# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri May  1 07:42:38 2020
#   Inital geometry file: a 133 line input string
#   Ligand name: 6-{[3-(4-bromophenyl)-1-benzofuran-6-yl]oxy}-N-methyl-N-prop-2-en-1-ylhexan-1-amine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN(CCCCCCOc1ccc2c(occ2c3ccc(Br)cc3)c1)CC=C
#
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
 R19  R19  6-{[3-(4-bromophenyl)-1-benzofuran-6-yl]oxy}-N-methyl-N-prop-2-en-1-ylhexan-1-amine  ligand  56  28  .  2021-08-23  2021-08-23  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_R19
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
 R19  C2A   C   C1     0  -0.181   1.7862  -0.3264  -12.1088
 R19  C1A   C   CH2    0  -0.325   0.7723   0.0563  -11.0725
 R19  N1    N   NT    -1  -0.414   1.3400   0.2293   -9.7405
 R19  C1E   C   CH3    0  -0.536   2.2289   1.3711   -9.6811
 R19  C1B   C   CH2    0  -0.250   0.2787   0.3130   -8.7514
 R19  C2B   C   CH2    0  -0.447   0.7631   0.2646   -7.3082
 R19  C3B   C   CH2    0  -0.414  -0.4036   0.1182   -6.3384
 R19  C4B   C   CH2    0  -0.425   0.0227   0.1306   -4.8759
 R19  C5B   C   CH2    0  -0.455  -1.1584  -0.0495   -3.9292
 R19  C6B   C   CH2    0  -0.173  -0.7256  -0.0220   -2.4790
 R19  O7B   O   O2     0  -0.479  -1.8807  -0.1964   -1.6709
 R19  C6C   C   CR6    0   0.386  -1.7624  -0.1642   -0.3303
 R19  C5C   C   CR16   0  -0.382  -0.5330  -0.0488    0.3409
 R19  C4C   C   CR16   0  -0.363  -0.4745  -0.0211    1.7247
 R19  C3P   C   CR56   0   0.025  -1.6540  -0.1035    2.4586
 R19  C3C   C   CR5    0   0.010  -2.0159  -0.1344    3.8586
 R19  C1D   C   CR6    0   0.065  -1.1389  -0.0433    5.0244
 R19  C6D   C   CR16   0  -0.312  -1.4157  -0.7683    6.1845
 R19  C5D   C   CR16   0  -0.212  -0.6020  -0.6746    7.3022
 R19  C4D   C   CR6    0  -0.125   0.5154   0.1464    7.2580
 R19  BR27  BR  BR     0  -0.045   1.6409   0.2688    8.7687
 R19  C3D   C   CR16   0  -0.211   0.8194   0.8740    6.1174
 R19  C2D   C   CR16   0  -0.324  -0.0103   0.7764    5.0106
 R19  C2C   C   CR15   0  -0.034  -3.3617  -0.2678    3.8738
 R19  O1C   O   O      0  -0.437  -3.8894  -0.3248    2.6242
 R19  C7P   C   CR56   0   0.387  -2.8561  -0.2289    1.7596
 R19  C7C   C   CR16   0  -0.448  -2.9546  -0.2608    0.3839
 R19  C3A   C   C2     0  -0.525   1.7875  -1.4916  -12.7453
 R19  H2A   H   H      0   0.248   2.5434   0.4093  -12.3625
 R19  H1A1  H   HCH2   0   0.239   0.0155  -0.7302  -11.0175
 R19  H1A2  H   HCH2   0   0.200   0.2498   0.9713  -11.4054
 R19  H1E1  H   HCH3   0   0.238   3.0364   1.2685  -10.4054
 R19  H1E2  H   HCH3   0   0.190   1.7178   2.3268   -9.8803
 R19  H1E3  H   HCH3   0   0.240   2.6959   1.4435   -8.6996
 R19  H1B1  H   HCH2   0   0.183  -0.3406   1.2178   -8.8908
 R19  H1B2  H   HCH2   0   0.223  -0.3901  -0.5382   -8.9127
 R19  H2B1  H   HCH2   0   0.217   1.4545  -0.5752   -7.1886
 R19  H2B2  H   HCH2   0   0.220   1.3218   1.1700   -7.0562
 R19  H3B1  H   HCH2   0   0.214  -1.1235   0.9259   -6.5084
 R19  H3B2  H   HCH2   0   0.214  -0.9359  -0.8145   -6.5519
 R19  H4B1  H   HCH2   0   0.218   0.7582  -0.6620   -4.7035
 R19  H4B2  H   HCH2   0   0.217   0.5300   1.0749   -4.6536
 R19  H5B1  H   HCH2   0   0.229  -1.8920   0.7427   -4.1041
 R19  H5B2  H   HCH2   0   0.229  -1.6554  -1.0003   -4.1418
 R19  H6B1  H   HCH2   0   0.221   0.0021  -0.8189   -2.2860
 R19  H6B2  H   HCH2   0   0.221  -0.2411   0.9324   -2.2431
 R19  H5C   H   HCR6   0   0.281   0.3920   0.0160   -0.2145
 R19  H4C   H   HCR6   0   0.260   0.4890   0.0579    2.2106
 R19  H6D   H   HCR6   0   0.264  -2.2708  -1.4314    6.2160
 R19  H5D   H   HCR6   0   0.282  -0.8392  -1.2509    8.1865
 R19  H3D   H   HCR6   0   0.282   1.6866   1.5193    6.0809
 R19  H2D   H   HCR6   0   0.265   0.2239   1.3697    4.1362
 R19  H2C   H   HCR5   0   0.296  -4.0670  -0.3136    4.6887
 R19  H7C   H   HCR6   0   0.277  -3.9052  -0.3596   -0.1244
 R19  H3A1  H   H      0   0.238   2.5249  -1.7242  -13.5025
 R19  H3A2  H   H      0   0.235   1.0480  -2.2561  -12.5357

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
 R19  C2A  C1A   single    1.500  0.020  1.500
 R19  C2A  C3A   double    1.328  0.020  1.328
 R19  C2A  H2A   single    0.930  0.020  1.080
 R19  C1A  N1    single    1.458  0.020  1.458
 R19  C1A  H1A1  single    0.970  0.020  1.090
 R19  C1A  H1A2  single    0.970  0.020  1.090
 R19  N1   C1E   single    1.448  0.020  1.448
 R19  N1   C1B   single    1.453  0.020  1.453
 R19  C1E  H1E1  single    0.970  0.020  1.090
 R19  C1E  H1E2  single    0.970  0.020  1.090
 R19  C1E  H1E3  single    0.970  0.020  1.090
 R19  C1B  C2B   single    1.523  0.020  1.523
 R19  C1B  H1B1  single    0.970  0.020  1.090
 R19  C1B  H1B2  single    0.970  0.020  1.090
 R19  C2B  C3B   single    1.524  0.020  1.524
 R19  C2B  H2B1  single    0.970  0.020  1.090
 R19  C2B  H2B2  single    0.970  0.020  1.090
 R19  C3B  C4B   single    1.523  0.020  1.523
 R19  C3B  H3B1  single    0.970  0.020  1.090
 R19  C3B  H3B2  single    0.970  0.020  1.090
 R19  C4B  C5B   single    1.524  0.020  1.524
 R19  C4B  H4B1  single    0.970  0.020  1.090
 R19  C4B  H4B2  single    0.970  0.020  1.090
 R19  C5B  C6B   single    1.514  0.020  1.514
 R19  C5B  H5B1  single    0.970  0.020  1.090
 R19  C5B  H5B2  single    0.970  0.020  1.090
 R19  C6B  O7B   single    1.420  0.020  1.420
 R19  C6B  H6B1  single    0.970  0.020  1.090
 R19  C6B  H6B2  single    0.970  0.020  1.090
 R19  O7B  C6C   single    1.346  0.020  1.346
 R19  C6C  C5C   aromatic  1.405  0.020  1.405
 R19  C6C  C7C   aromatic  1.393  0.020  1.393
 R19  C5C  C4C   aromatic  1.385  0.020  1.385
 R19  C5C  H5C   single    0.930  0.020  1.080
 R19  C4C  C3P   aromatic  1.392  0.020  1.392
 R19  C4C  H4C   single    0.930  0.020  1.080
 R19  C3P  C3C   aromatic  1.446  0.020  1.446
 R19  C3P  C7P   aromatic  1.396  0.020  1.396
 R19  C3C  C1D   single    1.462  0.020  1.462
 R19  C3C  C2C   aromatic  1.352  0.020  1.352
 R19  C1D  C6D   aromatic  1.396  0.020  1.396
 R19  C1D  C2D   aromatic  1.395  0.020  1.395
 R19  C6D  C5D   aromatic  1.386  0.020  1.386
 R19  C6D  H6D   single    0.930  0.020  1.080
 R19  C5D  C4D   aromatic  1.387  0.020  1.387
 R19  C5D  H5D   single    0.930  0.020  1.080
 R19  C4D  BR27  single    1.888  0.020  1.888
 R19  C4D  C3D   aromatic  1.387  0.020  1.387
 R19  C3D  C2D   aromatic  1.387  0.020  1.387
 R19  C3D  H3D   single    0.930  0.020  1.080
 R19  C2D  H2D   single    0.930  0.020  1.080
 R19  C2C  O1C   aromatic  1.358  0.020  1.358
 R19  C2C  H2C   single    0.930  0.020  1.080
 R19  O1C  C7P   aromatic  1.351  0.020  1.351
 R19  C7P  C7C   aromatic  1.380  0.020  1.380
 R19  C7C  H7C   single    0.930  0.020  1.080
 R19  C3A  H3A1  single    0.930  0.020  1.080
 R19  C3A  H3A2  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
 R19  H2A   C2A  C3A   118.82  3.000
 R19  H2A   C2A  C1A   117.39  3.000
 R19  C3A   C2A  C1A   123.77  3.000
 R19  H1A2  C1A  H1A1  106.48  3.000
 R19  H1A2  C1A  N1    111.16  3.000
 R19  H1A1  C1A  N1    108.00  3.000
 R19  H1A2  C1A  C2A   108.83  3.000
 R19  H1A1  C1A  C2A   108.62  3.000
 R19  N1    C1A  C2A   113.47  3.000
 R19  C1B   N1   C1E   112.02  3.000
 R19  C1B   N1   C1A   110.14  3.000
 R19  C1E   N1   C1A   111.71  3.000
 R19  H1E3  C1E  H1E2  107.70  3.000
 R19  H1E3  C1E  H1E1  106.71  3.000
 R19  H1E2  C1E  H1E1  107.77  3.000
 R19  H1E3  C1E  N1    110.64  3.000
 R19  H1E2  C1E  N1    113.06  3.000
 R19  H1E1  C1E  N1    110.69  3.000
 R19  H1B2  C1B  H1B1  105.99  3.000
 R19  H1B2  C1B  C2B   108.02  3.000
 R19  H1B1  C1B  C2B   108.89  3.000
 R19  H1B2  C1B  N1    107.53  3.000
 R19  H1B1  C1B  N1    111.75  3.000
 R19  C2B   C1B  N1    114.26  3.000
 R19  H2B2  C2B  H2B1  106.71  3.000
 R19  H2B2  C2B  C3B   108.91  3.000
 R19  H2B1  C2B  C3B   109.90  3.000
 R19  H2B2  C2B  C1B   110.77  3.000
 R19  H2B1  C2B  C1B   109.20  3.000
 R19  C3B   C2B  C1B   111.25  3.000
 R19  H3B2  C3B  H3B1  106.16  3.000
 R19  H3B2  C3B  C4B   109.29  3.000
 R19  H3B1  C3B  C4B   109.08  3.000
 R19  H3B2  C3B  C2B   109.26  3.000
 R19  H3B1  C3B  C2B   109.48  3.000
 R19  C4B   C3B  C2B   113.32  3.000
 R19  H4B2  C4B  H4B1  106.33  3.000
 R19  H4B2  C4B  C5B   109.56  3.000
 R19  H4B1  C4B  C5B   109.70  3.000
 R19  H4B2  C4B  C3B   109.38  3.000
 R19  H4B1  C4B  C3B   109.47  3.000
 R19  C5B   C4B  C3B   112.24  3.000
 R19  H5B2  C5B  H5B1  107.08  3.000
 R19  H5B2  C5B  C6B   109.39  3.000
 R19  H5B1  C5B  C6B   109.38  3.000
 R19  H5B2  C5B  C4B   109.52  3.000
 R19  H5B1  C5B  C4B   109.56  3.000
 R19  C6B   C5B  C4B   111.80  3.000
 R19  H6B2  C6B  H6B1  107.55  3.000
 R19  H6B2  C6B  O7B   110.12  3.000
 R19  H6B1  C6B  O7B   110.51  3.000
 R19  H6B2  C6B  C5B   110.39  3.000
 R19  H6B1  C6B  C5B   110.20  3.000
 R19  O7B   C6B  C5B   108.08  3.000
 R19  C6C   O7B  C6B   119.48  3.000
 R19  C7C   C6C  C5C   120.63  3.000
 R19  C7C   C6C  O7B   115.70  3.000
 R19  C5C   C6C  O7B   123.67  3.000
 R19  H5C   C5C  C4C   118.43  3.000
 R19  H5C   C5C  C6C   120.53  3.000
 R19  C4C   C5C  C6C   121.04  3.000
 R19  H4C   C4C  C3P   121.48  3.000
 R19  H4C   C4C  C5C   119.18  3.000
 R19  C3P   C4C  C5C   119.33  3.000
 R19  C7P   C3P  C3C   105.50  3.000
 R19  C7P   C3P  C4C   118.10  3.000
 R19  C3C   C3P  C4C   136.37  3.000
 R19  C2C   C3C  C1D   126.46  3.000
 R19  C2C   C3C  C3P   105.19  3.000
 R19  C1D   C3C  C3P   128.35  3.000
 R19  C2D   C1D  C6D   118.29  3.000
 R19  C2D   C1D  C3C   120.95  3.000
 R19  C6D   C1D  C3C   120.76  3.000
 R19  H6D   C6D  C5D   118.81  3.000
 R19  H6D   C6D  C1D   119.93  3.000
 R19  C5D   C6D  C1D   121.25  3.000
 R19  H5D   C5D  C4D   121.19  3.000
 R19  H5D   C5D  C6D   119.64  3.000
 R19  C4D   C5D  C6D   119.16  3.000
 R19  C3D   C4D  BR27  119.57  3.000
 R19  C3D   C4D  C5D   120.88  3.000
 R19  BR27  C4D  C5D   119.54  3.000
 R19  H3D   C3D  C2D   119.66  3.000
 R19  H3D   C3D  C4D   121.10  3.000
 R19  C2D   C3D  C4D   119.24  3.000
 R19  H2D   C2D  C3D   118.48  3.000
 R19  H2D   C2D  C1D   120.34  3.000
 R19  C3D   C2D  C1D   121.17  3.000
 R19  H2C   C2C  O1C   116.06  3.000
 R19  H2C   C2C  C3C   131.56  3.000
 R19  O1C   C2C  C3C   112.36  3.000
 R19  C7P   O1C  C2C   106.79  3.000
 R19  C7C   C7P  O1C   125.60  3.000
 R19  C7C   C7P  C3P   124.25  3.000
 R19  O1C   C7P  C3P   110.15  3.000
 R19  H7C   C7C  C7P   122.21  3.000
 R19  H7C   C7C  C6C   121.14  3.000
 R19  C7P   C7C  C6C   116.65  3.000
 R19  H3A2  C3A  H3A1  116.65  3.000
 R19  H3A2  C3A  C2A   121.70  3.000
 R19  H3A1  C3A  C2A   121.65  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
 R19  CONST_01  C3P   C4C  C5C  C6C      0.00   0.0  0
 R19  CONST_02  C3P   C7P  C7C  C6C      0.00   0.0  0
 R19  CONST_03  O1C   C7P  C7C  C6C    180.00   0.0  0
 R19  CONST_04  C7P   C7C  C6C  C5C      0.00   0.0  0
 R19  CONST_05  C3C   C3P  C4C  C5C    180.00   0.0  0
 R19  CONST_06  C7P   C3P  C4C  C5C      0.00   0.0  0
 R19  CONST_07  C7C   C6C  C5C  C4C      0.00   0.0  0
 R19  CONST_08  C1D   C3C  C3P  C4C      0.00   0.0  0
 R19  CONST_09  C2C   C3C  C3P  C4C    180.00   0.0  0
 R19  CONST_10  O1C   C7P  C3P  C4C    180.00   0.0  0
 R19  CONST_11  C7C   C7P  C3P  C4C      0.00   0.0  0
 R19  CONST_14  O1C   C2C  C3C  C3P      0.00   0.0  0
 R19  CONST_15  C2C   O1C  C7P  C3P      0.00   0.0  0
 R19  CONST_16  O1C   C7P  C3P  C3C      0.00   0.0  0
 R19  CONST_17  C7C   C7P  C3P  C3C    180.00   0.0  0
 R19  CONST_18  C5D   C6D  C1D  C3C    180.00   0.0  0
 R19  CONST_19  C3D   C2D  C1D  C3C    180.00   0.0  0
 R19  CONST_20  C7P   O1C  C2C  C3C      0.00   0.0  0
 R19  CONST_21  C7P   C3P  C3C  C1D    180.00   0.0  0
 R19  CONST_22  O1C   C2C  C3C  C1D    180.00   0.0  0
 R19  CONST_23  C4D   C5D  C6D  C1D      0.00   0.0  0
 R19  CONST_24  C4D   C3D  C2D  C1D      0.00   0.0  0
 R19  CONST_26  C3D   C2D  C1D  C6D      0.00   0.0  0
 R19  CONST_27  C3D   C4D  C5D  C6D      0.00   0.0  0
 R19  CONST_28  C2D   C1D  C6D  C5D      0.00   0.0  0
 R19  CONST_29  C2D   C3D  C4D  C5D      0.00   0.0  0
 R19  CONST_31  C7P   C3P  C3C  C2C      0.00   0.0  0
 R19  CONST_32  C7C   C7P  O1C  C2C    180.00   0.0  0
 R19  CONST_33  C4C   C5C  C6C  O7B    180.00   0.0  0
 R19  CONST_34  C7P   C7C  C6C  O7B    180.00   0.0  0
 R19  CONST_35  BR27  C4D  C5D  C6D    180.00   0.0  0
 R19  CONST_36  C2D   C3D  C4D  BR27   180.00   0.0  0
 R19  CONST_37  H4C   C4C  C5C  C6C    180.00   0.0  0
 R19  CONST_38  H7C   C7C  C6C  C5C    180.00   0.0  0
 R19  CONST_39  H5C   C5C  C4C  C3P    180.00   0.0  0
 R19  CONST_40  H2C   C2C  C3C  C3P    180.00   0.0  0
 R19  CONST_41  H6D   C6D  C1D  C3C      0.00   0.0  0
 R19  CONST_42  H2D   C2D  C1D  C3C      0.00   0.0  0
 R19  CONST_43  H5D   C5D  C6D  C1D    180.00   0.0  0
 R19  CONST_44  H3D   C3D  C2D  C1D    180.00   0.0  0
 R19  Var_01    C5C   C6C  O7B  C6B     -4.14  30.0  2
 R19  Var_02    H6B1  C6B  O7B  C6C     61.52  30.0  1
 R19  Var_03    C3A   C2A  C1A  N1     114.83  30.0  2
 R19  Var_04    C3B   C2B  C1B  N1    -170.35  30.0  3
 R19  Var_05    C4B   C3B  C2B  C1B   -177.29  30.0  3
 R19  Var_06    C5B   C4B  C3B  C2B   -178.68  30.0  3
 R19  Var_07    C6B   C5B  C4B  C3B   -179.44  30.0  3
 R19  Var_08    O7B   C6B  C5B  C4B   -179.97  30.0  3
 R19  Var_09    H3A1  C3A  C2A  C1A    178.74   0.0  2

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
 R19  chir_01  N1  C1A  C1E  C1B  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
 R19  plan-1  C3C   0.020
 R19  plan-1  C1D   0.020
 R19  plan-1  C6D   0.020
 R19  plan-1  C5D   0.020
 R19  plan-1  C4D   0.020
 R19  plan-1  BR27  0.020
 R19  plan-1  C3D   0.020
 R19  plan-1  C2D   0.020
 R19  plan-1  H6D   0.020
 R19  plan-1  H5D   0.020
 R19  plan-1  H3D   0.020
 R19  plan-1  H2D   0.020
 R19  plan-2  O7B   0.020
 R19  plan-2  C6C   0.020
 R19  plan-2  C5C   0.020
 R19  plan-2  C4C   0.020
 R19  plan-2  C3P   0.020
 R19  plan-2  C3C   0.020
 R19  plan-2  C1D   0.020
 R19  plan-2  C2C   0.020
 R19  plan-2  O1C   0.020
 R19  plan-2  C7P   0.020
 R19  plan-2  C7C   0.020
 R19  plan-2  H5C   0.020
 R19  plan-2  H4C   0.020
 R19  plan-2  H2C   0.020
 R19  plan-2  H7C   0.020
 R19  plan-3  C2A   0.020
 R19  plan-3  C1A   0.020
 R19  plan-3  C3A   0.020
 R19  plan-3  H2A   0.020
 R19  plan-3  H3A1  0.020
 R19  plan-3  H3A2  0.020

