# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Mar 24 15:10:51 2022
#   Inital geometry file: a 101 line input string
#   Ligand name: (1R)-3-amino-1-[3-(cyclohexylmethoxy)-4-fluorophenyl]propan-1-ol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: NCC[C@@H](O)c1ccc(F)c(OCC2CCCCC2)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
 W4J  W4J  (1R)-3-amino-1-[3-(cyclohexylmethoxy)-4-fluorophenyl]propan-1-ol  ligand  44  20  .  2022-03-29  2022-03-29
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_W4J
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
 W4J  C1   C  CH2   0  -0.454  -36.9955  132.0822   8.3303
 W4J  C2   C  CH1   0   0.012  -36.4639  133.2944   9.0937
 W4J  C3   C  CR6   0   0.069  -37.5862  133.9683   9.8595
 W4J  C4   C  CR16  0  -0.428  -38.3745  134.9353   9.2361
 W4J  C5   C  CR6   0   0.269  -39.4244  135.5456   9.9123
 W4J  C6   C  CH2   0  -0.159  -40.0240  136.9238   8.0748
 W4J  C7   C  CH1   0  -0.275  -41.0183  138.0205   7.7500
 W4J  C8   C  CH2   0  -0.413  -40.8219  139.2617   8.6211
 W4J  C9   C  CH2   0  -0.432  -41.7861  140.3781   8.2336
 W4J  C10  C  CH2   0  -0.428  -41.6630  140.7331   6.7562
 W4J  C11  C  CH2   0  -0.430  -41.8618  139.4998   5.8821
 W4J  C12  C  CH2   0  -0.422  -40.8972  138.3847   6.2694
 W4J  C14  C  CR16  0  -0.392  -38.9043  134.2078  11.8627
 W4J  C15  C  CR16  0  -0.319  -37.8541  133.6106  11.1721
 W4J  C13  C  CR6   0   0.432  -39.6681  135.1597  11.2321
 W4J  O    O  OH1   0  -0.650  -35.8603  134.1779   8.1782
 W4J  C    C  CH2   0  -0.287  -35.9637  131.0390   7.9181
 W4J  N    N  NH2   0  -0.786  -34.9481  131.5449   7.0084
 W4J  O1   O  O2    0  -0.472  -40.2357  136.4877   9.4088
 W4J  H1   H  HCH2  0   0.227  -37.5559  132.4321   7.4555
 W4J  H2   H  HCH2  0   0.243  -37.7223  131.5739   8.9679
 W4J  H3   H  HCH1  0   0.213  -35.7307  132.9334   9.8313
 W4J  H4   H  HCR6  0   0.283  -38.1531  135.2136   8.2145
 W4J  H5   H  HCH2  0   0.231  -40.1499  136.0827   7.3821
 W4J  H6   H  HCH2  0   0.217  -39.0013  137.3037   7.9558
 W4J  H7   H  HCH1  0   0.225  -42.0298  137.6291   7.9199
 W4J  H8   H  HCH2  0   0.231  -40.9472  139.0131   9.6771
 W4J  H9   H  HCH2  0   0.206  -39.7903  139.6156   8.5022
 W4J  H10  H  HCH2  0   0.226  -41.6037  141.2588   8.8538
 W4J  H11  H  HCH2  0   0.209  -42.8123  140.0572   8.4434
 W4J  H12  H  HCH2  0   0.208  -40.6698  141.1541   6.5659
 W4J  H13  H  HCH2  0   0.225  -42.3865  141.5074   6.4898
 W4J  H14  H  HCH2  0   0.227  -41.7315  139.7549   4.8279
 W4J  H15  H  HCH2  0   0.210  -42.8912  139.1411   5.9907
 W4J  H16  H  HCH2  0   0.230  -41.0764  137.5003   5.6518
 W4J  H17  H  HCH2  0   0.211  -39.8698  138.7079   6.0634
 W4J  H18  H  HCR6  0   0.276  -39.1194  133.9409  12.8896
 W4J  H19  H  HCR6  0   0.252  -37.2429  132.8680  11.6703
 W4J  H20  H  HOH1  0   0.446  -35.4913  134.9179   8.6716
 W4J  H21  H  HCH2  0   0.200  -36.5214  130.1830   7.5112
 W4J  H22  H  HCH2  0   0.211  -35.4628  130.6700   8.8185
 W4J  H23  H  HNH2  0   0.341  -34.3771  130.7729   6.6882
 W4J  H24  H  HNH2  0   0.333  -35.3960  131.9170   6.1802
 W4J  F    F  F     0  -0.314  -40.6803  135.7532  11.8870

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
 W4J  C11  C12  single    1.524  0.020  1.524
 W4J  C11  C10  single    1.525  0.020  1.525
 W4J  C12  C7   single    1.530  0.020  1.530
 W4J  C10  C9   single    1.524  0.020  1.524
 W4J  C    N    single    1.454  0.020  1.454
 W4J  C    C1   single    1.524  0.020  1.524
 W4J  C7   C6   single    1.516  0.020  1.516
 W4J  C7   C8   single    1.529  0.020  1.529
 W4J  C6   O1   single    1.419  0.020  1.419
 W4J  C1   C2   single    1.528  0.020  1.528
 W4J  C9   C8   single    1.525  0.020  1.525
 W4J  O1   C5   single    1.341  0.020  1.341
 W4J  C4   C5   aromatic  1.390  0.020  1.390
 W4J  C4   C3   aromatic  1.395  0.020  1.395
 W4J  O    C2   single    1.408  0.020  1.408
 W4J  C5   C13  aromatic  1.396  0.020  1.396
 W4J  C2   C3   single    1.517  0.020  1.517
 W4J  C3   C15  aromatic  1.387  0.020  1.387
 W4J  C13  F    single    1.344  0.020  1.344
 W4J  C13  C14  aromatic  1.374  0.020  1.374
 W4J  C15  C14  aromatic  1.392  0.020  1.392
 W4J  C1   H1   single    0.970  0.020  1.090
 W4J  C1   H2   single    0.970  0.020  1.090
 W4J  C2   H3   single    0.970  0.020  1.090
 W4J  C4   H4   single    0.930  0.020  1.080
 W4J  C6   H5   single    0.970  0.020  1.090
 W4J  C6   H6   single    0.970  0.020  1.090
 W4J  C7   H7   single    0.970  0.020  1.090
 W4J  C8   H8   single    0.970  0.020  1.090
 W4J  C8   H9   single    0.970  0.020  1.090
 W4J  C9   H10  single    0.970  0.020  1.090
 W4J  C9   H11  single    0.970  0.020  1.090
 W4J  C10  H12  single    0.970  0.020  1.090
 W4J  C10  H13  single    0.970  0.020  1.090
 W4J  C11  H14  single    0.970  0.020  1.090
 W4J  C11  H15  single    0.970  0.020  1.090
 W4J  C12  H16  single    0.970  0.020  1.090
 W4J  C12  H17  single    0.970  0.020  1.090
 W4J  C14  H18  single    0.930  0.020  1.080
 W4J  C15  H19  single    0.930  0.020  1.080
 W4J  O    H20  single    0.850  0.020  0.980
 W4J  C    H21  single    0.970  0.020  1.090
 W4J  C    H22  single    0.970  0.020  1.090
 W4J  N    H23  single    0.890  0.020  1.040
 W4J  N    H24  single    0.890  0.020  1.040

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
 W4J  H2   C1   H1   105.92  3.000
 W4J  H2   C1   C    106.85  3.000
 W4J  H1   C1   C    110.41  3.000
 W4J  H2   C1   C2   108.00  3.000
 W4J  H1   C1   C2   108.86  3.000
 W4J  C    C1   C2   116.27  3.000
 W4J  H3   C2   O    110.84  3.000
 W4J  H3   C2   C3   107.47  3.000
 W4J  O    C2   C3   111.51  3.000
 W4J  H3   C2   C1   107.84  3.000
 W4J  C3   C2   C1   110.32  3.000
 W4J  O    C2   C1   108.79  3.000
 W4J  C15  C3   C4   119.52  3.000
 W4J  C15  C3   C2   120.42  3.000
 W4J  C4   C3   C2   120.04  3.000
 W4J  H4   C4   C5   120.07  3.000
 W4J  H4   C4   C3   119.00  3.000
 W4J  C5   C4   C3   120.92  3.000
 W4J  O1   C5   C13  116.31  3.000
 W4J  C13  C5   C4   118.05  3.000
 W4J  O1   C5   C4   125.63  3.000
 W4J  H6   C6   H5   107.69  3.000
 W4J  H6   C6   O1   110.32  3.000
 W4J  H5   C6   O1   109.93  3.000
 W4J  H6   C6   C7   109.73  3.000
 W4J  H5   C6   C7   110.14  3.000
 W4J  O1   C6   C7   109.02  3.000
 W4J  H7   C7   C12  107.92  3.000
 W4J  H7   C7   C8   108.64  3.000
 W4J  C12  C7   C8   110.37  3.000
 W4J  H7   C7   C6   108.26  3.000
 W4J  C8   C7   C6   112.40  3.000
 W4J  C12  C7   C6   109.13  3.000
 W4J  H9   C8   H8   106.62  3.000
 W4J  H9   C8   C9   109.32  3.000
 W4J  H8   C8   C9   109.86  3.000
 W4J  H9   C8   C7   108.72  3.000
 W4J  H8   C8   C7   110.57  3.000
 W4J  C9   C8   C7   111.61  3.000
 W4J  H11  C9   H10  106.49  3.000
 W4J  H11  C9   C10  109.24  3.000
 W4J  H10  C9   C10  110.42  3.000
 W4J  H11  C9   C8   109.22  3.000
 W4J  H10  C9   C8   109.90  3.000
 W4J  C10  C9   C8   111.45  3.000
 W4J  H13  C10  H12  106.60  3.000
 W4J  H13  C10  C11  110.31  3.000
 W4J  H12  C10  C11  109.24  3.000
 W4J  H13  C10  C9   110.35  3.000
 W4J  H12  C10  C9   109.34  3.000
 W4J  C11  C10  C9   110.90  3.000
 W4J  H15  C11  H14  106.51  3.000
 W4J  H15  C11  C12  109.26  3.000
 W4J  H14  C11  C12  109.91  3.000
 W4J  H15  C11  C10  109.30  3.000
 W4J  H14  C11  C10  110.41  3.000
 W4J  C12  C11  C10  111.32  3.000
 W4J  H17  C12  H16  106.61  3.000
 W4J  H17  C12  C11  109.24  3.000
 W4J  H16  C12  C11  110.14  3.000
 W4J  H17  C12  C7   109.04  3.000
 W4J  H16  C12  C7   109.95  3.000
 W4J  C11  C12  C7   111.72  3.000
 W4J  H18  C14  C13  119.72  3.000
 W4J  H18  C14  C15  120.99  3.000
 W4J  C13  C14  C15  119.28  3.000
 W4J  H19  C15  C14  119.46  3.000
 W4J  H19  C15  C3   120.21  3.000
 W4J  C14  C15  C3   120.33  3.000
 W4J  F    C13  C14  120.08  3.000
 W4J  C14  C13  C5   121.89  3.000
 W4J  F    C13  C5   118.03  3.000
 W4J  H20  O    C2   108.26  3.000
 W4J  H22  C    H21  105.91  3.000
 W4J  H22  C    N    108.20  3.000
 W4J  H21  C    N    113.17  3.000
 W4J  H22  C    C1   108.55  3.000
 W4J  H21  C    C1   106.83  3.000
 W4J  N    C    C1   113.82  3.000
 W4J  H24  N    H23  105.73  3.000
 W4J  H24  N    C    109.30  3.000
 W4J  H23  N    C    109.06  3.000
 W4J  C6   O1   C5   118.58  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
 W4J  CONST_01  C13  C5   C4   C3      0.00   0.0  0
 W4J  CONST_02  C13  C14  C15  C3      0.00   0.0  0
 W4J  CONST_03  C14  C13  C5   C4      0.00   0.0  0
 W4J  CONST_04  C14  C15  C3   C4      0.00   0.0  0
 W4J  CONST_05  C15  C3   C4   C5      0.00   0.0  0
 W4J  CONST_06  C15  C14  C13  C5      0.00   0.0  0
 W4J  CONST_07  C5   C4   C3   C2    180.00   0.0  0
 W4J  CONST_08  C14  C15  C3   C2    180.00   0.0  0
 W4J  CONST_09  O1   C5   C4   C3    180.00   0.0  0
 W4J  CONST_10  F    C13  C5   C4    180.00   0.0  0
 W4J  CONST_11  O1   C5   C13  C14   180.00   0.0  0
 W4J  CONST_12  F    C13  C14  C15   180.00   0.0  0
 W4J  CONST_13  H18  C14  C15  C3    180.00   0.0  0
 W4J  CONST_14  H19  C15  C3   C4    180.00   0.0  0
 W4J  CONST_15  H4   C4   C3   C15   180.00   0.0  0
 W4J  Var_01    C10  C11  C12  C7     55.80  30.0  1
 W4J  Var_02    C10  C9   C8   C7    -55.72  30.0  1
 W4J  Var_03    C11  C10  C9   C8     55.35  30.0  1
 W4J  Var_04    C12  C11  C10  C9    -55.33  30.0  1
 W4J  Var_05    C7   C6   O1   C5   -177.78  30.0  1
 W4J  Var_06    C13  C5   O1   C6    179.49  30.0  2
 W4J  Var_07    N    C    C1   C2    -61.99  30.0  1
 W4J  Var_08    H23  N    C    C1   -172.69  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
 W4J  chir_01  C2  C1   O   C3  negativ
 W4J  chir_02  C7  C12  C6  C8  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
 W4J  plan-1  C2   0.020
 W4J  plan-1  C3   0.020
 W4J  plan-1  C4   0.020
 W4J  plan-1  C5   0.020
 W4J  plan-1  C14  0.020
 W4J  plan-1  C15  0.020
 W4J  plan-1  C13  0.020
 W4J  plan-1  O1   0.020
 W4J  plan-1  H4   0.020
 W4J  plan-1  H18  0.020
 W4J  plan-1  H19  0.020
 W4J  plan-1  F    0.020

