# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 30 18:30:33 2020
#   Inital geometry file: a 127 line input string
#   Ligand name: 4-[(1R,2S)-3-(4-benzylpiperidin-1-yl)-1-hydroxy-2-methylpropyl]phenol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@@H](CN1CC[C@H](CC1)Cc2ccccc2)[C@@H](O)c3ccc(O)cc3
#
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
 QEM  QEM  4-[(1R,2S)-3-(4-benzylpiperidin-1-yl)-1-hydroxy-2-methylpropyl]phenol  ligand  54  25  .  2021-08-20  2021-08-20  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_QEM
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
 QEM  C     C  CR16  0  -0.290  -4.2685   0.9665  -1.0031
 QEM  N     N  NT    0  -0.417   0.4835  -1.5734  -0.0215
 QEM  O     O  OH1   0  -0.635  -7.1240   2.7351   0.4437
 QEM  C01   C  CR16  0  -0.315   5.3038   1.5724   1.1234
 QEM  O01   O  OH1   0  -0.663  -3.6896  -2.5969  -0.1872
 QEM  C02   C  CR6   0   0.145   5.3947   0.3771   0.4141
 QEM  C03   C  CR16  0  -0.311   6.1833   0.3501  -0.7359
 QEM  C04   C  CR16  0  -0.241   6.8608   1.4831  -1.1644
 QEM  C05   C  CR16  0  -0.275   6.7617   2.6691  -0.4467
 QEM  C06   C  CR16  0  -0.241   5.9793   2.7101   0.6994
 QEM  C07   C  CH2   0  -0.503   4.6447  -0.8491   0.8536
 QEM  C08   C  CH1   0  -0.231   3.3658  -1.1083   0.0504
 QEM  C09   C  CH2   0  -0.415   2.3422   0.0122   0.1937
 QEM  C10   C  CH2   0  -0.283   1.0367  -0.3261  -0.5105
 QEM  C11   C  CH2   0  -0.275   1.4074  -2.6680  -0.2465
 QEM  C12   C  CH2   0  -0.423   2.7244  -2.4269   0.4726
 QEM  C13   C  CH2   0  -0.233  -0.8347  -1.8602  -0.5462
 QEM  C14   C  CH1   0  -0.307  -1.9176  -0.9016  -0.0445
 QEM  C15   C  CH1   0   0.001  -3.2901  -1.3150  -0.6125
 QEM  C16   C  CR6   0   0.085  -4.3385  -0.2551  -0.3391
 QEM  C18   C  CR16  0  -0.312  -5.3746  -0.4369   0.5709
 QEM  C19   C  CR16  0  -0.323  -6.2983   0.5669   0.8262
 QEM  C20   C  CR6   0   0.337  -6.2062   1.7858   0.1624
 QEM  C21   C  CR16  0  -0.369  -5.1829   1.9793  -0.7625
 QEM  H     H  HCR6  0   0.250  -3.4847   1.1376  -1.7325
 QEM  HO    H  HOH1  0   0.473  -6.9515   3.5287  -0.0747
 QEM  HO01  H  HOH1  0   0.448  -3.5895  -2.6603   0.7681
 QEM  H03   H  HCR6  0   0.243   6.2718  -0.5722  -1.2996
 QEM  H04   H  HCR6  0   0.251   7.4717   1.4396  -2.0573
 QEM  H05   H  HCR6  0   0.252   7.2936   3.5523  -0.7765
 QEM  H06   H  HCR6  0   0.251   5.8952   3.6281   1.2672
 QEM  H07   H  HCH2  0   0.242   5.2945  -1.7247   0.7636
 QEM  H07A  H  HCH2  0   0.233   4.3853  -0.7630   1.9134
 QEM  H08   H  HCH1  0   0.217   3.6385  -1.1879  -1.0107
 QEM  H09   H  HCH2  0   0.210   2.1369   0.1834   1.2563
 QEM  H09A  H  HCH2  0   0.231   2.7316   0.9496  -0.2099
 QEM  H10   H  HCH2  0   0.184   1.2055  -0.3652  -1.6030
 QEM  H10A  H  HCH2  0   0.237   0.3232   0.4819  -0.3379
 QEM  H11   H  HCH2  0   0.230   0.9537  -3.5915   0.1225
 QEM  H11A  H  HCH2  0   0.179   1.6030  -2.8218  -1.3236
 QEM  H12   H  HCH2  0   0.228   3.4052  -3.2599   0.2766
 QEM  H12A  H  HCH2  0   0.211   2.5421  -2.4117   1.5526
 QEM  H13   H  HCH2  0   0.192  -0.8473  -1.8616  -1.6521
 QEM  H13A  H  HCH2  0   0.222  -1.0978  -2.8749  -0.2347
 QEM  H14   H  HCH1  0   0.239  -1.7222   0.0945  -0.4543
 QEM  H15   H  HCH1  0   0.243  -3.1764  -1.3960  -1.6996
 QEM  H18   H  HCR6  0   0.239  -5.4821  -1.3755   1.0999
 QEM  H19   H  HCR6  0   0.260  -7.0955   0.4039   1.5413
 QEM  H21   H  HCR6  0   0.268  -5.1017   2.9181  -1.2996
 QEM  C17   C  CH3   0  -0.675  -1.9184  -0.7900   1.4758
 QEM  H01   H  HCR6  0   0.244   4.6953   1.6139   2.0194
 QEM  H17   H  HCH3  0   0.249  -0.9537  -0.4318   1.8305
 QEM  H17A  H  HCH3  0   0.235  -2.6844  -0.0977   1.8265
 QEM  H17B  H  HCH3  0   0.208  -2.0874  -1.7545   1.9631

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
 QEM  C21  C     aromatic  1.386  0.020  1.386
 QEM  C    C16   aromatic  1.392  0.020  1.392
 QEM  C    H     single    0.930  0.020  1.080
 QEM  C10  N     single    1.449  0.020  1.449
 QEM  N    C13   single    1.447  0.020  1.447
 QEM  N    C11   single    1.450  0.020  1.450
 QEM  O    C20   single    1.350  0.020  1.350
 QEM  O    HO    single    0.850  0.020  0.980
 QEM  C02  C01   aromatic  1.393  0.020  1.393
 QEM  C01  C06   aromatic  1.389  0.020  1.389
 QEM  C01  H01   single    0.930  0.020  1.080
 QEM  C15  O01   single    1.408  0.020  1.408
 QEM  O01  HO01  single    0.850  0.020  0.980
 QEM  C07  C02   single    1.503  0.020  1.503
 QEM  C02  C03   aromatic  1.395  0.020  1.395
 QEM  C03  C04   aromatic  1.388  0.020  1.388
 QEM  C03  H03   single    0.930  0.020  1.080
 QEM  C04  C05   aromatic  1.390  0.020  1.390
 QEM  C04  H04   single    0.930  0.020  1.080
 QEM  C06  C05   aromatic  1.388  0.020  1.388
 QEM  C05  H05   single    0.930  0.020  1.080
 QEM  C06  H06   single    0.930  0.020  1.080
 QEM  C07  C08   single    1.532  0.020  1.532
 QEM  C07  H07   single    0.970  0.020  1.090
 QEM  C07  H07A  single    0.970  0.020  1.090
 QEM  C09  C08   single    1.524  0.020  1.524
 QEM  C08  C12   single    1.526  0.020  1.526
 QEM  C08  H08   single    0.970  0.020  1.090
 QEM  C09  C10   single    1.521  0.020  1.521
 QEM  C09  H09   single    0.970  0.020  1.090
 QEM  C09  H09A  single    0.970  0.020  1.090
 QEM  C10  H10   single    0.970  0.020  1.090
 QEM  C10  H10A  single    0.970  0.020  1.090
 QEM  C12  C11   single    1.520  0.020  1.520
 QEM  C11  H11   single    0.970  0.020  1.090
 QEM  C11  H11A  single    0.970  0.020  1.090
 QEM  C12  H12   single    0.970  0.020  1.090
 QEM  C12  H12A  single    0.970  0.020  1.090
 QEM  C14  C13   single    1.531  0.020  1.531
 QEM  C13  H13   single    0.970  0.020  1.090
 QEM  C13  H13A  single    0.970  0.020  1.090
 QEM  C17  C14   single    1.524  0.020  1.524
 QEM  C14  C15   single    1.542  0.020  1.542
 QEM  C14  H14   single    0.970  0.020  1.090
 QEM  C16  C15   single    1.516  0.020  1.516
 QEM  C15  H15   single    0.970  0.020  1.090
 QEM  C16  C18   aromatic  1.391  0.020  1.391
 QEM  C17  H17   single    0.970  0.020  1.090
 QEM  C17  H17A  single    0.970  0.020  1.090
 QEM  C17  H17B  single    0.970  0.020  1.090
 QEM  C19  C18   aromatic  1.388  0.020  1.388
 QEM  C18  H18   single    0.930  0.020  1.080
 QEM  C20  C19   aromatic  1.391  0.020  1.391
 QEM  C19  H19   single    0.930  0.020  1.080
 QEM  C21  C20   aromatic  1.393  0.020  1.393
 QEM  C21  H21   single    0.930  0.020  1.080

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
 QEM  H     C    C21   118.58  3.000
 QEM  H     C    C16   119.72  3.000
 QEM  C21   C    C16   121.70  3.000
 QEM  C13   N    C11   111.99  3.000
 QEM  C11   N    C10   110.74  3.000
 QEM  C13   N    C10   113.32  3.000
 QEM  HO    O    C20   110.21  3.000
 QEM  H01   C01  C06   119.60  3.000
 QEM  H01   C01  C02   119.37  3.000
 QEM  C06   C01  C02   121.03  3.000
 QEM  HO01  O01  C15   109.27  3.000
 QEM  C07   C02  C03   120.49  3.000
 QEM  C03   C02  C01   118.26  3.000
 QEM  C07   C02  C01   121.24  3.000
 QEM  H03   C03  C04   119.60  3.000
 QEM  H03   C03  C02   119.42  3.000
 QEM  C04   C03  C02   120.98  3.000
 QEM  H04   C04  C05   120.02  3.000
 QEM  H04   C04  C03   119.82  3.000
 QEM  C05   C04  C03   120.16  3.000
 QEM  H05   C05  C06   120.29  3.000
 QEM  H05   C05  C04   120.25  3.000
 QEM  C06   C05  C04   119.45  3.000
 QEM  H06   C06  C05   120.12  3.000
 QEM  H06   C06  C01   119.77  3.000
 QEM  C05   C06  C01   120.12  3.000
 QEM  H07A  C07  H07   106.46  3.000
 QEM  H07A  C07  C08   108.85  3.000
 QEM  H07   C07  C08   108.50  3.000
 QEM  H07A  C07  C02   109.70  3.000
 QEM  H07   C07  C02   109.42  3.000
 QEM  C08   C07  C02   113.65  3.000
 QEM  H08   C08  C12   108.00  3.000
 QEM  H08   C08  C09   108.11  3.000
 QEM  C12   C08  C09   109.08  3.000
 QEM  H08   C08  C07   108.15  3.000
 QEM  C12   C08  C07   110.60  3.000
 QEM  C09   C08  C07   112.76  3.000
 QEM  H09A  C09  H09   106.92  3.000
 QEM  H09A  C09  C10   109.00  3.000
 QEM  H09   C09  C10   108.83  3.000
 QEM  H09A  C09  C08   110.89  3.000
 QEM  H09   C09  C08   109.39  3.000
 QEM  C10   C09  C08   111.67  3.000
 QEM  H10A  C10  H10   106.38  3.000
 QEM  H10A  C10  C09   108.85  3.000
 QEM  H10   C10  C09   109.52  3.000
 QEM  H10A  C10  N     109.52  3.000
 QEM  H10   C10  N     111.16  3.000
 QEM  C09   C10  N     111.26  3.000
 QEM  H11A  C11  H11   106.55  3.000
 QEM  H11A  C11  C12   109.26  3.000
 QEM  H11   C11  C12   109.51  3.000
 QEM  H11A  C11  N     111.65  3.000
 QEM  H11   C11  N     108.72  3.000
 QEM  C12   C11  N     111.04  3.000
 QEM  H12A  C12  H12   106.92  3.000
 QEM  H12A  C12  C11   108.93  3.000
 QEM  H12   C12  C11   109.50  3.000
 QEM  H12A  C12  C08   109.32  3.000
 QEM  H12   C12  C08   110.30  3.000
 QEM  C11   C12  C08   111.74  3.000
 QEM  H13A  C13  H13   106.31  3.000
 QEM  H13A  C13  C14   108.51  3.000
 QEM  H13   C13  C14   108.69  3.000
 QEM  H13A  C13  N     107.44  3.000
 QEM  H13   C13  N     111.91  3.000
 QEM  C14   C13  N     113.66  3.000
 QEM  H14   C14  C17   107.87  3.000
 QEM  H14   C14  C15   105.36  3.000
 QEM  C17   C14  C15   112.74  3.000
 QEM  H14   C14  C13   108.72  3.000
 QEM  C15   C14  C13   109.94  3.000
 QEM  C17   C14  C13   111.91  3.000
 QEM  H15   C15  C16   107.60  3.000
 QEM  H15   C15  C14   107.03  3.000
 QEM  C16   C15  C14   111.21  3.000
 QEM  H15   C15  O01   105.17  3.000
 QEM  C16   C15  O01   112.69  3.000
 QEM  C14   C15  O01   112.66  3.000
 QEM  C18   C16  C15   122.81  3.000
 QEM  C18   C16  C     117.66  3.000
 QEM  C15   C16  C     119.52  3.000
 QEM  H18   C18  C19   118.10  3.000
 QEM  H18   C18  C16   120.45  3.000
 QEM  C19   C18  C16   121.45  3.000
 QEM  H19   C19  C20   119.72  3.000
 QEM  H19   C19  C18   120.16  3.000
 QEM  C20   C19  C18   120.12  3.000
 QEM  C21   C20  C19   119.17  3.000
 QEM  C21   C20  O     122.69  3.000
 QEM  C19   C20  O     118.14  3.000
 QEM  H21   C21  C20   120.27  3.000
 QEM  H21   C21  C     119.83  3.000
 QEM  C20   C21  C     119.90  3.000
 QEM  H17B  C17  H17A  107.94  3.000
 QEM  H17B  C17  H17   106.38  3.000
 QEM  H17A  C17  H17   107.99  3.000
 QEM  H17B  C17  C14   112.32  3.000
 QEM  H17A  C17  C14   111.57  3.000
 QEM  H17   C17  C14   110.40  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
 QEM  CONST_01  C19  C20  C21  C      0.00   0.0  0
 QEM  CONST_02  C19  C18  C16  C      0.00   0.0  0
 QEM  CONST_03  C04  C03  C02  C01    0.00   0.0  0
 QEM  CONST_04  C04  C05  C06  C01    0.00   0.0  0
 QEM  CONST_05  C05  C06  C01  C02    0.00   0.0  0
 QEM  CONST_06  C05  C04  C03  C02    0.00   0.0  0
 QEM  CONST_07  C06  C01  C02  C03    0.00   0.0  0
 QEM  CONST_08  C06  C05  C04  C03    0.00   0.0  0
 QEM  CONST_09  C20  C21  C    C16    0.00   0.0  0
 QEM  CONST_10  C20  C19  C18  C16    0.00   0.0  0
 QEM  CONST_11  C21  C    C16  C18    0.00   0.0  0
 QEM  CONST_12  C21  C20  C19  C18    0.00   0.0  0
 QEM  CONST_13  O    C20  C21  C    180.00   0.0  0
 QEM  CONST_14  C18  C19  C20  O    180.00   0.0  0
 QEM  CONST_15  C07  C02  C03  C04  180.00   0.0  0
 QEM  CONST_16  C07  C02  C01  C06  180.00   0.0  0
 QEM  CONST_17  C21  C    C16  C15  180.00   0.0  0
 QEM  CONST_18  C19  C18  C16  C15  180.00   0.0  0
 QEM  CONST_19  H18  C18  C16  C    180.00   0.0  0
 QEM  CONST_20  H03  C03  C02  C01  180.00   0.0  0
 QEM  CONST_21  H05  C05  C06  C01  180.00   0.0  0
 QEM  CONST_22  H06  C06  C01  C02  180.00   0.0  0
 QEM  CONST_23  H04  C04  C03  C02  180.00   0.0  0
 QEM  CONST_24  H01  C01  C02  C03  180.00   0.0  0
 QEM  CONST_25  H21  C21  C    C16  180.00   0.0  0
 QEM  CONST_26  H19  C19  C18  C16  180.00   0.0  0
 QEM  CONST_27  H    C    C16  C18  180.00   0.0  0
 QEM  Var_01    C08  C09  C10  N     56.47  30.0  1
 QEM  Var_02    C08  C12  C11  N    -56.81  30.0  1
 QEM  Var_03    C11  N    C10  C09  -60.02  30.0  1
 QEM  Var_04    C12  C11  N    C10   60.13  30.0  1
 QEM  Var_05    C08  C07  C02  C01  101.00  30.0  2
 QEM  Var_06    C14  C13  N    C10  -67.85  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
 QEM  chir_01  C08  C07  C09  C12  positiv
 QEM  chir_02  C14  C13  C17  C15  positiv
 QEM  chir_03  C15  O01  C14  C16  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
 QEM  plan-1  C01  0.020
 QEM  plan-1  C02  0.020
 QEM  plan-1  C03  0.020
 QEM  plan-1  C04  0.020
 QEM  plan-1  C05  0.020
 QEM  plan-1  C06  0.020
 QEM  plan-1  C07  0.020
 QEM  plan-1  H03  0.020
 QEM  plan-1  H04  0.020
 QEM  plan-1  H05  0.020
 QEM  plan-1  H06  0.020
 QEM  plan-1  H01  0.020
 QEM  plan-2  C    0.020
 QEM  plan-2  O    0.020
 QEM  plan-2  C15  0.020
 QEM  plan-2  C16  0.020
 QEM  plan-2  C18  0.020
 QEM  plan-2  C19  0.020
 QEM  plan-2  C20  0.020
 QEM  plan-2  C21  0.020
 QEM  plan-2  H    0.020
 QEM  plan-2  H18  0.020
 QEM  plan-2  H19  0.020
 QEM  plan-2  H21  0.020

