# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Aug  1 23:44:55 2022
#   Inital geometry file: a 82 line input string
#   Ligand name: ~{N}-(furan-2-ylmethyl)-4-methyl-piperidine-1-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC1CCN(CC1)C(=O)NCc2occc2
#
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
 UAQ  UAQ  "~{N}-(furan-2-ylmethyl)-4-methyl-piperidine-1-carboxamide"
  ligand  34  16  .  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_UAQ
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
 UAQ  C4   C  CH2   0  -0.294  -10.9908  -28.1071   1.5912
 UAQ  C5   C  C     0   0.734  -13.3957  -28.0253   1.9669
 UAQ  C6   C  CH2   0  -0.383  -15.7973  -28.2726   2.2957
 UAQ  C11  C  CH2   0  -0.311  -11.8297  -28.6978   3.8040
 UAQ  C7   C  CR5   0   0.364  -16.1904  -29.4416   1.4515
 UAQ  C8   C  CR15  0  -0.385  -15.5447  -30.5746   1.0836
 UAQ  C9   C  CR15  0  -0.330  -16.4710  -31.3198   0.2872
 UAQ  C10  C  CR15  0  -0.016  -17.6009  -30.5804   0.2366
 UAQ  C12  C  CH2   0  -0.407  -10.7483  -27.8412   4.4518
 UAQ  N1   N  NT    0  -0.494  -12.1435  -28.2194   2.4691
 UAQ  N2   N  NH1   0  -0.683  -14.4459  -28.3689   2.7758
 UAQ  C3   C  CH2   0  -0.414   -9.9097  -27.2273   2.1991
 UAQ  C1   C  CH3   0  -0.650   -8.4521  -26.8301   4.2216
 UAQ  C2   C  CH1   0  -0.243   -9.5026  -27.7251   3.5814
 UAQ  O1   O  O     0  -0.537  -13.5908  -27.5351   0.8591
 UAQ  O2   O  O     0  -0.414  -17.4392  -29.4377   0.9420
 UAQ  H1   H  HCH2  0   0.259  -11.3116  -27.7138   0.6314
 UAQ  H2   H  HCH2  0   0.221  -10.5805  -29.1095   1.4127
 UAQ  H3   H  HCH2  0   0.267  -15.9247  -27.3419   1.7408
 UAQ  H4   H  HCH2  0   0.272  -16.4589  -28.2051   3.1631
 UAQ  H5   H  HCH2  0   0.248  -12.7083  -28.6706   4.4439
 UAQ  H6   H  HCH2  0   0.230  -11.4958  -29.7413   3.7555
 UAQ  H7   H  HCR5  0   0.256  -14.5368  -30.8534   1.3448
 UAQ  H8   H  HCR5  0   0.258  -16.3100  -32.2765  -0.1827
 UAQ  H9   H  HCR5  0   0.273  -18.5571  -30.7245  -0.2400
 UAQ  H10  H  HCH2  0   0.235  -10.4980  -28.2753   5.4230
 UAQ  H11  H  HCH2  0   0.218  -11.1526  -26.8412   4.6421
 UAQ  H12  H  HNH1  0   0.401  -14.3043  -29.0170   3.5315
 UAQ  H13  H  HCH2  0   0.231   -9.0463  -27.2147   1.5288
 UAQ  H14  H  HCH2  0   0.215  -10.2749  -26.1973   2.2726
 UAQ  H15  H  HCH3  0   0.225   -8.1496  -27.2096   5.1990
 UAQ  H16  H  HCH3  0   0.225   -7.5580  -26.7615   3.5996
 UAQ  H17  H  HCH3  0   0.214   -8.8368  -25.8175   4.3630
 UAQ  H18  H  HCH1  0   0.214   -9.0782  -28.7311   3.4646

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
 UAQ  C10  O2   aromatic  1.353  0.020  1.353
 UAQ  C10  C9   aromatic  1.351  0.020  1.351
 UAQ  O2   C7   aromatic  1.349  0.020  1.349
 UAQ  O1   C5   double    1.227  0.020  1.227
 UAQ  C9   C8   aromatic  1.431  0.020  1.431
 UAQ  C7   C8   aromatic  1.355  0.020  1.355
 UAQ  C7   C6   single    1.495  0.020  1.495
 UAQ  C4   C3   single    1.521  0.020  1.521
 UAQ  C4   N1   single    1.453  0.020  1.453
 UAQ  C5   N1   single    1.363  0.020  1.363
 UAQ  C5   N2   single    1.369  0.020  1.369
 UAQ  C6   N2   single    1.437  0.020  1.437
 UAQ  C3   C2   single    1.525  0.020  1.525
 UAQ  N1   C11  single    1.452  0.020  1.452
 UAQ  C2   C1   single    1.521  0.020  1.521
 UAQ  C2   C12  single    1.524  0.020  1.524
 UAQ  C11  C12  single    1.524  0.020  1.524
 UAQ  C4   H1   single    0.970  0.020  1.090
 UAQ  C4   H2   single    0.970  0.020  1.090
 UAQ  C6   H3   single    0.970  0.020  1.090
 UAQ  C6   H4   single    0.970  0.020  1.090
 UAQ  C11  H5   single    0.970  0.020  1.090
 UAQ  C11  H6   single    0.970  0.020  1.090
 UAQ  C8   H7   single    0.930  0.020  1.080
 UAQ  C9   H8   single    0.930  0.020  1.080
 UAQ  C10  H9   single    0.930  0.020  1.080
 UAQ  C12  H10  single    0.970  0.020  1.090
 UAQ  C12  H11  single    0.970  0.020  1.090
 UAQ  N2   H12  single    0.890  0.020  1.040
 UAQ  C3   H13  single    0.970  0.020  1.090
 UAQ  C3   H14  single    0.970  0.020  1.090
 UAQ  C1   H15  single    0.970  0.020  1.090
 UAQ  C1   H16  single    0.970  0.020  1.090
 UAQ  C1   H17  single    0.970  0.020  1.090
 UAQ  C2   H18  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
 UAQ  H2   C4   H1   107.30  3.000
 UAQ  H2   C4   C3   109.12  3.000
 UAQ  H1   C4   C3   110.72  3.000
 UAQ  H2   C4   N1   108.91  3.000
 UAQ  H1   C4   N1   109.13  3.000
 UAQ  C3   C4   N1   111.54  3.000
 UAQ  O1   C5   N2   120.77  3.000
 UAQ  N2   C5   N1   116.82  3.000
 UAQ  O1   C5   N1   122.39  3.000
 UAQ  H4   C6   H3   106.28  3.000
 UAQ  H4   C6   N2   107.95  3.000
 UAQ  H3   C6   N2   109.68  3.000
 UAQ  H4   C6   C7   109.72  3.000
 UAQ  H3   C6   C7   110.44  3.000
 UAQ  N2   C6   C7   112.55  3.000
 UAQ  H6   C11  H5   107.20  3.000
 UAQ  H6   C11  N1   109.79  3.000
 UAQ  H5   C11  N1   110.99  3.000
 UAQ  H6   C11  C12  109.73  3.000
 UAQ  H5   C11  C12  108.01  3.000
 UAQ  N1   C11  C12  111.03  3.000
 UAQ  O2   C7   C8   109.94  3.000
 UAQ  C8   C7   C6   133.01  3.000
 UAQ  O2   C7   C6   117.04  3.000
 UAQ  H7   C8   C9   127.26  3.000
 UAQ  H7   C8   C7   126.59  3.000
 UAQ  C9   C8   C7   106.15  3.000
 UAQ  H8   C9   C10  126.45  3.000
 UAQ  H8   C9   C8   127.46  3.000
 UAQ  C10  C9   C8   106.09  3.000
 UAQ  H9   C10  O2   116.71  3.000
 UAQ  H9   C10  C9   133.24  3.000
 UAQ  O2   C10  C9   110.05  3.000
 UAQ  H11  C12  H10  107.02  3.000
 UAQ  H11  C12  C2   109.35  3.000
 UAQ  H10  C12  C2   110.52  3.000
 UAQ  H11  C12  C11  108.97  3.000
 UAQ  H10  C12  C11  108.48  3.000
 UAQ  C2   C12  C11  112.34  3.000
 UAQ  C11  N1   C5   125.73  3.000
 UAQ  C11  N1   C4   114.17  3.000
 UAQ  C5   N1   C4   119.67  3.000
 UAQ  H12  N2   C6   115.25  3.000
 UAQ  H12  N2   C5   119.84  3.000
 UAQ  C6   N2   C5   120.46  3.000
 UAQ  H14  C3   H13  107.08  3.000
 UAQ  H14  C3   C2   109.59  3.000
 UAQ  H13  C3   C2   110.41  3.000
 UAQ  H14  C3   C4   109.50  3.000
 UAQ  H13  C3   C4   108.85  3.000
 UAQ  C2   C3   C4   111.31  3.000
 UAQ  H17  C1   H16  107.70  3.000
 UAQ  H17  C1   H15  107.70  3.000
 UAQ  H16  C1   H15  107.78  3.000
 UAQ  H17  C1   C2   110.89  3.000
 UAQ  H16  C1   C2   111.28  3.000
 UAQ  H15  C1   C2   111.33  3.000
 UAQ  H18  C2   C1   108.48  3.000
 UAQ  H18  C2   C3   107.81  3.000
 UAQ  C1   C2   C3   111.95  3.000
 UAQ  H18  C2   C12  107.87  3.000
 UAQ  C1   C2   C12  111.65  3.000
 UAQ  C3   C2   C12  108.93  3.000
 UAQ  C10  O2   C7   107.77  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
 UAQ  CONST_01  C9   C10  O2   C7      0.00   0.0  0
 UAQ  CONST_02  C10  C9   C8   C7      0.00   0.0  0
 UAQ  CONST_03  O2   C10  C9   C8      0.00   0.0  0
 UAQ  CONST_04  C10  O2   C7   C8      0.00   0.0  0
 UAQ  CONST_05  O2   C7   C8   C9      0.00   0.0  0
 UAQ  CONST_06  C10  O2   C7   C6    180.00   0.0  0
 UAQ  CONST_07  C9   C8   C7   C6    180.00   0.0  0
 UAQ  CONST_08  H9   C10  O2   C7    180.00   0.0  0
 UAQ  CONST_09  H8   C9   C8   C7    180.00   0.0  0
 UAQ  CONST_10  H9   C10  C9   C8    180.00   0.0  0
 UAQ  CONST_11  H7   C8   C9   C10   180.00   0.0  0
 UAQ  CONST_12  H8   C9   C10  O2    180.00   0.0  0
 UAQ  CONST_13  H7   C8   C7   O2    180.00   0.0  0
 UAQ  CONST_14  O1   C5   N1   C4      0.00   0.0  0
 UAQ  CONST_15  O1   C5   N1   C11   180.00   0.0  0
 UAQ  CONST_16  N2   C5   N1   C4    180.00   0.0  0
 UAQ  CONST_17  N2   C5   N1   C11     0.00   0.0  0
 UAQ  CONST_18  N1   C5   N2   C6    180.00   0.0  0
 UAQ  CONST_20  O1   C5   N2   C6      0.00   0.0  0
 UAQ  Var_01    C12  C11  N1   C4     54.34  30.0  1
 UAQ  Var_02    C3   C4   N1   C11   -55.49  30.0  1
 UAQ  Var_03    C2   C3   C4   N1     55.20  30.0  1
 UAQ  Var_04    C2   C12  C11  N1    -53.81  30.0  1
 UAQ  Var_05    C3   C4   N1   C5    131.57  30.0  1
 UAQ  Var_06    C12  C11  N1   C5   -133.22  30.0  1
 UAQ  Var_07    H5   C11  N1   C4    174.50  30.0  1
 UAQ  Var_08    H6   C11  N1   C4    -67.16  30.0  1
 UAQ  Var_09    H1   C4   N1   C11  -178.15  30.0  1
 UAQ  Var_10    H2   C4   N1   C11    65.00  30.0  1
 UAQ  Var_11    H13  C3   C4   N1    177.12  30.0  1
 UAQ  Var_12    H14  C3   C4   N1    -66.12  30.0  1
 UAQ  Var_13    H10  C12  C11  N1   -176.28  30.0  1
 UAQ  Var_14    H11  C12  C11  N1     67.53  30.0  1
 UAQ  Var_15    H1   C4   C3   C2    176.94  30.0  1
 UAQ  Var_16    H2   C4   C3   C2    -65.17  30.0  1
 UAQ  Var_17    H5   C11  C12  C2   -175.72  30.0  1
 UAQ  Var_18    H6   C11  C12  C2     67.73  30.0  1
 UAQ  Var_19    N2   C6   C7   C8      2.01  30.0  2
 UAQ  Var_20    O2   C7   C6   N2   -179.39  30.0  2
 UAQ  Var_21    H1   C4   N1   C5      8.91  30.0  1
 UAQ  Var_22    H2   C4   N1   C5   -107.93  30.0  1
 UAQ  Var_23    H5   C11  N1   C5    -13.07  30.0  1
 UAQ  Var_24    H6   C11  N1   C5    105.27  30.0  1
 UAQ  Var_25    H3   C6   C7   C8    124.96  30.0  2
 UAQ  Var_26    H4   C6   C7   C8   -118.21  30.0  2
 UAQ  Var_27    H3   C6   C7   O2    -56.44  30.0  2
 UAQ  Var_28    H4   C6   C7   O2     60.39  30.0  2
 UAQ  Var_29    C7   C6   N2   C5     80.59  30.0  1
 UAQ  Var_30    H12  N2   C6   C7    -75.71  30.0  3
 UAQ  Var_31    H3   C6   N2   C5    -42.78  30.0  1
 UAQ  Var_32    H4   C6   N2   C5   -158.17  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
 UAQ  chir_01  C2  C3  C1  C12  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
 UAQ  plan-1  C6   0.020
 UAQ  plan-1  C7   0.020
 UAQ  plan-1  C8   0.020
 UAQ  plan-1  C9   0.020
 UAQ  plan-1  C10  0.020
 UAQ  plan-1  O2   0.020
 UAQ  plan-1  H7   0.020
 UAQ  plan-1  H8   0.020
 UAQ  plan-1  H9   0.020
 UAQ  plan-2  C4   0.020
 UAQ  plan-2  C5   0.020
 UAQ  plan-2  C6   0.020
 UAQ  plan-2  C11  0.020
 UAQ  plan-2  N1   0.020
 UAQ  plan-2  N2   0.020
 UAQ  plan-2  O1   0.020
 UAQ  plan-2  H12  0.020

