# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version 1.18.1-3865-
#   - file written: Wed Jul  1 10:47:01 2020
#   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  51  31  .  2021-08-07  2021-08-07  
;
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  -0.492  -4.8034  -0.8425  -0.4770
 CKQ  C5'  C  CH1    0  -0.019  -6.0373  -1.2456   0.0862
 CKQ  C4'  C  CH1    0   0.037  -6.9810  -0.0448   0.1658
 CKQ  C3'  C  CH1    0  -0.026  -6.3187   1.0756   0.9608
 CKQ  C2'  C  CH1    0   0.019  -4.9520   1.4076   0.3734
 CKQ  C1'  C  CH1    0  -0.060  -4.1292   0.1228   0.2910
 CKQ  C1   C  CR5    0   0.436  -2.8056   0.3690  -0.3475
 CKQ  O2'  O  OH1    0  -0.669  -4.2303   2.3111   1.1716
 CKQ  O3'  O  OH1    0  -0.675  -7.1782   2.1953   0.9340
 CKQ  O4'  O  OH1    0  -0.672  -8.1781  -0.4616   0.7733
 CKQ  C6'  C  CH2    0  -0.157  -6.6001  -2.3513  -0.7805
 CKQ  O6'  O  OH1    0  -0.670  -5.7217  -3.4501  -0.7409
 CKQ  N5   N  NR15   0  -0.675  -1.6185   0.0888   0.2302
 CKQ  C4   C  CR5    0   0.438  -0.6751   0.4466  -0.6732
 CKQ  N3   N  N      0  -0.331  -1.2698   0.9189  -1.7396
 CKQ  N2   N  N      0  -0.318  -2.6034   0.8712  -1.5327
 CKQ  C6   C  CR6    0   0.013   0.7642   0.3247  -0.4818
 CKQ  C11  C  CR16   0  -0.288   1.3155   0.0157   0.7604
 CKQ  C10  C  CR16   0  -0.295   2.6866  -0.0922   0.9152
 CKQ  C9   C  CR6    0   0.087   3.5517   0.1049  -0.1619
 CKQ  C8   C  CR16   0  -0.296   2.9909   0.4166  -1.4033
 CKQ  C7   C  CR16   0  -0.268   1.6227   0.5262  -1.5630
 CKQ  C12  C  CR6    0   0.081   5.0118  -0.0117   0.0035
 CKQ  C17  C  CR16   0  -0.300   5.6388   0.4149   1.1757
 CKQ  C16  C  CR16   0  -0.274   7.0125   0.3110   1.3244
 CKQ  C15  C  CR6    0  -0.108   7.8077  -0.2258   0.3152
 CKQ  C14  C  CR16   0  -0.274   7.1816  -0.6548  -0.8526
 CKQ  C13  C  CR16   0  -0.300   5.8088  -0.5480  -1.0094
 CKQ  C18  C  C      0   0.396   9.3174  -0.3401   0.4850
 CKQ  O19  O  O      0  -0.592   9.7907   0.0810   1.5578
 CKQ  O20  O  OC    -1  -0.592   9.9473  -0.8459  -0.4634
 CKQ  H1   H  HCH1   0   0.224  -5.8733  -1.6340   1.1053
 CKQ  H2   H  HCH1   0   0.213  -7.1648   0.3160  -0.8595
 CKQ  H3   H  HCH1   0   0.225  -6.1743   0.7206   1.9922
 CKQ  H4   H  HCH1   0   0.228  -5.0861   1.7946  -0.6467
 CKQ  H5   H  HCH1   0   0.253  -3.9584  -0.2466   1.3151
 CKQ  H6   H  HOH1   0   0.460  -4.5653   3.1987   1.0148
 CKQ  H7   H  HOH1   0   0.462  -7.1276   2.6515   1.7783
 CKQ  H8   H  HOH1   0   0.453  -8.7523   0.3079   0.8514
 CKQ  H9   H  HCH2   0   0.214  -7.5936  -2.6114  -0.4017
 CKQ  H10  H  HCH2   0   0.198  -6.7334  -1.9689  -1.8023
 CKQ  H11  H  HOH1   0   0.457  -6.1070  -4.1572  -1.2655
 CKQ  H12  H  HNR5   0   0.438  -1.4797  -0.3346   1.1354
 CKQ  H13  H  HCR6   0   0.251   0.6852  -0.1451   1.6261
 CKQ  H14  H  HCR6   0   0.262   3.0827  -0.3537   1.8881
 CKQ  H15  H  HCR6   0   0.260   3.6336   0.5938  -2.2564
 CKQ  H16  H  HCR6   0   0.259   1.2153   0.7739  -2.5341
 CKQ  H17  H  HCR6   0   0.248   5.0521   0.8556   1.9726
 CKQ  H18  H  HCR6   0   0.245   7.4764   0.6596   2.2373
 CKQ  H19  H  HCR6   0   0.245   7.7743  -1.0839  -1.6497
 CKQ  H20  H  HCR6   0   0.249   5.3504  -0.9092  -1.9219

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    1.412  0.020  1.412
 CKQ  O4'  C4'  single    1.406  0.020  1.406
 CKQ  C3'  C4'  single    1.525  0.020  1.525
 CKQ  C3'  C2'  single    1.524  0.020  1.524
 CKQ  C4'  C5'  single    1.529  0.020  1.529
 CKQ  O2'  C2'  single    1.405  0.020  1.405
 CKQ  C2'  C1'  single    1.528  0.020  1.528
 CKQ  O6'  C6'  single    1.407  0.020  1.407
 CKQ  C5'  C6'  single    1.513  0.020  1.513
 CKQ  C5'  O5'  single    1.415  0.020  1.415
 CKQ  C1'  O5'  single    1.406  0.020  1.406
 CKQ  C1'  C1   single    1.490  0.020  1.490
 CKQ  N2   C1   aromatic  1.303  0.020  1.303
 CKQ  N2   N3   aromatic  1.350  0.020  1.350
 CKQ  C1   N5   aromatic  1.350  0.020  1.350
 CKQ  N3   C4   aromatic  1.309  0.020  1.309
 CKQ  N5   C4   aromatic  1.354  0.020  1.354
 CKQ  C4   C6   single    1.457  0.020  1.457
 CKQ  C6   C7   aromatic  1.395  0.020  1.395
 CKQ  C6   C11  aromatic  1.394  0.020  1.394
 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  1.395  0.020  1.395
 CKQ  C9   C12  single    1.474  0.020  1.474
 CKQ  C12  C13  aromatic  1.396  0.020  1.396
 CKQ  C12  C17  aromatic  1.396  0.020  1.396
 CKQ  C13  C14  aromatic  1.386  0.020  1.386
 CKQ  C17  C16  aromatic  1.386  0.020  1.386
 CKQ  C14  C15  aromatic  1.393  0.020  1.393
 CKQ  C16  C15  aromatic  1.392  0.020  1.392
 CKQ  C15  C18  single    1.523  0.020  1.523
 CKQ  C18  O19  deloc     1.246  0.020  1.246
 CKQ  C18  O20  deloc     1.246  0.020  1.246
 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

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'  113.35  3.000
 CKQ  H1   C5'  C6'  109.10  3.000
 CKQ  H1   C5'  C4'  108.68  3.000
 CKQ  C6'  C5'  C4'  111.96  3.000
 CKQ  H1   C5'  O5'  109.78  3.000
 CKQ  C6'  C5'  O5'  107.72  3.000
 CKQ  C4'  C5'  O5'  109.58  3.000
 CKQ  H2   C4'  O4'  110.92  3.000
 CKQ  H2   C4'  C3'  108.47  3.000
 CKQ  O4'  C4'  C3'  111.25  3.000
 CKQ  H2   C4'  C5'  108.14  3.000
 CKQ  C3'  C4'  C5'  109.63  3.000
 CKQ  O4'  C4'  C5'  108.37  3.000
 CKQ  H3   C3'  O3'  110.71  3.000
 CKQ  H3   C3'  C2'  108.29  3.000
 CKQ  O3'  C3'  C2'  111.46  3.000
 CKQ  H3   C3'  C4'  107.97  3.000
 CKQ  C2'  C3'  C4'  110.40  3.000
 CKQ  O3'  C3'  C4'  107.96  3.000
 CKQ  H4   C2'  O2'  111.32  3.000
 CKQ  H4   C2'  C1'  108.16  3.000
 CKQ  O2'  C2'  C1'  107.14  3.000
 CKQ  H4   C2'  C3'  108.96  3.000
 CKQ  C1'  C2'  C3'  108.69  3.000
 CKQ  O2'  C2'  C3'  112.44  3.000
 CKQ  H5   C1'  C1   108.42  3.000
 CKQ  H5   C1'  C2'  108.38  3.000
 CKQ  C1   C1'  C2'  111.26  3.000
 CKQ  H5   C1'  O5'  110.60  3.000
 CKQ  C1   C1'  O5'  107.78  3.000
 CKQ  C2'  C1'  O5'  110.40  3.000
 CKQ  N2   C1   N5   109.45  3.000
 CKQ  N5   C1   C1'  124.30  3.000
 CKQ  N2   C1   C1'  126.25  3.000
 CKQ  H6   O2'  C2'  108.77  3.000
 CKQ  H7   O3'  C3'  109.13  3.000
 CKQ  H8   O4'  C4'  107.80  3.000
 CKQ  H10  C6'  H9   107.12  3.000
 CKQ  H10  C6'  O6'  111.93  3.000
 CKQ  H9   C6'  O6'  111.80  3.000
 CKQ  H10  C6'  C5'  108.86  3.000
 CKQ  H9   C6'  C5'  108.23  3.000
 CKQ  O6'  C6'  C5'  108.80  3.000
 CKQ  H11  O6'  C6'  107.99  3.000
 CKQ  H12  N5   C4   127.84  3.000
 CKQ  H12  N5   C1   126.32  3.000
 CKQ  C4   N5   C1   105.80  3.000
 CKQ  C6   C4   N3   125.87  3.000
 CKQ  C6   C4   N5   125.34  3.000
 CKQ  N3   C4   N5   108.80  3.000
 CKQ  N2   N3   C4   108.13  3.000
 CKQ  N3   N2   C1   107.83  3.000
 CKQ  C7   C6   C11  118.64  3.000
 CKQ  C11  C6   C4   121.76  3.000
 CKQ  C7   C6   C4   119.60  3.000
 CKQ  H13  C11  C10  118.40  3.000
 CKQ  H13  C11  C6   121.02  3.000
 CKQ  C10  C11  C6   120.58  3.000
 CKQ  H14  C10  C9   120.07  3.000
 CKQ  H14  C10  C11  118.81  3.000
 CKQ  C9   C10  C11  121.11  3.000
 CKQ  C12  C9   C8   120.99  3.000
 CKQ  C12  C9   C10  121.08  3.000
 CKQ  C8   C9   C10  117.93  3.000
 CKQ  H15  C8   C7   118.92  3.000
 CKQ  H15  C8   C9   119.89  3.000
 CKQ  C7   C8   C9   121.18  3.000
 CKQ  H16  C7   C8   119.66  3.000
 CKQ  H16  C7   C6   119.80  3.000
 CKQ  C8   C7   C6   120.54  3.000
 CKQ  C13  C12  C17  118.05  3.000
 CKQ  C17  C12  C9   120.99  3.000
 CKQ  C13  C12  C9   120.96  3.000
 CKQ  H17  C17  C16  119.24  3.000
 CKQ  H17  C17  C12  119.92  3.000
 CKQ  C16  C17  C12  120.83  3.000
 CKQ  H18  C16  C15  119.40  3.000
 CKQ  H18  C16  C17  119.45  3.000
 CKQ  C15  C16  C17  121.15  3.000
 CKQ  C18  C15  C14  121.05  3.000
 CKQ  C18  C15  C16  120.93  3.000
 CKQ  C14  C15  C16  118.02  3.000
 CKQ  H19  C14  C13  119.33  3.000
 CKQ  H19  C14  C15  119.57  3.000
 CKQ  C13  C14  C15  121.09  3.000
 CKQ  H20  C13  C14  119.26  3.000
 CKQ  H20  C13  C12  119.85  3.000
 CKQ  C14  C13  C12  120.87  3.000
 CKQ  O20  C18  O19  126.92  3.000
 CKQ  O20  C18  C15  116.53  3.000
 CKQ  O19  C18  C15  116.55  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  Var_01    O19  C18  C15  C16   -0.69  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

