# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Jul 21 19:15:53 2021
#   Inital geometry file: a 102 line input string
#   Ligand name: ethyl ~{N}-[2-azanyl-4-[(4-fluorophenyl)methylamino]phenyl]carbamate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCOC(=O)Nc1ccc(NCc2ccc(F)cc2)cc1N
#
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
 FBX  FBX  'ethyl ~{N}-[2-azanyl-4-[(4-fluorophenyl)methylamino]phenyl]carbamate'  ligand  40  22  .  2022-03-18  2022-07-25
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_FBX
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
 FBX  C10  C  CR6   0   0.203  165.9272  183.6732  157.9522
 FBX  C13  C  CR16  0  -0.380  166.4207  185.4819  156.4134
 FBX  C15  C  CR16  0  -0.283  166.5663  188.9314  154.4343
 FBX  C17  C  CR16  0  -0.399  165.6178  189.9428  154.5034
 FBX  C20  C  C     0   0.724  164.2000  182.8499  159.4284
 FBX  C21  C  CH2   0  -0.191  162.5701  181.7651  160.7654
 FBX  C22  C  CH3   0  -0.687  163.2638  181.4975  162.0836
 FBX  C7   C  CH2   0  -0.354  168.3309  187.4490  155.4465
 FBX  C8   C  CR6   0   0.417  167.6549  185.6945  157.0479
 FBX  C9   C  CR6   0   0.071  167.2732  188.5258  155.5617
 FBX  C11  C  CR16  0  -0.456  168.0047  184.8811  158.1331
 FBX  C12  C  CR6   0   0.302  167.1610  183.8752  158.5980
 FBX  C14  C  CR16  0  -0.267  165.5867  184.4792  156.8789
 FBX  C16  C  CR16  0  -0.266  167.0078  189.1520  156.7748
 FBX  C18  C  CR16  0  -0.397  166.0625  190.1641  156.8675
 FBX  C19  C  CR6   0   0.509  165.3838  190.5423  155.7252
 FBX  F1   F  F     0  -0.319  164.4621  191.5182  155.8066
 FBX  N4   N  NH1   0  -0.705  168.5183  186.6676  156.6339
 FBX  N5   N  NH1   0  -0.756  165.0567  182.6510  158.4010
 FBX  N6   N  NH2   0  -0.852  167.5033  183.1224  159.6976
 FBX  O2   O  O2    0  -0.485  163.4828  181.7475  159.6623
 FBX  O3   O  O     0  -0.506  164.0929  183.8853  160.0487
 FBX  H1   H  HCR6  0   0.254  166.1040  186.0921  155.5788
 FBX  H2   H  HCR6  0   0.260  166.7488  188.4477  153.4817
 FBX  H3   H  HCR6  0   0.277  165.0657  190.2497  153.6247
 FBX  H4   H  HCH2  0   0.233  162.0249  182.7094  160.7928
 FBX  H5   H  HCH2  0   0.244  161.8543  180.9747  160.5440
 FBX  H6   H  HCH3  0   0.238  162.5205  181.4581  162.8802
 FBX  H7   H  HCH3  0   0.233  163.7871  180.5411  162.0689
 FBX  H8   H  HCH3  0   0.236  163.9781  182.2815  162.3329
 FBX  H9   H  HCH2  0   0.241  168.0988  186.8094  154.5862
 FBX  H10  H  HCH2  0   0.281  169.2904  187.9163  155.2180
 FBX  H11  H  HCR6  0   0.252  168.9625  185.0325  158.6203
 FBX  H12  H  HCR6  0   0.251  164.6315  184.3172  156.3937
 FBX  H13  H  HCR6  0   0.258  167.5386  188.8419  157.6662
 FBX  H14  H  HCR6  0   0.276  165.8579  190.6488  157.8135
 FBX  H15  H  HNH1  0   0.388  169.4158  186.7149  157.0823
 FBX  H16  H  HNH1  0   0.400  165.0509  181.7574  157.9318
 FBX  H17  H  HNH2  0   0.374  167.0838  182.2078  159.7477
 FBX  H18  H  HNH2  0   0.380  168.4858  183.0986  159.9186

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
 FBX  C17  C15  aromatic  1.388  0.020  1.388
 FBX  C17  C19  aromatic  1.381  0.020  1.381
 FBX  F1   C19  single    1.345  0.020  1.345
 FBX  C15  C9   aromatic  1.391  0.020  1.391
 FBX  C19  C18  aromatic  1.381  0.020  1.381
 FBX  C9   C7   single    1.514  0.020  1.514
 FBX  C9   C16  aromatic  1.391  0.020  1.391
 FBX  C18  C16  aromatic  1.388  0.020  1.388
 FBX  C7   N4   single    1.434  0.020  1.434
 FBX  N4   C8   single    1.365  0.020  1.365
 FBX  C11  C8   aromatic  1.401  0.020  1.401
 FBX  C11  C12  aromatic  1.393  0.020  1.393
 FBX  C8   C13  aromatic  1.404  0.020  1.404
 FBX  N6   C12  single    1.376  0.020  1.376
 FBX  C12  C10  aromatic  1.407  0.020  1.407
 FBX  C13  C14  aromatic  1.385  0.020  1.385
 FBX  C10  C14  aromatic  1.385  0.020  1.385
 FBX  C10  N5   single    1.416  0.020  1.416
 FBX  N5   C20  single    1.352  0.020  1.352
 FBX  C20  O2   single    1.336  0.020  1.336
 FBX  C20  O3   double    1.212  0.020  1.212
 FBX  O2   C21  single    1.432  0.020  1.432
 FBX  C21  C22  single    1.513  0.020  1.513
 FBX  C13  H1   single    0.930  0.020  1.080
 FBX  C15  H2   single    0.930  0.020  1.080
 FBX  C17  H3   single    0.930  0.020  1.080
 FBX  C21  H4   single    0.970  0.020  1.090
 FBX  C21  H5   single    0.970  0.020  1.090
 FBX  C22  H6   single    0.970  0.020  1.090
 FBX  C22  H7   single    0.970  0.020  1.090
 FBX  C22  H8   single    0.970  0.020  1.090
 FBX  C7   H9   single    0.970  0.020  1.090
 FBX  C7   H10  single    0.970  0.020  1.090
 FBX  C11  H11  single    0.930  0.020  1.080
 FBX  C14  H12  single    0.930  0.020  1.080
 FBX  C16  H13  single    0.930  0.020  1.080
 FBX  C18  H14  single    0.930  0.020  1.080
 FBX  N4   H15  single    0.860  0.020  1.020
 FBX  N5   H16  single    0.860  0.020  1.020
 FBX  N6   H17  single    0.890  0.020  1.040
 FBX  N6   H18  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
 FBX  N5   C10  C14  120.99  3.000
 FBX  N5   C10  C12  119.82  3.000
 FBX  C14  C10  C12  119.19  3.000
 FBX  H1   C13  C14  119.45  3.000
 FBX  H1   C13  C8   121.39  3.000
 FBX  C14  C13  C8   119.15  3.000
 FBX  H2   C15  C9   119.77  3.000
 FBX  H2   C15  C17  118.94  3.000
 FBX  C9   C15  C17  121.28  3.000
 FBX  H3   C17  C19  120.59  3.000
 FBX  H3   C17  C15  120.98  3.000
 FBX  C19  C17  C15  118.43  3.000
 FBX  O3   C20  O2   124.62  3.000
 FBX  O3   C20  N5   124.79  3.000
 FBX  O2   C20  N5   110.60  3.000
 FBX  H5   C21  H4   107.75  3.000
 FBX  H5   C21  O2   104.68  3.000
 FBX  H4   C21  O2   110.41  3.000
 FBX  H5   C21  C22  110.49  3.000
 FBX  H4   C21  C22  111.12  3.000
 FBX  O2   C21  C22  112.13  3.000
 FBX  H8   C22  H7   108.65  3.000
 FBX  H8   C22  H6   107.81  3.000
 FBX  H7   C22  H6   107.78  3.000
 FBX  H8   C22  C21  111.87  3.000
 FBX  H7   C22  C21  111.31  3.000
 FBX  H6   C22  C21  109.28  3.000
 FBX  H10  C7   H9   105.75  3.000
 FBX  H10  C7   N4   106.96  3.000
 FBX  H9   C7   N4   111.06  3.000
 FBX  H10  C7   C9   109.01  3.000
 FBX  H9   C7   C9   109.06  3.000
 FBX  N4   C7   C9   114.58  3.000
 FBX  N4   C8   C11  119.40  3.000
 FBX  C11  C8   C13  118.80  3.000
 FBX  N4   C8   C13  121.79  3.000
 FBX  C16  C9   C7   121.33  3.000
 FBX  C16  C9   C15  118.60  3.000
 FBX  C7   C9   C15  120.05  3.000
 FBX  H11  C11  C12  119.05  3.000
 FBX  H11  C11  C8   119.16  3.000
 FBX  C12  C11  C8   121.79  3.000
 FBX  N6   C12  C11  120.75  3.000
 FBX  N6   C12  C10  120.42  3.000
 FBX  C11  C12  C10  118.79  3.000
 FBX  H12  C14  C13  119.25  3.000
 FBX  H12  C14  C10  118.48  3.000
 FBX  C13  C14  C10  122.27  3.000
 FBX  H13  C16  C18  119.19  3.000
 FBX  H13  C16  C9   119.71  3.000
 FBX  C18  C16  C9   121.10  3.000
 FBX  H14  C18  C19  120.48  3.000
 FBX  H14  C18  C16  120.90  3.000
 FBX  C19  C18  C16  118.62  3.000
 FBX  F1   C19  C18  119.03  3.000
 FBX  C18  C19  C17  121.97  3.000
 FBX  F1   C19  C17  119.00  3.000
 FBX  H15  N4   C8   117.60  3.000
 FBX  H15  N4   C7   117.45  3.000
 FBX  C8   N4   C7   123.84  3.000
 FBX  H16  N5   C20  118.66  3.000
 FBX  H16  N5   C10  119.70  3.000
 FBX  C20  N5   C10  121.61  3.000
 FBX  H18  N6   H17  111.95  3.000
 FBX  H18  N6   C12  115.53  3.000
 FBX  H17  N6   C12  115.65  3.000
 FBX  C21  O2   C20  117.84  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
 FBX  CONST_01  C8   C11  C12  C10     0.00   0.0  0
 FBX  CONST_02  C8   C13  C14  C10     0.00   0.0  0
 FBX  CONST_03  C12  C11  C8   C13     0.00   0.0  0
 FBX  CONST_04  C12  C10  C14  C13     0.00   0.0  0
 FBX  CONST_05  C18  C19  C17  C15     0.00   0.0  0
 FBX  CONST_06  C18  C16  C9   C15     0.00   0.0  0
 FBX  CONST_07  C16  C9   C15  C17     0.00   0.0  0
 FBX  CONST_08  C16  C18  C19  C17     0.00   0.0  0
 FBX  CONST_09  C19  C17  C15  C9      0.00   0.0  0
 FBX  CONST_10  C19  C18  C16  C9      0.00   0.0  0
 FBX  CONST_11  C14  C13  C8   C11     0.00   0.0  0
 FBX  CONST_12  C14  C10  C12  C11     0.00   0.0  0
 FBX  CONST_13  N5   C10  C14  C13   180.00   0.0  0
 FBX  CONST_14  F1   C19  C17  C15   180.00   0.0  0
 FBX  CONST_15  C7   C9   C15  C17   180.00   0.0  0
 FBX  CONST_16  C18  C16  C9   C7    180.00   0.0  0
 FBX  CONST_17  N6   C12  C11  C8    180.00   0.0  0
 FBX  CONST_18  N5   C10  C12  C11   180.00   0.0  0
 FBX  CONST_19  N4   C8   C11  C12   180.00   0.0  0
 FBX  CONST_20  N4   C8   C13  C14   180.00   0.0  0
 FBX  CONST_21  N6   C12  C10  C14   180.00   0.0  0
 FBX  CONST_22  F1   C19  C18  C16   180.00   0.0  0
 FBX  CONST_23  H11  C11  C12  C10   180.00   0.0  0
 FBX  CONST_24  H1   C13  C14  C10   180.00   0.0  0
 FBX  CONST_25  H13  C16  C9   C15   180.00   0.0  0
 FBX  CONST_26  H14  C18  C19  C17   180.00   0.0  0
 FBX  CONST_27  H12  C14  C13  C8    180.00   0.0  0
 FBX  CONST_28  H3   C17  C15  C9    180.00   0.0  0
 FBX  CONST_29  H2   C15  C9   C16   180.00   0.0  0
 FBX  CONST_30  C7   N4   C8   C13     0.00   0.0  0
 FBX  CONST_33  C11  C8   N4   C7    180.00   0.0  0
 FBX  CONST_36  H15  N4   C8   C13   180.00   0.0  0
 FBX  CONST_38  O2   C20  N5   C10   180.00   0.0  0
 FBX  CONST_39  O3   C20  N5   C10     0.00   0.0  0
 FBX  Var_01    N4   C7   C9   C15  -150.96  30.0  2
 FBX  Var_02    C9   C7   N4   C8     75.46  30.0  1
 FBX  Var_03    C22  C21  O2   C20   -81.33  30.0  3
 FBX  Var_04    N5   C20  O2   C21   176.96  30.0  2
 FBX  Var_05    H6   C22  C21  O2   -176.41  30.0  3

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
 FBX  plan-1  C15  0.020
 FBX  plan-1  C17  0.020
 FBX  plan-1  C7   0.020
 FBX  plan-1  C9   0.020
 FBX  plan-1  C16  0.020
 FBX  plan-1  C18  0.020
 FBX  plan-1  C19  0.020
 FBX  plan-1  F1   0.020
 FBX  plan-1  H2   0.020
 FBX  plan-1  H3   0.020
 FBX  plan-1  H13  0.020
 FBX  plan-1  H14  0.020
 FBX  plan-2  C10  0.020
 FBX  plan-2  C13  0.020
 FBX  plan-2  C8   0.020
 FBX  plan-2  C11  0.020
 FBX  plan-2  C12  0.020
 FBX  plan-2  C14  0.020
 FBX  plan-2  N4   0.020
 FBX  plan-2  N5   0.020
 FBX  plan-2  N6   0.020
 FBX  plan-2  H1   0.020
 FBX  plan-2  H11  0.020
 FBX  plan-2  H12  0.020
 FBX  plan-3  C7   0.020
 FBX  plan-3  C8   0.020
 FBX  plan-3  N4   0.020
 FBX  plan-3  H15  0.020
 FBX  plan-4  C10  0.020
 FBX  plan-4  C20  0.020
 FBX  plan-4  N5   0.020
 FBX  plan-4  H16  0.020
 FBX  plan-5  C12  0.020
 FBX  plan-5  N6   0.020
 FBX  plan-5  H17  0.020
 FBX  plan-5  H18  0.020
 FBX  plan-6  C20  0.020
 FBX  plan-6  N5   0.020
 FBX  plan-6  O2   0.020
 FBX  plan-6  O3   0.020

