# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Jul 21 16:23:13 2021
#   Inital geometry file: a 149 line input string
#   Ligand name: (4S)-4-[(1R)-1,2-dihydroxyethyl]-N,N-dimethyl-2-oxo-11,16-dioxa-3-azatricyclo[15.3.1.1~6,10~]docosa-1(21),6(22),7,9,17,19-hexaene-19-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN(C)C(=O)c1cc2OCCCCOc3cccc(C[C@H](NC(=O)c(c2)c1)[C@@H](O)CO)c3
#
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
 E77  E77  (4S)-4-[(1R)-1,2-dihydroxyethyl]-N,N-dimethyl-2-oxo-11,16-dioxa-3-azatricyclo[15.3.1.1~6,10~]docosa-1(21),6(22),7,9,17,19-hexaene-19-carboxamide  ligand  62  32  .  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_E77
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
 E77  C5   C  CH1   0   0.028  31.9644   4.7688  14.5589
 E77  C13  C  C     0   0.535  29.0701   6.3277  15.3887
 E77  C15  C  CR16  0  -0.413  28.2455   7.1390  17.6115
 E77  C17  C  CR6   0   0.430  27.2258   7.2671  18.5512
 E77  C20  C  CR6   0  -0.036  25.7569   5.9940  17.1202
 E77  C21  C  CR16  0  -0.314  26.7591   5.8983  16.1602
 E77  C26  C  CH3   0  -0.531  23.9839   6.6357  14.9165
 E77  C14  C  CR6   0   0.011  28.0039   6.4478  16.4253
 E77  C18  C  CR16  0  -0.370  25.9929   6.6584  18.3116
 E77  C2   C  CH2   0  -0.202  30.9122   4.0321  13.7298
 E77  C23  C  C     0   0.515  24.4479   5.2863  16.9399
 E77  C30  C  CH3   0  -0.526  22.5816   4.7212  15.5270
 E77  C35  C  CH2   0  -0.201  28.5028   8.6747  20.0266
 E77  C38  C  CH2   0  -0.483  29.5473   7.7923  20.6973
 E77  C41  C  CH2   0  -0.466  30.6391   8.5890  21.4151
 E77  C44  C  CH2   0  -0.199  31.7955   9.0459  20.5494
 E77  C48  C  CR6   0   0.413  31.5553   9.6302  18.2013
 E77  C49  C  CR16  0  -0.462  31.9798   8.4024  17.6942
 E77  C51  C  CR6   0   0.179  32.1597   8.2216  16.3237
 E77  C52  C  CR16  0  -0.335  31.8962   9.2705  15.4513
 E77  C54  C  CR16  0  -0.224  31.4546  10.4870  15.9546
 E77  C56  C  CR16  0  -0.366  31.2853  10.6745  17.3155
 E77  C58  C  CH2   0  -0.552  32.6050   6.8814  15.8059
 E77  C9   C  CH1   0  -0.123  31.5015   6.1545  15.0310
 E77  N11  N  NH1   0  -0.620  30.3045   6.0934  15.8465
 E77  N25  N  NT    0  -0.438  23.7694   5.5055  15.8000
 E77  O1   O  OH1   0  -0.693  30.4509   4.7800  12.6343
 E77  O24  O  O     0  -0.489  24.0621   4.5108  17.8060
 E77  O34  O  O2    0  -0.481  27.3202   7.9528  19.7002
 E77  O47  O  O2    0  -0.496  31.3532   9.9069  19.5062
 E77  O7   O  OH1   0  -0.673  32.2718   3.9256  15.6475
 E77  H1   H  HCH1  0   0.222  32.8454   4.9338  13.9232
 E77  H2   H  HCR6  0   0.282  29.2145   7.5979  17.7688
 E77  H3   H  HCR6  0   0.270  26.5819   5.3792  15.2272
 E77  H4   H  HCH3  0   0.263  24.6869   7.3455  15.3401
 E77  H5   H  HCH3  0   0.247  24.3542   6.3142  13.9417
 E77  H6   H  HCH3  0   0.257  23.0378   7.1581  14.7667
 E77  H7   H  HCR6  0   0.275  25.2143   6.7371  19.0604
 E77  H8   H  HCH2  0   0.199  30.0908   3.7134  14.3861
 E77  H9   H  HCH2  0   0.234  31.3703   3.1198  13.3395
 E77  H10  H  HCH3  0   0.253  22.6940   3.7049  15.8944
 E77  H11  H  HCH3  0   0.242  21.6920   5.1618  15.9828
 E77  H12  H  HCH3  0   0.249  22.4282   4.6812  14.4500
 E77  H13  H  HCH2  0   0.230  28.8845   9.1988  19.1470
 E77  H14  H  HCH2  0   0.258  28.1728   9.4402  20.7305
 E77  H15  H  HCH2  0   0.254  29.0269   7.1789  21.4366
 E77  H16  H  HCH2  0   0.233  30.0001   7.0941  19.9861
 E77  H17  H  HCH2  0   0.252  31.0757   7.9647  22.1982
 E77  H18  H  HCH2  0   0.236  30.1980   9.4484  21.9290
 E77  H19  H  HCH2  0   0.234  32.3365   8.1802  20.1668
 E77  H20  H  HCH2  0   0.250  32.5027   9.6156  21.1575
 E77  H21  H  HCR6  0   0.273  32.1846   7.5640  18.3473
 E77  H22  H  HCR6  0   0.246  32.0359   9.1435  14.3847
 E77  H23  H  HCR6  0   0.256  31.2474  11.3066  15.2783
 E77  H24  H  HCR6  0   0.261  30.9492  11.6284  17.7019
 E77  H25  H  HCH2  0   0.253  32.9427   6.2671  16.6446
 E77  H26  H  HCH2  0   0.273  33.4617   6.9961  15.1374
 E77  H27  H  HCH1  0   0.266  31.2657   6.7520  14.1481
 E77  H28  H  HNH1  0   0.405  30.4175   5.8763  16.8247
 E77  H29  H  HOH1  0   0.455  29.8459   5.4520  12.9868
 E77  H30  H  HOH1  0   0.459  33.1691   4.1055  15.9410
 E77  O61  O  O     0  -0.505  28.7945   6.4442  14.1955

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
 E77  O1   C2   single    1.404  0.020  1.404
 E77  C2   C5   single    1.529  0.020  1.529
 E77  O61  C13  double    1.230  0.020  1.230
 E77  C5   C9   single    1.535  0.020  1.535
 E77  C5   O7   single    1.411  0.020  1.411
 E77  C9   C58  single    1.532  0.020  1.532
 E77  C9   N11  single    1.450  0.020  1.450
 E77  C52  C54  aromatic  1.389  0.020  1.389
 E77  C52  C51  single    1.389  0.020  1.389
 E77  C13  N11  single    1.337  0.020  1.337
 E77  C13  C14  single    1.492  0.020  1.492
 E77  C30  N25  single    1.449  0.020  1.449
 E77  C58  C51  single    1.504  0.020  1.504
 E77  C26  N25  single    1.450  0.020  1.450
 E77  C54  C56  aromatic  1.384  0.020  1.384
 E77  N25  C23  single    1.344  0.020  1.344
 E77  C21  C14  single    1.386  0.020  1.386
 E77  C21  C20  aromatic  1.391  0.020  1.391
 E77  C51  C49  aromatic  1.394  0.020  1.394
 E77  C14  C15  aromatic  1.394  0.020  1.394
 E77  C23  O24  double    1.225  0.020  1.225
 E77  C23  C20  single    1.499  0.020  1.499
 E77  C20  C18  aromatic  1.384  0.020  1.384
 E77  C56  C48  single    1.396  0.020  1.396
 E77  C49  C48  aromatic  1.395  0.020  1.395
 E77  C15  C17  aromatic  1.393  0.020  1.393
 E77  C48  O47  single    1.349  0.020  1.349
 E77  C18  C17  single    1.396  0.020  1.396
 E77  C17  O34  single    1.341  0.020  1.341
 E77  O47  C44  single    1.423  0.020  1.423
 E77  O34  C35  single    1.423  0.020  1.423
 E77  C35  C38  single    1.523  0.020  1.523
 E77  C44  C41  single    1.515  0.020  1.515
 E77  C38  C41  single    1.530  0.020  1.530
 E77  C5   H1   single    0.970  0.020  1.090
 E77  C15  H2   single    0.930  0.020  1.080
 E77  C21  H3   single    0.930  0.020  1.080
 E77  C26  H4   single    0.970  0.020  1.090
 E77  C26  H5   single    0.970  0.020  1.090
 E77  C26  H6   single    0.970  0.020  1.090
 E77  C18  H7   single    0.930  0.020  1.080
 E77  C2   H8   single    0.970  0.020  1.090
 E77  C2   H9   single    0.970  0.020  1.090
 E77  C30  H10  single    0.970  0.020  1.090
 E77  C30  H11  single    0.970  0.020  1.090
 E77  C30  H12  single    0.970  0.020  1.090
 E77  C35  H13  single    0.970  0.020  1.090
 E77  C35  H14  single    0.970  0.020  1.090
 E77  C38  H15  single    0.970  0.020  1.090
 E77  C38  H16  single    0.970  0.020  1.090
 E77  C41  H17  single    0.970  0.020  1.090
 E77  C41  H18  single    0.970  0.020  1.090
 E77  C44  H19  single    0.970  0.020  1.090
 E77  C44  H20  single    0.970  0.020  1.090
 E77  C49  H21  single    0.930  0.020  1.080
 E77  C52  H22  single    0.930  0.020  1.080
 E77  C54  H23  single    0.930  0.020  1.080
 E77  C56  H24  single    0.930  0.020  1.080
 E77  C58  H25  single    0.970  0.020  1.090
 E77  C58  H26  single    0.970  0.020  1.090
 E77  C9   H27  single    0.970  0.020  1.090
 E77  N11  H28  single    0.860  0.020  1.020
 E77  O1   H29  single    0.850  0.020  0.980
 E77  O7   H30  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
 E77  H1   C5   O7   111.18  3.000
 E77  H1   C5   C9   106.51  3.000
 E77  O7   C5   C9   111.59  3.000
 E77  H1   C5   C2   108.08  3.000
 E77  O7   C5   C2   106.29  3.000
 E77  C9   C5   C2   113.21  3.000
 E77  O61  C13  N11  123.74  3.000
 E77  N11  C13  C14  115.84  3.000
 E77  O61  C13  C14  120.41  3.000
 E77  H2   C15  C14  119.24  3.000
 E77  H2   C15  C17  121.19  3.000
 E77  C14  C15  C17  119.53  3.000
 E77  O34  C17  C18  115.61  3.000
 E77  O34  C17  C15  124.99  3.000
 E77  C18  C17  C15  119.40  3.000
 E77  C23  C20  C18  118.62  3.000
 E77  C18  C20  C21  120.27  3.000
 E77  C23  C20  C21  120.91  3.000
 E77  H3   C21  C14  120.13  3.000
 E77  H3   C21  C20  120.66  3.000
 E77  C14  C21  C20  119.19  3.000
 E77  H6   C26  H5   108.22  3.000
 E77  H6   C26  H4   107.58  3.000
 E77  H5   C26  H4   108.76  3.000
 E77  H6   C26  N25  109.18  3.000
 E77  H5   C26  N25  111.40  3.000
 E77  H4   C26  N25  111.57  3.000
 E77  C21  C14  C15  120.99  3.000
 E77  C15  C14  C13  120.49  3.000
 E77  C21  C14  C13  118.48  3.000
 E77  H7   C18  C20  120.49  3.000
 E77  H7   C18  C17  118.98  3.000
 E77  C20  C18  C17  120.51  3.000
 E77  H9   C2   H8   106.53  3.000
 E77  H9   C2   O1   107.68  3.000
 E77  H8   C2   O1   112.02  3.000
 E77  H9   C2   C5   107.90  3.000
 E77  H8   C2   C5   109.29  3.000
 E77  O1   C2   C5   113.11  3.000
 E77  O24  C23  N25  122.94  3.000
 E77  O24  C23  C20  119.27  3.000
 E77  N25  C23  C20  117.75  3.000
 E77  H12  C30  H11  108.23  3.000
 E77  H12  C30  H10  108.35  3.000
 E77  H11  C30  H10  108.69  3.000
 E77  H12  C30  N25  108.77  3.000
 E77  H11  C30  N25  111.75  3.000
 E77  H10  C30  N25  110.96  3.000
 E77  H14  C35  H13  106.76  3.000
 E77  H14  C35  O34  104.62  3.000
 E77  H13  C35  O34  110.42  3.000
 E77  H14  C35  C38  109.26  3.000
 E77  H13  C35  C38  113.13  3.000
 E77  O34  C35  C38  112.15  3.000
 E77  H16  C38  H15  106.17  3.000
 E77  H16  C38  C41  109.98  3.000
 E77  H15  C38  C41  108.35  3.000
 E77  H16  C38  C35  111.53  3.000
 E77  H15  C38  C35  107.25  3.000
 E77  C41  C38  C35  113.22  3.000
 E77  H18  C41  H17  105.86  3.000
 E77  H18  C41  C44  109.83  3.000
 E77  H17  C41  C44  106.07  3.000
 E77  H18  C41  C38  109.97  3.000
 E77  H17  C41  C38  108.89  3.000
 E77  C44  C41  C38  115.69  3.000
 E77  H20  C44  H19  106.75  3.000
 E77  H20  C44  O47  107.07  3.000
 E77  H19  C44  O47  112.17  3.000
 E77  H20  C44  C41  109.46  3.000
 E77  H19  C44  C41  109.86  3.000
 E77  O47  C44  C41  111.35  3.000
 E77  O47  C48  C56  115.56  3.000
 E77  O47  C48  C49  125.30  3.000
 E77  C56  C48  C49  119.13  3.000
 E77  H21  C49  C51  117.92  3.000
 E77  H21  C49  C48  121.35  3.000
 E77  C51  C49  C48  120.73  3.000
 E77  C58  C51  C52  120.84  3.000
 E77  C58  C51  C49  119.49  3.000
 E77  C52  C51  C49  119.66  3.000
 E77  H22  C52  C54  120.04  3.000
 E77  H22  C52  C51  120.35  3.000
 E77  C54  C52  C51  119.61  3.000
 E77  H23  C54  C56  119.22  3.000
 E77  H23  C54  C52  119.85  3.000
 E77  C56  C54  C52  120.93  3.000
 E77  H24  C56  C54  120.55  3.000
 E77  H24  C56  C48  119.52  3.000
 E77  C54  C56  C48  119.93  3.000
 E77  H26  C58  H25  106.63  3.000
 E77  H26  C58  C9   107.76  3.000
 E77  H25  C58  C9   110.12  3.000
 E77  H26  C58  C51  110.44  3.000
 E77  H25  C58  C51  109.15  3.000
 E77  C9   C58  C51  112.56  3.000
 E77  H27  C9   N11  107.44  3.000
 E77  H27  C9   C58  107.76  3.000
 E77  N11  C9   C58  109.28  3.000
 E77  H27  C9   C5   108.08  3.000
 E77  N11  C9   C5   112.57  3.000
 E77  C58  C9   C5   111.51  3.000
 E77  H28  N11  C9   117.53  3.000
 E77  H28  N11  C13  118.25  3.000
 E77  C9   N11  C13  124.21  3.000
 E77  C30  N25  C23  119.01  3.000
 E77  C23  N25  C26  124.67  3.000
 E77  C30  N25  C26  115.35  3.000
 E77  H29  O1   C2   106.87  3.000
 E77  C35  O34  C17  120.94  3.000
 E77  C48  O47  C44  122.58  3.000
 E77  H30  O7   C5   109.10  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
 E77  CONST_01  C20  C21  C14  C15     0.00   0.0  0
 E77  CONST_02  C20  C18  C17  C15     0.00   0.0  0
 E77  CONST_03  C21  C14  C15  C17     0.00   0.0  0
 E77  CONST_04  C21  C20  C18  C17     0.00   0.0  0
 E77  CONST_05  C18  C20  C21  C14     0.00   0.0  0
 E77  CONST_06  C18  C17  C15  C14     0.00   0.0  0
 E77  CONST_07  C52  C54  C56  C48     0.00   0.0  0
 E77  CONST_08  C52  C51  C49  C48     0.00   0.0  0
 E77  CONST_09  C54  C52  C51  C49     0.00   0.0  0
 E77  CONST_10  C54  C56  C48  C49     0.00   0.0  0
 E77  CONST_11  C56  C54  C52  C51     0.00   0.0  0
 E77  CONST_12  C56  C48  C49  C51     0.00   0.0  0
 E77  CONST_13  C9   N11  C13  C14   180.00   0.0  0
 E77  CONST_14  C23  C20  C18  C17   180.00   0.0  0
 E77  CONST_15  C23  C20  C21  C14   180.00   0.0  0
 E77  CONST_16  O61  C13  N11  C9      0.00   0.0  0
 E77  CONST_17  H3   C21  C14  C13     0.00   0.0  0
 E77  CONST_18  H2   C15  C14  C13     0.00   0.0  0
 E77  CONST_19  H7   C18  C17  C15   180.00   0.0  0
 E77  CONST_20  H23  C54  C56  C48   180.00   0.0  0
 E77  CONST_21  H22  C52  C51  C49   180.00   0.0  0
 E77  CONST_22  H24  C56  C48  C49   180.00   0.0  0
 E77  CONST_23  H21  C49  C51  C52   180.00   0.0  0
 E77  CONST_24  H28  N11  C13  C14     0.00   0.0  0
 E77  CONST_25  C30  N25  C23  C20   180.00   0.0  0
 E77  CONST_28  O24  C23  N25  C30     0.00   0.0  0
 E77  Var_01    N11  C13  C14  C15    40.97  30.0  1
 E77  Var_02    C38  C35  O34  C17   -85.35  30.0  1
 E77  Var_03    C44  C41  C38  C35   -84.89  30.0  1
 E77  Var_04    O47  C44  C41  C38    60.87  30.0  1
 E77  Var_05    O34  C35  C38  C41  -163.38  30.0  1
 E77  Var_06    C56  C48  O47  C44  -168.79  30.0  1
 E77  Var_07    C9   C58  C51  C49   110.16  30.0  1
 E77  Var_08    N25  C23  C20  C21   -53.70  30.0  2
 E77  Var_09    H10  C30  N25  C26   155.24  30.0  3
 E77  Var_10    H4   C26  N25  C23    -6.19  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
 E77  chir_01  C5  C2   C9   O7  negativ
 E77  chir_02  C9  N11  C58  C5  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
 E77  plan-1  C13  0.020
 E77  plan-1  C15  0.020
 E77  plan-1  C17  0.020
 E77  plan-1  C20  0.020
 E77  plan-1  C21  0.020
 E77  plan-1  C14  0.020
 E77  plan-1  C18  0.020
 E77  plan-1  C23  0.020
 E77  plan-1  O34  0.020
 E77  plan-1  H2   0.020
 E77  plan-1  H3   0.020
 E77  plan-1  H7   0.020
 E77  plan-2  C48  0.020
 E77  plan-2  C49  0.020
 E77  plan-2  C51  0.020
 E77  plan-2  C52  0.020
 E77  plan-2  C54  0.020
 E77  plan-2  C56  0.020
 E77  plan-2  C58  0.020
 E77  plan-2  O47  0.020
 E77  plan-2  H21  0.020
 E77  plan-2  H22  0.020
 E77  plan-2  H23  0.020
 E77  plan-2  H24  0.020
 E77  plan-3  C13  0.020
 E77  plan-3  C14  0.020
 E77  plan-3  C9   0.020
 E77  plan-3  N11  0.020
 E77  plan-3  H28  0.020
 E77  plan-3  O61  0.020
 E77  plan-4  C20  0.020
 E77  plan-4  C26  0.020
 E77  plan-4  C23  0.020
 E77  plan-4  C30  0.020
 E77  plan-4  N25  0.020
 E77  plan-4  O24  0.020

