# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr 29 10:27:12 2020
#   Inital geometry file: a 116 line input string
#   Ligand name: 2-[2-(2-fluorophenyl)pyridin-4-yl]-1,5,6,7-tetrahydro-4H-pyrrolo[3,2-c]pyridin-4-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Fc1ccccc1c2cc(ccn2)c3[nH]c4CCNC(=O)c4c3
#
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
 F10  F10  2-[2-(2-fluorophenyl)pyridin-4-yl]-1,5,6,7-tetrahydro-4H-pyrrolo[3,2-c]pyridin-4-one  ligand  37  23  .  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_F10
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
 F10  N1    N  NH1   0  -0.650   3.2973  -4.3838   1.2625
 F10  O3    O  O     0  -0.493   1.9970  -3.8238   3.0351
 F10  C10   C  CR16  0  -0.270  -3.4399   1.6467   2.5252
 F10  C11   C  CR16  0  -0.422  -1.0503   0.7764   0.8648
 F10  C9    C  CR16  0  -0.257  -4.2133   2.1939   3.5378
 F10  C14   C  CR15  0  -0.418   0.8304  -1.5884   1.3037
 F10  C17   C  CH2   0  -0.284   3.9540  -3.9990   0.0222
 F10  C18   C  CH2   0  -0.527   2.9549  -3.5011  -1.0171
 F10  C15   C  CR5   0  -0.132   1.7677  -2.6042   1.0186
 F10  C16   C  C     0   0.475   2.3530  -3.6309   1.8778
 F10  C21   C  CR16  0  -0.389  -0.4292   0.7520  -1.4288
 F10  C22   C  CR16  0  -0.072  -1.2754   1.8337  -1.6039
 F10  C19   C  CR5   0   0.364   2.0475  -2.5484  -0.3313
 F10  C12   C  CR6   0   0.189  -0.2993   0.1912  -0.1573
 F10  C13   C  CR5   0   0.368   0.5714  -0.9356   0.1182
 F10  C2    C  CR6   0   0.237  -1.8775   1.8545   0.5857
 F10  C4    C  CR6   0  -0.153  -2.6938   2.4521   1.6647
 F10  C5    C  CR6   0   0.523  -2.7503   3.8253   1.8725
 F10  C7    C  CR16  0  -0.405  -3.5085   4.3959   2.8757
 F10  C8    C  CR16  0  -0.243  -4.2486   3.5708   3.7108
 F10  F6    F  F     0  -0.301  -2.0145   4.6340   1.0974
 F10  N20   N  NR15  0  -0.722   1.3249  -1.5493  -0.8604
 F10  N23   N  N     0  -0.424  -1.9897   2.3838  -0.6331
 F10  HN1   H  HNH1  0   0.397   3.7788  -5.0543   1.8425
 F10  H11   H  HCR6  0   0.265  -0.9852   0.4061   1.8791
 F10  H9    H  HCR6  0   0.265  -4.7901   1.5472   4.1847
 F10  H14   H  HCR5  0   0.260   0.4015  -1.3614   2.2668
 F10  H171  H  HCH2  0   0.265   4.4849  -4.8690  -0.3589
 F10  H172  H  HCH2  0   0.242   4.6981  -3.2172   0.2075
 F10  H181  H  HCH2  0   0.271   2.3802  -4.3356  -1.4303
 F10  H182  H  HCH2  0   0.276   3.4922  -3.0368  -1.8448
 F10  H21   H  HCR6  0   0.256   0.1122   0.3758  -2.2861
 F10  H22   H  HCR6  0   0.267  -1.3791   2.2755  -2.5886
 F10  H7    H  HCR6  0   0.281  -3.5109   5.4704   3.0059
 F10  H8    H  HCR6  0   0.271  -4.8475   4.0090   4.4979
 F10  HN20  H  HNR5  0   0.422   1.3489  -1.2885  -1.8338
 F10  H10   H  HCR6  0   0.270  -3.4240   0.5732   2.3832

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
 F10  N1   C16   single    1.355  0.020  1.355
 F10  N1   C17   single    1.455  0.020  1.455
 F10  N1   HN1   single    0.890  0.020  1.040
 F10  O3   C16   double    1.226  0.020  1.226
 F10  C10  C9    aromatic  1.387  0.020  1.387
 F10  C10  C4    aromatic  1.395  0.020  1.395
 F10  C10  H10   single    0.930  0.020  1.080
 F10  C11  C2    aromatic  1.387  0.020  1.387
 F10  C11  C12   aromatic  1.397  0.020  1.397
 F10  C11  H11   single    0.930  0.020  1.080
 F10  C9   C8    aromatic  1.388  0.020  1.388
 F10  C9   H9    single    0.930  0.020  1.080
 F10  C14  C13   double    1.378  0.020  1.378
 F10  C14  C15   single    1.411  0.020  1.411
 F10  C14  H14   single    0.930  0.020  1.080
 F10  C17  C18   single    1.525  0.020  1.525
 F10  C17  H171  single    0.970  0.020  1.090
 F10  C17  H172  single    0.970  0.020  1.090
 F10  C18  C19   single    1.484  0.020  1.484
 F10  C18  H181  single    0.970  0.020  1.090
 F10  C18  H182  single    0.970  0.020  1.090
 F10  C15  C16   single    1.461  0.020  1.461
 F10  C15  C19   double    1.380  0.020  1.380
 F10  C21  C22   aromatic  1.384  0.020  1.384
 F10  C21  C12   aromatic  1.396  0.020  1.396
 F10  C21  H21   single    0.930  0.020  1.080
 F10  C22  N23   aromatic  1.325  0.020  1.325
 F10  C22  H22   single    0.930  0.020  1.080
 F10  C19  N20   single    1.342  0.020  1.342
 F10  C12  C13   single    1.450  0.020  1.450
 F10  C13  N20   single    1.379  0.020  1.379
 F10  C2   N23   aromatic  1.333  0.020  1.333
 F10  C2   C4    single    1.479  0.020  1.479
 F10  C4   C5    aromatic  1.390  0.020  1.390
 F10  C5   C7    aromatic  1.381  0.020  1.381
 F10  C5   F6    single    1.340  0.020  1.340
 F10  C7   C8    aromatic  1.388  0.020  1.388
 F10  C7   H7    single    0.930  0.020  1.080
 F10  C8   H8    single    0.930  0.020  1.080
 F10  N20  HN20  single    0.860  0.020  1.020

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
 F10  HN1   N1   C16   116.15  3.000
 F10  HN1   N1   C17   116.77  3.000
 F10  C16   N1   C17   123.67  3.000
 F10  H10   C10  C4    118.92  3.000
 F10  H10   C10  C9    119.68  3.000
 F10  C4    C10  C9    121.39  3.000
 F10  H11   C11  C2    119.38  3.000
 F10  H11   C11  C12   120.68  3.000
 F10  C2    C11  C12   119.93  3.000
 F10  H9    C9   C8    120.33  3.000
 F10  H9    C9   C10   119.89  3.000
 F10  C8    C9   C10   119.78  3.000
 F10  H14   C14  C13   126.43  3.000
 F10  H14   C14  C15   126.59  3.000
 F10  C13   C14  C15   106.98  3.000
 F10  H172  C17  H171  107.37  3.000
 F10  H172  C17  C18   109.11  3.000
 F10  H171  C17  C18   110.00  3.000
 F10  H172  C17  N1    110.56  3.000
 F10  H171  C17  N1    107.89  3.000
 F10  C18   C17  N1    111.81  3.000
 F10  H182  C18  H181  107.27  3.000
 F10  H182  C18  C19   112.26  3.000
 F10  H181  C18  C19   110.06  3.000
 F10  H182  C18  C17   109.48  3.000
 F10  H181  C18  C17   110.63  3.000
 F10  C19   C18  C17   107.18  3.000
 F10  C19   C15  C16   121.50  3.000
 F10  C19   C15  C14   107.65  3.000
 F10  C16   C15  C14   130.77  3.000
 F10  C15   C16  O3    123.32  3.000
 F10  C15   C16  N1    113.73  3.000
 F10  O3    C16  N1    122.92  3.000
 F10  H21   C21  C12   122.40  3.000
 F10  H21   C21  C22   118.52  3.000
 F10  C12   C21  C22   119.08  3.000
 F10  H22   C22  N23   116.40  3.000
 F10  H22   C22  C21   119.45  3.000
 F10  N23   C22  C21   124.15  3.000
 F10  N20   C19  C15   107.86  3.000
 F10  N20   C19  C18   128.70  3.000
 F10  C15   C19  C18   123.39  3.000
 F10  C13   C12  C21   122.75  3.000
 F10  C13   C12  C11   120.61  3.000
 F10  C21   C12  C11   116.63  3.000
 F10  N20   C13  C12   122.61  3.000
 F10  N20   C13  C14   107.28  3.000
 F10  C12   C13  C14   130.11  3.000
 F10  N23   C2   C4    117.38  3.000
 F10  C4    C2   C11   119.76  3.000
 F10  N23   C2   C11   122.86  3.000
 F10  C5    C4   C2    122.05  3.000
 F10  C5    C4   C10   117.16  3.000
 F10  C2    C4   C10   120.79  3.000
 F10  F6    C5   C7    118.18  3.000
 F10  F6    C5   C4    119.17  3.000
 F10  C7    C5   C4    122.62  3.000
 F10  H7    C7   C8    121.11  3.000
 F10  H7    C7   C5    119.92  3.000
 F10  C8    C7   C5    118.97  3.000
 F10  H8    C8   C7    119.49  3.000
 F10  H8    C8   C9    120.43  3.000
 F10  C7    C8   C9    120.08  3.000
 F10  HN20  N20  C13   125.67  3.000
 F10  HN20  N20  C19   124.10  3.000
 F10  C13   N20  C19   110.23  3.000
 F10  C2    N23  C22   117.35  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
 F10  CONST_01  C7   C8   C9   C10     0.00   0.0  0
 F10  CONST_04  C7   C5   C4   C10     0.00   0.0  0
 F10  CONST_05  C22  N23  C2   C11     0.00   0.0  0
 F10  CONST_07  C22  C21  C12  C11     0.00   0.0  0
 F10  CONST_08  C2   C4   C10  C9    180.00   0.0  0
 F10  CONST_09  C5   C4   C10  C9      0.00   0.0  0
 F10  CONST_10  C5   C7   C8   C9      0.00   0.0  0
 F10  CONST_11  C2   N23  C22  C21     0.00   0.0  0
 F10  CONST_12  C2   C11  C12  C21     0.00   0.0  0
 F10  CONST_13  C4   C2   N23  C22   180.00   0.0  0
 F10  CONST_14  N23  C2   C11  C12     0.00   0.0  0
 F10  CONST_15  C4   C2   C11  C12   180.00   0.0  0
 F10  CONST_16  N23  C22  C21  C12     0.00   0.0  0
 F10  CONST_17  C7   C5   C4   C2    180.00   0.0  0
 F10  CONST_18  C8   C9   C10  C4      0.00   0.0  0
 F10  CONST_19  C8   C7   C5   C4      0.00   0.0  0
 F10  CONST_21  C13  C12  C21  C22   180.00   0.0  0
 F10  CONST_22  C2   C11  C12  C13   180.00   0.0  0
 F10  CONST_24  F6   C5   C4   C10   180.00   0.0  0
 F10  CONST_25  F6   C5   C4   C2      0.00   0.0  0
 F10  CONST_26  F6   C5   C7   C8    180.00   0.0  0
 F10  CONST_27  C17  N1   C16  O3    180.00   0.0  0
 F10  CONST_28  H8   C8   C9   C10   180.00   0.0  0
 F10  CONST_29  H21  C21  C12  C11   180.00   0.0  0
 F10  CONST_30  H7   C7   C8   C9    180.00   0.0  0
 F10  CONST_31  H11  C11  C12  C21   180.00   0.0  0
 F10  CONST_32  H22  C22  C21  C12   180.00   0.0  0
 F10  CONST_33  H10  C10  C4   C2      0.00   0.0  0
 F10  CONST_34  H9   C9   C10  C4    180.00   0.0  0
 F10  CONST_35  HN1  N1   C16  C15   180.00   0.0  0
 F10  Var_01    C14  C15  C16  N1   -175.78  30.0  1
 F10  Var_02    C19  C18  C17  N1     46.57  30.0  1
 F10  Var_03    C14  C13  C12  C11    -0.73  30.0  2
 F10  Var_04    C15  C19  C18  C17   -27.20  30.0  1
 F10  Var_05    C16  N1   C17  C18   -46.25  30.0  1

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
 F10  plan-1  C10   0.020
 F10  plan-1  C9    0.020
 F10  plan-1  C2    0.020
 F10  plan-1  C4    0.020
 F10  plan-1  C5    0.020
 F10  plan-1  C7    0.020
 F10  plan-1  C8    0.020
 F10  plan-1  F6    0.020
 F10  plan-1  H9    0.020
 F10  plan-1  H7    0.020
 F10  plan-1  H8    0.020
 F10  plan-1  H10   0.020
 F10  plan-2  C11   0.020
 F10  plan-2  C21   0.020
 F10  plan-2  C22   0.020
 F10  plan-2  C12   0.020
 F10  plan-2  C13   0.020
 F10  plan-2  C2    0.020
 F10  plan-2  C4    0.020
 F10  plan-2  N23   0.020
 F10  plan-2  H11   0.020
 F10  plan-2  H21   0.020
 F10  plan-2  H22   0.020
 F10  plan-3  N1    0.020
 F10  plan-3  O3    0.020
 F10  plan-3  C17   0.020
 F10  plan-3  C15   0.020
 F10  plan-3  C16   0.020
 F10  plan-3  HN1   0.020
 F10  plan-4  C14   0.020
 F10  plan-4  C18   0.020
 F10  plan-4  C15   0.020
 F10  plan-4  C16   0.020
 F10  plan-4  C19   0.020
 F10  plan-4  C12   0.020
 F10  plan-4  C13   0.020
 F10  plan-4  N20   0.020
 F10  plan-4  H14   0.020
 F10  plan-4  HN20  0.020

