# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri May  8 04:27:39 2020
#   Inital geometry file: a 116 line input string
#   Ligand name: 6-(2-{3-[3-(dimethylamino)propyl]-5-fluorophenyl}ethyl)-4-methylpyridin-2-amine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN(C)CCCc1cc(F)cc(CCc2cc(C)cc(N)n2)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
 W69  W69  6-(2-{3-[3-(dimethylamino)propyl]-5-fluorophenyl}ethyl)-4-methylpyridin-2-amine  ligand  49  23  .  2021-08-24  2021-08-24  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_W69
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
 W69  F13  F  F     0  -0.320   1.5465   4.2933   0.3079
 W69  C13  C  CR6   0   0.561   1.3845   2.9580   0.3325
 W69  C12  C  CR16  0  -0.490   0.1725   2.4311  -0.0639
 W69  C14  C  CR16  0  -0.495   2.4397   2.1714   0.7517
 W69  C15  C  CR6   0   0.176   2.2776   0.7894   0.7768
 W69  C17  C  CH2   0  -0.510   3.4180  -0.1042   1.1740
 W69  C18  C  CH2   0  -0.441   4.1897  -0.6194  -0.0432
 W69  C19  C  CH2   0  -0.254   5.3656  -1.4887   0.3768
 W69  N20  N  NT    0  -0.407   6.0561  -2.1215  -0.7317
 W69  C21  C  CH3   0  -0.526   6.7073  -1.1644  -1.6003
 W69  C22  C  CH3   0  -0.520   7.0073  -3.0985  -0.2464
 W69  C16  C  CR16  0  -0.388   1.0588   0.2453   0.3785
 W69  C11  C  CR6   0   0.169   0.0041   1.0484  -0.0433
 W69  C09  C  CH2   0  -0.512  -1.3183   0.4462  -0.4245
 W69  C08  C  CH2   0  -0.488  -2.2655   0.3548   0.7800
 W69  C06  C  CR6   0   0.278  -3.6080  -0.1979   0.3937
 W69  N01  N  N     0  -0.485  -4.3429   0.5651  -0.4183
 W69  C02  C  CR6   0   0.441  -5.5321   0.1207  -0.8095
 W69  N02  N  NH2   0  -0.839  -6.2778   0.9522  -1.5946
 W69  C03  C  CR16  0  -0.447  -6.0385  -1.1264  -0.4024
 W69  C04  C  CR6   0   0.205  -5.2788  -1.9183   0.4332
 W69  C05  C  CR16  0  -0.436  -4.0301  -1.4358   0.8430
 W69  C07  C  CH3   0  -0.726  -5.7590  -3.2649   0.8812
 W69  H1   H  HCR6  0   0.266  -0.6301   3.0844  -0.3860
 W69  H2   H  HCR6  0   0.266   3.3739   2.6279   1.0555
 W69  H3   H  HCH2  0   0.244   4.1019   0.4388   1.8316
 W69  H4   H  HCH2  0   0.244   3.0382  -0.9539   1.7480
 W69  H5   H  HCH2  0   0.228   3.5204  -1.1983  -0.6862
 W69  H6   H  HCH2  0   0.233   4.5285   0.2378  -0.6309
 W69  H7   H  HCH2  0   0.184   6.0599  -0.8878   0.9927
 W69  H8   H  HCH2  0   0.225   4.9904  -2.2837   1.0291
 W69  H10  H  HCH3  0   0.188   7.4305  -0.5222  -1.0713
 W69  H11  H  HCH3  0   0.233   7.2475  -1.6914  -2.3877
 W69  H12  H  HCH3  0   0.236   5.9811  -0.5150  -2.0883
 W69  H13  H  HCH3  0   0.231   6.4974  -3.8493   0.3593
 W69  H14  H  HCH3  0   0.231   7.4812  -3.6108  -1.0853
 W69  H15  H  HCH3  0   0.189   7.8072  -2.6599   0.3720
 W69  H16  H  HCR6  0   0.241   0.9300  -0.8318   0.3944
 W69  H17  H  HCH2  0   0.252  -1.7934   1.0482  -1.2015
 W69  H18  H  HCH2  0   0.251  -1.1660  -0.5531  -0.8394
 W69  H19  H  HCH2  0   0.248  -1.8135  -0.2690   1.5536
 W69  H20  H  HCH2  0   0.249  -2.3953   1.3530   1.2077
 W69  H21  H  HNH2  0   0.379  -5.7745   1.6851  -2.0671
 W69  H22  H  HNH2  0   0.388  -7.0158   0.5411  -2.1414
 W69  H23  H  HCR6  0   0.255  -7.0142  -1.4520  -0.7426
 W69  H24  H  HCR6  0   0.244  -3.4027  -2.0208   1.5038
 W69  H25  H  HCH3  0   0.254  -5.2187  -4.0574   0.3603
 W69  H26  H  HCH3  0   0.249  -5.5864  -3.4086   1.9480
 W69  H27  H  HCH3  0   0.247  -6.8209  -3.4020   0.6837

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
 W69  C22  N20  single    1.447  0.020  1.447
 W69  C21  N20  single    1.447  0.020  1.447
 W69  N20  C19  single    1.451  0.020  1.451
 W69  C19  C18  single    1.521  0.020  1.521
 W69  C18  C17  single    1.531  0.020  1.531
 W69  C17  C15  single    1.502  0.020  1.502
 W69  C15  C16  aromatic  1.393  0.020  1.393
 W69  C15  C14  aromatic  1.392  0.020  1.392
 W69  C16  C11  aromatic  1.391  0.020  1.391
 W69  C08  C06  single    1.502  0.020  1.502
 W69  C08  C09  single    1.535  0.020  1.535
 W69  C14  C13  aromatic  1.381  0.020  1.381
 W69  N01  C06  aromatic  1.335  0.020  1.335
 W69  N01  C02  aromatic  1.328  0.020  1.328
 W69  N02  C02  single    1.365  0.020  1.365
 W69  C06  C05  aromatic  1.383  0.020  1.383
 W69  C02  C03  aromatic  1.406  0.020  1.406
 W69  C11  C09  single    1.502  0.020  1.502
 W69  C11  C12  aromatic  1.393  0.020  1.393
 W69  C13  C12  aromatic  1.380  0.020  1.380
 W69  C13  F13  single    1.345  0.020  1.345
 W69  C05  C04  aromatic  1.400  0.020  1.400
 W69  C03  C04  aromatic  1.379  0.020  1.379
 W69  C04  C07  single    1.498  0.020  1.498
 W69  C12  H1   single    0.930  0.020  1.080
 W69  C14  H2   single    0.930  0.020  1.080
 W69  C17  H3   single    0.970  0.020  1.090
 W69  C17  H4   single    0.970  0.020  1.090
 W69  C18  H5   single    0.970  0.020  1.090
 W69  C18  H6   single    0.970  0.020  1.090
 W69  C19  H7   single    0.970  0.020  1.090
 W69  C19  H8   single    0.970  0.020  1.090
 W69  C21  H10  single    0.970  0.020  1.090
 W69  C21  H11  single    0.970  0.020  1.090
 W69  C21  H12  single    0.970  0.020  1.090
 W69  C22  H13  single    0.970  0.020  1.090
 W69  C22  H14  single    0.970  0.020  1.090
 W69  C22  H15  single    0.970  0.020  1.090
 W69  C16  H16  single    0.930  0.020  1.080
 W69  C09  H17  single    0.970  0.020  1.090
 W69  C09  H18  single    0.970  0.020  1.090
 W69  C08  H19  single    0.970  0.020  1.090
 W69  C08  H20  single    0.970  0.020  1.090
 W69  N02  H21  single    0.890  0.020  1.040
 W69  N02  H22  single    0.890  0.020  1.040
 W69  C03  H23  single    0.930  0.020  1.080
 W69  C05  H24  single    0.930  0.020  1.080
 W69  C07  H25  single    0.970  0.020  1.090
 W69  C07  H26  single    0.970  0.020  1.090
 W69  C07  H27  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
 W69  C14  C13  C12  122.74  3.000
 W69  C12  C13  F13  118.65  3.000
 W69  C14  C13  F13  118.61  3.000
 W69  H1   C12  C11  120.88  3.000
 W69  H1   C12  C13  120.38  3.000
 W69  C11  C12  C13  118.75  3.000
 W69  H2   C14  C15  120.92  3.000
 W69  H2   C14  C13  120.26  3.000
 W69  C15  C14  C13  118.82  3.000
 W69  C16  C15  C17  120.49  3.000
 W69  C16  C15  C14  118.99  3.000
 W69  C17  C15  C14  120.47  3.000
 W69  H4   C17  H3   106.71  3.000
 W69  H4   C17  C18  109.33  3.000
 W69  H3   C17  C18  109.28  3.000
 W69  H4   C17  C15  109.72  3.000
 W69  H3   C17  C15  109.79  3.000
 W69  C18  C17  C15  111.88  3.000
 W69  H6   C18  H5   106.77  3.000
 W69  H6   C18  C19  110.91  3.000
 W69  H5   C18  C19  109.44  3.000
 W69  H6   C18  C17  108.66  3.000
 W69  H5   C18  C17  109.70  3.000
 W69  C19  C18  C17  111.25  3.000
 W69  H8   C19  H7   106.14  3.000
 W69  H8   C19  N20  107.56  3.000
 W69  H7   C19  N20  111.33  3.000
 W69  H8   C19  C18  108.33  3.000
 W69  H7   C19  C18  109.18  3.000
 W69  N20  C19  C18  113.95  3.000
 W69  C22  N20  C21  110.60  3.000
 W69  C21  N20  C19  112.59  3.000
 W69  C22  N20  C19  110.54  3.000
 W69  H12  C21  H11  107.14  3.000
 W69  H12  C21  H10  107.76  3.000
 W69  H11  C21  H10  107.64  3.000
 W69  H12  C21  N20  111.29  3.000
 W69  H11  C21  N20  109.67  3.000
 W69  H10  C21  N20  113.11  3.000
 W69  H15  C22  H14  107.64  3.000
 W69  H15  C22  H13  107.55  3.000
 W69  H14  C22  H13  107.86  3.000
 W69  H15  C22  N20  113.36  3.000
 W69  H14  C22  N20  110.15  3.000
 W69  H13  C22  N20  110.09  3.000
 W69  H16  C16  C11  119.18  3.000
 W69  H16  C16  C15  119.18  3.000
 W69  C11  C16  C15  121.64  3.000
 W69  C09  C11  C16  120.86  3.000
 W69  C09  C11  C12  120.03  3.000
 W69  C16  C11  C12  119.07  3.000
 W69  H18  C09  H17  107.14  3.000
 W69  H18  C09  C08  109.24  3.000
 W69  H17  C09  C08  108.83  3.000
 W69  H18  C09  C11  109.89  3.000
 W69  H17  C09  C11  110.04  3.000
 W69  C08  C09  C11  111.59  3.000
 W69  H20  C08  H19  107.07  3.000
 W69  H20  C08  C06  109.29  3.000
 W69  H19  C08  C06  110.00  3.000
 W69  H20  C08  C09  109.01  3.000
 W69  H19  C08  C09  109.54  3.000
 W69  C06  C08  C09  111.81  3.000
 W69  C05  C06  N01  122.77  3.000
 W69  C05  C06  C08  121.23  3.000
 W69  N01  C06  C08  115.99  3.000
 W69  C02  N01  C06  118.74  3.000
 W69  C03  C02  N02  120.66  3.000
 W69  C03  C02  N01  122.27  3.000
 W69  N02  C02  N01  117.03  3.000
 W69  H22  N02  H21  114.14  3.000
 W69  H22  N02  C02  117.66  3.000
 W69  H21  N02  C02  116.12  3.000
 W69  H23  C03  C04  120.91  3.000
 W69  H23  C03  C02  120.00  3.000
 W69  C04  C03  C02  119.09  3.000
 W69  C07  C04  C05  120.54  3.000
 W69  C07  C04  C03  121.38  3.000
 W69  C05  C04  C03  118.08  3.000
 W69  H24  C05  C04  120.61  3.000
 W69  H24  C05  C06  120.33  3.000
 W69  C04  C05  C06  119.06  3.000
 W69  H27  C07  H26  108.38  3.000
 W69  H27  C07  H25  107.74  3.000
 W69  H26  C07  H25  107.04  3.000
 W69  H27  C07  C04  111.81  3.000
 W69  H26  C07  C04  111.12  3.000
 W69  H25  C07  C04  110.57  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
 W69  CONST_01  C16  C15  C14  C13     0.00   0.0  0
 W69  CONST_02  C16  C11  C12  C13     0.00   0.0  0
 W69  CONST_03  C15  C16  C11  C12     0.00   0.0  0
 W69  CONST_04  C15  C14  C13  C12     0.00   0.0  0
 W69  CONST_05  C11  C16  C15  C14     0.00   0.0  0
 W69  CONST_06  C11  C12  C13  C14     0.00   0.0  0
 W69  CONST_07  C03  C02  N01  C06     0.00   0.0  0
 W69  CONST_08  C03  C04  C05  C06     0.00   0.0  0
 W69  CONST_09  C04  C05  C06  N01     0.00   0.0  0
 W69  CONST_10  C04  C03  C02  N01     0.00   0.0  0
 W69  CONST_11  C05  C06  N01  C02     0.00   0.0  0
 W69  CONST_12  C05  C04  C03  C02     0.00   0.0  0
 W69  CONST_13  C15  C14  C13  F13   180.00   0.0  0
 W69  CONST_14  C11  C12  C13  F13   180.00   0.0  0
 W69  CONST_15  C17  C15  C14  C13   180.00   0.0  0
 W69  CONST_16  C09  C11  C12  C13   180.00   0.0  0
 W69  CONST_17  C09  C11  C16  C15   180.00   0.0  0
 W69  CONST_18  C11  C16  C15  C17   180.00   0.0  0
 W69  CONST_19  C02  N01  C06  C08   180.00   0.0  0
 W69  CONST_20  C04  C05  C06  C08   180.00   0.0  0
 W69  CONST_21  N02  C02  N01  C06   180.00   0.0  0
 W69  CONST_22  C07  C04  C05  C06   180.00   0.0  0
 W69  CONST_23  C07  C04  C03  C02   180.00   0.0  0
 W69  CONST_24  C04  C03  C02  N02   180.00   0.0  0
 W69  CONST_25  H16  C16  C11  C12   180.00   0.0  0
 W69  CONST_26  H2   C14  C13  C12   180.00   0.0  0
 W69  CONST_27  H1   C12  C13  C14   180.00   0.0  0
 W69  CONST_28  H24  C05  C06  N01   180.00   0.0  0
 W69  CONST_29  H23  C03  C02  N01   180.00   0.0  0
 W69  Var_01    C08  C09  C11  C12   -87.23  30.0  2
 W69  Var_02    C18  C17  C15  C14   -95.18  30.0  2
 W69  Var_03    C06  C08  C09  C11   177.81  30.0  1
 W69  Var_04    N01  C06  C08  C09   -66.37  30.0  2
 W69  Var_05    H25  C07  C04  C03   105.78  30.0  2
 W69  Var_06    C19  C18  C17  C15   178.31  30.0  1
 W69  Var_07    N20  C19  C18  C17   173.96  30.0  1
 W69  Var_08    C22  N20  C19  C18  -170.38  30.0  2
 W69  Var_09    H13  C22  N20  C19    57.93  30.0  3
 W69  Var_10    H10  C21  N20  C19    57.27  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
 W69  plan-1  F13  0.020
 W69  plan-1  C13  0.020
 W69  plan-1  C12  0.020
 W69  plan-1  C14  0.020
 W69  plan-1  C15  0.020
 W69  plan-1  C17  0.020
 W69  plan-1  C16  0.020
 W69  plan-1  C11  0.020
 W69  plan-1  C09  0.020
 W69  plan-1  H1   0.020
 W69  plan-1  H2   0.020
 W69  plan-1  H16  0.020
 W69  plan-2  C08  0.020
 W69  plan-2  C06  0.020
 W69  plan-2  N01  0.020
 W69  plan-2  C02  0.020
 W69  plan-2  N02  0.020
 W69  plan-2  C03  0.020
 W69  plan-2  C04  0.020
 W69  plan-2  C05  0.020
 W69  plan-2  C07  0.020
 W69  plan-2  H23  0.020
 W69  plan-2  H24  0.020
 W69  plan-3  C02  0.020
 W69  plan-3  N02  0.020
 W69  plan-3  H21  0.020
 W69  plan-3  H22  0.020

