# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri May  8 05:08:21 2020
#   Inital geometry file: a 106 line input string
#   Ligand name: N-(4-amino-4'-fluoro[1,1'-biphenyl]-3-yl)oxane-4-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Nc1ccc(cc1NC(=O)C2CCOCC2)c3ccc(F)cc3
#
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
 IWX  IWX  N-(4-amino-4'-fluoro[1,1'-biphenyl]-3-yl)oxane-4-carboxamide  ligand  42  23  .  2021-08-11  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_IWX
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
 IWX  O1   O  O     0  -0.470   1.6356  -0.7480   1.2031
 IWX  C2   C  C     0   0.562   2.2325  -0.0012   0.4480
 IWX  N3   N  NH1   0  -0.752   1.6654   1.1051  -0.0942
 IWX  C4   C  CR6   0   0.308   0.3355   1.5159   0.1366
 IWX  C5   C  CR16  0  -0.348  -0.7280   0.6723  -0.1405
 IWX  C6   C  CR6   0   0.072  -2.0477   1.0651   0.0708
 IWX  C7   C  CR16  0  -0.317  -2.2661   2.3577   0.5514
 IWX  C8   C  CR16  0  -0.317  -1.2150   3.2120   0.8227
 IWX  C9   C  CR6   0   0.249   0.1115   2.8090   0.6368
 IWX  N10  N  NH2   0  -0.849   1.1629   3.6626   0.8770
 IWX  C11  C  CR6   0   0.086  -3.1669   0.1452  -0.2032
 IWX  C12  C  CR16  0  -0.301  -4.3925   0.6181  -0.6776
 IWX  C13  C  CR16  0  -0.396  -5.4505  -0.2414  -0.9319
 IWX  C14  C  CR6   0   0.510  -5.2734  -1.5937  -0.7134
 IWX  F15  F  F     0  -0.317  -6.2920  -2.4345  -0.9601
 IWX  C16  C  CR16  0  -0.396  -4.0785  -2.1053  -0.2469
 IWX  C17  C  CR16  0  -0.300  -3.0350  -1.2292   0.0086
 IWX  C18  C  CH1   0  -0.414   3.6596  -0.2561   0.0088
 IWX  C19  C  CH2   0  -0.441   4.5388  -0.7132   1.1701
 IWX  C20  C  CH2   0  -0.183   5.9243  -1.0772   0.6606
 IWX  O21  O  O2    0  -0.483   5.8766  -2.0659  -0.3450
 IWX  C22  C  CH2   0  -0.180   5.1221  -1.6526  -1.4624
 IWX  C23  C  CH2   0  -0.442   3.6844  -1.3239  -1.0922
 IWX  H1   H  HNH1  0   0.406   2.2387   1.6881  -0.6863
 IWX  H2   H  HCR6  0   0.255  -0.5141  -0.3036  -0.5573
 IWX  H3   H  HCR6  0   0.253  -3.2749   2.7010   0.7443
 IWX  H4   H  HCR6  0   0.262  -1.4185   4.2024   1.2118
 IWX  H5   H  HNH2  0   0.386   0.9468   4.4585   1.4560
 IWX  H6   H  HNH2  0   0.377   2.0305   3.2283   1.1512
 IWX  H7   H  HCR6  0   0.262  -4.5277   1.6746  -0.8706
 IWX  H8   H  HCR6  0   0.280  -6.3932   0.1373  -1.3043
 IWX  H9   H  HCR6  0   0.280  -3.9640  -3.1672  -0.0735
 IWX  H10  H  HCR6  0   0.260  -2.1083  -1.6286   0.4007
 IWX  H11  H  HCH1  0   0.258   4.0833   0.6673  -0.4046
 IWX  H12  H  HCH2  0   0.246   4.6306   0.0740   1.9223
 IWX  H13  H  HCH2  0   0.234   4.0879  -1.5796   1.6596
 IWX  H14  H  HCH2  0   0.198   6.4281  -0.1735   0.2854
 IWX  H15  H  HCH2  0   0.238   6.5355  -1.4773   1.4714
 IWX  H16  H  HCH2  0   0.199   5.5866  -0.7742  -1.9345
 IWX  H17  H  HCH2  0   0.240   5.1519  -2.4674  -2.1875
 IWX  H18  H  HCH2  0   0.237   3.1762  -2.2273  -0.7425
 IWX  H19  H  HCH2  0   0.248   3.1561  -0.9763  -1.9833

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
 IWX  N10  C9   single    1.375  0.020  1.375
 IWX  C20  C19  single    1.520  0.020  1.520
 IWX  C20  O21  single    1.411  0.020  1.411
 IWX  O1   C2   double    1.218  0.020  1.218
 IWX  C18  C19  single    1.527  0.020  1.527
 IWX  C18  C2   single    1.515  0.020  1.515
 IWX  C18  C23  single    1.534  0.020  1.534
 IWX  C2   N3   single    1.356  0.020  1.356
 IWX  C22  O21  single    1.410  0.020  1.410
 IWX  C22  C23  single    1.521  0.020  1.521
 IWX  C9   C8   aromatic  1.399  0.020  1.399
 IWX  C9   C4   aromatic  1.404  0.020  1.404
 IWX  C8   C7   aromatic  1.381  0.020  1.381
 IWX  N3   C4   single    1.411  0.020  1.411
 IWX  C4   C5   aromatic  1.385  0.020  1.385
 IWX  C7   C6   aromatic  1.396  0.020  1.396
 IWX  C5   C6   aromatic  1.393  0.020  1.393
 IWX  C6   C11  single    1.474  0.020  1.474
 IWX  C11  C12  aromatic  1.397  0.020  1.397
 IWX  C11  C17  aromatic  1.397  0.020  1.397
 IWX  C12  C13  aromatic  1.387  0.020  1.387
 IWX  C17  C16  aromatic  1.386  0.020  1.386
 IWX  C13  C14  aromatic  1.381  0.020  1.381
 IWX  C16  C14  aromatic  1.381  0.020  1.381
 IWX  C14  F15  single    1.344  0.020  1.344
 IWX  N3   H1   single    0.860  0.020  1.020
 IWX  C5   H2   single    0.930  0.020  1.080
 IWX  C7   H3   single    0.930  0.020  1.080
 IWX  C8   H4   single    0.930  0.020  1.080
 IWX  N10  H5   single    0.890  0.020  1.040
 IWX  N10  H6   single    0.890  0.020  1.040
 IWX  C12  H7   single    0.930  0.020  1.080
 IWX  C13  H8   single    0.930  0.020  1.080
 IWX  C16  H9   single    0.930  0.020  1.080
 IWX  C17  H10  single    0.930  0.020  1.080
 IWX  C18  H11  single    0.970  0.020  1.090
 IWX  C19  H12  single    0.970  0.020  1.090
 IWX  C19  H13  single    0.970  0.020  1.090
 IWX  C20  H14  single    0.970  0.020  1.090
 IWX  C20  H15  single    0.970  0.020  1.090
 IWX  C22  H16  single    0.970  0.020  1.090
 IWX  C22  H17  single    0.970  0.020  1.090
 IWX  C23  H18  single    0.970  0.020  1.090
 IWX  C23  H19  single    0.970  0.020  1.090

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
 IWX  C18  C2   N3   114.54  3.000
 IWX  N3   C2   O1   122.88  3.000
 IWX  C18  C2   O1   122.56  3.000
 IWX  H1   N3   C4   117.59  3.000
 IWX  H1   N3   C2   117.91  3.000
 IWX  C4   N3   C2   124.49  3.000
 IWX  C9   C4   C5   120.62  3.000
 IWX  C5   C4   N3   120.90  3.000
 IWX  C9   C4   N3   118.47  3.000
 IWX  H2   C5   C6   119.98  3.000
 IWX  H2   C5   C4   118.31  3.000
 IWX  C6   C5   C4   121.68  3.000
 IWX  C11  C6   C7   121.52  3.000
 IWX  C11  C6   C5   121.00  3.000
 IWX  C7   C6   C5   117.48  3.000
 IWX  H3   C7   C8   118.54  3.000
 IWX  H3   C7   C6   120.04  3.000
 IWX  C8   C7   C6   121.40  3.000
 IWX  H4   C8   C9   119.29  3.000
 IWX  H4   C8   C7   119.53  3.000
 IWX  C9   C8   C7   121.15  3.000
 IWX  N10  C9   C8   121.52  3.000
 IWX  C8   C9   C4   117.64  3.000
 IWX  N10  C9   C4   120.78  3.000
 IWX  H6   N10  H5   111.63  3.000
 IWX  H6   N10  C9   115.97  3.000
 IWX  H5   N10  C9   115.26  3.000
 IWX  C17  C11  C12  117.87  3.000
 IWX  C17  C11  C6   120.93  3.000
 IWX  C12  C11  C6   121.20  3.000
 IWX  H7   C12  C13  118.49  3.000
 IWX  H7   C12  C11  120.04  3.000
 IWX  C13  C12  C11  121.46  3.000
 IWX  H8   C13  C14  120.58  3.000
 IWX  H8   C13  C12  120.72  3.000
 IWX  C14  C13  C12  118.69  3.000
 IWX  C16  C14  F15  119.08  3.000
 IWX  F15  C14  C13  119.11  3.000
 IWX  C16  C14  C13  121.81  3.000
 IWX  H9   C16  C17  120.73  3.000
 IWX  H9   C16  C14  120.62  3.000
 IWX  C17  C16  C14  118.65  3.000
 IWX  H10  C17  C16  118.55  3.000
 IWX  H10  C17  C11  119.92  3.000
 IWX  C16  C17  C11  121.52  3.000
 IWX  H11  C18  C23  108.02  3.000
 IWX  H11  C18  C19  108.44  3.000
 IWX  C23  C18  C19  109.16  3.000
 IWX  H11  C18  C2   109.37  3.000
 IWX  C23  C18  C2   109.90  3.000
 IWX  C19  C18  C2   111.86  3.000
 IWX  H13  C19  H12  107.31  3.000
 IWX  H13  C19  C20  109.66  3.000
 IWX  H12  C19  C20  109.06  3.000
 IWX  H13  C19  C18  109.92  3.000
 IWX  H12  C19  C18  110.88  3.000
 IWX  C20  C19  C18  109.97  3.000
 IWX  H15  C20  H14  107.33  3.000
 IWX  H15  C20  O21  106.95  3.000
 IWX  H14  C20  O21  110.36  3.000
 IWX  H15  C20  C19  110.43  3.000
 IWX  H14  C20  C19  109.56  3.000
 IWX  O21  C20  C19  112.07  3.000
 IWX  C22  O21  C20  112.17  3.000
 IWX  H17  C22  H16  107.43  3.000
 IWX  H17  C22  C23  110.43  3.000
 IWX  H16  C22  C23  109.33  3.000
 IWX  H17  C22  O21  107.04  3.000
 IWX  H16  C22  O21  110.38  3.000
 IWX  C23  C22  O21  112.10  3.000
 IWX  H19  C23  H18  107.39  3.000
 IWX  H19  C23  C22  109.11  3.000
 IWX  H18  C23  C22  109.79  3.000
 IWX  H19  C23  C18  110.86  3.000
 IWX  H18  C23  C18  109.75  3.000
 IWX  C22  C23  C18  109.91  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
 IWX  CONST_01  C7   C8   C9   C4     0.00   0.0  0
 IWX  CONST_02  C7   C6   C5   C4     0.00   0.0  0
 IWX  CONST_03  C11  C6   C5   C4   180.00   0.0  0
 IWX  CONST_04  C8   C9   C4   C5     0.00   0.0  0
 IWX  CONST_05  C8   C7   C6   C5     0.00   0.0  0
 IWX  CONST_08  C9   C8   C7   C6     0.00   0.0  0
 IWX  CONST_09  C9   C4   C5   C6     0.00   0.0  0
 IWX  CONST_10  C13  C12  C11  C6   180.00   0.0  0
 IWX  CONST_11  C16  C17  C11  C6   180.00   0.0  0
 IWX  CONST_14  C11  C6   C7   C8   180.00   0.0  0
 IWX  CONST_15  C14  C13  C12  C11    0.00   0.0  0
 IWX  CONST_16  C14  C16  C17  C11    0.00   0.0  0
 IWX  CONST_17  C16  C17  C11  C12    0.00   0.0  0
 IWX  CONST_18  C16  C14  C13  C12    0.00   0.0  0
 IWX  CONST_19  C17  C11  C12  C13    0.00   0.0  0
 IWX  CONST_20  C17  C16  C14  C13    0.00   0.0  0
 IWX  CONST_21  C8   C9   C4   N3   180.00   0.0  0
 IWX  CONST_22  C6   C5   C4   N3   180.00   0.0  0
 IWX  CONST_23  N10  C9   C4   C5   180.00   0.0  0
 IWX  CONST_24  N10  C9   C8   C7   180.00   0.0  0
 IWX  CONST_25  F15  C14  C13  C12  180.00   0.0  0
 IWX  CONST_26  C17  C16  C14  F15  180.00   0.0  0
 IWX  CONST_27  H4   C8   C9   C4   180.00   0.0  0
 IWX  CONST_28  H3   C7   C6   C5   180.00   0.0  0
 IWX  CONST_29  H7   C12  C11  C6     0.00   0.0  0
 IWX  CONST_30  H10  C17  C11  C6     0.00   0.0  0
 IWX  CONST_31  H2   C5   C6   C7   180.00   0.0  0
 IWX  CONST_32  H8   C13  C12  C11  180.00   0.0  0
 IWX  CONST_33  H9   C16  C17  C11  180.00   0.0  0
 IWX  CONST_34  C18  C2   N3   C4   180.00   0.0  0
 IWX  CONST_40  C4   N3   C2   O1     0.00   0.0  0
 IWX  Var_01    O21  C20  C19  C18  -56.55  30.0  1
 IWX  Var_02    O21  C22  C23  C18   56.24  30.0  1
 IWX  Var_03    C23  C22  O21  C20  -59.53  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
 IWX  chir_01  C18  C19  C2  C23  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
 IWX  plan-1  N3   0.020
 IWX  plan-1  C4   0.020
 IWX  plan-1  C5   0.020
 IWX  plan-1  C6   0.020
 IWX  plan-1  C7   0.020
 IWX  plan-1  C8   0.020
 IWX  plan-1  C9   0.020
 IWX  plan-1  N10  0.020
 IWX  plan-1  C11  0.020
 IWX  plan-1  H2   0.020
 IWX  plan-1  H3   0.020
 IWX  plan-1  H4   0.020
 IWX  plan-2  C6   0.020
 IWX  plan-2  C11  0.020
 IWX  plan-2  C12  0.020
 IWX  plan-2  C13  0.020
 IWX  plan-2  C14  0.020
 IWX  plan-2  F15  0.020
 IWX  plan-2  C16  0.020
 IWX  plan-2  C17  0.020
 IWX  plan-2  H7   0.020
 IWX  plan-2  H8   0.020
 IWX  plan-2  H9   0.020
 IWX  plan-2  H10  0.020
 IWX  plan-3  O1   0.020
 IWX  plan-3  C2   0.020
 IWX  plan-3  N3   0.020
 IWX  plan-3  C4   0.020
 IWX  plan-3  C18  0.020
 IWX  plan-3  H1   0.020
 IWX  plan-4  C9   0.020
 IWX  plan-4  N10  0.020
 IWX  plan-4  H5   0.020
 IWX  plan-4  H6   0.020

