# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri May  8 10:12:17 2020
#   Inital geometry file: a 105 line input string
#   Ligand name: 4-methyl-6-[2-(5-morpholin-4-ylpyridin-3-yl)ethyl]pyridin-2-amine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1cc(N)nc(CCc2cncc(c2)N3CCOCC3)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
 WOS  WOS  4-methyl-6-[2-(5-morpholin-4-ylpyridin-3-yl)ethyl]pyridin-2-amine  ligand  44  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 OK
;

data_comp_WOS
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
 WOS  C07   C  CH3   0  -0.726  -5.3549   3.1170  -0.6634
 WOS  C06   C  CR6   0   0.288  -3.1528   0.0638  -0.3467
 WOS  C05   C  CR16  0  -0.437  -3.5546   1.3593  -0.6195
 WOS  C04   C  CR6   0   0.206  -4.8724   1.7367  -0.3391
 WOS  C03   C  CR16  0  -0.447  -5.7123   0.7951   0.2196
 WOS  C02   C  CR6   0   0.439  -5.2183  -0.4965   0.4711
 WOS  N02   N  NH2   0  -0.838  -6.0063  -1.4388   1.0689
 WOS  N01   N  N     0  -0.489  -3.9689  -0.8474   0.1852
 WOS  C09   C  CH2   0  -0.516  -1.0410  -0.9746   0.5811
 WOS  C16   C  CR16  0  -0.171   2.9018  -2.0915  -0.4445
 WOS  C15   C  CR6   0   0.315   2.6981  -0.7570  -0.0645
 WOS  C14   C  CR16  0  -0.291   1.3893  -0.4126   0.2933
 WOS  C13   C  CR6   0   0.061   0.3745  -1.3538   0.2598
 WOS  C12   C  CR16  0  -0.146   0.7055  -2.6457  -0.1415
 WOS  N11   N  N     0  -0.386   1.9341  -2.9975  -0.4840
 WOS  N21   N  NT    0  -0.526   3.7146   0.1888  -0.0692
 WOS  C22   C  CH2   0  -0.331   5.0329  -0.2224  -0.5135
 WOS  C23   C  CH2   0  -0.186   5.8944   0.9986  -0.7795
 WOS  O24   O  O2    0  -0.481   5.9771   1.8439   0.3434
 WOS  C25   C  CH2   0  -0.188   4.6924   2.2806   0.7223
 WOS  C26   C  CH2   0  -0.323   3.7799   1.1165   1.0530
 WOS  H071  H  HCH3  0   0.255  -5.5911   3.1958  -1.7263
 WOS  H072  H  HCH3  0   0.247  -6.2545   3.3749  -0.1065
 WOS  H073  H  HCH3  0   0.248  -4.5908   3.8640  -0.4487
 WOS  H05   H  HCR6  0   0.244  -2.8567   2.0674  -1.0487
 WOS  H081  H  HCH2  0   0.251  -1.7749  -1.1411  -1.4368
 WOS  H082  H  HCH2  0   0.249  -1.1729   0.4558  -1.0339
 WOS  H03   H  HCR6  0   0.255  -6.7381   1.0409   0.4674
 WOS  H021  H  HNH2  0   0.387  -7.0032  -1.3184   1.0022
 WOS  H022  H  HNH2  0   0.379  -5.7032  -2.3940   0.9694
 WOS  H091  H  HCH2  0   0.250  -1.0525  -0.2429   1.3926
 WOS  H092  H  HCH2  0   0.252  -1.5959  -1.8463   0.9310
 WOS  H14   H  HCR6  0   0.267   1.1469   0.6016   0.5867
 WOS  H12   H  HCR6  0   0.247  -0.0552  -3.4193  -0.1766
 WOS  H221  H  HCH2  0   0.224   5.5254  -0.8799   0.2190
 WOS  H222  H  HCH2  0   0.258   4.9542  -0.7766  -1.4501
 WOS  H261  H  HCH2  0   0.260   2.7943   1.5204   1.2767
 WOS  H262  H  HCH2  0   0.227   4.1390   0.6067   1.9583
 WOS  H231  H  HCH2  0   0.244   6.9071   0.6811  -1.0308
 WOS  H232  H  HCH2  0   0.206   5.4868   1.5441  -1.6421
 WOS  H251  H  HCH2  0   0.244   4.8039   2.9164   1.6011
 WOS  H252  H  HCH2  0   0.207   4.2379   2.8826  -0.0769
 WOS  C08   C  CH2   0  -0.491  -1.7499  -0.3860  -0.6448
 WOS  H16   H  HCR6  0   0.264   3.8847  -2.4483  -0.7243

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
 WOS  C07  C04   single    1.498  0.020  1.498
 WOS  C06  C05   aromatic  1.384  0.020  1.384
 WOS  C06  N01   aromatic  1.334  0.020  1.334
 WOS  C06  C08   single    1.503  0.020  1.503
 WOS  C05  C04   aromatic  1.399  0.020  1.399
 WOS  C04  C03   aromatic  1.380  0.020  1.380
 WOS  C03  C02   aromatic  1.405  0.020  1.405
 WOS  C02  N02   single    1.366  0.020  1.366
 WOS  C02  N01   aromatic  1.329  0.020  1.329
 WOS  C08  C09   single    1.533  0.020  1.533
 WOS  C09  C13   single    1.500  0.020  1.500
 WOS  C16  C15   aromatic  1.402  0.020  1.402
 WOS  C16  N11   aromatic  1.326  0.020  1.326
 WOS  C15  C14   aromatic  1.400  0.020  1.400
 WOS  C15  N21   single    1.388  0.020  1.388
 WOS  C14  C13   aromatic  1.384  0.020  1.384
 WOS  C13  C12   aromatic  1.393  0.020  1.393
 WOS  C12  N11   aromatic  1.323  0.020  1.323
 WOS  N21  C22   single    1.451  0.020  1.451
 WOS  N21  C26   single    1.458  0.020  1.458
 WOS  C22  C23   single    1.518  0.020  1.518
 WOS  C23  O24   single    1.408  0.020  1.408
 WOS  O24  C25   single    1.409  0.020  1.409
 WOS  C25  C26   single    1.516  0.020  1.516
 WOS  C07  H071  single    0.970  0.020  1.090
 WOS  C07  H072  single    0.970  0.020  1.090
 WOS  C07  H073  single    0.970  0.020  1.090
 WOS  C05  H05   single    0.930  0.020  1.080
 WOS  C08  H081  single    0.970  0.020  1.090
 WOS  C08  H082  single    0.970  0.020  1.090
 WOS  C03  H03   single    0.930  0.020  1.080
 WOS  N02  H021  single    0.890  0.020  1.040
 WOS  N02  H022  single    0.890  0.020  1.040
 WOS  C09  H091  single    0.970  0.020  1.090
 WOS  C09  H092  single    0.970  0.020  1.090
 WOS  C16  H16   single    0.930  0.020  1.080
 WOS  C14  H14   single    0.930  0.020  1.080
 WOS  C12  H12   single    0.930  0.020  1.080
 WOS  C22  H221  single    0.970  0.020  1.090
 WOS  C22  H222  single    0.970  0.020  1.090
 WOS  C26  H261  single    0.970  0.020  1.090
 WOS  C26  H262  single    0.970  0.020  1.090
 WOS  C23  H231  single    0.970  0.020  1.090
 WOS  C23  H232  single    0.970  0.020  1.090
 WOS  C25  H251  single    0.970  0.020  1.090
 WOS  C25  H252  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
 WOS  H073  C07  H072  108.42  3.000
 WOS  H073  C07  H071  107.10  3.000
 WOS  H072  C07  H071  107.58  3.000
 WOS  H073  C07  C04   111.30  3.000
 WOS  H072  C07  C04   111.94  3.000
 WOS  H071  C07  C04   110.31  3.000
 WOS  C08   C06  N01   116.47  3.000
 WOS  C08   C06  C05   120.81  3.000
 WOS  N01   C06  C05   122.72  3.000
 WOS  H05   C05  C04   120.67  3.000
 WOS  H05   C05  C06   120.21  3.000
 WOS  C04   C05  C06   119.12  3.000
 WOS  C03   C04  C05   118.05  3.000
 WOS  C03   C04  C07   121.37  3.000
 WOS  C05   C04  C07   120.57  3.000
 WOS  H03   C03  C02   120.02  3.000
 WOS  H03   C03  C04   120.93  3.000
 WOS  C02   C03  C04   119.05  3.000
 WOS  N01   C02  N02   117.02  3.000
 WOS  N01   C02  C03   122.32  3.000
 WOS  N02   C02  C03   120.63  3.000
 WOS  H022  N02  H021  113.89  3.000
 WOS  H022  N02  C02   115.94  3.000
 WOS  H021  N02  C02   117.38  3.000
 WOS  C02   N01  C06   118.73  3.000
 WOS  H092  C09  H091  106.94  3.000
 WOS  H092  C09  C13   110.28  3.000
 WOS  H091  C09  C13   109.77  3.000
 WOS  H092  C09  C08   109.15  3.000
 WOS  H091  C09  C08   109.38  3.000
 WOS  C13   C09  C08   111.22  3.000
 WOS  H16   C16  N11   115.45  3.000
 WOS  H16   C16  C15   121.03  3.000
 WOS  N11   C16  C15   123.52  3.000
 WOS  N21   C15  C14   121.18  3.000
 WOS  N21   C15  C16   122.75  3.000
 WOS  C14   C15  C16   116.05  3.000
 WOS  H14   C14  C13   118.62  3.000
 WOS  H14   C14  C15   120.58  3.000
 WOS  C13   C14  C15   120.79  3.000
 WOS  C12   C13  C14   117.61  3.000
 WOS  C12   C13  C09   121.36  3.000
 WOS  C14   C13  C09   120.97  3.000
 WOS  H12   C12  N11   116.92  3.000
 WOS  H12   C12  C13   120.26  3.000
 WOS  N11   C12  C13   122.82  3.000
 WOS  C12   N11  C16   119.22  3.000
 WOS  C26   N21  C22   112.05  3.000
 WOS  C26   N21  C15   117.63  3.000
 WOS  C22   N21  C15   118.24  3.000
 WOS  H222  C22  H221  107.46  3.000
 WOS  H222  C22  C23   107.40  3.000
 WOS  H221  C22  C23   110.07  3.000
 WOS  H222  C22  N21   109.96  3.000
 WOS  H221  C22  N21   111.85  3.000
 WOS  C23   C22  N21   109.97  3.000
 WOS  H232  C23  H231  107.94  3.000
 WOS  H232  C23  O24   110.47  3.000
 WOS  H231  C23  O24   107.70  3.000
 WOS  H232  C23  C22   109.05  3.000
 WOS  H231  C23  C22   109.47  3.000
 WOS  O24   C23  C22   112.12  3.000
 WOS  C25   O24  C23   110.31  3.000
 WOS  H252  C25  H251  108.00  3.000
 WOS  H252  C25  C26   109.30  3.000
 WOS  H251  C25  C26   109.48  3.000
 WOS  H252  C25  O24   110.57  3.000
 WOS  H251  C25  O24   107.71  3.000
 WOS  C26   C25  O24   111.69  3.000
 WOS  H262  C26  H261  107.38  3.000
 WOS  H262  C26  C25   109.83  3.000
 WOS  H261  C26  C25   107.76  3.000
 WOS  H262  C26  N21   110.70  3.000
 WOS  H261  C26  N21   110.72  3.000
 WOS  C25   C26  N21   110.36  3.000
 WOS  H082  C08  H081  106.62  3.000
 WOS  H082  C08  C09   109.66  3.000
 WOS  H081  C08  C09   108.92  3.000
 WOS  H082  C08  C06   109.46  3.000
 WOS  H081  C08  C06   109.18  3.000
 WOS  C09   C08  C06   112.82  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
 WOS  CONST_01  C03   C04  C05  C06     0.00   0.0  0
 WOS  CONST_02  C03   C02  N01  C06     0.00   0.0  0
 WOS  CONST_03  C02   N01  C06  C05     0.00   0.0  0
 WOS  CONST_04  C02   C03  C04  C05     0.00   0.0  0
 WOS  CONST_05  N01   C06  C05  C04     0.00   0.0  0
 WOS  CONST_06  N01   C02  C03  C04     0.00   0.0  0
 WOS  CONST_07  C13   C14  C15  C16     0.00   0.0  0
 WOS  CONST_08  C13   C12  N11  C16     0.00   0.0  0
 WOS  CONST_09  C12   N11  C16  C15     0.00   0.0  0
 WOS  CONST_10  C12   C13  C14  C15     0.00   0.0  0
 WOS  CONST_11  N11   C16  C15  C14     0.00   0.0  0
 WOS  CONST_12  N11   C12  C13  C14     0.00   0.0  0
 WOS  CONST_13  N21   C15  C14  C13   180.00   0.0  0
 WOS  CONST_14  N21   C15  C16  N11   180.00   0.0  0
 WOS  CONST_15  C06   C05  C04  C07   180.00   0.0  0
 WOS  CONST_16  C02   C03  C04  C07   180.00   0.0  0
 WOS  CONST_17  N02   C02  N01  C06   180.00   0.0  0
 WOS  CONST_18  C08   C06  C05  C04   180.00   0.0  0
 WOS  CONST_19  N02   C02  C03  C04   180.00   0.0  0
 WOS  CONST_20  C08   C06  N01  C02   180.00   0.0  0
 WOS  CONST_21  C15   C14  C13  C09   180.00   0.0  0
 WOS  CONST_22  N11   C12  C13  C09   180.00   0.0  0
 WOS  CONST_23  H03   C03  C04  C05   180.00   0.0  0
 WOS  CONST_24  H05   C05  C04  C03   180.00   0.0  0
 WOS  CONST_25  H14   C14  C15  C16   180.00   0.0  0
 WOS  CONST_26  H12   C12  N11  C16   180.00   0.0  0
 WOS  CONST_27  H16   C16  C15  C14   180.00   0.0  0
 WOS  Var_01    C22   N21  C15  C16     1.30  30.0  2
 WOS  Var_02    C23   C22  N21  C15   165.75  30.0  1
 WOS  Var_03    C25   C26  N21  C15  -165.28  30.0  1
 WOS  Var_04    O24   C23  C22  N21    55.78  30.0  1
 WOS  Var_05    O24   C25  C26  N21   -55.61  30.0  1
 WOS  Var_06    C26   C25  O24  C23    58.85  30.0  1
 WOS  Var_07    C13   C09  C08  C06  -177.42  30.0  3
 WOS  Var_08    C09   C08  C06  C05   124.87  30.0  2
 WOS  Var_09    C14   C13  C09  C08    83.61  30.0  2
 WOS  Var_10    H071  C07  C04  C05    79.41  30.0  2

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
 WOS  plan-1  C07   0.020
 WOS  plan-1  C06   0.020
 WOS  plan-1  C05   0.020
 WOS  plan-1  C04   0.020
 WOS  plan-1  C03   0.020
 WOS  plan-1  C02   0.020
 WOS  plan-1  N02   0.020
 WOS  plan-1  N01   0.020
 WOS  plan-1  H05   0.020
 WOS  plan-1  H03   0.020
 WOS  plan-1  C08   0.020
 WOS  plan-2  C09   0.020
 WOS  plan-2  C16   0.020
 WOS  plan-2  C15   0.020
 WOS  plan-2  C14   0.020
 WOS  plan-2  C13   0.020
 WOS  plan-2  C12   0.020
 WOS  plan-2  N11   0.020
 WOS  plan-2  N21   0.020
 WOS  plan-2  H14   0.020
 WOS  plan-2  H12   0.020
 WOS  plan-2  H16   0.020
 WOS  plan-3  C02   0.020
 WOS  plan-3  N02   0.020
 WOS  plan-3  H021  0.020
 WOS  plan-3  H022  0.020

