# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 17 16:35:22 2020
#   Inital geometry file: a 137 line input string
#   Ligand name: 3-{2-[4-(6-fluoro-1,2-benzoxazol-3-yl)piperidin-1-yl]ethyl}-2-methyl-6,7,8,9-tetrahydro-4H-pyrido[1,2-a]pyrimidin-4-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC1=C(CCN2CCC(CC2)c3noc4cc(F)ccc34)C(=O)N5CCCCC5=N1
#
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
 8NU  8NU  3-{2-[4-(6-fluoro-1,2-benzoxazol-3-yl)piperidin-1-yl]ethyl}-2-methyl-6,7,8,9-tetrahydro-4H-pyrido[1,2-a]pyrimidin-4-one  ligand  57  30  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_8NU
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
 8NU  C01  C  CH3   0  -0.756  -3.2686  -2.8554   0.5552
 8NU  C02  C  CR6   0   0.223  -4.1486  -1.6510   0.4084
 8NU  C03  C  CR6   0  -0.124  -3.6670  -0.3803   0.5470
 8NU  C04  C  CH2   0  -0.536  -2.2296  -0.0726   0.8372
 8NU  C05  C  CH2   0  -0.252  -1.4447   0.1896  -0.4496
 8NU  C07  C  CH2   0  -0.289   0.7191  -0.5987   0.2593
 8NU  C08  C  CH2   0  -0.428   2.1533  -0.2070   0.5771
 8NU  C09  C  CH1   0  -0.349   2.8243   0.4230  -0.6476
 8NU  C10  C  CH2   0  -0.424   1.9667   1.5783  -1.1500
 8NU  C11  C  CH2   0  -0.286   0.5459   1.1042  -1.4088
 8NU  C12  C  CR5   0   0.298   4.2308   0.8055  -0.3354
 8NU  C15  C  CR56  0   0.438   6.3893   0.7852   0.1517
 8NU  C16  C  CR56  0  -0.117   5.3405  -0.0783  -0.1246
 8NU  C17  C  CR16  0  -0.306   5.5548  -1.4561  -0.1482
 8NU  C18  C  CR16  0  -0.419   6.8280  -1.9185   0.1114
 8NU  C19  C  CR6   0   0.537   7.8519  -1.0059   0.3872
 8NU  C21  C  CR16  0  -0.493   7.6832   0.3603   0.4190
 8NU  C22  C  CR6   0   0.571  -4.5715   0.7208   0.3822
 8NU  C25  C  CH2   0  -0.281  -6.8230   1.5067  -0.0938
 8NU  C26  C  CH2   0  -0.477  -8.1345   1.1124  -0.7380
 8NU  C27  C  CH2   0  -0.456  -8.6885  -0.1371  -0.0838
 8NU  C28  C  CH2   0  -0.525  -7.7061  -1.2676  -0.3217
 8NU  C29  C  CR6   0   0.510  -6.2790  -0.9197  -0.0111
 8NU  F20  F  F     0  -0.307   9.0719  -1.4978   0.6348
 8NU  N06  N  NT    0  -0.420  -0.0551   0.5349  -0.2150
 8NU  N13  N  N     0  -0.161   4.6051   2.0361  -0.1975
 8NU  N24  N  NR6   0  -0.550  -5.8940   0.3752   0.0700
 8NU  N30  N  N     0  -0.481  -5.4541  -1.9104   0.1468
 8NU  O14  O  O     0  -0.367   5.9505   2.0479   0.1098
 8NU  O23  O  O     0  -0.498  -4.2653   1.9024   0.4948
 8NU  H1   H  HCH3  0   0.260  -3.8274  -3.7625   0.3371
 8NU  H2   H  HCH3  0   0.252  -2.4098  -2.8108  -0.1164
 8NU  H3   H  HCH3  0   0.259  -2.8750  -2.9347   1.5704
 8NU  H4   H  HCH2  0   0.247  -2.1554   0.8085   1.4769
 8NU  H5   H  HCH2  0   0.248  -1.7891  -0.8999   1.3954
 8NU  H6   H  HCH2  0   0.194  -1.5371  -0.6807  -1.1229
 8NU  H7   H  HCH2  0   0.238  -1.9154   1.0288  -0.9680
 8NU  H8   H  HCH2  0   0.192   0.7206  -1.4197  -0.4816
 8NU  H9   H  HCH2  0   0.245   0.2626  -0.9980   1.1658
 8NU  H10  H  HCH2  0   0.235   2.1647   0.5076   1.4051
 8NU  H11  H  HCH2  0   0.245   2.6984  -1.0942   0.9073
 8NU  H12  H  HCH1  0   0.258   2.8702  -0.3429  -1.4330
 8NU  H13  H  HCH2  0   0.229   1.9504   2.3833  -0.4108
 8NU  H14  H  HCH2  0   0.244   2.3812   1.9930  -2.0711
 8NU  H15  H  HCH2  0   0.241  -0.0612   1.9519  -1.7350
 8NU  H16  H  HCH2  0   0.189   0.5509   0.3791  -2.2433
 8NU  H17  H  HCR6  0   0.276   4.7543  -2.1510  -0.3643
 8NU  H18  H  HCR6  0   0.290   7.0472  -2.9776   0.1054
 8NU  H19  H  HCR6  0   0.303   8.4983   1.0380   0.6331
 8NU  H20  H  HCH2  0   0.271  -6.3191   2.2644  -0.6892
 8NU  H21  H  HCH2  0   0.259  -7.0024   1.9352   0.8946
 8NU  H22  H  HCH2  0   0.262  -8.8182   1.9564  -0.6406
 8NU  H23  H  HCH2  0   0.241  -7.9931   0.9397  -1.8086
 8NU  H24  H  HCH2  0   0.238  -8.8290   0.0295   0.9878
 8NU  H25  H  HCH2  0   0.257  -9.6619  -0.4025  -0.4963
 8NU  H26  H  HCH2  0   0.279  -7.9581  -2.1579   0.2544
 8NU  H27  H  HCH2  0   0.275  -7.7418  -1.5662  -1.3743

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
 8NU  O14  C15  aromatic  1.337  0.020  1.337
 8NU  O14  N13  aromatic  1.380  0.020  1.380
 8NU  C21  C15  aromatic  1.388  0.020  1.388
 8NU  C21  C19  aromatic  1.377  0.020  1.377
 8NU  C15  C16  aromatic  1.386  0.020  1.386
 8NU  N13  C12  aromatic  1.294  0.020  1.294
 8NU  F20  C19  single    1.338  0.020  1.338
 8NU  C19  C18  aromatic  1.399  0.020  1.399
 8NU  C12  C16  aromatic  1.434  0.020  1.434
 8NU  C12  C09  single    1.491  0.020  1.491
 8NU  C16  C17  aromatic  1.395  0.020  1.395
 8NU  C10  C09  single    1.524  0.020  1.524
 8NU  C10  C11  single    1.520  0.020  1.520
 8NU  C18  C17  aromatic  1.379  0.020  1.379
 8NU  C09  C08  single    1.532  0.020  1.532
 8NU  C11  N06  single    1.453  0.020  1.453
 8NU  C08  C07  single    1.520  0.020  1.520
 8NU  O23  C22  double    1.226  0.020  1.226
 8NU  N06  C07  single    1.452  0.020  1.452
 8NU  N06  C05  single    1.451  0.020  1.451
 8NU  C05  C04  single    1.530  0.020  1.530
 8NU  C04  C03  single    1.498  0.020  1.498
 8NU  C22  C03  single    1.434  0.020  1.434
 8NU  C22  N24  single    1.402  0.020  1.402
 8NU  C25  N24  single    1.473  0.020  1.473
 8NU  C25  C26  single    1.513  0.020  1.513
 8NU  C03  C02  double    1.366  0.020  1.366
 8NU  N24  C29  single    1.353  0.020  1.353
 8NU  C26  C27  single    1.515  0.020  1.515
 8NU  C02  N30  single    1.356  0.020  1.356
 8NU  C02  C01  single    1.499  0.020  1.499
 8NU  C29  N30  double    1.299  0.020  1.299
 8NU  C29  C28  single    1.501  0.020  1.501
 8NU  C27  C28  single    1.516  0.020  1.516
 8NU  C01  H1   single    0.970  0.020  1.090
 8NU  C01  H2   single    0.970  0.020  1.090
 8NU  C01  H3   single    0.970  0.020  1.090
 8NU  C04  H4   single    0.970  0.020  1.090
 8NU  C04  H5   single    0.970  0.020  1.090
 8NU  C05  H6   single    0.970  0.020  1.090
 8NU  C05  H7   single    0.970  0.020  1.090
 8NU  C07  H8   single    0.970  0.020  1.090
 8NU  C07  H9   single    0.970  0.020  1.090
 8NU  C08  H10  single    0.970  0.020  1.090
 8NU  C08  H11  single    0.970  0.020  1.090
 8NU  C09  H12  single    0.970  0.020  1.090
 8NU  C10  H13  single    0.970  0.020  1.090
 8NU  C10  H14  single    0.970  0.020  1.090
 8NU  C11  H15  single    0.970  0.020  1.090
 8NU  C11  H16  single    0.970  0.020  1.090
 8NU  C17  H17  single    0.930  0.020  1.080
 8NU  C18  H18  single    0.930  0.020  1.080
 8NU  C21  H19  single    0.930  0.020  1.080
 8NU  C25  H20  single    0.970  0.020  1.090
 8NU  C25  H21  single    0.970  0.020  1.090
 8NU  C26  H22  single    0.970  0.020  1.090
 8NU  C26  H23  single    0.970  0.020  1.090
 8NU  C27  H24  single    0.970  0.020  1.090
 8NU  C27  H25  single    0.970  0.020  1.090
 8NU  C28  H26  single    0.970  0.020  1.090
 8NU  C28  H27  single    0.970  0.020  1.090

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
 8NU  H3   C01  H2   106.95  3.000
 8NU  H3   C01  H1   108.13  3.000
 8NU  H2   C01  H1   108.37  3.000
 8NU  H3   C01  C02  111.17  3.000
 8NU  H2   C01  C02  111.66  3.000
 8NU  H1   C01  C02  110.42  3.000
 8NU  N30  C02  C03  122.46  3.000
 8NU  N30  C02  C01  115.49  3.000
 8NU  C03  C02  C01  122.04  3.000
 8NU  C22  C03  C04  118.00  3.000
 8NU  C22  C03  C02  118.69  3.000
 8NU  C04  C03  C02  123.29  3.000
 8NU  H5   C04  H4   106.55  3.000
 8NU  H5   C04  C05  110.68  3.000
 8NU  H4   C04  C05  108.64  3.000
 8NU  H5   C04  C03  109.32  3.000
 8NU  H4   C04  C03  110.15  3.000
 8NU  C05  C04  C03  111.38  3.000
 8NU  H7   C05  H6   106.26  3.000
 8NU  H7   C05  N06  107.84  3.000
 8NU  H6   C05  N06  111.49  3.000
 8NU  H7   C05  C04  108.03  3.000
 8NU  H6   C05  C04  109.56  3.000
 8NU  N06  C05  C04  113.34  3.000
 8NU  H9   C07  H8   106.60  3.000
 8NU  H9   C07  N06  109.52  3.000
 8NU  H8   C07  N06  111.19  3.000
 8NU  H9   C07  C08  108.39  3.000
 8NU  H8   C07  C08  109.26  3.000
 8NU  N06  C07  C08  111.72  3.000
 8NU  H11  C08  H10  107.25  3.000
 8NU  H11  C08  C09  110.93  3.000
 8NU  H10  C08  C09  109.39  3.000
 8NU  H11  C08  C07  108.94  3.000
 8NU  H10  C08  C07  109.65  3.000
 8NU  C09  C08  C07  110.61  3.000
 8NU  H12  C09  C12  106.82  3.000
 8NU  H12  C09  C10  108.45  3.000
 8NU  C12  C09  C10  113.92  3.000
 8NU  H12  C09  C08  107.66  3.000
 8NU  C10  C09  C08  109.20  3.000
 8NU  C12  C09  C08  110.57  3.000
 8NU  H14  C10  H13  107.25  3.000
 8NU  H14  C10  C11  109.25  3.000
 8NU  H13  C10  C11  109.32  3.000
 8NU  H14  C10  C09  110.64  3.000
 8NU  H13  C10  C09  110.10  3.000
 8NU  C11  C10  C09  110.22  3.000
 8NU  H16  C11  H15  106.62  3.000
 8NU  H16  C11  N06  111.41  3.000
 8NU  H15  C11  N06  108.64  3.000
 8NU  H16  C11  C10  109.20  3.000
 8NU  H15  C11  C10  109.16  3.000
 8NU  N06  C11  C10  111.66  3.000
 8NU  N13  C12  C16  110.29  3.000
 8NU  C16  C12  C09  127.06  3.000
 8NU  N13  C12  C09  122.64  3.000
 8NU  O14  C15  C21  126.94  3.000
 8NU  C21  C15  C16  123.57  3.000
 8NU  O14  C15  C16  109.49  3.000
 8NU  C17  C16  C15  120.17  3.000
 8NU  C17  C16  C12  136.49  3.000
 8NU  C15  C16  C12  103.34  3.000
 8NU  H17  C17  C18  120.35  3.000
 8NU  H17  C17  C16  121.62  3.000
 8NU  C18  C17  C16  118.03  3.000
 8NU  H18  C18  C19  119.44  3.000
 8NU  H18  C18  C17  120.95  3.000
 8NU  C19  C18  C17  119.60  3.000
 8NU  F20  C19  C21  118.17  3.000
 8NU  F20  C19  C18  117.63  3.000
 8NU  C21  C19  C18  124.20  3.000
 8NU  H19  C21  C19  122.27  3.000
 8NU  H19  C21  C15  123.29  3.000
 8NU  C19  C21  C15  114.43  3.000
 8NU  O23  C22  N24  119.58  3.000
 8NU  N24  C22  C03  115.54  3.000
 8NU  O23  C22  C03  124.88  3.000
 8NU  H21  C25  H20  107.36  3.000
 8NU  H21  C25  N24  107.72  3.000
 8NU  H20  C25  N24  107.68  3.000
 8NU  H21  C25  C26  110.19  3.000
 8NU  H20  C25  C26  110.49  3.000
 8NU  N24  C25  C26  113.19  3.000
 8NU  H23  C26  H22  106.90  3.000
 8NU  H23  C26  C27  109.86  3.000
 8NU  H22  C26  C27  111.74  3.000
 8NU  H23  C26  C25  110.23  3.000
 8NU  H22  C26  C25  107.68  3.000
 8NU  C27  C26  C25  110.36  3.000
 8NU  H25  C27  H24  107.04  3.000
 8NU  H25  C27  C28  109.74  3.000
 8NU  H24  C27  C28  110.52  3.000
 8NU  H25  C27  C26  111.34  3.000
 8NU  H24  C27  C26  110.14  3.000
 8NU  C28  C27  C26  108.07  3.000
 8NU  H27  C28  H26  106.12  3.000
 8NU  H27  C28  C29  107.04  3.000
 8NU  H26  C28  C29  107.44  3.000
 8NU  H27  C28  C27  109.46  3.000
 8NU  H26  C28  C27  112.11  3.000
 8NU  C29  C28  C27  114.24  3.000
 8NU  N30  C29  N24  122.81  3.000
 8NU  N30  C29  C28  116.88  3.000
 8NU  N24  C29  C28  120.30  3.000
 8NU  C11  N06  C07  110.71  3.000
 8NU  C07  N06  C05  112.18  3.000
 8NU  C11  N06  C05  110.89  3.000
 8NU  O14  N13  C12  108.30  3.000
 8NU  C29  N24  C25  123.29  3.000
 8NU  C29  N24  C22  121.16  3.000
 8NU  C25  N24  C22  115.49  3.000
 8NU  C29  N30  C02  119.26  3.000
 8NU  N13  O14  C15  108.58  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
 8NU  CONST_01  C15  O14  N13  C12     0.00   0.0  0
 8NU  CONST_02  O14  C15  C16  C12     0.00   0.0  0
 8NU  CONST_03  C21  C15  C16  C12   180.00   0.0  0
 8NU  CONST_04  C18  C17  C16  C12   180.00   0.0  0
 8NU  CONST_05  C18  C19  C21  C15     0.00   0.0  0
 8NU  CONST_06  N13  C12  C16  C15     0.00   0.0  0
 8NU  CONST_07  C18  C17  C16  C15     0.00   0.0  0
 8NU  CONST_08  N13  O14  C15  C16     0.00   0.0  0
 8NU  CONST_09  C19  C21  C15  C16     0.00   0.0  0
 8NU  CONST_10  O14  N13  C12  C16     0.00   0.0  0
 8NU  CONST_11  C19  C18  C17  C16     0.00   0.0  0
 8NU  CONST_12  O14  C15  C16  C17   180.00   0.0  0
 8NU  CONST_13  C21  C15  C16  C17     0.00   0.0  0
 8NU  CONST_14  N13  C12  C16  C17   180.00   0.0  0
 8NU  CONST_15  C21  C19  C18  C17     0.00   0.0  0
 8NU  CONST_16  O14  C15  C21  C19   180.00   0.0  0
 8NU  CONST_17  N13  O14  C15  C21   180.00   0.0  0
 8NU  CONST_18  O14  N13  C12  C09   180.00   0.0  0
 8NU  CONST_19  C15  C16  C12  C09   180.00   0.0  0
 8NU  CONST_20  C17  C16  C12  C09     0.00   0.0  0
 8NU  CONST_21  N24  C29  N30  C02     0.00   0.0  0
 8NU  CONST_22  C28  C29  N30  C02   180.00   0.0  0
 8NU  CONST_23  C25  N24  C22  C03   180.00   0.0  0
 8NU  CONST_24  C29  N24  C22  C03     0.00   0.0  0
 8NU  CONST_25  N30  C29  N24  C22     0.00   0.0  0
 8NU  CONST_26  C28  C29  N24  C22   180.00   0.0  0
 8NU  CONST_27  N30  C29  N24  C25   180.00   0.0  0
 8NU  CONST_28  C28  C29  N24  C25     0.00   0.0  0
 8NU  CONST_29  F20  C19  C21  C15   180.00   0.0  0
 8NU  CONST_30  F20  C19  C18  C17   180.00   0.0  0
 8NU  CONST_31  O23  C22  N24  C25     0.00   0.0  0
 8NU  CONST_32  O23  C22  N24  C29   180.00   0.0  0
 8NU  CONST_33  H17  C17  C16  C12     0.00   0.0  0
 8NU  CONST_34  H19  C21  C15  C16   180.00   0.0  0
 8NU  CONST_35  H18  C18  C17  C16   180.00   0.0  0
 8NU  Var_01    C10  C11  N06  C07   -59.52  30.0  1
 8NU  Var_02    C11  N06  C07  C08    58.78  30.0  1
 8NU  Var_03    N06  C11  C10  C09    57.95  30.0  1
 8NU  Var_04    N06  C07  C08  C09   -56.58  30.0  1
 8NU  Var_05    C26  C25  N24  C22   166.52  30.0  1
 8NU  Var_06    C28  C27  C26  C25   -62.74  30.0  1
 8NU  Var_07    C29  C28  C27  C26    48.30  30.0  1
 8NU  Var_08    N24  C25  C26  C27    47.00  30.0  1
 8NU  Var_09    N24  C29  C28  C27   -18.74  30.0  1
 8NU  Var_10    C05  C04  C03  C02    94.05  30.0  2
 8NU  Var_11    N06  C05  C04  C03   178.12  30.0  2
 8NU  Var_12    H1   C01  C02  C03  -175.91  30.0  3

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
 8NU  chir_01  C09  C12  C10  C08  positiv

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
 8NU  plan-1  C09  0.020
 8NU  plan-1  C12  0.020
 8NU  plan-1  C15  0.020
 8NU  plan-1  C16  0.020
 8NU  plan-1  C17  0.020
 8NU  plan-1  C18  0.020
 8NU  plan-1  C19  0.020
 8NU  plan-1  C21  0.020
 8NU  plan-1  F20  0.020
 8NU  plan-1  N13  0.020
 8NU  plan-1  O14  0.020
 8NU  plan-1  H17  0.020
 8NU  plan-1  H18  0.020
 8NU  plan-1  H19  0.020
 8NU  plan-2  C01  0.020
 8NU  plan-2  C02  0.020
 8NU  plan-2  C03  0.020
 8NU  plan-2  C04  0.020
 8NU  plan-2  C22  0.020
 8NU  plan-2  C25  0.020
 8NU  plan-2  C28  0.020
 8NU  plan-2  C29  0.020
 8NU  plan-2  N24  0.020
 8NU  plan-2  N30  0.020
 8NU  plan-2  O23  0.020

