# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat May  2 18:52:41 2020
#   Inital geometry file: a 120 line input string
#   Ligand name: ~{N}-[5-[(1~{S})-2-[[(2~{S})-1-(4-methoxyphenyl)propan-2-yl]amino]-1-oxidanyl-ethyl]-2-oxidanyl-phenyl]methanamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1ccc(C[C@H](C)NC[C@@H](O)c2ccc(O)c(NC=O)c2)cc1
#
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
 FVN  FVN  ~{N}-[5-[(1~{S})-2-[[(2~{S})-1-(4-methoxyphenyl)propan-2-yl]amino]-1-oxidanyl-ethyl]-2-oxidanyl-phenyl]methanamide  ligand  49  25  .  2022-03-18  2022-03-18
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_FVN
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
 FVN  C1   C  CH3   0  -0.676  -1.5174   3.8801   1.3123
 FVN  C2   C  CH1   0  -0.066  -1.8624   2.4661   0.8442
 FVN  C3   C  CH2   0  -0.522  -3.3182   2.4070   0.3612
 FVN  C4   C  CR6   0   0.141  -3.7998   1.0109   0.0929
 FVN  C5   C  CR16  0  -0.280  -3.6140   0.3926  -1.1447
 FVN  C6   C  CR16  0  -0.335  -4.0311  -0.9057  -1.3744
 FVN  C7   C  CR6   0   0.359  -4.6481  -1.6385  -0.3583
 FVN  C8   C  CR16  0  -0.370  -4.8439  -1.0405   0.8826
 FVN  C9   C  CR16  0  -0.304  -4.4196   0.2690   1.0894
 FVN  O1   O  O2    0  -0.474  -5.0206  -2.8986  -0.6684
 FVN  C10  C  CH3   0  -0.435  -5.6657  -3.6696   0.3236
 FVN  N1   N  NH1   0  -0.577  -0.9945   1.9514  -0.1981
 FVN  C11  C  CH2   0  -0.274   0.3824   1.7402   0.1814
 FVN  C12  C  CH1   0  -0.077   1.1601   1.0622  -0.9427
 FVN  C13  C  CR6   0   0.139   2.5597   0.7159  -0.4887
 FVN  C14  C  CR16  0  -0.386   2.8746  -0.6027  -0.1747
 FVN  C15  C  CR6   0   0.310   4.1442  -0.9565   0.2728
 FVN  C16  C  CR6   0   0.283   5.1188   0.0455   0.4042
 FVN  C17  C  CR16  0  -0.359   4.8059   1.3590   0.0939
 FVN  C18  C  CR16  0  -0.336   3.5349   1.6939  -0.3492
 FVN  O2   O  OH1   0  -0.638   6.3384  -0.3426   0.8336
 FVN  N2   N  NH1   0  -0.697   4.5343  -2.2604   0.5980
 FVN  C19  C  C1    0   0.243   3.8081  -3.3968   0.5979
 FVN  O3   O  O     0  -0.466   2.6336  -3.5123   0.3079
 FVN  O4   O  OH1   0  -0.661   1.1508   1.8385  -2.1248
 FVN  H1   H  HCH3  0   0.233  -0.4955   3.9434   1.6881
 FVN  H2   H  HCH3  0   0.216  -1.6164   4.5937   0.4909
 FVN  H3   H  HCH3  0   0.225  -2.1813   4.2025   2.1160
 FVN  H4   H  HCH1  0   0.221  -1.7719   1.7875   1.7008
 FVN  H5   H  HCH2  0   0.240  -3.9524   2.8734   1.1196
 FVN  H6   H  HCH2  0   0.234  -3.4120   3.0244  -0.5386
 FVN  H7   H  HCR6  0   0.237  -3.1378   0.9381  -1.9496
 FVN  H8   H  HCR6  0   0.254  -3.8807  -1.3634  -2.3448
 FVN  H9   H  HCR6  0   0.272  -5.3265  -1.5666   1.6952
 FVN  H10  H  HCR6  0   0.244  -4.5869   0.7168   2.0628
 FVN  H11  H  HCH3  0   0.225  -5.0328  -3.8222   1.2018
 FVN  H12  H  HCH3  0   0.226  -6.6077  -3.2174   0.6452
 FVN  H13  H  HCH3  0   0.257  -5.8782  -4.6372  -0.1247
 FVN  H14  H  HNH1  0   0.331  -1.0403   2.5576  -1.0090
 FVN  H16  H  HCH2  0   0.194   0.9207   2.6582   0.4761
 FVN  H17  H  HCH2  0   0.231   0.4051   1.0840   1.0563
 FVN  H18  H  HCH1  0   0.240   0.6363   0.1369  -1.1990
 FVN  H19  H  HCR6  0   0.278   2.1148  -1.3614  -0.2822
 FVN  H20  H  HCR6  0   0.275   5.5631   2.1277   0.1981
 FVN  H21  H  HCR6  0   0.250   3.3271   2.7328  -0.5768
 FVN  H22  H  HOH1  0   0.484   6.9418   0.4076   0.8742
 FVN  H23  H  HNH1  0   0.421   5.4983  -2.3749   0.8726
 FVN  H24  H  H     0   0.222   4.4269  -4.2516   0.9053
 FVN  H25  H  HOH1  0   0.448   1.4905   2.7171  -1.9241

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
 FVN  O2   C16  single    1.350  0.020  1.350
 FVN  O3   C19  double    1.215  0.020  1.215
 FVN  N2   C19  single    1.349  0.020  1.349
 FVN  N2   C15  single    1.399  0.020  1.399
 FVN  C16  C15  aromatic  1.404  0.020  1.404
 FVN  C16  C17  aromatic  1.385  0.020  1.385
 FVN  C15  C14  aromatic  1.392  0.020  1.392
 FVN  C17  C18  aromatic  1.387  0.020  1.387
 FVN  C14  C13  aromatic  1.392  0.020  1.392
 FVN  C18  C13  aromatic  1.388  0.020  1.388
 FVN  C13  C12  single    1.512  0.020  1.512
 FVN  C12  O4   single    1.414  0.020  1.414
 FVN  C12  C11  single    1.526  0.020  1.526
 FVN  C11  N1   single    1.444  0.020  1.444
 FVN  N1   C2   single    1.451  0.020  1.451
 FVN  C1   C2   single    1.529  0.020  1.529
 FVN  C2   C3   single    1.535  0.020  1.535
 FVN  C5   C6   aromatic  1.383  0.020  1.383
 FVN  C5   C4   aromatic  1.396  0.020  1.396
 FVN  C3   C4   single    1.501  0.020  1.501
 FVN  C10  O1   single    1.412  0.020  1.412
 FVN  C6   C7   aromatic  1.397  0.020  1.397
 FVN  C4   C9   aromatic  1.388  0.020  1.388
 FVN  C7   O1   single    1.350  0.020  1.350
 FVN  C7   C8   aromatic  1.391  0.020  1.391
 FVN  C9   C8   aromatic  1.392  0.020  1.392
 FVN  C1   H1   single    0.970  0.020  1.090
 FVN  C1   H2   single    0.970  0.020  1.090
 FVN  C1   H3   single    0.970  0.020  1.090
 FVN  C2   H4   single    0.970  0.020  1.090
 FVN  C3   H5   single    0.970  0.020  1.090
 FVN  C3   H6   single    0.970  0.020  1.090
 FVN  C5   H7   single    0.930  0.020  1.080
 FVN  C6   H8   single    0.930  0.020  1.080
 FVN  C8   H9   single    0.930  0.020  1.080
 FVN  C9   H10  single    0.930  0.020  1.080
 FVN  C10  H11  single    0.970  0.020  1.090
 FVN  C10  H12  single    0.970  0.020  1.090
 FVN  C10  H13  single    0.970  0.020  1.090
 FVN  N1   H14  single    0.890  0.020  1.040
 FVN  C11  H16  single    0.970  0.020  1.090
 FVN  C11  H17  single    0.970  0.020  1.090
 FVN  C12  H18  single    0.970  0.020  1.090
 FVN  C14  H19  single    0.930  0.020  1.080
 FVN  C17  H20  single    0.930  0.020  1.080
 FVN  C18  H21  single    0.930  0.020  1.080
 FVN  O2   H22  single    0.850  0.020  0.980
 FVN  N2   H23  single    0.860  0.020  1.020
 FVN  C19  H24  single    0.930  0.020  1.080
 FVN  O4   H25  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
 FVN  H3   C1   H2   107.79  3.000
 FVN  H3   C1   H1   107.41  3.000
 FVN  H2   C1   H1   107.82  3.000
 FVN  H3   C1   C2   111.19  3.000
 FVN  H2   C1   C2   110.70  3.000
 FVN  H1   C1   C2   111.76  3.000
 FVN  H4   C2   N1   107.00  3.000
 FVN  H4   C2   C3   107.47  3.000
 FVN  N1   C2   C3   109.12  3.000
 FVN  H4   C2   C1   108.33  3.000
 FVN  C3   C2   C1   110.25  3.000
 FVN  N1   C2   C1   114.40  3.000
 FVN  H6   C3   H5   106.24  3.000
 FVN  H6   C3   C4   110.49  3.000
 FVN  H5   C3   C4   109.56  3.000
 FVN  H6   C3   C2   108.54  3.000
 FVN  H5   C3   C2   108.38  3.000
 FVN  C4   C3   C2   113.35  3.000
 FVN  C9   C4   C5   117.33  3.000
 FVN  C9   C4   C3   120.79  3.000
 FVN  C5   C4   C3   121.86  3.000
 FVN  H7   C5   C6   118.83  3.000
 FVN  H7   C5   C4   119.64  3.000
 FVN  C6   C5   C4   121.53  3.000
 FVN  H8   C6   C7   119.43  3.000
 FVN  H8   C6   C5   120.24  3.000
 FVN  C7   C6   C5   120.33  3.000
 FVN  O1   C7   C8   124.56  3.000
 FVN  C8   C7   C6   119.05  3.000
 FVN  O1   C7   C6   116.39  3.000
 FVN  H9   C8   C9   118.82  3.000
 FVN  H9   C8   C7   121.58  3.000
 FVN  C9   C8   C7   119.60  3.000
 FVN  H10  C9   C8   118.34  3.000
 FVN  H10  C9   C4   119.51  3.000
 FVN  C8   C9   C4   122.15  3.000
 FVN  C10  O1   C7   118.30  3.000
 FVN  H13  C10  H12  108.72  3.000
 FVN  H13  C10  H11  108.67  3.000
 FVN  H12  C10  H11  108.68  3.000
 FVN  H13  C10  O1   106.59  3.000
 FVN  H12  C10  O1   111.99  3.000
 FVN  H11  C10  O1   112.08  3.000
 FVN  H14  N1   C11  109.93  3.000
 FVN  H14  N1   C2   109.62  3.000
 FVN  C11  N1   C2   115.69  3.000
 FVN  H17  C11  H16  105.97  3.000
 FVN  H17  C11  C12  108.18  3.000
 FVN  H16  C11  C12  108.52  3.000
 FVN  H17  C11  N1   108.53  3.000
 FVN  H16  C11  N1   114.42  3.000
 FVN  C12  C11  N1   110.94  3.000
 FVN  H18  C12  O4   105.39  3.000
 FVN  H18  C12  C13  108.66  3.000
 FVN  O4   C12  C13  112.51  3.000
 FVN  H18  C12  C11  107.73  3.000
 FVN  O4   C12  C11  111.62  3.000
 FVN  C13  C12  C11  110.64  3.000
 FVN  C18  C13  C14  119.07  3.000
 FVN  C18  C13  C12  121.28  3.000
 FVN  C14  C13  C12  119.63  3.000
 FVN  H19  C14  C15  119.71  3.000
 FVN  H19  C14  C13  118.97  3.000
 FVN  C15  C14  C13  121.32  3.000
 FVN  N2   C15  C16  116.73  3.000
 FVN  C16  C15  C14  118.81  3.000
 FVN  N2   C15  C14  124.46  3.000
 FVN  O2   C16  C17  123.22  3.000
 FVN  C17  C16  C15  119.93  3.000
 FVN  O2   C16  C15  116.86  3.000
 FVN  H20  C17  C18  119.97  3.000
 FVN  H20  C17  C16  119.54  3.000
 FVN  C18  C17  C16  120.49  3.000
 FVN  H21  C18  C17  118.31  3.000
 FVN  H21  C18  C13  121.31  3.000
 FVN  C17  C18  C13  120.38  3.000
 FVN  H22  O2   C16  110.81  3.000
 FVN  H23  N2   C19  114.76  3.000
 FVN  H23  N2   C15  115.82  3.000
 FVN  C19  N2   C15  129.42  3.000
 FVN  H24  C19  O3   122.48  3.000
 FVN  H24  C19  N2   110.62  3.000
 FVN  O3   C19  N2   126.90  3.000
 FVN  H25  O4   C12  108.92  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
 FVN  CONST_01  C7   C6   C5   C4     0.00   0.0  0
 FVN  CONST_02  C7   C8   C9   C4     0.00   0.0  0
 FVN  CONST_03  C8   C7   C6   C5     0.00   0.0  0
 FVN  CONST_04  C8   C9   C4   C5     0.00   0.0  0
 FVN  CONST_05  C9   C4   C5   C6     0.00   0.0  0
 FVN  CONST_06  C9   C8   C7   C6     0.00   0.0  0
 FVN  CONST_07  C16  C15  C14  C13    0.00   0.0  0
 FVN  CONST_08  C16  C17  C18  C13    0.00   0.0  0
 FVN  CONST_09  C17  C16  C15  C14    0.00   0.0  0
 FVN  CONST_10  C17  C18  C13  C14    0.00   0.0  0
 FVN  CONST_11  C18  C17  C16  C15    0.00   0.0  0
 FVN  CONST_12  C18  C13  C14  C15    0.00   0.0  0
 FVN  CONST_13  C6   C5   C4   C3   180.00   0.0  0
 FVN  CONST_14  C8   C9   C4   C3   180.00   0.0  0
 FVN  CONST_15  O1   C7   C6   C5   180.00   0.0  0
 FVN  CONST_16  O1   C7   C8   C9   180.00   0.0  0
 FVN  CONST_17  C15  C14  C13  C12  180.00   0.0  0
 FVN  CONST_18  C17  C18  C13  C12  180.00   0.0  0
 FVN  CONST_19  N2   C15  C14  C13  180.00   0.0  0
 FVN  CONST_20  O2   C16  C15  C14  180.00   0.0  0
 FVN  CONST_21  N2   C15  C16  C17  180.00   0.0  0
 FVN  CONST_22  O2   C16  C17  C18  180.00   0.0  0
 FVN  CONST_23  H8   C6   C5   C4   180.00   0.0  0
 FVN  CONST_24  H9   C8   C9   C4   180.00   0.0  0
 FVN  CONST_25  H10  C9   C4   C5   180.00   0.0  0
 FVN  CONST_26  H7   C5   C6   C7   180.00   0.0  0
 FVN  CONST_27  H20  C17  C18  C13  180.00   0.0  0
 FVN  CONST_28  H21  C18  C13  C14  180.00   0.0  0
 FVN  CONST_29  H19  C14  C15  C16  180.00   0.0  0
 FVN  CONST_30  C19  N2   C15  C14    0.00   0.0  0
 FVN  CONST_31  C19  N2   C15  C16  180.00   0.0  0
 FVN  CONST_32  H23  N2   C15  C14  180.00   0.0  0
 FVN  CONST_33  O3   C19  N2   C15    0.00   0.0  0
 FVN  CONST_34  H24  C19  N2   C15  180.00   0.0  0
 FVN  Var_01    C5   C4   C3   C2   -87.11  30.0  2
 FVN  Var_02    H11  C10  O1   C7   -61.26  30.0  3
 FVN  Var_03    C12  C11  N1   C2   173.96  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
 FVN  chir_01  C2   N1  C1   C3   negativ
 FVN  chir_02  C12  O4  C11  C13  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
 FVN  plan-1  C3   0.020
 FVN  plan-1  C4   0.020
 FVN  plan-1  C5   0.020
 FVN  plan-1  C6   0.020
 FVN  plan-1  C7   0.020
 FVN  plan-1  C8   0.020
 FVN  plan-1  C9   0.020
 FVN  plan-1  O1   0.020
 FVN  plan-1  H7   0.020
 FVN  plan-1  H8   0.020
 FVN  plan-1  H9   0.020
 FVN  plan-1  H10  0.020
 FVN  plan-2  C12  0.020
 FVN  plan-2  C13  0.020
 FVN  plan-2  C14  0.020
 FVN  plan-2  C15  0.020
 FVN  plan-2  C16  0.020
 FVN  plan-2  C17  0.020
 FVN  plan-2  C18  0.020
 FVN  plan-2  O2   0.020
 FVN  plan-2  N2   0.020
 FVN  plan-2  H19  0.020
 FVN  plan-2  H20  0.020
 FVN  plan-2  H21  0.020
 FVN  plan-3  C15  0.020
 FVN  plan-3  N2   0.020
 FVN  plan-3  C19  0.020
 FVN  plan-3  O3   0.020
 FVN  plan-3  H23  0.020
 FVN  plan-3  H24  0.020

