# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 26 11:14:31 2020
#   Inital geometry file: a 96 line input string
#   Ligand name: (2R)-2-phenyl-2-(phenylamino)-N-(1H-tetrazol-5-yl)acetamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: O=C(Nc1[nH]nnn1)[C@H](Nc2ccccc2)c3ccccc3
#
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
 O5E  O5E  (2R)-2-phenyl-2-(phenylamino)-N-(1H-tetrazol-5-yl)acetamide  ligand  36  22  .  2021-08-17  2021-08-17  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_O5E
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
 O5E  C02  C  C     0   0.584   1.1302   0.7515   0.1336
 O5E  C04  C  CR5   0   0.757   3.4710   0.4450  -0.3784
 O5E  C09  C  CH1   0  -0.315  -0.2616   0.3777  -0.3594
 O5E  C11  C  CR6   0   0.386  -2.5581   1.1688   0.0151
 O5E  C12  C  CR16  0  -0.353  -3.4519   1.8011   0.8905
 O5E  C13  C  CR16  0  -0.244  -4.8146   1.7731   0.6530
 O5E  C14  C  CR16  0  -0.293  -5.3305   1.1138  -0.4578
 O5E  C15  C  CR16  0  -0.245  -4.4502   0.4819  -1.3238
 O5E  C16  C  CR16  0  -0.332  -3.0803   0.5011  -1.0980
 O5E  C17  C  CR6   0   0.132  -0.4653  -1.1038  -0.0648
 O5E  C18  C  CR16  0  -0.285  -0.7713  -1.5278   1.2242
 O5E  C19  C  CR16  0  -0.239  -0.9285  -2.8791   1.4944
 O5E  C20  C  CR16  0  -0.261  -0.7785  -3.8175   0.4801
 O5E  C21  C  CR16  0  -0.239  -0.4747  -3.3979  -0.8073
 O5E  C22  C  CR16  0  -0.315  -0.3201  -2.0445  -1.0771
 O5E  N03  N  NH1   0  -0.705   2.1424   0.3053  -0.6607
 O5E  N05  N  NR15  0  -0.485   4.0171   1.0381   0.6819
 O5E  N06  N  N     0  -0.074   5.3390   0.9544   0.5660
 O5E  N07  N  N     0  -0.131   5.5697   0.3371  -0.5190
 O5E  N08  N  N     0  -0.376   4.4393  -0.0001  -1.1418
 O5E  N10  N  NH1   0  -0.702  -1.2051   1.2572   0.2593
 O5E  O01  O  O     0  -0.433   1.3285   1.3539   1.1665
 O5E  H1   H  HCH1  0   0.311  -0.2814   0.5167  -1.4475
 O5E  H2   H  HCR6  0   0.257  -3.0679   2.3151   1.7643
 O5E  H3   H  HCR6  0   0.252  -5.4800   2.2702   1.3477
 O5E  H4   H  HCR6  0   0.247  -6.3963   1.0916  -0.6416
 O5E  H5   H  HCR6  0   0.252  -4.8285  -0.0398  -2.1939
 O5E  H6   H  HCR6  0   0.261  -2.4309  -0.0106  -1.7959
 O5E  H7   H  HCR6  0   0.256  -0.8941  -0.8058   2.0223
 O5E  H8   H  HCR6  0   0.261  -1.1687  -3.2011   2.4992
 O5E  H9   H  HCR6  0   0.261  -0.9032  -4.8711   0.6929
 O5E  H10  H  HCR6  0   0.262  -0.3658  -4.1214  -1.6044
 O5E  H11  H  HCR6  0   0.261  -0.0979  -1.7218  -2.0885
 O5E  H12  H  HNH1  0   0.443   1.9309  -0.1710  -1.5265
 O5E  H13  H  HNR5  0   0.453   3.5771   1.4926   1.4695
 O5E  H14  H  HNH1  0   0.390  -0.9447   1.6019   1.1706

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
 O5E  C14  C13  aromatic  1.391  0.020  1.391
 O5E  C14  C15  aromatic  1.387  0.020  1.387
 O5E  C13  C12  aromatic  1.384  0.020  1.384
 O5E  C15  C16  aromatic  1.389  0.020  1.389
 O5E  C12  C11  aromatic  1.402  0.020  1.402
 O5E  C16  C11  aromatic  1.399  0.020  1.399
 O5E  C11  N10  single    1.378  0.020  1.378
 O5E  N06  N05  aromatic  1.330  0.020  1.330
 O5E  N06  N07  aromatic  1.269  0.020  1.269
 O5E  N05  C04  aromatic  1.332  0.020  1.332
 O5E  C19  C18  aromatic  1.387  0.020  1.387
 O5E  C19  C20  aromatic  1.390  0.020  1.390
 O5E  N07  N08  aromatic  1.334  0.020  1.334
 O5E  C18  C17  aromatic  1.391  0.020  1.391
 O5E  C04  N03  single    1.365  0.020  1.365
 O5E  C04  N08  aromatic  1.311  0.020  1.311
 O5E  N10  C09  single    1.431  0.020  1.431
 O5E  C20  C21  aromatic  1.388  0.020  1.388
 O5E  N03  C02  single    1.362  0.020  1.362
 O5E  C17  C09  single    1.524  0.020  1.524
 O5E  C17  C22  aromatic  1.390  0.020  1.390
 O5E  C02  C09  single    1.523  0.020  1.523
 O5E  C02  O01  double    1.212  0.020  1.212
 O5E  C21  C22  aromatic  1.389  0.020  1.389
 O5E  C09  H1   single    0.970  0.020  1.090
 O5E  C12  H2   single    0.930  0.020  1.080
 O5E  C13  H3   single    0.930  0.020  1.080
 O5E  C14  H4   single    0.930  0.020  1.080
 O5E  C15  H5   single    0.930  0.020  1.080
 O5E  C16  H6   single    0.930  0.020  1.080
 O5E  C18  H7   single    0.930  0.020  1.080
 O5E  C19  H8   single    0.930  0.020  1.080
 O5E  C20  H9   single    0.930  0.020  1.080
 O5E  C21  H10  single    0.930  0.020  1.080
 O5E  C22  H11  single    0.930  0.020  1.080
 O5E  N03  H12  single    0.860  0.020  1.020
 O5E  N05  H13  single    0.860  0.020  1.020
 O5E  N10  H14  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
 O5E  O01  C02  N03  122.56  3.000
 O5E  O01  C02  C09  123.19  3.000
 O5E  N03  C02  C09  114.20  3.000
 O5E  N08  C04  N05  108.17  3.000
 O5E  N08  C04  N03  124.31  3.000
 O5E  N05  C04  N03  127.52  3.000
 O5E  H1   C09  N10  109.82  3.000
 O5E  H1   C09  C17  108.21  3.000
 O5E  N10  C09  C17  115.20  3.000
 O5E  H1   C09  C02  107.84  3.000
 O5E  C17  C09  C02  107.34  3.000
 O5E  N10  C09  C02  108.17  3.000
 O5E  N10  C11  C16  122.56  3.000
 O5E  N10  C11  C12  119.12  3.000
 O5E  C16  C11  C12  118.30  3.000
 O5E  H2   C12  C13  119.79  3.000
 O5E  H2   C12  C11  119.43  3.000
 O5E  C13  C12  C11  120.78  3.000
 O5E  H3   C13  C14  120.13  3.000
 O5E  H3   C13  C12  119.07  3.000
 O5E  C14  C13  C12  120.80  3.000
 O5E  H4   C14  C15  120.65  3.000
 O5E  H4   C14  C13  120.72  3.000
 O5E  C15  C14  C13  118.63  3.000
 O5E  H5   C15  C16  118.82  3.000
 O5E  H5   C15  C14  119.96  3.000
 O5E  C16  C15  C14  121.22  3.000
 O5E  H6   C16  C15  118.73  3.000
 O5E  H6   C16  C11  120.99  3.000
 O5E  C15  C16  C11  120.28  3.000
 O5E  C22  C17  C18  119.46  3.000
 O5E  C22  C17  C09  120.21  3.000
 O5E  C18  C17  C09  120.32  3.000
 O5E  H7   C18  C19  119.54  3.000
 O5E  H7   C18  C17  120.30  3.000
 O5E  C19  C18  C17  120.16  3.000
 O5E  H8   C19  C20  120.05  3.000
 O5E  H8   C19  C18  119.73  3.000
 O5E  C20  C19  C18  120.22  3.000
 O5E  H9   C20  C21  120.13  3.000
 O5E  H9   C20  C19  120.10  3.000
 O5E  C21  C20  C19  119.77  3.000
 O5E  H10  C21  C22  119.83  3.000
 O5E  H10  C21  C20  120.22  3.000
 O5E  C22  C21  C20  119.95  3.000
 O5E  H11  C22  C21  119.60  3.000
 O5E  H11  C22  C17  119.96  3.000
 O5E  C21  C22  C17  120.44  3.000
 O5E  H12  N03  C04  115.40  3.000
 O5E  H12  N03  C02  119.91  3.000
 O5E  C04  N03  C02  124.69  3.000
 O5E  H13  N05  N06  121.96  3.000
 O5E  H13  N05  C04  129.97  3.000
 O5E  N06  N05  C04  108.08  3.000
 O5E  N07  N06  N05  106.60  3.000
 O5E  N08  N07  N06  111.59  3.000
 O5E  N07  N08  C04  105.56  3.000
 O5E  H14  N10  C11  115.83  3.000
 O5E  H14  N10  C09  115.51  3.000
 O5E  C11  N10  C09  122.12  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
 O5E  CONST_01  N07  N06  N05  C04    0.00  0.0  0
 O5E  CONST_02  N06  N07  N08  C04    0.00  0.0  0
 O5E  CONST_03  C14  C13  C12  C11    0.00  0.0  0
 O5E  CONST_04  C14  C15  C16  C11    0.00  0.0  0
 O5E  CONST_05  C15  C14  C13  C12    0.00  0.0  0
 O5E  CONST_06  C15  C16  C11  C12    0.00  0.0  0
 O5E  CONST_07  C16  C15  C14  C13    0.00  0.0  0
 O5E  CONST_08  C16  C11  C12  C13    0.00  0.0  0
 O5E  CONST_09  C20  C19  C18  C17    0.00  0.0  0
 O5E  CONST_10  C20  C21  C22  C17    0.00  0.0  0
 O5E  CONST_11  C21  C20  C19  C18    0.00  0.0  0
 O5E  CONST_12  C21  C22  C17  C18    0.00  0.0  0
 O5E  CONST_13  C22  C17  C18  C19    0.00  0.0  0
 O5E  CONST_14  C22  C21  C20  C19    0.00  0.0  0
 O5E  CONST_15  N08  N07  N06  N05    0.00  0.0  0
 O5E  CONST_16  N07  N08  C04  N05    0.00  0.0  0
 O5E  CONST_17  N08  C04  N05  N06    0.00  0.0  0
 O5E  CONST_18  C19  C18  C17  C09  180.00  0.0  0
 O5E  CONST_19  C21  C22  C17  C09  180.00  0.0  0
 O5E  CONST_20  N10  C11  C12  C13  180.00  0.0  0
 O5E  CONST_21  N10  C11  C16  C15  180.00  0.0  0
 O5E  CONST_22  N06  N05  C04  N03  180.00  0.0  0
 O5E  CONST_23  N07  N08  C04  N03  180.00  0.0  0
 O5E  CONST_24  H3   C13  C12  C11  180.00  0.0  0
 O5E  CONST_25  H5   C15  C16  C11  180.00  0.0  0
 O5E  CONST_26  H4   C14  C13  C12  180.00  0.0  0
 O5E  CONST_27  H6   C16  C11  C12  180.00  0.0  0
 O5E  CONST_28  H2   C12  C13  C14  180.00  0.0  0
 O5E  CONST_29  H8   C19  C18  C17  180.00  0.0  0
 O5E  CONST_30  H10  C21  C22  C17  180.00  0.0  0
 O5E  CONST_31  H9   C20  C19  C18  180.00  0.0  0
 O5E  CONST_32  H11  C22  C17  C18  180.00  0.0  0
 O5E  CONST_33  H7   C18  C19  C20  180.00  0.0  0
 O5E  CONST_34  H13  N05  N06  N07  180.00  0.0  0
 O5E  CONST_35  N05  C04  N03  C02    0.00  0.0  0
 O5E  CONST_36  N08  C04  N03  C02  180.00  0.0  0
 O5E  CONST_39  H14  N10  C11  C12    0.00  0.0  0
 O5E  CONST_40  H12  N03  C04  N05  180.00  0.0  0
 O5E  CONST_41  C09  C02  N03  C04  180.00  0.0  0
 O5E  CONST_42  O01  C02  N03  C04    0.00  0.0  0

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
 O5E  chir_01  C09  N10  C17  C02  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
 O5E  plan-1  C04  0.020
 O5E  plan-1  N03  0.020
 O5E  plan-1  N05  0.020
 O5E  plan-1  N06  0.020
 O5E  plan-1  N07  0.020
 O5E  plan-1  N08  0.020
 O5E  plan-1  H13  0.020
 O5E  plan-2  C11  0.020
 O5E  plan-2  C12  0.020
 O5E  plan-2  C13  0.020
 O5E  plan-2  C14  0.020
 O5E  plan-2  C15  0.020
 O5E  plan-2  C16  0.020
 O5E  plan-2  N10  0.020
 O5E  plan-2  H2   0.020
 O5E  plan-2  H3   0.020
 O5E  plan-2  H4   0.020
 O5E  plan-2  H5   0.020
 O5E  plan-2  H6   0.020
 O5E  plan-3  C09  0.020
 O5E  plan-3  C17  0.020
 O5E  plan-3  C18  0.020
 O5E  plan-3  C19  0.020
 O5E  plan-3  C20  0.020
 O5E  plan-3  C21  0.020
 O5E  plan-3  C22  0.020
 O5E  plan-3  H7   0.020
 O5E  plan-3  H8   0.020
 O5E  plan-3  H9   0.020
 O5E  plan-3  H10  0.020
 O5E  plan-3  H11  0.020
 O5E  plan-4  C02  0.020
 O5E  plan-4  C04  0.020
 O5E  plan-4  C09  0.020
 O5E  plan-4  N03  0.020
 O5E  plan-4  O01  0.020
 O5E  plan-4  H12  0.020
 O5E  plan-5  C09  0.020
 O5E  plan-5  C11  0.020
 O5E  plan-5  N10  0.020
 O5E  plan-5  H14  0.020

