# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Mar 22 05:46:38 2020
#   Inital geometry file: a 83 line input string
#   Ligand name: 1-[7-amino-1-(pyrimidin-2-yl)indolizin-3-yl]ethanone
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(=O)c1cc(c2cc(N)ccn12)c3ncccn3
#
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
 1FK  1FK  1-[7-amino-1-(pyrimidin-2-yl)indolizin-3-yl]ethanone  ligand  31  19  .  2021-08-03  2021-08-03  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_1FK
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
 1FK  O    O  O     0  -0.449  -3.8458   1.6646   0.0183
 1FK  C1   C  C     0   0.337  -2.6947   2.0871   0.0161
 1FK  C    C  CH3   0  -0.793  -2.4150   3.5711   0.0223
 1FK  C2   C  CR5   0   0.231  -1.5406   1.2272   0.0062
 1FK  N3   N  N     0  -0.629  -1.5779  -0.1741  -0.0032
 1FK  C13  C  CR16  0   0.018  -2.6492  -1.0102  -0.0044
 1FK  C12  C  CR16  0  -0.431  -2.4749  -2.3537  -0.0144
 1FK  C11  C  CR6   0   0.472  -1.1695  -2.9188  -0.0215
 1FK  N2   N  NH2   0  -0.855  -1.0204  -4.2653  -0.0707
 1FK  C10  C  CR16  0  -0.513  -0.0869  -2.0540  -0.0175
 1FK  C9   C  CR56  0   0.472  -0.2902  -0.6737  -0.0115
 1FK  C4   C  CR5   0  -0.083   0.5907   0.4374  -0.0074
 1FK  C3   C  CR15  0  -0.370  -0.2062   1.5833   0.0033
 1FK  C5   C  CR6   0   0.321   2.0371   0.4246  -0.0125
 1FK  N1   N  N     0  -0.446   2.6682  -0.7528  -0.0190
 1FK  C8   C  CR16  0  -0.011   3.9928  -0.7336  -0.0242
 1FK  C7   C  CR16  0  -0.376   4.7205   0.4432  -0.0231
 1FK  C6   C  CR16  0  -0.017   3.9741   1.6123  -0.0160
 1FK  N    N  N     0  -0.431   2.6529   1.6132  -0.0107
 1FK  H1   H  HCH3  0   0.263  -3.3517   4.1239   0.0413
 1FK  H2   H  HCH3  0   0.262  -1.8239   3.8589   0.8925
 1FK  H3   H  HCH3  0   0.263  -1.8541   3.8693  -0.8644
 1FK  H4   H  HCR6  0   0.321  -3.6239  -0.5539   0.0036
 1FK  H5   H  HCR6  0   0.287  -3.3488  -2.9906  -0.0179
 1FK  H6   H  HNH2  0   0.396  -1.7998  -4.8432   0.1947
 1FK  H7   H  HNH2  0   0.396  -0.1190  -4.6557   0.1470
 1FK  H8   H  HCR6  0   0.282   0.9276  -2.4230  -0.0196
 1FK  H9   H  HCR5  0   0.264   0.1640   2.5966   0.0089
 1FK  H10  H  HCR6  0   0.270   4.4918  -1.6966  -0.0296
 1FK  H11  H  HCR6  0   0.279   5.7999   0.4510  -0.0276
 1FK  H12  H  HCR6  0   0.271   4.4611   2.5817  -0.0152

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
 1FK  C8   N1   aromatic  1.325  0.020  1.325
 1FK  C8   C7   aromatic  1.384  0.020  1.384
 1FK  N1   C5   aromatic  1.336  0.020  1.336
 1FK  C    C1   single    1.510  0.020  1.510
 1FK  C7   C6   aromatic  1.387  0.020  1.387
 1FK  C3   C4   aromatic  1.396  0.020  1.396
 1FK  C3   C2   aromatic  1.381  0.020  1.381
 1FK  C5   C4   single    1.446  0.020  1.446
 1FK  C5   N    aromatic  1.339  0.020  1.339
 1FK  C4   C9   aromatic  1.418  0.020  1.418
 1FK  C2   C1   single    1.439  0.020  1.439
 1FK  C2   N3   aromatic  1.402  0.020  1.402
 1FK  C1   O    double    1.226  0.020  1.226
 1FK  C9   N3   aromatic  1.381  0.020  1.381
 1FK  C9   C10  aromatic  1.395  0.020  1.395
 1FK  N3   C13  aromatic  1.359  0.020  1.359
 1FK  C10  C11  aromatic  1.386  0.020  1.386
 1FK  C13  C12  aromatic  1.355  0.020  1.355
 1FK  C11  C12  aromatic  1.422  0.020  1.422
 1FK  C11  N2   single    1.356  0.020  1.356
 1FK  C6   N    aromatic  1.321  0.020  1.321
 1FK  C    H1   single    0.970  0.020  1.090
 1FK  C    H2   single    0.970  0.020  1.090
 1FK  C    H3   single    0.970  0.020  1.090
 1FK  C13  H4   single    0.930  0.020  1.080
 1FK  C12  H5   single    0.930  0.020  1.080
 1FK  N2   H6   single    0.890  0.020  1.040
 1FK  N2   H7   single    0.890  0.020  1.040
 1FK  C10  H8   single    0.930  0.020  1.080
 1FK  C3   H9   single    0.930  0.020  1.080
 1FK  C8   H10  single    0.930  0.020  1.080
 1FK  C7   H11  single    0.930  0.020  1.080
 1FK  C6   H12  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
 1FK  C2   C1   C    116.02  3.000
 1FK  C2   C1   O    123.15  3.000
 1FK  C    C1   O    120.83  3.000
 1FK  H3   C    H2   107.32  3.000
 1FK  H3   C    H1   108.55  3.000
 1FK  H2   C    H1   108.58  3.000
 1FK  H3   C    C1   111.13  3.000
 1FK  H2   C    C1   111.28  3.000
 1FK  H1   C    C1   109.88  3.000
 1FK  C3   C2   N3   106.47  3.000
 1FK  N3   C2   C1   125.16  3.000
 1FK  C3   C2   C1   128.37  3.000
 1FK  C9   N3   C13  120.82  3.000
 1FK  C13  N3   C2   129.50  3.000
 1FK  C9   N3   C2   109.68  3.000
 1FK  H4   C13  C12  122.49  3.000
 1FK  H4   C13  N3   116.94  3.000
 1FK  C12  C13  N3   120.58  3.000
 1FK  H5   C12  C11  120.51  3.000
 1FK  H5   C12  C13  118.69  3.000
 1FK  C11  C12  C13  120.80  3.000
 1FK  C10  C11  N2   122.28  3.000
 1FK  N2   C11  C12  119.72  3.000
 1FK  C10  C11  C12  117.98  3.000
 1FK  H7   N2   H6   114.46  3.000
 1FK  H7   N2   C11  118.44  3.000
 1FK  H6   N2   C11  118.41  3.000
 1FK  H8   C10  C9   118.37  3.000
 1FK  H8   C10  C11  121.40  3.000
 1FK  C9   C10  C11  120.24  3.000
 1FK  C4   C9   C10  133.21  3.000
 1FK  C10  C9   N3   119.58  3.000
 1FK  C4   C9   N3   107.20  3.000
 1FK  C5   C4   C3   125.32  3.000
 1FK  C5   C4   C9   127.90  3.000
 1FK  C3   C4   C9   106.78  3.000
 1FK  H9   C3   C4   125.12  3.000
 1FK  H9   C3   C2   125.01  3.000
 1FK  C4   C3   C2   109.87  3.000
 1FK  N    C5   N1   124.42  3.000
 1FK  N    C5   C4   116.88  3.000
 1FK  N1   C5   C4   118.70  3.000
 1FK  C8   N1   C5   117.36  3.000
 1FK  H10  C8   C7   120.88  3.000
 1FK  H10  C8   N1   116.55  3.000
 1FK  C7   C8   N1   122.56  3.000
 1FK  H11  C7   C6   122.15  3.000
 1FK  H11  C7   C8   122.14  3.000
 1FK  C6   C7   C8   115.71  3.000
 1FK  H12  C6   N    116.63  3.000
 1FK  H12  C6   C7   120.77  3.000
 1FK  N    C6   C7   122.60  3.000
 1FK  C6   N    C5   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
 1FK  CONST_01  C5   C4   C3   C2    180.00   0.0  0
 1FK  CONST_02  C9   C4   C3   C2      0.00   0.0  0
 1FK  CONST_03  C4   C9   N3   C2      0.00   0.0  0
 1FK  CONST_04  C10  C9   N3   C2    180.00   0.0  0
 1FK  CONST_05  C12  C13  N3   C2    180.00   0.0  0
 1FK  CONST_06  C4   C3   C2   N3      0.00   0.0  0
 1FK  CONST_07  C3   C4   C9   N3      0.00   0.0  0
 1FK  CONST_08  C5   C4   C9   N3    180.00   0.0  0
 1FK  CONST_09  C11  C10  C9   N3      0.00   0.0  0
 1FK  CONST_10  C11  C12  C13  N3      0.00   0.0  0
 1FK  CONST_11  C3   C2   N3   C13   180.00   0.0  0
 1FK  CONST_12  C4   C9   N3   C13   180.00   0.0  0
 1FK  CONST_13  C10  C9   N3   C13     0.00   0.0  0
 1FK  CONST_14  C10  C11  C12  C13     0.00   0.0  0
 1FK  CONST_15  C9   N3   C13  C12     0.00   0.0  0
 1FK  CONST_16  C9   C10  C11  C12     0.00   0.0  0
 1FK  CONST_17  C4   C9   C10  C11   180.00   0.0  0
 1FK  CONST_18  C3   C4   C9   C10   180.00   0.0  0
 1FK  CONST_19  C5   C4   C9   C10     0.00   0.0  0
 1FK  CONST_20  N1   C5   C4   C9      0.00   0.0  0
 1FK  CONST_21  N    C5   C4   C9    180.00   0.0  0
 1FK  CONST_22  C3   C2   N3   C9      0.00   0.0  0
 1FK  CONST_23  C8   N1   C5   C4    180.00   0.0  0
 1FK  CONST_24  C6   N    C5   C4    180.00   0.0  0
 1FK  CONST_25  N1   C5   C4   C3    180.00   0.0  0
 1FK  CONST_26  N    C5   C4   C3      0.00   0.0  0
 1FK  CONST_27  C7   C8   N1   C5      0.00   0.0  0
 1FK  CONST_28  C7   C6   N    C5      0.00   0.0  0
 1FK  CONST_29  C6   C7   C8   N1      0.00   0.0  0
 1FK  CONST_30  C6   N    C5   N1      0.00   0.0  0
 1FK  CONST_31  N    C5   N1   C8      0.00   0.0  0
 1FK  CONST_32  N    C6   C7   C8      0.00   0.0  0
 1FK  CONST_33  C4   C3   C2   C1    180.00   0.0  0
 1FK  CONST_34  C9   N3   C2   C1    180.00   0.0  0
 1FK  CONST_35  C13  N3   C2   C1      0.00   0.0  0
 1FK  CONST_36  N2   C11  C12  C13   180.00   0.0  0
 1FK  CONST_37  C9   C10  C11  N2    180.00   0.0  0
 1FK  CONST_38  H4   C13  N3   C2      0.00   0.0  0
 1FK  CONST_39  H9   C3   C2   N3    180.00   0.0  0
 1FK  CONST_40  H8   C10  C9   N3    180.00   0.0  0
 1FK  CONST_41  H5   C12  C13  N3    180.00   0.0  0
 1FK  CONST_42  H10  C8   N1   C5    180.00   0.0  0
 1FK  CONST_43  H12  C6   N    C5    180.00   0.0  0
 1FK  CONST_44  H11  C7   C8   N1    180.00   0.0  0
 1FK  CONST_46  H7   N2   C11  C12   180.00   0.0  0
 1FK  Var_01    C3   C2   C1   O    -179.97  30.0  2
 1FK  Var_02    H1   C    C1   C2   -179.34  30.0  3

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
 1FK  plan-1  C4   0.020
 1FK  plan-1  C5   0.020
 1FK  plan-1  N1   0.020
 1FK  plan-1  C8   0.020
 1FK  plan-1  C7   0.020
 1FK  plan-1  C6   0.020
 1FK  plan-1  N    0.020
 1FK  plan-1  H10  0.020
 1FK  plan-1  H11  0.020
 1FK  plan-1  H12  0.020
 1FK  plan-2  C1   0.020
 1FK  plan-2  C2   0.020
 1FK  plan-2  N3   0.020
 1FK  plan-2  C13  0.020
 1FK  plan-2  C12  0.020
 1FK  plan-2  C11  0.020
 1FK  plan-2  N2   0.020
 1FK  plan-2  C10  0.020
 1FK  plan-2  C9   0.020
 1FK  plan-2  C4   0.020
 1FK  plan-2  C3   0.020
 1FK  plan-2  C5   0.020
 1FK  plan-2  H4   0.020
 1FK  plan-2  H5   0.020
 1FK  plan-2  H8   0.020
 1FK  plan-2  H9   0.020
 1FK  plan-3  C11  0.020
 1FK  plan-3  N2   0.020
 1FK  plan-3  H6   0.020
 1FK  plan-3  H7   0.020
 1FK  plan-4  O    0.020
 1FK  plan-4  C1   0.020
 1FK  plan-4  C    0.020
 1FK  plan-4  C2   0.020

