# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr  9 02:36:25 2020
#   Inital geometry file: a 127 line input string
#   Ligand name: 5'-[2,6-dichloro-4-(propanoylamino)phenoxy]-2'-hydroxybiphenyl-4-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCC(=O)Nc1cc(Cl)c(Oc2ccc(O)c(c2)c3ccc(cc3)C(N)=O)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
 64N  64N  5'-[2,6-dichloro-4-(propanoylamino)phenoxy]-2'-hydroxybiphenyl-4-carboxamide  ligand  48  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_64N
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
 64N  C18  C   CR16  0  -0.252  -5.9076   0.9645  -0.6423
 64N  C14  C   CR6   0   0.021  -4.0266  -0.1856   0.3446
 64N  C13  C   CR16  0  -0.365  -1.6277   0.0536  -0.2433
 64N  C12  C   CR6   0  -0.028  -2.5964  -0.2122   0.7201
 64N  C17  C   CR6   0  -0.045  -6.7342  -0.1278  -0.3896
 64N  C16  C   CR16  0  -0.262  -6.1885  -1.2582   0.2118
 64N  C15  C   CR16  0  -0.299  -4.8501  -1.2886   0.5718
 64N  C11  C   CR6   0   0.300  -2.1939  -0.4849   2.0341
 64N  C10  C   CR16  0  -0.330  -0.8391  -0.5092   2.3411
 64N  C8   C   CR6   0   0.375  -0.2809   0.0266   0.0763
 64N  N2   N   NH2   0  -0.811  -9.0203  -0.8662  -0.1848
 64N  C7   C   CR6   0   0.414   1.9198   0.2993  -0.6909
 64N  O4   O   O     0  -0.479  -8.5149   0.7224  -1.7011
 64N  C5   C   CR16  0  -0.296   4.0584  -0.8513  -0.6248
 64N  C6   C   CR6   0  -0.106   2.6893  -0.8465  -0.8335
 64N  O3   O   OH1   0  -0.622  -3.0610  -0.7159   3.0440
 64N  O1   O   O     0  -0.459   6.7867  -1.6943  -0.2688
 64N  O2   O   O2    0  -0.492   0.5915   0.2908  -0.9519
 64N  C1   C   CH3   0  -0.658   9.4714  -1.0764   0.2797
 64N  C4   C   CR6   0   0.387   4.6909   0.3320  -0.2416
 64N  C19  C   CR16  0  -0.272  -4.5755   0.9404  -0.2698
 64N  C20  C   C     0   0.488  -8.1661  -0.0488  -0.8178
 64N  C21  C   CR6   0  -0.108   2.5683   1.4654  -0.3008
 64N  C2   C   CH2   0  -0.589   8.3989  -0.0035   0.3003
 64N  C3   C   C     0   0.558   7.0172  -0.5269  -0.0226
 64N  C22  C   CR16  0  -0.326   3.9304   1.4930  -0.0820
 64N  CL2  CL  CL    0  -0.080   1.6375   2.8990  -0.0961
 64N  CL1  CL  CL    0  -0.082   1.9024  -2.3068  -1.2981
 64N  C9   C   CR16  0  -0.321   0.1200  -0.2627   1.3715
 64N  H1   H   HCR6  0   0.266  -6.3113   1.8472  -1.1196
 64N  H2   H   HCR6  0   0.276  -1.9327   0.2680  -1.2605
 64N  H3   H   HCR6  0   0.266  -6.7867  -2.1442   0.3812
 64N  H4   H   HCR6  0   0.279  -4.4416  -2.1967   0.9977
 64N  H5   H   HCR6  0   0.273  -0.5291  -0.7199   3.3567
 64N  H6   H   HNH2  0   0.406  -9.9995  -0.8387  -0.4195
 64N  H7   H   HNH2  0   0.414  -8.7665  -1.3849   0.6378
 64N  H8   H   HCR6  0   0.311   4.6127  -1.7649  -0.7581
 64N  H9   H   HOH1  0   0.475  -3.9690  -0.5399   2.7704
 64N  H10  H   HNH1  0   0.424   6.3742   1.3742   0.2213
 64N  H11  H   HCH3  0   0.231   9.5419  -1.5573  -0.6951
 64N  H12  H   HCH3  0   0.238  10.4409  -0.6320   0.5006
 64N  H13  H   HCH3  0   0.231   9.2831  -1.8487   1.0242
 64N  H14  H   HCR6  0   0.264  -3.9537   1.8080  -0.4511
 64N  H15  H   HCH2  0   0.276   8.3617   0.4822   1.2801
 64N  H16  H   HCH2  0   0.276   8.6405   0.7919  -0.4109
 64N  H17  H   HCR6  0   0.303   4.4033   2.4181   0.2208
 64N  H18  H   HCR6  0   0.284   1.1655  -0.2974   1.6492
 64N  N1   N   NH1   0  -0.754   6.0567   0.4438  -0.0084

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
 64N  O4   C20  double    1.223  0.020  1.223
 64N  C20  N2   single    1.341  0.020  1.341
 64N  C20  C17  single    1.497  0.020  1.497
 64N  C18  C17  aromatic  1.393  0.020  1.393
 64N  C18  C19  aromatic  1.383  0.020  1.383
 64N  C17  C16  aromatic  1.392  0.020  1.392
 64N  C19  C14  aromatic  1.395  0.020  1.395
 64N  C16  C15  aromatic  1.386  0.020  1.386
 64N  C14  C15  aromatic  1.395  0.020  1.395
 64N  C14  C12  single    1.479  0.020  1.479
 64N  O3   C11  single    1.351  0.020  1.351
 64N  C12  C11  aromatic  1.401  0.020  1.401
 64N  C12  C13  aromatic  1.392  0.020  1.392
 64N  C11  C10  aromatic  1.389  0.020  1.389
 64N  C13  C8   aromatic  1.384  0.020  1.384
 64N  C10  C9   aromatic  1.386  0.020  1.386
 64N  CL2  C21  single    1.722  0.020  1.722
 64N  C8   C9   aromatic  1.386  0.020  1.386
 64N  C8   O2   single    1.374  0.020  1.374
 64N  O2   C7   single    1.354  0.020  1.354
 64N  C21  C7   aromatic  1.390  0.020  1.390
 64N  C21  C22  aromatic  1.380  0.020  1.380
 64N  C7   C6   aromatic  1.388  0.020  1.388
 64N  C22  C4   aromatic  1.397  0.020  1.397
 64N  C6   CL1  single    1.723  0.020  1.723
 64N  C6   C5   aromatic  1.385  0.020  1.385
 64N  C1   C2   single    1.517  0.020  1.517
 64N  C4   C5   aromatic  1.395  0.020  1.395
 64N  C4   N1   single    1.390  0.020  1.390
 64N  C2   C3   single    1.512  0.020  1.512
 64N  N1   C3   single    1.366  0.020  1.366
 64N  C3   O1   double    1.215  0.020  1.215
 64N  C18  H1   single    0.930  0.020  1.080
 64N  C13  H2   single    0.930  0.020  1.080
 64N  C16  H3   single    0.930  0.020  1.080
 64N  C15  H4   single    0.930  0.020  1.080
 64N  C10  H5   single    0.930  0.020  1.080
 64N  N2   H6   single    0.860  0.020  1.020
 64N  N2   H7   single    0.860  0.020  1.020
 64N  C5   H8   single    0.930  0.020  1.080
 64N  O3   H9   single    0.850  0.020  0.980
 64N  N1   H10  single    0.860  0.020  1.020
 64N  C1   H11  single    0.970  0.020  1.090
 64N  C1   H12  single    0.970  0.020  1.090
 64N  C1   H13  single    0.970  0.020  1.090
 64N  C19  H14  single    0.930  0.020  1.080
 64N  C2   H15  single    0.970  0.020  1.090
 64N  C2   H16  single    0.970  0.020  1.090
 64N  C22  H17  single    0.930  0.020  1.080
 64N  C9   H18  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
 64N  H1   C18  C19  119.49  3.000
 64N  H1   C18  C17  119.90  3.000
 64N  C19  C18  C17  120.60  3.000
 64N  C19  C14  C15  118.52  3.000
 64N  C15  C14  C12  121.02  3.000
 64N  C19  C14  C12  120.45  3.000
 64N  H2   C13  C8   119.64  3.000
 64N  H2   C13  C12  119.46  3.000
 64N  C8   C13  C12  120.90  3.000
 64N  C11  C12  C13  119.11  3.000
 64N  C13  C12  C14  119.60  3.000
 64N  C11  C12  C14  121.29  3.000
 64N  C20  C17  C16  122.79  3.000
 64N  C16  C17  C18  118.85  3.000
 64N  C20  C17  C18  118.33  3.000
 64N  H3   C16  C15  118.36  3.000
 64N  H3   C16  C17  121.05  3.000
 64N  C15  C16  C17  120.56  3.000
 64N  H4   C15  C16  118.99  3.000
 64N  H4   C15  C14  120.28  3.000
 64N  C16  C15  C14  120.68  3.000
 64N  O3   C11  C10  117.24  3.000
 64N  C10  C11  C12  119.39  3.000
 64N  O3   C11  C12  123.37  3.000
 64N  H5   C10  C9   119.52  3.000
 64N  H5   C10  C11  119.34  3.000
 64N  C9   C10  C11  121.14  3.000
 64N  C9   C8   O2   123.75  3.000
 64N  O2   C8   C13  116.18  3.000
 64N  C9   C8   C13  120.07  3.000
 64N  H7   N2   H6   116.76  3.000
 64N  H7   N2   C20  122.68  3.000
 64N  H6   N2   C20  119.51  3.000
 64N  C21  C7   O2   121.14  3.000
 64N  C21  C7   C6   117.56  3.000
 64N  O2   C7   C6   121.28  3.000
 64N  H8   C5   C4   121.34  3.000
 64N  H8   C5   C6   119.55  3.000
 64N  C4   C5   C6   119.11  3.000
 64N  CL1  C6   C5   119.29  3.000
 64N  C5   C6   C7   122.39  3.000
 64N  CL1  C6   C7   118.32  3.000
 64N  H9   O3   C11  111.16  3.000
 64N  C7   O2   C8   118.68  3.000
 64N  H13  C1   H12  107.73  3.000
 64N  H13  C1   H11  108.05  3.000
 64N  H12  C1   H11  107.70  3.000
 64N  H13  C1   C2   111.72  3.000
 64N  H12  C1   C2   109.75  3.000
 64N  H11  C1   C2   111.72  3.000
 64N  C22  C4   N1   116.66  3.000
 64N  N1   C4   C5   124.03  3.000
 64N  C22  C4   C5   119.30  3.000
 64N  H14  C19  C14  119.64  3.000
 64N  H14  C19  C18  119.60  3.000
 64N  C14  C19  C18  120.76  3.000
 64N  O4   C20  N2   122.91  3.000
 64N  N2   C20  C17  116.25  3.000
 64N  O4   C20  C17  120.84  3.000
 64N  CL2  C21  C22  119.88  3.000
 64N  C22  C21  C7   121.45  3.000
 64N  CL2  C21  C7   118.66  3.000
 64N  H16  C2   H15  105.48  3.000
 64N  H16  C2   C3   108.33  3.000
 64N  H15  C2   C3   108.28  3.000
 64N  H16  C2   C1   110.44  3.000
 64N  H15  C2   C1   110.49  3.000
 64N  C3   C2   C1   113.46  3.000
 64N  C2   C3   O1   123.30  3.000
 64N  O1   C3   N1   123.48  3.000
 64N  C2   C3   N1   113.23  3.000
 64N  H17  C22  C21  119.53  3.000
 64N  H17  C22  C4   120.30  3.000
 64N  C21  C22  C4   120.17  3.000
 64N  H18  C9   C8   121.72  3.000
 64N  H18  C9   C10  118.90  3.000
 64N  C8   C9   C10  119.38  3.000
 64N  H10  N1   C3   115.86  3.000
 64N  H10  N1   C4   114.92  3.000
 64N  C3   N1   C4   129.20  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
 64N  CONST_01  C15  C16  C17  C18     0.00   0.0  0
 64N  CONST_02  C15  C14  C19  C18     0.00   0.0  0
 64N  CONST_03  C12  C14  C19  C18   180.00   0.0  0
 64N  CONST_04  C17  C18  C19  C14     0.00   0.0  0
 64N  CONST_05  C17  C16  C15  C14     0.00   0.0  0
 64N  CONST_06  C10  C11  C12  C14   180.00   0.0  0
 64N  CONST_07  C8   C13  C12  C14   180.00   0.0  0
 64N  CONST_10  C10  C11  C12  C13     0.00   0.0  0
 64N  CONST_11  C10  C9   C8   C13     0.00   0.0  0
 64N  CONST_12  C16  C15  C14  C12   180.00   0.0  0
 64N  CONST_13  C9   C10  C11  C12     0.00   0.0  0
 64N  CONST_14  C9   C8   C13  C12     0.00   0.0  0
 64N  CONST_15  C19  C18  C17  C16     0.00   0.0  0
 64N  CONST_16  C19  C14  C15  C16     0.00   0.0  0
 64N  CONST_19  C8   C13  C12  C11     0.00   0.0  0
 64N  CONST_20  C8   C9   C10  C11     0.00   0.0  0
 64N  CONST_21  C4   C22  C21  C7      0.00   0.0  0
 64N  CONST_22  C4   C5   C6   C7      0.00   0.0  0
 64N  CONST_23  C21  C7   C6   C5      0.00   0.0  0
 64N  CONST_24  C21  C22  C4   C5      0.00   0.0  0
 64N  CONST_25  C22  C21  C7   C6      0.00   0.0  0
 64N  CONST_26  C22  C4   C5   C6      0.00   0.0  0
 64N  CONST_27  O3   C11  C12  C14     0.00   0.0  0
 64N  CONST_28  O3   C11  C12  C13   180.00   0.0  0
 64N  CONST_29  O2   C8   C13  C12   180.00   0.0  0
 64N  CONST_30  C20  C17  C16  C15   180.00   0.0  0
 64N  CONST_31  O2   C8   C9   C10   180.00   0.0  0
 64N  CONST_32  O2   C7   C6   C5    180.00   0.0  0
 64N  CONST_33  CL2  C21  C7   C6    180.00   0.0  0
 64N  CONST_34  N1   C4   C5   C6    180.00   0.0  0
 64N  CONST_35  C9   C10  C11  O3    180.00   0.0  0
 64N  CONST_36  C21  C22  C4   N1    180.00   0.0  0
 64N  CONST_37  C22  C21  C7   O2    180.00   0.0  0
 64N  CONST_38  CL2  C21  C22  C4    180.00   0.0  0
 64N  CONST_39  CL1  C6   C5   C4    180.00   0.0  0
 64N  CONST_40  C20  C17  C18  C19   180.00   0.0  0
 64N  CONST_41  CL1  C6   C7   C21   180.00   0.0  0
 64N  CONST_42  H3   C16  C17  C18   180.00   0.0  0
 64N  CONST_43  H1   C18  C19  C14   180.00   0.0  0
 64N  CONST_44  H2   C13  C12  C14     0.00   0.0  0
 64N  CONST_45  H18  C9   C8   C13   180.00   0.0  0
 64N  CONST_46  H14  C19  C14  C12     0.00   0.0  0
 64N  CONST_47  H4   C15  C14  C12     0.00   0.0  0
 64N  CONST_48  H5   C10  C11  C12   180.00   0.0  0
 64N  CONST_49  H17  C22  C21  C7    180.00   0.0  0
 64N  CONST_50  H8   C5   C6   C7    180.00   0.0  0
 64N  CONST_51  C3   N1   C4   C5      0.00   0.0  0
 64N  CONST_52  C22  C4   N1   C3    180.00   0.0  0
 64N  CONST_53  H10  N1   C4   C5    180.00   0.0  0
 64N  CONST_54  C4   N1   C3   O1      0.00   0.0  0
 64N  CONST_55  C2   C3   N1   C4    180.00   0.0  0
 64N  CONST_56  H6   N2   C20  C17   180.00   0.0  0
 64N  CONST_57  H7   N2   C20  C17     0.00   0.0  0
 64N  Var_01    C21  C7   O2   C8    -89.95  30.0  2
 64N  Var_02    C9   C8   O2   C7     -1.44  30.0  2
 64N  Var_03    O4   C20  C17  C18    22.29  30.0  2
 64N  Var_04    C1   C2   C3   N1   -179.73  30.0  1
 64N  Var_05    H11  C1   C2   C3     59.53  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
 64N  plan-1  C18  0.020
 64N  plan-1  C14  0.020
 64N  plan-1  C12  0.020
 64N  plan-1  C17  0.020
 64N  plan-1  C16  0.020
 64N  plan-1  C15  0.020
 64N  plan-1  C19  0.020
 64N  plan-1  C20  0.020
 64N  plan-1  H1   0.020
 64N  plan-1  H3   0.020
 64N  plan-1  H4   0.020
 64N  plan-1  H14  0.020
 64N  plan-2  C14  0.020
 64N  plan-2  C13  0.020
 64N  plan-2  C12  0.020
 64N  plan-2  C11  0.020
 64N  plan-2  C10  0.020
 64N  plan-2  C8   0.020
 64N  plan-2  O3   0.020
 64N  plan-2  O2   0.020
 64N  plan-2  C9   0.020
 64N  plan-2  H2   0.020
 64N  plan-2  H5   0.020
 64N  plan-2  H18  0.020
 64N  plan-3  C7   0.020
 64N  plan-3  C5   0.020
 64N  plan-3  C6   0.020
 64N  plan-3  O2   0.020
 64N  plan-3  C4   0.020
 64N  plan-3  C21  0.020
 64N  plan-3  C22  0.020
 64N  plan-3  CL2  0.020
 64N  plan-3  CL1  0.020
 64N  plan-3  H8   0.020
 64N  plan-3  H17  0.020
 64N  plan-3  N1   0.020
 64N  plan-4  C17  0.020
 64N  plan-4  N2   0.020
 64N  plan-4  O4   0.020
 64N  plan-4  C20  0.020
 64N  plan-4  H6   0.020
 64N  plan-4  H7   0.020
 64N  plan-5  O1   0.020
 64N  plan-5  C4   0.020
 64N  plan-5  C2   0.020
 64N  plan-5  C3   0.020
 64N  plan-5  H10  0.020
 64N  plan-5  N1   0.020

