# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Jul 29 23:37:23 2021
#   Inital geometry file: a 129 line input string
#   Ligand name: 4-[4-[5-[(2~{S},3~{R},4~{R},5~{S},6~{R})-6-(hydroxymethyl)-3,4,5-tris(oxidanyl)oxan-2-yl]-4~{H}-1,2,4-triazol-3-yl]phenyl]benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC[C@H]1O[C@H]([C@H](O)[C@@H](O)[C@@H]1O)c2[nH]c(nn2)c3ccc(cc3)c4ccc(cc4)C(O)=O
#
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
 CKQ  CKQ  '4-[4-[5-[(2~{S},3~{R},4~{R},5~{S},6~{R})-6-(hydroxymethyl)-3,4,5-tris(oxidanyl)oxan-2-yl]-4~{H}-1,2,4-triazol-3-yl]phenyl]benzoic acid'  ligand  52  31  .  2021-08-07  2022-11-17
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_CKQ
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
 CKQ  O5'  O  O2    0  -0.500  33.3912  22.0628  28.3590
 CKQ  C5'  C  CH1   0  -0.011  32.3052  21.2920  27.8744
 CKQ  C4'  C  CH1   0   0.025  32.6043  20.8009  26.4490
 CKQ  C3'  C  CH1   0   0.014  32.8736  21.9976  25.5482
 CKQ  C2'  C  CH1   0   0.000  33.9811  22.8546  26.1531
 CKQ  C1'  C  CH1   0  -0.054  33.5985  23.2196  27.5910
 CKQ  C1   C  CR5   0   0.456  34.6736  24.0086  28.2559
 CKQ  O2'  O  OH1   0  -0.680  34.1419  23.9930  25.3489
 CKQ  O3'  O  OH1   0  -0.667  33.2281  21.5272  24.2739
 CKQ  O4'  O  OH1   0  -0.670  31.5049  20.0951  25.9292
 CKQ  C6'  C  CH2   0  -0.197  32.0320  20.1768  28.8588
 CKQ  O6'  O  OH1   0  -0.670  33.1031  19.2647  28.8602
 CKQ  N5   N  NR15  0  -0.674  34.7894  24.1751  29.5880
 CKQ  C4   C  CR5   0   0.450  35.8730  24.9714  29.7659
 CKQ  N3   N  N     0  -0.312  36.3775  25.2716  28.5973
 CKQ  N2   N  N     0  -0.366  35.6256  24.6659  27.6542
 CKQ  C6   C  CR6   0   0.013  36.3912  25.4171  31.0529
 CKQ  C11  C  CR16  0  -0.286  35.7487  25.1100  32.2505
 CKQ  C10  C  CR16  0  -0.289  36.2634  25.5512  33.4571
 CKQ  C9   C  CR6   0   0.086  37.4335  26.3081  33.5054
 CKQ  C8   C  CR16  0  -0.290  38.0726  26.6125  32.3012
 CKQ  C7   C  CR16  0  -0.266  37.5609  26.1770  31.0941
 CKQ  C12  C  CR6   0   0.098  37.9821  26.7710  34.7925
 CKQ  C17  C  CR16  0  -0.296  37.1362  27.1589  35.8331
 CKQ  C16  C  CR16  0  -0.242  37.6482  27.5927  37.0432
 CKQ  C15  C  CR6   0  -0.094  39.0265  27.6457  37.2437
 CKQ  C14  C  CR16  0  -0.240  39.8771  27.2584  36.2103
 CKQ  C13  C  CR16  0  -0.296  39.3617  26.8298  35.0013
 CKQ  C18  C  C     0   0.533  39.6266  28.1003  38.5210
 CKQ  O19  O  O     0  -0.438  40.8158  28.1254  38.7326
 CKQ  O20  O  OH1   0  -0.593  38.7228  28.4803  39.4128
 CKQ  H1   H  HCH1  0   0.229  31.3955  21.9137  27.8417
 CKQ  H2   H  HCH1  0   0.230  33.5072  20.1766  26.4673
 CKQ  H3   H  HCH1  0   0.208  31.9568  22.6099  25.5021
 CKQ  H4   H  HCH1  0   0.223  34.9032  22.2546  26.1904
 CKQ  H5   H  HCH1  0   0.259  32.6802  23.8311  27.5668
 CKQ  H6   H  HOH1  0   0.458  34.9080  24.4752  25.6938
 CKQ  H7   H  HOH1  0   0.451  33.4128  22.2895  23.7153
 CKQ  H8   H  HOH1  0   0.458  31.5682  19.1773  26.2077
 CKQ  H9   H  HCH2  0   0.213  31.0858  19.7025  28.5739
 CKQ  H10  H  HCH2  0   0.223  31.8698  20.6222  29.8489
 CKQ  H11  H  HOH1  0   0.461  32.8518  18.5075  29.3964
 CKQ  H12  H  HNR5  0   0.438  34.1947  23.7650  30.2926
 CKQ  H13  H  HCR6  0   0.253  34.8409  24.5203  32.2663
 CKQ  H14  H  HCR6  0   0.267  35.7527  25.2811  34.3721
 CKQ  H15  H  HCR6  0   0.265  38.9721  27.2149  32.3011
 CKQ  H16  H  HCR6  0   0.263  38.0701  26.4301  30.1740
 CKQ  H17  H  HCR6  0   0.266  36.0630  27.1433  35.6936
 CKQ  H18  H  HCR6  0   0.270  36.9616  27.8926  37.8226
 CKQ  H19  H  HCR6  0   0.269  40.9492  27.2874  36.3507
 CKQ  H20  H  HCR6  0   0.265  40.0432  26.5170  34.2207
 CKQ  H21  H  HOH1  0   0.488  39.1620  28.7709  40.2258

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
 CKQ  O3'  C3'  single    1.404  0.020  1.404
 CKQ  O4'  C4'  single    1.406  0.020  1.406
 CKQ  C3'  C4'  single    1.522  0.020  1.522
 CKQ  C3'  C2'  single    1.525  0.020  1.525
 CKQ  C4'  C5'  single    1.537  0.020  1.537
 CKQ  O2'  C2'  single    1.403  0.020  1.403
 CKQ  C2'  C1'  single    1.532  0.020  1.532
 CKQ  O6'  C6'  single    1.407  0.020  1.407
 CKQ  C5'  C6'  single    1.512  0.020  1.512
 CKQ  C5'  O5'  single    1.417  0.020  1.417
 CKQ  C1'  O5'  single    1.404  0.020  1.404
 CKQ  C1'  C1   single    1.490  0.020  1.490
 CKQ  N2   C1   aromatic  1.304  0.020  1.304
 CKQ  N2   N3   aromatic  1.350  0.020  1.350
 CKQ  C1   N5   aromatic  1.347  0.020  1.347
 CKQ  N3   C4   aromatic  1.308  0.020  1.308
 CKQ  N5   C4   aromatic  1.356  0.020  1.356
 CKQ  C4   C6   single    1.457  0.020  1.457
 CKQ  C6   C7   aromatic  1.395  0.020  1.395
 CKQ  C6   C11  aromatic  1.393  0.020  1.393
 CKQ  C7   C8   aromatic  1.382  0.020  1.382
 CKQ  C11  C10  aromatic  1.384  0.020  1.384
 CKQ  C8   C9   aromatic  1.397  0.020  1.397
 CKQ  C10  C9   aromatic  1.394  0.020  1.394
 CKQ  C9   C12  single    1.474  0.020  1.474
 CKQ  C12  C13  aromatic  1.397  0.020  1.397
 CKQ  C12  C17  aromatic  1.396  0.020  1.396
 CKQ  C13  C14  aromatic  1.382  0.020  1.382
 CKQ  C17  C16  aromatic  1.384  0.020  1.384
 CKQ  C14  C15  aromatic  1.393  0.020  1.393
 CKQ  C16  C15  aromatic  1.394  0.020  1.394
 CKQ  C15  C18  single    1.483  0.020  1.483
 CKQ  C18  O19  double    1.208  0.020  1.208
 CKQ  C18  O20  single    1.325  0.020  1.325
 CKQ  C5'  H1   single    0.970  0.020  1.090
 CKQ  C4'  H2   single    0.970  0.020  1.090
 CKQ  C3'  H3   single    0.970  0.020  1.090
 CKQ  C2'  H4   single    0.970  0.020  1.090
 CKQ  C1'  H5   single    0.970  0.020  1.090
 CKQ  O2'  H6   single    0.850  0.020  0.980
 CKQ  O3'  H7   single    0.850  0.020  0.980
 CKQ  O4'  H8   single    0.850  0.020  0.980
 CKQ  C6'  H9   single    0.970  0.020  1.090
 CKQ  C6'  H10  single    0.970  0.020  1.090
 CKQ  O6'  H11  single    0.850  0.020  0.980
 CKQ  N5   H12  single    0.860  0.020  1.020
 CKQ  C11  H13  single    0.930  0.020  1.080
 CKQ  C10  H14  single    0.930  0.020  1.080
 CKQ  C8   H15  single    0.930  0.020  1.080
 CKQ  C7   H16  single    0.930  0.020  1.080
 CKQ  C17  H17  single    0.930  0.020  1.080
 CKQ  C16  H18  single    0.930  0.020  1.080
 CKQ  C14  H19  single    0.930  0.020  1.080
 CKQ  C13  H20  single    0.930  0.020  1.080
 CKQ  O20  H21  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
 CKQ  C1'  O5'  C5'  111.98  3.000
 CKQ  H1   C5'  C6'  106.63  3.000
 CKQ  H1   C5'  C4'  108.26  3.000
 CKQ  C6'  C5'  C4'  113.78  3.000
 CKQ  H1   C5'  O5'  109.62  3.000
 CKQ  C6'  C5'  O5'  108.48  3.000
 CKQ  C4'  C5'  O5'  109.99  3.000
 CKQ  H2   C4'  O4'  111.33  3.000
 CKQ  H2   C4'  C3'  108.15  3.000
 CKQ  O4'  C4'  C3'  108.31  3.000
 CKQ  H2   C4'  C5'  109.05  3.000
 CKQ  C3'  C4'  C5'  109.40  3.000
 CKQ  O4'  C4'  C5'  110.55  3.000
 CKQ  H3   C3'  O3'  110.97  3.000
 CKQ  H3   C3'  C2'  107.93  3.000
 CKQ  O3'  C3'  C2'  111.40  3.000
 CKQ  H3   C3'  C4'  108.31  3.000
 CKQ  C2'  C3'  C4'  109.60  3.000
 CKQ  O3'  C3'  C4'  108.58  3.000
 CKQ  H4   C2'  O2'  111.45  3.000
 CKQ  H4   C2'  C1'  107.89  3.000
 CKQ  O2'  C2'  C1'  111.92  3.000
 CKQ  H4   C2'  C3'  108.38  3.000
 CKQ  C1'  C2'  C3'  108.95  3.000
 CKQ  O2'  C2'  C3'  108.16  3.000
 CKQ  H5   C1'  C1   108.47  3.000
 CKQ  H5   C1'  C2'  108.61  3.000
 CKQ  C1   C1'  C2'  111.39  3.000
 CKQ  H5   C1'  O5'  110.22  3.000
 CKQ  C1   C1'  O5'  107.38  3.000
 CKQ  C2'  C1'  O5'  110.73  3.000
 CKQ  N2   C1   N5   109.34  3.000
 CKQ  N5   C1   C1'  124.65  3.000
 CKQ  N2   C1   C1'  126.00  3.000
 CKQ  H6   O2'  C2'  106.88  3.000
 CKQ  H7   O3'  C3'  108.05  3.000
 CKQ  H8   O4'  C4'  108.70  3.000
 CKQ  H10  C6'  H9   106.41  3.000
 CKQ  H10  C6'  O6'  112.00  3.000
 CKQ  H9   C6'  O6'  112.14  3.000
 CKQ  H10  C6'  C5'  108.33  3.000
 CKQ  H9   C6'  C5'  107.81  3.000
 CKQ  O6'  C6'  C5'  109.95  3.000
 CKQ  H11  O6'  C6'  108.19  3.000
 CKQ  H12  N5   C4   128.16  3.000
 CKQ  H12  N5   C1   126.11  3.000
 CKQ  C4   N5   C1   105.71  3.000
 CKQ  C6   C4   N3   125.58  3.000
 CKQ  C6   C4   N5   125.41  3.000
 CKQ  N3   C4   N5   109.01  3.000
 CKQ  N2   N3   C4   107.85  3.000
 CKQ  N3   N2   C1   108.09  3.000
 CKQ  C7   C6   C11  118.76  3.000
 CKQ  C11  C6   C4   121.85  3.000
 CKQ  C7   C6   C4   119.38  3.000
 CKQ  H13  C11  C10  118.22  3.000
 CKQ  H13  C11  C6   121.28  3.000
 CKQ  C10  C11  C6   120.50  3.000
 CKQ  H14  C10  C9   120.15  3.000
 CKQ  H14  C10  C11  118.82  3.000
 CKQ  C9   C10  C11  121.02  3.000
 CKQ  C12  C9   C8   120.94  3.000
 CKQ  C12  C9   C10  120.87  3.000
 CKQ  C8   C9   C10  118.18  3.000
 CKQ  H15  C8   C7   118.89  3.000
 CKQ  H15  C8   C9   120.09  3.000
 CKQ  C7   C8   C9   121.00  3.000
 CKQ  H16  C7   C8   119.68  3.000
 CKQ  H16  C7   C6   119.80  3.000
 CKQ  C8   C7   C6   120.52  3.000
 CKQ  C13  C12  C17  118.39  3.000
 CKQ  C17  C12  C9   120.84  3.000
 CKQ  C13  C12  C9   120.76  3.000
 CKQ  H17  C17  C16  118.95  3.000
 CKQ  H17  C17  C12  120.05  3.000
 CKQ  C16  C17  C12  120.98  3.000
 CKQ  H18  C16  C15  120.92  3.000
 CKQ  H18  C16  C17  118.84  3.000
 CKQ  C15  C16  C17  120.24  3.000
 CKQ  C18  C15  C14  118.50  3.000
 CKQ  C18  C15  C16  122.40  3.000
 CKQ  C14  C15  C16  119.10  3.000
 CKQ  H19  C14  C13  119.43  3.000
 CKQ  H19  C14  C15  120.09  3.000
 CKQ  C13  C14  C15  120.48  3.000
 CKQ  H20  C13  C14  119.05  3.000
 CKQ  H20  C13  C12  120.13  3.000
 CKQ  C14  C13  C12  120.80  3.000
 CKQ  O20  C18  O19  123.19  3.000
 CKQ  O20  C18  C15  113.05  3.000
 CKQ  O19  C18  C15  123.76  3.000
 CKQ  H21  O20  C18  109.97  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
 CKQ  CONST_01  C4   N3   N2   C1     0.00   0.0  0
 CKQ  CONST_02  N3   C4   N5   C1     0.00   0.0  0
 CKQ  CONST_03  C6   C4   N5   C1   180.00   0.0  0
 CKQ  CONST_04  N3   N2   C1   N5     0.00   0.0  0
 CKQ  CONST_05  N2   N3   C4   N5     0.00   0.0  0
 CKQ  CONST_06  C7   C6   C4   N5   180.00   0.0  0
 CKQ  CONST_07  C11  C6   C4   N5     0.00   0.0  0
 CKQ  CONST_08  N2   C1   N5   C4     0.00   0.0  0
 CKQ  CONST_09  C8   C7   C6   C4   180.00   0.0  0
 CKQ  CONST_10  C10  C11  C6   C4   180.00   0.0  0
 CKQ  CONST_11  C7   C6   C4   N3     0.00   0.0  0
 CKQ  CONST_12  C11  C6   C4   N3   180.00   0.0  0
 CKQ  CONST_13  C6   C4   N3   N2   180.00   0.0  0
 CKQ  CONST_14  C9   C8   C7   C6     0.00   0.0  0
 CKQ  CONST_15  C9   C10  C11  C6     0.00   0.0  0
 CKQ  CONST_16  C8   C7   C6   C11    0.00   0.0  0
 CKQ  CONST_17  C8   C9   C10  C11    0.00   0.0  0
 CKQ  CONST_18  C12  C9   C10  C11  180.00   0.0  0
 CKQ  CONST_19  C7   C6   C11  C10    0.00   0.0  0
 CKQ  CONST_20  C7   C8   C9   C10    0.00   0.0  0
 CKQ  CONST_23  C14  C13  C12  C9   180.00   0.0  0
 CKQ  CONST_24  C16  C17  C12  C9   180.00   0.0  0
 CKQ  CONST_27  C12  C9   C8   C7   180.00   0.0  0
 CKQ  CONST_28  C15  C14  C13  C12    0.00   0.0  0
 CKQ  CONST_29  C15  C16  C17  C12    0.00   0.0  0
 CKQ  CONST_30  C14  C13  C12  C17    0.00   0.0  0
 CKQ  CONST_31  C14  C15  C16  C17    0.00   0.0  0
 CKQ  CONST_32  C13  C12  C17  C16    0.00   0.0  0
 CKQ  CONST_33  C13  C14  C15  C16    0.00   0.0  0
 CKQ  CONST_34  N3   N2   C1   C1'  180.00   0.0  0
 CKQ  CONST_35  C4   N5   C1   C1'  180.00   0.0  0
 CKQ  CONST_36  C18  C15  C16  C17  180.00   0.0  0
 CKQ  CONST_37  C18  C15  C14  C13  180.00   0.0  0
 CKQ  CONST_38  H12  N5   C1   C1'    0.00   0.0  0
 CKQ  CONST_39  H16  C7   C6   C4     0.00   0.0  0
 CKQ  CONST_40  H13  C11  C6   C4     0.00   0.0  0
 CKQ  CONST_41  H15  C8   C7   C6   180.00   0.0  0
 CKQ  CONST_42  H14  C10  C11  C6   180.00   0.0  0
 CKQ  CONST_43  H20  C13  C12  C9     0.00   0.0  0
 CKQ  CONST_44  H17  C17  C12  C9     0.00   0.0  0
 CKQ  CONST_45  H19  C14  C13  C12  180.00   0.0  0
 CKQ  CONST_46  H18  C16  C17  C12  180.00   0.0  0
 CKQ  CONST_47  H21  O20  C18  C15  180.00   0.0  0
 CKQ  Var_01    O19  C18  C15  C16  178.14  30.0  2

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
 CKQ  chir_01  C5'  C4'  C6'  O5'  negativ
 CKQ  chir_02  C4'  O4'  C5'  C3'  positiv
 CKQ  chir_03  C3'  O3'  C4'  C2'  negativ
 CKQ  chir_04  C2'  O2'  C3'  C1'  positiv
 CKQ  chir_05  C1'  O5'  C2'  C1   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
 CKQ  plan-1  C1'  0.020
 CKQ  plan-1  C1   0.020
 CKQ  plan-1  N5   0.020
 CKQ  plan-1  C4   0.020
 CKQ  plan-1  N3   0.020
 CKQ  plan-1  N2   0.020
 CKQ  plan-1  C6   0.020
 CKQ  plan-1  H12  0.020
 CKQ  plan-2  C4   0.020
 CKQ  plan-2  C6   0.020
 CKQ  plan-2  C11  0.020
 CKQ  plan-2  C10  0.020
 CKQ  plan-2  C9   0.020
 CKQ  plan-2  C8   0.020
 CKQ  plan-2  C7   0.020
 CKQ  plan-2  C12  0.020
 CKQ  plan-2  H13  0.020
 CKQ  plan-2  H14  0.020
 CKQ  plan-2  H15  0.020
 CKQ  plan-2  H16  0.020
 CKQ  plan-3  C9   0.020
 CKQ  plan-3  C12  0.020
 CKQ  plan-3  C17  0.020
 CKQ  plan-3  C16  0.020
 CKQ  plan-3  C15  0.020
 CKQ  plan-3  C14  0.020
 CKQ  plan-3  C13  0.020
 CKQ  plan-3  C18  0.020
 CKQ  plan-3  H17  0.020
 CKQ  plan-3  H18  0.020
 CKQ  plan-3  H19  0.020
 CKQ  plan-3  H20  0.020
 CKQ  plan-4  C15  0.020
 CKQ  plan-4  C18  0.020
 CKQ  plan-4  O19  0.020
 CKQ  plan-4  O20  0.020
 CKQ  plan-4  H21  0.020

