# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr  9 04:44:09 2020
#   Inital geometry file: a 131 line input string
#   Ligand name: N-(4-{[4'-(carbamoylamino)-6-hydroxybiphenyl-3-yl]oxy}-3,5-dichlorophenyl)propanamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCC(=O)Nc1cc(Cl)c(Oc2ccc(O)c(c2)c3ccc(NC(N)=O)cc3)c(Cl)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
 64O  64O  N-(4-{[4'-(carbamoylamino)-6-hydroxybiphenyl-3-yl]oxy}-3,5-dichlorophenyl)propanamide  ligand  50  31  .  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_64O
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
 64O  O4   O   O     0  -0.516    7.8717  -1.5886  -1.9439
 64O  N3   N   NH2   0  -0.844    9.7705  -0.4681  -1.4342
 64O  C15  C   CR16  0  -0.280    4.6288   1.4346   0.8298
 64O  C16  C   CR16  0  -0.334    5.9565   1.3237   0.4625
 64O  C14  C   CR6   0   0.080    3.7394   0.3766   0.6392
 64O  C13  C   CR16  0  -0.376    1.3592   0.0852   0.0216
 64O  C12  C   CR6   0  -0.022    2.3020   0.4841   0.9638
 64O  N2   N   NH1   0  -0.764    7.8123   0.1119  -0.4135
 64O  C4   C   CR6   0   0.387   -4.9567  -0.3419  -0.1863
 64O  C5   C   CR16  0  -0.295   -4.3420   0.7879  -0.7268
 64O  O1   O   O     0  -0.460   -7.1366   1.4431  -0.9281
 64O  N1   N   NH1   0  -0.755   -6.3284  -0.4659   0.0055
 64O  C6   C   CR6   0  -0.109   -2.9646   0.8019  -0.8709
 64O  C3   C   C     0   0.558   -7.3293   0.3909  -0.3509
 64O  C2   C   CH2   0  -0.586   -8.7047  -0.0856   0.0600
 64O  C1   C   CH3   0  -0.660   -9.8304   0.6692  -0.6237
 64O  C7   C   CR6   0   0.418   -2.1678  -0.2755  -0.5114
 64O  C8   C   CR6   0   0.374    0.0005   0.1528   0.2868
 64O  C11  C   CR6   0   0.308    1.8490   0.9513   2.2065
 64O  C19  C   CR16  0  -0.296    5.5788  -0.9250  -0.2812
 64O  C9   C   CR16  0  -0.325   -0.4460   0.6275   1.5073
 64O  C18  C   C     0   0.667    8.4430  -0.7066  -1.3196
 64O  C10  C   CR16  0  -0.376    0.4855   1.0208   2.4591
 64O  C17  C   CR6   0   0.367    6.4555   0.1458  -0.1016
 64O  C21  C   CR6   0  -0.107   -2.7991  -1.3855   0.0388
 64O  C22  C   CR16  0  -0.326   -4.1690  -1.4299   0.1974
 64O  CL1  CL  CL    0  -0.083   -2.2013   2.1982  -1.5317
 64O  C20  C   CR16  0  -0.295    4.2468  -0.7947   0.0813
 64O  H1   H   HNH2  0   0.404   10.2671  -0.9246  -2.1796
 64O  H2   H   HNH2  0   0.403   10.2082   0.3477  -1.0413
 64O  H3   H   HCR6  0   0.252    4.2827   2.3726   1.2421
 64O  H4   H   HCR6  0   0.266    6.6181   2.1702   0.6058
 64O  H5   H   HCR6  0   0.270    1.6931  -0.2713  -0.9452
 64O  H6   H   HNH1  0   0.408    8.3529   0.8733  -0.0327
 64O  H7   H   HCR6  0   0.310   -4.9139   1.6484  -1.0300
 64O  H8   H   HNH1  0   0.424   -6.6195  -1.3210   0.4565
 64O  H9   H   HCH2  0   0.267   -8.7909  -1.1578  -0.1328
 64O  H10  H   HCH2  0   0.281   -8.7799   0.0270   1.1465
 64O  H11  H   HCH3  0   0.238  -10.7912   0.2943  -0.2742
 64O  H12  H   HCH3  0   0.232   -9.7915   1.7354  -0.4068
 64O  H13  H   HCH3  0   0.232   -9.7982   0.5436  -1.7055
 64O  H14  H   HOH1  0   0.475    2.3346   1.6056   3.9346
 64O  H15  H   HCR6  0   0.272    5.9233  -1.8614  -0.6877
 64O  H16  H   HCR6  0   0.283   -1.4995   0.7018   1.7433
 64O  H17  H   HCR6  0   0.277    0.1323   1.3807   3.4187
 64O  H18  H   HCR6  0   0.303   -4.6279  -2.3132   0.6218
 64O  H19  H   HCR6  0   0.254    3.5903  -1.6444  -0.0620
 64O  O3   O   OH1   0  -0.627    2.7693   1.3017   3.1301
 64O  O2   O   O2    0  -0.493   -0.8321  -0.2619  -0.7260
 64O  CL2  CL  CL    0  -0.080   -1.8358  -2.7312   0.5128

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
 64O  N3   C18  single    1.354  0.020  1.354
 64O  O4   C18  double    1.222  0.020  1.222
 64O  C18  N2   single    1.374  0.020  1.374
 64O  N2   C17  single    1.393  0.020  1.393
 64O  C19  C17  aromatic  1.396  0.020  1.396
 64O  C19  C20  aromatic  1.387  0.020  1.387
 64O  C17  C16  aromatic  1.398  0.020  1.398
 64O  C20  C14  aromatic  1.393  0.020  1.393
 64O  C16  C15  aromatic  1.382  0.020  1.382
 64O  C14  C15  aromatic  1.395  0.020  1.395
 64O  C14  C12  single    1.477  0.020  1.477
 64O  C12  C13  aromatic  1.391  0.020  1.391
 64O  C12  C11  aromatic  1.403  0.020  1.403
 64O  C13  C8   aromatic  1.386  0.020  1.386
 64O  O3   C11  single    1.350  0.020  1.350
 64O  C11  C10  aromatic  1.389  0.020  1.389
 64O  C8   O2   single    1.375  0.020  1.375
 64O  C8   C9   aromatic  1.384  0.020  1.384
 64O  CL1  C6   single    1.723  0.020  1.723
 64O  O2   C7   single    1.353  0.020  1.353
 64O  C10  C9   aromatic  1.389  0.020  1.389
 64O  C7   C6   aromatic  1.387  0.020  1.387
 64O  C7   C21  aromatic  1.390  0.020  1.390
 64O  C6   C5   aromatic  1.385  0.020  1.385
 64O  C21  CL2  single    1.721  0.020  1.721
 64O  C21  C22  aromatic  1.380  0.020  1.380
 64O  C5   C4   aromatic  1.395  0.020  1.395
 64O  C22  C4   aromatic  1.397  0.020  1.397
 64O  C4   N1   single    1.391  0.020  1.391
 64O  O1   C3   double    1.216  0.020  1.216
 64O  N1   C3   single    1.365  0.020  1.365
 64O  C3   C2   single    1.512  0.020  1.512
 64O  C2   C1   single    1.518  0.020  1.518
 64O  N3   H1   single    0.890  0.020  1.040
 64O  N3   H2   single    0.890  0.020  1.040
 64O  C15  H3   single    0.930  0.020  1.080
 64O  C16  H4   single    0.930  0.020  1.080
 64O  C13  H5   single    0.930  0.020  1.080
 64O  N2   H6   single    0.860  0.020  1.020
 64O  C5   H7   single    0.930  0.020  1.080
 64O  N1   H8   single    0.860  0.020  1.020
 64O  C2   H9   single    0.970  0.020  1.090
 64O  C2   H10  single    0.970  0.020  1.090
 64O  C1   H11  single    0.970  0.020  1.090
 64O  C1   H12  single    0.970  0.020  1.090
 64O  C1   H13  single    0.970  0.020  1.090
 64O  O3   H14  single    0.850  0.020  0.980
 64O  C19  H15  single    0.930  0.020  1.080
 64O  C9   H16  single    0.930  0.020  1.080
 64O  C10  H17  single    0.930  0.020  1.080
 64O  C22  H18  single    0.930  0.020  1.080
 64O  C20  H19  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
 64O  H2   N3   H1   116.30  3.000
 64O  H2   N3   C18  122.45  3.000
 64O  H1   N3   C18  117.85  3.000
 64O  H3   C15  C14  120.39  3.000
 64O  H3   C15  C16  118.58  3.000
 64O  C14  C15  C16  121.01  3.000
 64O  H4   C16  C17  119.56  3.000
 64O  H4   C16  C15  119.25  3.000
 64O  C17  C16  C15  121.18  3.000
 64O  C20  C14  C12  120.23  3.000
 64O  C12  C14  C15  122.34  3.000
 64O  C20  C14  C15  117.39  3.000
 64O  H5   C13  C8   119.28  3.000
 64O  H5   C13  C12  119.33  3.000
 64O  C8   C13  C12  121.38  3.000
 64O  C11  C12  C13  118.46  3.000
 64O  C11  C12  C14  122.21  3.000
 64O  C13  C12  C14  119.32  3.000
 64O  H6   N2   C17  114.79  3.000
 64O  H6   N2   C18  116.91  3.000
 64O  C17  N2   C18  127.54  3.000
 64O  C22  C4   N1   116.67  3.000
 64O  N1   C4   C5   124.07  3.000
 64O  C22  C4   C5   119.26  3.000
 64O  H7   C5   C6   119.40  3.000
 64O  H7   C5   C4   121.49  3.000
 64O  C6   C5   C4   119.12  3.000
 64O  H8   N1   C3   115.91  3.000
 64O  H8   N1   C4   114.93  3.000
 64O  C3   N1   C4   129.15  3.000
 64O  CL1  C6   C7   118.31  3.000
 64O  C7   C6   C5   122.44  3.000
 64O  CL1  C6   C5   119.25  3.000
 64O  C2   C3   N1   113.46  3.000
 64O  C2   C3   O1   123.09  3.000
 64O  N1   C3   O1   123.45  3.000
 64O  H10  C2   H9   105.70  3.000
 64O  H10  C2   C1   110.17  3.000
 64O  H9   C2   C1   110.48  3.000
 64O  H10  C2   C3   107.44  3.000
 64O  H9   C2   C3   109.45  3.000
 64O  C1   C2   C3   113.29  3.000
 64O  H13  C1   H12  108.04  3.000
 64O  H13  C1   H11  107.76  3.000
 64O  H12  C1   H11  107.74  3.000
 64O  H13  C1   C2   111.59  3.000
 64O  H12  C1   C2   111.76  3.000
 64O  H11  C1   C2   109.78  3.000
 64O  C21  C7   O2   121.27  3.000
 64O  C21  C7   C6   117.50  3.000
 64O  O2   C7   C6   121.20  3.000
 64O  C9   C8   O2   123.91  3.000
 64O  C9   C8   C13  120.13  3.000
 64O  O2   C8   C13  115.97  3.000
 64O  C10  C11  O3   122.14  3.000
 64O  C10  C11  C12  119.67  3.000
 64O  O3   C11  C12  118.19  3.000
 64O  H15  C19  C20  119.17  3.000
 64O  H15  C19  C17  120.97  3.000
 64O  C20  C19  C17  119.86  3.000
 64O  H16  C9   C10  118.95  3.000
 64O  H16  C9   C8   122.01  3.000
 64O  C10  C9   C8   119.04  3.000
 64O  N2   C18  N3   113.64  3.000
 64O  N2   C18  O4   123.50  3.000
 64O  N3   C18  O4   122.84  3.000
 64O  H17  C10  C9   118.83  3.000
 64O  H17  C10  C11  119.85  3.000
 64O  C9   C10  C11  121.32  3.000
 64O  C19  C17  N2   124.37  3.000
 64O  C19  C17  C16  118.30  3.000
 64O  N2   C17  C16  117.30  3.000
 64O  C22  C21  CL2  119.92  3.000
 64O  C22  C21  C7   121.46  3.000
 64O  CL2  C21  C7   118.62  3.000
 64O  H18  C22  C21  119.50  3.000
 64O  H18  C22  C4   120.29  3.000
 64O  C21  C22  C4   120.21  3.000
 64O  H19  C20  C19  118.29  3.000
 64O  H19  C20  C14  119.45  3.000
 64O  C19  C20  C14  122.25  3.000
 64O  H14  O3   C11  110.21  3.000
 64O  C8   O2   C7   118.94  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
 64O  CONST_01  C19  C17  C16  C15     0.00   0.0  0
 64O  CONST_02  C19  C20  C14  C15     0.00   0.0  0
 64O  CONST_05  C20  C19  C17  C16     0.00   0.0  0
 64O  CONST_06  C20  C14  C15  C16     0.00   0.0  0
 64O  CONST_07  C12  C14  C15  C16   180.00   0.0  0
 64O  CONST_08  C17  C19  C20  C14     0.00   0.0  0
 64O  CONST_09  C17  C16  C15  C14     0.00   0.0  0
 64O  CONST_10  C8   C13  C12  C14   180.00   0.0  0
 64O  CONST_11  C10  C11  C12  C14   180.00   0.0  0
 64O  CONST_13  C10  C11  C12  C13     0.00   0.0  0
 64O  CONST_14  C10  C9   C8   C13     0.00   0.0  0
 64O  CONST_15  C19  C20  C14  C12   180.00   0.0  0
 64O  CONST_16  C9   C8   C13  C12     0.00   0.0  0
 64O  CONST_17  C9   C10  C11  C12     0.00   0.0  0
 64O  CONST_18  C7   C6   C5   C4      0.00   0.0  0
 64O  CONST_19  C7   C21  C22  C4      0.00   0.0  0
 64O  CONST_20  C21  C7   C6   C5      0.00   0.0  0
 64O  CONST_21  C21  C22  C4   C5      0.00   0.0  0
 64O  CONST_22  C22  C21  C7   C6      0.00   0.0  0
 64O  CONST_23  C22  C4   C5   C6      0.00   0.0  0
 64O  CONST_24  C11  C12  C13  C8      0.00   0.0  0
 64O  CONST_25  C11  C10  C9   C8      0.00   0.0  0
 64O  CONST_27  N2   C17  C16  C15   180.00   0.0  0
 64O  CONST_28  O3   C11  C12  C14     0.00   0.0  0
 64O  CONST_29  O3   C11  C12  C13   180.00   0.0  0
 64O  CONST_30  O2   C8   C13  C12   180.00   0.0  0
 64O  CONST_31  C20  C19  C17  N2    180.00   0.0  0
 64O  CONST_32  CL1  C6   C5   C4    180.00   0.0  0
 64O  CONST_33  CL2  C21  C22  C4    180.00   0.0  0
 64O  CONST_34  O2   C7   C6   C5    180.00   0.0  0
 64O  CONST_35  C6   C5   C4   N1    180.00   0.0  0
 64O  CONST_36  C21  C22  C4   N1    180.00   0.0  0
 64O  CONST_37  CL2  C21  C7   C6    180.00   0.0  0
 64O  CONST_38  C9   C10  C11  O3    180.00   0.0  0
 64O  CONST_39  C10  C9   C8   O2    180.00   0.0  0
 64O  CONST_40  C22  C21  C7   O2    180.00   0.0  0
 64O  CONST_41  CL1  C6   C7   C21   180.00   0.0  0
 64O  CONST_42  H19  C20  C14  C15   180.00   0.0  0
 64O  CONST_43  H15  C19  C17  C16   180.00   0.0  0
 64O  CONST_44  H4   C16  C15  C14   180.00   0.0  0
 64O  CONST_45  H5   C13  C12  C14     0.00   0.0  0
 64O  CONST_46  H16  C9   C8   C13   180.00   0.0  0
 64O  CONST_47  H3   C15  C14  C12     0.00   0.0  0
 64O  CONST_48  H17  C10  C11  C12   180.00   0.0  0
 64O  CONST_49  H18  C22  C4   C5    180.00   0.0  0
 64O  CONST_50  H7   C5   C6   C7    180.00   0.0  0
 64O  CONST_52  C3   N1   C4   C5      0.00   0.0  0
 64O  CONST_53  C22  C4   N1   C3    180.00   0.0  0
 64O  CONST_55  H6   N2   C17  C16     0.00   0.0  0
 64O  CONST_56  H8   N1   C4   C5    180.00   0.0  0
 64O  CONST_57  C17  N2   C18  O4      0.00   0.0  0
 64O  CONST_58  O1   C3   N1   C4      0.00   0.0  0
 64O  CONST_59  C2   C3   N1   C4    180.00   0.0  0
 64O  CONST_60  C17  N2   C18  N3    180.00   0.0  0
 64O  CONST_61  H1   N3   C18  O4      0.00   0.0  0
 64O  CONST_62  H2   N3   C18  O4    180.00   0.0  0
 64O  Var_01    C9   C8   O2   C7     -3.39  30.0  1
 64O  Var_02    C21  C7   O2   C8    -87.93  30.0  2
 64O  Var_03    C1   C2   C3   O1     15.23  30.0  3
 64O  Var_04    H11  C1   C2   C3   -178.96  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
 64O  plan-1  C14  0.020
 64O  plan-1  C13  0.020
 64O  plan-1  C12  0.020
 64O  plan-1  C8   0.020
 64O  plan-1  C11  0.020
 64O  plan-1  C9   0.020
 64O  plan-1  C10  0.020
 64O  plan-1  H5   0.020
 64O  plan-1  H16  0.020
 64O  plan-1  H17  0.020
 64O  plan-1  O3   0.020
 64O  plan-1  O2   0.020
 64O  plan-2  C4   0.020
 64O  plan-2  C5   0.020
 64O  plan-2  N1   0.020
 64O  plan-2  C6   0.020
 64O  plan-2  C7   0.020
 64O  plan-2  C21  0.020
 64O  plan-2  C22  0.020
 64O  plan-2  CL1  0.020
 64O  plan-2  H7   0.020
 64O  plan-2  H18  0.020
 64O  plan-2  O2   0.020
 64O  plan-2  CL2  0.020
 64O  plan-3  C15  0.020
 64O  plan-3  C16  0.020
 64O  plan-3  C14  0.020
 64O  plan-3  C12  0.020
 64O  plan-3  N2   0.020
 64O  plan-3  C19  0.020
 64O  plan-3  C17  0.020
 64O  plan-3  C20  0.020
 64O  plan-3  H3   0.020
 64O  plan-3  H4   0.020
 64O  plan-3  H15  0.020
 64O  plan-3  H19  0.020
 64O  plan-4  C4   0.020
 64O  plan-4  O1   0.020
 64O  plan-4  N1   0.020
 64O  plan-4  C3   0.020
 64O  plan-4  C2   0.020
 64O  plan-4  H8   0.020
 64O  plan-5  O4   0.020
 64O  plan-5  N3   0.020
 64O  plan-5  N2   0.020
 64O  plan-5  C18  0.020
 64O  plan-5  C17  0.020
 64O  plan-5  H1   0.020
 64O  plan-5  H2   0.020
 64O  plan-5  H6   0.020

