  1.090
 E7A  C38  H17  single    0.970  0.020  1.090
 E7A  C41  H18  single    0.970  0.020  1.090
 E7A  C41  H19  single    0.970  0.020  1.090
 E7A  C44  H20  single    0.970  0.020  1.090
 E7A  C44  H21  single    0.970  0.020  1.090
 E7A  C47  H22  single    0.970  0.020  1.090
 E7A  C47  H23  single    0.970  0.020  1.090
 E7A  C50  H24  single    0.970  0.020  1.090
 E7A  C50  H25  single    0.970  0.020  1.090
 E7A  C53  H26  single    0.970  0.020  1.090
 E7A  C53  H27  single    0.970  0.020  1.090
 E7A  C56  H28  single    0.970  0.020  1.090
 E7A  C58  H29  single    0.970  0.020  1.090
 E7A  C58  H30  single    0.970  0.020  1.090
 E7A  C61  H31  single    0.970  0.020  1.090
 E7A  C61  H32  single    0.970  0.020  1.090
 E7A  C61  H33  single    0.970  0.020  1.090
 E7A  C9   H34  single    0.970  0.020  1.090
 E7A  N11  H35  single    0.860  0.020  1.020
 E7A  O1   H36  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
 E7A  H2   C2   H1   107.01  3.000
 E7A  H2   C2   O1   111.44  3.000
 E7A  H1   C2   O1   111.95  3.000
 E7A  H2   C2   C5   108.40  3.000
 E7A  H1   C2   C5   109.48  3.000
 E7A  O1   C2   C5   108.49  3.000
 E7A  H3   C5   C9   107.25  3.000
 E7A  H3   C5   O7   110.82  3.000
 E7A  C9   C5   O7   111.48  3.000
 E7A  H3   C5   C2   108.17  3.000
 E7A  O7   C5   C2   106.44  3.000
 E7A  C9   C5   C2   112.68  3.000
 E7A  H4   O7   C5   108.85  3.000
 E7A  H5   C15  C17  120.71  3.000
 E7A  H5   C15  C14  119.30  3.000
 E7A  C17  C15  C14  119.98  3.000
 E7A  H6   C18  C20  120.46  3.000
 E7A  H6   C18  C17  119.15  3.000
 E7A  C20  C18  C17  120.37  3.000
 E7A  O65  C13  N11  124.47  3.000
 E7A  N11  C13  C14  114.80  3.000
 E7A  O65  C13  C14  120.72  3.000
 E7A  C21  C14  C13  118.91  3.000
 E7A  C21  C14  C15  120.58  3.000
 E7A  C13  C14  C15  120.44  3.000
 E7A  O34  C17  C18  116.02  3.000
 E7A  O34  C17  C15  124.66  3.000
 E7A  C18  C17  C15  119.31  3.000
 E7A  C23  C20  C21  121.10  3.000
 E7A  C23  C20  C18  118.38  3.000
 E7A  C21  C20  C18  120.35  3.000
 E7A  H7   C21  C20  120.74  3.000
 E7A  H7   C21  C14  119.90  3.000
 E7A  C20  C21  C14  119.34  3.000
 E7A  O24  C23  N25  123.10  3.000
 E7A  O24  C23  C20  119.24  3.000
 E7A  N25  C23  C20  117.64  3.000
 E7A  H15  C35  H14  106.52  3.000
 E7A  H15  C35  O34  111.19  3.000
 E7A  H14  C35  O34  104.77  3.000
 E7A  H15  C35  C38  111.76  3.000
 E7A  H14  C35  C38  109.37  3.000
 E7A  O34  C35  C38  112.79  3.000
 E7A  H17  C38  H16  106.26  3.000
 E7A  H17  C38  C41  109.86  3.000
 E7A  H16  C38  C41  110.22  3.000
 E7A  H17  C38  C35  108.26  3.000
 E7A  H16  C38  C35  111.11  3.000
 E7A  C41  C38  C35  111.00  3.000
 E7A  H19  C41  H18  105.65  3.000
 E7A  H19  C41  C44  108.53  3.000
 E7A  H18  C41  C44  109.53  3.000
 E7A  H19  C41  C38  109.12  3.000
 E7A  H18  C41  C38  108.82  3.000
 E7A  C44  C41  C38  114.79  3.000
 E7A  H21  C44  H20  105.49  3.000
 E7A  H21  C44  C47  108.53  3.000
 E7A  H20  C44  C47  110.29  3.000
 E7A  H21  C44  C41  108.68  3.000
 E7A  H20  C44  C41  110.09  3.000
 E7A  C47  C44  C41  113.43  3.000
 E7A  H23  C47  H22  105.52  3.000
 E7A  H23  C47  C50  109.98  3.000
 E7A  H22  C47  C50  108.09  3.000
 E7A  H23  C47  C44  110.32  3.000
 E7A  H22  C47  C44  108.59  3.000
 E7A  C50  C47  C44  113.96  3.000
 E7A  H25  C50  H24  105.45  3.000
 E7A  H25  C50  C53  109.84  3.000
 E7A  H24  C50  C53  108.19  3.000
 E7A  H25  C50  C47  108.90  3.000
 E7A  H24  C50  C47  108.57  3.000
 E7A  C53  C50  C47  115.42  3.000
 E7A  H27  C53  H26  105.64  3.000
 E7A  H27  C53  C56  108.82  3.000
 E7A  H26  C53  C56  108.84  3.000
 E7A  H27  C53  C50  108.60  3.000
 E7A  H26  C53  C50  109.09  3.000
 E7A  C56  C53  C50  115.41  3.000
 E7A  H28  C56  C61  108.25  3.000
 E7A  H28  C56  C58  107.50  3.000
 E7A  C61  C56  C58  111.91  3.000
 E7A  H28  C56  C53  107.80  3.000
 E7A  C58  C56  C53  109.53  3.000
 E7A  C61  C56  C53  111.68  3.000
 E7A  H30  C58  H29  106.24  3.000
 E7A  H30  C58  C9   108.17  3.000
 E7A  H29  C58  C9   109.40  3.000
 E7A  H30  C58  C56  109.46  3.000
 E7A  H29  C58  C56  108.14  3.000
 E7A  C9   C58  C56  115.08  3.000
 E7A  H34  C9   N11  107.36  3.000
 E7A  H34  C9   C58  109.66  3.000
 E7A  N11  C9   C58  110.00  3.000
 E7A  H34  C9   C5   107.59  3.000
 E7A  N11  C9   C5   110.44  3.000
 E7A  C58  C9   C5   111.66  3.000
 E7A  H35  N11  C9   116.42  3.000
 E7A  H35  N11  C13  118.25  3.000
 E7A  C9   N11  C13  125.20  3.000
 E7A  C30  N25  C26  114.69  3.000
 E7A  C30  N25  C23  119.69  3.000
 E7A  C26  N25  C23  124.82  3.000
 E7A  H36  O1   C2   108.37  3.000
 E7A  C35  O34  C17  120.48  3.000
 E7A  H33  C61  H32  107.82  3.000
 E7A  H33  C61  H31  106.73  3.000
 E7A  H32  C61  H31  107.56  3.000
 E7A  H33  C61  C56  112.14  3.000
 E7A  H32  C61  C56  110.65  3.000
 E7A  H31  C61  C56  111.71  3.000
 E7A  H10  C26  H9   108.19  3.000
 E7A  H10  C26  H8   107.66  3.000
 E7A  H9   C26  H8   108.66  3.000
 E7A  H10  C26  N25  109.21  3.000
 E7A  H9   C26  N25  111.37  3.000
 E7A  H8   C26  N25  111.63  3.000
 E7A  H13  C30  H12  108.18  3.000
 E7A  H13  C30  H11  108.45  3.000
 E7A  H12  C30  H11  108.73  3.000
 E7A  H13  C30  N25  109.02  3.000
 E7A  H12  C30  N25  111.44  3.000
 E7A  H11  C30  N25  110.94  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
 E7A  CONST_01  C20  C21  C14  C15     0.00   0.0  0
 E7A  CONST_02  C20  C18  C17  C15     0.00   0.0  0
 E7A  CONST_03  C14  C21  C20  C18     0.00   0.0  0
 E7A  CONST_04  C14  C15  C17  C18     0.00   0.0  0
 E7A  CONST_05  C21  C14  C15  C17     0.00   0.0  0
 E7A  CONST_06  C21  C20  C18  C17     0.00   0.0  0
 E7A  CONST_07  C9   N11  C13  C14   180.00   0.0  0
 E7A  CONST_08  C23  C20  C21  C14   180.00   0.0  0
 E7A  CONST_09  C23  C20  C18  C17   180.00   0.0  0
 E7A  CONST_10  O65  C13  N11  C9      0.00   0.0  0
 E7A  CONST_11  H7   C21  C14  C15   180.00   0.0  0
 E7A  CONST_12  H6   C18  C17  C15   180.00   0.0  0
 E7A  CONST_13  H5   C15  C17  C18   180.00   0.0  0
 E7A  CONST_14  H35  N11  C13  C14     0.00   0.0  0
 E7A  CONST_16  C30  N25  C23  C20   180.00   0.0  0
 E7A  CONST_18  O24  C23  N25  C30     0.00   0.0  0
 E7A  Var_01    N11  C13  C14  C15    39.29  30.0  1
 E7A  Var_02    C38  C35  O34  C17    79.20  30.0  1
 E7A  Var_03    C44  C41  C38  C35    82.34  30.0  1
 E7A  Var_04    C47  C44  C41  C38    73.91  30.0  1
 E7A  Var_05    C50  C47  C44  C41   168.51  30.0  1
 E7A  Var_06    O34  C35  C38  C41  -179.92  30.0  1
 E7A  Var_07    C53  C50  C47  C44    58.73  30.0  1
 E7A  Var_08    C56  C53  C50  C47    58.75  30.0  1
 E7A  Var_09    N25  C23  C20  C18   131.33  30.0  2
 E7A  Var_10    H8   C26  N25  C23    -6.29  30.0  3
 E7A  Var_11    H11  C30  N25  C23   -25.96  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
 E7A  chir_01  C5   C2   C9   O7   negativ
 E7A  chir_02  C56  C53  C58  C61  positiv
 E7A  chir_03  C9   N11  C5   C58  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
 E7A  plan-1  C15  0.020
 E7A  plan-1  C18  0.020
 E7A  plan-1  C13  0.020
 E7A  plan-1  C14  0.020
 E7A  plan-1  C17  0.020
 E7A  plan-1  C20  0.020
 E7A  plan-1  C21  0.020
 E7A  plan-1  C23  0.020
 E7A  plan-1  O34  0.020
 E7A  plan-1  H5   0.020
 E7A  plan-1  H6   0.020
 E7A  plan-1  H7   0.020
 E7A  plan-2  C13  0.020
 E7A  plan-2  C14  0.020
 E7A  plan-2  C9   0.020
 E7A  plan-2  N11  0.020
 E7A  plan-2  O65  0.020
 E7A  plan-2  H35  0.020
 E7A  plan-3  C20  0.020
 E7A  plan-3  C23  0.020
 E7A  plan-3  N25  0.020
 E7A  plan-3  O24  0.020
 E7A  plan-3  C26  0.020
 E7A  plan-3  C30  0.020

