# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri May  1 23:01:50 2020
#   Inital geometry file: a 145 line input string
#   Ligand name: 8-[4-(2-spiro[1,2-dihydroindene-3,4'-piperidine]-1'-ylethyl)pyrazol-1-yl]-3~{H}-pyrido[3,4-d]pyrimidin-4-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: O=C1NC=Nc2c1ccnc2n3cc(CCN4CCC5(CC4)CCc6ccccc56)cn3
#
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
 FOW  FOW  8-[4-(2-spiro[1,2-dihydroindene-3,4'-piperidine]-1'-ylethyl)pyrazol-1-yl]-3~{H}-pyrido[3,4-d]pyrimidin-4-one  ligand  58  32  .  2022-03-18  2022-03-18
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_FOW
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
 FOW  N6   N  NR16  0  -0.658   7.9835   0.9018  -0.9822
 FOW  C10  C  CR5   0  -0.175  -5.5681  -0.6608  -0.6135
 FOW  C11  C  CH2   0  -0.406  -4.7484  -1.6513   0.2329
 FOW  C12  C  CH2   0  -0.283  -3.3963  -1.0975   0.6459
 FOW  C15  C  CR5   0  -0.145   1.1017  -0.0576  -0.9278
 FOW  C16  C  CR15  0   0.029   2.0992  -0.8399  -0.4075
 FOW  C20  C  CR16  0  -0.355   6.6384  -1.1558   1.7307
 FOW  C21  C  CR66  0  -0.017   6.7497  -0.3185   0.6228
 FOW  C22  C  CR66  0   0.157   5.6075   0.0660  -0.0878
 FOW  C23  C  CR16  0   0.151   6.8222   1.1792  -1.6275
 FOW  C24  C  CR6   0   0.580   8.0617   0.1496   0.1648
 FOW  C25  C  CH2   0  -0.302  -3.2787   0.2990  -1.2898
 FOW  O    O  O     0  -0.434   9.1163  -0.0875   0.7168
 FOW  C19  C  CR16  0  -0.064   5.3832  -1.5913   2.0858
 FOW  N4   N  N     0  -0.399   4.2761  -1.2009   1.4493
 FOW  N5   N  N     0  -0.429   5.6597   0.8083  -1.2373
 FOW  C18  C  CR6   0   0.439   4.3727  -0.3957   0.4228
 FOW  N2   N  NR5   0  -0.369   3.1607  -0.0249  -0.1786
 FOW  N3   N  N     0  -0.268   2.9033   1.2463  -0.4992
 FOW  C17  C  CR15  0  -0.068   1.6689   1.2375  -0.9490
 FOW  C13  C  CH2   0  -0.251  -1.2582  -0.3511  -0.1608
 FOW  N1   N  NT    0  -0.424  -2.6096  -0.7338  -0.5197
 FOW  C26  C  CH2   0  -0.427  -4.6688  -0.1354  -1.7340
 FOW  H1   H  HNR6  0   0.440   8.8473   1.2539  -1.3757
 FOW  H4   H  HCH2  0   0.235  -5.3048  -1.9530   1.1245
 FOW  H5   H  HCH2  0   0.224  -4.5827  -2.5583  -0.3578
 FOW  H6   H  HCH2  0   0.193  -3.5264  -0.2494   1.3410
 FOW  H7   H  HCH2  0   0.238  -2.8561  -1.8675   1.2026
 FOW  H8   H  HCH2  0   0.248  -0.6035   0.1650  -2.1639
 FOW  H9   H  HCH2  0   0.243  -0.2799  -1.4909  -1.6935
 FOW  H10  H  HCR5  0   0.292   2.1426  -1.8976  -0.2046
 FOW  H11  H  HCR6  0   0.286   7.5115  -1.4655   2.2874
 FOW  H12  H  HCR6  0   0.307   6.9301   1.7573  -2.5363
 FOW  H13  H  HCH2  0   0.199  -3.3270   1.2454  -0.7244
 FOW  H14  H  HCH2  0   0.243  -2.6921   0.5217  -2.1834
 FOW  H15  H  HCR6  0   0.282   5.2446  -2.2650   2.9214
 FOW  H16  H  HCR5  0   0.262   1.2046   2.1555  -1.2793
 FOW  H17  H  HCH2  0   0.233  -0.9117  -1.0177   0.6332
 FOW  H18  H  HCH2  0   0.196  -1.2218   0.6693   0.2583
 FOW  H20  H  HCH2  0   0.230  -4.5544  -0.9376  -2.4705
 FOW  H21  H  HCH2  0   0.232  -5.1571   0.6942  -2.2522
 FOW  C1   C  CH2   0  -0.436  -6.8129  -1.3603  -1.2008
 FOW  C2   C  CR56  0   0.173  -6.2183   0.3856   0.2780
 FOW  C4   C  CR56  0   0.078  -7.5330   0.0155   0.5736
 FOW  C5   C  CH2   0  -0.499  -7.8919  -1.2681  -0.1190
 FOW  C3   C  CR16  0  -0.345  -5.7041   1.5575   0.8176
 FOW  C6   C  CR16  0  -0.326  -8.3272   0.7944   1.3990
 FOW  C8   C  CR16  0  -0.267  -7.8061   1.9679   1.9350
 FOW  C9   C  CR16  0  -0.253  -6.5030   2.3468   1.6416
 FOW  H2   H  HCH2  0   0.238  -7.1438  -0.8077  -2.0855
 FOW  H3   H  HCH2  0   0.234  -6.5977  -2.3827  -1.5159
 FOW  H19  H  HCH2  0   0.249  -8.9047  -1.2656  -0.5252
 FOW  H22  H  HCH2  0   0.245  -7.8328  -2.1106   0.5772
 FOW  H23  H  HCR6  0   0.243  -4.6933   1.8786   0.6069
 FOW  H24  H  HCR6  0   0.244  -9.3472   0.5013   1.6178
 FOW  H25  H  HCR6  0   0.250  -8.4190   2.5890   2.5756
 FOW  H26  H  HCR6  0   0.249  -6.1026   3.2642   2.0538
 FOW  C14  C  CH2   0  -0.543  -0.2776  -0.4612  -1.3301

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
 FOW  O    C24  double    1.214  0.020  1.214
 FOW  C20  C19  aromatic  1.375  0.020  1.375
 FOW  C20  C21  aromatic  1.393  0.020  1.393
 FOW  C19  N4   aromatic  1.335  0.020  1.335
 FOW  C24  C21  single    1.466  0.020  1.466
 FOW  C24  N6   single    1.374  0.020  1.374
 FOW  C21  C22  aromatic  1.399  0.020  1.399
 FOW  N4   C18  aromatic  1.308  0.020  1.308
 FOW  N6   C23  single    1.357  0.020  1.357
 FOW  C22  C18  aromatic  1.414  0.020  1.414
 FOW  C22  N5   single    1.369  0.020  1.369
 FOW  C18  N2   single    1.403  0.020  1.403
 FOW  C23  N5   double    1.281  0.020  1.281
 FOW  N2   N3   aromatic  1.336  0.020  1.336
 FOW  N2   C16  aromatic  1.358  0.020  1.358
 FOW  N3   C17  aromatic  1.314  0.020  1.314
 FOW  C16  C15  aromatic  1.370  0.020  1.370
 FOW  C17  C15  aromatic  1.414  0.020  1.414
 FOW  C15  C14  single    1.492  0.020  1.492
 FOW  C14  C13  single    1.530  0.020  1.530
 FOW  C13  N1   single    1.450  0.020  1.450
 FOW  N1   C12  single    1.453  0.020  1.453
 FOW  N1   C25  single    1.452  0.020  1.452
 FOW  C12  C11  single    1.518  0.020  1.518
 FOW  C25  C26  single    1.523  0.020  1.523
 FOW  C11  C10  single    1.539  0.020  1.539
 FOW  C26  C10  single    1.530  0.020  1.530
 FOW  N6   H1   single    0.860  0.020  1.020
 FOW  C11  H4   single    0.970  0.020  1.090
 FOW  C11  H5   single    0.970  0.020  1.090
 FOW  C12  H6   single    0.970  0.020  1.090
 FOW  C12  H7   single    0.970  0.020  1.090
 FOW  C14  H8   single    0.970  0.020  1.090
 FOW  C14  H9   single    0.970  0.020  1.090
 FOW  C16  H10  single    0.930  0.020  1.080
 FOW  C20  H11  single    0.930  0.020  1.080
 FOW  C23  H12  single    0.930  0.020  1.080
 FOW  C25  H13  single    0.970  0.020  1.090
 FOW  C25  H14  single    0.970  0.020  1.090
 FOW  C19  H15  single    0.930  0.020  1.080
 FOW  C17  H16  single    0.930  0.020  1.080
 FOW  C13  H17  single    0.970  0.020  1.090
 FOW  C13  H18  single    0.970  0.020  1.090
 FOW  C26  H20  single    0.970  0.020  1.090
 FOW  C26  H21  single    0.970  0.020  1.090
 FOW  C10  C1   single    1.544  0.020  1.544
 FOW  C10  C2   single    1.521  0.020  1.521
 FOW  C1   C5   single    1.531  0.020  1.531
 FOW  C2   C4   aromatic  1.397  0.020  1.397
 FOW  C4   C5   single    1.502  0.020  1.502
 FOW  C2   C3   aromatic  1.389  0.020  1.389
 FOW  C4   C6   aromatic  1.385  0.020  1.385
 FOW  C3   C9   aromatic  1.393  0.020  1.393
 FOW  C6   C8   aromatic  1.391  0.020  1.391
 FOW  C8   C9   aromatic  1.388  0.020  1.388
 FOW  C1   H2   single    0.970  0.020  1.090
 FOW  C1   H3   single    0.970  0.020  1.090
 FOW  C5   H19  single    0.970  0.020  1.090
 FOW  C5   H22  single    0.970  0.020  1.090
 FOW  C3   H23  single    0.930  0.020  1.080
 FOW  C6   H24  single    0.930  0.020  1.080
 FOW  C8   H25  single    0.930  0.020  1.080
 FOW  C9   H26  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
 FOW  H1   N6   C24  117.80  3.000
 FOW  H1   N6   C23  118.31  3.000
 FOW  C24  N6   C23  123.88  3.000
 FOW  C2   C10  C1   100.96  3.000
 FOW  C2   C10  C26  116.39  3.000
 FOW  C1   C10  C26  110.55  3.000
 FOW  C2   C10  C11  110.37  3.000
 FOW  C1   C10  C11  110.30  3.000
 FOW  C26  C10  C11  108.10  3.000
 FOW  H5   C11  H4   106.76  3.000
 FOW  H5   C11  C12  108.31  3.000
 FOW  H4   C11  C12  109.39  3.000
 FOW  H5   C11  C10  108.48  3.000
 FOW  H4   C11  C10  110.79  3.000
 FOW  C12  C11  C10  112.90  3.000
 FOW  H7   C12  H6   106.18  3.000
 FOW  H7   C12  N1   108.51  3.000
 FOW  H6   C12  N1   112.12  3.000
 FOW  H7   C12  C11  108.76  3.000
 FOW  H6   C12  C11  110.27  3.000
 FOW  N1   C12  C11  110.81  3.000
 FOW  C17  C15  C16  103.68  3.000
 FOW  C17  C15  C14  127.91  3.000
 FOW  C16  C15  C14  128.37  3.000
 FOW  H10  C16  N2   121.72  3.000
 FOW  H10  C16  C15  131.38  3.000
 FOW  N2   C16  C15  106.89  3.000
 FOW  H11  C20  C19  120.90  3.000
 FOW  H11  C20  C21  121.16  3.000
 FOW  C19  C20  C21  117.94  3.000
 FOW  C24  C21  C22  118.95  3.000
 FOW  C22  C21  C20  120.26  3.000
 FOW  C24  C21  C20  120.78  3.000
 FOW  C18  C22  N5   120.90  3.000
 FOW  N5   C22  C21  122.97  3.000
 FOW  C18  C22  C21  116.10  3.000
 FOW  H12  C23  N5   120.05  3.000
 FOW  H12  C23  N6   115.03  3.000
 FOW  N5   C23  N6   124.92  3.000
 FOW  O    C24  C21  124.97  3.000
 FOW  C21  C24  N6   112.62  3.000
 FOW  O    C24  N6   122.41  3.000
 FOW  H14  C25  H13  105.53  3.000
 FOW  H14  C25  C26  108.05  3.000
 FOW  H13  C25  C26  110.75  3.000
 FOW  H14  C25  N1   109.37  3.000
 FOW  H13  C25  N1   111.01  3.000
 FOW  C26  C25  N1   111.88  3.000
 FOW  H15  C19  N4   116.35  3.000
 FOW  H15  C19  C20  120.88  3.000
 FOW  N4   C19  C20  122.75  3.000
 FOW  C18  N4   C19  119.52  3.000
 FOW  C23  N5   C22  116.56  3.000
 FOW  N2   C18  N4   115.80  3.000
 FOW  N2   C18  C22  120.89  3.000
 FOW  N4   C18  C22  123.29  3.000
 FOW  N3   N2   C18  121.38  3.000
 FOW  N3   N2   C16  112.34  3.000
 FOW  C18  N2   C16  126.09  3.000
 FOW  C17  N3   N2   104.88  3.000
 FOW  H16  C17  N3   120.18  3.000
 FOW  H16  C17  C15  127.62  3.000
 FOW  N3   C17  C15  112.21  3.000
 FOW  H18  C13  H17  106.11  3.000
 FOW  H18  C13  N1   111.64  3.000
 FOW  H17  C13  N1   108.32  3.000
 FOW  H18  C13  C14  109.61  3.000
 FOW  H17  C13  C14  107.95  3.000
 FOW  N1   C13  C14  112.91  3.000
 FOW  C13  N1   C25  111.92  3.000
 FOW  C25  N1   C12  110.74  3.000
 FOW  C13  N1   C12  111.86  3.000
 FOW  H21  C26  H20  106.49  3.000
 FOW  H21  C26  C25  109.24  3.000
 FOW  H20  C26  C25  108.05  3.000
 FOW  H21  C26  C10  110.20  3.000
 FOW  H20  C26  C10  107.60  3.000
 FOW  C25  C26  C10  114.90  3.000
 FOW  H3   C1   H2   107.41  3.000
 FOW  H3   C1   C5   113.55  3.000
 FOW  H2   C1   C5   109.14  3.000
 FOW  H3   C1   C10  112.04  3.000
 FOW  H2   C1   C10  108.81  3.000
 FOW  C5   C1   C10  105.80  3.000
 FOW  C3   C2   C4   119.32  3.000
 FOW  C3   C2   C10  130.55  3.000
 FOW  C4   C2   C10  110.12  3.000
 FOW  C6   C4   C5   128.19  3.000
 FOW  C6   C4   C2   121.10  3.000
 FOW  C5   C4   C2   110.71  3.000
 FOW  H22  C5   H19  106.77  3.000
 FOW  H22  C5   C4   110.58  3.000
 FOW  H19  C5   C4   113.05  3.000
 FOW  H22  C5   C1   111.42  3.000
 FOW  H19  C5   C1   113.04  3.000
 FOW  C4   C5   C1   102.06  3.000
 FOW  H23  C3   C9   118.89  3.000
 FOW  H23  C3   C2   121.40  3.000
 FOW  C9   C3   C2   119.71  3.000
 FOW  H24  C6   C8   120.19  3.000
 FOW  H24  C6   C4   120.53  3.000
 FOW  C8   C6   C4   119.28  3.000
 FOW  H25  C8   C9   119.99  3.000
 FOW  H25  C8   C6   119.99  3.000
 FOW  C9   C8   C6   120.01  3.000
 FOW  H26  C9   C8   119.86  3.000
 FOW  H26  C9   C3   119.56  3.000
 FOW  C8   C9   C3   120.58  3.000
 FOW  H9   C14  H8   106.61  3.000
 FOW  H9   C14  C13  108.71  3.000
 FOW  H8   C14  C13  110.54  3.000
 FOW  H9   C14  C15  110.29  3.000
 FOW  H8   C14  C15  109.06  3.000
 FOW  C13  C14  C15  111.52  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
 FOW  CONST_01  C18  N2   C16  C15  180.00   0.0  0
 FOW  CONST_02  N3   N2   C16  C15    0.00   0.0  0
 FOW  CONST_03  N2   N3   C17  C15    0.00   0.0  0
 FOW  CONST_06  C17  N3   N2   C16    0.00   0.0  0
 FOW  CONST_07  N3   C17  C15  C16    0.00   0.0  0
 FOW  CONST_08  C18  N4   C19  C20    0.00   0.0  0
 FOW  CONST_09  C18  C22  C21  C20    0.00   0.0  0
 FOW  CONST_10  N4   C19  C20  C21    0.00   0.0  0
 FOW  CONST_11  N4   C18  C22  C21    0.00   0.0  0
 FOW  CONST_12  N2   C18  C22  C21  180.00   0.0  0
 FOW  CONST_13  C19  C20  C21  C22    0.00   0.0  0
 FOW  CONST_14  C19  N4   C18  C22    0.00   0.0  0
 FOW  CONST_16  N2   C18  N4   C19  180.00   0.0  0
 FOW  CONST_18  C17  N3   N2   C18  180.00   0.0  0
 FOW  CONST_19  C17  C15  C16  N2     0.00   0.0  0
 FOW  CONST_20  C8   C6   C4   C2     0.00   0.0  0
 FOW  CONST_21  C8   C9   C3   C2     0.00   0.0  0
 FOW  CONST_22  C9   C3   C2   C4     0.00   0.0  0
 FOW  CONST_23  C9   C8   C6   C4     0.00   0.0  0
 FOW  CONST_24  C6   C4   C2   C3     0.00   0.0  0
 FOW  CONST_25  C6   C8   C9   C3     0.00   0.0  0
 FOW  CONST_26  N2   C18  C22  N5     0.00   0.0  0
 FOW  CONST_27  C22  N5   C23  N6     0.00   0.0  0
 FOW  CONST_28  C23  N6   C24  C21    0.00   0.0  0
 FOW  CONST_29  N5   C23  N6   C24    0.00   0.0  0
 FOW  CONST_30  N2   C16  C15  C14  180.00   0.0  0
 FOW  CONST_31  N3   C17  C15  C14  180.00   0.0  0
 FOW  CONST_32  O    C24  N6   C23  180.00   0.0  0
 FOW  CONST_33  H23  C3   C2   C10    0.00   0.0  0
 FOW  CONST_34  H16  C17  C15  C16  180.00   0.0  0
 FOW  CONST_35  H15  C19  C20  C21  180.00   0.0  0
 FOW  CONST_36  H11  C20  C21  C22  180.00   0.0  0
 FOW  CONST_37  H10  C16  N2   C18    0.00   0.0  0
 FOW  CONST_38  H24  C6   C4   C2   180.00   0.0  0
 FOW  CONST_39  H26  C9   C3   C2   180.00   0.0  0
 FOW  CONST_40  H25  C8   C6   C4   180.00   0.0  0
 FOW  CONST_41  H1   N6   C24  C21  180.00   0.0  0
 FOW  CONST_42  H12  C23  N5   C22  180.00   0.0  0
 FOW  Var_01    N1   C12  C11  C10  -58.33  30.0  1
 FOW  Var_02    N1   C25  C26  C10   51.95  30.0  1
 FOW  Var_03    C4   C5   C1   C10   30.34  30.0  1
 FOW  Var_04    C25  N1   C12  C11   61.20  30.0  1
 FOW  Var_05    C25  C26  C10  C11  -46.47  30.0  3
 FOW  Var_06    C5   C1   C10  C11   85.62  30.0  1
 FOW  Var_07    C4   C2   C10  C11  -96.17  30.0  1
 FOW  Var_08    C26  C25  N1   C12  -57.70  30.0  1
 FOW  Var_09    C26  C10  C11  C12   49.35  30.0  3
 FOW  Var_10    C2   C4   C5   C1   -17.88  30.0  1
 FOW  Var_11    C14  C13  N1   C12  158.88  30.0  1
 FOW  Var_12    N1   C13  C14  C15  179.87  30.0  3
 FOW  Var_13    C13  C14  C15  C16   89.19  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
 FOW  plan-1  C15  0.020
 FOW  plan-1  C16  0.020
 FOW  plan-1  C18  0.020
 FOW  plan-1  N2   0.020
 FOW  plan-1  N3   0.020
 FOW  plan-1  C17  0.020
 FOW  plan-1  H10  0.020
 FOW  plan-1  H16  0.020
 FOW  plan-1  C14  0.020
 FOW  plan-2  C10  0.020
 FOW  plan-2  C2   0.020
 FOW  plan-2  C4   0.020
 FOW  plan-2  C5   0.020
 FOW  plan-2  C3   0.020
 FOW  plan-2  C6   0.020
 FOW  plan-2  C8   0.020
 FOW  plan-2  C9   0.020
 FOW  plan-2  H23  0.020
 FOW  plan-2  H24  0.020
 FOW  plan-2  H25  0.020
 FOW  plan-2  H26  0.020
 FOW  plan-3  N6   0.020
 FOW  plan-3  C20  0.020
 FOW  plan-3  C21  0.020
 FOW  plan-3  C22  0.020
 FOW  plan-3  C23  0.020
 FOW  plan-3  C24  0.020
 FOW  plan-3  O    0.020
 FOW  plan-3  C19  0.020
 FOW  plan-3  N4   0.020
 FOW  plan-3  N5   0.020
 FOW  plan-3  C18  0.020
 FOW  plan-3  N2   0.020
 FOW  plan-3  H1   0.020
 FOW  plan-3  H11  0.020
 FOW  plan-3  H12  0.020
 FOW  plan-3  H15  0.020

