# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun May  3 23:21:24 2020
#   Inital geometry file: a 105 line input string
#   Ligand name: (1S,2R)-1-(4-hydroxy-3-methoxyphenyl)-2-(2-methoxyphenoxy)propane-1,3-diol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1ccccc1O[C@H](CO)[C@@H](O)c2ccc(O)c(OC)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
 GGE  GGE  (1S,2R)-1-(4-hydroxy-3-methoxyphenyl)-2-(2-methoxyphenoxy)propane-1,3-diol  ligand  43  23  .  2021-08-10  2021-08-10  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_GGE
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
 GGE  C01   C  CH3   0  -0.440  -2.2296  -2.5475   1.4870
 GGE  O02   O  O2    0  -0.490  -2.8594  -2.1133   0.2990
 GGE  C03   C  CR6   0   0.307  -2.6074  -0.8600  -0.1417
 GGE  C04   C  CR6   0   0.266  -3.2724  -0.5089  -1.3277
 GGE  O05   O  OH1   0  -0.634  -4.0939  -1.3753  -1.9576
 GGE  C06   C  CR16  0  -0.330  -3.0823   0.7548  -1.8556
 GGE  C07   C  CR16  0  -0.349  -2.2392   1.6661  -1.2272
 GGE  C08   C  CR6   0   0.118  -1.5741   1.3256  -0.0600
 GGE  C09   C  CR16  0  -0.407  -1.7713   0.0528   0.4781
 GGE  C10   C  CH1   0  -0.028  -0.6071   2.2786   0.6127
 GGE  O11   O  OH1   0  -0.658  -0.9682   3.6273   0.4653
 GGE  C12   C  CH1   0  -0.058   0.8254   2.0320   0.0981
 GGE  C13   C  CH2   0  -0.167   1.8521   3.0191   0.6208
 GGE  O14   O  OH1   0  -0.669   1.8519   2.9894   2.0258
 GGE  O15   O  O2    0  -0.480   1.1485   0.7158   0.5039
 GGE  C16   C  CR6   0   0.340   1.9401  -0.0767  -0.2431
 GGE  C17   C  CR16  0  -0.373   2.5506   0.2777  -1.4352
 GGE  C18   C  CR16  0  -0.269   3.3435  -0.6392  -2.1256
 GGE  C19   C  CR16  0  -0.269   3.5313  -1.9090  -1.6209
 GGE  C20   C  CR16  0  -0.383   2.9284  -2.2764  -0.4179
 GGE  C21   C  CR6   0   0.294   2.1392  -1.3740   0.2768
 GGE  O22   O  O2    0  -0.464   1.5246  -1.6304   1.4479
 GGE  C23   C  CH3   0  -0.446   1.7448  -2.8861   2.0549
 GGE  H012  H  HCH3  0   0.231  -2.5406  -1.9532   2.3502
 GGE  H013  H  HCH3  0   0.263  -2.5319  -3.5800   1.6416
 GGE  H011  H  HCH3  0   0.233  -1.1413  -2.5036   1.4038
 GGE  H051  H  HOH1  0   0.471  -4.1209  -2.2125  -1.4789
 GGE  H061  H  HCR6  0   0.262  -3.5981   1.0293  -2.7675
 GGE  H071  H  HCR6  0   0.234  -2.1266   2.6454  -1.6750
 GGE  H091  H  HCR6  0   0.271  -1.2557  -0.2164   1.3904
 GGE  H101  H  HCH1  0   0.255  -0.6206   2.0855   1.6890
 GGE  H111  H  HOH1  0   0.451  -0.8346   3.9047  -0.4471
 GGE  H121  H  HCH1  0   0.251   0.8056   2.1202  -0.9959
 GGE  H131  H  HCH2  0   0.216   2.8348   2.7508   0.2103
 GGE  H132  H  HCH2  0   0.209   1.6142   4.0125   0.2235
 GGE  H141  H  HOH1  0   0.460   2.4833   3.6435   2.3376
 GGE  H171  H  HCR6  0   0.275   2.4257   1.2686  -1.8497
 GGE  H181  H  HCR6  0   0.253   3.8091  -0.3406  -3.0552
 GGE  H191  H  HCR6  0   0.253   4.1478  -2.6259  -2.1464
 GGE  H201  H  HCR6  0   0.280   3.0880  -3.2761  -0.0366
 GGE  H231  H  HCH3  0   0.259   1.2021  -2.8731   2.9971
 GGE  H232  H  HCH3  0   0.227   1.3670  -3.7107   1.4438
 GGE  H233  H  HCH3  0   0.236   2.8047  -3.0598   2.2610

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
 GGE  C19  C18   aromatic  1.379  0.020  1.379
 GGE  C19  C20   aromatic  1.395  0.020  1.395
 GGE  C18  C17   aromatic  1.395  0.020  1.395
 GGE  C20  C21   aromatic  1.386  0.020  1.386
 GGE  C17  C16   aromatic  1.385  0.020  1.385
 GGE  O14  C13   single    1.405  0.020  1.405
 GGE  C21  C16   aromatic  1.412  0.020  1.412
 GGE  C21  O22   single    1.347  0.020  1.347
 GGE  C16  O15   single    1.346  0.020  1.346
 GGE  C13  C12   single    1.517  0.020  1.517
 GGE  O22  C23   single    1.412  0.020  1.412
 GGE  O15  C12   single    1.415  0.020  1.415
 GGE  C12  C10   single    1.542  0.020  1.542
 GGE  C10  O11   single    1.404  0.020  1.404
 GGE  C10  C08   single    1.515  0.020  1.515
 GGE  C08  C09   aromatic  1.396  0.020  1.396
 GGE  C08  C07   aromatic  1.386  0.020  1.386
 GGE  C09  C03   aromatic  1.384  0.020  1.384
 GGE  C01  O02   single    1.413  0.020  1.413
 GGE  C07  C06   aromatic  1.391  0.020  1.391
 GGE  C03  O02   single    1.352  0.020  1.352
 GGE  C03  C04   aromatic  1.404  0.020  1.404
 GGE  C06  C04   aromatic  1.383  0.020  1.383
 GGE  C04  O05   single    1.350  0.020  1.350
 GGE  C01  H012  single    0.970  0.020  1.090
 GGE  C01  H013  single    0.970  0.020  1.090
 GGE  C01  H011  single    0.970  0.020  1.090
 GGE  O05  H051  single    0.850  0.020  0.980
 GGE  C06  H061  single    0.930  0.020  1.080
 GGE  C07  H071  single    0.930  0.020  1.080
 GGE  C09  H091  single    0.930  0.020  1.080
 GGE  C10  H101  single    0.970  0.020  1.090
 GGE  O11  H111  single    0.850  0.020  0.980
 GGE  C12  H121  single    0.970  0.020  1.090
 GGE  C13  H131  single    0.970  0.020  1.090
 GGE  C13  H132  single    0.970  0.020  1.090
 GGE  O14  H141  single    0.850  0.020  0.980
 GGE  C17  H171  single    0.930  0.020  1.080
 GGE  C18  H181  single    0.930  0.020  1.080
 GGE  C19  H191  single    0.930  0.020  1.080
 GGE  C20  H201  single    0.930  0.020  1.080
 GGE  C23  H231  single    0.970  0.020  1.090
 GGE  C23  H232  single    0.970  0.020  1.090
 GGE  C23  H233  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
 GGE  H011  C01  H013  109.03  3.000
 GGE  H011  C01  H012  108.76  3.000
 GGE  H013  C01  H012  108.97  3.000
 GGE  H011  C01  O02   111.57  3.000
 GGE  H013  C01  O02   106.71  3.000
 GGE  H012  C01  O02   111.72  3.000
 GGE  C03   O02  C01   118.41  3.000
 GGE  C09   C03  C04   119.95  3.000
 GGE  C04   C03  O02   114.76  3.000
 GGE  C09   C03  O02   125.29  3.000
 GGE  C06   C04  O05   119.48  3.000
 GGE  O05   C04  C03   121.45  3.000
 GGE  C06   C04  C03   119.07  3.000
 GGE  H051  O05  C04   110.03  3.000
 GGE  H061  C06  C07   120.18  3.000
 GGE  H061  C06  C04   119.19  3.000
 GGE  C07   C06  C04   120.63  3.000
 GGE  H071  C07  C08   121.37  3.000
 GGE  H071  C07  C06   117.95  3.000
 GGE  C08   C07  C06   120.68  3.000
 GGE  C10   C08  C09   119.51  3.000
 GGE  C09   C08  C07   118.74  3.000
 GGE  C10   C08  C07   121.71  3.000
 GGE  H091  C09  C08   118.99  3.000
 GGE  H091  C09  C03   120.08  3.000
 GGE  C08   C09  C03   120.93  3.000
 GGE  H101  C10  C12   108.16  3.000
 GGE  H101  C10  O11   105.65  3.000
 GGE  C12   C10  O11   110.95  3.000
 GGE  H101  C10  C08   108.54  3.000
 GGE  O11   C10  C08   113.17  3.000
 GGE  C12   C10  C08   110.13  3.000
 GGE  H111  O11  C10   109.91  3.000
 GGE  H121  C12  O15   111.39  3.000
 GGE  H121  C12  C13   107.66  3.000
 GGE  O15   C12  C13   110.61  3.000
 GGE  H121  C12  C10   107.63  3.000
 GGE  O15   C12  C10   105.38  3.000
 GGE  C13   C12  C10   114.18  3.000
 GGE  H132  C13  H131  106.27  3.000
 GGE  H132  C13  O14   112.44  3.000
 GGE  H131  C13  O14   111.64  3.000
 GGE  H132  C13  C12   108.53  3.000
 GGE  H131  C13  C12   108.52  3.000
 GGE  O14   C13  C12   109.30  3.000
 GGE  H141  O14  C13   108.05  3.000
 GGE  C16   O15  C12   121.51  3.000
 GGE  C21   C16  C17   119.33  3.000
 GGE  C21   C16  O15   114.80  3.000
 GGE  C17   C16  O15   125.87  3.000
 GGE  H171  C17  C18   118.57  3.000
 GGE  H171  C17  C16   120.89  3.000
 GGE  C18   C17  C16   120.54  3.000
 GGE  H181  C18  C19   120.66  3.000
 GGE  H181  C18  C17   119.25  3.000
 GGE  C19   C18  C17   120.10  3.000
 GGE  H191  C19  C20   119.39  3.000
 GGE  H191  C19  C18   120.66  3.000
 GGE  C20   C19  C18   119.95  3.000
 GGE  H201  C20  C21   120.60  3.000
 GGE  H201  C20  C19   118.93  3.000
 GGE  C21   C20  C19   120.47  3.000
 GGE  O22   C21  C20   124.87  3.000
 GGE  O22   C21  C16   115.51  3.000
 GGE  C20   C21  C16   119.61  3.000
 GGE  C23   O22  C21   118.15  3.000
 GGE  H233  C23  H232  108.69  3.000
 GGE  H233  C23  H231  108.80  3.000
 GGE  H232  C23  H231  108.70  3.000
 GGE  H233  C23  O22   111.93  3.000
 GGE  H232  C23  O22   112.11  3.000
 GGE  H231  C23  O22   106.50  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
 GGE  CONST_01  C07   C08  C09  C03    0.00   0.0  0
 GGE  CONST_02  C07   C06  C04  C03    0.00   0.0  0
 GGE  CONST_03  C08   C09  C03  C04    0.00   0.0  0
 GGE  CONST_04  C08   C07  C06  C04    0.00   0.0  0
 GGE  CONST_05  C09   C08  C07  C06    0.00   0.0  0
 GGE  CONST_06  C09   C03  C04  C06    0.00   0.0  0
 GGE  CONST_07  C19   C18  C17  C16    0.00   0.0  0
 GGE  CONST_08  C19   C20  C21  C16    0.00   0.0  0
 GGE  CONST_09  C20   C19  C18  C17    0.00   0.0  0
 GGE  CONST_10  C20   C21  C16  C17    0.00   0.0  0
 GGE  CONST_11  C21   C20  C19  C18    0.00   0.0  0
 GGE  CONST_12  C21   C16  C17  C18    0.00   0.0  0
 GGE  CONST_13  C08   C09  C03  O02  180.00   0.0  0
 GGE  CONST_14  C06   C04  C03  O02  180.00   0.0  0
 GGE  CONST_15  C10   C08  C09  C03  180.00   0.0  0
 GGE  CONST_16  C09   C03  C04  O05  180.00   0.0  0
 GGE  CONST_17  C07   C06  C04  O05  180.00   0.0  0
 GGE  CONST_18  C10   C08  C07  C06  180.00   0.0  0
 GGE  CONST_19  C18   C17  C16  O15  180.00   0.0  0
 GGE  CONST_20  C20   C21  C16  O15  180.00   0.0  0
 GGE  CONST_21  O22   C21  C16  C17  180.00   0.0  0
 GGE  CONST_22  O22   C21  C20  C19  180.00   0.0  0
 GGE  CONST_23  H061  C06  C04  C03  180.00   0.0  0
 GGE  CONST_24  H091  C09  C03  C04  180.00   0.0  0
 GGE  CONST_25  H071  C07  C06  C04  180.00   0.0  0
 GGE  CONST_26  H181  C18  C17  C16  180.00   0.0  0
 GGE  CONST_27  H201  C20  C21  C16  180.00   0.0  0
 GGE  CONST_28  H191  C19  C18  C17  180.00   0.0  0
 GGE  CONST_29  H171  C17  C18  C19  180.00   0.0  0
 GGE  Var_01    C09   C03  O02  C01    0.05  30.0  2
 GGE  Var_02    C17   C16  O15  C12    1.86  30.0  2
 GGE  Var_03    H012  C01  O02  C03   63.11  30.0  3
 GGE  Var_04    H231  C23  O22  C21  177.54  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
 GGE  chir_01  C10  C12  O11  C08  negativ
 GGE  chir_02  C12  O15  C10  C13  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
 GGE  plan-1  O02   0.020
 GGE  plan-1  C03   0.020
 GGE  plan-1  C04   0.020
 GGE  plan-1  O05   0.020
 GGE  plan-1  C06   0.020
 GGE  plan-1  C07   0.020
 GGE  plan-1  C08   0.020
 GGE  plan-1  C09   0.020
 GGE  plan-1  C10   0.020
 GGE  plan-1  H061  0.020
 GGE  plan-1  H071  0.020
 GGE  plan-1  H091  0.020
 GGE  plan-2  O15   0.020
 GGE  plan-2  C16   0.020
 GGE  plan-2  C17   0.020
 GGE  plan-2  C18   0.020
 GGE  plan-2  C19   0.020
 GGE  plan-2  C20   0.020
 GGE  plan-2  C21   0.020
 GGE  plan-2  O22   0.020
 GGE  plan-2  H171  0.020
 GGE  plan-2  H181  0.020
 GGE  plan-2  H191  0.020
 GGE  plan-2  H201  0.020

