# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue May 12 06:20:10 2020
#   Inital geometry file: a 155 line input string
#   Ligand name: ~{N}-[4-oxidanylidene-2-(1~{H}-1,2,3,4-tetrazol-5-yl)chromen-8-yl]-4-(4-phenylbutoxy)benzamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: O=C(Nc1cccc2C(=O)C=C(Oc12)c3[nH]nnn3)c4ccc(OCCCCc5ccccc5)cc4
#
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
 KNT  KNT  ~{N}-[4-oxidanylidene-2-(1~{H}-1,2,3,4-tetrazol-5-yl)chromen-8-yl]-4-(4-phenylbutoxy)benzamide  ligand  59  36  .  2021-08-12  2021-08-12  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_KNT
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
 KNT  N1   N  NR15  0  -0.475  -3.8876  -2.7348   0.7184
 KNT  N3   N  N     0  -0.129  -4.9989  -4.4215   1.2140
 KNT  C4   C  CR16  0  -0.305  -6.6100   2.9220  -0.2758
 KNT  C5   C  CR66  0  -0.121  -6.3544   1.5750  -0.0099
 KNT  C6   C  CR6   0   0.470  -7.4302   0.6497   0.3746
 KNT  C7   C  CR16  0  -0.470  -6.9871  -0.7092   0.6306
 KNT  C8   C  CR6   0   0.402  -5.6906  -1.0361   0.5142
 KNT  C10  C  CR66  0   0.334  -5.0463   1.1107  -0.1042
 KNT  C13  C  CR16  0  -0.331   1.1061  -0.2287  -1.5456
 KNT  C15  C  CH2   0  -0.177   4.5015  -0.2189  -0.2353
 KNT  C17  C  CH2   0  -0.424   6.9789  -0.5787  -0.1381
 KNT  C20  C  CR16  0  -0.311   9.9325  -1.3978   1.1123
 KNT  C21  C  CR16  0  -0.239  11.1082  -0.9379   1.6904
 KNT  C22  C  CR16  0  -0.275  11.8495   0.0575   1.0660
 KNT  C24  C  CR16  0  -0.315  10.2277   0.1234  -0.7117
 KNT  C26  C  CR16  0  -0.247   0.7712   1.5624   0.5346
 KNT  C9   C  CR5   0   0.464  -5.1695  -2.3692   0.7638
 KNT  N4   N  N     0  -0.321  -5.8719  -3.4312   1.0758
 KNT  N2   N  N     0  -0.055  -3.8058  -4.0177   1.0031
 KNT  O2   O  O     0  -0.473  -4.7299  -0.1788   0.1617
 KNT  C3   C  CR16  0  -0.247  -5.5776   3.7597  -0.6363
 KNT  C2   C  CR16  0  -0.287  -4.2765   3.2724  -0.7510
 KNT  C1   C  CR6   0   0.299  -3.9897   1.9443  -0.4864
 KNT  N    N  NH1   0  -0.775  -2.7010   1.4127  -0.6010
 KNT  C    C  C     0   0.539  -1.5952   1.9728  -0.0305
 KNT  O    O  O     0  -0.457  -1.6605   2.9758   0.6571
 KNT  C11  C  CR6   0  -0.077  -0.3105   1.2766  -0.2932
 KNT  C25  C  CR16  0  -0.369   2.0049   0.9628   0.3472
 KNT  C14  C  CR6   0   0.397   2.1823   0.0574  -0.7000
 KNT  C12  C  CR16  0  -0.282  -0.1180   0.3732  -1.3426
 KNT  O3   O  O2    0  -0.467   3.3332  -0.5693  -0.9692
 KNT  C16  C  CH2   0  -0.460   5.6722  -0.9893  -0.8066
 KNT  C18  C  CH2   0  -0.507   8.1801  -1.3421  -0.6980
 KNT  C19  C  CR6   0   0.138   9.4758  -0.8750  -0.0965
 KNT  C23  C  CR16  0  -0.239  11.4047   0.5871  -0.1384
 KNT  H1   H  HNR5  0   0.452  -3.0547  -2.1967   0.5184
 KNT  H2   H  HCR6  0   0.276  -7.6230   3.2932  -0.2007
 KNT  H3   H  HCR6  0   0.301  -7.7056  -1.4629   0.9221
 KNT  H4   H  HCR6  0   0.273   1.2441  -0.9168  -2.3695
 KNT  H5   H  HCH2  0   0.227   4.6814   0.8590  -0.3174
 KNT  H6   H  HCH2  0   0.229   4.3683  -0.4539   0.8264
 KNT  H7   H  HCH2  0   0.230   7.1372   0.4950  -0.2776
 KNT  H8   H  HCH2  0   0.230   6.9165  -0.7439   0.9421
 KNT  H10  H  HCR6  0   0.252  11.4469  -1.3594   2.6284
 KNT  H11  H  HCR6  0   0.253  12.7679   0.4154   1.5133
 KNT  H12  H  HCR6  0   0.245   9.8913   0.5413  -1.6539
 KNT  H13  H  HCR6  0   0.267   0.6526   2.2642   1.3489
 KNT  H14  H  HCR6  0   0.276  -5.7723   4.8017  -0.8487
 KNT  H15  H  HCR6  0   0.288  -3.4847   3.9364  -1.0674
 KNT  H16  H  HNH1  0   0.412  -2.6169   0.5058  -1.0312
 KNT  H17  H  HCR6  0   0.288   2.8114   1.2102   1.0233
 KNT  H18  H  HCR6  0   0.263  -0.9105   0.1469  -2.0456
 KNT  H19  H  HCH2  0   0.235   5.5098  -2.0632  -0.6776
 KNT  H20  H  HCH2  0   0.234   5.7407  -0.8007  -1.8818
 KNT  H21  H  HCH2  0   0.241   8.0461  -2.4112  -0.5118
 KNT  H22  H  HCH2  0   0.240   8.2107  -1.2143  -1.7835
 KNT  H23  H  HCR6  0   0.252  11.9773   1.3598  -0.6355
 KNT  O1   O  O     0  -0.418  -8.5958   0.9949   0.4709
 KNT  H9   H  HCR6  0   0.245   9.3601  -2.1753   1.6055

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
 KNT  C21  C22  aromatic  1.389  0.020  1.389
 KNT  C21  C20  aromatic  1.389  0.020  1.389
 KNT  C22  C23  aromatic  1.389  0.020  1.389
 KNT  C20  C19  aromatic  1.394  0.020  1.394
 KNT  C23  C24  aromatic  1.389  0.020  1.389
 KNT  C19  C24  aromatic  1.393  0.020  1.393
 KNT  C19  C18  single    1.503  0.020  1.503
 KNT  C18  C17  single    1.529  0.020  1.529
 KNT  C17  C16  single    1.524  0.020  1.524
 KNT  C16  C15  single    1.513  0.020  1.513
 KNT  C15  O3   single    1.423  0.020  1.423
 KNT  O3   C14  single    1.338  0.020  1.338
 KNT  C14  C13  aromatic  1.398  0.020  1.398
 KNT  C14  C25  aromatic  1.396  0.020  1.396
 KNT  C13  C12  aromatic  1.379  0.020  1.379
 KNT  C25  C26  aromatic  1.384  0.020  1.384
 KNT  C12  C11  aromatic  1.398  0.020  1.398
 KNT  N2   N3   aromatic  1.277  0.020  1.277
 KNT  N2   N1   aromatic  1.317  0.020  1.317
 KNT  C26  C11  aromatic  1.392  0.020  1.392
 KNT  N3   N4   aromatic  1.327  0.020  1.327
 KNT  C11  C    single    1.485  0.020  1.485
 KNT  N1   C9   aromatic  1.334  0.020  1.334
 KNT  N4   C9   aromatic  1.311  0.020  1.311
 KNT  C9   C8   single    1.453  0.020  1.453
 KNT  C    N    single    1.365  0.020  1.365
 KNT  C    O    double    1.218  0.020  1.218
 KNT  N    C1   single    1.399  0.020  1.399
 KNT  O2   C8   single    1.335  0.020  1.335
 KNT  O2   C10  single    1.354  0.020  1.354
 KNT  C8   C7   double    1.342  0.020  1.342
 KNT  C1   C10  aromatic  1.399  0.020  1.399
 KNT  C1   C2   aromatic  1.384  0.020  1.384
 KNT  C10  C5   aromatic  1.391  0.020  1.391
 KNT  C7   C6   single    1.452  0.020  1.452
 KNT  C2   C3   aromatic  1.394  0.020  1.394
 KNT  C5   C6   single    1.470  0.020  1.470
 KNT  C5   C4   aromatic  1.397  0.020  1.397
 KNT  C6   O1   double    1.219  0.020  1.219
 KNT  C3   C4   aromatic  1.378  0.020  1.378
 KNT  N1   H1   single    0.860  0.020  1.020
 KNT  C4   H2   single    0.930  0.020  1.080
 KNT  C7   H3   single    0.930  0.020  1.080
 KNT  C13  H4   single    0.930  0.020  1.080
 KNT  C15  H5   single    0.970  0.020  1.090
 KNT  C15  H6   single    0.970  0.020  1.090
 KNT  C17  H7   single    0.970  0.020  1.090
 KNT  C17  H8   single    0.970  0.020  1.090
 KNT  C20  H9   single    0.930  0.020  1.080
 KNT  C21  H10  single    0.930  0.020  1.080
 KNT  C22  H11  single    0.930  0.020  1.080
 KNT  C24  H12  single    0.930  0.020  1.080
 KNT  C26  H13  single    0.930  0.020  1.080
 KNT  C3   H14  single    0.930  0.020  1.080
 KNT  C2   H15  single    0.930  0.020  1.080
 KNT  N    H16  single    0.860  0.020  1.020
 KNT  C25  H17  single    0.930  0.020  1.080
 KNT  C12  H18  single    0.930  0.020  1.080
 KNT  C16  H19  single    0.970  0.020  1.090
 KNT  C16  H20  single    0.970  0.020  1.090
 KNT  C18  H21  single    0.970  0.020  1.090
 KNT  C18  H22  single    0.970  0.020  1.090
 KNT  C23  H23  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
 KNT  H1   N1   N2   120.66  3.000
 KNT  H1   N1   C9   130.71  3.000
 KNT  N2   N1   C9   108.63  3.000
 KNT  N2   N3   N4   111.19  3.000
 KNT  H2   C4   C3   120.77  3.000
 KNT  H2   C4   C5   119.29  3.000
 KNT  C3   C4   C5   119.94  3.000
 KNT  C10  C5   C6   119.71  3.000
 KNT  C6   C5   C4   121.53  3.000
 KNT  C10  C5   C4   118.76  3.000
 KNT  O1   C6   C7   122.86  3.000
 KNT  O1   C6   C5   122.82  3.000
 KNT  C7   C6   C5   114.32  3.000
 KNT  H3   C7   C8   119.71  3.000
 KNT  H3   C7   C6   119.80  3.000
 KNT  C8   C7   C6   120.49  3.000
 KNT  O2   C8   C9   112.11  3.000
 KNT  O2   C8   C7   124.17  3.000
 KNT  C9   C8   C7   123.71  3.000
 KNT  C1   C10  O2   116.40  3.000
 KNT  C1   C10  C5   121.99  3.000
 KNT  O2   C10  C5   121.62  3.000
 KNT  H4   C13  C12  120.18  3.000
 KNT  H4   C13  C14  119.49  3.000
 KNT  C12  C13  C14  120.32  3.000
 KNT  H6   C15  H5   107.67  3.000
 KNT  H6   C15  C16  110.53  3.000
 KNT  H5   C15  C16  110.21  3.000
 KNT  H6   C15  O3   110.31  3.000
 KNT  H5   C15  O3   109.77  3.000
 KNT  C16  C15  O3   108.36  3.000
 KNT  H8   C17  H7   106.39  3.000
 KNT  H8   C17  C18  109.32  3.000
 KNT  H7   C17  C18  109.24  3.000
 KNT  H8   C17  C16  110.08  3.000
 KNT  H7   C17  C16  109.41  3.000
 KNT  C18  C17  C16  112.23  3.000
 KNT  H9   C20  C19  119.37  3.000
 KNT  H9   C20  C21  119.69  3.000
 KNT  C19  C20  C21  120.95  3.000
 KNT  H10  C21  C22  120.09  3.000
 KNT  H10  C21  C20  119.78  3.000
 KNT  C22  C21  C20  120.13  3.000
 KNT  H11  C22  C23  120.26  3.000
 KNT  H11  C22  C21  120.26  3.000
 KNT  C23  C22  C21  119.48  3.000
 KNT  H12  C24  C23  119.54  3.000
 KNT  H12  C24  C19  119.51  3.000
 KNT  C23  C24  C19  120.95  3.000
 KNT  H13  C26  C25  118.73  3.000
 KNT  H13  C26  C11  119.73  3.000
 KNT  C25  C26  C11  121.54  3.000
 KNT  N4   C9   C8   126.30  3.000
 KNT  C8   C9   N1   126.18  3.000
 KNT  N4   C9   N1   107.52  3.000
 KNT  C9   N4   N3   106.06  3.000
 KNT  N3   N2   N1   106.60  3.000
 KNT  C10  O2   C8   119.69  3.000
 KNT  H14  C3   C2   119.26  3.000
 KNT  H14  C3   C4   120.17  3.000
 KNT  C2   C3   C4   120.56  3.000
 KNT  H15  C2   C1   119.58  3.000
 KNT  H15  C2   C3   119.55  3.000
 KNT  C1   C2   C3   120.86  3.000
 KNT  N    C1   C2   122.68  3.000
 KNT  C2   C1   C10  117.87  3.000
 KNT  N    C1   C10  119.45  3.000
 KNT  H16  N    C    118.72  3.000
 KNT  H16  N    C1   117.01  3.000
 KNT  C    N    C1   123.80  3.000
 KNT  C11  C    O    122.17  3.000
 KNT  O    C    N    122.05  3.000
 KNT  C11  C    N    115.77  3.000
 KNT  C12  C11  C    123.71  3.000
 KNT  C    C11  C26  118.10  3.000
 KNT  C12  C11  C26  118.17  3.000
 KNT  H17  C25  C14  121.52  3.000
 KNT  H17  C25  C26  118.75  3.000
 KNT  C14  C25  C26  119.72  3.000
 KNT  O3   C14  C25  124.35  3.000
 KNT  C25  C14  C13  119.25  3.000
 KNT  O3   C14  C13  116.40  3.000
 KNT  H18  C12  C11  121.42  3.000
 KNT  H18  C12  C13  117.56  3.000
 KNT  C11  C12  C13  120.98  3.000
 KNT  C14  O3   C15  119.15  3.000
 KNT  H20  C16  H19  107.13  3.000
 KNT  H20  C16  C17  109.33  3.000
 KNT  H19  C16  C17  109.88  3.000
 KNT  H20  C16  C15  109.38  3.000
 KNT  H19  C16  C15  109.90  3.000
 KNT  C17  C16  C15  111.13  3.000
 KNT  H22  C18  H21  106.67  3.000
 KNT  H22  C18  C19  109.68  3.000
 KNT  H21  C18  C19  109.96  3.000
 KNT  H22  C18  C17  109.09  3.000
 KNT  H21  C18  C17  109.23  3.000
 KNT  C19  C18  C17  112.05  3.000
 KNT  C18  C19  C24  120.75  3.000
 KNT  C18  C19  C20  120.86  3.000
 KNT  C24  C19  C20  118.35  3.000
 KNT  H23  C23  C24  119.79  3.000
 KNT  H23  C23  C22  120.07  3.000
 KNT  C24  C23  C22  120.14  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
 KNT  CONST_01  N4   N3   N2   N1      0.00   0.0  0
 KNT  CONST_02  N3   N4   C9   N1      0.00   0.0  0
 KNT  CONST_03  C9   N1   N2   N3      0.00   0.0  0
 KNT  CONST_04  C1   C10  C5   C4      0.00   0.0  0
 KNT  CONST_05  C1   C2   C3   C4      0.00   0.0  0
 KNT  CONST_06  C2   C1   C10  C5      0.00   0.0  0
 KNT  CONST_07  C2   C3   C4   C5      0.00   0.0  0
 KNT  CONST_08  C3   C2   C1   C10     0.00   0.0  0
 KNT  CONST_09  C3   C4   C5   C10     0.00   0.0  0
 KNT  CONST_10  C26  C25  C14  C13     0.00   0.0  0
 KNT  CONST_11  C26  C11  C12  C13     0.00   0.0  0
 KNT  CONST_12  C23  C22  C21  C20     0.00   0.0  0
 KNT  CONST_13  C23  C24  C19  C20     0.00   0.0  0
 KNT  CONST_14  C24  C23  C22  C21     0.00   0.0  0
 KNT  CONST_15  C24  C19  C20  C21     0.00   0.0  0
 KNT  CONST_16  C19  C20  C21  C22     0.00   0.0  0
 KNT  CONST_17  C19  C24  C23  C22     0.00   0.0  0
 KNT  CONST_18  N2   N3   N4   C9      0.00   0.0  0
 KNT  CONST_19  N2   N1   C9   N4      0.00   0.0  0
 KNT  CONST_20  C14  C13  C12  C11     0.00   0.0  0
 KNT  CONST_21  C14  C25  C26  C11     0.00   0.0  0
 KNT  CONST_22  C12  C13  C14  C25     0.00   0.0  0
 KNT  CONST_23  C12  C11  C26  C25     0.00   0.0  0
 KNT  CONST_24  C8   C9   N4   N3    180.00   0.0  0
 KNT  CONST_25  N2   N1   C9   C8    180.00   0.0  0
 KNT  CONST_26  N    C1   C10  C5    180.00   0.0  0
 KNT  CONST_27  C    C11  C12  C13   180.00   0.0  0
 KNT  CONST_28  C18  C19  C20  C21   180.00   0.0  0
 KNT  CONST_29  O3   C14  C25  C26   180.00   0.0  0
 KNT  CONST_30  N    C1   C10  O2      0.00   0.0  0
 KNT  CONST_31  N    C1   C2   C3    180.00   0.0  0
 KNT  CONST_32  C25  C26  C11  C     180.00   0.0  0
 KNT  CONST_33  O3   C14  C13  C12   180.00   0.0  0
 KNT  CONST_34  C23  C24  C19  C18   180.00   0.0  0
 KNT  CONST_35  H1   N1   N2   N3    180.00   0.0  0
 KNT  CONST_36  H15  C2   C3   C4    180.00   0.0  0
 KNT  CONST_37  H14  C3   C4   C5    180.00   0.0  0
 KNT  CONST_38  H2   C4   C5   C6      0.00   0.0  0
 KNT  CONST_39  H17  C25  C14  C13   180.00   0.0  0
 KNT  CONST_40  H11  C22  C21  C20   180.00   0.0  0
 KNT  CONST_41  H12  C24  C19  C20   180.00   0.0  0
 KNT  CONST_42  H23  C23  C22  C21   180.00   0.0  0
 KNT  CONST_43  H9   C20  C21  C22   180.00   0.0  0
 KNT  CONST_44  H18  C12  C11  C26   180.00   0.0  0
 KNT  CONST_45  H4   C13  C12  C11   180.00   0.0  0
 KNT  CONST_46  H13  C26  C25  C14   180.00   0.0  0
 KNT  CONST_47  H10  C21  C20  C19   180.00   0.0  0
 KNT  CONST_48  C11  C    N    C1    180.00   0.0  0
 KNT  CONST_52  O    C    N    C1      0.00   0.0  0
 KNT  Var_01    O2   C8   C9   N1      2.80  30.0  2
 KNT  Var_02    C7   C6   C5   C4   -179.26  30.0  1
 KNT  Var_03    C8   C7   C6   C5      0.17  30.0  1
 KNT  Var_04    C9   C8   C7   C6    179.48  30.0  1
 KNT  Var_05    C1   C10  O2   C8   -179.07  30.0  1
 KNT  Var_06    C25  C14  O3   C15    -6.12  30.0  2
 KNT  Var_07    C20  C19  C18  C17    85.27  30.0  3
 KNT  Var_08    N    C    C11  C26  -162.59  30.0  2
 KNT  Var_09    C16  C15  O3   C14  -175.59  30.0  1
 KNT  Var_10    C19  C18  C17  C16   176.50  30.0  2
 KNT  Var_11    C18  C17  C16  C15  -179.96  30.0  2
 KNT  Var_12    O3   C15  C16  C17   175.50  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
 KNT  plan-1  N1   0.020
 KNT  plan-1  N3   0.020
 KNT  plan-1  C8   0.020
 KNT  plan-1  C9   0.020
 KNT  plan-1  N4   0.020
 KNT  plan-1  N2   0.020
 KNT  plan-1  H1   0.020
 KNT  plan-2  C20  0.020
 KNT  plan-2  C21  0.020
 KNT  plan-2  C22  0.020
 KNT  plan-2  C24  0.020
 KNT  plan-2  C18  0.020
 KNT  plan-2  C19  0.020
 KNT  plan-2  C23  0.020
 KNT  plan-2  H10  0.020
 KNT  plan-2  H11  0.020
 KNT  plan-2  H12  0.020
 KNT  plan-2  H23  0.020
 KNT  plan-2  H9   0.020
 KNT  plan-3  C4   0.020
 KNT  plan-3  C5   0.020
 KNT  plan-3  C6   0.020
 KNT  plan-3  C10  0.020
 KNT  plan-3  O2   0.020
 KNT  plan-3  C3   0.020
 KNT  plan-3  C2   0.020
 KNT  plan-3  C1   0.020
 KNT  plan-3  N    0.020
 KNT  plan-3  H2   0.020
 KNT  plan-3  H14  0.020
 KNT  plan-3  H15  0.020
 KNT  plan-4  C13  0.020
 KNT  plan-4  C26  0.020
 KNT  plan-4  C    0.020
 KNT  plan-4  C11  0.020
 KNT  plan-4  C25  0.020
 KNT  plan-4  C14  0.020
 KNT  plan-4  C12  0.020
 KNT  plan-4  O3   0.020
 KNT  plan-4  H4   0.020
 KNT  plan-4  H13  0.020
 KNT  plan-4  H17  0.020
 KNT  plan-4  H18  0.020
 KNT  plan-5  C1   0.020
 KNT  plan-5  N    0.020
 KNT  plan-5  C    0.020
 KNT  plan-5  O    0.020
 KNT  plan-5  C11  0.020
 KNT  plan-5  H16  0.020
 KNT  plan-6  C5   0.020
 KNT  plan-6  C6   0.020
 KNT  plan-6  C7   0.020
 KNT  plan-6  O1   0.020

