# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun May  3 08:45:40 2020
#   Inital geometry file: a 120 line input string
#   Ligand name: 4-phenoxy-N-[(1S,2R)-2-phenylcyclopropyl]piperidine-1-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: O=C(N[C@H]1C[C@@H]1c2ccccc2)N3CC[C@@H](CC3)Oc4ccccc4
#
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
 S94  S94  4-phenoxy-N-[(1S,2R)-2-phenylcyclopropyl]piperidine-1-carboxamide  ligand  49  25  .  2022-07-22  2022-07-26
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_S94
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
 S94  C18  C  CR16  0  -0.277   6.5237   1.8231   1.7116
 S94  C23  C  CR16  0  -0.284  -6.9928   1.6468   0.9193
 S94  C16  C  CR16  0  -0.236   6.7662   0.6335   1.0365
 S94  C17  C  CR16  0  -0.241   5.3150   2.4783   1.5193
 S94  C22  C  CR16  0  -0.244  -6.4699   0.3892   1.1748
 S94  C24  C  CR16  0  -0.240  -6.2815   2.5167   0.0994
 S94  C15  C  CR16  0  -0.357   5.8128   0.1061   0.1769
 S94  C14  C  CR16  0  -0.324   4.3614   1.9467   0.6621
 S94  C21  C  CR16  0  -0.376  -5.2545  -0.0106   0.6287
 S94  C25  C  CR16  0  -0.352  -5.0713   2.1341  -0.4520
 S94  C10  C  CR6   0   0.230   4.5929   0.7540  -0.0232
 S94  C20  C  CR6   0   0.390  -4.5469   0.8652  -0.1927
 S94  C6   C  C     0   0.737   1.0373  -1.6139   0.0005
 S94  C4   C  CH2   0  -0.447  -1.7125  -0.8352  -1.6945
 S94  C12  C  CH2   0  -0.474  -2.0077  -0.6919   0.7879
 S94  C3   C  CH2   0  -0.505   3.8684  -0.6102  -2.1323
 S94  C9   C  CH2   0  -0.351  -0.9008  -2.1094  -1.4802
 S94  C13  C  CH2   0  -0.329  -1.1811  -1.9706   0.9065
 S94  C2   C  CH1   0  -0.363   3.5433   0.2206  -0.9216
 S94  C1   C  CH1   0  -0.044   3.2223  -1.2489  -0.9527
 S94  C7   C  CH1   0   0.031  -2.7130  -0.6536  -0.5635
 S94  N8   N  NT    0  -0.487  -0.2344  -2.0918  -0.1880
 S94  N5   N  NH1   0  -0.692   1.8632  -1.6420  -1.0861
 S94  O11  O  O     0  -0.529   1.4293  -1.1966   1.0827
 S94  O19  O  O2    0  -0.492  -3.3703   0.5869  -0.7904
 S94  H1   H  HCR6  0   0.253   7.2693   2.2351   2.3789
 S94  H3   H  HCR6  0   0.254   7.7055   0.1134   1.1755
 S94  H4   H  HCR6  0   0.253   5.1118   3.4076   2.0361
 S94  H5   H  HCR6  0   0.258  -7.0063  -0.3011   1.8131
 S94  H6   H  HCR6  0   0.256  -6.6704   3.5042  -0.1139
 S94  H7   H  HCR6  0   0.247   6.0339  -0.8213  -0.3386
 S94  H8   H  HCR6  0   0.248   3.4203   2.4655   0.5222
 S94  H9   H  HCR6  0   0.274  -4.8839  -1.0005   0.8571
 S94  H10  H  HCR6  0   0.260  -4.5222   2.8128  -1.0930
 S94  H11  H  HCH2  0   0.238  -1.0354   0.0237  -1.7357
 S94  H12  H  HCH2  0   0.255  -2.2333  -0.8925  -2.6528
 S94  H13  H  HCH2  0   0.253  -2.7235  -0.6483   1.6118
 S94  H14  H  HCH2  0   0.241  -1.3500   0.1776   0.8794
 S94  H15  H  HCH2  0   0.269   3.2659  -0.4507  -3.0178
 S94  H16  H  HCH2  0   0.262   4.9054  -0.8486  -2.3328
 S94  H17  H  HCH2  0   0.253  -1.5592  -2.9823  -1.5108
 S94  H18  H  HCH2  0   0.264  -0.1984  -2.2379  -2.2989
 S94  H19  H  HCH2  0   0.268  -0.6564  -1.9995   1.8571
 S94  H20  H  HCH2  0   0.247  -1.8399  -2.8441   0.8779
 S94  H21  H  HCH1  0   0.264   2.6817   0.8705  -1.0259
 S94  H22  H  HCH1  0   0.261   3.8519  -1.8862  -0.3355
 S94  H23  H  HCH1  0   0.227  -3.4391  -1.4757  -0.6217
 S94  H24  H  HNH1  0   0.399   1.6525  -2.2537  -1.8572
 S94  H2   H  HCR6  0   0.252  -7.9382   1.9467   1.3507

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
 S94  C17  C14  aromatic  1.388  0.020  1.388
 S94  C17  C18  aromatic  1.388  0.020  1.388
 S94  C14  C10  aromatic  1.395  0.020  1.395
 S94  C18  C16  aromatic  1.389  0.020  1.389
 S94  C10  C2   single    1.481  0.020  1.481
 S94  C10  C15  aromatic  1.396  0.020  1.396
 S94  C16  C15  aromatic  1.388  0.020  1.388
 S94  C2   C3   single    1.504  0.020  1.504
 S94  C2   C1   single    1.504  0.020  1.504
 S94  C3   C1   single    1.489  0.020  1.489
 S94  C1   N5   single    1.421  0.020  1.421
 S94  N5   C6   single    1.365  0.020  1.365
 S94  O11  C6   double    1.224  0.020  1.224
 S94  C6   N8   single    1.372  0.020  1.372
 S94  N8   C13  single    1.452  0.020  1.452
 S94  N8   C9   single    1.454  0.020  1.454
 S94  C13  C12  single    1.527  0.020  1.527
 S94  C12  C7   single    1.525  0.020  1.525
 S94  C9   C4   single    1.526  0.020  1.526
 S94  C4   C7   single    1.521  0.020  1.521
 S94  C7   O19  single    1.422  0.020  1.422
 S94  O19  C20  single    1.349  0.020  1.349
 S94  C20  C21  aromatic  1.394  0.020  1.394
 S94  C20  C25  aromatic  1.397  0.020  1.397
 S94  C21  C22  aromatic  1.391  0.020  1.391
 S94  C25  C24  aromatic  1.384  0.020  1.384
 S94  C22  C23  aromatic  1.386  0.020  1.386
 S94  C24  C23  aromatic  1.391  0.020  1.391
 S94  C18  H1   single    0.930  0.020  1.080
 S94  C23  H2   single    0.930  0.020  1.080
 S94  C16  H3   single    0.930  0.020  1.080
 S94  C17  H4   single    0.930  0.020  1.080
 S94  C22  H5   single    0.930  0.020  1.080
 S94  C24  H6   single    0.930  0.020  1.080
 S94  C15  H7   single    0.930  0.020  1.080
 S94  C14  H8   single    0.930  0.020  1.080
 S94  C21  H9   single    0.930  0.020  1.080
 S94  C25  H10  single    0.930  0.020  1.080
 S94  C4   H11  single    0.970  0.020  1.090
 S94  C4   H12  single    0.970  0.020  1.090
 S94  C12  H13  single    0.970  0.020  1.090
 S94  C12  H14  single    0.970  0.020  1.090
 S94  C3   H15  single    0.970  0.020  1.090
 S94  C3   H16  single    0.970  0.020  1.090
 S94  C9   H17  single    0.970  0.020  1.090
 S94  C9   H18  single    0.970  0.020  1.090
 S94  C13  H19  single    0.970  0.020  1.090
 S94  C13  H20  single    0.970  0.020  1.090
 S94  C2   H21  single    0.970  0.020  1.090
 S94  C1   H22  single    0.970  0.020  1.090
 S94  C7   H23  single    0.970  0.020  1.090
 S94  N5   H24  single    0.890  0.020  1.040

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
 S94  H1   C18  C17  120.37  3.000
 S94  H1   C18  C16  120.36  3.000
 S94  C17  C18  C16  119.27  3.000
 S94  H2   C23  C24  120.57  3.000
 S94  H2   C23  C22  120.53  3.000
 S94  C24  C23  C22  118.90  3.000
 S94  H3   C16  C15  119.53  3.000
 S94  H3   C16  C18  120.03  3.000
 S94  C15  C16  C18  120.43  3.000
 S94  H4   C17  C14  119.65  3.000
 S94  H4   C17  C18  120.16  3.000
 S94  C14  C17  C18  120.19  3.000
 S94  H5   C22  C21  118.76  3.000
 S94  H5   C22  C23  120.03  3.000
 S94  C21  C22  C23  121.20  3.000
 S94  H6   C24  C25  119.20  3.000
 S94  H6   C24  C23  120.19  3.000
 S94  C25  C24  C23  120.61  3.000
 S94  H7   C15  C10  120.48  3.000
 S94  H7   C15  C16  118.66  3.000
 S94  C10  C15  C16  120.85  3.000
 S94  H8   C14  C10  119.35  3.000
 S94  H8   C14  C17  119.53  3.000
 S94  C10  C14  C17  121.12  3.000
 S94  H9   C21  C20  121.72  3.000
 S94  H9   C21  C22  118.65  3.000
 S94  C20  C21  C22  119.63  3.000
 S94  H10  C25  C20  119.25  3.000
 S94  H10  C25  C24  120.39  3.000
 S94  C20  C25  C24  120.36  3.000
 S94  C2   C10  C14  119.23  3.000
 S94  C2   C10  C15  122.63  3.000
 S94  C14  C10  C15  118.13  3.000
 S94  O19  C20  C25  115.63  3.000
 S94  C25  C20  C21  119.31  3.000
 S94  O19  C20  C21  125.06  3.000
 S94  O11  C6   N5   121.12  3.000
 S94  O11  C6   N8   122.49  3.000
 S94  N5   C6   N8   116.39  3.000
 S94  H12  C4   H11  107.65  3.000
 S94  H12  C4   C7   110.19  3.000
 S94  H11  C4   C7   109.96  3.000
 S94  H12  C4   C9   109.45  3.000
 S94  H11  C4   C9   109.36  3.000
 S94  C7   C4   C9   110.19  3.000
 S94  H14  C12  H13  107.40  3.000
 S94  H14  C12  C7   109.40  3.000
 S94  H13  C12  C7   111.37  3.000
 S94  H14  C12  C13  109.49  3.000
 S94  H13  C12  C13  109.24  3.000
 S94  C7   C12  C13  109.89  3.000
 S94  H16  C3   H15  114.45  3.000
 S94  H16  C3   C1   117.90  3.000
 S94  H15  C3   C1   118.00  3.000
 S94  H16  C3   C2   118.54  3.000
 S94  H15  C3   C2   117.17  3.000
 S94  C1   C3   C2    60.35  3.000
 S94  H18  C9   H17  105.89  3.000
 S94  H18  C9   N8   112.01  3.000
 S94  H17  C9   N8   108.08  3.000
 S94  H18  C9   C4   109.69  3.000
 S94  H17  C9   C4   110.02  3.000
 S94  N8   C9   C4   111.01  3.000
 S94  H20  C13  H19  107.00  3.000
 S94  H20  C13  N8   107.82  3.000
 S94  H19  C13  N8   110.02  3.000
 S94  H20  C13  C12  109.91  3.000
 S94  H19  C13  C12  110.59  3.000
 S94  N8   C13  C12  111.36  3.000
 S94  H21  C2   C1   114.45  3.000
 S94  H21  C2   C3   115.18  3.000
 S94  C1   C2   C3    59.33  3.000
 S94  H21  C2   C10  113.93  3.000
 S94  C1   C2   C10  121.03  3.000
 S94  C3   C2   C10  122.28  3.000
 S94  H22  C1   N5   116.40  3.000
 S94  H22  C1   C2   115.91  3.000
 S94  N5   C1   C2   118.44  3.000
 S94  H22  C1   C3   116.72  3.000
 S94  N5   C1   C3   117.35  3.000
 S94  C2   C1   C3    60.32  3.000
 S94  H23  C7   O19  109.81  3.000
 S94  H23  C7   C12  109.51  3.000
 S94  O19  C7   C12  112.15  3.000
 S94  H23  C7   C4   107.83  3.000
 S94  O19  C7   C4   106.83  3.000
 S94  C12  C7   C4   110.60  3.000
 S94  C13  N8   C9   111.84  3.000
 S94  C9   N8   C6   123.45  3.000
 S94  C13  N8   C6   118.16  3.000
 S94  H24  N5   C1   116.12  3.000
 S94  H24  N5   C6   119.71  3.000
 S94  C1   N5   C6   119.89  3.000
 S94  C7   O19  C20  120.83  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
 S94  CONST_01  C10  C14  C17  C18    0.00   0.0  0
 S94  CONST_02  C10  C15  C16  C18    0.00   0.0  0
 S94  CONST_03  C20  C21  C22  C23    0.00   0.0  0
 S94  CONST_04  C20  C25  C24  C23    0.00   0.0  0
 S94  CONST_05  C14  C17  C18  C16    0.00   0.0  0
 S94  CONST_06  C14  C10  C15  C16    0.00   0.0  0
 S94  CONST_07  C15  C10  C14  C17    0.00   0.0  0
 S94  CONST_08  C15  C16  C18  C17    0.00   0.0  0
 S94  CONST_09  C25  C20  C21  C22    0.00   0.0  0
 S94  CONST_10  C25  C24  C23  C22    0.00   0.0  0
 S94  CONST_11  C21  C20  C25  C24    0.00   0.0  0
 S94  CONST_12  C21  C22  C23  C24    0.00   0.0  0
 S94  CONST_13  C2   C10  C15  C16  180.00   0.0  0
 S94  CONST_14  C2   C10  C14  C17  180.00   0.0  0
 S94  CONST_15  O19  C20  C21  C22  180.00   0.0  0
 S94  CONST_16  O19  C20  C25  C24  180.00   0.0  0
 S94  CONST_17  H8   C14  C17  C18  180.00   0.0  0
 S94  CONST_18  H7   C15  C16  C18  180.00   0.0  0
 S94  CONST_19  H9   C21  C22  C23  180.00   0.0  0
 S94  CONST_20  H10  C25  C24  C23  180.00   0.0  0
 S94  CONST_21  H4   C17  C18  C16  180.00   0.0  0
 S94  CONST_22  H3   C16  C18  C17  180.00   0.0  0
 S94  CONST_23  H6   C24  C23  C22  180.00   0.0  0
 S94  CONST_24  H5   C22  C23  C24  180.00   0.0  0
 S94  CONST_25  H1   C18  C16  C15  180.00   0.0  0
 S94  CONST_26  H2   C23  C22  C21  180.00   0.0  0
 S94  CONST_28  O11  C6   N8   C13    0.00   0.0  0
 S94  CONST_30  N5   C6   N8   C13  180.00   0.0  0
 S94  CONST_31  N8   C6   N5   C1   180.00   0.0  0
 S94  CONST_32  O11  C6   N5   C1     0.00   0.0  0
 S94  Var_01    C3   C2   C10  C15  -29.77  30.0  2
 S94  Var_02    C1   C3   C2   C10  109.53  30.0  1
 S94  Var_03    C13  N8   C9   C4    59.18  30.0  1
 S94  Var_04    C9   N8   C13  C12  -59.22  30.0  1
 S94  Var_05    N8   C13  C12  C7    56.12  30.0  1
 S94  Var_06    N8   C9   C4   C7   -56.43  30.0  1
 S94  Var_07    C2   C1   N5   C6   -79.05  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
 S94  chir_03  C7  C12  C4  O19  positiv
 S94  chir_04  C2  C10  C3  C1   both
 S94  chir_05  C1  N5   C2  C3   both

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
 S94  plan-1  C18  0.020
 S94  plan-1  C16  0.020
 S94  plan-1  C17  0.020
 S94  plan-1  C15  0.020
 S94  plan-1  C14  0.020
 S94  plan-1  C10  0.020
 S94  plan-1  C2   0.020
 S94  plan-1  H1   0.020
 S94  plan-1  H3   0.020
 S94  plan-1  H4   0.020
 S94  plan-1  H7   0.020
 S94  plan-1  H8   0.020
 S94  plan-2  C23  0.020
 S94  plan-2  C22  0.020
 S94  plan-2  C24  0.020
 S94  plan-2  C21  0.020
 S94  plan-2  C25  0.020
 S94  plan-2  C20  0.020
 S94  plan-2  O19  0.020
 S94  plan-2  H5   0.020
 S94  plan-2  H6   0.020
 S94  plan-2  H9   0.020
 S94  plan-2  H10  0.020
 S94  plan-2  H2   0.020
 S94  plan-3  C6   0.020
 S94  plan-3  C9   0.020
 S94  plan-3  C13  0.020
 S94  plan-3  C1   0.020
 S94  plan-3  N8   0.020
 S94  plan-3  N5   0.020
 S94  plan-3  O11  0.020
 S94  plan-3  H24  0.020

