# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr  9 05:31:54 2020
#   Inital geometry file: a 132 line input string
#   Ligand name: N-(4-phenoxyphenyl)-2-[(pyridin-4-ylmethyl)amino]pyridine-3-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: O=C(Nc1ccc(Oc2ccccc2)cc1)c3cccnc3NCc4ccncc4
#
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
 608  608  N-(4-phenoxyphenyl)-2-[(pyridin-4-ylmethyl)amino]pyridine-3-carboxamide  ligand  50  30  .  2021-08-05  2021-08-05  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_608
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
 608  C10  C  CR16  0  -0.300   3.3715  -2.9490   1.9848
 608  C11  C  CR16  0  -0.312   3.3510  -2.5615   0.6514
 608  C12  C  CR6   0   0.383   2.3421  -1.7163   0.1887
 608  C13  C  CR16  0  -0.354   1.3629  -1.2827   1.0874
 608  C14  C  CR16  0  -0.289   1.3841  -1.6754   2.4120
 608  C15  C  CR6   0   0.294   2.3939  -2.5145   2.8612
 608  C16  C  CR16  0  -0.060   9.4929  -0.4755  -5.1452
 608  N4   N  N     0  -0.410   9.7340   0.0786  -3.9626
 608  C17  C  CR16  0  -0.372   8.2183  -0.6810  -5.6499
 608  C18  C  CR6   0   0.160   7.1184  -0.2856  -4.8977
 608  C8   C  CR16  0  -0.370   7.3689   0.2954  -3.6590
 608  C9   C  CR16  0  -0.057   8.6819   0.4516  -3.2426
 608  C19  C  CR6   0  -0.211   2.5458  -0.9440  -3.4836
 608  C20  C  CR16  0  -0.183   1.1925  -0.7778  -3.7435
 608  C21  C  CR16  0  -0.361   0.7582  -0.2461  -4.9471
 608  C22  C  CR16  0  -0.044   1.7295   0.1089  -5.8653
 608  N3   N  N     0  -0.474   3.0269  -0.0649  -5.6713
 608  C23  C  CR6   0   0.540   3.4560  -0.5947  -4.5245
 608  N1   N  NH1   0  -0.691   4.7901  -0.7524  -4.3872
 608  C7   C  CH2   0  -0.296   5.7255  -0.4498  -5.4391
 608  C24  C  C     0   0.560   3.0303  -1.4910  -2.1918
 608  N2   N  NH1   0  -0.758   2.2160  -1.2678  -1.1301
 608  O1   O  O     0  -0.482   4.0959  -2.0883  -2.0963
 608  O2   O  O2    0  -0.514   2.4033  -2.9603   4.1588
 608  C1   C  CR16  0  -0.246   3.8477  -0.1316   6.0043
 608  C2   C  CR16  0  -0.273   3.6586  -0.5728   7.3052
 608  C3   C  CR16  0  -0.247   3.0507  -1.8045   7.5207
 608  C4   C  CR16  0  -0.330   2.6323  -2.5817   6.4530
 608  C5   C  CR6   0   0.363   2.8265  -2.1275   5.1512
 608  C6   C  CR16  0  -0.343   3.4369  -0.8999   4.9208
 608  H10  H  HCR6  0   0.274   4.1592  -3.6043   2.3345
 608  H11  H  HCR6  0   0.289   4.1232  -2.9230  -0.0060
 608  H13  H  HCR6  0   0.279   0.5653  -0.6343   0.7442
 608  H14  H  HCR6  0   0.280   0.6106  -1.3321   3.0871
 608  H17  H  HCR6  0   0.268   8.0914  -1.1502  -6.6174
 608  H8   H  HCR6  0   0.267   6.5608   0.6244  -3.0188
 608  H9   H  HCR6  0   0.264   8.8907   0.9016  -2.2783
 608  H20  H  HCR6  0   0.275   0.4531  -1.0817  -3.0128
 608  H21  H  HCR6  0   0.269  -0.2917  -0.1173  -5.1642
 608  H22  H  HCR6  0   0.267   1.4468   0.5455  -6.8173
 608  HN1  H  HNH1  0   0.410   5.0914  -1.3667  -3.6459
 608  H71  H  HCH2  0   0.273   5.4264   0.4815  -5.9235
 608  H72  H  HCH2  0   0.250   5.7238  -1.2159  -6.2224
 608  HN2  H  HNH1  0   0.425   1.4265  -0.6601  -1.2856
 608  H1   H  HCR6  0   0.261   4.3236   0.8224   5.8175
 608  H2   H  HCR6  0   0.255   3.9803   0.0329   8.1419
 608  H3   H  HCR6  0   0.260   2.8964  -2.1654   8.5292
 608  H4   H  HCR6  0   0.267   2.1569  -3.5396   6.6229
 608  H6   H  HCR6  0   0.277   3.6008  -0.5339   3.9160
 608  H16  H  HCR6  0   0.264  10.3578  -0.7800  -5.7241

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
 608  C9   N4   aromatic  1.328  0.020  1.328
 608  C9   C8   aromatic  1.386  0.020  1.386
 608  N4   C16  aromatic  1.328  0.020  1.328
 608  C8   C18  aromatic  1.391  0.020  1.391
 608  C16  C17  aromatic  1.386  0.020  1.386
 608  C18  C17  aromatic  1.390  0.020  1.390
 608  C18  C7   single    1.503  0.020  1.503
 608  C22  N3   aromatic  1.323  0.020  1.323
 608  C22  C21  aromatic  1.383  0.020  1.383
 608  N3   C23  aromatic  1.334  0.020  1.334
 608  C7   N1   single    1.440  0.020  1.440
 608  C21  C20  aromatic  1.386  0.020  1.386
 608  C23  N1   single    1.350  0.020  1.350
 608  C23  C19  aromatic  1.426  0.020  1.426
 608  C20  C19  aromatic  1.388  0.020  1.388
 608  C19  C24  single    1.484  0.020  1.484
 608  C24  O1   double    1.225  0.020  1.225
 608  C24  N2   single    1.356  0.020  1.356
 608  N2   C12  single    1.399  0.020  1.399
 608  C12  C11  aromatic  1.395  0.020  1.395
 608  C12  C13  aromatic  1.398  0.020  1.398
 608  C11  C10  aromatic  1.389  0.020  1.389
 608  C13  C14  aromatic  1.382  0.020  1.382
 608  C10  C15  aromatic  1.383  0.020  1.383
 608  C14  C15  aromatic  1.388  0.020  1.388
 608  C15  O2   single    1.372  0.020  1.372
 608  O2   C5   single    1.363  0.020  1.363
 608  C5   C4   aromatic  1.392  0.020  1.392
 608  C5   C6   aromatic  1.390  0.020  1.390
 608  C4   C3   aromatic  1.385  0.020  1.385
 608  C6   C1   aromatic  1.390  0.020  1.390
 608  C3   C2   aromatic  1.390  0.020  1.390
 608  C1   C2   aromatic  1.387  0.020  1.387
 608  C10  H10  single    0.930  0.020  1.080
 608  C11  H11  single    0.930  0.020  1.080
 608  C13  H13  single    0.930  0.020  1.080
 608  C14  H14  single    0.930  0.020  1.080
 608  C16  H16  single    0.930  0.020  1.080
 608  C17  H17  single    0.930  0.020  1.080
 608  C8   H8   single    0.930  0.020  1.080
 608  C9   H9   single    0.930  0.020  1.080
 608  C20  H20  single    0.930  0.020  1.080
 608  C21  H21  single    0.930  0.020  1.080
 608  C22  H22  single    0.930  0.020  1.080
 608  N1   HN1  single    0.890  0.020  1.040
 608  C7   H71  single    0.970  0.020  1.090
 608  C7   H72  single    0.970  0.020  1.090
 608  N2   HN2  single    0.860  0.020  1.020
 608  C1   H1   single    0.930  0.020  1.080
 608  C2   H2   single    0.930  0.020  1.080
 608  C3   H3   single    0.930  0.020  1.080
 608  C4   H4   single    0.930  0.020  1.080
 608  C6   H6   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
 608  H10  C10  C15  119.98  3.000
 608  H10  C10  C11  119.33  3.000
 608  C15  C10  C11  120.69  3.000
 608  H11  C11  C12  121.31  3.000
 608  H11  C11  C10  118.82  3.000
 608  C12  C11  C10  119.88  3.000
 608  N2   C12  C13  116.33  3.000
 608  C13  C12  C11  118.77  3.000
 608  N2   C12  C11  124.90  3.000
 608  H13  C13  C14  119.00  3.000
 608  H13  C13  C12  119.84  3.000
 608  C14  C13  C12  121.15  3.000
 608  H14  C14  C15  120.65  3.000
 608  H14  C14  C13  119.79  3.000
 608  C15  C14  C13  119.56  3.000
 608  O2   C15  C14  120.50  3.000
 608  O2   C15  C10  119.50  3.000
 608  C14  C15  C10  119.94  3.000
 608  H16  C16  C17  119.83  3.000
 608  H16  C16  N4   116.60  3.000
 608  C17  C16  N4   123.57  3.000
 608  C9   N4   C16  117.13  3.000
 608  H17  C17  C18  120.95  3.000
 608  H17  C17  C16  119.82  3.000
 608  C18  C17  C16  119.23  3.000
 608  C7   C18  C8   122.22  3.000
 608  C7   C18  C17  120.48  3.000
 608  C8   C18  C17  117.28  3.000
 608  H8   C8   C9   119.69  3.000
 608  H8   C8   C18  121.29  3.000
 608  C9   C8   C18  119.02  3.000
 608  H9   C9   C8   119.75  3.000
 608  H9   C9   N4   116.49  3.000
 608  C8   C9   N4   123.76  3.000
 608  C24  C19  C23  121.15  3.000
 608  C24  C19  C20  121.69  3.000
 608  C23  C19  C20  117.15  3.000
 608  H20  C20  C21  118.67  3.000
 608  H20  C20  C19  120.38  3.000
 608  C21  C20  C19  120.94  3.000
 608  H21  C21  C22  121.25  3.000
 608  H21  C21  C20  121.68  3.000
 608  C22  C21  C20  117.07  3.000
 608  H22  C22  N3   115.91  3.000
 608  H22  C22  C21  120.20  3.000
 608  N3   C22  C21  123.88  3.000
 608  C23  N3   C22  119.57  3.000
 608  N1   C23  N3   116.85  3.000
 608  N1   C23  C19  121.85  3.000
 608  N3   C23  C19  121.29  3.000
 608  HN1  N1   C7   118.08  3.000
 608  HN1  N1   C23  116.17  3.000
 608  C7   N1   C23  122.89  3.000
 608  H72  C7   H71  106.20  3.000
 608  H72  C7   N1   111.98  3.000
 608  H71  C7   N1   108.99  3.000
 608  H72  C7   C18  109.59  3.000
 608  H71  C7   C18  108.69  3.000
 608  N1   C7   C18  111.21  3.000
 608  O1   C24  N2   122.77  3.000
 608  N2   C24  C19  115.13  3.000
 608  O1   C24  C19  122.10  3.000
 608  HN2  N2   C24  116.65  3.000
 608  HN2  N2   C12  114.15  3.000
 608  C24  N2   C12  129.13  3.000
 608  C5   O2   C15  119.49  3.000
 608  H1   C1   C6   118.85  3.000
 608  H1   C1   C2   120.15  3.000
 608  C6   C1   C2   121.00  3.000
 608  H2   C2   C3   120.41  3.000
 608  H2   C2   C1   120.46  3.000
 608  C3   C2   C1   119.13  3.000
 608  H3   C3   C4   119.21  3.000
 608  H3   C3   C2   120.15  3.000
 608  C4   C3   C2   120.64  3.000
 608  H4   C4   C5   119.77  3.000
 608  H4   C4   C3   120.53  3.000
 608  C5   C4   C3   119.70  3.000
 608  C6   C5   C4   120.28  3.000
 608  C6   C5   O2   123.73  3.000
 608  C4   C5   O2   115.99  3.000
 608  H6   C6   C5   121.28  3.000
 608  H6   C6   C1   119.48  3.000
 608  C5   C6   C1   119.25  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
 608  CONST_01  C13  C12  C11  C10    0.00   0.0  0
 608  CONST_02  C13  C14  C15  C10    0.00   0.0  0
 608  CONST_03  C14  C13  C12  C11    0.00   0.0  0
 608  CONST_04  C14  C15  C10  C11    0.00   0.0  0
 608  CONST_05  C15  C10  C11  C12    0.00   0.0  0
 608  CONST_06  C15  C14  C13  C12    0.00   0.0  0
 608  CONST_07  C8   C9   N4   C16    0.00   0.0  0
 608  CONST_08  C8   C18  C17  C16    0.00   0.0  0
 608  CONST_09  C18  C8   C9   N4     0.00   0.0  0
 608  CONST_10  C18  C17  C16  N4     0.00   0.0  0
 608  CONST_11  C9   N4   C16  C17    0.00   0.0  0
 608  CONST_12  C9   C8   C18  C17    0.00   0.0  0
 608  CONST_13  C22  N3   C23  C19    0.00   0.0  0
 608  CONST_14  C22  C21  C20  C19    0.00   0.0  0
 608  CONST_15  N3   C22  C21  C20    0.00   0.0  0
 608  CONST_16  N3   C23  C19  C20    0.00   0.0  0
 608  CONST_17  C23  N3   C22  C21    0.00   0.0  0
 608  CONST_18  C23  C19  C20  C21    0.00   0.0  0
 608  CONST_19  C4   C5   C6   C1     0.00   0.0  0
 608  CONST_20  C4   C3   C2   C1     0.00   0.0  0
 608  CONST_21  C5   C4   C3   C2     0.00   0.0  0
 608  CONST_22  C5   C6   C1   C2     0.00   0.0  0
 608  CONST_23  C6   C5   C4   C3     0.00   0.0  0
 608  CONST_24  C6   C1   C2   C3     0.00   0.0  0
 608  CONST_25  N2   C12  C11  C10  180.00   0.0  0
 608  CONST_26  O2   C15  C10  C11  180.00   0.0  0
 608  CONST_27  O2   C15  C14  C13  180.00   0.0  0
 608  CONST_28  N2   C12  C13  C14  180.00   0.0  0
 608  CONST_29  C7   C18  C17  C16  180.00   0.0  0
 608  CONST_30  C7   C18  C8   C9   180.00   0.0  0
 608  CONST_31  N1   C23  C19  C20  180.00   0.0  0
 608  CONST_32  C24  C19  C20  C21  180.00   0.0  0
 608  CONST_33  N1   C23  N3   C22  180.00   0.0  0
 608  CONST_34  C24  C19  C23  N3   180.00   0.0  0
 608  CONST_35  C3   C4   C5   O2   180.00   0.0  0
 608  CONST_36  C1   C6   C5   O2   180.00   0.0  0
 608  CONST_37  H14  C14  C15  C10  180.00   0.0  0
 608  CONST_38  H13  C13  C12  C11  180.00   0.0  0
 608  CONST_39  H10  C10  C11  C12  180.00   0.0  0
 608  CONST_40  H11  C11  C12  C13  180.00   0.0  0
 608  CONST_41  H9   C9   N4   C16  180.00   0.0  0
 608  CONST_42  H8   C8   C9   N4   180.00   0.0  0
 608  CONST_43  H17  C17  C16  N4   180.00   0.0  0
 608  CONST_44  H16  C16  C17  C18  180.00   0.0  0
 608  CONST_45  H21  C21  C20  C19  180.00   0.0  0
 608  CONST_46  H22  C22  C21  C20  180.00   0.0  0
 608  CONST_47  H20  C20  C21  C22  180.00   0.0  0
 608  CONST_48  H3   C3   C2   C1   180.00   0.0  0
 608  CONST_49  H4   C4   C3   C2   180.00   0.0  0
 608  CONST_50  H6   C6   C1   C2   180.00   0.0  0
 608  CONST_51  H1   C1   C2   C3   180.00   0.0  0
 608  CONST_52  H2   C2   C3   C4   180.00   0.0  0
 608  CONST_53  C19  C24  N2   C12  180.00   0.0  0
 608  CONST_54  C24  N2   C12  C11    0.00   0.0  0
 608  CONST_55  C24  N2   C12  C13  180.00   0.0  0
 608  CONST_56  C7   N1   C23  C19  180.00   0.0  0
 608  CONST_57  C7   N1   C23  N3     0.00   0.0  0
 608  CONST_58  HN2  N2   C12  C11  180.00   0.0  0
 608  CONST_60  O1   C24  N2   C12    0.00   0.0  0
 608  Var_01    C4   C5   O2   C15  171.35  30.0  2
 608  Var_02    N1   C7   C18  C17  146.01  30.0  2
 608  Var_03    C23  N1   C7   C18  161.58  30.0  3
 608  Var_04    O1   C24  C19  C20  152.91  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
 608  plan-1  C10  0.020
 608  plan-1  C11  0.020
 608  plan-1  C12  0.020
 608  plan-1  C13  0.020
 608  plan-1  C14  0.020
 608  plan-1  C15  0.020
 608  plan-1  N2   0.020
 608  plan-1  O2   0.020
 608  plan-1  H10  0.020
 608  plan-1  H11  0.020
 608  plan-1  H13  0.020
 608  plan-1  H14  0.020
 608  plan-2  C16  0.020
 608  plan-2  N4   0.020
 608  plan-2  C17  0.020
 608  plan-2  C18  0.020
 608  plan-2  C8   0.020
 608  plan-2  C9   0.020
 608  plan-2  C7   0.020
 608  plan-2  H17  0.020
 608  plan-2  H8   0.020
 608  plan-2  H9   0.020
 608  plan-2  H16  0.020
 608  plan-3  C19  0.020
 608  plan-3  C20  0.020
 608  plan-3  C21  0.020
 608  plan-3  C22  0.020
 608  plan-3  N3   0.020
 608  plan-3  C23  0.020
 608  plan-3  N1   0.020
 608  plan-3  C24  0.020
 608  plan-3  H20  0.020
 608  plan-3  H21  0.020
 608  plan-3  H22  0.020
 608  plan-4  O2   0.020
 608  plan-4  C1   0.020
 608  plan-4  C2   0.020
 608  plan-4  C3   0.020
 608  plan-4  C4   0.020
 608  plan-4  C5   0.020
 608  plan-4  C6   0.020
 608  plan-4  H1   0.020
 608  plan-4  H2   0.020
 608  plan-4  H3   0.020
 608  plan-4  H4   0.020
 608  plan-4  H6   0.020
 608  plan-5  C12  0.020
 608  plan-5  C19  0.020
 608  plan-5  C24  0.020
 608  plan-5  N2   0.020
 608  plan-5  O1   0.020
 608  plan-5  HN2  0.020
 608  plan-6  C23  0.020
 608  plan-6  N1   0.020
 608  plan-6  C7   0.020
 608  plan-6  HN1  0.020

