# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 10 04:30:30 2020
#   Inital geometry file: a 142 line input string
#   Ligand name: 2'-[(6-oxo-5,6-dihydrophenanthridin-3-yl)carbamoyl][1,1'-biphenyl]-2-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1ccccc1c2ccccc2C(=O)Nc3ccc4c(NC(=O)c5ccccc45)c3
#
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
 6B3  6B3  '2'-[(6-oxo-5,6-dihydrophenanthridin-3-yl)carbamoyl][1,1'-biphenyl]-2-carboxylic acid'  ligand  50  33  .  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_6B3
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
 6B3  C15  C  CR6    0   0.299  -4.4627   0.0376  -0.3685
 6B3  C14  C  CR6    0  -0.062   3.2184   1.2267   1.4844
 6B3  C13  C  C      0   0.449   1.7544   1.0194   1.7125
 6B3  C17  C  C      0   0.505  -4.7512  -0.2126   2.1049
 6B3  C18  C  CR16   0  -0.270   3.8680   2.1855   2.2566
 6B3  C12  C  CR6    0  -0.087   2.9758  -0.5553  -1.5605
 6B3  C9   C  CR6    0   0.007   3.3321  -0.6509  -0.2125
 6B3  C7   C  CR16   0  -0.274  -6.6486  -0.4944   0.5603
 6B3  C6   C  CR16   0  -0.347  -2.1378   0.5934  -1.1742
 6B3  C5   C  CR6    0  -0.007  -3.0540   0.3173  -0.1518
 6B3  C2   C  CR6    0   0.379  -0.3314   0.8301   0.4111
 6B3  C4   C  CR6    0   0.408  -2.5619   0.3153   1.1568
 6B3  C3   C  CR16   0  -0.427  -1.2205   0.5686   1.4451
 6B3  C1   C  CR16   0  -0.352  -0.8140   0.8439  -0.9108
 6B3  C21  C  CR16   0  -0.289   5.2833   0.7623   0.3547
 6B3  C26  C  CR16   0  -0.281   3.2222  -1.8765   0.4397
 6B3  C25  C  CR16   0  -0.249   2.7555  -2.9994  -0.2289
 6B3  C24  C  CR16   0  -0.257   2.4194  -2.9095  -1.5721
 6B3  C23  C  CR16   0  -0.278   2.5446  -1.6959  -2.2319
 6B3  C22  C  CR6    0   0.095   3.9297   0.4902   0.5336
 6B3  N9   N  NH1    0  -0.774  -3.4218   0.0563   2.2032
 6B3  C16  C  CR6    0  -0.194  -5.2897  -0.2217   0.7367
 6B3  C8   C  CR16   0  -0.265  -7.1984  -0.5157  -0.7031
 6B3  C10  C  CR16   0  -0.358  -5.0429   0.0109  -1.6450
 6B3  C11  C  CR16   0  -0.222  -6.3847  -0.2617  -1.8080
 6B3  O9   O  O      0  -0.471  -5.4268  -0.4290   3.1015
 6B3  N12  N  NH1    0  -0.779   1.0229   1.0808   0.5773
 6B3  C19  C  CR16   0  -0.259   5.2133   2.4539   2.0602
 6B3  C20  C  CR16   0  -0.239   5.9206   1.7430   1.1005
 6B3  O29  O  O      0  -0.465   1.3059   0.8549   2.8364
 6B3  O35  O  O      0  -0.581   2.4576   1.7324  -1.6770
 6B3  O30  O  OC    -1  -0.562   3.4639   0.7994  -3.4317
 6B3  H1   H  HCR6   0   0.261   3.3109   2.7400   3.0011
 6B3  H2   H  HCR6   0   0.265  -7.2665  -0.6868   1.4268
 6B3  H3   H  HCR6   0   0.262  -2.4638   0.6118  -2.2050
 6B3  H4   H  HCR6   0   0.295  -0.8937   0.5606   2.4731
 6B3  H5   H  HCR6   0   0.267  -0.1355   1.0511  -1.7278
 6B3  H6   H  HCR6   0   0.254   5.8466   0.1873  -0.3696
 6B3  H7   H  HCR6   0   0.249   3.5151  -1.9553   1.4799
 6B3  H8   H  HCR6   0   0.255   2.6687  -3.9424   0.2954
 6B3  H9   H  HCR6   0   0.253   2.0651  -3.7829  -2.1045
 6B3  H10  H  HCR6   0   0.252   2.2855  -1.6265  -3.2809
 6B3  H11  H  HNH1   0   0.415  -3.0392   0.0698   3.1395
 6B3  H12  H  HCR6   0   0.264  -8.2510  -0.7249  -0.8376
 6B3  H13  H  HCR6   0   0.261  -4.4427   0.2038  -2.5235
 6B3  H14  H  HCR6   0   0.268  -6.8065  -0.2779  -2.8046
 6B3  H15  H  HNH1   0   0.460   1.5495   1.3088  -0.2919
 6B3  H16  H  HCR6   0   0.260   5.7070   3.2129   2.6526
 6B3  H17  H  HCR6   0   0.261   6.9723   1.9419   0.9405
 6B3  C28  C  C      0   0.404   2.9843   0.7691  -2.2926

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
 6B3  C20  C21  aromatic  1.387  0.020  1.387
 6B3  C20  C19  aromatic  1.388  0.020  1.388
 6B3  C21  C22  aromatic  1.392  0.020  1.392
 6B3  C19  C18  aromatic  1.386  0.020  1.386
 6B3  C26  C25  aromatic  1.388  0.020  1.388
 6B3  C26  C9   aromatic  1.393  0.020  1.393
 6B3  C25  C24  aromatic  1.388  0.020  1.388
 6B3  C22  C9   single    1.489  0.020  1.489
 6B3  C22  C14  aromatic  1.397  0.020  1.397
 6B3  C9   C12  aromatic  1.398  0.020  1.398
 6B3  C18  C14  aromatic  1.392  0.020  1.392
 6B3  C24  C23  aromatic  1.387  0.020  1.387
 6B3  C14  C13  single    1.496  0.020  1.496
 6B3  C12  C23  aromatic  1.392  0.020  1.392
 6B3  C12  C28  single    1.513  0.020  1.513
 6B3  O35  C28  deloc     1.259  0.020  1.259
 6B3  O29  C13  double    1.221  0.020  1.221
 6B3  C13  N12  single    1.352  0.020  1.352
 6B3  C28  O30  deloc     1.236  0.020  1.236
 6B3  N12  C2   single    1.387  0.020  1.387
 6B3  C3   C2   aromatic  1.389  0.020  1.389
 6B3  C3   C4   aromatic  1.395  0.020  1.395
 6B3  C2   C1   aromatic  1.407  0.020  1.407
 6B3  N9   C4   single    1.379  0.020  1.379
 6B3  N9   C17  single    1.360  0.020  1.360
 6B3  C4   C5   aromatic  1.398  0.020  1.398
 6B3  C1   C6   aromatic  1.373  0.020  1.373
 6B3  O9   C17  double    1.223  0.020  1.223
 6B3  C17  C16  single    1.470  0.020  1.470
 6B3  C5   C6   aromatic  1.400  0.020  1.400
 6B3  C5   C15  aromatic  1.452  0.020  1.452
 6B3  C16  C15  aromatic  1.404  0.020  1.404
 6B3  C16  C7   aromatic  1.397  0.020  1.397
 6B3  C15  C10  aromatic  1.402  0.020  1.402
 6B3  C7   C8   aromatic  1.378  0.020  1.378
 6B3  C10  C11  aromatic  1.379  0.020  1.379
 6B3  C8   C11  aromatic  1.396  0.020  1.396
 6B3  C18  H1   single    0.930  0.020  1.080
 6B3  C7   H2   single    0.930  0.020  1.080
 6B3  C6   H3   single    0.930  0.020  1.080
 6B3  C3   H4   single    0.930  0.020  1.080
 6B3  C1   H5   single    0.930  0.020  1.080
 6B3  C21  H6   single    0.930  0.020  1.080
 6B3  C26  H7   single    0.930  0.020  1.080
 6B3  C25  H8   single    0.930  0.020  1.080
 6B3  C24  H9   single    0.930  0.020  1.080
 6B3  C23  H10  single    0.930  0.020  1.080
 6B3  N9   H11  single    0.860  0.020  1.020
 6B3  C8   H12  single    0.930  0.020  1.080
 6B3  C10  H13  single    0.930  0.020  1.080
 6B3  C11  H14  single    0.930  0.020  1.080
 6B3  N12  H15  single    0.860  0.020  1.020
 6B3  C19  H16  single    0.930  0.020  1.080
 6B3  C20  H17  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
 6B3  C10  C15  C16  117.98  3.000
 6B3  C10  C15  C5   122.73  3.000
 6B3  C16  C15  C5   119.29  3.000
 6B3  C22  C14  C18  120.20  3.000
 6B3  C18  C14  C13  117.88  3.000
 6B3  C22  C14  C13  121.93  3.000
 6B3  O29  C13  N12  125.47  3.000
 6B3  N12  C13  C14  113.28  3.000
 6B3  O29  C13  C14  121.22  3.000
 6B3  O9   C17  C16  123.69  3.000
 6B3  C16  C17  N9   115.25  3.000
 6B3  O9   C17  N9   121.07  3.000
 6B3  H1   C18  C19  119.85  3.000
 6B3  H1   C18  C14  119.61  3.000
 6B3  C19  C18  C14  120.52  3.000
 6B3  C28  C12  C23  119.05  3.000
 6B3  C28  C12  C9   121.67  3.000
 6B3  C23  C12  C9   119.22  3.000
 6B3  C22  C9   C26  118.14  3.000
 6B3  C22  C9   C12  122.23  3.000
 6B3  C26  C9   C12  119.46  3.000
 6B3  H2   C7   C8   120.25  3.000
 6B3  H2   C7   C16  119.30  3.000
 6B3  C8   C7   C16  120.45  3.000
 6B3  H3   C6   C1   118.07  3.000
 6B3  H3   C6   C5   120.14  3.000
 6B3  C1   C6   C5   121.79  3.000
 6B3  C4   C5   C6   116.96  3.000
 6B3  C6   C5   C15  124.31  3.000
 6B3  C4   C5   C15  118.73  3.000
 6B3  N12  C2   C1   116.46  3.000
 6B3  C1   C2   C3   118.80  3.000
 6B3  N12  C2   C3   124.74  3.000
 6B3  N9   C4   C3   118.48  3.000
 6B3  N9   C4   C5   119.41  3.000
 6B3  C3   C4   C5   122.11  3.000
 6B3  H4   C3   C4   119.13  3.000
 6B3  H4   C3   C2   121.14  3.000
 6B3  C4   C3   C2   119.73  3.000
 6B3  H5   C1   C2   119.74  3.000
 6B3  H5   C1   C6   119.66  3.000
 6B3  C2   C1   C6   120.61  3.000
 6B3  H6   C21  C20  119.74  3.000
 6B3  H6   C21  C22  119.21  3.000
 6B3  C20  C21  C22  121.05  3.000
 6B3  H7   C26  C25  119.64  3.000
 6B3  H7   C26  C9   119.49  3.000
 6B3  C25  C26  C9   120.87  3.000
 6B3  H8   C25  C24  120.39  3.000
 6B3  H8   C25  C26  119.90  3.000
 6B3  C24  C25  C26  119.70  3.000
 6B3  H9   C24  C23  120.10  3.000
 6B3  H9   C24  C25  120.21  3.000
 6B3  C23  C24  C25  119.69  3.000
 6B3  H10  C23  C24  119.69  3.000
 6B3  H10  C23  C12  119.27  3.000
 6B3  C24  C23  C12  121.03  3.000
 6B3  C21  C22  C9   118.41  3.000
 6B3  C9   C22  C14  122.73  3.000
 6B3  C21  C22  C14  118.64  3.000
 6B3  H11  N9   C4   117.65  3.000
 6B3  H11  N9   C17  116.06  3.000
 6B3  C4   N9   C17  126.29  3.000
 6B3  C7   C16  C17  118.35  3.000
 6B3  C7   C16  C15  120.63  3.000
 6B3  C17  C16  C15  121.02  3.000
 6B3  H12  C8   C11  120.28  3.000
 6B3  H12  C8   C7   120.36  3.000
 6B3  C11  C8   C7   119.37  3.000
 6B3  H13  C10  C11  118.64  3.000
 6B3  H13  C10  C15  120.43  3.000
 6B3  C11  C10  C15  120.93  3.000
 6B3  H14  C11  C10  119.41  3.000
 6B3  H14  C11  C8   119.94  3.000
 6B3  C10  C11  C8   120.65  3.000
 6B3  H15  N12  C2   115.67  3.000
 6B3  H15  N12  C13  115.92  3.000
 6B3  C2   N12  C13  128.36  3.000
 6B3  H16  C19  C20  120.35  3.000
 6B3  H16  C19  C18  120.08  3.000
 6B3  C20  C19  C18  119.57  3.000
 6B3  H17  C20  C19  120.22  3.000
 6B3  H17  C20  C21  119.79  3.000
 6B3  C19  C20  C21  119.98  3.000
 6B3  O30  C28  O35  126.45  3.000
 6B3  O30  C28  C12  117.99  3.000
 6B3  O35  C28  C12  115.52  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
 6B3  CONST_01  C3   C4   C5   C15  180.00   0.0  0
 6B3  CONST_02  C1   C6   C5   C15  180.00   0.0  0
 6B3  CONST_03  C8   C7   C16  C15    0.00   0.0  0
 6B3  CONST_04  C8   C11  C10  C15    0.00   0.0  0
 6B3  CONST_05  C20  C21  C22  C14    0.00   0.0  0
 6B3  CONST_08  C20  C19  C18  C14    0.00   0.0  0
 6B3  CONST_09  C21  C20  C19  C18    0.00   0.0  0
 6B3  CONST_10  C21  C22  C14  C18    0.00   0.0  0
 6B3  CONST_11  C9   C22  C14  C18  180.00   0.0  0
 6B3  CONST_12  C25  C26  C9   C12    0.00   0.0  0
 6B3  CONST_14  C25  C24  C23  C12    0.00   0.0  0
 6B3  CONST_15  C24  C25  C26  C9     0.00   0.0  0
 6B3  CONST_16  C20  C21  C22  C9   180.00   0.0  0
 6B3  CONST_17  C24  C23  C12  C9     0.00   0.0  0
 6B3  CONST_18  C5   C15  C16  C7   180.00   0.0  0
 6B3  CONST_19  C10  C15  C16  C7     0.00   0.0  0
 6B3  CONST_20  C10  C11  C8   C7     0.00   0.0  0
 6B3  CONST_21  C3   C2   C1   C6     0.00   0.0  0
 6B3  CONST_22  C3   C4   C5   C6     0.00   0.0  0
 6B3  CONST_23  C16  C15  C5   C6   180.00   0.0  0
 6B3  CONST_24  C10  C15  C5   C6     0.00   0.0  0
 6B3  CONST_25  C2   C3   C4   C5     0.00   0.0  0
 6B3  CONST_26  C2   C1   C6   C5     0.00   0.0  0
 6B3  CONST_27  C11  C10  C15  C5   180.00   0.0  0
 6B3  CONST_28  C1   C2   C3   C4     0.00   0.0  0
 6B3  CONST_29  C1   C6   C5   C4     0.00   0.0  0
 6B3  CONST_30  C16  C15  C5   C4     0.00   0.0  0
 6B3  CONST_31  C10  C15  C5   C4   180.00   0.0  0
 6B3  CONST_33  C23  C24  C25  C26    0.00   0.0  0
 6B3  CONST_34  C23  C12  C9   C26    0.00   0.0  0
 6B3  CONST_35  C22  C9   C26  C25  180.00   0.0  0
 6B3  CONST_36  C22  C9   C12  C23  180.00   0.0  0
 6B3  CONST_37  C19  C20  C21  C22    0.00   0.0  0
 6B3  CONST_38  C19  C18  C14  C22    0.00   0.0  0
 6B3  CONST_39  C11  C10  C15  C16    0.00   0.0  0
 6B3  CONST_40  C11  C8   C7   C16    0.00   0.0  0
 6B3  CONST_41  C16  C17  N9   C4     0.00   0.0  0
 6B3  CONST_42  C21  C22  C14  C13  180.00   0.0  0
 6B3  CONST_43  C9   C22  C14  C13    0.00   0.0  0
 6B3  CONST_44  C19  C18  C14  C13  180.00   0.0  0
 6B3  CONST_45  N12  C2   C1   C6   180.00   0.0  0
 6B3  CONST_46  N12  C2   C3   C4   180.00   0.0  0
 6B3  CONST_47  C28  C12  C9   C26  180.00   0.0  0
 6B3  CONST_48  C28  C12  C23  C24  180.00   0.0  0
 6B3  CONST_49  C28  C12  C9   C22    0.00   0.0  0
 6B3  CONST_50  O9   C17  N9   C4   180.00   0.0  0
 6B3  CONST_51  H3   C6   C5   C15    0.00   0.0  0
 6B3  CONST_52  H2   C7   C16  C15  180.00   0.0  0
 6B3  CONST_53  H14  C11  C10  C15  180.00   0.0  0
 6B3  CONST_54  H6   C21  C22  C14  180.00   0.0  0
 6B3  CONST_55  H16  C19  C18  C14  180.00   0.0  0
 6B3  CONST_56  H17  C20  C19  C18  180.00   0.0  0
 6B3  CONST_57  H7   C26  C9   C12  180.00   0.0  0
 6B3  CONST_58  H9   C24  C23  C12  180.00   0.0  0
 6B3  CONST_59  H8   C25  C26  C9   180.00   0.0  0
 6B3  CONST_60  H10  C23  C12  C9   180.00   0.0  0
 6B3  CONST_61  H4   C3   C4   C5   180.00   0.0  0
 6B3  CONST_62  H5   C1   C6   C5   180.00   0.0  0
 6B3  CONST_63  H13  C10  C15  C5     0.00   0.0  0
 6B3  CONST_64  H1   C18  C14  C22  180.00   0.0  0
 6B3  CONST_65  H12  C8   C7   C16  180.00   0.0  0
 6B3  CONST_66  H11  N9   C17  C16  180.00   0.0  0
 6B3  CONST_67  C2   N12  C13  C14  180.00   0.0  0
 6B3  CONST_68  C3   C2   N12  C13    0.00   0.0  0
 6B3  CONST_69  C1   C2   N12  C13  180.00   0.0  0
 6B3  CONST_70  H15  N12  C2   C3   180.00   0.0  0
 6B3  CONST_71  O29  C13  N12  C2     0.00   0.0  0
 6B3  Var_01    O29  C13  C14  C18  -49.72  30.0  2
 6B3  Var_02    O35  C28  C12  C9   -45.44  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
 6B3  plan-1  C12  0.020
 6B3  plan-1  C9   0.020
 6B3  plan-1  C26  0.020
 6B3  plan-1  C25  0.020
 6B3  plan-1  C24  0.020
 6B3  plan-1  C23  0.020
 6B3  plan-1  C22  0.020
 6B3  plan-1  H7   0.020
 6B3  plan-1  H8   0.020
 6B3  plan-1  H9   0.020
 6B3  plan-1  H10  0.020
 6B3  plan-1  C28  0.020
 6B3  plan-2  C14  0.020
 6B3  plan-2  C13  0.020
 6B3  plan-2  C18  0.020
 6B3  plan-2  C9   0.020
 6B3  plan-2  C21  0.020
 6B3  plan-2  C22  0.020
 6B3  plan-2  C19  0.020
 6B3  plan-2  C20  0.020
 6B3  plan-2  H1   0.020
 6B3  plan-2  H6   0.020
 6B3  plan-2  H16  0.020
 6B3  plan-2  H17  0.020
 6B3  plan-3  C15  0.020
 6B3  plan-3  C17  0.020
 6B3  plan-3  C7   0.020
 6B3  plan-3  C6   0.020
 6B3  plan-3  C5   0.020
 6B3  plan-3  C2   0.020
 6B3  plan-3  C4   0.020
 6B3  plan-3  C3   0.020
 6B3  plan-3  C1   0.020
 6B3  plan-3  N9   0.020
 6B3  plan-3  C16  0.020
 6B3  plan-3  C8   0.020
 6B3  plan-3  C10  0.020
 6B3  plan-3  C11  0.020
 6B3  plan-3  O9   0.020
 6B3  plan-3  N12  0.020
 6B3  plan-3  H2   0.020
 6B3  plan-3  H3   0.020
 6B3  plan-3  H4   0.020
 6B3  plan-3  H5   0.020
 6B3  plan-3  H11  0.020
 6B3  plan-3  H12  0.020
 6B3  plan-3  H13  0.020
 6B3  plan-3  H14  0.020
 6B3  plan-4  C14  0.020
 6B3  plan-4  C13  0.020
 6B3  plan-4  C2   0.020
 6B3  plan-4  N12  0.020
 6B3  plan-4  O29  0.020
 6B3  plan-4  H15  0.020
 6B3  plan-5  C12  0.020
 6B3  plan-5  O35  0.020
 6B3  plan-5  O30  0.020
 6B3  plan-5  C28  0.020

