# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 30 12:26:30 2020
#   Inital geometry file: a 79 line input string
#   Ligand name: 3-{[(4-fluorophenyl)methyl]amino}pyridine-4-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1ccncc1NCc2ccc(F)cc2
#
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
 QC1  QC1  '3-{[(4-fluorophenyl)methyl]amino}pyridine-4-carboxylic acid'  ligand  28  18  .  2021-08-20  2021-08-20  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_QC1
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
 QC1  F18  F  F      0  -0.317  -5.6666   0.7924   0.2188
 QC1  C15  C  CR6    0   0.514  -4.4386   0.2613   0.0967
 QC1  C14  C  CR16   0  -0.398  -3.9429   0.0063  -1.1655
 QC1  C13  C  CR16   0  -0.286  -2.6724  -0.5449  -1.2783
 QC1  C16  C  CR16   0  -0.398  -3.7131  -0.0149   1.2412
 QC1  C17  C  CR16   0  -0.265  -2.4480  -0.5648   1.1050
 QC1  C12  C  CR6    0   0.069  -1.9139  -0.8410  -0.1519
 QC1  C11  C  CH2    0  -0.335  -0.5306  -1.4171  -0.2761
 QC1  N10  N  NH1    0  -0.692   0.4463  -0.4070   0.0487
 QC1  C2   C  C      0   0.281   1.7862  -0.6358   0.0349
 QC1  C1   C  C      0  -0.121   2.7208   0.4264   0.0939
 QC1  C7   C  C      0   0.441   2.3231   1.8961   0.0920
 QC1  O9   O  OC    -1  -0.574   3.2381   2.7265   0.2070
 QC1  O8   O  O      0  -0.595   1.1037   2.1616  -0.0398
 QC1  C3   C  C1     0  -0.186   2.3073  -1.9445  -0.0222
 QC1  N4   N  N      0  -0.387   3.5961  -2.2357   0.0097
 QC1  C5   C  C1     0  -0.117   4.4678  -1.2371   0.0918
 QC1  C6   C  C1     0  -0.344   4.0659   0.0879   0.1298
 QC1  H1   H  HCR6   0   0.279  -4.5319   0.2315  -2.0450
 QC1  H2   H  HCR6   0   0.264  -2.2723  -0.7468  -2.2641
 QC1  H3   H  HCR6   0   0.280  -4.1281   0.1923   2.2187
 QC1  H4   H  HCR6   0   0.263  -1.8723  -0.7867   1.9952
 QC1  H5   H  HCH2   0   0.242  -0.4342  -2.2653   0.4093
 QC1  H7   H  H      0   0.258   1.6329  -2.7909  -0.0951
 QC1  H8   H  H      0   0.243   5.5194  -1.4994   0.1198
 QC1  H9   H  H      0   0.252   4.8085   0.8722   0.1798
 QC1  H10  H  HCH2   0   0.236  -0.3866  -1.8181  -1.2883
 QC1  H11  H  HNH1   0   0.393   0.2173   0.5737  -0.0940

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
 QC1  C14  C13  aromatic  1.390  0.020  1.390
 QC1  C14  C15  aromatic  1.380  0.020  1.380
 QC1  C13  C12  aromatic  1.390  0.020  1.390
 QC1  F18  C15  single    1.344  0.020  1.344
 QC1  C15  C16  aromatic  1.383  0.020  1.383
 QC1  C12  C11  single    1.504  0.020  1.504
 QC1  C12  C17  aromatic  1.393  0.020  1.393
 QC1  C11  N10  single    1.442  0.020  1.442
 QC1  N10  C2   single    1.359  0.020  1.359
 QC1  C16  C17  aromatic  1.386  0.020  1.386
 QC1  C3   C2   aromatic  1.410  0.020  1.410
 QC1  C3   N4   aromatic  1.322  0.020  1.322
 QC1  C2   C1   aromatic  1.416  0.020  1.416
 QC1  O8   C7   deloc     1.255  0.020  1.255
 QC1  N4   C5   aromatic  1.328  0.020  1.328
 QC1  C1   C7   single    1.523  0.020  1.523
 QC1  C1   C6   aromatic  1.387  0.020  1.387
 QC1  C7   O9   deloc     1.241  0.020  1.241
 QC1  C5   C6   aromatic  1.385  0.020  1.385
 QC1  C14  H1   single    0.930  0.020  1.080
 QC1  C13  H2   single    0.930  0.020  1.080
 QC1  C16  H3   single    0.930  0.020  1.080
 QC1  C17  H4   single    0.930  0.020  1.080
 QC1  C11  H5   single    0.970  0.020  1.090
 QC1  C3   H7   single    0.930  0.020  1.080
 QC1  C5   H8   single    0.930  0.020  1.080
 QC1  C6   H9   single    0.930  0.020  1.080
 QC1  C11  H10  single    0.970  0.020  1.090
 QC1  N10  H11  single    0.890  0.020  1.040

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
 QC1  C16  C15  C14  122.12  3.000
 QC1  C16  C15  F18  118.90  3.000
 QC1  C14  C15  F18  118.98  3.000
 QC1  H1   C14  C13  120.95  3.000
 QC1  H1   C14  C15  120.63  3.000
 QC1  C13  C14  C15  118.42  3.000
 QC1  H2   C13  C12  119.76  3.000
 QC1  H2   C13  C14  119.06  3.000
 QC1  C12  C13  C14  121.18  3.000
 QC1  H3   C16  C17  120.99  3.000
 QC1  H3   C16  C15  120.54  3.000
 QC1  C17  C16  C15  118.47  3.000
 QC1  H4   C17  C12  119.81  3.000
 QC1  H4   C17  C16  119.05  3.000
 QC1  C12  C17  C16  121.14  3.000
 QC1  C11  C12  C17  120.21  3.000
 QC1  C17  C12  C13  118.66  3.000
 QC1  C11  C12  C13  121.11  3.000
 QC1  H10  C11  H5   106.42  3.000
 QC1  H10  C11  N10  111.99  3.000
 QC1  H5   C11  N10  110.00  3.000
 QC1  H10  C11  C12  109.68  3.000
 QC1  H5   C11  C12  109.03  3.000
 QC1  N10  C11  C12  109.64  3.000
 QC1  H11  N10  C2   112.50  3.000
 QC1  H11  N10  C11  119.42  3.000
 QC1  C2   N10  C11  123.19  3.000
 QC1  C3   C2   C1   117.00  3.000
 QC1  C1   C2   N10  121.60  3.000
 QC1  C3   C2   N10  121.40  3.000
 QC1  C6   C1   C7   119.26  3.000
 QC1  C6   C1   C2   117.25  3.000
 QC1  C7   C1   C2   123.48  3.000
 QC1  O8   C7   O9   125.77  3.000
 QC1  O9   C7   C1   116.95  3.000
 QC1  O8   C7   C1   117.27  3.000
 QC1  H7   C3   N4   115.85  3.000
 QC1  H7   C3   C2   119.82  3.000
 QC1  N4   C3   C2   124.33  3.000
 QC1  C5   N4   C3   118.41  3.000
 QC1  H8   C5   C6   120.81  3.000
 QC1  H8   C5   N4   117.15  3.000
 QC1  C6   C5   N4   122.05  3.000
 QC1  H9   C6   C5   119.73  3.000
 QC1  H9   C6   C1   119.35  3.000
 QC1  C5   C6   C1   120.93  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
 QC1  CONST_01  C12  C13  C14  C15    0.00   0.0  0
 QC1  CONST_02  C12  C17  C16  C15    0.00   0.0  0
 QC1  CONST_03  C17  C12  C13  C14    0.00   0.0  0
 QC1  CONST_04  C17  C16  C15  C14    0.00   0.0  0
 QC1  CONST_05  C16  C15  C14  C13    0.00   0.0  0
 QC1  CONST_06  C16  C17  C12  C13    0.00   0.0  0
 QC1  CONST_07  C5   N4   C3   C2     0.00   0.0  0
 QC1  CONST_08  C5   C6   C1   C2     0.00   0.0  0
 QC1  CONST_09  N4   C3   C2   C1     0.00   0.0  0
 QC1  CONST_10  N4   C5   C6   C1     0.00   0.0  0
 QC1  CONST_11  C6   C1   C2   C3     0.00   0.0  0
 QC1  CONST_12  C6   C5   N4   C3     0.00   0.0  0
 QC1  CONST_13  C13  C14  C15  F18  180.00   0.0  0
 QC1  CONST_14  C17  C16  C15  F18  180.00   0.0  0
 QC1  CONST_15  C11  C12  C13  C14  180.00   0.0  0
 QC1  CONST_16  C11  C12  C17  C16  180.00   0.0  0
 QC1  CONST_17  N4   C3   C2   N10  180.00   0.0  0
 QC1  CONST_18  C6   C1   C2   N10  180.00   0.0  0
 QC1  CONST_19  C3   C2   C1   C7   180.00   0.0  0
 QC1  CONST_20  C5   C6   C1   C7   180.00   0.0  0
 QC1  CONST_21  H2   C13  C14  C15  180.00   0.0  0
 QC1  CONST_22  H4   C17  C16  C15  180.00   0.0  0
 QC1  CONST_23  H3   C16  C15  C14  180.00   0.0  0
 QC1  CONST_24  H1   C14  C15  C16  180.00   0.0  0
 QC1  CONST_25  H9   C6   C1   C2   180.00   0.0  0
 QC1  CONST_26  H7   C3   C2   C1   180.00   0.0  0
 QC1  CONST_27  H8   C5   C6   C1   180.00   0.0  0
 QC1  CONST_28  C3   C2   N10  C11    0.00   0.0  0
 QC1  CONST_29  C1   C2   N10  C11  180.00   0.0  0
 QC1  CONST_30  H11  N10  C2   C1     0.00   0.0  0
 QC1  Var_01    N10  C11  C12  C13  106.52  30.0  2
 QC1  Var_02    C2   N10  C11  C12  179.48  30.0  3
 QC1  Var_03    O8   C7   C1   C2    -3.84  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
 QC1  plan-1  F18  0.020
 QC1  plan-1  C15  0.020
 QC1  plan-1  C14  0.020
 QC1  plan-1  C13  0.020
 QC1  plan-1  C16  0.020
 QC1  plan-1  C17  0.020
 QC1  plan-1  C12  0.020
 QC1  plan-1  C11  0.020
 QC1  plan-1  H1   0.020
 QC1  plan-1  H2   0.020
 QC1  plan-1  H3   0.020
 QC1  plan-1  H4   0.020
 QC1  plan-2  N10  0.020
 QC1  plan-2  C2   0.020
 QC1  plan-2  C1   0.020
 QC1  plan-2  C7   0.020
 QC1  plan-2  C3   0.020
 QC1  plan-2  N4   0.020
 QC1  plan-2  C5   0.020
 QC1  plan-2  C6   0.020
 QC1  plan-2  H7   0.020
 QC1  plan-2  H8   0.020
 QC1  plan-2  H9   0.020
 QC1  plan-3  C11  0.020
 QC1  plan-3  N10  0.020
 QC1  plan-3  C2   0.020
 QC1  plan-3  H11  0.020
 QC1  plan-4  C1   0.020
 QC1  plan-4  C7   0.020
 QC1  plan-4  O9   0.020
 QC1  plan-4  O8   0.020

