# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr 15 15:55:53 2020
#   Inital geometry file: a 96 line input string
#   Ligand name: (2~{S})-~{N}-(4-iodophenyl)-2-(4-methoxyphenoxy)propanamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1ccc(O[C@@H](C)C(=O)Nc2ccc(I)cc2)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
 AUQ  AUQ  (2~{S})-~{N}-(4-iodophenyl)-2-(4-methoxyphenoxy)propanamide  ligand  37  21  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_AUQ
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
 AUQ  C10  C  C     0   0.535   -1.2147   0.0677   0.4593
 AUQ  N12  N  NH1   0  -0.746   -0.2704   0.8316  -0.1440
 AUQ  C13  C  CR6   0   0.384    1.1135   0.6525  -0.1871
 AUQ  C15  C  CR16  0  -0.211    3.2397   1.5996  -0.8538
 AUQ  C20  C  CR16  0  -0.357   -5.3603   0.9613  -0.3164
 AUQ  C21  C  CR16  0  -0.332   -6.7129   1.0179  -0.6160
 AUQ  C01  C  CH3   0  -0.435   -9.7315  -0.9916  -0.4466
 AUQ  C03  C  CR6   0   0.360   -7.5542  -0.0584  -0.3503
 AUQ  C04  C  CR16  0  -0.364   -7.0122  -1.2032   0.2302
 AUQ  C05  C  CR16  0  -0.336   -5.6590  -1.2588   0.5303
 AUQ  C06  C  CR6   0   0.368   -4.8182  -0.1853   0.2596
 AUQ  O07  O  O2    0  -0.483   -3.5096  -0.3609   0.5734
 AUQ  C08  C  CH1   0  -0.121   -2.6042   0.7021   0.4133
 AUQ  C09  C  CH3   0  -0.687   -2.7208   1.7366   1.5294
 AUQ  O11  O  O     0  -0.442   -1.0019  -0.9843   1.0234
 AUQ  C14  C  CR16  0  -0.340    1.8622   1.6823  -0.7613
 AUQ  C16  C  CR6   0  -0.240    3.8886   0.4738  -0.3668
 AUQ  C18  C  CR16  0  -0.212    3.1612  -0.5577   0.2034
 AUQ  C19  C  CR16  0  -0.306    1.7781  -0.4755   0.2946
 AUQ  I17  I  I     0   0.050    5.9819   0.3348  -0.4968
 AUQ  H1   H  HNH1  0   0.423   -0.5977   1.6713  -0.5989
 AUQ  H2   H  HCR6  0   0.283    3.7871   2.4169  -1.3028
 AUQ  H3   H  HCR6  0   0.281   -4.7543   1.8278  -0.5442
 AUQ  H4   H  HCR6  0   0.266   -7.1196   1.9164  -1.0631
 AUQ  H5   H  HCH3  0   0.225   -9.8009  -1.2424   0.6155
 AUQ  H6   H  HCH3  0   0.258  -10.7128  -0.6796  -0.7955
 AUQ  H7   H  HCH3  0   0.225   -9.4321  -1.8868  -0.9986
 AUQ  H8   H  HCR6  0   0.280   -7.6241  -2.0652   0.4597
 AUQ  H9   H  HCR6  0   0.266   -5.2507  -2.1562   0.9779
 AUQ  H10  H  HCH1  0   0.267   -2.7401   1.1841  -0.5632
 AUQ  H11  H  HCH3  0   0.260   -3.7163   2.1782   1.5593
 AUQ  H12  H  HCH3  0   0.250   -2.5188   1.2816   2.4992
 AUQ  H13  H  HCH3  0   0.249   -2.0104   2.5483   1.3760
 AUQ  H14  H  HCR6  0   0.284    1.3639   2.5657  -1.1422
 AUQ  H15  H  HCR6  0   0.282    3.6523  -1.4423   0.5852
 AUQ  H16  H  HCR6  0   0.291    1.2407  -1.2964   0.7386
 AUQ  O02  O  O2    0  -0.476   -8.8562   0.0914  -0.6803

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
 AUQ  C09  C08  single    1.526  0.020  1.526
 AUQ  O07  C08  single    1.405  0.020  1.405
 AUQ  O07  C06  single    1.357  0.020  1.357
 AUQ  C20  C06  aromatic  1.393  0.020  1.393
 AUQ  C20  C21  aromatic  1.387  0.020  1.387
 AUQ  C08  C10  single    1.528  0.020  1.528
 AUQ  C06  C05  aromatic  1.390  0.020  1.390
 AUQ  C21  C03  aromatic  1.392  0.020  1.392
 AUQ  C05  C04  aromatic  1.387  0.020  1.387
 AUQ  C03  O02  single    1.352  0.020  1.352
 AUQ  C03  C04  aromatic  1.393  0.020  1.393
 AUQ  C10  O11  double    1.212  0.020  1.212
 AUQ  C10  N12  single    1.356  0.020  1.356
 AUQ  O02  C01  single    1.412  0.020  1.412
 AUQ  N12  C13  single    1.396  0.020  1.396
 AUQ  C13  C19  aromatic  1.395  0.020  1.395
 AUQ  C13  C14  aromatic  1.397  0.020  1.397
 AUQ  C19  C18  aromatic  1.389  0.020  1.389
 AUQ  C14  C15  aromatic  1.383  0.020  1.383
 AUQ  C18  C16  aromatic  1.385  0.020  1.385
 AUQ  C15  C16  aromatic  1.388  0.020  1.388
 AUQ  C16  I17  single    2.102  0.020  2.102
 AUQ  N12  H1   single    0.860  0.020  1.020
 AUQ  C15  H2   single    0.930  0.020  1.080
 AUQ  C20  H3   single    0.930  0.020  1.080
 AUQ  C21  H4   single    0.930  0.020  1.080
 AUQ  C01  H5   single    0.970  0.020  1.090
 AUQ  C01  H6   single    0.970  0.020  1.090
 AUQ  C01  H7   single    0.970  0.020  1.090
 AUQ  C04  H8   single    0.930  0.020  1.080
 AUQ  C05  H9   single    0.930  0.020  1.080
 AUQ  C08  H10  single    0.970  0.020  1.090
 AUQ  C09  H11  single    0.970  0.020  1.090
 AUQ  C09  H12  single    0.970  0.020  1.090
 AUQ  C09  H13  single    0.970  0.020  1.090
 AUQ  C14  H14  single    0.930  0.020  1.080
 AUQ  C18  H15  single    0.930  0.020  1.080
 AUQ  C19  H16  single    0.930  0.020  1.080

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
 AUQ  O11  C10  C08  122.26  3.000
 AUQ  O11  C10  N12  124.99  3.000
 AUQ  C08  C10  N12  112.70  3.000
 AUQ  H1   N12  C13  114.47  3.000
 AUQ  H1   N12  C10  116.30  3.000
 AUQ  C13  N12  C10  129.18  3.000
 AUQ  C19  C13  C14  118.87  3.000
 AUQ  C14  C13  N12  116.71  3.000
 AUQ  C19  C13  N12  124.42  3.000
 AUQ  H2   C15  C16  121.48  3.000
 AUQ  H2   C15  C14  119.13  3.000
 AUQ  C16  C15  C14  119.39  3.000
 AUQ  H3   C20  C06  121.90  3.000
 AUQ  H3   C20  C21  117.92  3.000
 AUQ  C06  C20  C21  120.17  3.000
 AUQ  H4   C21  C03  119.57  3.000
 AUQ  H4   C21  C20  119.31  3.000
 AUQ  C03  C21  C20  121.12  3.000
 AUQ  H7   C01  H6   108.66  3.000
 AUQ  H7   C01  H5   108.65  3.000
 AUQ  H6   C01  H5   108.67  3.000
 AUQ  H7   C01  O02  112.01  3.000
 AUQ  H6   C01  O02  106.64  3.000
 AUQ  H5   C01  O02  112.09  3.000
 AUQ  C04  C03  O02  124.58  3.000
 AUQ  C04  C03  C21  118.68  3.000
 AUQ  O02  C03  C21  116.74  3.000
 AUQ  H8   C04  C05  118.29  3.000
 AUQ  H8   C04  C03  121.55  3.000
 AUQ  C05  C04  C03  120.17  3.000
 AUQ  H9   C05  C06  119.49  3.000
 AUQ  H9   C05  C04  119.38  3.000
 AUQ  C06  C05  C04  121.13  3.000
 AUQ  O07  C06  C05  116.00  3.000
 AUQ  C05  C06  C20  118.73  3.000
 AUQ  O07  C06  C20  125.26  3.000
 AUQ  C08  O07  C06  119.80  3.000
 AUQ  H10  C08  C09  110.09  3.000
 AUQ  H10  C08  O07  110.72  3.000
 AUQ  C09  C08  O07  112.34  3.000
 AUQ  H10  C08  C10  108.77  3.000
 AUQ  O07  C08  C10  105.56  3.000
 AUQ  C09  C08  C10  109.20  3.000
 AUQ  H13  C09  H12  108.38  3.000
 AUQ  H13  C09  H11  107.32  3.000
 AUQ  H12  C09  H11  108.30  3.000
 AUQ  H13  C09  C08  110.62  3.000
 AUQ  H12  C09  C08  110.70  3.000
 AUQ  H11  C09  C08  111.38  3.000
 AUQ  H14  C14  C15  118.90  3.000
 AUQ  H14  C14  C13  119.95  3.000
 AUQ  C15  C14  C13  121.15  3.000
 AUQ  I17  C16  C18  119.95  3.000
 AUQ  I17  C16  C15  119.84  3.000
 AUQ  C18  C16  C15  120.21  3.000
 AUQ  H15  C18  C19  118.53  3.000
 AUQ  H15  C18  C16  121.06  3.000
 AUQ  C19  C18  C16  120.40  3.000
 AUQ  H16  C19  C18  118.62  3.000
 AUQ  H16  C19  C13  121.40  3.000
 AUQ  C18  C19  C13  119.98  3.000
 AUQ  C03  O02  C01  118.15  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
 AUQ  CONST_01  C16  C18  C19  C13    0.00   0.0  0
 AUQ  CONST_02  C16  C15  C14  C13    0.00   0.0  0
 AUQ  CONST_03  C19  C13  C14  C15    0.00   0.0  0
 AUQ  CONST_04  C19  C18  C16  C15    0.00   0.0  0
 AUQ  CONST_05  C04  C05  C06  C20    0.00   0.0  0
 AUQ  CONST_06  C04  C03  C21  C20    0.00   0.0  0
 AUQ  CONST_07  C05  C06  C20  C21    0.00   0.0  0
 AUQ  CONST_08  C05  C04  C03  C21    0.00   0.0  0
 AUQ  CONST_09  C06  C20  C21  C03    0.00   0.0  0
 AUQ  CONST_10  C06  C05  C04  C03    0.00   0.0  0
 AUQ  CONST_11  C18  C19  C13  C14    0.00   0.0  0
 AUQ  CONST_12  C18  C16  C15  C14    0.00   0.0  0
 AUQ  CONST_13  C18  C19  C13  N12  180.00   0.0  0
 AUQ  CONST_14  C15  C14  C13  N12  180.00   0.0  0
 AUQ  CONST_15  O02  C03  C21  C20  180.00   0.0  0
 AUQ  CONST_16  O07  C06  C20  C21  180.00   0.0  0
 AUQ  CONST_17  C05  C04  C03  O02  180.00   0.0  0
 AUQ  CONST_18  O07  C06  C05  C04  180.00   0.0  0
 AUQ  CONST_19  I17  C16  C15  C14  180.00   0.0  0
 AUQ  CONST_20  I17  C16  C18  C19  180.00   0.0  0
 AUQ  CONST_21  H15  C18  C19  C13  180.00   0.0  0
 AUQ  CONST_22  H2   C15  C14  C13  180.00   0.0  0
 AUQ  CONST_23  H9   C05  C06  C20  180.00   0.0  0
 AUQ  CONST_24  H8   C04  C03  C21  180.00   0.0  0
 AUQ  CONST_25  H3   C20  C21  C03  180.00   0.0  0
 AUQ  CONST_26  H4   C21  C03  C04  180.00   0.0  0
 AUQ  CONST_27  H16  C19  C13  C14  180.00   0.0  0
 AUQ  CONST_28  H14  C14  C15  C16  180.00   0.0  0
 AUQ  CONST_29  C19  C13  N12  C10    0.00   0.0  0
 AUQ  CONST_30  C14  C13  N12  C10  180.00   0.0  0
 AUQ  CONST_31  H1   N12  C13  C14    0.00   0.0  0
 AUQ  CONST_32  C08  C10  N12  C13  180.00   0.0  0
 AUQ  CONST_33  O11  C10  N12  C13    0.00   0.0  0
 AUQ  Var_01    C04  C03  O02  C01   -1.21  30.0  2
 AUQ  Var_02    H5   C01  O02  C03   62.37  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
 AUQ  chir_01  C08  C09  O07  C10  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
 AUQ  plan-1  N12  0.020
 AUQ  plan-1  C13  0.020
 AUQ  plan-1  C15  0.020
 AUQ  plan-1  C14  0.020
 AUQ  plan-1  C16  0.020
 AUQ  plan-1  C18  0.020
 AUQ  plan-1  C19  0.020
 AUQ  plan-1  I17  0.020
 AUQ  plan-1  H2   0.020
 AUQ  plan-1  H14  0.020
 AUQ  plan-1  H15  0.020
 AUQ  plan-1  H16  0.020
 AUQ  plan-2  C20  0.020
 AUQ  plan-2  C21  0.020
 AUQ  plan-2  C03  0.020
 AUQ  plan-2  C04  0.020
 AUQ  plan-2  C05  0.020
 AUQ  plan-2  C06  0.020
 AUQ  plan-2  O07  0.020
 AUQ  plan-2  H3   0.020
 AUQ  plan-2  H4   0.020
 AUQ  plan-2  H8   0.020
 AUQ  plan-2  H9   0.020
 AUQ  plan-2  O02  0.020
 AUQ  plan-3  C10  0.020
 AUQ  plan-3  N12  0.020
 AUQ  plan-3  C13  0.020
 AUQ  plan-3  C08  0.020
 AUQ  plan-3  O11  0.020
 AUQ  plan-3  H1   0.020

