# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat May  2 02:29:38 2020
#   Inital geometry file: a 143 line input string
#   Ligand name: 8-[4-[2-[4-(3-chlorophenyl)-4-methyl-piperidin-1-yl]ethyl]pyrazol-1-yl]-3~{H}-pyrido[3,4-d]pyrimidin-4-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC1(CCN(CCc2cnn(c2)c3nccc4C(=O)NC=Nc34)CC1)c5cccc(Cl)c5
#
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
 FQQ  FQQ  8-[4-[2-[4-(3-chlorophenyl)-4-methyl-piperidin-1-yl]ethyl]pyrazol-1-yl]-3~{H}-pyrido[3,4-d]pyrimidin-4-one  ligand  57  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_FQQ
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
 FQQ  C1   C   CR16  0  -0.063  -6.6948   2.1391   1.4866
 FQQ  C2   C   CR6   0   0.441  -5.2218   0.5290   0.8116
 FQQ  C3   C   CR66  0   0.155  -6.1729  -0.0781  -0.0409
 FQQ  C4   C   CR66  0  -0.017  -7.4553   0.4811  -0.0298
 FQQ  C5   C   CR6   0   0.580  -8.4961  -0.1132  -0.8748
 FQQ  C6   C   CR16  0   0.152  -6.7460  -1.6027  -1.6012
 FQQ  C7   C   CR15  0  -0.064  -2.3765  -1.3739   1.1984
 FQQ  C8   C   CR5   0  -0.145  -1.7411  -0.1113   1.1403
 FQQ  C9   C   CR15  0   0.027  -2.7782   0.7658   0.9635
 FQQ  C10  C   CH2   0  -0.546  -0.2790   0.1814   1.1931
 FQQ  C11  C   CH2   0  -0.251   0.3833  -0.0659  -0.1632
 FQQ  C12  C   CH2   0  -0.291   2.5786  -0.7840   0.5279
 FQQ  C13  C   CH2   0  -0.416   4.0519  -0.4105   0.5906
 FQQ  C19  C   CR6   0  -0.027   8.2943   0.1523   0.3149
 FQQ  C18  C   CR16  0  -0.268   7.0000  -0.3110   0.1624
 FQQ  C20  C   CR16  0  -0.239   8.7321   1.3113  -0.3073
 FQQ  C21  C   CR16  0  -0.240   7.8300   2.0033  -1.0980
 FQQ  C22  C   CR16  0  -0.334   6.5261   1.5498  -1.2587
 FQQ  C17  C   CR6   0   0.201   6.0856   0.3881  -0.6291
 FQQ  C14  C   CT    0  -0.175   4.6747  -0.1652  -0.7959
 FQQ  C23  C   CH3   0  -0.647   4.7890  -1.4756  -1.5913
 FQQ  C15  C   CH2   0  -0.442   3.7587   0.8219  -1.5310
 FQQ  C16  C   CH2   0  -0.282   2.2986   0.3972  -1.5231
 FQQ  N5   N   NT    0  -0.421   1.8034   0.2251  -0.1696
 FQQ  N4   N   N     0  -0.267  -3.6796  -1.2799   1.0629
 FQQ  N3   N   NR5   0  -0.370  -3.9161   0.0261   0.9097
 FQQ  N    N   N     0  -0.400  -5.4753   1.5966   1.5238
 FQQ  N2   N   N     0  -0.430  -5.8221  -1.1212  -0.8557
 FQQ  N1   N   NR16  0  -0.659  -8.0300  -1.1640  -1.6275
 FQQ  O    O   O     0  -0.433  -9.6490   0.2629  -0.9268
 FQQ  C    C   CR16  0  -0.356  -7.7250   1.6044   0.7491
 FQQ  H1   H   HCR6  0   0.282  -6.8428   3.0280   2.0862
 FQQ  H2   H   HCR6  0   0.307  -6.5269  -2.4198  -2.2768
 FQQ  H3   H   HCR5  0   0.262  -1.9149  -2.3396   1.3473
 FQQ  H4   H   HCR5  0   0.292  -2.7928   1.8386   0.8613
 FQQ  H5   H   HCH2  0   0.243  -0.1127   1.2205   1.4846
 FQQ  H6   H   HCH2  0   0.249   0.1829  -0.4383   1.9648
 FQQ  H7   H   HCH2  0   0.195   0.1770  -1.1001  -0.4890
 FQQ  H8   H   HCH2  0   0.234  -0.1003   0.5854  -0.8959
 FQQ  H9   H   HCH2  0   0.193   2.4536  -1.7767   0.0614
 FQQ  H10  H   HCH2  0   0.243   2.2134  -0.8822   1.5518
 FQQ  H11  H   HCH2  0   0.232   4.1550   0.4974   1.1925
 FQQ  H12  H   HCH2  0   0.234   4.5845  -1.2023   1.1229
 FQQ  H13  H   HCR6  0   0.268   6.7062  -1.2254   0.6617
 FQQ  H14  H   HCR6  0   0.276   9.7471   1.6618  -0.1807
 FQQ  H15  H   HCR6  0   0.265   8.1472   2.9101  -1.5962
 FQQ  H16  H   HCR6  0   0.260   5.8593   2.1200  -1.8897
 FQQ  H17  H   HCH3  0   0.233   5.4088  -2.2050  -1.0677
 FQQ  H18  H   HCH3  0   0.235   3.8202  -1.9435  -1.7653
 FQQ  H19  H   HCH3  0   0.233   5.2424  -1.2922  -2.5672
 FQQ  H20  H   HCH2  0   0.232   3.8243   1.8054  -1.0562
 FQQ  H21  H   HCH2  0   0.237   4.0815   0.9477  -2.5682
 FQQ  H22  H   HCH2  0   0.239   1.7087   1.1764  -2.0120
 FQQ  H23  H   HCH2  0   0.192   2.1614  -0.5149  -2.1280
 FQQ  H25  H   HNR6  0   0.440  -8.6800  -1.6208  -2.2549
 FQQ  H26  H   HCR6  0   0.286  -8.7088   2.0517   0.7642
 FQQ  CL   CL  CL    0  -0.136   9.3994  -0.7443   1.3114

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
 FQQ  C20  C21  aromatic  1.385  0.020  1.385
 FQQ  C20  C19  aromatic  1.386  0.020  1.386
 FQQ  CL   C19  single    1.737  0.020  1.737
 FQQ  C21  C22  aromatic  1.390  0.020  1.390
 FQQ  C19  C18  aromatic  1.383  0.020  1.383
 FQQ  C22  C17  aromatic  1.393  0.020  1.393
 FQQ  C18  C17  aromatic  1.397  0.020  1.397
 FQQ  C17  C14  single    1.525  0.020  1.525
 FQQ  C14  C15  single    1.534  0.020  1.534
 FQQ  C14  C23  single    1.537  0.020  1.537
 FQQ  C14  C13  single    1.540  0.020  1.540
 FQQ  C15  C16  single    1.521  0.020  1.521
 FQQ  C13  C12  single    1.521  0.020  1.521
 FQQ  C16  N5   single    1.451  0.020  1.451
 FQQ  N5   C12  single    1.451  0.020  1.451
 FQQ  N5   C11  single    1.450  0.020  1.450
 FQQ  C11  C10  single    1.529  0.020  1.529
 FQQ  C10  C8   single    1.492  0.020  1.492
 FQQ  C8   C7   aromatic  1.415  0.020  1.415
 FQQ  C8   C9   aromatic  1.370  0.020  1.370
 FQQ  C7   N4   aromatic  1.314  0.020  1.314
 FQQ  C9   N3   aromatic  1.358  0.020  1.358
 FQQ  N4   N3   aromatic  1.336  0.020  1.336
 FQQ  N3   C2   single    1.403  0.020  1.403
 FQQ  C2   C3   aromatic  1.414  0.020  1.414
 FQQ  C2   N    aromatic  1.308  0.020  1.308
 FQQ  N2   C3   single    1.369  0.020  1.369
 FQQ  N2   C6   double    1.281  0.020  1.281
 FQQ  C3   C4   aromatic  1.399  0.020  1.399
 FQQ  N    C1   aromatic  1.335  0.020  1.335
 FQQ  C6   N1   single    1.357  0.020  1.357
 FQQ  C1   C    aromatic  1.375  0.020  1.375
 FQQ  C4   C    aromatic  1.393  0.020  1.393
 FQQ  C4   C5   single    1.466  0.020  1.466
 FQQ  N1   C5   single    1.374  0.020  1.374
 FQQ  C5   O    double    1.214  0.020  1.214
 FQQ  C1   H1   single    0.930  0.020  1.080
 FQQ  C6   H2   single    0.930  0.020  1.080
 FQQ  C7   H3   single    0.930  0.020  1.080
 FQQ  C9   H4   single    0.930  0.020  1.080
 FQQ  C10  H5   single    0.970  0.020  1.090
 FQQ  C10  H6   single    0.970  0.020  1.090
 FQQ  C11  H7   single    0.970  0.020  1.090
 FQQ  C11  H8   single    0.970  0.020  1.090
 FQQ  C12  H9   single    0.970  0.020  1.090
 FQQ  C12  H10  single    0.970  0.020  1.090
 FQQ  C13  H11  single    0.970  0.020  1.090
 FQQ  C13  H12  single    0.970  0.020  1.090
 FQQ  C18  H13  single    0.930  0.020  1.080
 FQQ  C20  H14  single    0.930  0.020  1.080
 FQQ  C21  H15  single    0.930  0.020  1.080
 FQQ  C22  H16  single    0.930  0.020  1.080
 FQQ  C23  H17  single    0.970  0.020  1.090
 FQQ  C23  H18  single    0.970  0.020  1.090
 FQQ  C23  H19  single    0.970  0.020  1.090
 FQQ  C15  H20  single    0.970  0.020  1.090
 FQQ  C15  H21  single    0.970  0.020  1.090
 FQQ  C16  H22  single    0.970  0.020  1.090
 FQQ  C16  H23  single    0.970  0.020  1.090
 FQQ  N1   H25  single    0.860  0.020  1.020
 FQQ  C    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
 FQQ  H1   C1   C    120.93  3.000
 FQQ  H1   C1   N    116.31  3.000
 FQQ  C    C1   N    122.76  3.000
 FQQ  N    C2   N3   115.78  3.000
 FQQ  N    C2   C3   123.25  3.000
 FQQ  N3   C2   C3   120.95  3.000
 FQQ  N2   C3   C4   122.96  3.000
 FQQ  C4   C3   C2   116.11  3.000
 FQQ  N2   C3   C2   120.89  3.000
 FQQ  C    C4   C5   120.76  3.000
 FQQ  C5   C4   C3   118.95  3.000
 FQQ  C    C4   C3   120.27  3.000
 FQQ  O    C5   N1   122.39  3.000
 FQQ  O    C5   C4   124.98  3.000
 FQQ  N1   C5   C4   112.63  3.000
 FQQ  H2   C6   N1   115.04  3.000
 FQQ  H2   C6   N2   120.06  3.000
 FQQ  N1   C6   N2   124.90  3.000
 FQQ  H3   C7   N4   120.13  3.000
 FQQ  H3   C7   C8   127.69  3.000
 FQQ  N4   C7   C8   112.18  3.000
 FQQ  C10  C8   C9   128.38  3.000
 FQQ  C9   C8   C7   103.70  3.000
 FQQ  C10  C8   C7   127.86  3.000
 FQQ  H4   C9   N3   121.80  3.000
 FQQ  H4   C9   C8   131.29  3.000
 FQQ  N3   C9   C8   106.90  3.000
 FQQ  H6   C10  H5   106.67  3.000
 FQQ  H6   C10  C11  110.59  3.000
 FQQ  H5   C10  C11  108.94  3.000
 FQQ  H6   C10  C8   109.15  3.000
 FQQ  H5   C10  C8   110.21  3.000
 FQQ  C11  C10  C8   111.17  3.000
 FQQ  H8   C11  H7   106.13  3.000
 FQQ  H8   C11  N5   108.11  3.000
 FQQ  H7   C11  N5   111.70  3.000
 FQQ  H8   C11  C10  107.85  3.000
 FQQ  H7   C11  C10  109.41  3.000
 FQQ  N5   C11  C10  113.31  3.000
 FQQ  H10  C12  H9   106.11  3.000
 FQQ  H10  C12  N5   109.56  3.000
 FQQ  H9   C12  N5   111.20  3.000
 FQQ  H10  C12  C13  107.91  3.000
 FQQ  H9   C12  C13  110.36  3.000
 FQQ  N5   C12  C13  111.50  3.000
 FQQ  H12  C13  H11  106.71  3.000
 FQQ  H12  C13  C14  110.92  3.000
 FQQ  H11  C13  C14  108.97  3.000
 FQQ  H12  C13  C12  108.31  3.000
 FQQ  H11  C13  C12  108.52  3.000
 FQQ  C14  C13  C12  113.19  3.000
 FQQ  C20  C19  C18  121.74  3.000
 FQQ  C18  C19  CL   119.05  3.000
 FQQ  C20  C19  CL   119.21  3.000
 FQQ  H13  C18  C17  120.43  3.000
 FQQ  H13  C18  C19  119.08  3.000
 FQQ  C17  C18  C19  120.49  3.000
 FQQ  H14  C20  C21  121.09  3.000
 FQQ  H14  C20  C19  120.99  3.000
 FQQ  C21  C20  C19  117.92  3.000
 FQQ  H15  C21  C22  119.68  3.000
 FQQ  H15  C21  C20  119.38  3.000
 FQQ  C22  C21  C20  120.94  3.000
 FQQ  H16  C22  C17  120.59  3.000
 FQQ  H16  C22  C21  118.31  3.000
 FQQ  C17  C22  C21  121.10  3.000
 FQQ  C14  C17  C22  123.09  3.000
 FQQ  C14  C17  C18  119.08  3.000
 FQQ  C22  C17  C18  117.81  3.000
 FQQ  C15  C14  C23  110.18  3.000
 FQQ  C23  C14  C17  107.29  3.000
 FQQ  C15  C14  C17  111.80  3.000
 FQQ  C23  C14  C13  111.11  3.000
 FQQ  C15  C14  C13  107.01  3.000
 FQQ  C17  C14  C13  109.49  3.000
 FQQ  H19  C23  H18  107.38  3.000
 FQQ  H19  C23  H17  107.79  3.000
 FQQ  H18  C23  H17  107.13  3.000
 FQQ  H19  C23  C14  110.50  3.000
 FQQ  H18  C23  C14  112.49  3.000
 FQQ  H17  C23  C14  111.34  3.000
 FQQ  H21  C15  H20  106.89  3.000
 FQQ  H21  C15  C16  108.69  3.000
 FQQ  H20  C15  C16  107.84  3.000
 FQQ  H21  C15  C14  110.63  3.000
 FQQ  H20  C15  C14  109.55  3.000
 FQQ  C16  C15  C14  113.03  3.000
 FQQ  H23  C16  H22  106.09  3.000
 FQQ  H23  C16  N5   111.77  3.000
 FQQ  H22  C16  N5   108.52  3.000
 FQQ  H23  C16  C15  110.33  3.000
 FQQ  H22  C16  C15  108.47  3.000
 FQQ  N5   C16  C15  111.44  3.000
 FQQ  C16  N5   C12  110.39  3.000
 FQQ  C12  N5   C11  112.44  3.000
 FQQ  C16  N5   C11  111.23  3.000
 FQQ  N3   N4   C7   104.92  3.000
 FQQ  N4   N3   C9   112.30  3.000
 FQQ  N4   N3   C2   121.55  3.000
 FQQ  C9   N3   C2   125.97  3.000
 FQQ  C2   N    C1   119.56  3.000
 FQQ  C6   N2   C3   116.60  3.000
 FQQ  H25  N1   C6   118.27  3.000
 FQQ  H25  N1   C5   117.83  3.000
 FQQ  C6   N1   C5   123.88  3.000
 FQQ  H26  C    C4   121.17  3.000
 FQQ  H26  C    C1   120.90  3.000
 FQQ  C4   C    C1   117.92  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
 FQQ  CONST_01  N3   C2   N    C1   180.00   0.0  0
 FQQ  CONST_02  C3   C2   N    C1     0.00   0.0  0
 FQQ  CONST_03  C3   C4   C    C1     0.00   0.0  0
 FQQ  CONST_04  C8   C9   N3   C2   180.00   0.0  0
 FQQ  CONST_05  C7   N4   N3   C2   180.00   0.0  0
 FQQ  CONST_06  C    C4   C3   C2     0.00   0.0  0
 FQQ  CONST_07  C    C1   N    C2     0.00   0.0  0
 FQQ  CONST_10  N3   C2   C3   C4   180.00   0.0  0
 FQQ  CONST_11  N    C2   C3   C4     0.00   0.0  0
 FQQ  CONST_12  N    C1   C    C4     0.00   0.0  0
 FQQ  CONST_13  N3   C9   C8   C7     0.00   0.0  0
 FQQ  CONST_14  C9   N3   N4   C7     0.00   0.0  0
 FQQ  CONST_15  N3   N4   C7   C8     0.00   0.0  0
 FQQ  CONST_16  N4   N3   C9   C8     0.00   0.0  0
 FQQ  CONST_17  N4   C7   C8   C9     0.00   0.0  0
 FQQ  CONST_19  C22  C21  C20  C19    0.00   0.0  0
 FQQ  CONST_20  C22  C17  C18  C19    0.00   0.0  0
 FQQ  CONST_21  C21  C20  C19  C18    0.00   0.0  0
 FQQ  CONST_22  C21  C22  C17  C18    0.00   0.0  0
 FQQ  CONST_23  C17  C22  C21  C20    0.00   0.0  0
 FQQ  CONST_24  C17  C18  C19  C20    0.00   0.0  0
 FQQ  CONST_26  C14  C17  C18  C19  180.00   0.0  0
 FQQ  CONST_27  C14  C17  C22  C21  180.00   0.0  0
 FQQ  CONST_28  N2   C3   C2   N3     0.00   0.0  0
 FQQ  CONST_29  N1   C6   N2   C3     0.00   0.0  0
 FQQ  CONST_30  C6   N1   C5   C4     0.00   0.0  0
 FQQ  CONST_31  N2   C6   N1   C5     0.00   0.0  0
 FQQ  CONST_32  N4   C7   C8   C10  180.00   0.0  0
 FQQ  CONST_33  N3   C9   C8   C10  180.00   0.0  0
 FQQ  CONST_34  C21  C20  C19  CL   180.00   0.0  0
 FQQ  CONST_35  C17  C18  C19  CL   180.00   0.0  0
 FQQ  CONST_36  O    C5   N1   C6   180.00   0.0  0
 FQQ  CONST_37  H4   C9   N3   C2     0.00   0.0  0
 FQQ  CONST_38  H1   C1   N    C2   180.00   0.0  0
 FQQ  CONST_39  H26  C    C4   C3   180.00   0.0  0
 FQQ  CONST_40  H3   C7   C8   C9   180.00   0.0  0
 FQQ  CONST_41  H15  C21  C20  C19  180.00   0.0  0
 FQQ  CONST_42  H14  C20  C19  C18  180.00   0.0  0
 FQQ  CONST_43  H16  C22  C17  C18  180.00   0.0  0
 FQQ  CONST_44  H13  C18  C19  C20  180.00   0.0  0
 FQQ  CONST_45  H2   C6   N2   C3   180.00   0.0  0
 FQQ  CONST_46  H25  N1   C5   C4   180.00   0.0  0
 FQQ  Var_01    C15  C16  N5   C12  -59.44  30.0  1
 FQQ  Var_02    C16  N5   C12  C13   59.03  30.0  1
 FQQ  Var_03    N5   C16  C15  C14   57.33  30.0  1
 FQQ  Var_04    N5   C12  C13  C14  -56.51  30.0  1
 FQQ  Var_05    C11  C10  C8   C7    79.42  30.0  1
 FQQ  Var_06    N5   C11  C10  C8   179.08  30.0  2

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 FQQ  chir_01  C14  C15  C17  C13  negativ

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
 FQQ  plan-1  C2   0.020
 FQQ  plan-1  C7   0.020
 FQQ  plan-1  C8   0.020
 FQQ  plan-1  C9   0.020
 FQQ  plan-1  C10  0.020
 FQQ  plan-1  N4   0.020
 FQQ  plan-1  N3   0.020
 FQQ  plan-1  H3   0.020
 FQQ  plan-1  H4   0.020
 FQQ  plan-2  C19  0.020
 FQQ  plan-2  C18  0.020
 FQQ  plan-2  C20  0.020
 FQQ  plan-2  C21  0.020
 FQQ  plan-2  C22  0.020
 FQQ  plan-2  C17  0.020
 FQQ  plan-2  C14  0.020
 FQQ  plan-2  H13  0.020
 FQQ  plan-2  H14  0.020
 FQQ  plan-2  H15  0.020
 FQQ  plan-2  H16  0.020
 FQQ  plan-2  CL   0.020
 FQQ  plan-3  C1   0.020
 FQQ  plan-3  C2   0.020
 FQQ  plan-3  C3   0.020
 FQQ  plan-3  C4   0.020
 FQQ  plan-3  C5   0.020
 FQQ  plan-3  C6   0.020
 FQQ  plan-3  N3   0.020
 FQQ  plan-3  N    0.020
 FQQ  plan-3  N2   0.020
 FQQ  plan-3  N1   0.020
 FQQ  plan-3  O    0.020
 FQQ  plan-3  C    0.020
 FQQ  plan-3  H1   0.020
 FQQ  plan-3  H2   0.020
 FQQ  plan-3  H25  0.020
 FQQ  plan-3  H26  0.020

