# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri May  8 05:38:58 2020
#   Inital geometry file: a 135 line input string
#   Ligand name: (2S,4S)-N-[(2S,3E)-1-(4'-cyanobiphenyl-4-yl)-3-iminopropan-2-yl]-4-hydroxypiperidine-2-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: O[C@H]1CCN[C@@H](C1)C(=O)N[C@@H](Cc2ccc(cc2)c3ccc(cc3)C#N)C=N
#
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
 W2C  W2C  (2S,4S)-N-[(2S,3E)-1-(4'-cyanobiphenyl-4-yl)-3-iminopropan-2-yl]-4-hydroxypiperidine-2-carboxamide  ligand  52  28  .  2021-08-24  2021-08-24  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_W2C
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
 W2C  C27   C  CSP   0   0.054  -7.2097   1.9556   0.6548
 W2C  C9    C  C1    0  -0.025   3.6234  -3.4677  -0.2187
 W2C  C23   C  CR16  0  -0.223  -5.9778  -0.1526   0.6939
 W2C  C25   C  CR16  0  -0.223  -4.8532   1.8773   0.0173
 W2C  C22   C  CR16  0  -0.302  -4.8072  -0.8589   0.4932
 W2C  C26   C  CR16  0  -0.302  -3.6894   1.1584  -0.1783
 W2C  C2    C  CR16  0  -0.293  -1.5451  -0.6610  -1.2195
 W2C  C4    C  CR16  0  -0.292  -2.0590  -2.0492   0.6625
 W2C  C1    C  CR16  0  -0.280  -0.3861  -1.3883  -1.4359
 W2C  C5    C  CR16  0  -0.287  -0.8942  -2.7665   0.4472
 W2C  C24   C  CR6   0  -0.012  -6.0038   1.2211   0.4542
 W2C  C21   C  CR6   0   0.107  -3.6453  -0.2191   0.0531
 W2C  C3    C  CR6   0   0.073  -2.4028  -0.9810  -0.1671
 W2C  C6    C  CR6   0   0.146  -0.0411  -2.4506  -0.6060
 W2C  C12   C  C     0   0.565   2.4135  -0.1911   0.4215
 W2C  C17   C  CH2   0  -0.485   4.3835   3.6099   0.4156
 W2C  C15   C  CH2   0  -0.457   4.5181   1.1200   0.2725
 W2C  C18   C  CH2   0  -0.312   2.9018   3.5069   0.0642
 W2C  C14   C  CH1   0  -0.230   3.0196   1.1083  -0.0837
 W2C  C16   C  CH1   0   0.033   5.1717   2.4297  -0.1461
 W2C  C7    C  CH2   0  -0.530   1.2325  -3.2109  -0.8191
 W2C  C8    C  CH1   0  -0.129   2.4035  -2.6124  -0.0136
 W2C  N28   N  NS    0  -0.253  -8.1860   2.5478   0.8119
 W2C  N10   N  N     0  -0.541   4.6768  -3.0133  -0.7419
 W2C  N19   N  NH1   0  -0.581   2.2949   2.2420   0.4525
 W2C  N11   N  NH1   0  -0.625   2.6642  -1.2480  -0.3722
 W2C  O13   O  O     0  -0.484   1.8088  -0.2643   1.4792
 W2C  O20   O  OH1   0  -0.673   5.2080   2.4478  -1.5615
 W2C  H9    H  H     0   0.239   3.5008  -4.5053   0.1022
 W2C  H8    H  HCH1  0   0.283   2.1411  -2.6497   1.0470
 W2C  H10   H  H     0   0.353   5.3839  -3.7386  -0.8172
 W2C  H22   H  HCR6  0   0.270  -4.8066  -1.9277   0.6617
 W2C  H25   H  HCR6  0   0.282  -4.8688   2.9440  -0.1597
 W2C  H26   H  HCR6  0   0.270  -2.7981   1.6827  -0.4968
 W2C  H2    H  HCR6  0   0.255  -1.7934   0.1462  -1.8977
 W2C  H1    H  HCR6  0   0.248   0.2524  -1.1315  -2.2722
 W2C  H4    H  HCR6  0   0.255  -2.6948  -2.3164   1.4976
 W2C  H5    H  HCR6  0   0.250  -0.6497  -3.5879   1.1108
 W2C  H71C  H  HCH2  0   0.263   1.1033  -4.2545  -0.5220
 W2C  H72C  H  HCH2  0   0.263   1.4988  -3.2102  -1.8790
 W2C  H14   H  HCH1  0   0.255   2.9236   1.1356  -1.1748
 W2C  H11   H  HNH1  0   0.396   3.2432  -1.1039  -1.1855
 W2C  H171  H  HCH2  0   0.235   4.7988   4.5533   0.0455
 W2C  H172  H  HCH2  0   0.226   4.5031   3.6270   1.5034
 W2C  H181  H  HCH2  0   0.239   2.3452   4.3152   0.5419
 W2C  H182  H  HCH2  0   0.219   2.7676   3.6360  -1.0136
 W2C  H16   H  HCH1  0   0.217   6.1924   2.4562   0.2596
 W2C  H151  H  HCH2  0   0.237   4.6289   1.0062   1.3553
 W2C  H152  H  HCH2  0   0.242   5.0370   0.2749  -0.1894
 W2C  H19   H  HNH1  0   0.337   2.2846   2.1746   1.4642
 W2C  H20   H  HOH1  0   0.448   5.5106   3.3163  -1.8448
 W2C  H23   H  HCR6  0   0.282  -6.8707  -0.6641   1.0263

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
 W2C  C27  C24   single    1.426  0.020  1.426
 W2C  C27  N28   triple    1.153  0.020  1.153
 W2C  C9   C8    single    1.504  0.020  1.504
 W2C  C9   N10   double    1.261  0.020  1.261
 W2C  C9   H9    single    0.930  0.020  1.080
 W2C  C23  C22   aromatic  1.382  0.020  1.382
 W2C  C23  C24   aromatic  1.395  0.020  1.395
 W2C  C25  C26   aromatic  1.382  0.020  1.382
 W2C  C25  C24   aromatic  1.395  0.020  1.395
 W2C  C22  C21   aromatic  1.398  0.020  1.398
 W2C  C26  C21   aromatic  1.397  0.020  1.397
 W2C  C2   C1    aromatic  1.385  0.020  1.385
 W2C  C2   C3    aromatic  1.395  0.020  1.395
 W2C  C4   C5    aromatic  1.385  0.020  1.385
 W2C  C4   C3    aromatic  1.395  0.020  1.395
 W2C  C1   C6    aromatic  1.392  0.020  1.392
 W2C  C5   C6    aromatic  1.392  0.020  1.392
 W2C  C21  C3    single    1.474  0.020  1.474
 W2C  C6   C7    single    1.498  0.020  1.498
 W2C  C12  C14   single    1.520  0.020  1.520
 W2C  C12  N11   single    1.345  0.020  1.345
 W2C  C12  O13   double    1.221  0.020  1.221
 W2C  C17  C18   single    1.526  0.020  1.526
 W2C  C17  C16   single    1.526  0.020  1.526
 W2C  C15  C14   single    1.540  0.020  1.540
 W2C  C15  C16   single    1.522  0.020  1.522
 W2C  C18  N19   single    1.456  0.020  1.456
 W2C  C14  N19   single    1.448  0.020  1.448
 W2C  C16  O20   single    1.416  0.020  1.416
 W2C  C7   C8    single    1.542  0.020  1.542
 W2C  C8   N11   single    1.435  0.020  1.435
 W2C  C8   H8    single    0.970  0.020  1.090
 W2C  N10  H10   single    0.890  0.020  1.040
 W2C  C23  H23   single    0.930  0.020  1.080
 W2C  C22  H22   single    0.930  0.020  1.080
 W2C  C25  H25   single    0.930  0.020  1.080
 W2C  C26  H26   single    0.930  0.020  1.080
 W2C  C2   H2    single    0.930  0.020  1.080
 W2C  C1   H1    single    0.930  0.020  1.080
 W2C  C4   H4    single    0.930  0.020  1.080
 W2C  C5   H5    single    0.930  0.020  1.080
 W2C  C7   H71C  single    0.970  0.020  1.090
 W2C  C7   H72C  single    0.970  0.020  1.090
 W2C  C14  H14   single    0.970  0.020  1.090
 W2C  N11  H11   single    0.860  0.020  1.020
 W2C  C17  H171  single    0.970  0.020  1.090
 W2C  C17  H172  single    0.970  0.020  1.090
 W2C  C18  H181  single    0.970  0.020  1.090
 W2C  C18  H182  single    0.970  0.020  1.090
 W2C  C16  H16   single    0.970  0.020  1.090
 W2C  C15  H151  single    0.970  0.020  1.090
 W2C  C15  H152  single    0.970  0.020  1.090
 W2C  N19  H19   single    0.890  0.020  1.040
 W2C  O20  H20   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
 W2C  N28   C27  C24   180.00  3.000
 W2C  H9    C9   N10   123.90  3.000
 W2C  H9    C9   C8    114.13  3.000
 W2C  N10   C9   C8    121.95  3.000
 W2C  H23   C23  C24   120.22  3.000
 W2C  H23   C23  C22   120.15  3.000
 W2C  C24   C23  C22   119.62  3.000
 W2C  H25   C25  C24   120.23  3.000
 W2C  H25   C25  C26   120.14  3.000
 W2C  C24   C25  C26   119.63  3.000
 W2C  H22   C22  C21   120.05  3.000
 W2C  H22   C22  C23   118.87  3.000
 W2C  C21   C22  C23   121.07  3.000
 W2C  H26   C26  C21   120.02  3.000
 W2C  H26   C26  C25   118.90  3.000
 W2C  C21   C26  C25   121.06  3.000
 W2C  H2    C2   C3    120.16  3.000
 W2C  H2    C2   C1    119.03  3.000
 W2C  C3    C2   C1    120.79  3.000
 W2C  H4    C4   C3    120.18  3.000
 W2C  H4    C4   C5    119.06  3.000
 W2C  C3    C4   C5    120.75  3.000
 W2C  H1    C1   C6    119.69  3.000
 W2C  H1    C1   C2    119.30  3.000
 W2C  C6    C1   C2    121.00  3.000
 W2C  H5    C5   C6    119.80  3.000
 W2C  H5    C5   C4    119.16  3.000
 W2C  C6    C5   C4    121.04  3.000
 W2C  C25   C24  C23   120.12  3.000
 W2C  C25   C24  C27   119.95  3.000
 W2C  C23   C24  C27   119.93  3.000
 W2C  C3    C21  C26   120.76  3.000
 W2C  C3    C21  C22   120.74  3.000
 W2C  C26   C21  C22   118.50  3.000
 W2C  C21   C3   C4    120.96  3.000
 W2C  C21   C3   C2    120.83  3.000
 W2C  C4    C3   C2    118.21  3.000
 W2C  C7    C6   C5    120.89  3.000
 W2C  C7    C6   C1    120.88  3.000
 W2C  C5    C6   C1    118.21  3.000
 W2C  O13   C12  N11   123.81  3.000
 W2C  O13   C12  C14   122.46  3.000
 W2C  N11   C12  C14   113.65  3.000
 W2C  H172  C17  H171  106.32  3.000
 W2C  H172  C17  C16   108.74  3.000
 W2C  H171  C17  C16   110.24  3.000
 W2C  H172  C17  C18   109.63  3.000
 W2C  H171  C17  C18   110.39  3.000
 W2C  C16   C17  C18   111.37  3.000
 W2C  H152  C15  H151  106.82  3.000
 W2C  H152  C15  C16   110.17  3.000
 W2C  H151  C15  C16   108.54  3.000
 W2C  H152  C15  C14   110.98  3.000
 W2C  H151  C15  C14   109.06  3.000
 W2C  C16   C15  C14   111.14  3.000
 W2C  H182  C18  H181  106.33  3.000
 W2C  H182  C18  N19   108.32  3.000
 W2C  H181  C18  N19   108.31  3.000
 W2C  H182  C18  C17   109.76  3.000
 W2C  H181  C18  C17   110.14  3.000
 W2C  N19   C18  C17   113.70  3.000
 W2C  H14   C14  N19   107.77  3.000
 W2C  H14   C14  C15   108.38  3.000
 W2C  N19   C14  C15   113.28  3.000
 W2C  H14   C14  C12   108.50  3.000
 W2C  N19   C14  C12   110.28  3.000
 W2C  C15   C14  C12   108.51  3.000
 W2C  H16   C16  O20   110.18  3.000
 W2C  H16   C16  C15   108.55  3.000
 W2C  O20   C16  C15   107.27  3.000
 W2C  H16   C16  C17   108.98  3.000
 W2C  O20   C16  C17   111.79  3.000
 W2C  C15   C16  C17   110.02  3.000
 W2C  H72C  C7   H71C  107.05  3.000
 W2C  H72C  C7   C8    108.74  3.000
 W2C  H71C  C7   C8    108.57  3.000
 W2C  H72C  C7   C6    110.16  3.000
 W2C  H71C  C7   C6    110.21  3.000
 W2C  C8    C7   C6    111.98  3.000
 W2C  H8    C8   N11   108.58  3.000
 W2C  H8    C8   C7    108.13  3.000
 W2C  N11   C8   C7    112.12  3.000
 W2C  H8    C8   C9    107.91  3.000
 W2C  N11   C8   C9    111.07  3.000
 W2C  C7    C8   C9    108.90  3.000
 W2C  H10   N10  C9    110.79  3.000
 W2C  H19   N19  C14   108.80  3.000
 W2C  H19   N19  C18   109.16  3.000
 W2C  C14   N19  C18   111.89  3.000
 W2C  H11   N11  C8    116.21  3.000
 W2C  H11   N11  C12   118.06  3.000
 W2C  C8    N11  C12   124.46  3.000
 W2C  H20   O20  C16   108.29  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
 W2C  CONST_01  C26  C21  C22  C23    0.00   0.0  0
 W2C  CONST_02  C3   C21  C22  C23  180.00   0.0  0
 W2C  CONST_03  C26  C25  C24  C23    0.00   0.0  0
 W2C  CONST_04  C22  C21  C26  C25    0.00   0.0  0
 W2C  CONST_05  C3   C21  C26  C25  180.00   0.0  0
 W2C  CONST_06  C22  C23  C24  C25    0.00   0.0  0
 W2C  CONST_11  C5   C6   C1   C2     0.00   0.0  0
 W2C  CONST_12  C5   C4   C3   C2     0.00   0.0  0
 W2C  CONST_13  C1   C6   C5   C4     0.00   0.0  0
 W2C  CONST_14  C1   C2   C3   C4     0.00   0.0  0
 W2C  CONST_15  C21  C3   C2   C1   180.00   0.0  0
 W2C  CONST_16  C21  C3   C4   C5   180.00   0.0  0
 W2C  CONST_17  C21  C22  C23  C24    0.00   0.0  0
 W2C  CONST_18  C21  C26  C25  C24    0.00   0.0  0
 W2C  CONST_19  C6   C1   C2   C3     0.00   0.0  0
 W2C  CONST_20  C6   C5   C4   C3     0.00   0.0  0
 W2C  CONST_21  C22  C23  C24  C27  180.00   0.0  0
 W2C  CONST_22  C26  C25  C24  C27  180.00   0.0  0
 W2C  CONST_23  C7   C6   C1   C2   180.00   0.0  0
 W2C  CONST_24  C7   C6   C5   C4   180.00   0.0  0
 W2C  CONST_25  H25  C25  C24  C23  180.00   0.0  0
 W2C  CONST_26  H23  C23  C24  C25  180.00   0.0  0
 W2C  CONST_27  H26  C26  C21  C22  180.00   0.0  0
 W2C  CONST_28  H22  C22  C21  C26  180.00   0.0  0
 W2C  CONST_29  H4   C4   C3   C2   180.00   0.0  0
 W2C  CONST_30  H2   C2   C3   C4   180.00   0.0  0
 W2C  CONST_31  H5   C5   C6   C1   180.00   0.0  0
 W2C  CONST_32  H1   C1   C6   C5   180.00   0.0  0
 W2C  CONST_33  C8   N11  C12  C14  180.00   0.0  0
 W2C  CONST_34  H11  N11  C12  C14    0.00   0.0  0
 W2C  CONST_35  O13  C12  N11  C8     0.00   0.0  0
 W2C  Var_01    C14  N19  C18  C17  -54.15  30.0  1
 W2C  Var_02    N19  C18  C17  C16   53.69  30.0  1
 W2C  Var_03    C8   C7   C6   C1    90.83  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
 W2C  chir_01  C14  C12  C15  N19  positiv
 W2C  chir_02  C16  O20  C17  C15  negativ
 W2C  chir_03  C8   N11  C9   C7   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
 W2C  plan-1  C27  0.020
 W2C  plan-1  C23  0.020
 W2C  plan-1  C25  0.020
 W2C  plan-1  C22  0.020
 W2C  plan-1  C26  0.020
 W2C  plan-1  C24  0.020
 W2C  plan-1  C21  0.020
 W2C  plan-1  C3   0.020
 W2C  plan-1  N28  0.020
 W2C  plan-1  H22  0.020
 W2C  plan-1  H25  0.020
 W2C  plan-1  H26  0.020
 W2C  plan-1  H23  0.020
 W2C  plan-2  C2   0.020
 W2C  plan-2  C4   0.020
 W2C  plan-2  C1   0.020
 W2C  plan-2  C5   0.020
 W2C  plan-2  C21  0.020
 W2C  plan-2  C3   0.020
 W2C  plan-2  C6   0.020
 W2C  plan-2  C7   0.020
 W2C  plan-2  H2   0.020
 W2C  plan-2  H1   0.020
 W2C  plan-2  H4   0.020
 W2C  plan-2  H5   0.020
 W2C  plan-3  C12  0.020
 W2C  plan-3  C14  0.020
 W2C  plan-3  C8   0.020
 W2C  plan-3  N11  0.020
 W2C  plan-3  O13  0.020
 W2C  plan-3  H11  0.020
 W2C  plan-4  C9   0.020
 W2C  plan-4  C8   0.020
 W2C  plan-4  N10  0.020
 W2C  plan-4  H9   0.020
 W2C  plan-4  H10  0.020

