# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon May  4 04:58:31 2020
#   Inital geometry file: a 137 line input string
#   Ligand name: N-{2-[4-methoxy-3-(2-phenylethoxy)phenyl]ethyl}-N-propylpropan-1-amine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCN(CCC)CCc1ccc(OC)c(OCCc2ccccc2)c1
#
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
 GKY  GKY  N-{2-[4-methoxy-3-(2-phenylethoxy)phenyl]ethyl}-N-propylpropan-1-amine  ligand  59  26  .  2021-08-10  2021-08-10  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_GKY
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
 GKY  C10  C  CR6   0   0.131  -1.3472  -1.6241  -0.8435
 GKY  C16  C  CR6   0   0.105   4.4924   1.1889   0.3273
 GKY  C26  C  CR16  0  -0.337  -1.6028  -2.9822  -0.8273
 GKY  C01  C  CH3   0  -0.667  -6.7752   0.4453   2.4154
 GKY  C02  C  CH2   0  -0.434  -5.8825   0.2361   1.2000
 GKY  C03  C  CH2   0  -0.268  -4.7669   1.2698   1.1316
 GKY  C05  C  CH2   0  -0.271  -3.2285   2.3287  -0.3940
 GKY  C06  C  CH2   0  -0.432  -4.1078   3.2250  -1.2541
 GKY  C07  C  CH3   0  -0.667  -3.3977   4.5157  -1.6405
 GKY  C08  C  CH2   0  -0.277  -2.9185   0.0199   0.2184
 GKY  C09  C  CH2   0  -0.526  -2.4319  -0.6136  -1.0868
 GKY  C11  C  CR16  0  -0.431  -0.0420  -1.1879  -0.5859
 GKY  C12  C  CR6   0   0.330   0.9783  -2.0839  -0.3202
 GKY  C14  C  CH2   0  -0.162   2.5969  -0.3685  -0.0394
 GKY  C15  C  CH2   0  -0.540   4.0834  -0.2571   0.2571
 GKY  C17  C  CR16  0  -0.301   4.8985   1.8690  -0.8188
 GKY  C18  C  CR16  0  -0.240   5.2405   3.2136  -0.7649
 GKY  C19  C  CR16  0  -0.270   5.1794   3.8997   0.4412
 GKY  C20  C  CR16  0  -0.240   4.7747   3.2320   1.5901
 GKY  C21  C  CR16  0  -0.303   4.4329   1.8875   1.5309
 GKY  C22  C  CR6   0   0.284   0.7042  -3.4674  -0.3063
 GKY  C24  C  CH3   0  -0.435   1.5343  -5.6606   0.0062
 GKY  C25  C  CR16  0  -0.370  -0.5851  -3.9001  -0.5619
 GKY  N04  N  NT    0  -0.423  -3.8798   1.0857  -0.0067
 GKY  O13  O  O2    0  -0.471   2.2578  -1.7429  -0.0671
 GKY  O23  O  O2    0  -0.466   1.7565  -4.2671  -0.0395
 GKY  H1   H  HCR6  0   0.245  -2.6026  -3.3487  -1.0268
 GKY  H2   H  HCH3  0   0.218  -6.2046   0.3752   3.3436
 GKY  H3   H  HCH3  0   0.217  -7.2486   1.4290   2.3972
 GKY  H4   H  HCH3  0   0.230  -7.5690  -0.3006   2.4604
 GKY  H5   H  HCH2  0   0.218  -5.4656  -0.7742   1.2294
 GKY  H6   H  HCH2  0   0.216  -6.4750   0.2983   0.2834
 GKY  H7   H  HCH2  0   0.226  -5.2293   2.2570   1.0569
 GKY  H8   H  HCH2  0   0.191  -4.2047   1.2754   2.0815
 GKY  H9   H  HCH2  0   0.223  -2.3304   2.0902  -0.9694
 GKY  H10  H  HCH2  0   0.195  -2.8730   2.8865   0.4892
 GKY  H11  H  HCH2  0   0.216  -4.3979   2.6730  -2.1519
 GKY  H12  H  HCH2  0   0.218  -5.0355   3.4669  -0.7286
 GKY  H13  H  HCH3  0   0.230  -4.0367   5.1547  -2.2506
 GKY  H14  H  HCH3  0   0.218  -3.1055   5.0879  -0.7576
 GKY  H15  H  HCH3  0   0.217  -2.4904   4.3119  -2.2124
 GKY  H16  H  HCH2  0   0.237  -3.3858  -0.7658   0.8157
 GKY  H17  H  HCH2  0   0.203  -2.0547   0.3721   0.8069
 GKY  H18  H  HCH2  0   0.239  -2.0618   0.1617  -1.7630
 GKY  H19  H  HCH2  0   0.241  -3.2824  -1.0824  -1.5860
 GKY  H20  H  HCR6  0   0.271   0.1561  -0.1228  -0.6001
 GKY  H21  H  HCH2  0   0.227   2.0191   0.1539   0.7323
 GKY  H22  H  HCH2  0   0.227   2.3688   0.1050  -1.0011
 GKY  H23  H  HCH2  0   0.256   4.6496  -0.7708  -0.5234
 GKY  H24  H  HCH2  0   0.256   4.3030  -0.7559   1.2037
 GKY  H25  H  HCR6  0   0.249   4.9520   1.3386  -1.7629
 GKY  H26  H  HCR6  0   0.255   5.5569   3.7248  -1.6651
 GKY  H27  H  HCR6  0   0.255   5.4482   4.9472   0.4864
 GKY  H28  H  HCR6  0   0.254   4.7288   3.7581   2.5352
 GKY  H29  H  HCR6  0   0.249   4.1208   1.3736   2.4329
 GKY  H30  H  HCH3  0   0.258   2.4866  -6.1182   0.2639
 GKY  H31  H  HCH3  0   0.226   0.7968  -5.9342   0.7656
 GKY  H32  H  HCH3  0   0.226   1.2056  -6.0554  -0.9594
 GKY  H33  H  HCR6  0   0.278  -0.8221  -4.9558  -0.5640

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
 GKY  C07  C06  single    1.523  0.020  1.523
 GKY  C01  C02  single    1.522  0.020  1.522
 GKY  C06  C05  single    1.522  0.020  1.522
 GKY  C02  C03  single    1.522  0.020  1.522
 GKY  C05  N04  single    1.456  0.020  1.456
 GKY  C03  N04  single    1.455  0.020  1.455
 GKY  N04  C08  single    1.453  0.020  1.453
 GKY  C08  C09  single    1.530  0.020  1.530
 GKY  C09  C10  single    1.502  0.020  1.502
 GKY  C10  C26  aromatic  1.382  0.020  1.382
 GKY  C10  C11  aromatic  1.400  0.020  1.400
 GKY  C26  C25  aromatic  1.396  0.020  1.396
 GKY  C11  C12  aromatic  1.384  0.020  1.384
 GKY  C25  C22  aromatic  1.384  0.020  1.384
 GKY  C12  C22  aromatic  1.410  0.020  1.410
 GKY  C12  O13  single    1.348  0.020  1.348
 GKY  C22  O23  single    1.348  0.020  1.348
 GKY  O13  C14  single    1.416  0.020  1.416
 GKY  C14  C15  single    1.520  0.020  1.520
 GKY  O23  C24  single    1.412  0.020  1.412
 GKY  C15  C16  single    1.504  0.020  1.504
 GKY  C17  C16  aromatic  1.393  0.020  1.393
 GKY  C17  C18  aromatic  1.388  0.020  1.388
 GKY  C16  C21  aromatic  1.393  0.020  1.393
 GKY  C18  C19  aromatic  1.389  0.020  1.389
 GKY  C21  C20  aromatic  1.389  0.020  1.389
 GKY  C19  C20  aromatic  1.389  0.020  1.389
 GKY  C26  H1   single    0.930  0.020  1.080
 GKY  C01  H2   single    0.970  0.020  1.090
 GKY  C01  H3   single    0.970  0.020  1.090
 GKY  C01  H4   single    0.970  0.020  1.090
 GKY  C02  H5   single    0.970  0.020  1.090
 GKY  C02  H6   single    0.970  0.020  1.090
 GKY  C03  H7   single    0.970  0.020  1.090
 GKY  C03  H8   single    0.970  0.020  1.090
 GKY  C05  H9   single    0.970  0.020  1.090
 GKY  C05  H10  single    0.970  0.020  1.090
 GKY  C06  H11  single    0.970  0.020  1.090
 GKY  C06  H12  single    0.970  0.020  1.090
 GKY  C07  H13  single    0.970  0.020  1.090
 GKY  C07  H14  single    0.970  0.020  1.090
 GKY  C07  H15  single    0.970  0.020  1.090
 GKY  C08  H16  single    0.970  0.020  1.090
 GKY  C08  H17  single    0.970  0.020  1.090
 GKY  C09  H18  single    0.970  0.020  1.090
 GKY  C09  H19  single    0.970  0.020  1.090
 GKY  C11  H20  single    0.930  0.020  1.080
 GKY  C14  H21  single    0.970  0.020  1.090
 GKY  C14  H22  single    0.970  0.020  1.090
 GKY  C15  H23  single    0.970  0.020  1.090
 GKY  C15  H24  single    0.970  0.020  1.090
 GKY  C17  H25  single    0.930  0.020  1.080
 GKY  C18  H26  single    0.930  0.020  1.080
 GKY  C19  H27  single    0.930  0.020  1.080
 GKY  C20  H28  single    0.930  0.020  1.080
 GKY  C21  H29  single    0.930  0.020  1.080
 GKY  C24  H30  single    0.970  0.020  1.090
 GKY  C24  H31  single    0.970  0.020  1.090
 GKY  C24  H32  single    0.970  0.020  1.090
 GKY  C25  H33  single    0.930  0.020  1.080

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
 GKY  C11  C10  C09  119.56  3.000
 GKY  C11  C10  C26  118.46  3.000
 GKY  C09  C10  C26  121.96  3.000
 GKY  C21  C16  C17  118.58  3.000
 GKY  C21  C16  C15  120.72  3.000
 GKY  C17  C16  C15  120.67  3.000
 GKY  H1   C26  C25  119.04  3.000
 GKY  H1   C26  C10  120.06  3.000
 GKY  C25  C26  C10  120.90  3.000
 GKY  H4   C01  H3   107.54  3.000
 GKY  H4   C01  H2   107.56  3.000
 GKY  H3   C01  H2   107.37  3.000
 GKY  H4   C01  C02  111.46  3.000
 GKY  H3   C01  C02  111.38  3.000
 GKY  H2   C01  C02  111.31  3.000
 GKY  H6   C02  H5   106.36  3.000
 GKY  H6   C02  C03  108.71  3.000
 GKY  H5   C02  C03  110.44  3.000
 GKY  H6   C02  C01  110.11  3.000
 GKY  H5   C02  C01  109.21  3.000
 GKY  C03  C02  C01  111.86  3.000
 GKY  H8   C03  H7   105.65  3.000
 GKY  H8   C03  N04  111.31  3.000
 GKY  H7   C03  N04  108.60  3.000
 GKY  H8   C03  C02  109.75  3.000
 GKY  H7   C03  C02  107.84  3.000
 GKY  N04  C03  C02  113.33  3.000
 GKY  H10  C05  H9   105.48  3.000
 GKY  H10  C05  N04  111.28  3.000
 GKY  H9   C05  N04  108.74  3.000
 GKY  H10  C05  C06  109.92  3.000
 GKY  H9   C05  C06  107.80  3.000
 GKY  N04  C05  C06  113.25  3.000
 GKY  H12  C06  H11  106.34  3.000
 GKY  H12  C06  C07  109.27  3.000
 GKY  H11  C06  C07  110.08  3.000
 GKY  H12  C06  C05  110.42  3.000
 GKY  H11  C06  C05  108.67  3.000
 GKY  C07  C06  C05  111.91  3.000
 GKY  H15  C07  H14  107.40  3.000
 GKY  H15  C07  H13  107.66  3.000
 GKY  H14  C07  H13  107.59  3.000
 GKY  H15  C07  C06  111.23  3.000
 GKY  H14  C07  C06  111.33  3.000
 GKY  H13  C07  C06  111.43  3.000
 GKY  H17  C08  H16  105.85  3.000
 GKY  H17  C08  N04  111.50  3.000
 GKY  H16  C08  N04  109.24  3.000
 GKY  H17  C08  C09  109.77  3.000
 GKY  H16  C08  C09  107.74  3.000
 GKY  N04  C08  C09  112.45  3.000
 GKY  H19  C09  H18  106.58  3.000
 GKY  H19  C09  C08  108.66  3.000
 GKY  H18  C09  C08  109.97  3.000
 GKY  H19  C09  C10  110.35  3.000
 GKY  H18  C09  C10  109.43  3.000
 GKY  C08  C09  C10  111.71  3.000
 GKY  H20  C11  C12  120.28  3.000
 GKY  H20  C11  C10  118.32  3.000
 GKY  C12  C11  C10  121.40  3.000
 GKY  O13  C12  C22  115.52  3.000
 GKY  O13  C12  C11  124.90  3.000
 GKY  C22  C12  C11  119.59  3.000
 GKY  H22  C14  H21  107.58  3.000
 GKY  H22  C14  O13  110.63  3.000
 GKY  H21  C14  O13  110.49  3.000
 GKY  H22  C14  C15  110.06  3.000
 GKY  H21  C14  C15  110.07  3.000
 GKY  O13  C14  C15  108.01  3.000
 GKY  H24  C15  H23  107.47  3.000
 GKY  H24  C15  C14  109.40  3.000
 GKY  H23  C15  C14  109.45  3.000
 GKY  H24  C15  C16  110.11  3.000
 GKY  H23  C15  C16  110.15  3.000
 GKY  C14  C15  C16  110.21  3.000
 GKY  H25  C17  C18  119.69  3.000
 GKY  H25  C17  C16  119.47  3.000
 GKY  C18  C17  C16  120.84  3.000
 GKY  H26  C18  C19  120.11  3.000
 GKY  H26  C18  C17  119.80  3.000
 GKY  C19  C18  C17  120.08  3.000
 GKY  H27  C19  C20  120.20  3.000
 GKY  H27  C19  C18  120.22  3.000
 GKY  C20  C19  C18  119.58  3.000
 GKY  H28  C20  C21  119.82  3.000
 GKY  H28  C20  C19  120.05  3.000
 GKY  C21  C20  C19  120.13  3.000
 GKY  H29  C21  C20  119.64  3.000
 GKY  H29  C21  C16  119.57  3.000
 GKY  C20  C21  C16  120.79  3.000
 GKY  O23  C22  C25  125.32  3.000
 GKY  O23  C22  C12  115.59  3.000
 GKY  C25  C22  C12  119.08  3.000
 GKY  H32  C24  H31  108.67  3.000
 GKY  H32  C24  H30  108.69  3.000
 GKY  H31  C24  H30  108.71  3.000
 GKY  H32  C24  O23  112.02  3.000
 GKY  H31  C24  O23  112.06  3.000
 GKY  H30  C24  O23  106.57  3.000
 GKY  H33  C25  C22  120.64  3.000
 GKY  H33  C25  C26  118.79  3.000
 GKY  C22  C25  C26  120.58  3.000
 GKY  C08  N04  C05  111.81  3.000
 GKY  C08  N04  C03  112.03  3.000
 GKY  C05  N04  C03  111.90  3.000
 GKY  C14  O13  C12  118.46  3.000
 GKY  C24  O23  C22  117.97  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
 GKY  CONST_01  C22  C25  C26  C10     0.00   0.0  0
 GKY  CONST_02  C22  C12  C11  C10     0.00   0.0  0
 GKY  CONST_03  C19  C18  C17  C16     0.00   0.0  0
 GKY  CONST_04  C19  C20  C21  C16     0.00   0.0  0
 GKY  CONST_05  C12  C11  C10  C26     0.00   0.0  0
 GKY  CONST_06  C12  C22  C25  C26     0.00   0.0  0
 GKY  CONST_07  C25  C26  C10  C11     0.00   0.0  0
 GKY  CONST_08  C25  C22  C12  C11     0.00   0.0  0
 GKY  CONST_09  C20  C21  C16  C17     0.00   0.0  0
 GKY  CONST_10  C20  C19  C18  C17     0.00   0.0  0
 GKY  CONST_11  C21  C16  C17  C18     0.00   0.0  0
 GKY  CONST_12  C21  C20  C19  C18     0.00   0.0  0
 GKY  CONST_13  O13  C12  C11  C10   180.00   0.0  0
 GKY  CONST_14  O23  C22  C25  C26   180.00   0.0  0
 GKY  CONST_15  C25  C26  C10  C09   180.00   0.0  0
 GKY  CONST_16  C12  C11  C10  C09   180.00   0.0  0
 GKY  CONST_17  O23  C22  C12  C11   180.00   0.0  0
 GKY  CONST_18  C18  C17  C16  C15   180.00   0.0  0
 GKY  CONST_19  C20  C21  C16  C15   180.00   0.0  0
 GKY  CONST_20  O13  C12  C22  C25   180.00   0.0  0
 GKY  CONST_21  H33  C25  C26  C10   180.00   0.0  0
 GKY  CONST_22  H26  C18  C17  C16   180.00   0.0  0
 GKY  CONST_23  H28  C20  C21  C16   180.00   0.0  0
 GKY  CONST_24  H20  C11  C10  C26   180.00   0.0  0
 GKY  CONST_25  H1   C26  C10  C11   180.00   0.0  0
 GKY  CONST_26  H29  C21  C16  C17   180.00   0.0  0
 GKY  CONST_27  H27  C19  C18  C17   180.00   0.0  0
 GKY  CONST_28  H25  C17  C18  C19   180.00   0.0  0
 GKY  Var_01    C08  C09  C10  C26   100.40  30.0  2
 GKY  Var_02    C22  C12  O13  C14  -178.77  30.0  3
 GKY  Var_03    C17  C16  C15  C14   -88.88  30.0  2
 GKY  Var_04    C25  C22  O23  C24    -1.04  30.0  1
 GKY  Var_05    N04  C08  C09  C10   174.73  30.0  2
 GKY  Var_06    O13  C14  C15  C16  -178.78  30.0  2
 GKY  Var_07    C15  C14  O13  C12  -179.76  30.0  3
 GKY  Var_08    H30  C24  O23  C22  -178.19  30.0  3
 GKY  Var_09    N04  C03  C02  C01   179.01  30.0  3
 GKY  Var_10    C05  N04  C03  C02   154.95  30.0  3
 GKY  Var_11    C06  C05  N04  C03   -81.11  30.0  1
 GKY  Var_12    C09  C08  N04  C03   154.05  30.0  3
 GKY  Var_13    N04  C05  C06  C07   179.96  30.0  3
 GKY  Var_14    H2   C01  C02  C03   -59.68  30.0  3
 GKY  Var_15    H13  C07  C06  C05  -179.61  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
 GKY  plan-1  C10  0.020
 GKY  plan-1  C26  0.020
 GKY  plan-1  C09  0.020
 GKY  plan-1  C11  0.020
 GKY  plan-1  C12  0.020
 GKY  plan-1  C22  0.020
 GKY  plan-1  C25  0.020
 GKY  plan-1  O13  0.020
 GKY  plan-1  O23  0.020
 GKY  plan-1  H1   0.020
 GKY  plan-1  H20  0.020
 GKY  plan-1  H33  0.020
 GKY  plan-2  C16  0.020
 GKY  plan-2  C15  0.020
 GKY  plan-2  C17  0.020
 GKY  plan-2  C18  0.020
 GKY  plan-2  C19  0.020
 GKY  plan-2  C20  0.020
 GKY  plan-2  C21  0.020
 GKY  plan-2  H25  0.020
 GKY  plan-2  H26  0.020
 GKY  plan-2  H27  0.020
 GKY  plan-2  H28  0.020
 GKY  plan-2  H29  0.020

