# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon May  4 12:24:11 2020
#   Inital geometry file: a 120 line input string
#   Ligand name: 4-{[(4-phenoxyphenyl)carbamoyl]amino}benzenecarboximidamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: NC(=N)c1ccc(NC(=O)Nc2ccc(Oc3ccccc3)cc2)cc1
#
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
 GP8  GP8  4-{[(4-phenoxyphenyl)carbamoyl]amino}benzenecarboximidamide  ligand  44  26  .  2021-08-10  2021-08-10  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_GP8
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
 GP8  N1    N  NH2   0  -0.805  -0.8114   0.8215   8.4281
 GP8  N2    N  N     0  -0.644  -1.3898  -1.3760   8.1237
 GP8  C1    C  C     0   0.326  -0.8951  -0.2962   7.6495
 GP8  C2    C  CR6   0  -0.009  -0.3343  -0.1489   6.2799
 GP8  C3    C  CR16  0  -0.283  -0.8659  -0.8760   5.2188
 GP8  C4    C  CR16  0  -0.299  -0.3621  -0.7702   3.9332
 GP8  C5    C  CR6   0   0.378   0.7125   0.0849   3.6761
 GP8  C6    C  CR16  0  -0.336   1.2594   0.8082   4.7400
 GP8  C7    C  CR16  0  -0.271   0.7419   0.6969   6.0162
 GP8  N3    N  NH1   0  -0.787   1.3084   0.2453   2.4297
 GP8  C8    C  C     0   0.719   0.7635  -0.0244   1.1990
 GP8  O1    O  O     0  -0.493  -0.3555  -0.4734   1.0344
 GP8  N4    N  NH1   0  -0.785   1.6163   0.2788   0.1753
 GP8  C9    C  CR6   0   0.339   1.3269   0.0943  -1.1857
 GP8  C10   C  CR16  0  -0.278   0.1036   0.4459  -1.7454
 GP8  C11   C  CR16  0  -0.342  -0.1277   0.2811  -3.1046
 GP8  C12   C  CR6   0   0.355   0.8748  -0.2187  -3.9259
 GP8  C13   C  CR16  0  -0.324   2.1071  -0.5572  -3.3779
 GP8  C14   C  CR16  0  -0.310   2.3228  -0.4105  -2.0196
 GP8  O2    O  O2    0  -0.515   0.7369  -0.4061  -5.2691
 GP8  C15   C  CR6   0   0.300  -0.4462  -0.0574  -5.8731
 GP8  C16   C  CR16  0  -0.302  -0.6222   1.2369  -6.3403
 GP8  C17   C  CR16  0  -0.253  -1.8024   1.5675  -6.9925
 GP8  C18   C  CR16  0  -0.256  -2.7967   0.6141  -7.1710
 GP8  C19   C  CR16  0  -0.254  -2.6072  -0.6774  -6.6971
 GP8  C20   C  CR16  0  -0.303  -1.4315  -1.0186  -6.0415
 GP8  HN11  H  HNH2  0   0.391  -0.8559   1.7188   7.9744
 GP8  HN12  H  HNH2  0   0.383  -1.3047   0.7830   9.3061
 GP8  HN2   H  H     0   0.331  -1.2801  -2.1393   7.4665
 GP8  H3    H  HCR6  0   0.261  -1.7073  -1.5381   5.3830
 GP8  H4    H  HCR6  0   0.279  -0.8086  -1.3562   3.1471
 GP8  H6    H  HCR6  0   0.273   2.1009   1.4681   4.5651
 GP8  H7    H  HCR6  0   0.264   1.1983   1.2698   6.8130
 GP8  HN3   H  HNH1  0   0.413   2.1796   0.7540   2.4416
 GP8  HN4   H  HNH1  0   0.410   2.5827   0.4621   0.3990
 GP8  H10   H  HCR6  0   0.270  -0.6828   0.8666  -1.1361
 GP8  H11   H  HCR6  0   0.280  -1.0913   0.5669  -3.5048
 GP8  H13   H  HCR6  0   0.271   2.8941  -0.9457  -4.0119
 GP8  H14   H  HCR6  0   0.272   3.2823  -0.6927  -1.6034
 GP8  H16   H  HCR6  0   0.274   0.1577   1.9752  -6.2024
 GP8  H17   H  HCR6  0   0.264  -1.9428   2.5745  -7.3632
 GP8  H18   H  HCR6  0   0.261  -3.7136   0.8762  -7.6822
 GP8  H19   H  HCR6  0   0.264  -3.3760  -1.4260  -6.8363
 GP8  H20   H  HCR6  0   0.273  -1.2778  -2.0243  -5.6707

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
 GP8  N1   C1    single    1.365  0.020  1.365
 GP8  N1   HN11  single    0.890  0.020  1.040
 GP8  N1   HN12  single    0.890  0.020  1.040
 GP8  N2   C1    double    1.279  0.020  1.279
 GP8  N2   HN2   single    0.890  0.020  1.040
 GP8  C1   C2    single    1.487  0.020  1.487
 GP8  C2   C3    aromatic  1.392  0.020  1.392
 GP8  C2   C7    aromatic  1.394  0.020  1.394
 GP8  C3   C4    aromatic  1.385  0.020  1.385
 GP8  C3   H3    single    0.930  0.020  1.080
 GP8  C4   C5    aromatic  1.397  0.020  1.397
 GP8  C4   H4    single    0.930  0.020  1.080
 GP8  C5   C6    aromatic  1.398  0.020  1.398
 GP8  C5   N3    single    1.391  0.020  1.391
 GP8  C6   C7    aromatic  1.382  0.020  1.382
 GP8  C6   H6    single    0.930  0.020  1.080
 GP8  C7   H7    single    0.930  0.020  1.080
 GP8  N3   C8    single    1.373  0.020  1.373
 GP8  N3   HN3   single    0.860  0.020  1.020
 GP8  C8   O1    double    1.217  0.020  1.217
 GP8  C8   N4    single    1.366  0.020  1.366
 GP8  N4   C9    single    1.404  0.020  1.404
 GP8  N4   HN4   single    0.860  0.020  1.020
 GP8  C9   C10   aromatic  1.390  0.020  1.390
 GP8  C9   C14   aromatic  1.394  0.020  1.394
 GP8  C10  C11   aromatic  1.389  0.020  1.389
 GP8  C10  H10   single    0.930  0.020  1.080
 GP8  C11  C12   aromatic  1.389  0.020  1.389
 GP8  C11  H11   single    0.930  0.020  1.080
 GP8  C12  C13   aromatic  1.391  0.020  1.391
 GP8  C12  O2    single    1.363  0.020  1.363
 GP8  C13  C14   aromatic  1.383  0.020  1.383
 GP8  C13  H13   single    0.930  0.020  1.080
 GP8  C14  H14   single    0.930  0.020  1.080
 GP8  O2   C15   single    1.373  0.020  1.373
 GP8  C15  C16   aromatic  1.387  0.020  1.387
 GP8  C15  C20   aromatic  1.387  0.020  1.387
 GP8  C16  C17   aromatic  1.388  0.020  1.388
 GP8  C16  H16   single    0.930  0.020  1.080
 GP8  C17  C18   aromatic  1.389  0.020  1.389
 GP8  C17  H17   single    0.930  0.020  1.080
 GP8  C18  C19   aromatic  1.389  0.020  1.389
 GP8  C18  H18   single    0.930  0.020  1.080
 GP8  C19  C20   aromatic  1.389  0.020  1.389
 GP8  C19  H19   single    0.930  0.020  1.080
 GP8  C20  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
 GP8  HN12  N1   HN11  113.89  3.000
 GP8  HN12  N1   C1    115.83  3.000
 GP8  HN11  N1   C1    118.05  3.000
 GP8  HN2   N2   C1    110.71  3.000
 GP8  C2    C1   N2    124.82  3.000
 GP8  C2    C1   N1    114.90  3.000
 GP8  N2    C1   N1    120.24  3.000
 GP8  C7    C2   C3    117.88  3.000
 GP8  C7    C2   C1    121.70  3.000
 GP8  C3    C2   C1    120.42  3.000
 GP8  H3    C3   C4    118.04  3.000
 GP8  H3    C3   C2    120.03  3.000
 GP8  C4    C3   C2    121.93  3.000
 GP8  H4    C4   C5    121.16  3.000
 GP8  H4    C4   C3    119.02  3.000
 GP8  C5    C4   C3    119.83  3.000
 GP8  N3    C5   C6    117.05  3.000
 GP8  N3    C5   C4    124.40  3.000
 GP8  C6    C5   C4    118.52  3.000
 GP8  H6    C6   C7    119.28  3.000
 GP8  H6    C6   C5    119.74  3.000
 GP8  C7    C6   C5    120.98  3.000
 GP8  H7    C7   C6    118.65  3.000
 GP8  H7    C7   C2    120.49  3.000
 GP8  C6    C7   C2    120.85  3.000
 GP8  HN3   N3   C8    116.90  3.000
 GP8  HN3   N3   C5    114.68  3.000
 GP8  C8    N3   C5    127.64  3.000
 GP8  N4    C8   O1    123.67  3.000
 GP8  N4    C8   N3    112.35  3.000
 GP8  O1    C8   N3    123.98  3.000
 GP8  HN4   N4   C9    115.88  3.000
 GP8  HN4   N4   C8    118.17  3.000
 GP8  C9    N4   C8    124.65  3.000
 GP8  C14   C9   C10   118.65  3.000
 GP8  C14   C9   N4    118.71  3.000
 GP8  C10   C9   N4    122.58  3.000
 GP8  H10   C10  C11   118.50  3.000
 GP8  H10   C10  C9    120.79  3.000
 GP8  C11   C10  C9    120.70  3.000
 GP8  H11   C11  C12   121.28  3.000
 GP8  H11   C11  C10   118.63  3.000
 GP8  C12   C11  C10   120.08  3.000
 GP8  O2    C12  C13   116.39  3.000
 GP8  O2    C12  C11   123.99  3.000
 GP8  C13   C12  C11   119.62  3.000
 GP8  H13   C13  C14   119.99  3.000
 GP8  H13   C13  C12   120.05  3.000
 GP8  C14   C13  C12   119.96  3.000
 GP8  H14   C14  C13   119.19  3.000
 GP8  H14   C14  C9    119.84  3.000
 GP8  C13   C14  C9    120.97  3.000
 GP8  C15   O2   C12   119.05  3.000
 GP8  C20   C15  C16   121.04  3.000
 GP8  C20   C15  O2    119.31  3.000
 GP8  C16   C15  O2    119.62  3.000
 GP8  H16   C16  C17   120.64  3.000
 GP8  H16   C16  C15   120.13  3.000
 GP8  C17   C16  C15   119.23  3.000
 GP8  H17   C17  C18   120.12  3.000
 GP8  H17   C17  C16   119.52  3.000
 GP8  C18   C17  C16   120.36  3.000
 GP8  H18   C18  C19   120.14  3.000
 GP8  H18   C18  C17   120.07  3.000
 GP8  C19   C18  C17   119.79  3.000
 GP8  H19   C19  C20   119.49  3.000
 GP8  H19   C19  C18   120.17  3.000
 GP8  C20   C19  C18   120.34  3.000
 GP8  H20   C20  C19   120.66  3.000
 GP8  H20   C20  C15   120.09  3.000
 GP8  C19   C20  C15   119.24  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
 GP8  CONST_01  C5    C4   C3   C2      0.00   0.0  0
 GP8  CONST_02  C5    C6   C7   C2      0.00   0.0  0
 GP8  CONST_03  C6    C7   C2   C3      0.00   0.0  0
 GP8  CONST_04  C6    C5   C4   C3      0.00   0.0  0
 GP8  CONST_05  C7    C2   C3   C4      0.00   0.0  0
 GP8  CONST_06  C7    C6   C5   C4      0.00   0.0  0
 GP8  CONST_07  C12   C11  C10  C9      0.00   0.0  0
 GP8  CONST_08  C12   C13  C14  C9      0.00   0.0  0
 GP8  CONST_09  C13   C14  C9   C10     0.00   0.0  0
 GP8  CONST_10  C13   C12  C11  C10     0.00   0.0  0
 GP8  CONST_11  C14   C9   C10  C11     0.00   0.0  0
 GP8  CONST_12  C14   C13  C12  C11     0.00   0.0  0
 GP8  CONST_13  C18   C17  C16  C15     0.00   0.0  0
 GP8  CONST_14  C18   C19  C20  C15     0.00   0.0  0
 GP8  CONST_15  C19   C20  C15  C16     0.00   0.0  0
 GP8  CONST_16  C19   C18  C17  C16     0.00   0.0  0
 GP8  CONST_17  C20   C15  C16  C17     0.00   0.0  0
 GP8  CONST_18  C20   C19  C18  C17     0.00   0.0  0
 GP8  CONST_19  C4    C3   C2   C1    180.00   0.0  0
 GP8  CONST_20  C6    C7   C2   C1    180.00   0.0  0
 GP8  CONST_21  N3    C5   C4   C3    180.00   0.0  0
 GP8  CONST_22  N3    C5   C6   C7    180.00   0.0  0
 GP8  CONST_23  C11   C10  C9   N4    180.00   0.0  0
 GP8  CONST_24  C13   C14  C9   N4    180.00   0.0  0
 GP8  CONST_25  O2    C12  C11  C10   180.00   0.0  0
 GP8  CONST_26  O2    C12  C13  C14   180.00   0.0  0
 GP8  CONST_27  C17   C16  C15  O2    180.00   0.0  0
 GP8  CONST_28  C19   C20  C15  O2    180.00   0.0  0
 GP8  CONST_29  H4    C4   C3   C2    180.00   0.0  0
 GP8  CONST_30  H6    C6   C7   C2    180.00   0.0  0
 GP8  CONST_31  H7    C7   C2   C3    180.00   0.0  0
 GP8  CONST_32  H3    C3   C4   C5    180.00   0.0  0
 GP8  CONST_33  H11   C11  C10  C9    180.00   0.0  0
 GP8  CONST_34  H13   C13  C14  C9    180.00   0.0  0
 GP8  CONST_35  H14   C14  C9   C10   180.00   0.0  0
 GP8  CONST_36  H10   C10  C11  C12   180.00   0.0  0
 GP8  CONST_37  H17   C17  C16  C15   180.00   0.0  0
 GP8  CONST_38  H19   C19  C20  C15   180.00   0.0  0
 GP8  CONST_39  H20   C20  C15  C16   180.00   0.0  0
 GP8  CONST_40  H18   C18  C17  C16   180.00   0.0  0
 GP8  CONST_41  H16   C16  C17  C18   180.00   0.0  0
 GP8  CONST_46  HN3   N3   C5   C4    180.00   0.0  0
 GP8  CONST_48  O1    C8   N3   C5      0.00   0.0  0
 GP8  CONST_49  C9    N4   C8   O1      0.00   0.0  0
 GP8  CONST_50  N4    C8   N3   C5    180.00   0.0  0
 GP8  CONST_51  C9    N4   C8   N3    180.00   0.0  0
 GP8  CONST_53  HN12  N1   C1   C2    180.00   0.0  0
 GP8  CONST_54  HN2   N2   C1   C2      0.00   0.0  0
 GP8  Var_01    C16   C15  O2   C12    88.22  30.0  2
 GP8  Var_02    C3    C2   C1   N1   -149.37  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
 GP8  plan-1  C1    0.020
 GP8  plan-1  C2    0.020
 GP8  plan-1  C3    0.020
 GP8  plan-1  C4    0.020
 GP8  plan-1  C5    0.020
 GP8  plan-1  C6    0.020
 GP8  plan-1  C7    0.020
 GP8  plan-1  N3    0.020
 GP8  plan-1  H3    0.020
 GP8  plan-1  H4    0.020
 GP8  plan-1  H6    0.020
 GP8  plan-1  H7    0.020
 GP8  plan-2  N4    0.020
 GP8  plan-2  C9    0.020
 GP8  plan-2  C10   0.020
 GP8  plan-2  C11   0.020
 GP8  plan-2  C12   0.020
 GP8  plan-2  C13   0.020
 GP8  plan-2  C14   0.020
 GP8  plan-2  O2    0.020
 GP8  plan-2  H10   0.020
 GP8  plan-2  H11   0.020
 GP8  plan-2  H13   0.020
 GP8  plan-2  H14   0.020
 GP8  plan-3  O2    0.020
 GP8  plan-3  C15   0.020
 GP8  plan-3  C16   0.020
 GP8  plan-3  C17   0.020
 GP8  plan-3  C18   0.020
 GP8  plan-3  C19   0.020
 GP8  plan-3  C20   0.020
 GP8  plan-3  H16   0.020
 GP8  plan-3  H17   0.020
 GP8  plan-3  H18   0.020
 GP8  plan-3  H19   0.020
 GP8  plan-3  H20   0.020
 GP8  plan-4  C5    0.020
 GP8  plan-4  N3    0.020
 GP8  plan-4  C8    0.020
 GP8  plan-4  O1    0.020
 GP8  plan-4  N4    0.020
 GP8  plan-4  C9    0.020
 GP8  plan-4  HN3   0.020
 GP8  plan-4  HN4   0.020
 GP8  plan-5  N1    0.020
 GP8  plan-5  N2    0.020
 GP8  plan-5  C1    0.020
 GP8  plan-5  C2    0.020
 GP8  plan-5  HN11  0.020
 GP8  plan-5  HN12  0.020
 GP8  plan-5  HN2   0.020

