# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat May  2 14:50:24 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  42  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  -0.395   4.6493  -2.8741   0.7681
 F51  C11  C  CR16  0  -0.086   3.3677  -2.6573   0.6682
 F51  C12  C  CR66  0   0.085   2.8114  -1.3948   0.3511
 F51  C02  C  CR6   0   0.025   1.7269   1.0476  -0.2885
 F51  C03  C  CR6   0   0.070   3.0922   0.9256  -0.2113
 F51  C04  C  C     0   0.425   3.9621   2.1189  -0.4529
 F51  C07  C  CR66  0   0.193   3.6867  -0.3176   0.1210
 F51  C08  C  CR16  0  -0.384   5.0701  -0.5702   0.2427
 F51  C09  C  CR16  0  -0.077   5.4859  -1.8337   0.5596
 F51  C14  C  CR6   0   0.170   0.9421  -0.1150   0.0142
 F51  C15  C  CR6   0   0.021  -0.5383  -0.0822   0.0058
 F51  C16  C  CR16  0  -0.264  -1.2541   0.8986   0.6883
 F51  C17  C  CR16  0  -0.298  -2.6385   0.8772   0.7098
 F51  C18  C  CR6   0   0.086  -3.3526  -0.1187   0.0423
 F51  C19  C  CR6   0   0.089  -4.8286  -0.1338   0.0548
 F51  C20  C  CR16  0  -0.310  -5.5484  -0.5470  -1.0682
 F51  C21  C  CR16  0  -0.239  -6.9353  -0.5613  -1.0575
 F51  C22  C  CR16  0  -0.265  -7.6303  -0.1635   0.0770
 F51  C23  C  CR16  0  -0.239  -6.9258   0.2494   1.2004
 F51  C24  C  CR16  0  -0.311  -5.5390   0.2644   1.1890
 F51  C25  C  CR16  0  -0.299  -2.6297  -1.1021  -0.6362
 F51  C26  C  CR16  0  -0.269  -1.2460  -1.0904  -0.6459
 F51  N13  N  N     0  -0.436   1.4729  -1.2752   0.2963
 F51  O05  O  OH1   0  -0.574   4.7063   1.9745  -1.5340
 F51  O06  O  O     0  -0.405   3.9703   3.0825   0.2660
 F51  H1   H  HCR6  0   0.276   2.6910  -3.4887   0.8418
 F51  H2   H  HCH3  0   0.272   0.8889   2.9952   0.1108
 F51  H3   H  HCH3  0   0.266   1.7122   2.8707  -1.4360
 F51  H4   H  HCH3  0   0.268   0.1339   2.1415  -1.2280
 F51  H5   H  HCR6  0   0.274   5.8084   0.2051   0.0930
 F51  H6   H  HCR6  0   0.274   6.5431  -2.0478   0.6563
 F51  H7   H  HCR6  0   0.264  -0.7329   1.6834   1.2210
 F51  H8   H  HCR6  0   0.259  -3.1663   1.6601   1.2396
 F51  H9   H  HCR6  0   0.256  -5.0233  -0.8426  -1.9678
 F51  H10  H  HCR6  0   0.259  -7.4732  -0.8792  -1.9413
 F51  H11  H  HCR6  0   0.259  -8.7124  -0.1750   0.0859
 F51  H12  H  HCR6  0   0.259  -7.4564   0.5562   2.0923
 F51  H13  H  HCR6  0   0.255  -5.0064   0.5717   2.0803
 F51  H14  H  HCR6  0   0.258  -3.1515  -1.9027  -1.1451
 F51  H15  H  HCR6  0   0.257  -0.7083  -1.8722  -1.1663
 F51  H16  H  HOH1  0   0.496   5.2800   2.7478  -1.6592
 F51  C01  C  CH3   0  -0.764   1.0828   2.3292  -0.7316

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  double    1.202  0.020  1.202
 F51  O05  C04  single    1.320  0.020  1.320
 F51  C04  C03  single    1.496  0.020  1.496
 F51  C01  C02  single    1.501  0.020  1.501
 F51  C03  C02  aromatic  1.373  0.020  1.373
 F51  C03  C07  aromatic  1.418  0.020  1.418
 F51  C02  C14  aromatic  1.435  0.020  1.435
 F51  C16  C17  aromatic  1.385  0.020  1.385
 F51  C16  C15  aromatic  1.393  0.020  1.393
 F51  C08  C07  aromatic  1.412  0.020  1.412
 F51  C08  C09  aromatic  1.367  0.020  1.367
 F51  C07  C12  aromatic  1.407  0.020  1.407
 F51  C17  C18  aromatic  1.395  0.020  1.395
 F51  C14  C15  single    1.481  0.020  1.481
 F51  C14  N13  aromatic  1.307  0.020  1.307
 F51  C15  C26  aromatic  1.394  0.020  1.394
 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  1.351  0.020  1.351
 F51  C18  C19  single    1.476  0.020  1.476
 F51  C18  C25  aromatic  1.396  0.020  1.396
 F51  C12  N13  aromatic  1.345  0.020  1.345
 F51  C12  C11  aromatic  1.416  0.020  1.416
 F51  C19  C20  aromatic  1.396  0.020  1.396
 F51  C26  C25  aromatic  1.384  0.020  1.384
 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
 F51  O05  H16  single    0.850  0.020  0.980

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  117.96  3.000
 F51  H1   C11  C12  118.28  3.000
 F51  H1   C11  N10  118.23  3.000
 F51  C12  C11  N10  123.49  3.000
 F51  N13  C12  C07  122.98  3.000
 F51  N13  C12  C11  118.65  3.000
 F51  C07  C12  C11  118.36  3.000
 F51  C14  C02  C03  117.38  3.000
 F51  C14  C02  C01  121.29  3.000
 F51  C03  C02  C01  121.28  3.000
 F51  C07  C03  C04  119.57  3.000
 F51  C07  C03  C02  120.55  3.000
 F51  C04  C03  C02  119.88  3.000
 F51  O06  C04  O05  124.99  3.000
 F51  O05  C04  C03  111.88  3.000
 F51  O06  C04  C03  123.13  3.000
 F51  C08  C07  C03  126.03  3.000
 F51  C08  C07  C12  117.30  3.000
 F51  C03  C07  C12  116.67  3.000
 F51  H5   C08  C09  119.15  3.000
 F51  H5   C08  C07  121.94  3.000
 F51  C09  C08  C07  118.90  3.000
 F51  H6   C09  C08  120.01  3.000
 F51  H6   C09  N10  116.01  3.000
 F51  C08  C09  N10  123.99  3.000
 F51  N13  C14  C15  115.28  3.000
 F51  N13  C14  C02  122.87  3.000
 F51  C15  C14  C02  121.84  3.000
 F51  C26  C15  C16  118.53  3.000
 F51  C26  C15  C14  119.62  3.000
 F51  C16  C15  C14  121.77  3.000
 F51  H7   C16  C17  119.02  3.000
 F51  H7   C16  C15  120.28  3.000
 F51  C17  C16  C15  120.69  3.000
 F51  H8   C17  C18  120.05  3.000
 F51  H8   C17  C16  118.93  3.000
 F51  C18  C17  C16  121.01  3.000
 F51  C25  C18  C19  120.97  3.000
 F51  C25  C18  C17  118.04  3.000
 F51  C19  C18  C17  120.99  3.000
 F51  C24  C19  C20  118.38  3.000
 F51  C20  C19  C18  120.78  3.000
 F51  C24  C19  C18  120.84  3.000
 F51  H9   C20  C21  119.24  3.000
 F51  H9   C20  C19  119.93  3.000
 F51  C21  C20  C19  120.82  3.000
 F51  H10  C21  C22  120.17  3.000
 F51  H10  C21  C20  119.59  3.000
 F51  C22  C21  C20  120.25  3.000
 F51  H11  C22  C23  120.25  3.000
 F51  H11  C22  C21  120.27  3.000
 F51  C23  C22  C21  119.48  3.000
 F51  H12  C23  C24  119.60  3.000
 F51  H12  C23  C22  120.15  3.000
 F51  C24  C23  C22  120.25  3.000
 F51  H13  C24  C23  119.22  3.000
 F51  H13  C24  C19  119.95  3.000
 F51  C23  C24  C19  120.82  3.000
 F51  H14  C25  C26  119.00  3.000
 F51  H14  C25  C18  119.98  3.000
 F51  C26  C25  C18  121.01  3.000
 F51  H15  C26  C25  119.61  3.000
 F51  H15  C26  C15  119.69  3.000
 F51  C25  C26  C15  120.70  3.000
 F51  C14  N13  C12  119.47  3.000
 F51  H16  O05  C04  110.58  3.000
 F51  H4   C01  H3   107.16  3.000
 F51  H4   C01  H2   107.62  3.000
 F51  H3   C01  H2   107.38  3.000
 F51  H4   C01  C02  111.21  3.000
 F51  H3   C01  C02  111.56  3.000
 F51  H2   C01  C02  111.67  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  CONST_65  H16  O05  C04  C03  180.00   0.0  0
 F51  Var_01    O06  C04  C03  C02   65.33  30.0  2
 F51  Var_02    H2   C01  C02  C03  -89.70  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
 F51  plan-4  H16  0.020

