# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr  9 04:35:01 2020
#   Inital geometry file: a 139 line input string
#   Ligand name: N-[(8R)-8-(benzoylamino)-5,6,7,8-tetrahydronaphthalen-2-yl]-4-methylpiperazine-1-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN1CCN(CC1)C(=O)Nc2ccc3CCC[C@@H](NC(=O)c4ccccc4)c3c2
#
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
 2FC  2FC  N-[(8R)-8-(benzoylamino)-5,6,7,8-tetrahydronaphthalen-2-yl]-4-methylpiperazine-1-carboxamide  ligand  57  29  .  2021-08-04  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_2FC
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
 2FC  C4   C  CR16  0  -0.270   3.7939   4.0720   0.4222
 2FC  C5   C  CR16  0  -0.294   2.1260   3.0650  -0.9873
 2FC  C6   C  CR16  0  -0.301   1.0906  -3.7707  -0.3958
 2FC  C7   C  CR16  0  -0.298  -0.1846  -3.2411  -0.3277
 2FC  C8   C  CR16  0  -0.394   0.7833  -1.1324   0.2701
 2FC  C10  C  CR66  0   0.054   2.2323  -3.0146  -0.1346
 2FC  C13  C  C     0   0.541   3.3177   1.6613   0.7537
 2FC  C15  C  C     0  -0.494   3.5924  -3.6553  -0.2376
 2FC  C17  C  C     0  -0.440   4.5792  -1.3947   0.0986
 2FC  C20  C  CH2   0  -0.283  -5.8914   0.1206  -1.1515
 2FC  C21  C  CH2   0  -0.276  -4.9847   0.9209   0.8882
 2FC  C22  C  CR16  0  -0.122   3.2545  -0.7979   0.5654
 2FC  C1   C  CR16  0  -0.251   2.6582   5.3981  -1.2320
 2FC  C2   C  CR16  0  -0.242   3.5967   5.2880  -0.2133
 2FC  C3   C  CR16  0  -0.241   1.9194   4.2863  -1.6129
 2FC  C9   C  CR6   0  -0.041   3.0709   2.9472   0.0305
 2FC  C11  C  CR66  0   0.079   2.0653  -1.6731   0.2103
 2FC  C12  C  CR6   0   0.384  -0.3481  -1.8950   0.0022
 2FC  C14  C  C     0   0.722  -2.7042  -1.5638  -0.6271
 2FC  C16  C  C     0  -0.455   4.6676  -2.8613   0.4878
 2FC  C18  C  CH2   0  -0.295  -5.0436  -1.1343  -1.0673
 2FC  C19  C  CH2   0  -0.316  -4.1173  -0.3178   1.0144
 2FC  N24  N  NT    0  -0.509  -3.8370  -0.8769  -0.2996
 2FC  N25  N  NT    0  -0.414  -6.2054   0.6249   0.1692
 2FC  N26  N  NH1   0  -0.792  -1.6009  -1.2891   0.1459
 2FC  N27  N  NH1   0  -0.652   3.0747   0.5424   0.0485
 2FC  O28  O  O     0  -0.488   3.7145   1.6546   1.9114
 2FC  O29  O  O     0  -0.519  -2.6621  -2.3559  -1.5574
 2FC  H1   H  HCR6  0   0.261   4.5204   3.9929   1.2198
 2FC  H2   H  HCR6  0   0.257   1.5226   2.2173  -1.2887
 2FC  H3   H  HCR6  0   0.247   1.2041  -4.8187  -0.6492
 2FC  H4   H  HCR6  0   0.261  -1.0365  -3.8772  -0.5128
 2FC  H5   H  HCR6  0   0.256   0.6599  -0.0861   0.5292
 2FC  H6   H  H     0   0.248   3.5428  -4.6772   0.1453
 2FC  H7   H  H     0   0.242   3.8655  -3.7456  -1.2947
 2FC  H8   H  H     0   0.228   4.6629  -1.2951  -0.9887
 2FC  H9   H  H     0   0.247   5.3989  -0.8210   0.5358
 2FC  H11  H  HCH2  0   0.243  -6.8189  -0.1255  -1.6736
 2FC  H12  H  HCH2  0   0.244  -5.2329   1.2712   1.8926
 2FC  H13  H  HCH2  0   0.198  -4.4017   1.7199   0.3974
 2FC  H14  H  HCR6  0   0.271   3.2878  -0.7101   1.6546
 2FC  H15  H  HCR6  0   0.264   2.5008   6.3488  -1.7245
 2FC  H16  H  HCR6  0   0.263   4.1753   6.1516   0.0876
 2FC  H17  H  HCR6  0   0.265   1.1767   4.3677  -2.3952
 2FC  H18  H  H     0   0.227   4.5437  -2.9630   1.5703
 2FC  H19  H  H     0   0.243   5.6540  -3.2607   0.2461
 2FC  H20  H  HCH2  0   0.228  -5.6246  -1.9382  -0.5990
 2FC  H21  H  HCH2  0   0.262  -4.7803  -1.4570  -2.0707
 2FC  H22  H  HCH2  0   0.257  -3.2081  -0.0434   1.5432
 2FC  H23  H  HCH2  0   0.240  -4.6343  -1.0650   1.6284
 2FC  H24  H  HCH3  0   0.234  -8.0111   1.5042  -0.3975
 2FC  H25  H  HCH3  0   0.234  -7.3389   2.0991   1.1193
 2FC  H26  H  HCH3  0   0.194  -6.6437   2.6290  -0.4207
 2FC  H28  H  HNH1  0   0.411  -1.5889  -0.4185   0.6522
 2FC  H29  H  HNH1  0   0.404   2.8936   0.6233  -0.9401
 2FC  H10  H  HCH2  0   0.196  -5.3632   0.8742  -1.7619
 2FC  C23  C  CH3   0  -0.518  -7.0835   1.7710   0.1108

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
 2FC  C17  C16  single    1.520  0.020  1.520
 2FC  C17  C22  single    1.526  0.020  1.526
 2FC  O28  C13  double    1.224  0.020  1.224
 2FC  C16  C15  single    1.521  0.020  1.521
 2FC  C22  C11  single    1.519  0.020  1.519
 2FC  C22  N27  single    1.448  0.020  1.448
 2FC  C15  C10  single    1.507  0.020  1.507
 2FC  C13  N27  single    1.345  0.020  1.345
 2FC  C13  C9   single    1.496  0.020  1.496
 2FC  C11  C10  aromatic  1.395  0.020  1.395
 2FC  C11  C8   aromatic  1.393  0.020  1.393
 2FC  C10  C6   aromatic  1.394  0.020  1.394
 2FC  C4   C9   aromatic  1.393  0.020  1.393
 2FC  C4   C2   aromatic  1.386  0.020  1.386
 2FC  C8   C12  aromatic  1.390  0.020  1.390
 2FC  C6   C7   aromatic  1.382  0.020  1.382
 2FC  C9   C5   aromatic  1.394  0.020  1.394
 2FC  C2   C1   aromatic  1.389  0.020  1.389
 2FC  C12  C7   aromatic  1.396  0.020  1.396
 2FC  C12  N26  single    1.399  0.020  1.399
 2FC  N26  C14  single    1.375  0.020  1.375
 2FC  C5   C3   aromatic  1.388  0.020  1.388
 2FC  C1   C3   aromatic  1.388  0.020  1.388
 2FC  C18  C20  single    1.517  0.020  1.517
 2FC  C18  N24  single    1.453  0.020  1.453
 2FC  C14  O29  double    1.223  0.020  1.223
 2FC  C14  N24  single    1.365  0.020  1.365
 2FC  C20  N25  single    1.448  0.020  1.448
 2FC  N24  C19  single    1.455  0.020  1.455
 2FC  N25  C23  single    1.445  0.020  1.445
 2FC  N25  C21  single    1.447  0.020  1.447
 2FC  C19  C21  single    1.517  0.020  1.517
 2FC  C4   H1   single    0.930  0.020  1.080
 2FC  C5   H2   single    0.930  0.020  1.080
 2FC  C6   H3   single    0.930  0.020  1.080
 2FC  C7   H4   single    0.930  0.020  1.080
 2FC  C8   H5   single    0.930  0.020  1.080
 2FC  C15  H6   single    0.970  0.020  1.090
 2FC  C15  H7   single    0.970  0.020  1.090
 2FC  C17  H8   single    0.970  0.020  1.090
 2FC  C17  H9   single    0.970  0.020  1.090
 2FC  C20  H10  single    0.970  0.020  1.090
 2FC  C20  H11  single    0.970  0.020  1.090
 2FC  C21  H12  single    0.970  0.020  1.090
 2FC  C21  H13  single    0.970  0.020  1.090
 2FC  C22  H14  single    0.970  0.020  1.090
 2FC  C1   H15  single    0.930  0.020  1.080
 2FC  C2   H16  single    0.930  0.020  1.080
 2FC  C3   H17  single    0.930  0.020  1.080
 2FC  C16  H18  single    0.970  0.020  1.090
 2FC  C16  H19  single    0.970  0.020  1.090
 2FC  C18  H20  single    0.970  0.020  1.090
 2FC  C18  H21  single    0.970  0.020  1.090
 2FC  C19  H22  single    0.970  0.020  1.090
 2FC  C19  H23  single    0.970  0.020  1.090
 2FC  C23  H24  single    0.970  0.020  1.090
 2FC  C23  H25  single    0.970  0.020  1.090
 2FC  C23  H26  single    0.970  0.020  1.090
 2FC  N26  H28  single    0.890  0.020  1.040
 2FC  N27  H29  single    0.860  0.020  1.020

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
 2FC  H1   C4   C9   119.78  3.000
 2FC  H1   C4   C2   119.85  3.000
 2FC  C9   C4   C2   120.37  3.000
 2FC  H2   C5   C9   120.97  3.000
 2FC  H2   C5   C3   118.71  3.000
 2FC  C9   C5   C3   120.30  3.000
 2FC  H3   C6   C10  118.83  3.000
 2FC  H3   C6   C7   118.58  3.000
 2FC  C10  C6   C7   122.58  3.000
 2FC  H4   C7   C12  121.10  3.000
 2FC  H4   C7   C6   119.60  3.000
 2FC  C12  C7   C6   119.29  3.000
 2FC  H5   C8   C12  118.84  3.000
 2FC  H5   C8   C11  119.30  3.000
 2FC  C12  C8   C11  121.86  3.000
 2FC  C11  C10  C15  122.26  3.000
 2FC  C11  C10  C6   118.02  3.000
 2FC  C15  C10  C6   119.72  3.000
 2FC  O28  C13  N27  123.38  3.000
 2FC  N27  C13  C9   115.59  3.000
 2FC  O28  C13  C9   121.04  3.000
 2FC  H7   C15  H6   105.80  3.000
 2FC  H7   C15  C16  109.09  3.000
 2FC  H6   C15  C16  110.69  3.000
 2FC  H7   C15  C10  109.03  3.000
 2FC  H6   C15  C10  109.44  3.000
 2FC  C16  C15  C10  112.56  3.000
 2FC  H9   C17  H8   107.00  3.000
 2FC  H9   C17  C16  111.16  3.000
 2FC  H8   C17  C16  109.72  3.000
 2FC  H9   C17  C22  108.89  3.000
 2FC  H8   C17  C22  109.54  3.000
 2FC  C16  C17  C22  110.46  3.000
 2FC  H11  C20  H10  107.19  3.000
 2FC  H11  C20  N25  109.28  3.000
 2FC  H10  C20  N25  111.73  3.000
 2FC  H11  C20  C18  108.34  3.000
 2FC  H10  C20  C18  109.14  3.000
 2FC  N25  C20  C18  111.02  3.000
 2FC  H13  C21  H12  107.26  3.000
 2FC  H13  C21  N25  111.86  3.000
 2FC  H12  C21  N25  109.31  3.000
 2FC  H13  C21  C19  109.02  3.000
 2FC  H12  C21  C19  108.38  3.000
 2FC  N25  C21  C19  110.88  3.000
 2FC  H14  C22  N27  106.57  3.000
 2FC  H14  C22  C11  107.64  3.000
 2FC  N27  C22  C11  110.66  3.000
 2FC  H14  C22  C17  108.04  3.000
 2FC  N27  C22  C17  111.14  3.000
 2FC  C11  C22  C17  112.51  3.000
 2FC  H15  C1   C3   120.08  3.000
 2FC  H15  C1   C2   120.10  3.000
 2FC  C3   C1   C2   119.82  3.000
 2FC  H16  C2   C1   120.12  3.000
 2FC  H16  C2   C4   119.77  3.000
 2FC  C1   C2   C4   120.11  3.000
 2FC  H17  C3   C1   120.24  3.000
 2FC  H17  C3   C5   119.64  3.000
 2FC  C1   C3   C5   120.12  3.000
 2FC  C13  C9   C5   122.52  3.000
 2FC  C5   C9   C4   119.26  3.000
 2FC  C13  C9   C4   118.20  3.000
 2FC  C22  C11  C10  121.21  3.000
 2FC  C10  C11  C8   119.61  3.000
 2FC  C22  C11  C8   119.15  3.000
 2FC  N26  C12  C8   118.12  3.000
 2FC  N26  C12  C7   123.16  3.000
 2FC  C8   C12  C7   118.64  3.000
 2FC  O29  C14  N26  121.98  3.000
 2FC  O29  C14  N24  122.50  3.000
 2FC  N26  C14  N24  115.51  3.000
 2FC  H19  C16  H18  106.70  3.000
 2FC  H19  C16  C17  110.43  3.000
 2FC  H18  C16  C17  109.66  3.000
 2FC  H19  C16  C15  110.02  3.000
 2FC  H18  C16  C15  110.08  3.000
 2FC  C17  C16  C15  109.91  3.000
 2FC  H21  C18  H20  107.76  3.000
 2FC  H21  C18  N24  109.84  3.000
 2FC  H20  C18  N24  110.13  3.000
 2FC  H21  C18  C20  109.26  3.000
 2FC  H20  C18  C20  109.51  3.000
 2FC  N24  C18  C20  110.30  3.000
 2FC  H23  C19  H22  107.09  3.000
 2FC  H23  C19  N24  109.55  3.000
 2FC  H22  C19  N24  112.03  3.000
 2FC  H23  C19  C21  109.47  3.000
 2FC  H22  C19  C21  108.21  3.000
 2FC  N24  C19  C21  110.41  3.000
 2FC  C19  N24  C18  112.65  3.000
 2FC  C19  N24  C14  124.75  3.000
 2FC  C18  N24  C14  118.25  3.000
 2FC  C23  N25  C21  111.75  3.000
 2FC  C21  N25  C20  109.96  3.000
 2FC  C23  N25  C20  111.78  3.000
 2FC  H28  N26  C14  117.70  3.000
 2FC  H28  N26  C12  114.54  3.000
 2FC  C14  N26  C12  125.05  3.000
 2FC  H29  N27  C22  116.53  3.000
 2FC  H29  N27  C13  118.68  3.000
 2FC  C22  N27  C13  124.10  3.000
 2FC  H26  C23  H25  107.78  3.000
 2FC  H26  C23  H24  107.78  3.000
 2FC  H25  C23  H24  107.77  3.000
 2FC  H26  C23  N25  113.26  3.000
 2FC  H25  C23  N25  110.09  3.000
 2FC  H24  C23  N25  109.98  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
 2FC  CONST_01  C3   C5   C9   C4      0.00   0.0  0
 2FC  CONST_02  C3   C1   C2   C4      0.00   0.0  0
 2FC  CONST_03  C2   C4   C9   C5      0.00   0.0  0
 2FC  CONST_04  C2   C1   C3   C5      0.00   0.0  0
 2FC  CONST_05  C8   C11  C10  C6      0.00   0.0  0
 2FC  CONST_06  C8   C12  C7   C6      0.00   0.0  0
 2FC  CONST_07  C11  C10  C6   C7      0.00   0.0  0
 2FC  CONST_08  C11  C8   C12  C7      0.00   0.0  0
 2FC  CONST_09  C12  C8   C11  C10     0.00   0.0  0
 2FC  CONST_10  C12  C7   C6   C10     0.00   0.0  0
 2FC  CONST_11  C9   C4   C2   C1      0.00   0.0  0
 2FC  CONST_12  C9   C5   C3   C1      0.00   0.0  0
 2FC  CONST_13  N26  C12  C7   C6    180.00   0.0  0
 2FC  CONST_14  C2   C4   C9   C13   180.00   0.0  0
 2FC  CONST_15  C3   C5   C9   C13   180.00   0.0  0
 2FC  CONST_16  N26  C12  C8   C11   180.00   0.0  0
 2FC  CONST_17  H2   C5   C9   C4    180.00   0.0  0
 2FC  CONST_18  H15  C1   C2   C4    180.00   0.0  0
 2FC  CONST_19  H1   C4   C9   C5    180.00   0.0  0
 2FC  CONST_20  H5   C8   C12  C7    180.00   0.0  0
 2FC  CONST_21  H4   C7   C12  C8    180.00   0.0  0
 2FC  CONST_22  H3   C6   C10  C15     0.00   0.0  0
 2FC  CONST_23  H17  C3   C1   C2    180.00   0.0  0
 2FC  CONST_24  H16  C2   C1   C3    180.00   0.0  0
 2FC  CONST_25  C9   C13  N27  C22   180.00   0.0  0
 2FC  CONST_26  O29  C14  N24  C18     0.00   0.0  0
 2FC  CONST_30  N24  C14  N26  C12   180.00   0.0  0
 2FC  CONST_31  N26  C14  N24  C18   180.00   0.0  0
 2FC  CONST_34  O28  C13  N27  C22     0.00   0.0  0
 2FC  CONST_35  O29  C14  N26  C12     0.00   0.0  0
 2FC  CONST_36  H29  N27  C13  C9      0.00   0.0  0
 2FC  Var_01    C16  C15  C10  C6   -161.69  30.0  1
 2FC  Var_02    C17  C16  C15  C10   -48.46  30.0  1
 2FC  Var_03    C22  C17  C16  C15    64.25  30.0  1
 2FC  Var_04    C19  N24  C18  C20    53.98  30.0  1
 2FC  Var_05    C19  C21  N25  C20   -58.86  30.0  1
 2FC  Var_06    C18  C20  N25  C21    58.97  30.0  1
 2FC  Var_07    C18  N24  C19  C21   -54.01  30.0  1
 2FC  Var_08    N25  C20  C18  N24   -56.13  30.0  1
 2FC  Var_09    N25  C21  C19  N24    56.05  30.0  1
 2FC  Var_10    O28  C13  C9   C4     26.91  30.0  2
 2FC  Var_11    H24  C23  N25  C20    58.77  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
 2FC  chir_01  C22  C17  C11  N27  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
 2FC  plan-1  C4   0.020
 2FC  plan-1  C5   0.020
 2FC  plan-1  C13  0.020
 2FC  plan-1  C1   0.020
 2FC  plan-1  C2   0.020
 2FC  plan-1  C3   0.020
 2FC  plan-1  C9   0.020
 2FC  plan-1  H1   0.020
 2FC  plan-1  H2   0.020
 2FC  plan-1  H15  0.020
 2FC  plan-1  H16  0.020
 2FC  plan-1  H17  0.020
 2FC  plan-2  C6   0.020
 2FC  plan-2  C7   0.020
 2FC  plan-2  C8   0.020
 2FC  plan-2  C10  0.020
 2FC  plan-2  C15  0.020
 2FC  plan-2  C22  0.020
 2FC  plan-2  C11  0.020
 2FC  plan-2  C12  0.020
 2FC  plan-2  N26  0.020
 2FC  plan-2  H3   0.020
 2FC  plan-2  H4   0.020
 2FC  plan-2  H5   0.020
 2FC  plan-3  C13  0.020
 2FC  plan-3  C22  0.020
 2FC  plan-3  C9   0.020
 2FC  plan-3  N27  0.020
 2FC  plan-3  O28  0.020
 2FC  plan-3  H29  0.020
 2FC  plan-4  C12  0.020
 2FC  plan-4  C14  0.020
 2FC  plan-4  C18  0.020
 2FC  plan-4  C19  0.020
 2FC  plan-4  N24  0.020
 2FC  plan-4  N26  0.020
 2FC  plan-4  O29  0.020
 2FC  plan-4  H28  0.020

