# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Aug  2 00:46:33 2022
#   Inital geometry file: a 86 line input string
#   Ligand name: ~{N}-(4-hydroxyphenyl)-4-methyl-piperidine-1-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC1CCN(CC1)C(=O)Nc2ccc(O)cc2
#
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
 UAW  UAW  "~{N}-(4-hydroxyphenyl)-4-methyl-piperidine-1-carboxamide"
  ligand  35  17  .  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_UAW
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
 UAW  C4   C  CH2   0  -0.317  -11.7795  -27.9053   4.3609
 UAW  C5   C  C     0   0.704  -12.8272  -28.0768   2.0880
 UAW  C6   C  CR6   0   0.342  -14.9503  -29.2979   1.9560
 UAW  C11  C  CR16  0  -0.276  -14.7654  -30.0838   0.8189
 UAW  C7   C  CR16  0  -0.318  -16.2461  -29.1150   2.4280
 UAW  C8   C  CR16  0  -0.374  -17.3318  -29.7003   1.7934
 UAW  C9   C  CR6   0   0.338  -17.1422  -30.4707   0.6516
 UAW  C10  C  CR16  0  -0.335  -15.8480  -30.6528   0.1700
 UAW  C12  C  CH2   0  -0.297  -10.8851  -26.6589   2.4657
 UAW  C13  C  CH2   0  -0.413   -9.4691  -27.1067   2.7913
 UAW  N1   N  NT    0  -0.494  -11.8683  -27.6193   2.9386
 UAW  N2   N  NH1   0  -0.787  -13.8784  -28.7459   2.6759
 UAW  C3   C  CH2   0  -0.407  -10.3726  -28.3577   4.7369
 UAW  C1   C  CH3   0  -0.650   -7.9055  -27.8606   4.6241
 UAW  C2   C  CH1   0  -0.243   -9.3040  -27.3685   4.2847
 UAW  O1   O  O     0  -0.521  -12.7644  -27.9198   0.8757
 UAW  O2   O  OH1   0  -0.634  -18.1565  -31.0635  -0.0159
 UAW  H1   H  HCH2  0   0.232  -12.0482  -27.0101   4.9344
 UAW  H2   H  HCH2  0   0.252  -12.4755  -28.6917   4.6436
 UAW  H3   H  HCR6  0   0.259  -13.7723  -30.2701   0.4369
 UAW  H4   H  HCR6  0   0.264  -16.4160  -28.5081   3.3098
 UAW  H5   H  HCR6  0   0.268  -18.3279  -29.5439   2.1923
 UAW  H6   H  HCR6  0   0.260  -15.6857  -31.2581  -0.7134
 UAW  H7   H  HCH2  0   0.260  -11.0097  -26.5145   1.3967
 UAW  H8   H  HCH2  0   0.225  -11.0776  -25.6934   2.9504
 UAW  H9   H  HCH2  0   0.216   -9.2338  -28.0171   2.2296
 UAW  H10  H  HCH2  0   0.232   -8.7679  -26.3364   2.4595
 UAW  H11  H  HNH1  0   0.407  -14.0891  -28.5342   3.6375
 UAW  H12  H  HCH2  0   0.236  -10.3299  -28.4978   5.8200
 UAW  H13  H  HCH2  0   0.219  -10.1805  -29.3343   4.2802
 UAW  H14  H  HCH3  0   0.225   -7.7889  -28.0184   5.6976
 UAW  H15  H  HCH3  0   0.214   -7.6943  -28.8091   4.1246
 UAW  H16  H  HCH3  0   0.225   -7.1459  -27.1435   4.3083
 UAW  H17  H  HCH1  0   0.214   -9.4772  -26.4205   4.8112
 UAW  H18  H  HOH1  0   0.470  -18.9992  -30.8621   0.4060

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
 UAW  C10  C11  aromatic  1.385  0.020  1.385
 UAW  C10  C9   aromatic  1.393  0.020  1.393
 UAW  O2   C9   single    1.351  0.020  1.351
 UAW  C11  C6   aromatic  1.395  0.020  1.395
 UAW  O1   C5   double    1.224  0.020  1.224
 UAW  C9   C8   aromatic  1.390  0.020  1.390
 UAW  C6   N2   single    1.404  0.020  1.404
 UAW  C6   C7   aromatic  1.391  0.020  1.391
 UAW  C5   N2   single    1.378  0.020  1.378
 UAW  C5   N1   single    1.361  0.020  1.361
 UAW  C8   C7   aromatic  1.387  0.020  1.387
 UAW  C12  N1   single    1.453  0.020  1.453
 UAW  C12  C13  single    1.520  0.020  1.520
 UAW  N1   C4   single    1.453  0.020  1.453
 UAW  C13  C2   single    1.525  0.020  1.525
 UAW  C4   C3   single    1.525  0.020  1.525
 UAW  C2   C3   single    1.525  0.020  1.525
 UAW  C2   C1   single    1.521  0.020  1.521
 UAW  C4   H1   single    0.970  0.020  1.090
 UAW  C4   H2   single    0.970  0.020  1.090
 UAW  C11  H3   single    0.930  0.020  1.080
 UAW  C7   H4   single    0.930  0.020  1.080
 UAW  C8   H5   single    0.930  0.020  1.080
 UAW  C10  H6   single    0.930  0.020  1.080
 UAW  C12  H7   single    0.970  0.020  1.090
 UAW  C12  H8   single    0.970  0.020  1.090
 UAW  C13  H9   single    0.970  0.020  1.090
 UAW  C13  H10  single    0.970  0.020  1.090
 UAW  N2   H11  single    0.890  0.020  1.040
 UAW  C3   H12  single    0.970  0.020  1.090
 UAW  C3   H13  single    0.970  0.020  1.090
 UAW  C1   H14  single    0.970  0.020  1.090
 UAW  C1   H15  single    0.970  0.020  1.090
 UAW  C1   H16  single    0.970  0.020  1.090
 UAW  C2   H17  single    0.970  0.020  1.090
 UAW  O2   H18  single    0.850  0.020  0.980

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
 UAW  H2   C4   H1   107.31  3.000
 UAW  H2   C4   C3   108.17  3.000
 UAW  H1   C4   C3   109.83  3.000
 UAW  H2   C4   N1   110.95  3.000
 UAW  H1   C4   N1   109.64  3.000
 UAW  C3   C4   N1   110.85  3.000
 UAW  O1   C5   N2   121.60  3.000
 UAW  N2   C5   N1   115.72  3.000
 UAW  O1   C5   N1   122.67  3.000
 UAW  N2   C6   C7   119.04  3.000
 UAW  C7   C6   C11  118.31  3.000
 UAW  N2   C6   C11  122.57  3.000
 UAW  H3   C11  C10  118.83  3.000
 UAW  H3   C11  C6   120.49  3.000
 UAW  C10  C11  C6   120.67  3.000
 UAW  H4   C7   C8   119.06  3.000
 UAW  H4   C7   C6   119.72  3.000
 UAW  C8   C7   C6   121.22  3.000
 UAW  H5   C8   C9   120.48  3.000
 UAW  H5   C8   C7   119.33  3.000
 UAW  C9   C8   C7   120.18  3.000
 UAW  O2   C9   C10  117.99  3.000
 UAW  O2   C9   C8   123.12  3.000
 UAW  C10  C9   C8   118.89  3.000
 UAW  H6   C10  C9   119.62  3.000
 UAW  H6   C10  C11  119.66  3.000
 UAW  C9   C10  C11  120.71  3.000
 UAW  H8   C12  H7   107.31  3.000
 UAW  H8   C12  N1   108.60  3.000
 UAW  H7   C12  N1   109.31  3.000
 UAW  H8   C12  C13  109.14  3.000
 UAW  H7   C12  C13  110.90  3.000
 UAW  N1   C12  C13  111.46  3.000
 UAW  H10  C13  H9   106.99  3.000
 UAW  H10  C13  C2   110.41  3.000
 UAW  H9   C13  C2   109.65  3.000
 UAW  H10  C13  C12  108.96  3.000
 UAW  H9   C13  C12  109.57  3.000
 UAW  C2   C13  C12  111.16  3.000
 UAW  C12  N1   C5   119.69  3.000
 UAW  C12  N1   C4   114.02  3.000
 UAW  C5   N1   C4   126.05  3.000
 UAW  H11  N2   C6   114.36  3.000
 UAW  H11  N2   C5   117.72  3.000
 UAW  C6   N2   C5   123.68  3.000
 UAW  H13  C3   H12  106.98  3.000
 UAW  H13  C3   C2   109.38  3.000
 UAW  H12  C3   C2   110.46  3.000
 UAW  H13  C3   C4   108.88  3.000
 UAW  H12  C3   C4   108.57  3.000
 UAW  C2   C3   C4   112.40  3.000
 UAW  H16  C1   H15  107.67  3.000
 UAW  H16  C1   H14  107.77  3.000
 UAW  H15  C1   H14  107.67  3.000
 UAW  H16  C1   C2   111.27  3.000
 UAW  H15  C1   C2   110.90  3.000
 UAW  H14  C1   C2   111.38  3.000
 UAW  H17  C2   C1   108.51  3.000
 UAW  H17  C2   C3   107.90  3.000
 UAW  C1   C2   C3   111.61  3.000
 UAW  H17  C2   C13  107.71  3.000
 UAW  C1   C2   C13  111.94  3.000
 UAW  C3   C2   C13  109.02  3.000
 UAW  H18  O2   C9   110.39  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
 UAW  CONST_01  C9   C10  C11  C6      0.00   0.0  0
 UAW  CONST_02  C9   C8   C7   C6      0.00   0.0  0
 UAW  CONST_03  C8   C9   C10  C11     0.00   0.0  0
 UAW  CONST_04  C8   C7   C6   C11     0.00   0.0  0
 UAW  CONST_05  C10  C11  C6   C7      0.00   0.0  0
 UAW  CONST_06  C10  C9   C8   C7      0.00   0.0  0
 UAW  CONST_07  O2   C9   C10  C11   180.00   0.0  0
 UAW  CONST_08  O2   C9   C8   C7    180.00   0.0  0
 UAW  CONST_09  N2   C6   C7   C8    180.00   0.0  0
 UAW  CONST_10  N2   C6   C11  C10   180.00   0.0  0
 UAW  CONST_11  H6   C10  C11  C6    180.00   0.0  0
 UAW  CONST_12  H5   C8   C7   C6    180.00   0.0  0
 UAW  CONST_13  H4   C7   C6   C11   180.00   0.0  0
 UAW  CONST_14  H3   C11  C6   C7    180.00   0.0  0
 UAW  CONST_15  H6   C10  C9   C8    180.00   0.0  0
 UAW  CONST_16  H3   C11  C10  C9    180.00   0.0  0
 UAW  CONST_17  H4   C7   C8   C9    180.00   0.0  0
 UAW  CONST_18  H5   C8   C9   C10   180.00   0.0  0
 UAW  CONST_19  O1   C5   N1   C4    180.00   0.0  0
 UAW  CONST_20  O1   C5   N1   C12     0.00   0.0  0
 UAW  CONST_23  N1   C5   N2   C6    180.00   0.0  0
 UAW  CONST_24  N2   C5   N1   C4      0.00   0.0  0
 UAW  CONST_25  N2   C5   N1   C12   180.00   0.0  0
 UAW  CONST_28  O1   C5   N2   C6      0.00   0.0  0
 UAW  Var_01    C13  C12  N1   C4     56.17  30.0  1
 UAW  Var_02    C3   C4   N1   C12   -54.73  30.0  1
 UAW  Var_03    C2   C13  C12  N1    -55.56  30.0  1
 UAW  Var_04    C2   C3   C4   N1     53.76  30.0  1
 UAW  Var_05    C13  C12  N1   C5   -129.09  30.0  1
 UAW  Var_06    C3   C4   N1   C5    130.92  30.0  1
 UAW  Var_07    H7   C12  N1   C4    179.12  30.0  1
 UAW  Var_08    H8   C12  N1   C4    -64.10  30.0  1
 UAW  Var_09    H1   C4   N1   C12    66.70  30.0  1
 UAW  Var_10    H2   C4   N1   C12  -174.95  30.0  1
 UAW  Var_11    H9   C13  C12  N1     65.79  30.0  1
 UAW  Var_12    H10  C13  C12  N1   -177.46  30.0  1
 UAW  Var_13    H12  C3   C4   N1    176.27  30.0  1
 UAW  Var_14    H13  C3   C4   N1    -67.59  30.0  1
 UAW  Var_15    H7   C12  C13  C2   -177.59  30.0  1
 UAW  Var_16    H8   C12  C13  C2     64.39  30.0  1
 UAW  Var_17    H1   C4   C3   C2    -67.55  30.0  1
 UAW  Var_18    H2   C4   C3   C2    175.62  30.0  1
 UAW  Var_19    H7   C12  N1   C5     -6.14  30.0  1
 UAW  Var_20    H8   C12  N1   C5    110.64  30.0  1
 UAW  Var_21    H1   C4   N1   C5   -107.65  30.0  1
 UAW  Var_22    H2   C4   N1   C5     10.71  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
 UAW  chir_01  C2  C13  C3  C1  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
 UAW  plan-1  C6   0.020
 UAW  plan-1  C11  0.020
 UAW  plan-1  C7   0.020
 UAW  plan-1  C8   0.020
 UAW  plan-1  C9   0.020
 UAW  plan-1  C10  0.020
 UAW  plan-1  N2   0.020
 UAW  plan-1  O2   0.020
 UAW  plan-1  H3   0.020
 UAW  plan-1  H4   0.020
 UAW  plan-1  H5   0.020
 UAW  plan-1  H6   0.020
 UAW  plan-2  C4   0.020
 UAW  plan-2  C5   0.020
 UAW  plan-2  C6   0.020
 UAW  plan-2  C12  0.020
 UAW  plan-2  N1   0.020
 UAW  plan-2  N2   0.020
 UAW  plan-2  O1   0.020
 UAW  plan-2  H11  0.020

