# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr  1 03:22:20 2020
#   Inital geometry file: a 114 line input string
#   Ligand name: (2E)-1-(2-hydroxyphenyl)-3-[(3R)-3-phenylpiperidin-1-yl]prop-2-en-1-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Oc1ccccc1C(=O)/C=C/N2CCC[C@@H](C2)c3ccccc3
#
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
 2XC  2XC  (2E)-1-(2-hydroxyphenyl)-3-[(3R)-3-phenylpiperidin-1-yl]prop-2-en-1-one  ligand  44  23  .  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_2XC
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
 2XC  CAS  C  CR16  0  -0.331  -4.8354  -1.0377  -1.2444
 2XC  CAT  C  CR16  0  -0.238  -6.0745  -1.6535  -1.1207
 2XC  CAU  C  CR16  0  -0.273  -6.8559  -1.4233   0.0030
 2XC  CAV  C  CR16  0  -0.237  -6.3892  -0.5737   0.9982
 2XC  CAW  C  CR16  0  -0.320  -5.1520   0.0420   0.8688
 2XC  CAR  C  CR6   0   0.190  -4.3573  -0.1814  -0.2557
 2XC  CAP  C  CH1   0  -0.356  -3.0107   0.4770  -0.4088
 2XC  CAQ  C  CH2   0  -0.277  -2.0467   0.0035   0.6849
 2XC  CAO  C  CH2   0  -0.425  -3.0904   2.0061  -0.4053
 2XC  CAN  C  CH2   0  -0.442  -1.7000   2.6192  -0.5217
 2XC  CAM  C  CH2   0  -0.318  -0.7782   2.0883   0.5676
 2XC  NAL  N  NT    0  -0.416  -0.7464   0.6351   0.5383
 2XC  CAK  C  C1    0   0.127   0.3508  -0.0846   0.3620
 2XC  CAI  C  C1    0  -0.550   1.6444   0.3528   0.2043
 2XC  CAH  C  C     0   0.422   2.6900  -0.6045   0.0478
 2XC  OAJ  O  O     0  -0.553   2.4633  -1.8376   0.0287
 2XC  CAE  C  CR6   0  -0.166   4.0982  -0.1546  -0.0894
 2XC  CAD  C  CR16  0  -0.312   4.4706   1.1954  -0.1031
 2XC  CAC  C  CR16  0  -0.269   5.7882   1.5875  -0.2253
 2XC  CAB  C  CR16  0  -0.242   6.7804   0.6150  -0.3371
 2XC  CAA  C  CR16  0  -0.345   6.4523  -0.7254  -0.3283
 2XC  CAF  C  CR6   0   0.358   5.1182  -1.1270  -0.2067
 2XC  OAG  O  OH1   0  -0.640   4.8539  -2.4311  -0.2044
 2XC  H1   H  HCR6  0   0.250  -4.2300  -1.2236  -2.1243
 2XC  H2   H  HCR6  0   0.254  -6.4282  -2.3122  -1.9035
 2XC  H3   H  HCR6  0   0.255  -7.8219  -1.9010   0.1036
 2XC  H4   H  HCR6  0   0.255  -6.9922  -0.3877   1.8778
 2XC  H5   H  HCR6  0   0.250  -4.8102   0.7044   1.6560
 2XC  H6   H  HCH1  0   0.257  -2.5881   0.1631  -1.3695
 2XC  H7   H  HCH2  0   0.251  -2.4472   0.2543   1.6729
 2XC  H8   H  HCH2  0   0.272  -1.9233  -1.0782   0.6448
 2XC  H9   H  HCH2  0   0.251  -3.7251   2.3454  -1.2262
 2XC  H10  H  HCH2  0   0.228  -3.5601   2.3505   0.5217
 2XC  H11  H  HCH2  0   0.235  -1.2705   2.3917  -1.5013
 2XC  H12  H  HCH2  0   0.251  -1.7536   3.7059  -0.4380
 2XC  H13  H  HCH2  0   0.276   0.2266   2.4840   0.4515
 2XC  H14  H  HCH2  0   0.256  -1.1407   2.4025   1.5514
 2XC  H15  H  H     0   0.286   0.1783  -1.1553   0.3555
 2XC  H16  H  H     0   0.270   1.8743   1.4060   0.2072
 2XC  H17  H  HCR6  0   0.263   3.7161   1.9647  -0.0204
 2XC  H18  H  HCR6  0   0.256   6.0434   2.6383  -0.2355
 2XC  H19  H  HCR6  0   0.262   7.8185   0.9069  -0.4336
 2XC  H20  H  HCR6  0   0.263   7.2205  -1.4835  -0.4155
 2XC  H21  H  HOH1  0   0.474   3.8587  -2.4987  -0.1156

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
 2XC  CAU  CAT  aromatic  1.388  0.020  1.388
 2XC  CAU  CAV  aromatic  1.389  0.020  1.389
 2XC  CAT  CAS  aromatic  1.389  0.020  1.389
 2XC  CAV  CAW  aromatic  1.388  0.020  1.388
 2XC  CAS  CAR  aromatic  1.393  0.020  1.393
 2XC  CAW  CAR  aromatic  1.395  0.020  1.395
 2XC  CAR  CAP  single    1.507  0.020  1.507
 2XC  CAP  CAQ  single    1.533  0.020  1.533
 2XC  CAP  CAO  single    1.531  0.020  1.531
 2XC  CAQ  NAL  single    1.453  0.020  1.453
 2XC  NAL  CAM  single    1.454  0.020  1.454
 2XC  NAL  CAK  single    1.324  0.020  1.324
 2XC  CAO  CAN  single    1.524  0.020  1.524
 2XC  CAM  CAN  single    1.523  0.020  1.523
 2XC  CAK  CAI  double    1.375  0.020  1.375
 2XC  CAI  CAH  single    1.426  0.020  1.426
 2XC  CAC  CAD  aromatic  1.380  0.020  1.380
 2XC  CAC  CAB  aromatic  1.394  0.020  1.394
 2XC  CAD  CAE  aromatic  1.400  0.020  1.400
 2XC  CAB  CAA  aromatic  1.380  0.020  1.380
 2XC  CAE  CAH  single    1.485  0.020  1.485
 2XC  CAE  CAF  aromatic  1.414  0.020  1.414
 2XC  CAH  OAJ  double    1.254  0.020  1.254
 2XC  CAA  CAF  aromatic  1.399  0.020  1.399
 2XC  CAF  OAG  single    1.331  0.020  1.331
 2XC  CAS  H1   single    0.930  0.020  1.080
 2XC  CAT  H2   single    0.930  0.020  1.080
 2XC  CAU  H3   single    0.930  0.020  1.080
 2XC  CAV  H4   single    0.930  0.020  1.080
 2XC  CAW  H5   single    0.930  0.020  1.080
 2XC  CAP  H6   single    0.970  0.020  1.090
 2XC  CAQ  H7   single    0.970  0.020  1.090
 2XC  CAQ  H8   single    0.970  0.020  1.090
 2XC  CAO  H9   single    0.970  0.020  1.090
 2XC  CAO  H10  single    0.970  0.020  1.090
 2XC  CAN  H11  single    0.970  0.020  1.090
 2XC  CAN  H12  single    0.970  0.020  1.090
 2XC  CAM  H13  single    0.970  0.020  1.090
 2XC  CAM  H14  single    0.970  0.020  1.090
 2XC  CAK  H15  single    0.930  0.020  1.080
 2XC  CAI  H16  single    0.930  0.020  1.080
 2XC  CAD  H17  single    0.930  0.020  1.080
 2XC  CAC  H18  single    0.930  0.020  1.080
 2XC  CAB  H19  single    0.930  0.020  1.080
 2XC  CAA  H20  single    0.930  0.020  1.080
 2XC  OAG  H21  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
 2XC  H1   CAS  CAR  119.33  3.000
 2XC  H1   CAS  CAT  119.63  3.000
 2XC  CAR  CAS  CAT  121.04  3.000
 2XC  H2   CAT  CAU  120.16  3.000
 2XC  H2   CAT  CAS  119.79  3.000
 2XC  CAU  CAT  CAS  120.05  3.000
 2XC  H3   CAU  CAV  120.21  3.000
 2XC  H3   CAU  CAT  120.31  3.000
 2XC  CAV  CAU  CAT  119.48  3.000
 2XC  H4   CAV  CAW  119.74  3.000
 2XC  H4   CAV  CAU  120.00  3.000
 2XC  CAW  CAV  CAU  120.27  3.000
 2XC  H5   CAW  CAR  120.24  3.000
 2XC  H5   CAW  CAV  118.97  3.000
 2XC  CAR  CAW  CAV  120.79  3.000
 2XC  CAP  CAR  CAW  121.40  3.000
 2XC  CAP  CAR  CAS  120.22  3.000
 2XC  CAW  CAR  CAS  118.37  3.000
 2XC  H6   CAP  CAO  107.95  3.000
 2XC  H6   CAP  CAQ  107.14  3.000
 2XC  CAO  CAP  CAQ  109.85  3.000
 2XC  H6   CAP  CAR  107.98  3.000
 2XC  CAO  CAP  CAR  112.93  3.000
 2XC  CAQ  CAP  CAR  110.77  3.000
 2XC  H8   CAQ  H7   107.57  3.000
 2XC  H8   CAQ  NAL  109.05  3.000
 2XC  H7   CAQ  NAL  108.58  3.000
 2XC  H8   CAQ  CAP  110.59  3.000
 2XC  H7   CAQ  CAP  110.06  3.000
 2XC  NAL  CAQ  CAP  110.89  3.000
 2XC  H10  CAO  H9   106.82  3.000
 2XC  H10  CAO  CAN  109.24  3.000
 2XC  H9   CAO  CAN  110.36  3.000
 2XC  H10  CAO  CAP  109.78  3.000
 2XC  H9   CAO  CAP  109.81  3.000
 2XC  CAN  CAO  CAP  110.74  3.000
 2XC  H12  CAN  H11  107.17  3.000
 2XC  H12  CAN  CAM  108.79  3.000
 2XC  H11  CAN  CAM  109.30  3.000
 2XC  H12  CAN  CAO  110.48  3.000
 2XC  H11  CAN  CAO  110.07  3.000
 2XC  CAM  CAN  CAO  110.94  3.000
 2XC  H14  CAM  H13  107.33  3.000
 2XC  H14  CAM  NAL  108.20  3.000
 2XC  H13  CAM  NAL  109.98  3.000
 2XC  H14  CAM  CAN  110.03  3.000
 2XC  H13  CAM  CAN  110.90  3.000
 2XC  NAL  CAM  CAN  110.32  3.000
 2XC  CAK  NAL  CAM  124.34  3.000
 2XC  CAK  NAL  CAQ  121.25  3.000
 2XC  CAM  NAL  CAQ  114.38  3.000
 2XC  H15  CAK  CAI  117.59  3.000
 2XC  H15  CAK  NAL  113.93  3.000
 2XC  CAI  CAK  NAL  128.48  3.000
 2XC  H16  CAI  CAH  119.98  3.000
 2XC  H16  CAI  CAK  120.75  3.000
 2XC  CAH  CAI  CAK  119.27  3.000
 2XC  CAE  CAH  OAJ  117.91  3.000
 2XC  OAJ  CAH  CAI  121.95  3.000
 2XC  CAE  CAH  CAI  120.14  3.000
 2XC  CAF  CAE  CAD  118.05  3.000
 2XC  CAF  CAE  CAH  118.91  3.000
 2XC  CAD  CAE  CAH  123.04  3.000
 2XC  H17  CAD  CAC  118.10  3.000
 2XC  H17  CAD  CAE  119.99  3.000
 2XC  CAC  CAD  CAE  121.91  3.000
 2XC  H18  CAC  CAB  120.62  3.000
 2XC  H18  CAC  CAD  120.15  3.000
 2XC  CAB  CAC  CAD  119.24  3.000
 2XC  H19  CAB  CAA  119.37  3.000
 2XC  H19  CAB  CAC  120.10  3.000
 2XC  CAA  CAB  CAC  120.53  3.000
 2XC  H20  CAA  CAF  118.86  3.000
 2XC  H20  CAA  CAB  120.72  3.000
 2XC  CAF  CAA  CAB  120.42  3.000
 2XC  OAG  CAF  CAA  118.10  3.000
 2XC  OAG  CAF  CAE  122.04  3.000
 2XC  CAA  CAF  CAE  119.85  3.000
 2XC  H21  OAG  CAF  105.29  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
 2XC  CONST_01  CAV  CAU  CAT  CAS     0.00   0.0  0
 2XC  CONST_02  CAV  CAW  CAR  CAS     0.00   0.0  0
 2XC  CONST_03  CAW  CAV  CAU  CAT     0.00   0.0  0
 2XC  CONST_04  CAW  CAR  CAS  CAT     0.00   0.0  0
 2XC  CONST_05  CAR  CAS  CAT  CAU     0.00   0.0  0
 2XC  CONST_06  CAR  CAW  CAV  CAU     0.00   0.0  0
 2XC  CONST_07  CAB  CAC  CAD  CAE     0.00   0.0  0
 2XC  CONST_08  CAB  CAA  CAF  CAE     0.00   0.0  0
 2XC  CONST_09  CAA  CAB  CAC  CAD     0.00   0.0  0
 2XC  CONST_10  CAA  CAF  CAE  CAD     0.00   0.0  0
 2XC  CONST_11  CAF  CAE  CAD  CAC     0.00   0.0  0
 2XC  CONST_12  CAF  CAA  CAB  CAC     0.00   0.0  0
 2XC  CONST_13  CAP  CAR  CAS  CAT   180.00   0.0  0
 2XC  CONST_14  CAP  CAR  CAW  CAV   180.00   0.0  0
 2XC  CONST_15  CAC  CAD  CAE  CAH   180.00   0.0  0
 2XC  CONST_16  CAA  CAF  CAE  CAH   180.00   0.0  0
 2XC  CONST_17  OAG  CAF  CAE  CAD   180.00   0.0  0
 2XC  CONST_18  OAG  CAF  CAA  CAB   180.00   0.0  0
 2XC  CONST_19  H3   CAU  CAT  CAS   180.00   0.0  0
 2XC  CONST_20  H5   CAW  CAR  CAS   180.00   0.0  0
 2XC  CONST_21  H4   CAV  CAU  CAT   180.00   0.0  0
 2XC  CONST_22  H1   CAS  CAT  CAU   180.00   0.0  0
 2XC  CONST_23  H2   CAT  CAU  CAV   180.00   0.0  0
 2XC  CONST_24  H18  CAC  CAD  CAE   180.00   0.0  0
 2XC  CONST_25  H20  CAA  CAF  CAE   180.00   0.0  0
 2XC  CONST_26  H19  CAB  CAC  CAD   180.00   0.0  0
 2XC  CONST_27  H17  CAD  CAC  CAB   180.00   0.0  0
 2XC  Var_01    CAM  NAL  CAQ  CAP    57.65  30.0  1
 2XC  Var_02    CAM  CAN  CAO  CAP   -54.71  30.0  1
 2XC  Var_03    CAN  CAM  NAL  CAQ   -57.29  30.0  1
 2XC  Var_04    NAL  CAM  CAN  CAO    54.81  30.0  1
 2XC  Var_05    CAI  CAK  NAL  CAQ   179.80  30.0  2
 2XC  Var_06    CAD  CAE  CAH  CAI    -1.43  30.0  2
 2XC  Var_07    CAH  CAI  CAK  NAL   178.99   0.0  2
 2XC  Var_08    CAE  CAH  CAI  CAK  -178.45  30.0  2

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
 2XC  chir_01  CAP  CAR  CAQ  CAO  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
 2XC  plan-1  CAS  0.020
 2XC  plan-1  CAT  0.020
 2XC  plan-1  CAU  0.020
 2XC  plan-1  CAV  0.020
 2XC  plan-1  CAW  0.020
 2XC  plan-1  CAR  0.020
 2XC  plan-1  CAP  0.020
 2XC  plan-1  H1   0.020
 2XC  plan-1  H2   0.020
 2XC  plan-1  H3   0.020
 2XC  plan-1  H4   0.020
 2XC  plan-1  H5   0.020
 2XC  plan-2  CAH  0.020
 2XC  plan-2  CAE  0.020
 2XC  plan-2  CAD  0.020
 2XC  plan-2  CAC  0.020
 2XC  plan-2  CAB  0.020
 2XC  plan-2  CAA  0.020
 2XC  plan-2  CAF  0.020
 2XC  plan-2  OAG  0.020
 2XC  plan-2  H17  0.020
 2XC  plan-2  H18  0.020
 2XC  plan-2  H19  0.020
 2XC  plan-2  H20  0.020
 2XC  plan-3  NAL  0.020
 2XC  plan-3  CAK  0.020
 2XC  plan-3  CAI  0.020
 2XC  plan-3  CAH  0.020
 2XC  plan-3  H15  0.020
 2XC  plan-3  H16  0.020
 2XC  plan-4  CAI  0.020
 2XC  plan-4  CAH  0.020
 2XC  plan-4  OAJ  0.020
 2XC  plan-4  CAE  0.020

