# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Jul 21 07:23:39 2021
#   Inital geometry file: a 72 line input string
#   Ligand name: 5-bromanyl-2-(2-fluoranylpyridin-4-yl)-1,7-naphthyridin-8-amine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Nc1ncc(Br)c2ccc(nc12)c3ccnc(F)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
 JWE  JWE  5-bromanyl-2-(2-fluoranylpyridin-4-yl)-1,7-naphthyridin-8-amine  ligand  27  19  .  2022-03-22  2022-07-25
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_JWE
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
 JWE  C1   C   CR16  0  -0.304  21.4839  35.2335  -15.5294
 JWE  C2   C   CR6   0   0.232  22.2959  34.2067  -15.0021
 JWE  C3   C   CR66  0   0.061  22.2870  35.2077  -12.9424
 JWE  C7   C   CR6   0   0.453  22.7301  35.1751  -11.5666
 JWE  C8   C   CR6   0   0.181  22.7547  33.0734  -15.8316
 JWE  C9   C   CR16  0  -0.361  23.1745  31.8815  -15.2348
 JWE  C10  C   CR16  0  -0.044  23.5964  30.8451  -16.0418
 JWE  C11  C   CR6   0   0.598  23.2440  32.0428  -17.9040
 JWE  C12  C   CR16  0  -0.542  22.7915  33.1563  -17.2176
 JWE  F    F   F     0  -0.300  23.2991  32.1041  -19.2367
 JWE  N3   N   N     0  -0.423  23.6338  30.9212  -17.3729
 JWE  N    N   N     0  -0.458  22.6684  34.2109  -13.7440
 JWE  N2   N   NH2   0  -0.812  23.4846  34.1531  -11.1563
 JWE  N1   N   N     0  -0.463  22.3978  36.1224  -10.7152
 JWE  C6   C   CR16  0  -0.054  21.6295  37.1403  -11.1343
 JWE  C5   C   CR6   0  -0.319  21.1565  37.2724  -12.4101
 JWE  BR   BR  BR    0  -0.045  20.0873  38.7564  -12.8641
 JWE  C4   C   CR66  0   0.280  21.4839  36.2839  -13.3706
 JWE  C    C   CR16  0  -0.187  21.0824  36.2602  -14.7219
 JWE  H1   H   HCR6  0   0.286  21.1594  35.2110  -16.5600
 JWE  H2   H   HCR6  0   0.276  23.1643  31.7635  -14.1613
 JWE  H3   H   HCR6  0   0.281  23.9192  29.9086  -15.6048
 JWE  H4   H   HCR6  0   0.290  22.5028  34.0462  -17.7589
 JWE  H5   H   HNH2  0   0.403  23.8661  34.1489  -10.2263
 JWE  H6   H   HNH2  0   0.411  23.8036  33.4643  -11.8152
 JWE  H7   H   HCR6  0   0.280  21.3930  37.8844  -10.3817
 JWE  H8   H   HCR6  0   0.280  20.4563  37.0431  -15.1271

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
 JWE  F    C11  single    1.335  0.020  1.335
 JWE  C11  N3   aromatic  1.301  0.020  1.301
 JWE  C11  C12  aromatic  1.384  0.020  1.384
 JWE  N3   C10  aromatic  1.334  0.020  1.334
 JWE  C12  C8   aromatic  1.389  0.020  1.389
 JWE  C10  C9   aromatic  1.380  0.020  1.380
 JWE  C8   C9   aromatic  1.398  0.020  1.398
 JWE  C8   C2   single    1.477  0.020  1.477
 JWE  C1   C2   aromatic  1.411  0.020  1.411
 JWE  C1   C    aromatic  1.366  0.020  1.366
 JWE  C2   N    aromatic  1.312  0.020  1.312
 JWE  C    C4   aromatic  1.410  0.020  1.410
 JWE  N    C3   aromatic  1.335  0.020  1.335
 JWE  C4   C3   aromatic  1.409  0.020  1.409
 JWE  C4   C5   aromatic  1.417  0.020  1.417
 JWE  C3   C7   aromatic  1.446  0.020  1.446
 JWE  BR   C5   single    1.885  0.020  1.885
 JWE  C5   C6   aromatic  1.367  0.020  1.367
 JWE  C7   N2   single    1.335  0.020  1.335
 JWE  C7   N1   aromatic  1.316  0.020  1.316
 JWE  C6   N1   aromatic  1.342  0.020  1.342
 JWE  C1   H1   single    0.930  0.020  1.080
 JWE  C9   H2   single    0.930  0.020  1.080
 JWE  C10  H3   single    0.930  0.020  1.080
 JWE  C12  H4   single    0.930  0.020  1.080
 JWE  N2   H5   single    0.860  0.020  1.020
 JWE  N2   H6   single    0.860  0.020  1.020
 JWE  C6   H7   single    0.930  0.020  1.080
 JWE  C    H8   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
 JWE  H1   C1   C    119.40  3.000
 JWE  H1   C1   C2   120.93  3.000
 JWE  C    C1   C2   119.66  3.000
 JWE  N    C2   C8   116.91  3.000
 JWE  N    C2   C1   121.29  3.000
 JWE  C8   C2   C1   121.80  3.000
 JWE  C4   C3   N    123.40  3.000
 JWE  C4   C3   C7   118.75  3.000
 JWE  N    C3   C7   117.84  3.000
 JWE  N1   C7   N2   119.66  3.000
 JWE  N1   C7   C3   121.46  3.000
 JWE  N2   C7   C3   118.88  3.000
 JWE  C12  C8   C9   117.98  3.000
 JWE  C9   C8   C2   120.51  3.000
 JWE  C12  C8   C2   121.51  3.000
 JWE  H2   C9   C10  120.15  3.000
 JWE  H2   C9   C8   120.99  3.000
 JWE  C10  C9   C8   118.86  3.000
 JWE  H3   C10  N3   116.34  3.000
 JWE  H3   C10  C9   120.32  3.000
 JWE  N3   C10  C9   123.33  3.000
 JWE  N3   C11  F    115.77  3.000
 JWE  N3   C11  C12  126.10  3.000
 JWE  F    C11  C12  118.13  3.000
 JWE  H4   C12  C11  120.09  3.000
 JWE  H4   C12  C8   122.81  3.000
 JWE  C11  C12  C8   117.10  3.000
 JWE  C11  N3   C10  116.63  3.000
 JWE  C3   N    C2   119.81  3.000
 JWE  H6   N2   H5   118.90  3.000
 JWE  H6   N2   C7   120.17  3.000
 JWE  H5   N2   C7   120.13  3.000
 JWE  C6   N1   C7   119.23  3.000
 JWE  H7   C6   C5   120.39  3.000
 JWE  H7   C6   N1   115.37  3.000
 JWE  C5   C6   N1   124.24  3.000
 JWE  C4   C5   BR   121.15  3.000
 JWE  BR   C5   C6   119.82  3.000
 JWE  C4   C5   C6   119.03  3.000
 JWE  C    C4   C5   126.56  3.000
 JWE  C5   C4   C3   117.29  3.000
 JWE  C    C4   C3   116.15  3.000
 JWE  H8   C    C4   120.79  3.000
 JWE  H8   C    C1   119.52  3.000
 JWE  C4   C    C1   119.69  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
 JWE  CONST_03  C3   N    C2   C1     0.00  0.0  0
 JWE  CONST_04  C3   C4   C    C1     0.00  0.0  0
 JWE  CONST_05  C5   C4   C    C1   180.00  0.0  0
 JWE  CONST_06  C11  C12  C8   C2   180.00  0.0  0
 JWE  CONST_07  C10  C9   C8   C2   180.00  0.0  0
 JWE  CONST_08  C4   C    C1   C2     0.00  0.0  0
 JWE  CONST_09  C4   C3   N    C2     0.00  0.0  0
 JWE  CONST_10  C7   C3   N    C2   180.00  0.0  0
 JWE  CONST_11  C8   C2   N    C3   180.00  0.0  0
 JWE  CONST_12  C6   C5   C4   C3     0.00  0.0  0
 JWE  CONST_13  C6   N1   C7   C3     0.00  0.0  0
 JWE  CONST_14  C    C4   C3   C7   180.00  0.0  0
 JWE  CONST_15  C5   C4   C3   C7     0.00  0.0  0
 JWE  CONST_16  C5   C6   N1   C7     0.00  0.0  0
 JWE  CONST_17  N3   C11  C12  C8     0.00  0.0  0
 JWE  CONST_18  N3   C10  C9   C8     0.00  0.0  0
 JWE  CONST_19  C    C1   C2   C8   180.00  0.0  0
 JWE  CONST_20  C11  N3   C10  C9     0.00  0.0  0
 JWE  CONST_21  C11  C12  C8   C9     0.00  0.0  0
 JWE  CONST_23  C12  C11  N3   C10    0.00  0.0  0
 JWE  CONST_24  C12  C8   C9   C10    0.00  0.0  0
 JWE  CONST_26  C    C1   C2   N      0.00  0.0  0
 JWE  CONST_27  C    C4   C3   N      0.00  0.0  0
 JWE  CONST_28  C5   C4   C3   N    180.00  0.0  0
 JWE  CONST_29  N1   C7   C3   N    180.00  0.0  0
 JWE  CONST_30  C4   C3   C7   N1     0.00  0.0  0
 JWE  CONST_31  C4   C5   C6   N1     0.00  0.0  0
 JWE  CONST_32  C    C4   C5   C6   180.00  0.0  0
 JWE  CONST_33  BR   C5   C4   C3   180.00  0.0  0
 JWE  CONST_34  F    C11  C12  C8   180.00  0.0  0
 JWE  CONST_35  F    C11  N3   C10  180.00  0.0  0
 JWE  CONST_36  N2   C7   C3   N      0.00  0.0  0
 JWE  CONST_37  C4   C3   C7   N2   180.00  0.0  0
 JWE  CONST_38  C6   N1   C7   N2   180.00  0.0  0
 JWE  CONST_39  BR   C5   C6   N1   180.00  0.0  0
 JWE  CONST_40  C    C4   C5   BR     0.00  0.0  0
 JWE  CONST_41  H4   C12  C8   C2     0.00  0.0  0
 JWE  CONST_42  H2   C9   C8   C2     0.00  0.0  0
 JWE  CONST_43  H8   C    C1   C2   180.00  0.0  0
 JWE  CONST_44  H7   C6   N1   C7   180.00  0.0  0
 JWE  CONST_45  H3   C10  C9   C8   180.00  0.0  0
 JWE  CONST_46  H1   C1   C2   C8     0.00  0.0  0
 JWE  CONST_47  H5   N2   C7   C3   180.00  0.0  0
 JWE  CONST_48  H6   N2   C7   C3     0.00  0.0  0

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
 JWE  plan-1  C2   0.020
 JWE  plan-1  C8   0.020
 JWE  plan-1  C9   0.020
 JWE  plan-1  C10  0.020
 JWE  plan-1  C11  0.020
 JWE  plan-1  C12  0.020
 JWE  plan-1  F    0.020
 JWE  plan-1  N3   0.020
 JWE  plan-1  H2   0.020
 JWE  plan-1  H3   0.020
 JWE  plan-1  H4   0.020
 JWE  plan-2  C1   0.020
 JWE  plan-2  C2   0.020
 JWE  plan-2  C3   0.020
 JWE  plan-2  C7   0.020
 JWE  plan-2  C8   0.020
 JWE  plan-2  N    0.020
 JWE  plan-2  N2   0.020
 JWE  plan-2  N1   0.020
 JWE  plan-2  C6   0.020
 JWE  plan-2  C5   0.020
 JWE  plan-2  BR   0.020
 JWE  plan-2  C4   0.020
 JWE  plan-2  C    0.020
 JWE  plan-2  H1   0.020
 JWE  plan-2  H7   0.020
 JWE  plan-2  H8   0.020
 JWE  plan-3  C7   0.020
 JWE  plan-3  N2   0.020
 JWE  plan-3  H5   0.020
 JWE  plan-3  H6   0.020

