# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr  3 19:49:56 2020
#   Inital geometry file: a 87 line input string
#   Ligand name: quinolin-8-yl piperidine-1-carboxylate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: O=C(Oc1cccc2cccnc12)N3CCCCC3
#
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
 4K2  4K2  'quinolin-8-yl piperidine-1-carboxylate'  ligand  35  19  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_4K2
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
 4K2  C12  C  CR16  0  -0.257   3.2301  -2.1669   0.1464
 4K2  C18  C  CR16  0  -0.327   2.4347   2.5692  -0.0317
 4K2  C14  C  CR16  0  -0.321   3.7443  -0.9044   0.0445
 4K2  C15  C  CR16  0  -0.182   3.3394   1.5458  -0.0490
 4K2  C11  C  CR16  0  -0.345   1.8378  -2.3742   0.2446
 4K2  C13  C  CR16  0  -0.070   1.0634   2.2589   0.0836
 4K2  C8   C  CR66  0   0.072   2.8796   0.2137   0.0460
 4K2  C5   C  CR66  0   0.145   1.4820   0.0213   0.1529
 4K2  C4   C  CR6   0   0.360   0.9896  -1.3056   0.2481
 4K2  C1   C  C     0   0.742  -1.1567  -1.1474  -0.6226
 4K2  C19  C  CH2   0  -0.445  -3.9856   1.3907   0.3342
 4K2  C16  C  CH2   0  -0.433  -3.5821   1.0175  -1.0903
 4K2  C17  C  CH2   0  -0.439  -3.0137   0.8041   1.3546
 4K2  C9   C  CH2   0  -0.320  -3.3966  -0.4897  -1.2170
 4K2  C10  C  CH2   0  -0.319  -2.8314  -0.6939   1.1393
 4K2  N6   N  N     0  -0.409   0.5990   1.0417   0.1730
 4K2  N2   N  NT    0  -0.469  -2.4286  -0.9619  -0.2368
 4K2  O7   O  O     0  -0.503  -0.7364  -1.1002  -1.7577
 4K2  O3   O  O2    0  -0.514  -0.3533  -1.4912   0.4204
 4K2  H1   H  HCR6  0   0.270   3.8896  -3.0240   0.1466
 4K2  H2   H  HCR6  0   0.275   2.7477   3.6015  -0.1027
 4K2  H3   H  HCR6  0   0.266   4.8129  -0.7476  -0.0331
 4K2  H4   H  HCR6  0   0.277   4.4016   1.7383  -0.1342
 4K2  H5   H  HCR6  0   0.278   1.4429  -3.3789   0.3242
 4K2  H6   H  HCR6  0   0.267   0.3333   3.0607   0.1034
 4K2  H8   H  HCH2  0   0.216  -4.9927   1.0091   0.5333
 4K2  H9   H  HCH2  0   0.237  -4.3380   1.3516  -1.8042
 4K2  H10  H  HCH2  0   0.225  -2.6449   1.5151  -1.3581
 4K2  H11  H  HCH2  0   0.235  -2.0384   1.2909   1.2667
 4K2  H12  H  HCH2  0   0.235  -3.3720   0.9796   2.3714
 4K2  H13  H  HCH2  0   0.242  -4.3439  -0.9997  -1.0193
 4K2  H14  H  HCH2  0   0.264  -3.0785  -0.7723  -2.2170
 4K2  H15  H  HCH2  0   0.269  -2.1100  -1.1072   1.8373
 4K2  H16  H  HCH2  0   0.240  -3.7771  -1.2156   1.3117
 4K2  H7   H  HCH2  0   0.237  -4.0378   2.4760   0.4426

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
 4K2  C19  C17  single    1.526  0.020  1.526
 4K2  C19  C16  single    1.527  0.020  1.527
 4K2  C17  C10  single    1.524  0.020  1.524
 4K2  C10  N2   single    1.459  0.020  1.459
 4K2  C16  C9   single    1.524  0.020  1.524
 4K2  C9   N2   single    1.456  0.020  1.456
 4K2  N2   C1   single    1.342  0.020  1.342
 4K2  O3   C1   single    1.361  0.020  1.361
 4K2  O3   C4   single    1.366  0.020  1.366
 4K2  C1   O7   double    1.211  0.020  1.211
 4K2  N6   C13  aromatic  1.306  0.020  1.306
 4K2  N6   C5   aromatic  1.350  0.020  1.350
 4K2  C13  C18  aromatic  1.411  0.020  1.411
 4K2  C4   C5   aromatic  1.419  0.020  1.419
 4K2  C4   C11  aromatic  1.364  0.020  1.364
 4K2  C5   C8   aromatic  1.415  0.020  1.415
 4K2  C11  C12  aromatic  1.411  0.020  1.411
 4K2  C18  C15  aromatic  1.366  0.020  1.366
 4K2  C8   C15  aromatic  1.412  0.020  1.412
 4K2  C8   C14  aromatic  1.413  0.020  1.413
 4K2  C12  C14  aromatic  1.367  0.020  1.367
 4K2  C12  H1   single    0.930  0.020  1.080
 4K2  C18  H2   single    0.930  0.020  1.080
 4K2  C14  H3   single    0.930  0.020  1.080
 4K2  C15  H4   single    0.930  0.020  1.080
 4K2  C11  H5   single    0.930  0.020  1.080
 4K2  C13  H6   single    0.930  0.020  1.080
 4K2  C19  H7   single    0.970  0.020  1.090
 4K2  C19  H8   single    0.970  0.020  1.090
 4K2  C16  H9   single    0.970  0.020  1.090
 4K2  C16  H10  single    0.970  0.020  1.090
 4K2  C17  H11  single    0.970  0.020  1.090
 4K2  C17  H12  single    0.970  0.020  1.090
 4K2  C9   H13  single    0.970  0.020  1.090
 4K2  C9   H14  single    0.970  0.020  1.090
 4K2  C10  H15  single    0.970  0.020  1.090
 4K2  C10  H16  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
 4K2  H1   C12  C11  119.03  3.000
 4K2  H1   C12  C14  120.17  3.000
 4K2  C11  C12  C14  120.80  3.000
 4K2  H2   C18  C13  119.79  3.000
 4K2  H2   C18  C15  121.52  3.000
 4K2  C13  C18  C15  118.69  3.000
 4K2  H3   C14  C8   119.30  3.000
 4K2  H3   C14  C12  120.68  3.000
 4K2  C8   C14  C12  120.02  3.000
 4K2  H4   C15  C8   119.49  3.000
 4K2  H4   C15  C18  121.16  3.000
 4K2  C8   C15  C18  119.35  3.000
 4K2  H5   C11  C4   120.00  3.000
 4K2  H5   C11  C12  120.10  3.000
 4K2  C4   C11  C12  119.90  3.000
 4K2  H6   C13  N6   116.64  3.000
 4K2  H6   C13  C18  119.56  3.000
 4K2  N6   C13  C18  123.80  3.000
 4K2  C5   C8   C15  117.06  3.000
 4K2  C15  C8   C14  123.15  3.000
 4K2  C5   C8   C14  119.79  3.000
 4K2  N6   C5   C4   118.63  3.000
 4K2  C4   C5   C8   118.37  3.000
 4K2  N6   C5   C8   123.00  3.000
 4K2  O3   C4   C5   118.47  3.000
 4K2  C5   C4   C11  121.11  3.000
 4K2  O3   C4   C11  120.32  3.000
 4K2  O3   C1   O7   121.55  3.000
 4K2  O7   C1   N2   126.35  3.000
 4K2  O3   C1   N2   111.97  3.000
 4K2  H8   C19  H7   106.52  3.000
 4K2  H8   C19  C17  109.27  3.000
 4K2  H7   C19  C17  110.24  3.000
 4K2  H8   C19  C16  109.12  3.000
 4K2  H7   C19  C16  110.38  3.000
 4K2  C17  C19  C16  111.19  3.000
 4K2  H10  C16  H9   107.08  3.000
 4K2  H10  C16  C9   108.97  3.000
 4K2  H9   C16  C9   109.41  3.000
 4K2  H10  C16  C19  110.09  3.000
 4K2  H9   C16  C19  110.62  3.000
 4K2  C9   C16  C19  110.58  3.000
 4K2  H12  C17  H11  107.21  3.000
 4K2  H12  C17  C10  109.18  3.000
 4K2  H11  C17  C10  108.63  3.000
 4K2  H12  C17  C19  110.59  3.000
 4K2  H11  C17  C19  110.07  3.000
 4K2  C10  C17  C19  111.06  3.000
 4K2  H14  C9   H13  107.37  3.000
 4K2  H14  C9   N2   109.90  3.000
 4K2  H13  C9   N2   107.62  3.000
 4K2  H14  C9   C16  111.68  3.000
 4K2  H13  C9   C16  109.92  3.000
 4K2  N2   C9   C16  110.22  3.000
 4K2  H16  C10  H15  106.95  3.000
 4K2  H16  C10  N2   107.45  3.000
 4K2  H15  C10  N2   110.69  3.000
 4K2  H16  C10  C17  110.06  3.000
 4K2  H15  C10  C17  111.27  3.000
 4K2  N2   C10  C17  110.29  3.000
 4K2  C5   N6   C13  118.11  3.000
 4K2  C10  N2   C9   113.07  3.000
 4K2  C9   N2   C1   118.77  3.000
 4K2  C10  N2   C1   123.94  3.000
 4K2  C1   O3   C4   116.70  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
 4K2  CONST_01  C5   C4   C11  C12     0.00   0.0  0
 4K2  CONST_02  C5   C8   C14  C12     0.00   0.0  0
 4K2  CONST_03  C15  C8   C14  C12   180.00   0.0  0
 4K2  CONST_04  C5   N6   C13  C18     0.00   0.0  0
 4K2  CONST_05  C5   C8   C15  C18     0.00   0.0  0
 4K2  CONST_06  C14  C8   C15  C18   180.00   0.0  0
 4K2  CONST_07  N6   C5   C8   C14   180.00   0.0  0
 4K2  CONST_08  C4   C5   C8   C14     0.00   0.0  0
 4K2  CONST_09  C4   C11  C12  C14     0.00   0.0  0
 4K2  CONST_10  N6   C13  C18  C15     0.00   0.0  0
 4K2  CONST_11  N6   C5   C8   C15     0.00   0.0  0
 4K2  CONST_12  C4   C5   C8   C15   180.00   0.0  0
 4K2  CONST_13  N6   C5   C4   C11   180.00   0.0  0
 4K2  CONST_14  C8   C5   C4   C11     0.00   0.0  0
 4K2  CONST_15  C8   C14  C12  C11     0.00   0.0  0
 4K2  CONST_16  C4   C5   N6   C13   180.00   0.0  0
 4K2  CONST_17  C8   C5   N6   C13     0.00   0.0  0
 4K2  CONST_18  C8   C15  C18  C13     0.00   0.0  0
 4K2  CONST_19  O3   C4   C11  C12   180.00   0.0  0
 4K2  CONST_20  O3   C4   C5   C8    180.00   0.0  0
 4K2  CONST_21  O3   C4   C5   N6      0.00   0.0  0
 4K2  CONST_22  H4   C15  C8   C14     0.00   0.0  0
 4K2  CONST_23  H5   C11  C12  C14   180.00   0.0  0
 4K2  CONST_24  H6   C13  C18  C15   180.00   0.0  0
 4K2  CONST_25  H3   C14  C8   C15     0.00   0.0  0
 4K2  CONST_26  H2   C18  C15  C8    180.00   0.0  0
 4K2  CONST_27  H1   C12  C14  C8    180.00   0.0  0
 4K2  Var_01    N2   C10  C17  C19    54.45  30.0  1
 4K2  Var_02    N2   C9   C16  C19   -55.74  30.0  1
 4K2  Var_03    C10  C17  C19  C16   -52.18  30.0  1
 4K2  Var_04    C10  N2   C9   C16    60.19  30.0  1
 4K2  Var_05    C9   C16  C19  C17    52.69  30.0  1
 4K2  Var_06    C9   N2   C10  C17   -59.42  30.0  1
 4K2  Var_07    N2   C1   O3   C4   -160.44  30.0  3
 4K2  Var_08    O3   C1   N2   C9    175.37  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
 4K2  plan-1  C12  0.020
 4K2  plan-1  C18  0.020
 4K2  plan-1  C14  0.020
 4K2  plan-1  C15  0.020
 4K2  plan-1  C11  0.020
 4K2  plan-1  C13  0.020
 4K2  plan-1  C8   0.020
 4K2  plan-1  C5   0.020
 4K2  plan-1  C4   0.020
 4K2  plan-1  N6   0.020
 4K2  plan-1  O3   0.020
 4K2  plan-1  H1   0.020
 4K2  plan-1  H2   0.020
 4K2  plan-1  H3   0.020
 4K2  plan-1  H4   0.020
 4K2  plan-1  H5   0.020
 4K2  plan-1  H6   0.020
 4K2  plan-2  C1   0.020
 4K2  plan-2  N2   0.020
 4K2  plan-2  O7   0.020
 4K2  plan-2  O3   0.020

