# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Aug  2 06:02:12 2022
#   Inital geometry file: a 96 line input string
#   Ligand name: 4-methyl-~{N}-[(1~{R})-1-phenylethyl]piperidine-1-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC1CCN(CC1)C(=O)N[C@H](C)c2ccccc2
#
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
 UAK  UAK  "4-methyl-~{N}-[(1~{R})-1-phenylethyl]piperidine-1-carboxamide"
  ligand  40  18  .  2022-08-11  2022-08-11
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_UAK
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
 UAK  C4   C  CH2   0  -0.305  -11.6196  -26.6425   2.1288
 UAK  C14  C  CH2   0  -0.319  -12.4152  -27.7041   4.1597
 UAK  C5   C  C     0   0.737  -13.8503  -27.6283   2.1055
 UAK  C6   C  CH1   0  -0.109  -16.0976  -28.5883   2.1668
 UAK  C11  C  CR16  0  -0.270  -15.6185  -32.2650  -0.0340
 UAK  C7   C  CH3   0  -0.683  -17.1798  -28.8002   3.2212
 UAK  C8   C  CR6   0   0.142  -15.8854  -29.8653   1.3801
 UAK  C9   C  CR16  0  -0.311  -16.6248  -30.0950   0.2240
 UAK  C10  C  CR16  0  -0.240  -16.4962  -31.2854  -0.4793
 UAK  C12  C  CR16  0  -0.238  -14.8752  -32.0432   1.1182
 UAK  C13  C  CR16  0  -0.304  -15.0100  -30.8531   1.8208
 UAK  N1   N  NT    0  -0.492  -12.7295  -27.2889   2.8040
 UAK  N2   N  NH1   0  -0.699  -14.8892  -28.1437   2.8243
 UAK  C3   C  CH2   0  -0.410  -10.4009  -27.5542   2.0760
 UAK  C1   C  CH3   0  -0.649   -8.8323  -28.9996   3.4224
 UAK  C2   C  CH1   0  -0.243   -9.9999  -28.0254   3.4713
 UAK  O1   O  O     0  -0.537  -13.9338  -27.4921   0.8880
 UAK  C15  C  CH2   0  -0.405  -11.2094  -28.6386   4.1718
 UAK  H1   H  HCH2  0   0.227  -11.3671  -25.7272   2.6766
 UAK  H2   H  HCH2  0   0.257  -11.9273  -26.3474   1.1296
 UAK  H3   H  HCH2  0   0.233  -12.2063  -26.8166   4.7666
 UAK  H4   H  HCH2  0   0.249  -13.2564  -28.2109   4.6250
 UAK  H5   H  HCH1  0   0.243  -16.4520  -27.8187   1.4732
 UAK  H7   H  HCH3  0   0.241  -17.3761  -27.8774   3.7699
 UAK  H8   H  HCH3  0   0.248  -18.1093  -29.1129   2.7481
 UAK  H9   H  HCH3  0   0.233  -16.8894  -29.5723   3.9359
 UAK  H10  H  HCR6  0   0.244  -17.3065  -29.3313  -0.1339
 UAK  H11  H  HCR6  0   0.250  -17.0765  -31.4442  -1.3794
 UAK  H12  H  HCR6  0   0.249  -14.1864  -32.8000   1.4721
 UAK  H13  H  HCR6  0   0.243  -14.4202  -30.6901   2.7147
 UAK  H14  H  HNH1  0   0.399  -14.9491  -27.9755   3.8137
 UAK  H15  H  HCH2  0   0.215  -10.6276  -28.4204   1.4445
 UAK  H16  H  HCH2  0   0.229   -9.5711  -27.0222   1.6029
 UAK  H17  H  HCH3  0   0.224   -8.5342  -29.3139   4.4241
 UAK  H18  H  HCH3  0   0.214   -9.1002  -29.8963   2.8592
 UAK  H19  H  HCH3  0   0.225   -7.9614  -28.5522   2.9403
 UAK  H20  H  HCH1  0   0.214   -9.6921  -27.1422   4.0467
 UAK  H21  H  HCH2  0   0.217  -11.4838  -29.5752   3.6739
 UAK  H22  H  HCH2  0   0.233  -10.9617  -28.8876   5.2070
 UAK  H6   H  HCR6  0   0.250  -15.5123  -33.1921  -0.5824

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
 UAK  C10  C11  aromatic  1.389  0.020  1.389
 UAK  C10  C9   aromatic  1.389  0.020  1.389
 UAK  C11  C12  aromatic  1.389  0.020  1.389
 UAK  C9   C8   aromatic  1.391  0.020  1.391
 UAK  O1   C5   double    1.228  0.020  1.228
 UAK  C12  C13  aromatic  1.389  0.020  1.389
 UAK  C8   C13  aromatic  1.392  0.020  1.392
 UAK  C8   C6   single    1.515  0.020  1.515
 UAK  C4   C3   single    1.523  0.020  1.523
 UAK  C4   N1   single    1.451  0.020  1.451
 UAK  C5   N1   single    1.364  0.020  1.364
 UAK  C5   N2   single    1.364  0.020  1.364
 UAK  C6   N2   single    1.446  0.020  1.446
 UAK  C6   C7   single    1.526  0.020  1.526
 UAK  C3   C2   single    1.526  0.020  1.526
 UAK  N1   C14  single    1.452  0.020  1.452
 UAK  C2   C1   single    1.521  0.020  1.521
 UAK  C2   C15  single    1.526  0.020  1.526
 UAK  C14  C15  single    1.526  0.020  1.526
 UAK  C4   H1   single    0.970  0.020  1.090
 UAK  C4   H2   single    0.970  0.020  1.090
 UAK  C14  H3   single    0.970  0.020  1.090
 UAK  C14  H4   single    0.970  0.020  1.090
 UAK  C6   H5   single    0.970  0.020  1.090
 UAK  C11  H6   single    0.930  0.020  1.080
 UAK  C7   H7   single    0.970  0.020  1.090
 UAK  C7   H8   single    0.970  0.020  1.090
 UAK  C7   H9   single    0.970  0.020  1.090
 UAK  C9   H10  single    0.930  0.020  1.080
 UAK  C10  H11  single    0.930  0.020  1.080
 UAK  C12  H12  single    0.930  0.020  1.080
 UAK  C13  H13  single    0.930  0.020  1.080
 UAK  N2   H14  single    0.860  0.020  1.020
 UAK  C3   H15  single    0.970  0.020  1.090
 UAK  C3   H16  single    0.970  0.020  1.090
 UAK  C1   H17  single    0.970  0.020  1.090
 UAK  C1   H18  single    0.970  0.020  1.090
 UAK  C1   H19  single    0.970  0.020  1.090
 UAK  C2   H20  single    0.970  0.020  1.090
 UAK  C15  H21  single    0.970  0.020  1.090
 UAK  C15  H22  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
 UAK  H2   C4   H1   107.34  3.000
 UAK  H2   C4   C3   110.94  3.000
 UAK  H1   C4   C3   109.45  3.000
 UAK  H2   C4   N1   109.42  3.000
 UAK  H1   C4   N1   108.39  3.000
 UAK  C3   C4   N1   111.19  3.000
 UAK  H4   C14  H3   106.76  3.000
 UAK  H4   C14  C15  108.83  3.000
 UAK  H3   C14  C15  109.95  3.000
 UAK  H4   C14  N1   111.44  3.000
 UAK  H3   C14  N1   109.08  3.000
 UAK  C15  C14  N1   110.70  3.000
 UAK  O1   C5   N2   120.83  3.000
 UAK  N2   C5   N1   116.74  3.000
 UAK  O1   C5   N1   122.42  3.000
 UAK  H5   C6   N2   110.03  3.000
 UAK  H5   C6   C8   107.99  3.000
 UAK  N2   C6   C8   112.23  3.000
 UAK  H5   C6   C7   107.80  3.000
 UAK  N2   C6   C7   108.74  3.000
 UAK  C8   C6   C7   109.95  3.000
 UAK  H6   C11  C12  120.30  3.000
 UAK  H6   C11  C10  120.25  3.000
 UAK  C12  C11  C10  119.45  3.000
 UAK  H9   C7   H8   107.97  3.000
 UAK  H9   C7   H7   108.46  3.000
 UAK  H8   C7   H7   107.93  3.000
 UAK  H9   C7   C6   111.22  3.000
 UAK  H8   C7   C6   110.19  3.000
 UAK  H7   C7   C6   110.95  3.000
 UAK  C13  C8   C9   118.70  3.000
 UAK  C13  C8   C6   121.47  3.000
 UAK  C9   C8   C6   119.76  3.000
 UAK  H10  C9   C10  119.66  3.000
 UAK  H10  C9   C8   119.47  3.000
 UAK  C10  C9   C8   120.88  3.000
 UAK  H11  C10  C9   119.81  3.000
 UAK  H11  C10  C11  120.13  3.000
 UAK  C9   C10  C11  120.06  3.000
 UAK  H12  C12  C13  119.70  3.000
 UAK  H12  C12  C11  120.00  3.000
 UAK  C13  C12  C11  120.30  3.000
 UAK  H13  C13  C12  119.57  3.000
 UAK  H13  C13  C8   119.81  3.000
 UAK  C12  C13  C8   120.62  3.000
 UAK  C5   N1   C14  125.80  3.000
 UAK  C14  N1   C4   113.34  3.000
 UAK  C5   N1   C4   120.08  3.000
 UAK  H14  N2   C6   116.69  3.000
 UAK  H14  N2   C5   120.04  3.000
 UAK  C6   N2   C5   120.86  3.000
 UAK  H16  C3   H15  107.00  3.000
 UAK  H16  C3   C2   110.26  3.000
 UAK  H15  C3   C2   109.71  3.000
 UAK  H16  C3   C4   109.33  3.000
 UAK  H15  C3   C4   109.13  3.000
 UAK  C2   C3   C4   111.31  3.000
 UAK  H19  C1   H18  107.73  3.000
 UAK  H19  C1   H17  107.79  3.000
 UAK  H18  C1   H17  107.69  3.000
 UAK  H19  C1   C2   111.35  3.000
 UAK  H18  C1   C2   110.74  3.000
 UAK  H17  C1   C2   111.37  3.000
 UAK  H20  C2   C15  107.74  3.000
 UAK  H20  C2   C1   108.47  3.000
 UAK  C15  C2   C1   111.44  3.000
 UAK  H20  C2   C3   107.72  3.000
 UAK  C15  C2   C3   109.60  3.000
 UAK  C1   C2   C3   111.71  3.000
 UAK  H22  C15  H21  107.00  3.000
 UAK  H22  C15  C2   110.28  3.000
 UAK  H21  C15  C2   109.47  3.000
 UAK  H22  C15  C14  109.03  3.000
 UAK  H21  C15  C14  108.79  3.000
 UAK  C2   C15  C14  112.12  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
 UAK  CONST_01  C8   C9   C10  C11     0.00   0.0  0
 UAK  CONST_02  C8   C13  C12  C11     0.00   0.0  0
 UAK  CONST_03  C12  C11  C10  C9      0.00   0.0  0
 UAK  CONST_04  C12  C13  C8   C9      0.00   0.0  0
 UAK  CONST_05  C13  C12  C11  C10     0.00   0.0  0
 UAK  CONST_06  C13  C8   C9   C10     0.00   0.0  0
 UAK  CONST_07  C10  C9   C8   C6    180.00   0.0  0
 UAK  CONST_08  C12  C13  C8   C6    180.00   0.0  0
 UAK  CONST_09  H10  C9   C10  C11   180.00   0.0  0
 UAK  CONST_10  H13  C13  C12  C11   180.00   0.0  0
 UAK  CONST_11  H11  C10  C9   C8    180.00   0.0  0
 UAK  CONST_12  H12  C12  C13  C8    180.00   0.0  0
 UAK  CONST_13  H6   C11  C10  C9    180.00   0.0  0
 UAK  CONST_14  H13  C13  C8   C9    180.00   0.0  0
 UAK  CONST_15  H12  C12  C11  C10   180.00   0.0  0
 UAK  CONST_16  H11  C10  C11  C12   180.00   0.0  0
 UAK  CONST_17  H6   C11  C12  C13   180.00   0.0  0
 UAK  CONST_18  H10  C9   C8   C13   180.00   0.0  0
 UAK  CONST_19  O1   C5   N1   C4      0.00   0.0  0
 UAK  CONST_21  N2   C5   N1   C4    180.00   0.0  0
 UAK  CONST_23  N1   C5   N2   C6    180.00   0.0  0
 UAK  CONST_25  O1   C5   N2   C6      0.00   0.0  0
 UAK  Var_01    C15  C14  N1   C4    -56.98  30.0  1
 UAK  Var_02    C3   C4   N1   C14    57.88  30.0  1
 UAK  Var_03    C2   C3   C4   N1    -55.40  30.0  1
 UAK  Var_04    C2   C15  C14  N1     54.36  30.0  1
 UAK  Var_05    C3   C4   N1   C5   -112.58  30.0  1
 UAK  Var_06    C15  C14  N1   C5    112.84  30.0  1
 UAK  Var_07    H3   C14  N1   C4     64.13  30.0  1
 UAK  Var_08    H4   C14  N1   C4   -178.24  30.0  1
 UAK  Var_09    H1   C4   N1   C14   -62.47  30.0  1
 UAK  Var_10    H2   C4   N1   C14  -179.23  30.0  1
 UAK  Var_11    H15  C3   C4   N1     65.83  30.0  1
 UAK  Var_12    H16  C3   C4   N1   -177.45  30.0  1
 UAK  Var_13    H21  C15  C14  N1    -66.87  30.0  1
 UAK  Var_14    H22  C15  C14  N1    176.77  30.0  1
 UAK  Var_15    H1   C4   C3   C2     64.33  30.0  1
 UAK  Var_16    H2   C4   C3   C2   -177.41  30.0  1
 UAK  Var_17    H3   C14  C15  C2    -66.24  30.0  1
 UAK  Var_18    H4   C14  C15  C2    177.15  30.0  1
 UAK  Var_19    H1   C4   N1   C5    127.07  30.0  1
 UAK  Var_20    H2   C4   N1   C5     10.31  30.0  1
 UAK  Var_21    H3   C14  N1   C5   -126.05  30.0  1
 UAK  Var_22    H4   C14  N1   C5     -8.43  30.0  1

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
 UAK  chir_01  C6  C8  N2  C7   positiv
 UAK  chir_02  C2  C3  C1  C15  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
 UAK  plan-1  C6   0.020
 UAK  plan-1  C11  0.020
 UAK  plan-1  C8   0.020
 UAK  plan-1  C9   0.020
 UAK  plan-1  C10  0.020
 UAK  plan-1  C12  0.020
 UAK  plan-1  C13  0.020
 UAK  plan-1  H10  0.020
 UAK  plan-1  H11  0.020
 UAK  plan-1  H12  0.020
 UAK  plan-1  H13  0.020
 UAK  plan-1  H6   0.020
 UAK  plan-2  C4   0.020
 UAK  plan-2  C14  0.020
 UAK  plan-2  C5   0.020
 UAK  plan-2  C6   0.020
 UAK  plan-2  N1   0.020
 UAK  plan-2  N2   0.020
 UAK  plan-2  O1   0.020
 UAK  plan-2  H14  0.020

