# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue May 12 19:06:25 2020
#   Inital geometry file: a 100 line input string
#   Ligand name: 2-{[3-fluoro-4-(1H-tetrazol-5-yl)phenyl]methyl}-3-hydroxy-1-benzofuran-7-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: NC(=O)c1cccc2c(O)c(Cc3ccc(c(F)c3)c4[nH]nnn4)oc12
#
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
 KYY  KYY  2-{[3-fluoro-4-(1H-tetrazol-5-yl)phenyl]methyl}-3-hydroxy-1-benzofuran-7-carboxamide  ligand  38  26  .  2021-08-12  2021-08-12  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_KYY
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
 KYY  C10  C  CR16  0  -0.277   1.5600  -1.6802   0.4741
 KYY  C11  C  CR16  0  -0.256   2.6998  -1.1908  -0.1298
 KYY  C12  C  CR6   0  -0.191   3.1866   0.0839   0.1768
 KYY  C14  C  CR6   0   0.587   2.4751   0.8233   1.1103
 KYY  C7   C  CR5   0   0.291  -1.5447  -1.3719   1.1100
 KYY  C1   C  CR6   0  -0.148  -3.6837   0.7284  -0.7805
 KYY  O2   O  O     0  -0.444  -1.9262  -0.1234   0.6903
 KYY  C2   C  CR16  0  -0.296  -4.7304   0.3085  -1.5959
 KYY  C3   C  CR16  0  -0.259  -5.0395  -1.0433  -1.7682
 KYY  C4   C  CR16  0  -0.320  -4.3149  -2.0295  -1.1240
 KYY  C5   C  CR56  0  -0.047  -3.2640  -1.6347  -0.2989
 KYY  F    F  F     0  -0.308   2.9083   2.0510   1.4350
 KYY  C13  C  CR5   0   0.539   4.3903   0.5661  -0.4824
 KYY  N4   N  NR15  0  -0.511   5.0179   1.7353  -0.3164
 KYY  N3   N  N     0  -0.071   6.0743   1.7759  -1.1077
 KYY  N2   N  N     0  -0.136   6.0953   0.6691  -1.7386
 KYY  N1   N  N     0  -0.343   5.0759  -0.1049  -1.3835
 KYY  C15  C  CR16  0  -0.457   1.3338   0.3521   1.7253
 KYY  C9   C  CR6   0   0.150   0.8655  -0.9150   1.4104
 KYY  C6   C  CR5   0   0.200  -2.3148  -2.3216   0.5331
 KYY  O1   O  OH1   0  -0.618  -2.1718  -3.6467   0.7093
 KYY  C16  C  CR56  0   0.374  -2.9590  -0.2794  -0.1513
 KYY  C    C  C     0   0.484  -3.3038   2.1645  -0.6307
 KYY  O    O  O     0  -0.469  -2.1376   2.4991  -0.4887
 KYY  N    N  NH2   0  -0.806  -4.3220   3.0364  -0.6805
 KYY  H1   H  HCR6  0   0.268   1.2066  -2.6710   0.2185
 KYY  H2   H  HCR6  0   0.280   3.2298  -1.7989  -0.8498
 KYY  H4   H  HCH2  0   0.291  -0.6186  -0.8857   2.9578
 KYY  H5   H  HCH2  0   0.298  -0.2558  -2.4852   2.3412
 KYY  H6   H  HCR6  0   0.269  -5.3129   1.0424  -2.1377
 KYY  H7   H  HCR6  0   0.266  -5.8578  -1.3160  -2.4204
 KYY  H8   H  HCR6  0   0.265  -4.5645  -3.0738  -1.2626
 KYY  H9   H  HNR5  0   0.447   4.8026   2.5184   0.2833
 KYY  H10  H  HCR6  0   0.286   0.8215   0.9754   2.4470
 KYY  H11  H  HNH2  0   0.414  -5.2834   2.7435  -0.6673
 KYY  H12  H  HNH2  0   0.406  -4.1399   4.0240  -0.6040
 KYY  H3   H  HOH1  0   0.482  -2.9576  -4.1134   0.4071
 KYY  C8   C  CH2   0  -0.643  -0.3958  -1.4444   2.0445

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
 KYY  F    C14  single    1.342  0.020  1.342
 KYY  N4   N3   aromatic  1.321  0.020  1.321
 KYY  N4   C13  aromatic  1.337  0.020  1.337
 KYY  N3   N2   aromatic  1.274  0.020  1.274
 KYY  C14  C15  aromatic  1.379  0.020  1.379
 KYY  C14  C12  aromatic  1.387  0.020  1.387
 KYY  C15  C9   aromatic  1.387  0.020  1.387
 KYY  C13  C12  single    1.455  0.020  1.455
 KYY  C13  N1   aromatic  1.316  0.020  1.316
 KYY  N2   N1   aromatic  1.328  0.020  1.328
 KYY  C12  C11  aromatic  1.398  0.020  1.398
 KYY  C9   C8   single    1.508  0.020  1.508
 KYY  C9   C10  aromatic  1.394  0.020  1.394
 KYY  O1   C6   single    1.344  0.020  1.344
 KYY  C8   C7   single    1.483  0.020  1.483
 KYY  C11  C10  aromatic  1.380  0.020  1.380
 KYY  C6   C7   aromatic  1.352  0.020  1.352
 KYY  C6   C5   aromatic  1.437  0.020  1.437
 KYY  C7   O2   aromatic  1.371  0.020  1.371
 KYY  O2   C16  aromatic  1.341  0.020  1.341
 KYY  C5   C4   aromatic  1.393  0.020  1.393
 KYY  C5   C16  aromatic  1.397  0.020  1.397
 KYY  C4   C3   aromatic  1.383  0.020  1.383
 KYY  C16  C1   aromatic  1.392  0.020  1.392
 KYY  C3   C2   aromatic  1.397  0.020  1.397
 KYY  C1   C2   aromatic  1.392  0.020  1.392
 KYY  C1   C    single    1.493  0.020  1.493
 KYY  N    C    single    1.341  0.020  1.341
 KYY  C    O    double    1.222  0.020  1.222
 KYY  C10  H1   single    0.930  0.020  1.080
 KYY  C11  H2   single    0.930  0.020  1.080
 KYY  C8   H4   single    0.970  0.020  1.090
 KYY  C8   H5   single    0.970  0.020  1.090
 KYY  C2   H6   single    0.930  0.020  1.080
 KYY  C3   H7   single    0.930  0.020  1.080
 KYY  C4   H8   single    0.930  0.020  1.080
 KYY  N4   H9   single    0.860  0.020  1.020
 KYY  C15  H10  single    0.930  0.020  1.080
 KYY  N    H11  single    0.860  0.020  1.020
 KYY  N    H12  single    0.860  0.020  1.020
 KYY  O1   H3   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
 KYY  H1   C10  C9   119.88  3.000
 KYY  H1   C10  C11  119.41  3.000
 KYY  C9   C10  C11  120.71  3.000
 KYY  H2   C11  C12  119.21  3.000
 KYY  H2   C11  C10  119.80  3.000
 KYY  C12  C11  C10  120.99  3.000
 KYY  C13  C12  C14  123.55  3.000
 KYY  C13  C12  C11  119.40  3.000
 KYY  C14  C12  C11  117.05  3.000
 KYY  C15  C14  F    118.15  3.000
 KYY  C15  C14  C12  122.84  3.000
 KYY  F    C14  C12  119.01  3.000
 KYY  C6   C7   O2   110.52  3.000
 KYY  O2   C7   C8   116.94  3.000
 KYY  C6   C7   C8   132.52  3.000
 KYY  C    C1   C16  121.24  3.000
 KYY  C    C1   C2   122.71  3.000
 KYY  C16  C1   C2   115.98  3.000
 KYY  C16  O2   C7   107.48  3.000
 KYY  H6   C2   C3   118.37  3.000
 KYY  H6   C2   C1   119.57  3.000
 KYY  C3   C2   C1   122.04  3.000
 KYY  H7   C3   C4   119.84  3.000
 KYY  H7   C3   C2   119.06  3.000
 KYY  C4   C3   C2   121.10  3.000
 KYY  H8   C4   C5   121.54  3.000
 KYY  H8   C4   C3   120.49  3.000
 KYY  C5   C4   C3   117.97  3.000
 KYY  C16  C5   C6   104.97  3.000
 KYY  C16  C5   C4   120.14  3.000
 KYY  C6   C5   C4   134.89  3.000
 KYY  N1   C13  N4   106.63  3.000
 KYY  N1   C13  C12  124.91  3.000
 KYY  N4   C13  C12  128.46  3.000
 KYY  H9   N4   N3   120.18  3.000
 KYY  H9   N4   C13  130.68  3.000
 KYY  N3   N4   C13  109.14  3.000
 KYY  N2   N3   N4   106.45  3.000
 KYY  N1   N2   N3   111.17  3.000
 KYY  N2   N1   C13  106.60  3.000
 KYY  H10  C15  C9   121.17  3.000
 KYY  H10  C15  C14  119.48  3.000
 KYY  C9   C15  C14  119.35  3.000
 KYY  C15  C9   C8   120.51  3.000
 KYY  C8   C9   C10  120.42  3.000
 KYY  C15  C9   C10  119.05  3.000
 KYY  O1   C6   C5   128.12  3.000
 KYY  C5   C6   C7   106.71  3.000
 KYY  O1   C6   C7   125.16  3.000
 KYY  H3   O1   C6   110.48  3.000
 KYY  C5   C16  O2   110.31  3.000
 KYY  C5   C16  C1   122.76  3.000
 KYY  O2   C16  C1   126.90  3.000
 KYY  N    C    O    123.44  3.000
 KYY  O    C    C1   121.20  3.000
 KYY  N    C    C1   115.36  3.000
 KYY  H12  N    H11  117.23  3.000
 KYY  H12  N    C    119.82  3.000
 KYY  H11  N    C    122.42  3.000
 KYY  H5   C8   H4   106.64  3.000
 KYY  H5   C8   C9   110.00  3.000
 KYY  H4   C8   C9   110.02  3.000
 KYY  H5   C8   C7   108.50  3.000
 KYY  H4   C8   C7   110.09  3.000
 KYY  C9   C8   C7   111.47  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
 KYY  CONST_01  C14  C15  C9   C10    0.00   0.0  0
 KYY  CONST_02  C14  C12  C11  C10    0.00   0.0  0
 KYY  CONST_03  C13  C12  C11  C10  180.00   0.0  0
 KYY  CONST_04  C15  C14  C12  C11    0.00   0.0  0
 KYY  CONST_05  N4   C13  C12  C11  180.00   0.0  0
 KYY  CONST_06  N1   C13  C12  C11    0.00   0.0  0
 KYY  CONST_07  C15  C9   C10  C11    0.00   0.0  0
 KYY  CONST_08  C9   C15  C14  C12    0.00   0.0  0
 KYY  CONST_09  N3   N4   C13  C12  180.00   0.0  0
 KYY  CONST_10  N2   N1   C13  C12  180.00   0.0  0
 KYY  CONST_11  C9   C10  C11  C12    0.00   0.0  0
 KYY  CONST_12  N4   C13  C12  C14    0.00   0.0  0
 KYY  CONST_13  N1   C13  C12  C14  180.00   0.0  0
 KYY  CONST_14  C4   C5   C6   C7   180.00   0.0  0
 KYY  CONST_15  C16  C5   C6   C7     0.00   0.0  0
 KYY  CONST_16  C5   C16  O2   C7     0.00   0.0  0
 KYY  CONST_17  C1   C16  O2   C7   180.00   0.0  0
 KYY  CONST_18  C6   C5   C16  C1   180.00   0.0  0
 KYY  CONST_19  C4   C5   C16  C1     0.00   0.0  0
 KYY  CONST_20  C4   C3   C2   C1     0.00   0.0  0
 KYY  CONST_21  C5   C6   C7   O2     0.00   0.0  0
 KYY  CONST_22  C6   C5   C16  O2     0.00   0.0  0
 KYY  CONST_23  C4   C5   C16  O2   180.00   0.0  0
 KYY  CONST_24  C2   C1   C16  O2   180.00   0.0  0
 KYY  CONST_25  C5   C4   C3   C2     0.00   0.0  0
 KYY  CONST_26  C5   C16  C1   C2     0.00   0.0  0
 KYY  CONST_27  C6   C5   C4   C3   180.00   0.0  0
 KYY  CONST_28  C16  C5   C4   C3     0.00   0.0  0
 KYY  CONST_29  C16  C1   C2   C3     0.00   0.0  0
 KYY  CONST_30  N2   N3   N4   C13    0.00   0.0  0
 KYY  CONST_31  C15  C14  C12  C13  180.00   0.0  0
 KYY  CONST_32  N3   N2   N1   C13    0.00   0.0  0
 KYY  CONST_33  N1   N2   N3   N4     0.00   0.0  0
 KYY  CONST_34  N2   N1   C13  N4     0.00   0.0  0
 KYY  CONST_35  N1   C13  N4   N3     0.00   0.0  0
 KYY  CONST_36  C16  O2   C7   C6     0.00   0.0  0
 KYY  CONST_37  F    C14  C12  C11  180.00   0.0  0
 KYY  CONST_38  C8   C9   C10  C11  180.00   0.0  0
 KYY  CONST_39  C8   C9   C15  C14  180.00   0.0  0
 KYY  CONST_40  C5   C6   C7   C8   180.00   0.0  0
 KYY  CONST_41  C16  O2   C7   C8   180.00   0.0  0
 KYY  CONST_42  O1   C6   C7   O2   180.00   0.0  0
 KYY  CONST_43  C    C1   C16  O2     0.00   0.0  0
 KYY  CONST_44  C    C1   C2   C3   180.00   0.0  0
 KYY  CONST_45  O1   C6   C5   C4     0.00   0.0  0
 KYY  CONST_46  C    C1   C16  C5   180.00   0.0  0
 KYY  CONST_47  C9   C15  C14  F    180.00   0.0  0
 KYY  CONST_48  C13  C12  C14  F      0.00   0.0  0
 KYY  CONST_49  C16  C5   C6   O1   180.00   0.0  0
 KYY  CONST_50  H10  C15  C9   C10  180.00   0.0  0
 KYY  CONST_51  H9   N4   C13  C12    0.00   0.0  0
 KYY  CONST_52  H1   C10  C11  C12  180.00   0.0  0
 KYY  CONST_53  H2   C11  C12  C14  180.00   0.0  0
 KYY  CONST_54  H7   C3   C2   C1   180.00   0.0  0
 KYY  CONST_55  H8   C4   C3   C2   180.00   0.0  0
 KYY  CONST_56  H6   C2   C3   C4   180.00   0.0  0
 KYY  CONST_57  H11  N    C    C1     0.00   0.0  0
 KYY  CONST_58  H12  N    C    C1   180.00   0.0  0
 KYY  Var_01    C7   C8   C9   C10  -75.88  30.0  2
 KYY  Var_02    C9   C8   C7   O2   -62.63  30.0  1
 KYY  Var_03    N    C    C1   C2    34.31  30.0  2

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
 KYY  plan-1  C12  0.020
 KYY  plan-1  C13  0.020
 KYY  plan-1  N4   0.020
 KYY  plan-1  N3   0.020
 KYY  plan-1  N2   0.020
 KYY  plan-1  N1   0.020
 KYY  plan-1  H9   0.020
 KYY  plan-2  C10  0.020
 KYY  plan-2  C11  0.020
 KYY  plan-2  C12  0.020
 KYY  plan-2  C14  0.020
 KYY  plan-2  F    0.020
 KYY  plan-2  C13  0.020
 KYY  plan-2  C15  0.020
 KYY  plan-2  C9   0.020
 KYY  plan-2  H1   0.020
 KYY  plan-2  H2   0.020
 KYY  plan-2  H10  0.020
 KYY  plan-2  C8   0.020
 KYY  plan-3  C7   0.020
 KYY  plan-3  C1   0.020
 KYY  plan-3  O2   0.020
 KYY  plan-3  C2   0.020
 KYY  plan-3  C3   0.020
 KYY  plan-3  C4   0.020
 KYY  plan-3  C5   0.020
 KYY  plan-3  C6   0.020
 KYY  plan-3  O1   0.020
 KYY  plan-3  C16  0.020
 KYY  plan-3  C    0.020
 KYY  plan-3  H6   0.020
 KYY  plan-3  H7   0.020
 KYY  plan-3  H8   0.020
 KYY  plan-3  C8   0.020
 KYY  plan-4  C1   0.020
 KYY  plan-4  C    0.020
 KYY  plan-4  O    0.020
 KYY  plan-4  N    0.020
 KYY  plan-4  H11  0.020
 KYY  plan-4  H12  0.020

