# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr 29 20:44:47 2020
#   Inital geometry file: a 112 line input string
#   Ligand name: 2-([1,1'-biphenyl]-4-yl)-3-methyl-1,7-naphthyridine-4-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1c(nc2cnccc2c1C(O)=O)c3ccc(cc3)c4ccccc4
#
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
 F51  F51  '2-([1,1'-biphenyl]-4-yl)-3-methyl-1,7-naphthyridine-4-carboxylic acid'  ligand  41  26  .  2021-08-09  2021-08-09  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_F51
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
 F51  N10  N  N      0  -0.399   4.6690  -3.0246   0.1954
 F51  C11  C  CR16   0  -0.099   3.3871  -2.7880   0.1495
 F51  C12  C  CR66   0   0.085   2.8312  -1.4878   0.0711
 F51  C02  C  CR6    0  -0.009   1.7737   1.0359  -0.0944
 F51  C03  C  CR6    0   0.060   3.1435   0.9092  -0.0461
 F51  C04  C  C      0   0.329   4.0556   2.1248  -0.0958
 F51  C07  C  CR66   0   0.143   3.7090  -0.3884   0.0376
 F51  C08  C  CR16   0  -0.378   5.0932  -0.6665   0.0837
 F51  C09  C  CR16   0  -0.088   5.5098  -1.9660   0.1630
 F51  C14  C  CR6    0   0.161   0.9811  -0.1516  -0.0226
 F51  C15  C  CR6    0   0.027  -0.5010  -0.1033  -0.0289
 F51  C16  C  CR16   0  -0.267  -1.2123   0.7172   0.8439
 F51  C17  C  CR16   0  -0.298  -2.5973   0.7087   0.8547
 F51  C18  C  CR6    0   0.082  -3.3182  -0.1127  -0.0131
 F51  C19  C  CR6    0   0.087  -4.7945  -0.1114  -0.0092
 F51  C20  C  CR16   0  -0.310  -5.5114  -1.2942  -0.2010
 F51  C21  C  CR16   0  -0.240  -6.8986  -1.2924  -0.1958
 F51  C22  C  CR16   0  -0.266  -7.5955  -0.1073   0.0010
 F51  C23  C  CR16   0  -0.240  -6.8938   1.0757   0.1927
 F51  C24  C  CR16   0  -0.310  -5.5068   1.0734   0.1875
 F51  C25  C  CR16   0  -0.299  -2.6013  -0.9364  -0.8829
 F51  C26  C  CR16   0  -0.274  -1.2168  -0.9393  -0.8836
 F51  N13  N  N      0  -0.453   1.4920  -1.3565   0.0408
 F51  O05  O  OC    -1  -0.587   4.6477   2.3092  -1.1720
 F51  O06  O  O      0  -0.577   4.1144   2.7932   0.9474
 F51  H1   H  HCR6   0   0.266   2.7095  -3.6367   0.1756
 F51  H2   H  HCH3   0   0.256   0.9891   2.8790   0.7098
 F51  H3   H  HCH3   0   0.256   1.7830   3.0470  -0.8471
 F51  H4   H  HCH3   0   0.252   0.1823   2.3354  -0.7541
 F51  H5   H  HCR6   0   0.268   5.8251   0.1286   0.0539
 F51  H6   H  HCR6   0   0.264   6.5673  -2.1985   0.2017
 F51  H7   H  HCR6   0   0.261  -0.6859   1.3524   1.5452
 F51  H8   H  HCR6   0   0.257  -3.1203   1.3336   1.5680
 F51  H9   H  HCR6   0   0.255  -4.9824  -2.2294  -0.3366
 F51  H10  H  HCR6   0   0.258  -7.4362  -2.2206  -0.3402
 F51  H11  H  HCR6   0   0.258  -8.6776  -0.1062   0.0052
 F51  H12  H  HCR6   0   0.258  -7.4279   2.0054   0.3411
 F51  H13  H  HCR6   0   0.255  -4.9739   2.0071   0.3185
 F51  H14  H  HCR6   0   0.256  -3.1286  -1.5717  -1.5838
 F51  H15  H  HCR6   0   0.253  -0.6851  -1.5850  -1.5708
 F51  C01  C  CH3    0  -0.753   1.1469   2.3919  -0.2538

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
 F51  O06  C04  deloc     1.240  0.020  1.240
 F51  O05  C04  deloc     1.242  0.020  1.242
 F51  C04  C03  single    1.521  0.020  1.521
 F51  C01  C02  single    1.502  0.020  1.502
 F51  C03  C02  aromatic  1.376  0.020  1.376
 F51  C03  C07  aromatic  1.418  0.020  1.418
 F51  C02  C14  aromatic  1.430  0.020  1.430
 F51  C16  C17  aromatic  1.385  0.020  1.385
 F51  C16  C15  aromatic  1.393  0.020  1.393
 F51  C08  C07  aromatic  1.413  0.020  1.413
 F51  C08  C09  aromatic  1.367  0.020  1.367
 F51  C07  C12  aromatic  1.407  0.020  1.407
 F51  C17  C18  aromatic  1.396  0.020  1.396
 F51  C14  C15  single    1.483  0.020  1.483
 F51  C14  N13  aromatic  1.310  0.020  1.310
 F51  C15  C26  aromatic  1.393  0.020  1.393
 F51  C24  C23  aromatic  1.387  0.020  1.387
 F51  C24  C19  aromatic  1.396  0.020  1.396
 F51  C23  C22  aromatic  1.389  0.020  1.389
 F51  C09  N10  aromatic  1.352  0.020  1.352
 F51  C18  C19  single    1.476  0.020  1.476
 F51  C18  C25  aromatic  1.396  0.020  1.396
 F51  C12  N13  aromatic  1.346  0.020  1.346
 F51  C12  C11  aromatic  1.416  0.020  1.416
 F51  C19  C20  aromatic  1.396  0.020  1.396
 F51  C26  C25  aromatic  1.385  0.020  1.385
 F51  C22  C21  aromatic  1.389  0.020  1.389
 F51  N10  C11  aromatic  1.304  0.020  1.304
 F51  C20  C21  aromatic  1.387  0.020  1.387
 F51  C11  H1   single    0.930  0.020  1.080
 F51  C01  H2   single    0.970  0.020  1.090
 F51  C01  H3   single    0.970  0.020  1.090
 F51  C01  H4   single    0.970  0.020  1.090
 F51  C08  H5   single    0.930  0.020  1.080
 F51  C09  H6   single    0.930  0.020  1.080
 F51  C16  H7   single    0.930  0.020  1.080
 F51  C17  H8   single    0.930  0.020  1.080
 F51  C20  H9   single    0.930  0.020  1.080
 F51  C21  H10  single    0.930  0.020  1.080
 F51  C22  H11  single    0.930  0.020  1.080
 F51  C23  H12  single    0.930  0.020  1.080
 F51  C24  H13  single    0.930  0.020  1.080
 F51  C25  H14  single    0.930  0.020  1.080
 F51  C26  H15  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
 F51  C09  N10  C11  117.92  3.000
 F51  H1   C11  C12  118.28  3.000
 F51  H1   C11  N10  118.06  3.000
 F51  C12  C11  N10  123.66  3.000
 F51  N13  C12  C07  122.95  3.000
 F51  N13  C12  C11  118.78  3.000
 F51  C07  C12  C11  118.27  3.000
 F51  C14  C02  C03  118.26  3.000
 F51  C14  C02  C01  121.58  3.000
 F51  C03  C02  C01  120.14  3.000
 F51  C07  C03  C04  119.62  3.000
 F51  C07  C03  C02  118.90  3.000
 F51  C04  C03  C02  121.48  3.000
 F51  O06  C04  O05  128.76  3.000
 F51  O05  C04  C03  115.65  3.000
 F51  O06  C04  C03  115.58  3.000
 F51  C08  C07  C03  124.96  3.000
 F51  C08  C07  C12  117.17  3.000
 F51  C03  C07  C12  117.87  3.000
 F51  H5   C08  C09  119.63  3.000
 F51  H5   C08  C07  121.18  3.000
 F51  C09  C08  C07  119.19  3.000
 F51  H6   C09  C08  120.23  3.000
 F51  H6   C09  N10  115.98  3.000
 F51  C08  C09  N10  123.79  3.000
 F51  N13  C14  C15  114.83  3.000
 F51  N13  C14  C02  123.38  3.000
 F51  C15  C14  C02  121.79  3.000
 F51  C26  C15  C16  118.38  3.000
 F51  C26  C15  C14  119.77  3.000
 F51  C16  C15  C14  121.79  3.000
 F51  H7   C16  C17  118.99  3.000
 F51  H7   C16  C15  120.20  3.000
 F51  C17  C16  C15  120.79  3.000
 F51  H8   C17  C18  119.98  3.000
 F51  H8   C17  C16  118.98  3.000
 F51  C18  C17  C16  121.02  3.000
 F51  C25  C18  C19  121.04  3.000
 F51  C25  C18  C17  118.00  3.000
 F51  C19  C18  C17  120.96  3.000
 F51  C24  C19  C20  118.43  3.000
 F51  C20  C19  C18  120.82  3.000
 F51  C24  C19  C18  120.74  3.000
 F51  H9   C20  C21  119.34  3.000
 F51  H9   C20  C19  119.86  3.000
 F51  C21  C20  C19  120.79  3.000
 F51  H10  C21  C22  120.09  3.000
 F51  H10  C21  C20  119.68  3.000
 F51  C22  C21  C20  120.23  3.000
 F51  H11  C22  C23  120.25  3.000
 F51  H11  C22  C21  120.22  3.000
 F51  C23  C22  C21  119.53  3.000
 F51  H12  C23  C24  119.70  3.000
 F51  H12  C23  C22  120.08  3.000
 F51  C24  C23  C22  120.22  3.000
 F51  H13  C24  C23  119.35  3.000
 F51  H13  C24  C19  119.84  3.000
 F51  C23  C24  C19  120.80  3.000
 F51  H14  C25  C26  119.03  3.000
 F51  H14  C25  C18  119.96  3.000
 F51  C26  C25  C18  121.00  3.000
 F51  H15  C26  C25  119.52  3.000
 F51  H15  C26  C15  119.67  3.000
 F51  C25  C26  C15  120.80  3.000
 F51  C14  N13  C12  118.60  3.000
 F51  H4   C01  H3   107.38  3.000
 F51  H4   C01  H2   107.52  3.000
 F51  H3   C01  H2   107.28  3.000
 F51  H4   C01  C02  111.83  3.000
 F51  H3   C01  C02  110.92  3.000
 F51  H2   C01  C02  111.68  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
 F51  CONST_01  C07  C08  C09  N10    0.00   0.0  0
 F51  CONST_02  C07  C12  C11  N10    0.00   0.0  0
 F51  CONST_03  N13  C12  C11  N10  180.00   0.0  0
 F51  CONST_04  C03  C07  C12  C11  180.00   0.0  0
 F51  CONST_05  C08  C07  C12  C11    0.00   0.0  0
 F51  CONST_06  C14  N13  C12  C11  180.00   0.0  0
 F51  CONST_07  C08  C09  N10  C11    0.00   0.0  0
 F51  CONST_08  C02  C03  C07  C12    0.00   0.0  0
 F51  CONST_09  C09  C08  C07  C12    0.00   0.0  0
 F51  CONST_10  C02  C14  N13  C12    0.00   0.0  0
 F51  CONST_11  C15  C14  N13  C12  180.00   0.0  0
 F51  CONST_12  C09  N10  C11  C12    0.00   0.0  0
 F51  CONST_13  C08  C07  C03  C02  180.00   0.0  0
 F51  CONST_16  C15  C14  C02  C03  180.00   0.0  0
 F51  CONST_17  N13  C14  C02  C03    0.00   0.0  0
 F51  CONST_18  C09  C08  C07  C03  180.00   0.0  0
 F51  CONST_19  N13  C12  C07  C03    0.00   0.0  0
 F51  CONST_20  C14  C02  C03  C07    0.00   0.0  0
 F51  CONST_21  C14  N13  C12  C07    0.00   0.0  0
 F51  CONST_22  N13  C12  C07  C08  180.00   0.0  0
 F51  CONST_23  C17  C16  C15  C14  180.00   0.0  0
 F51  CONST_24  C25  C26  C15  C14  180.00   0.0  0
 F51  CONST_25  C18  C17  C16  C15    0.00   0.0  0
 F51  CONST_26  C18  C25  C26  C15    0.00   0.0  0
 F51  CONST_27  C19  C18  C17  C16  180.00   0.0  0
 F51  CONST_28  C25  C18  C17  C16    0.00   0.0  0
 F51  CONST_30  C25  C26  C15  C16    0.00   0.0  0
 F51  CONST_31  C26  C15  C16  C17    0.00   0.0  0
 F51  CONST_34  C26  C25  C18  C17    0.00   0.0  0
 F51  CONST_35  C23  C24  C19  C18  180.00   0.0  0
 F51  CONST_36  C21  C20  C19  C18  180.00   0.0  0
 F51  CONST_37  C22  C23  C24  C19    0.00   0.0  0
 F51  CONST_38  C26  C25  C18  C19  180.00   0.0  0
 F51  CONST_39  C22  C21  C20  C19    0.00   0.0  0
 F51  CONST_40  C23  C24  C19  C20    0.00   0.0  0
 F51  CONST_42  C23  C22  C21  C20    0.00   0.0  0
 F51  CONST_43  C24  C23  C22  C21    0.00   0.0  0
 F51  CONST_44  C24  C19  C20  C21    0.00   0.0  0
 F51  CONST_47  C04  C03  C07  C12  180.00   0.0  0
 F51  CONST_48  C07  C03  C02  C01  180.00   0.0  0
 F51  CONST_49  C15  C14  C02  C01    0.00   0.0  0
 F51  CONST_50  N13  C14  C02  C01  180.00   0.0  0
 F51  CONST_51  C14  C02  C03  C04  180.00   0.0  0
 F51  CONST_52  C08  C07  C03  C04    0.00   0.0  0
 F51  CONST_53  H5   C08  C09  N10  180.00   0.0  0
 F51  CONST_54  H6   C09  N10  C11  180.00   0.0  0
 F51  CONST_55  H1   C11  C12  C07  180.00   0.0  0
 F51  CONST_56  H7   C16  C15  C14    0.00   0.0  0
 F51  CONST_57  H15  C26  C15  C14    0.00   0.0  0
 F51  CONST_58  H8   C17  C16  C15  180.00   0.0  0
 F51  CONST_59  H14  C25  C26  C15  180.00   0.0  0
 F51  CONST_60  H13  C24  C19  C18    0.00   0.0  0
 F51  CONST_61  H9   C20  C19  C18    0.00   0.0  0
 F51  CONST_62  H12  C23  C24  C19  180.00   0.0  0
 F51  CONST_63  H10  C21  C20  C19  180.00   0.0  0
 F51  CONST_64  H11  C22  C21  C20  180.00   0.0  0
 F51  Var_01    O06  C04  C03  C02   75.05  30.0  2
 F51  Var_02    H2   C01  C02  C03  -87.75  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
 F51  plan-1  C14  0.020
 F51  plan-1  C15  0.020
 F51  plan-1  C16  0.020
 F51  plan-1  C17  0.020
 F51  plan-1  C18  0.020
 F51  plan-1  C19  0.020
 F51  plan-1  C25  0.020
 F51  plan-1  C26  0.020
 F51  plan-1  H7   0.020
 F51  plan-1  H8   0.020
 F51  plan-1  H14  0.020
 F51  plan-1  H15  0.020
 F51  plan-2  C18  0.020
 F51  plan-2  C19  0.020
 F51  plan-2  C20  0.020
 F51  plan-2  C21  0.020
 F51  plan-2  C22  0.020
 F51  plan-2  C23  0.020
 F51  plan-2  C24  0.020
 F51  plan-2  H9   0.020
 F51  plan-2  H10  0.020
 F51  plan-2  H11  0.020
 F51  plan-2  H12  0.020
 F51  plan-2  H13  0.020
 F51  plan-3  N10  0.020
 F51  plan-3  C11  0.020
 F51  plan-3  C12  0.020
 F51  plan-3  C02  0.020
 F51  plan-3  C03  0.020
 F51  plan-3  C04  0.020
 F51  plan-3  C07  0.020
 F51  plan-3  C08  0.020
 F51  plan-3  C09  0.020
 F51  plan-3  C14  0.020
 F51  plan-3  C15  0.020
 F51  plan-3  N13  0.020
 F51  plan-3  H1   0.020
 F51  plan-3  H5   0.020
 F51  plan-3  H6   0.020
 F51  plan-3  C01  0.020
 F51  plan-4  C03  0.020
 F51  plan-4  C04  0.020
 F51  plan-4  O05  0.020
 F51  plan-4  O06  0.020

