# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Aug  2 00:55:26 2022
#   Inital geometry file: a 108 line input string
#   Ligand name: 4-methyl-~{N}-(4-phenylbutyl)piperidine-1-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC1CCN(CC1)C(=O)NCCCCc2ccccc2
#
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
 UAB  UAB  "4-methyl-~{N}-(4-phenylbutyl)piperidine-1-carboxamide"
  ligand  46  20  .  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_UAB
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
 UAB  C4   C  CH2   0  -0.343  -16.2836  -28.6881   2.8332
 UAB  C14  C  CR16  0  -0.237   -5.5273  -28.0941   3.7696
 UAB  C5   C  C     0   0.727  -14.4400  -28.1413   1.2551
 UAB  C6   C  CH2   0  -0.235  -12.2318  -27.5524   2.1329
 UAB  C11  C  CR16  0  -0.311   -7.2295  -26.0865   4.6310
 UAB  C7   C  CH2   0  -0.458  -11.4750  -27.7272   3.4403
 UAB  C8   C  CH2   0  -0.414   -9.9886  -27.4419   3.2812
 UAB  C9   C  CH2   0  -0.503   -9.2107  -27.6426   4.5825
 UAB  C10  C  CR6   0   0.136   -7.7443  -27.3622   4.4100
 UAB  C12  C  CR16  0  -0.238   -5.8830  -25.8143   4.4267
 UAB  C13  C  CR16  0  -0.273   -5.0262  -26.8181   3.9942
 UAB  N1   N  NT    0  -0.482  -15.7777  -28.3073   1.5222
 UAB  N2   N  NH1   0  -0.687  -13.6350  -27.8566   2.3149
 UAB  C3   C  CH2   0  -0.407  -16.3164  -30.2045   2.9856
 UAB  C1   C  CH3   0  -0.650  -17.1223  -32.3689   1.9687
 UAB  C2   C  CH1   0  -0.237  -17.1490  -30.8505   1.8781
 UAB  O1   O  O     0  -0.540  -13.9880  -28.2345   0.1174
 UAB  C15  C  CR16  0  -0.310   -6.8744  -28.3607   3.9762
 UAB  C16  C  CH2   0  -0.319  -16.6159  -28.8366   0.4571
 UAB  C17  C  CH2   0  -0.416  -16.6756  -30.3595   0.5094
 UAB  H1   H  HCH2  0   0.252  -15.7152  -28.2283   3.6387
 UAB  H2   H  HCH2  0   0.243  -17.2978  -28.2883   2.9239
 UAB  H4   H  HCH2  0   0.233  -11.8211  -28.2286   1.3832
 UAB  H5   H  HCH2  0   0.215  -12.0856  -26.5334   1.7545
 UAB  H6   H  HCR6  0   0.243   -7.8908  -25.2972   4.9702
 UAB  H7   H  HCH2  0   0.224  -11.8937  -27.0621   4.2034
 UAB  H8   H  HCH2  0   0.226  -11.6188  -28.7492   3.8033
 UAB  H9   H  HCH2  0   0.224   -9.5709  -28.0957   2.5091
 UAB  H10  H  HCH2  0   0.225   -9.8429  -26.4164   2.9279
 UAB  H11  H  HCH2  0   0.238   -9.6256  -26.9887   5.3544
 UAB  H12  H  HCH2  0   0.237   -9.3542  -28.6691   4.9309
 UAB  H13  H  HCR6  0   0.250   -5.5020  -24.8172   4.6083
 UAB  H14  H  HCR6  0   0.250   -3.9761  -26.6090   3.8359
 UAB  H15  H  HNH1  0   0.391  -14.0457  -27.5079   3.1647
 UAB  H16  H  HCH2  0   0.232  -16.7252  -30.4643   3.9659
 UAB  H17  H  HCH2  0   0.217  -15.2910  -30.5896   2.9547
 UAB  H18  H  HCH3  0   0.224  -17.4896  -32.7163   2.9359
 UAB  H19  H  HCH3  0   0.224  -17.7427  -32.8231   1.1940
 UAB  H20  H  HCH3  0   0.214  -16.1051  -32.7466   1.8433
 UAB  H21  H  HCH1  0   0.213  -18.1864  -30.5147   2.0088
 UAB  H22  H  HCR6  0   0.243   -7.2567  -29.3601   3.8007
 UAB  H23  H  HCH2  0   0.255  -16.2554  -28.4864  -0.5062
 UAB  H24  H  HCH2  0   0.233  -17.6213  -28.4269   0.5939
 UAB  H25  H  HCH2  0   0.229  -17.3462  -30.7265  -0.2726
 UAB  H26  H  HCH2  0   0.215  -15.6831  -30.7701   0.2935
 UAB  H3   H  HCR6  0   0.249   -4.8674  -28.8847   3.4352

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
 UAB  O1   C5   double    1.228  0.020  1.228
 UAB  C16  C17  single    1.525  0.020  1.525
 UAB  C16  N1   single    1.455  0.020  1.455
 UAB  C17  C2   single    1.529  0.020  1.529
 UAB  C5   N1   single    1.374  0.020  1.374
 UAB  C5   N2   single    1.361  0.020  1.361
 UAB  N1   C4   single    1.456  0.020  1.456
 UAB  C2   C1   single    1.521  0.020  1.521
 UAB  C2   C3   single    1.529  0.020  1.529
 UAB  C6   N2   single    1.447  0.020  1.447
 UAB  C6   C7   single    1.521  0.020  1.521
 UAB  C4   C3   single    1.524  0.020  1.524
 UAB  C8   C7   single    1.522  0.020  1.522
 UAB  C8   C9   single    1.529  0.020  1.529
 UAB  C14  C15  aromatic  1.389  0.020  1.389
 UAB  C14  C13  aromatic  1.389  0.020  1.389
 UAB  C15  C10  aromatic  1.394  0.020  1.394
 UAB  C13  C12  aromatic  1.389  0.020  1.389
 UAB  C10  C9   single    1.503  0.020  1.503
 UAB  C10  C11  aromatic  1.393  0.020  1.393
 UAB  C12  C11  aromatic  1.389  0.020  1.389
 UAB  C4   H1   single    0.970  0.020  1.090
 UAB  C4   H2   single    0.970  0.020  1.090
 UAB  C14  H3   single    0.930  0.020  1.080
 UAB  C6   H4   single    0.970  0.020  1.090
 UAB  C6   H5   single    0.970  0.020  1.090
 UAB  C11  H6   single    0.930  0.020  1.080
 UAB  C7   H7   single    0.970  0.020  1.090
 UAB  C7   H8   single    0.970  0.020  1.090
 UAB  C8   H9   single    0.970  0.020  1.090
 UAB  C8   H10  single    0.970  0.020  1.090
 UAB  C9   H11  single    0.970  0.020  1.090
 UAB  C9   H12  single    0.970  0.020  1.090
 UAB  C12  H13  single    0.930  0.020  1.080
 UAB  C13  H14  single    0.930  0.020  1.080
 UAB  N2   H15  single    0.890  0.020  1.040
 UAB  C3   H16  single    0.970  0.020  1.090
 UAB  C3   H17  single    0.970  0.020  1.090
 UAB  C1   H18  single    0.970  0.020  1.090
 UAB  C1   H19  single    0.970  0.020  1.090
 UAB  C1   H20  single    0.970  0.020  1.090
 UAB  C2   H21  single    0.970  0.020  1.090
 UAB  C15  H22  single    0.930  0.020  1.080
 UAB  C16  H23  single    0.970  0.020  1.090
 UAB  C16  H24  single    0.970  0.020  1.090
 UAB  C17  H25  single    0.970  0.020  1.090
 UAB  C17  H26  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
 UAB  H2   C4   H1   105.58  3.000
 UAB  H2   C4   C3   109.59  3.000
 UAB  H1   C4   C3   110.95  3.000
 UAB  H2   C4   N1   107.53  3.000
 UAB  H1   C4   N1   112.00  3.000
 UAB  C3   C4   N1   110.96  3.000
 UAB  H3   C14  C15  119.80  3.000
 UAB  H3   C14  C13  120.05  3.000
 UAB  C15  C14  C13  120.14  3.000
 UAB  O1   C5   N2   121.31  3.000
 UAB  N2   C5   N1   116.72  3.000
 UAB  O1   C5   N1   121.96  3.000
 UAB  H5   C6   H4   106.78  3.000
 UAB  H5   C6   N2   111.59  3.000
 UAB  H4   C6   N2   108.75  3.000
 UAB  H5   C6   C7   109.70  3.000
 UAB  H4   C6   C7   109.43  3.000
 UAB  N2   C6   C7   110.50  3.000
 UAB  H6   C11  C12  119.65  3.000
 UAB  H6   C11  C10  119.40  3.000
 UAB  C12  C11  C10  120.95  3.000
 UAB  H8   C7   H7   106.60  3.000
 UAB  H8   C7   C8   109.76  3.000
 UAB  H7   C7   C8   109.41  3.000
 UAB  H8   C7   C6   109.10  3.000
 UAB  H7   C7   C6   109.81  3.000
 UAB  C8   C7   C6   112.01  3.000
 UAB  H10  C8   H9   106.33  3.000
 UAB  H10  C8   C9   109.26  3.000
 UAB  H9   C8   C9   109.13  3.000
 UAB  H10  C8   C7   109.84  3.000
 UAB  H9   C8   C7   109.54  3.000
 UAB  C9   C8   C7   112.54  3.000
 UAB  H12  C9   H11  106.66  3.000
 UAB  H12  C9   C10  109.87  3.000
 UAB  H11  C9   C10  109.86  3.000
 UAB  H12  C9   C8   109.11  3.000
 UAB  H11  C9   C8   109.22  3.000
 UAB  C10  C9   C8   111.97  3.000
 UAB  C15  C10  C9   120.74  3.000
 UAB  C9   C10  C11  120.88  3.000
 UAB  C15  C10  C11  118.34  3.000
 UAB  H13  C12  C13  120.06  3.000
 UAB  H13  C12  C11  119.79  3.000
 UAB  C13  C12  C11  120.15  3.000
 UAB  H14  C13  C12  120.29  3.000
 UAB  H14  C13  C14  120.25  3.000
 UAB  C12  C13  C14  119.46  3.000
 UAB  C16  N1   C5   117.54  3.000
 UAB  C5   N1   C4   123.02  3.000
 UAB  C16  N1   C4   111.33  3.000
 UAB  H15  N2   C6   115.41  3.000
 UAB  H15  N2   C5   119.26  3.000
 UAB  C6   N2   C5   121.30  3.000
 UAB  H17  C3   H16  106.96  3.000
 UAB  H17  C3   C2   109.92  3.000
 UAB  H16  C3   C2   110.21  3.000
 UAB  H17  C3   C4   109.07  3.000
 UAB  H16  C3   C4   109.52  3.000
 UAB  C2   C3   C4   111.07  3.000
 UAB  H20  C1   H19  107.70  3.000
 UAB  H20  C1   H18  107.76  3.000
 UAB  H19  C1   H18  107.77  3.000
 UAB  H20  C1   C2   110.77  3.000
 UAB  H19  C1   C2   111.29  3.000
 UAB  H18  C1   C2   111.38  3.000
 UAB  H21  C2   C17  107.50  3.000
 UAB  H21  C2   C1   108.34  3.000
 UAB  C17  C2   C1   111.61  3.000
 UAB  H21  C2   C3   107.40  3.000
 UAB  C1   C2   C3   111.66  3.000
 UAB  C17  C2   C3   110.13  3.000
 UAB  H22  C15  C10  119.38  3.000
 UAB  H22  C15  C14  119.66  3.000
 UAB  C10  C15  C14  120.96  3.000
 UAB  H24  C16  H23  107.16  3.000
 UAB  H24  C16  C17  109.49  3.000
 UAB  H23  C16  C17  111.42  3.000
 UAB  H24  C16  N1   107.55  3.000
 UAB  H23  C16  N1   109.91  3.000
 UAB  C17  C16  N1   111.15  3.000
 UAB  H26  C17  H25  106.79  3.000
 UAB  H26  C17  C16  109.39  3.000
 UAB  H25  C17  C16  109.55  3.000
 UAB  H26  C17  C2   109.66  3.000
 UAB  H25  C17  C2   110.03  3.000
 UAB  C16  C17  C2   111.31  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
 UAB  CONST_01  C11  C10  C15  C14     0.00   0.0  0
 UAB  CONST_02  C11  C12  C13  C14     0.00   0.0  0
 UAB  CONST_03  C13  C14  C15  C10     0.00   0.0  0
 UAB  CONST_04  C13  C12  C11  C10     0.00   0.0  0
 UAB  CONST_05  C15  C14  C13  C12     0.00   0.0  0
 UAB  CONST_06  C15  C10  C11  C12     0.00   0.0  0
 UAB  CONST_07  C9   C10  C15  C14   180.00   0.0  0
 UAB  CONST_08  C12  C11  C10  C9    180.00   0.0  0
 UAB  CONST_09  H13  C12  C13  C14   180.00   0.0  0
 UAB  CONST_10  H22  C15  C10  C11   180.00   0.0  0
 UAB  CONST_11  H14  C13  C12  C11   180.00   0.0  0
 UAB  CONST_12  H3   C14  C15  C10   180.00   0.0  0
 UAB  CONST_13  H13  C12  C11  C10   180.00   0.0  0
 UAB  CONST_14  H3   C14  C13  C12   180.00   0.0  0
 UAB  CONST_15  H22  C15  C14  C13   180.00   0.0  0
 UAB  CONST_16  H6   C11  C12  C13   180.00   0.0  0
 UAB  CONST_17  H14  C13  C14  C15   180.00   0.0  0
 UAB  CONST_18  H6   C11  C10  C15   180.00   0.0  0
 UAB  CONST_20  C16  N1   C5   O1      0.00   0.0  0
 UAB  CONST_22  C16  N1   C5   N2    180.00   0.0  0
 UAB  CONST_23  N1   C5   N2   C6    180.00   0.0  0
 UAB  CONST_25  O1   C5   N2   C6      0.00   0.0  0
 UAB  Var_01    C17  C16  N1   C4    -59.81  30.0  1
 UAB  Var_02    C2   C17  C16  N1     55.58  30.0  1
 UAB  Var_03    C2   C3   C4   N1    -56.48  30.0  1
 UAB  Var_04    C16  N1   C4   C3     60.29  30.0  1
 UAB  Var_05    C17  C16  N1   C5     89.90  30.0  1
 UAB  Var_06    C3   C4   N1   C5    -87.48  30.0  1
 UAB  Var_07    H23  C16  N1   C4    176.37  30.0  1
 UAB  Var_08    H24  C16  N1   C4     60.03  30.0  1
 UAB  Var_09    H25  C17  C16  N1    177.50  30.0  1
 UAB  Var_10    H26  C17  C16  N1    -65.76  30.0  1
 UAB  Var_11    H16  C3   C4   N1   -178.45  30.0  1
 UAB  Var_12    H17  C3   C4   N1     64.82  30.0  1
 UAB  Var_13    H23  C16  C17  C2    178.54  30.0  1
 UAB  Var_14    H24  C16  C17  C2    -63.10  30.0  1
 UAB  Var_15    H1   C4   C3   C2    178.33  30.0  1
 UAB  Var_16    H2   C4   C3   C2     62.12  30.0  1
 UAB  Var_17    H1   C4   N1   C16  -175.12  30.0  1
 UAB  Var_18    H2   C4   N1   C16   -59.56  30.0  1
 UAB  Var_19    C8   C9   C10  C11    90.78  30.0  2
 UAB  Var_20    C15  C10  C9   C8    -86.80  30.0  3
 UAB  Var_21    H23  C16  N1   C5    -33.92  30.0  1
 UAB  Var_22    H24  C16  N1   C5   -150.26  30.0  1
 UAB  Var_23    H1   C4   N1   C5     37.12  30.0  1
 UAB  Var_24    H2   C4   N1   C5    152.68  30.0  1
 UAB  Var_25    H11  C9   C10  C11   -30.77  30.0  2
 UAB  Var_26    H12  C9   C10  C11  -147.81  30.0  2
 UAB  Var_27    H11  C9   C10  C15   151.66  30.0  2
 UAB  Var_28    H12  C9   C10  C15    34.62  30.0  2
 UAB  Var_29    C10  C9   C8   C7    179.81  30.0  3
 UAB  Var_30    H9   C8   C9   C10    57.98  30.0  1
 UAB  Var_31    H10  C8   C9   C10   -57.90  30.0  1
 UAB  Var_32    C7   C6   N2   C5   -161.24  30.0  1
 UAB  Var_33    C9   C8   C7   C6   -178.80  30.0  2
 UAB  Var_34    N2   C6   C7   C8    178.88  30.0  2
 UAB  Var_35    H4   C6   N2   C5    -41.11  30.0  1
 UAB  Var_36    H5   C6   N2   C5     76.42  30.0  1
 UAB  Var_37    H9   C8   C7   C6    -57.21  30.0  2
 UAB  Var_38    H10  C8   C7   C6     59.23  30.0  2
 UAB  Var_39    H15  N2   C6   C7     41.52  30.0  3
 UAB  Var_40    H11  C9   C8   C7    -58.28  30.0  3
 UAB  Var_41    H12  C9   C8   C7     57.96  30.0  3
 UAB  Var_42    H4   C6   C7   C8     59.16  30.0  2
 UAB  Var_43    H5   C6   C7   C8    -57.68  30.0  2
 UAB  Var_44    H7   C7   C8   C9     59.20  30.0  3
 UAB  Var_45    H8   C7   C8   C9    -57.45  30.0  3
 UAB  Var_46    H7   C7   C6   N2    -59.35  30.0  3
 UAB  Var_47    H8   C7   C6   N2     57.15  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
 UAB  chir_01  C2  C17  C1  C3  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
 UAB  plan-1  C14  0.020
 UAB  plan-1  C11  0.020
 UAB  plan-1  C9   0.020
 UAB  plan-1  C10  0.020
 UAB  plan-1  C12  0.020
 UAB  plan-1  C13  0.020
 UAB  plan-1  C15  0.020
 UAB  plan-1  H6   0.020
 UAB  plan-1  H13  0.020
 UAB  plan-1  H14  0.020
 UAB  plan-1  H22  0.020
 UAB  plan-1  H3   0.020
 UAB  plan-2  C4   0.020
 UAB  plan-2  C5   0.020
 UAB  plan-2  C6   0.020
 UAB  plan-2  N1   0.020
 UAB  plan-2  N2   0.020
 UAB  plan-2  O1   0.020
 UAB  plan-2  C16  0.020
 UAB  plan-2  H15  0.020

