# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri May  8 02:56:01 2020
#   Inital geometry file: a 110 line input string
#   Ligand name: 6-(2-{3-fluoro-5-[3-(methylamino)propyl]phenyl}ethyl)-4-methylpyridin-2-amine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CNCCCc1cc(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
 W68  W68  6-(2-{3-fluoro-5-[3-(methylamino)propyl]phenyl}ethyl)-4-methylpyridin-2-amine  ligand  46  22  .  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_W68
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
 W68  F13  F  F     0  -0.320   2.1758   4.0631  -0.6285
 W68  C13  C  CR6   0   0.561   1.8894   2.8353  -0.1585
 W68  C14  C  CR16  0  -0.489   2.9320   1.9858   0.1481
 W68  C15  C  CR6   0   0.181   2.6409   0.7150   0.6404
 W68  C17  C  CH2   0  -0.511   3.7528  -0.2410   0.9668
 W68  C18  C  CH2   0  -0.439   4.3769  -0.8716  -0.2785
 W68  C19  C  CH2   0  -0.254   5.4873  -1.8446   0.0855
 W68  N20  N  NH1   0  -0.593   6.0930  -2.4310  -1.0931
 W68  C21  C  CH3   0  -0.518   7.1615  -3.3521  -0.7648
 W68  C12  C  CR16  0  -0.491   0.5640   2.4832   0.0065
 W68  C11  C  CR6   0   0.171   0.2657   1.2174   0.5015
 W68  C16  C  CR16  0  -0.401   1.3094   0.3469   0.8068
 W68  C09  C  CH2   0  -0.513  -1.1633   0.7867   0.6705
 W68  C08  C  CH2   0  -0.488  -1.7262   0.1588  -0.6113
 W68  C06  C  CR6   0   0.279  -3.1489  -0.2905  -0.4319
 W68  N01  N  N     0  -0.485  -3.3454  -1.2875   0.4336
 W68  C02  C  CR6   0   0.438  -4.5862  -1.7095   0.6497
 W68  N02  N  NH2   0  -0.838  -4.7453  -2.7611   1.5078
 W68  C03  C  CR16  0  -0.446  -5.6963  -1.1454  -0.0029
 W68  C04  C  CR6   0   0.204  -5.4957  -0.1115  -0.8937
 W68  C05  C  CR16  0  -0.434  -4.1836   0.3242  -1.1130
 W68  C07  C  CH3   0  -0.724  -6.6446   0.5480  -1.5933
 W68  H1   H  HCR6  0   0.266   3.9569   2.3114   0.0154
 W68  H2   H  HCH2  0   0.243   4.5307   0.2793   1.5325
 W68  H3   H  HCH2  0   0.243   3.3710  -1.0332   1.6159
 W68  H4   H  HCH2  0   0.229   3.6086  -1.3916  -0.8568
 W68  H5   H  HCH2  0   0.226   4.7788  -0.0843  -0.9250
 W68  H6   H  HCH2  0   0.185   6.2228  -1.3298   0.7270
 W68  H7   H  HCH2  0   0.215   5.0710  -2.6537   0.6951
 W68  H8   H  HNH1  0   0.340   6.4699  -1.6867  -1.6671
 W68  H10  H  HCH3  0   0.230   7.6267  -3.7241  -1.6778
 W68  H11  H  HCH3  0   0.191   7.9519  -2.9182  -0.1356
 W68  H12  H  HCH3  0   0.220   6.7576  -4.2124  -0.2273
 W68  H13  H  HCR6  0   0.266  -0.2224   3.1889  -0.2334
 W68  H14  H  HCR6  0   0.242   1.0760  -0.6390   1.1943
 W68  H15  H  HCH2  0   0.252  -1.2396   0.0609   1.4820
 W68  H16  H  HCH2  0   0.251  -1.7796   1.6450   0.9502
 W68  H17  H  HCH2  0   0.248  -1.6649   0.8792  -1.4299
 W68  H18  H  HCH2  0   0.249  -1.1080  -0.6991  -0.8913
 W68  H19  H  HNH2  0   0.379  -3.9784  -2.9341   2.1373
 W68  H20  H  HNH2  0   0.387  -5.6511  -2.8773   1.9310
 W68  H21  H  HCR6  0   0.255  -6.6926  -1.5221   0.1962
 W68  H22  H  HCR6  0   0.244  -3.9805   1.1327  -1.8041
 W68  H23  H  HCH3  0   0.254  -6.8709   1.5101  -1.1297
 W68  H24  H  HCH3  0   0.248  -6.4104   0.7438  -2.6395
 W68  H25  H  HCH3  0   0.247  -7.5472  -0.0597  -1.5515

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
 W68  C21  N20  single    1.448  0.020  1.448
 W68  N20  C19  single    1.449  0.020  1.449
 W68  C19  C18  single    1.521  0.020  1.521
 W68  C17  C18  single    1.529  0.020  1.529
 W68  C17  C15  single    1.502  0.020  1.502
 W68  C15  C16  aromatic  1.391  0.020  1.391
 W68  C15  C14  aromatic  1.394  0.020  1.394
 W68  C16  C11  aromatic  1.393  0.020  1.393
 W68  C14  C13  aromatic  1.379  0.020  1.379
 W68  C08  C06  single    1.503  0.020  1.503
 W68  C08  C09  single    1.534  0.020  1.534
 W68  N02  C02  single    1.367  0.020  1.367
 W68  N01  C06  aromatic  1.335  0.020  1.335
 W68  N01  C02  aromatic  1.328  0.020  1.328
 W68  C06  C05  aromatic  1.383  0.020  1.383
 W68  C02  C03  aromatic  1.406  0.020  1.406
 W68  C11  C09  single    1.502  0.020  1.502
 W68  C11  C12  aromatic  1.391  0.020  1.391
 W68  C13  C12  aromatic  1.381  0.020  1.381
 W68  C13  F13  single    1.346  0.020  1.346
 W68  C05  C04  aromatic  1.400  0.020  1.400
 W68  C03  C04  aromatic  1.379  0.020  1.379
 W68  C04  C07  single    1.498  0.020  1.498
 W68  C14  H1   single    0.930  0.020  1.080
 W68  C17  H2   single    0.970  0.020  1.090
 W68  C17  H3   single    0.970  0.020  1.090
 W68  C18  H4   single    0.970  0.020  1.090
 W68  C18  H5   single    0.970  0.020  1.090
 W68  C19  H6   single    0.970  0.020  1.090
 W68  C19  H7   single    0.970  0.020  1.090
 W68  N20  H8   single    0.890  0.020  1.040
 W68  C21  H10  single    0.970  0.020  1.090
 W68  C21  H11  single    0.970  0.020  1.090
 W68  C21  H12  single    0.970  0.020  1.090
 W68  C12  H13  single    0.930  0.020  1.080
 W68  C16  H14  single    0.930  0.020  1.080
 W68  C09  H15  single    0.970  0.020  1.090
 W68  C09  H16  single    0.970  0.020  1.090
 W68  C08  H17  single    0.970  0.020  1.090
 W68  C08  H18  single    0.970  0.020  1.090
 W68  N02  H19  single    0.890  0.020  1.040
 W68  N02  H20  single    0.890  0.020  1.040
 W68  C03  H21  single    0.930  0.020  1.080
 W68  C05  H22  single    0.930  0.020  1.080
 W68  C07  H23  single    0.970  0.020  1.090
 W68  C07  H24  single    0.970  0.020  1.090
 W68  C07  H25  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
 W68  C12  C13  C14  122.81  3.000
 W68  C12  C13  F13  118.59  3.000
 W68  C14  C13  F13  118.60  3.000
 W68  H1   C14  C15  120.99  3.000
 W68  H1   C14  C13  120.18  3.000
 W68  C15  C14  C13  118.83  3.000
 W68  C16  C15  C17  120.93  3.000
 W68  C16  C15  C14  118.90  3.000
 W68  C17  C15  C14  120.16  3.000
 W68  H3   C17  H2   106.62  3.000
 W68  H3   C17  C18  109.11  3.000
 W68  H2   C17  C18  109.10  3.000
 W68  H3   C17  C15  109.37  3.000
 W68  H2   C17  C15  109.64  3.000
 W68  C18  C17  C15  112.81  3.000
 W68  H5   C18  H4   106.70  3.000
 W68  H5   C18  C19  109.47  3.000
 W68  H4   C18  C19  109.60  3.000
 W68  H5   C18  C17  109.52  3.000
 W68  H4   C18  C17  109.89  3.000
 W68  C19  C18  C17  111.53  3.000
 W68  H7   C19  H6   105.93  3.000
 W68  H7   C19  N20  108.22  3.000
 W68  H6   C19  N20  112.53  3.000
 W68  H7   C19  C18  109.16  3.000
 W68  H6   C19  C18  109.11  3.000
 W68  N20  C19  C18  111.68  3.000
 W68  H8   N20  C21  108.74  3.000
 W68  H8   N20  C19  108.61  3.000
 W68  C21  N20  C19  112.41  3.000
 W68  H12  C21  H11  107.17  3.000
 W68  H12  C21  H10  107.54  3.000
 W68  H11  C21  H10  107.89  3.000
 W68  H12  C21  N20  109.86  3.000
 W68  H11  C21  N20  114.15  3.000
 W68  H10  C21  N20  109.99  3.000
 W68  H13  C12  C11  121.04  3.000
 W68  H13  C12  C13  120.26  3.000
 W68  C11  C12  C13  118.69  3.000
 W68  C09  C11  C16  120.60  3.000
 W68  C09  C11  C12  120.32  3.000
 W68  C16  C11  C12  119.07  3.000
 W68  H14  C16  C11  119.02  3.000
 W68  H14  C16  C15  119.28  3.000
 W68  C11  C16  C15  121.70  3.000
 W68  H16  C09  H15  107.01  3.000
 W68  H16  C09  C08  109.16  3.000
 W68  H15  C09  C08  108.87  3.000
 W68  H16  C09  C11  109.88  3.000
 W68  H15  C09  C11  109.93  3.000
 W68  C08  C09  C11  111.86  3.000
 W68  H18  C08  H17  107.08  3.000
 W68  H18  C08  C06  109.34  3.000
 W68  H17  C08  C06  109.87  3.000
 W68  H18  C08  C09  109.11  3.000
 W68  H17  C08  C09  109.61  3.000
 W68  C06  C08  C09  111.71  3.000
 W68  C05  C06  N01  122.76  3.000
 W68  C05  C06  C08  121.11  3.000
 W68  N01  C06  C08  116.11  3.000
 W68  C02  N01  C06  118.71  3.000
 W68  C03  C02  N02  120.56  3.000
 W68  C03  C02  N01  122.31  3.000
 W68  N02  C02  N01  117.09  3.000
 W68  H20  N02  H19  113.74  3.000
 W68  H20  N02  C02  117.23  3.000
 W68  H19  N02  C02  115.85  3.000
 W68  H21  C03  C04  120.86  3.000
 W68  H21  C03  C02  120.08  3.000
 W68  C04  C03  C02  119.06  3.000
 W68  C07  C04  C05  120.58  3.000
 W68  C07  C04  C03  121.33  3.000
 W68  C05  C04  C03  118.08  3.000
 W68  H22  C05  C04  120.54  3.000
 W68  H22  C05  C06  120.39  3.000
 W68  C04  C05  C06  119.07  3.000
 W68  H25  C07  H24  108.38  3.000
 W68  H25  C07  H23  107.68  3.000
 W68  H24  C07  H23  107.09  3.000
 W68  H25  C07  C04  111.84  3.000
 W68  H24  C07  C04  111.26  3.000
 W68  H23  C07  C04  110.40  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
 W68  CONST_01  C16  C15  C14  C13     0.00   0.0  0
 W68  CONST_02  C16  C11  C12  C13     0.00   0.0  0
 W68  CONST_03  C11  C16  C15  C14     0.00   0.0  0
 W68  CONST_04  C11  C12  C13  C14     0.00   0.0  0
 W68  CONST_05  C12  C11  C16  C15     0.00   0.0  0
 W68  CONST_06  C12  C13  C14  C15     0.00   0.0  0
 W68  CONST_07  C03  C02  N01  C06     0.00   0.0  0
 W68  CONST_08  C03  C04  C05  C06     0.00   0.0  0
 W68  CONST_09  C04  C05  C06  N01     0.00   0.0  0
 W68  CONST_10  C04  C03  C02  N01     0.00   0.0  0
 W68  CONST_11  C05  C06  N01  C02     0.00   0.0  0
 W68  CONST_12  C05  C04  C03  C02     0.00   0.0  0
 W68  CONST_13  C15  C14  C13  F13   180.00   0.0  0
 W68  CONST_14  C11  C12  C13  F13   180.00   0.0  0
 W68  CONST_15  C17  C15  C14  C13   180.00   0.0  0
 W68  CONST_16  C09  C11  C12  C13   180.00   0.0  0
 W68  CONST_17  C09  C11  C16  C15   180.00   0.0  0
 W68  CONST_18  C11  C16  C15  C17   180.00   0.0  0
 W68  CONST_19  C02  N01  C06  C08   180.00   0.0  0
 W68  CONST_20  C04  C05  C06  C08   180.00   0.0  0
 W68  CONST_21  N02  C02  N01  C06   180.00   0.0  0
 W68  CONST_22  C07  C04  C05  C06   180.00   0.0  0
 W68  CONST_23  C07  C04  C03  C02   180.00   0.0  0
 W68  CONST_24  C04  C03  C02  N02   180.00   0.0  0
 W68  CONST_25  H14  C16  C15  C14   180.00   0.0  0
 W68  CONST_26  H13  C12  C13  C14   180.00   0.0  0
 W68  CONST_27  H1   C14  C13  C12   180.00   0.0  0
 W68  CONST_28  H22  C05  C06  N01   180.00   0.0  0
 W68  CONST_29  H21  C03  C02  N01   180.00   0.0  0
 W68  Var_01    C18  C17  C15  C14   -76.09  30.0  3
 W68  Var_02    C08  C09  C11  C12    87.55  30.0  2
 W68  Var_03    C06  C08  C09  C11   179.10  30.0  1
 W68  Var_04    N01  C06  C08  C09   -65.59  30.0  2
 W68  Var_05    H23  C07  C04  C03   102.62  30.0  2
 W68  Var_06    C19  C18  C17  C15  -179.37  30.0  3
 W68  Var_07    N20  C19  C18  C17  -179.24  30.0  1
 W68  Var_08    C21  N20  C19  C18   179.49  30.0  1
 W68  Var_09    H10  C21  N20  C19  -176.69  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
 W68  plan-1  F13  0.020
 W68  plan-1  C13  0.020
 W68  plan-1  C14  0.020
 W68  plan-1  C15  0.020
 W68  plan-1  C17  0.020
 W68  plan-1  C12  0.020
 W68  plan-1  C11  0.020
 W68  plan-1  C16  0.020
 W68  plan-1  C09  0.020
 W68  plan-1  H1   0.020
 W68  plan-1  H13  0.020
 W68  plan-1  H14  0.020
 W68  plan-2  C08  0.020
 W68  plan-2  C06  0.020
 W68  plan-2  N01  0.020
 W68  plan-2  C02  0.020
 W68  plan-2  N02  0.020
 W68  plan-2  C03  0.020
 W68  plan-2  C04  0.020
 W68  plan-2  C05  0.020
 W68  plan-2  C07  0.020
 W68  plan-2  H21  0.020
 W68  plan-2  H22  0.020
 W68  plan-3  C02  0.020
 W68  plan-3  N02  0.020
 W68  plan-3  H19  0.020
 W68  plan-3  H20  0.020

