# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Jul 31 10:01:50 2022
#   Inital geometry file: a 132 line input string
#   Ligand name: ethyl 3-(2-{3-[(2,4-diamino-6-ethylpyrimidin-5-yl)oxy]propoxy}phenyl)propanoate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCOC(=O)CCc1ccccc1OCCCOc2c(N)nc(N)nc2CC
#
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
 GHU  GHU  "ethyl 3-(2-{3-[(2,4-diamino-6-ethylpyrimidin-5-yl)oxy]propoxy}phenyl)propanoate"  ligand  56  28  .  2022-08-10  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_GHU
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
 GHU  C11   C  CH2   0  -0.500  33.8679  -1.1278  13.1090
 GHU  C14   C  CR6   0   0.361  31.4937  -2.1737  15.6794
 GHU  C15   C  CR16  0  -0.375  31.9987  -3.2952  16.3313
 GHU  C16   C  CR16  0  -0.254  31.2741  -3.8838  17.3621
 GHU  C17   C  CR16  0  -0.268  30.0506  -3.3637  17.7464
 GHU  C26   C  CH3   0  -0.688  24.9859  -2.0764  15.6509
 GHU  C28   C  CH3   0  -0.670  32.0600   2.5568  16.2888
 GHU  N01   N  N     0  -0.501  36.7220   3.5467  14.8281
 GHU  C02   C  CR6   0   0.506  35.9464   4.1177  15.7514
 GHU  N03   N  NH2   0  -0.825  36.3157   5.3576  16.1692
 GHU  N04   N  N     0  -0.500  34.8809   3.5766  16.3286
 GHU  C05   C  CR6   0   0.231  34.5396   2.3412  15.9401
 GHU  C06   C  CR6   0   0.124  35.2696   1.6612  14.9903
 GHU  C07   C  CR6   0   0.434  36.3918   2.3214  14.4415
 GHU  N08   N  NH2   0  -0.823  37.1414   1.7283  13.4919
 GHU  O09   O  O2    0  -0.495  34.9753   0.3940  14.5761
 GHU  C10   C  CH2   0  -0.174  34.0435   0.3242  13.4997
 GHU  C12   C  CH2   0  -0.192  33.3850  -2.0288  14.2265
 GHU  O13   O  O2    0  -0.474  32.1332  -1.5413  14.6765
 GHU  C18   C  CR6   0   0.006  30.2535  -1.6323  16.0545
 GHU  C19   C  CR16  0  -0.288  29.5546  -2.2442  17.0867
 GHU  C20   C  CH2   0  -0.516  29.6814  -0.4352  15.3456
 GHU  C21   C  CH2   0  -0.544  29.1607  -0.7498  13.9354
 GHU  C22   C  C     0   0.575  28.1698  -1.8821  13.9220
 GHU  O23   O  O     0  -0.447  28.3167  -2.9156  13.3176
 GHU  O24   O  O2    0  -0.450  27.1020  -1.6144  14.6635
 GHU  C25   C  CH2   0  -0.177  26.0851  -2.6212  14.7717
 GHU  H112  H  HCH2  0   0.248  33.1699  -1.1725  12.2693
 GHU  H111  H  HCH2  0   0.248  34.8161  -1.5295  12.7428
 GHU  H151  H  HCR6  0   0.277  32.9521  -3.7228  16.0517
 GHU  H161  H  HCR6  0   0.254  31.6793  -4.7547  17.8612
 GHU  H171  H  HCR6  0   0.248  29.4848  -3.8179  18.5488
 GHU  H262  H  HCH3  0   0.238  24.1995  -2.8247  15.7457
 GHU  H261  H  HCH3  0   0.235  25.3492  -1.8462  16.6525
 GHU  H263  H  HCH3  0   0.235  24.5397  -1.1767  15.2270
 GHU  H272  H  HCH2  0   0.250  33.1826   0.7163  16.2902
 GHU  H271  H  HCH2  0   0.250  33.4907   1.7457  17.6737
 GHU  H283  H  HCH3  0   0.235  31.2014   2.1249  16.8029
 GHU  H282  H  HCH3  0   0.232  32.1616   3.5911  16.6141
 GHU  H281  H  HCH3  0   0.226  31.8412   2.5586  15.2200
 GHU  H032  H  HNH2  0   0.384  36.9355   5.8791  15.5729
 GHU  H031  H  HNH2  0   0.383  35.6223   5.9014  16.6541
 GHU  H081  H  HNH2  0   0.391  38.0245   2.1487  13.2560
 GHU  H082  H  HNH2  0   0.399  37.0685   0.7349  13.3535
 GHU  H102  H  HCH2  0   0.228  33.0889   0.7699  13.7989
 GHU  H101  H  HCH2  0   0.233  34.4115   0.8938  12.6392
 GHU  H122  H  HCH2  0   0.238  33.2841  -3.0539  13.8532
 GHU  H121  H  HCH2  0   0.228  34.1057  -2.0502  15.0502
 GHU  H191  H  HCR6  0   0.248  28.5987  -1.8276  17.3821
 GHU  H202  H  HCH2  0   0.254  28.8725  -0.0210  15.9483
 GHU  H201  H  HCH2  0   0.272  30.4301   0.3538  15.2531
 GHU  H212  H  HCH2  0   0.274  28.6831   0.1454  13.5283
 GHU  H211  H  HCH2  0   0.263  29.9821  -1.0124  13.2720
 GHU  H252  H  HCH2  0   0.233  25.7029  -2.8686  13.7791
 GHU  H251  H  HCH2  0   0.232  26.5127  -3.5295  15.2019
 GHU  C27   C  CH2   0  -0.510  33.3221   1.7536  16.5935

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
 GHU  C02  N01   aromatic  1.334  0.020  1.334
 GHU  N03  C02   single    1.359  0.020  1.359
 GHU  N04  C02   aromatic  1.327  0.020  1.327
 GHU  C05  N04   aromatic  1.339  0.020  1.339
 GHU  N08  C07   single    1.347  0.020  1.347
 GHU  C07  C06   aromatic  1.413  0.020  1.413
 GHU  O09  C06   single    1.365  0.020  1.365
 GHU  C10  O09   single    1.425  0.020  1.425
 GHU  C11  C10   single    1.514  0.020  1.514
 GHU  C12  C11   single    1.515  0.020  1.515
 GHU  O13  C12   single    1.417  0.020  1.417
 GHU  C14  O13   single    1.347  0.020  1.347
 GHU  C16  C15   aromatic  1.391  0.020  1.391
 GHU  C17  C16   aromatic  1.384  0.020  1.384
 GHU  C15  C14   aromatic  1.392  0.020  1.392
 GHU  C18  C14   aromatic  1.404  0.020  1.404
 GHU  C19  C18   aromatic  1.389  0.020  1.389
 GHU  C20  C18   single    1.504  0.020  1.504
 GHU  C21  C20   single    1.536  0.020  1.536
 GHU  C22  C21   single    1.505  0.020  1.505
 GHU  O23  C22   double    1.206  0.020  1.206
 GHU  O24  C22   single    1.327  0.020  1.327
 GHU  C25  O24   single    1.435  0.020  1.435
 GHU  C26  C25   single    1.509  0.020  1.509
 GHU  C06  C05   aromatic  1.377  0.020  1.377
 GHU  C27  C05   single    1.501  0.020  1.501
 GHU  C28  C27   single    1.527  0.020  1.527
 GHU  N01  C07   aromatic  1.327  0.020  1.327
 GHU  C17  C19   aromatic  1.391  0.020  1.391
 GHU  C11  H112  single    0.970  0.020  1.090
 GHU  C11  H111  single    0.970  0.020  1.090
 GHU  C15  H151  single    0.930  0.020  1.080
 GHU  C16  H161  single    0.930  0.020  1.080
 GHU  C17  H171  single    0.930  0.020  1.080
 GHU  C26  H262  single    0.970  0.020  1.090
 GHU  C26  H261  single    0.970  0.020  1.090
 GHU  C26  H263  single    0.970  0.020  1.090
 GHU  C27  H272  single    0.970  0.020  1.090
 GHU  C27  H271  single    0.970  0.020  1.090
 GHU  C28  H283  single    0.970  0.020  1.090
 GHU  C28  H282  single    0.970  0.020  1.090
 GHU  C28  H281  single    0.970  0.020  1.090
 GHU  N03  H032  single    0.890  0.020  1.040
 GHU  N03  H031  single    0.890  0.020  1.040
 GHU  N08  H081  single    0.890  0.020  1.040
 GHU  N08  H082  single    0.890  0.020  1.040
 GHU  C10  H102  single    0.970  0.020  1.090
 GHU  C10  H101  single    0.970  0.020  1.090
 GHU  C12  H122  single    0.970  0.020  1.090
 GHU  C12  H121  single    0.970  0.020  1.090
 GHU  C19  H191  single    0.930  0.020  1.080
 GHU  C20  H202  single    0.970  0.020  1.090
 GHU  C20  H201  single    0.970  0.020  1.090
 GHU  C21  H212  single    0.970  0.020  1.090
 GHU  C21  H211  single    0.970  0.020  1.090
 GHU  C25  H252  single    0.970  0.020  1.090
 GHU  C25  H251  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
 GHU  H111  C11  H112  106.36  3.000
 GHU  H111  C11  C12   107.77  3.000
 GHU  H112  C11  C12   109.81  3.000
 GHU  H111  C11  C10   109.78  3.000
 GHU  H112  C11  C10   108.15  3.000
 GHU  C12   C11  C10   114.65  3.000
 GHU  C18   C14  O13   115.92  3.000
 GHU  C18   C14  C15   120.39  3.000
 GHU  O13   C14  C15   123.69  3.000
 GHU  H151  C15  C16   118.92  3.000
 GHU  H151  C15  C14   121.15  3.000
 GHU  C16   C15  C14   119.94  3.000
 GHU  H161  C16  C17   120.35  3.000
 GHU  H161  C16  C15   119.16  3.000
 GHU  C17   C16  C15   120.49  3.000
 GHU  H171  C17  C19   120.22  3.000
 GHU  H171  C17  C16   120.70  3.000
 GHU  C19   C17  C16   119.08  3.000
 GHU  H263  C26  H261  108.63  3.000
 GHU  H263  C26  H262  107.77  3.000
 GHU  H261  C26  H262  107.80  3.000
 GHU  H263  C26  C25   111.68  3.000
 GHU  H261  C26  C25   111.63  3.000
 GHU  H262  C26  C25   109.17  3.000
 GHU  H281  C28  H282  108.04  3.000
 GHU  H281  C28  H283  107.74  3.000
 GHU  H282  C28  H283  108.00  3.000
 GHU  H281  C28  C27   111.23  3.000
 GHU  H282  C28  C27   111.28  3.000
 GHU  H283  C28  C27   110.41  3.000
 GHU  C07   N01  C02   116.89  3.000
 GHU  N04   C02  N03   117.15  3.000
 GHU  N04   C02  N01   126.38  3.000
 GHU  N03   C02  N01   116.43  3.000
 GHU  H031  N03  H032  115.49  3.000
 GHU  H031  N03  C02   117.00  3.000
 GHU  H032  N03  C02   117.27  3.000
 GHU  C05   N04  C02   117.04  3.000
 GHU  C06   C05  N04   121.35  3.000
 GHU  C06   C05  C27   122.45  3.000
 GHU  N04   C05  C27   116.19  3.000
 GHU  O09   C06  C07   119.15  3.000
 GHU  O09   C06  C05   123.58  3.000
 GHU  C07   C06  C05   117.26  3.000
 GHU  N08   C07  C06   120.66  3.000
 GHU  C06   C07  N01   121.07  3.000
 GHU  N08   C07  N01   118.26  3.000
 GHU  H082  N08  H081  116.37  3.000
 GHU  H082  N08  C07   119.44  3.000
 GHU  H081  N08  C07   118.01  3.000
 GHU  C10   O09  C06   114.55  3.000
 GHU  H101  C10  H102  107.21  3.000
 GHU  H101  C10  O09   110.37  3.000
 GHU  H102  C10  O09   110.09  3.000
 GHU  H101  C10  C11   109.57  3.000
 GHU  H102  C10  C11   111.09  3.000
 GHU  O09   C10  C11   108.52  3.000
 GHU  H121  C12  H122  107.38  3.000
 GHU  H121  C12  O13   110.45  3.000
 GHU  H122  C12  O13   110.42  3.000
 GHU  H121  C12  C11   110.91  3.000
 GHU  H122  C12  C11   109.55  3.000
 GHU  O13   C12  C11   108.14  3.000
 GHU  C12   O13  C14   119.63  3.000
 GHU  C20   C18  C19   120.64  3.000
 GHU  C20   C18  C14   121.12  3.000
 GHU  C19   C18  C14   118.24  3.000
 GHU  H191  C19  C18   118.50  3.000
 GHU  H191  C19  C17   119.65  3.000
 GHU  C18   C19  C17   121.86  3.000
 GHU  H201  C20  H202  106.32  3.000
 GHU  H201  C20  C21   107.63  3.000
 GHU  H202  C20  C21   109.50  3.000
 GHU  H201  C20  C18   110.75  3.000
 GHU  H202  C20  C18   108.90  3.000
 GHU  C21   C20  C18   113.49  3.000
 GHU  H211  C21  H212  107.48  3.000
 GHU  H211  C21  C22   108.07  3.000
 GHU  H212  C21  C22   108.98  3.000
 GHU  H211  C21  C20   110.69  3.000
 GHU  H212  C21  C20   108.80  3.000
 GHU  C22   C21  C20   112.68  3.000
 GHU  O24   C22  O23   123.41  3.000
 GHU  O24   C22  C21   111.90  3.000
 GHU  O23   C22  C21   124.68  3.000
 GHU  C25   O24  C22   118.08  3.000
 GHU  H251  C25  H252  107.86  3.000
 GHU  H251  C25  O24   109.62  3.000
 GHU  H252  C25  O24   109.78  3.000
 GHU  H251  C25  C26   110.85  3.000
 GHU  H252  C25  C26   110.88  3.000
 GHU  O24   C25  C26   107.87  3.000
 GHU  H271  C27  H272  106.72  3.000
 GHU  H271  C27  C05   107.93  3.000
 GHU  H272  C27  C05   110.81  3.000
 GHU  H271  C27  C28   109.17  3.000
 GHU  H272  C27  C28   109.84  3.000
 GHU  C05   C27  C28   112.19  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
 GHU  CONST_01  C17   C16  C15  C14     0.00   0.0  0
 GHU  CONST_02  C17   C19  C18  C14     0.00   0.0  0
 GHU  CONST_03  C19   C17  C16  C15     0.00   0.0  0
 GHU  CONST_04  C19   C18  C14  C15     0.00   0.0  0
 GHU  CONST_05  C18   C14  C15  C16     0.00   0.0  0
 GHU  CONST_06  C18   C19  C17  C16     0.00   0.0  0
 GHU  CONST_07  C05   N04  C02  N01     0.00   0.0  0
 GHU  CONST_08  C05   C06  C07  N01     0.00   0.0  0
 GHU  CONST_09  C06   C07  N01  C02     0.00   0.0  0
 GHU  CONST_10  C06   C05  N04  C02     0.00   0.0  0
 GHU  CONST_11  C07   N01  C02  N04     0.00   0.0  0
 GHU  CONST_12  C07   C06  C05  N04     0.00   0.0  0
 GHU  CONST_13  C20   C18  C14  C15   180.00   0.0  0
 GHU  CONST_14  O13   C14  C15  C16   180.00   0.0  0
 GHU  CONST_15  C20   C18  C19  C17   180.00   0.0  0
 GHU  CONST_16  C02   N04  C05  C27   180.00   0.0  0
 GHU  CONST_17  C07   C06  C05  C27   180.00   0.0  0
 GHU  CONST_18  O09   C06  C07  N01   180.00   0.0  0
 GHU  CONST_19  N08   C07  N01  C02   180.00   0.0  0
 GHU  CONST_20  C07   N01  C02  N03   180.00   0.0  0
 GHU  CONST_21  C05   N04  C02  N03   180.00   0.0  0
 GHU  CONST_22  O09   C06  C05  N04   180.00   0.0  0
 GHU  CONST_23  N08   C07  C06  C05   180.00   0.0  0
 GHU  CONST_24  C19   C18  C14  O13   180.00   0.0  0
 GHU  CONST_25  H161  C16  C15  C14   180.00   0.0  0
 GHU  CONST_26  H191  C19  C18  C14   180.00   0.0  0
 GHU  CONST_27  H171  C17  C16  C15   180.00   0.0  0
 GHU  CONST_28  H191  C19  C17  C16   180.00   0.0  0
 GHU  CONST_29  H151  C15  C16  C17   180.00   0.0  0
 GHU  CONST_30  H151  C15  C14  C18   180.00   0.0  0
 GHU  CONST_31  H171  C17  C19  C18   180.00   0.0  0
 GHU  CONST_32  H161  C16  C17  C19   180.00   0.0  0
 GHU  CONST_35  H081  N08  C07  N01     0.00   0.0  0
 GHU  CONST_39  H081  N08  C07  C06   180.00   0.0  0
 GHU  Var_01    C21   C20  C18  C14    72.90  30.0  1
 GHU  Var_02    C12   O13  C14  C15     0.74  30.0  2
 GHU  Var_03    N04   C05  C27  C28    62.52  30.0  2
 GHU  Var_04    C06   C05  C27  C28  -117.23  30.0  2
 GHU  Var_05    C10   O09  C06  C05    87.63  30.0  2
 GHU  Var_06    C10   O09  C06  C07   -93.35  30.0  2
 GHU  Var_07    C18   C14  O13  C12  -179.41  30.0  2
 GHU  Var_08    C21   C20  C18  C19  -106.07  30.0  1
 GHU  Var_09    H202  C20  C18  C14  -164.85  30.0  1
 GHU  Var_10    H201  C20  C18  C14   -48.28  30.0  1
 GHU  Var_11    H272  C27  C05  N04  -174.31  30.0  1
 GHU  Var_12    H271  C27  C05  N04   -57.79  30.0  1
 GHU  Var_13    H272  C27  C05  C06     5.94  30.0  1
 GHU  Var_14    H271  C27  C05  C06   122.45  30.0  1
 GHU  Var_15    H202  C20  C18  C19    16.17  30.0  1
 GHU  Var_16    H201  C20  C18  C19   132.75  30.0  1
 GHU  Var_17    C06   O09  C10  C11   177.32  30.0  3
 GHU  Var_18    C14   O13  C12  C11  -179.70  30.0  2
 GHU  Var_19    C22   C21  C20  C18    53.95  30.0  2
 GHU  Var_20    H122  C12  O13  C14    60.45  30.0  3
 GHU  Var_21    H121  C12  O13  C14   -58.17  30.0  3
 GHU  Var_22    H283  C28  C27  C05  -178.13  30.0  3
 GHU  Var_23    H282  C28  C27  C05   -58.22  30.0  3
 GHU  Var_24    H281  C28  C27  C05    62.31  30.0  3
 GHU  Var_25    H102  C10  O09  C06   -60.90  30.0  2
 GHU  Var_26    H101  C10  O09  C06    57.25  30.0  2
 GHU  Var_27    H212  C21  C20  C18   174.92  30.0  2
 GHU  Var_28    H211  C21  C20  C18   -67.19  30.0  2
 GHU  Var_29    C22   O24  C25  C26  -179.63  30.0  3
 GHU  Var_30    C12   C11  C10  O09    58.35  30.0  1
 GHU  Var_31    O13   C12  C11  C10    59.41  30.0  1
 GHU  Var_32    O23   C22  C21  C20  -119.61  30.0  2
 GHU  Var_33    O24   C22  C21  C20    60.21  30.0  2
 GHU  Var_34    C25   O24  C22  C21  -178.44  30.0  1
 GHU  Var_35    C25   O24  C22  O23     1.37  30.0  1
 GHU  Var_36    H112  C11  C10  O09  -178.76  30.0  1
 GHU  Var_37    H111  C11  C10  O09   -63.11  30.0  1
 GHU  Var_38    H122  C12  C11  C10   179.80  30.0  1
 GHU  Var_39    H121  C12  C11  C10   -61.84  30.0  1
 GHU  Var_40    H102  C10  C11  C12   -62.81  30.0  3
 GHU  Var_41    H101  C10  C11  C12   178.93  30.0  3
 GHU  Var_42    H112  C11  C12  O13   -62.57  30.0  3
 GHU  Var_43    H111  C11  C12  O13  -178.04  30.0  3
 GHU  Var_44    H202  C20  C21  C22   -67.96  30.0  3
 GHU  Var_45    H201  C20  C21  C22   176.87  30.0  3
 GHU  Var_46    H252  C25  O24  C22   -58.71  30.0  2
 GHU  Var_47    H251  C25  O24  C22    59.59  30.0  2
 GHU  Var_48    H212  C21  C22  O23   119.52  30.0  3
 GHU  Var_49    H211  C21  C22  O23     3.02  30.0  3
 GHU  Var_50    H212  C21  C22  O24   -60.66  30.0  3
 GHU  Var_51    H211  C21  C22  O24  -177.16  30.0  3
 GHU  Var_52    H262  C26  C25  O24   179.86  30.0  3
 GHU  Var_53    H261  C26  C25  O24   -61.06  30.0  3
 GHU  Var_54    H263  C26  C25  O24    60.78  30.0  3

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
 GHU  plan-1  C14   0.020
 GHU  plan-1  C15   0.020
 GHU  plan-1  C16   0.020
 GHU  plan-1  C17   0.020
 GHU  plan-1  O13   0.020
 GHU  plan-1  C18   0.020
 GHU  plan-1  C19   0.020
 GHU  plan-1  C20   0.020
 GHU  plan-1  H151  0.020
 GHU  plan-1  H161  0.020
 GHU  plan-1  H171  0.020
 GHU  plan-1  H191  0.020
 GHU  plan-2  N01   0.020
 GHU  plan-2  C02   0.020
 GHU  plan-2  N03   0.020
 GHU  plan-2  N04   0.020
 GHU  plan-2  C05   0.020
 GHU  plan-2  C06   0.020
 GHU  plan-2  C07   0.020
 GHU  plan-2  N08   0.020
 GHU  plan-2  O09   0.020
 GHU  plan-2  C27   0.020
 GHU  plan-3  C02   0.020
 GHU  plan-3  N03   0.020
 GHU  plan-3  H032  0.020
 GHU  plan-3  H031  0.020
 GHU  plan-4  C07   0.020
 GHU  plan-4  N08   0.020
 GHU  plan-4  H081  0.020
 GHU  plan-4  H082  0.020
 GHU  plan-5  C21   0.020
 GHU  plan-5  C22   0.020
 GHU  plan-5  O23   0.020
 GHU  plan-5  O24   0.020

