# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Mar 18 07:20:52 2020
#   Inital geometry file: a 122 line input string
#   Ligand name: 2-(morpholin-4-yl)-N-[4-(pyridin-4-yloxy)phenyl]pyridine-4-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: O=C(Nc1ccc(Oc2ccncc2)cc1)c3ccnc(c3)N4CCOCC4
#
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
 0RX  0RX  2-(morpholin-4-yl)-N-[4-(pyridin-4-yloxy)phenyl]pyridine-4-carboxamide  ligand  48  28  .  2022-07-22  2022-07-26
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_0RX
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
 0RX  O1   O  O     0  -0.451   0.6718  -0.3747   1.4533
 0RX  C1   C  C     0   0.531   0.8283   0.5451   0.6718
 0RX  C13  C  CR6   0   0.064   2.1995   0.9950   0.2650
 0RX  C21  C  CR16  0  -0.438   3.2100   0.0544   0.2670
 0RX  C16  C  CR6   0   0.572   4.5130   0.4478  -0.0989
 0RX  N4   N  NT    0  -0.517   5.5701  -0.4202  -0.0895
 0RX  C20  C  CH2   0  -0.314   6.7777  -0.0915  -0.8310
 0RX  C19  C  CH2   0  -0.193   7.9725  -0.8088  -0.2361
 0RX  O3   O  O2    0  -0.482   7.7657  -2.2017  -0.1686
 0RX  C18  C  CH2   0  -0.183   6.6436  -2.4862   0.6309
 0RX  C17  C  CH2   0  -0.321   5.3746  -1.8459   0.0945
 0RX  N3   N  N     0  -0.469   4.7694   1.7087  -0.4535
 0RX  C15  C  CR16  0  -0.046   3.7917   2.6002  -0.4334
 0RX  C14  C  CR16  0  -0.417   2.4853   2.3147  -0.0839
 0RX  N1   N  NH1   0  -0.756  -0.1820   1.2340   0.0895
 0RX  C2   C  CR6   0   0.386  -1.5606   1.0615   0.2514
 0RX  C12  C  CR16  0  -0.307  -2.1438   0.3513   1.3013
 0RX  C11  C  CR16  0  -0.290  -3.5253   0.2549   1.3856
 0RX  C5   C  CR6   0   0.285  -4.3276   0.8646   0.4381
 0RX  C4   C  CR16  0  -0.288  -3.7622   1.5764  -0.6073
 0RX  C3   C  CR16  0  -0.348  -2.3854   1.6723  -0.6953
 0RX  O2   O  O2    0  -0.501  -5.6983   0.7993   0.5575
 0RX  C6   C  CR6   0   0.456  -6.3613  -0.2178  -0.0294
 0RX  C10  C  CR16  0  -0.409  -5.7584  -1.2201  -0.7804
 0RX  C9   C  CR16  0  -0.064  -6.5751  -2.2011  -1.3233
 0RX  N2   N  N     0  -0.419  -7.8923  -2.2491  -1.1747
 0RX  C8   C  CR16  0  -0.062  -8.4494  -1.2801  -0.4523
 0RX  C7   C  CR16  0  -0.399  -7.7430  -0.2496   0.1378
 0RX  H1   H  HCR6  0   0.275   2.9762  -0.9655   0.5308
 0RX  H2   H  HCH2  0   0.229   6.6617  -0.3688  -1.8875
 0RX  H3   H  HCH2  0   0.269   6.9516   0.9803  -0.7917
 0RX  H4   H  HCH2  0   0.243   8.8491  -0.6343  -0.8614
 0RX  H5   H  HCH2  0   0.208   8.1806  -0.4033   0.7640
 0RX  H6   H  HCH2  0   0.246   6.5171  -3.5693   0.6542
 0RX  H7   H  HCH2  0   0.208   6.8100  -2.1420   1.6613
 0RX  H8   H  HCH2  0   0.262   4.5928  -2.0384   0.8268
 0RX  H9   H  HCH2  0   0.235   5.0737  -2.3245  -0.8469
 0RX  H10  H  HCR6  0   0.265   4.0661   3.6116  -0.7122
 0RX  H11  H  HCR6  0   0.271   1.7461   3.1032  -0.0661
 0RX  H12  H  HNH1  0   0.426   0.0760   1.8903  -0.6322
 0RX  H13  H  HCR6  0   0.287  -1.5430  -0.1238   2.0586
 0RX  H14  H  HCR6  0   0.280  -3.9723  -0.2924   2.2057
 0RX  H15  H  HCR6  0   0.282  -4.3875   2.0565  -1.3489
 0RX  H16  H  HCR6  0   0.282  -1.9456   2.2273  -1.5152
 0RX  H17  H  HCR6  0   0.291  -4.6917  -1.2571  -0.9521
 0RX  H18  H  HCR6  0   0.269  -6.1234  -2.9919  -1.9119
 0RX  H19  H  HCR6  0   0.268  -9.5261  -1.3227  -0.3317
 0RX  H20  H  HCR6  0   0.283  -8.2530   0.5107   0.7141

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
 0RX  C8   N2   aromatic  1.331  0.020  1.331
 0RX  C8   C7   aromatic  1.382  0.020  1.382
 0RX  N2   C9   aromatic  1.326  0.020  1.326
 0RX  C7   C6   aromatic  1.392  0.020  1.392
 0RX  C9   C10  aromatic  1.387  0.020  1.387
 0RX  C6   C10  aromatic  1.390  0.020  1.390
 0RX  C6   O2   single    1.349  0.020  1.349
 0RX  O2   C5   single    1.377  0.020  1.377
 0RX  C5   C11  aromatic  1.383  0.020  1.383
 0RX  C5   C4   aromatic  1.385  0.020  1.385
 0RX  C11  C12  aromatic  1.387  0.020  1.387
 0RX  C4   C3   aromatic  1.383  0.020  1.383
 0RX  C12  C2   aromatic  1.395  0.020  1.395
 0RX  C3   C2   aromatic  1.396  0.020  1.396
 0RX  C2   N1   single    1.399  0.020  1.399
 0RX  N1   C1   single    1.354  0.020  1.354
 0RX  O1   C1   double    1.217  0.020  1.217
 0RX  C1   C13  single    1.499  0.020  1.499
 0RX  C13  C21  aromatic  1.381  0.020  1.381
 0RX  C13  C14  aromatic  1.395  0.020  1.395
 0RX  C21  C16  aromatic  1.409  0.020  1.409
 0RX  C14  C15  aromatic  1.382  0.020  1.382
 0RX  C17  N4   single    1.451  0.020  1.451
 0RX  C17  C18  single    1.519  0.020  1.519
 0RX  C16  N3   aromatic  1.335  0.020  1.335
 0RX  C16  N4   single    1.368  0.020  1.368
 0RX  C15  N3   aromatic  1.323  0.020  1.323
 0RX  N4   C20  single    1.455  0.020  1.455
 0RX  C18  O3   single    1.407  0.020  1.407
 0RX  O3   C19  single    1.410  0.020  1.410
 0RX  C20  C19  single    1.515  0.020  1.515
 0RX  C21  H1   single    0.930  0.020  1.080
 0RX  C20  H2   single    0.970  0.020  1.090
 0RX  C20  H3   single    0.970  0.020  1.090
 0RX  C19  H4   single    0.970  0.020  1.090
 0RX  C19  H5   single    0.970  0.020  1.090
 0RX  C18  H6   single    0.970  0.020  1.090
 0RX  C18  H7   single    0.970  0.020  1.090
 0RX  C17  H8   single    0.970  0.020  1.090
 0RX  C17  H9   single    0.970  0.020  1.090
 0RX  C15  H10  single    0.930  0.020  1.080
 0RX  C14  H11  single    0.930  0.020  1.080
 0RX  N1   H12  single    0.860  0.020  1.020
 0RX  C12  H13  single    0.930  0.020  1.080
 0RX  C11  H14  single    0.930  0.020  1.080
 0RX  C4   H15  single    0.930  0.020  1.080
 0RX  C3   H16  single    0.930  0.020  1.080
 0RX  C10  H17  single    0.930  0.020  1.080
 0RX  C9   H18  single    0.930  0.020  1.080
 0RX  C8   H19  single    0.930  0.020  1.080
 0RX  C7   H20  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
 0RX  N1   C1   C13  114.39  3.000
 0RX  C13  C1   O1   121.24  3.000
 0RX  N1   C1   O1   124.37  3.000
 0RX  C14  C13  C21  119.67  3.000
 0RX  C14  C13  C1   122.63  3.000
 0RX  C21  C13  C1   117.68  3.000
 0RX  H1   C21  C16  121.85  3.000
 0RX  H1   C21  C13  119.06  3.000
 0RX  C16  C21  C13  119.09  3.000
 0RX  N3   C16  N4   116.93  3.000
 0RX  N4   C16  C21  122.38  3.000
 0RX  N3   C16  C21  120.68  3.000
 0RX  C17  N4   C20  113.49  3.000
 0RX  C20  N4   C16  119.64  3.000
 0RX  C17  N4   C16  121.36  3.000
 0RX  H3   C20  H2   107.50  3.000
 0RX  H3   C20  C19  109.06  3.000
 0RX  H2   C20  C19  109.96  3.000
 0RX  H3   C20  N4   109.71  3.000
 0RX  H2   C20  N4   110.22  3.000
 0RX  C19  C20  N4   110.33  3.000
 0RX  H5   C19  H4   108.08  3.000
 0RX  H5   C19  O3   110.41  3.000
 0RX  H4   C19  O3   107.66  3.000
 0RX  H5   C19  C20  109.39  3.000
 0RX  H4   C19  C20  109.44  3.000
 0RX  O3   C19  C20  111.77  3.000
 0RX  C18  O3   C19  110.12  3.000
 0RX  H7   C18  H6   107.98  3.000
 0RX  H7   C18  C17  109.00  3.000
 0RX  H6   C18  C17  109.22  3.000
 0RX  H7   C18  O3   110.40  3.000
 0RX  H6   C18  O3   107.78  3.000
 0RX  C17  C18  O3   112.35  3.000
 0RX  H9   C17  H8   107.64  3.000
 0RX  H9   C17  C18  110.36  3.000
 0RX  H8   C17  C18  106.73  3.000
 0RX  H9   C17  N4   110.89  3.000
 0RX  H8   C17  N4   110.85  3.000
 0RX  C18  C17  N4   110.27  3.000
 0RX  C15  N3   C16  119.37  3.000
 0RX  H10  C15  C14  119.79  3.000
 0RX  H10  C15  N3   115.95  3.000
 0RX  C14  C15  N3   124.26  3.000
 0RX  H11  C14  C15  119.99  3.000
 0RX  H11  C14  C13  123.09  3.000
 0RX  C15  C14  C13  116.90  3.000
 0RX  H12  N1   C2   114.53  3.000
 0RX  H12  N1   C1   116.59  3.000
 0RX  C2   N1   C1   128.51  3.000
 0RX  C3   C2   C12  119.07  3.000
 0RX  C3   C2   N1   116.73  3.000
 0RX  C12  C2   N1   124.19  3.000
 0RX  H13  C12  C11  118.82  3.000
 0RX  H13  C12  C2   121.36  3.000
 0RX  C11  C12  C2   119.82  3.000
 0RX  H14  C11  C5   120.15  3.000
 0RX  H14  C11  C12  119.49  3.000
 0RX  C5   C11  C12  120.35  3.000
 0RX  O2   C5   C4   119.73  3.000
 0RX  C4   C5   C11  120.44  3.000
 0RX  O2   C5   C11  119.79  3.000
 0RX  H15  C4   C3   120.05  3.000
 0RX  H15  C4   C5   120.61  3.000
 0RX  C3   C4   C5   119.34  3.000
 0RX  H16  C3   C4   119.20  3.000
 0RX  H16  C3   C2   119.83  3.000
 0RX  C4   C3   C2   120.97  3.000
 0RX  C6   O2   C5   119.16  3.000
 0RX  C7   C6   C10  118.62  3.000
 0RX  C10  C6   O2   124.46  3.000
 0RX  C7   C6   O2   116.93  3.000
 0RX  H17  C10  C9   119.64  3.000
 0RX  H17  C10  C6   122.58  3.000
 0RX  C9   C10  C6   117.78  3.000
 0RX  H18  C9   N2   116.62  3.000
 0RX  H18  C9   C10  118.88  3.000
 0RX  N2   C9   C10  124.50  3.000
 0RX  C8   N2   C9   116.75  3.000
 0RX  H19  C8   C7   119.30  3.000
 0RX  H19  C8   N2   116.58  3.000
 0RX  C7   C8   N2   124.11  3.000
 0RX  H20  C7   C8   120.71  3.000
 0RX  H20  C7   C6   121.06  3.000
 0RX  C8   C7   C6   118.24  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
 0RX  CONST_01  N3   C16  C21  C13     0.00   0.0  0
 0RX  CONST_02  N3   C15  C14  C13     0.00   0.0  0
 0RX  CONST_03  C15  C14  C13  C21     0.00   0.0  0
 0RX  CONST_04  C15  N3   C16  C21     0.00   0.0  0
 0RX  CONST_05  C14  C13  C21  C16     0.00   0.0  0
 0RX  CONST_06  C14  C15  N3   C16     0.00   0.0  0
 0RX  CONST_07  C5   C11  C12  C2      0.00   0.0  0
 0RX  CONST_08  C5   C4   C3   C2      0.00   0.0  0
 0RX  CONST_09  C4   C5   C11  C12     0.00   0.0  0
 0RX  CONST_10  C4   C3   C2   C12     0.00   0.0  0
 0RX  CONST_11  C3   C4   C5   C11     0.00   0.0  0
 0RX  CONST_12  C3   C2   C12  C11     0.00   0.0  0
 0RX  CONST_13  N2   C8   C7   C6      0.00   0.0  0
 0RX  CONST_14  N2   C9   C10  C6      0.00   0.0  0
 0RX  CONST_15  C8   N2   C9   C10     0.00   0.0  0
 0RX  CONST_16  C8   C7   C6   C10     0.00   0.0  0
 0RX  CONST_17  C7   C8   N2   C9      0.00   0.0  0
 0RX  CONST_18  C7   C6   C10  C9      0.00   0.0  0
 0RX  CONST_19  N4   C16  C21  C13   180.00   0.0  0
 0RX  CONST_20  C15  N3   C16  N4    180.00   0.0  0
 0RX  CONST_21  C16  C21  C13  C1    180.00   0.0  0
 0RX  CONST_22  C15  C14  C13  C1    180.00   0.0  0
 0RX  CONST_23  C11  C12  C2   N1    180.00   0.0  0
 0RX  CONST_24  C4   C3   C2   N1    180.00   0.0  0
 0RX  CONST_25  O2   C5   C11  C12   180.00   0.0  0
 0RX  CONST_26  O2   C5   C4   C3    180.00   0.0  0
 0RX  CONST_27  C8   C7   C6   O2    180.00   0.0  0
 0RX  CONST_28  C9   C10  C6   O2    180.00   0.0  0
 0RX  CONST_29  H10  C15  C14  C13   180.00   0.0  0
 0RX  CONST_30  H11  C14  C13  C21   180.00   0.0  0
 0RX  CONST_31  H1   C21  C16  N4      0.00   0.0  0
 0RX  CONST_32  H14  C11  C12  C2    180.00   0.0  0
 0RX  CONST_33  H15  C4   C3   C2    180.00   0.0  0
 0RX  CONST_34  H16  C3   C2   C12   180.00   0.0  0
 0RX  CONST_35  H13  C12  C11  C5    180.00   0.0  0
 0RX  CONST_36  H19  C8   C7   C6    180.00   0.0  0
 0RX  CONST_37  H18  C9   C10  C6    180.00   0.0  0
 0RX  CONST_38  H20  C7   C6   C10   180.00   0.0  0
 0RX  CONST_39  H17  C10  C9   N2    180.00   0.0  0
 0RX  CONST_40  C2   N1   C1   C13   180.00   0.0  0
 0RX  CONST_43  H12  N1   C2   C12   180.00   0.0  0
 0RX  CONST_44  C2   N1   C1   O1      0.00   0.0  0
 0RX  Var_01    C17  N4   C16  C21     9.87  30.0  2
 0RX  Var_02    C18  C17  N4   C16  -156.59  30.0  1
 0RX  Var_03    C19  C20  N4   C16   155.34  30.0  1
 0RX  Var_04    O3   C18  C17  N4    -53.99  30.0  1
 0RX  Var_05    O3   C19  C20  N4     55.10  30.0  1
 0RX  Var_06    C17  C18  O3   C19    59.43  30.0  1
 0RX  Var_07    C7   C6   O2   C5    179.06  30.0  2
 0RX  Var_08    C21  C13  C1   O1     28.93  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
 0RX  plan-1  C1   0.020
 0RX  plan-1  C13  0.020
 0RX  plan-1  C21  0.020
 0RX  plan-1  C16  0.020
 0RX  plan-1  N4   0.020
 0RX  plan-1  N3   0.020
 0RX  plan-1  C15  0.020
 0RX  plan-1  C14  0.020
 0RX  plan-1  H1   0.020
 0RX  plan-1  H10  0.020
 0RX  plan-1  H11  0.020
 0RX  plan-2  N1   0.020
 0RX  plan-2  C2   0.020
 0RX  plan-2  C12  0.020
 0RX  plan-2  C11  0.020
 0RX  plan-2  C5   0.020
 0RX  plan-2  C4   0.020
 0RX  plan-2  C3   0.020
 0RX  plan-2  O2   0.020
 0RX  plan-2  H13  0.020
 0RX  plan-2  H14  0.020
 0RX  plan-2  H15  0.020
 0RX  plan-2  H16  0.020
 0RX  plan-3  O2   0.020
 0RX  plan-3  C6   0.020
 0RX  plan-3  C10  0.020
 0RX  plan-3  C9   0.020
 0RX  plan-3  N2   0.020
 0RX  plan-3  C8   0.020
 0RX  plan-3  C7   0.020
 0RX  plan-3  H17  0.020
 0RX  plan-3  H18  0.020
 0RX  plan-3  H19  0.020
 0RX  plan-3  H20  0.020
 0RX  plan-4  O1   0.020
 0RX  plan-4  C1   0.020
 0RX  plan-4  C13  0.020
 0RX  plan-4  N1   0.020
 0RX  plan-4  C2   0.020
 0RX  plan-4  H12  0.020

