# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr  9 16:02:45 2020
#   Inital geometry file: a 113 line input string
#   Ligand name: 4,4'-(5-{[(1H-imidazol-4-yl)methyl]amino}-1H-pyrazole-3,4-diyl)diphenol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Oc1ccc(cc1)c2n[nH]c(NCc3c[nH]cn3)c2c4ccc(O)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
 69R  69R  4,4'-(5-{[(1H-imidazol-4-yl)methyl]amino}-1H-pyrazole-3,4-diyl)diphenol  ligand  43  26  .  2022-03-10  2022-03-10
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_69R
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
 69R  C2   C  CR5   0   0.269  -1.2259  -1.4511  -0.0393
 69R  C7   C  CR6   0   0.021  -2.6823  -1.2736  -0.0476
 69R  C9   C  CR16  0  -0.371  -4.6730  -0.0439   0.5845
 69R  C11  C  CR16  0  -0.326  -4.8824  -2.0796  -0.6760
 69R  C12  C  CR16  0  -0.282  -3.5056  -2.2131  -0.6724
 69R  C16  C  CR16  0  -0.321  -1.1266   3.0354  -1.1173
 69R  C19  C  CR16  0  -0.313   0.2703   1.7973   0.9240
 69R  C22  C  CH2   0  -0.373   3.3506  -1.6222   0.3248
 69R  C26  C  CR15  0   0.088   6.3245  -0.0475  -0.8338
 69R  C3   C  CR5   0  -0.241  -0.2147  -0.4575  -0.0205
 69R  C4   C  CR5   0   0.620   0.9708  -1.1843  -0.0250
 69R  N5   N  NR15  0  -0.516   0.6189  -2.4818  -0.0371
 69R  N6   N  N     0  -0.326  -0.7108  -2.6665  -0.0442
 69R  C8   C  CR16  0  -0.295  -3.2946  -0.1916   0.5826
 69R  C10  C  CR6   0   0.344  -5.4780  -0.9876  -0.0473
 69R  O13  O  OH1   0  -0.631  -6.8220  -0.8964  -0.0813
 69R  C14  C  CR6   0   0.009  -0.3238   1.0051  -0.0575
 69R  C15  C  CR16  0  -0.289  -1.0185   1.6566  -1.0794
 69R  C17  C  CR6   0   0.339  -0.5217   3.8104  -0.1288
 69R  C18  C  CR16  0  -0.371   0.1840   3.1820   0.8923
 69R  O20  O  OH1   0  -0.633  -0.6516   5.1503  -0.2103
 69R  N21  N  NH1   0  -0.685   2.2644  -0.7518  -0.0983
 69R  C23  C  CR5   0   0.100   4.6615  -0.9382   0.1577
 69R  C24  C  CR15  0  -0.112   5.5008  -0.4944   1.1415
 69R  N25  N  NR15  0  -0.560   6.5556   0.0685   0.4882
 69R  N27  N  N     0  -0.446   5.1889  -0.6511  -1.0716
 69R  H1   H  HCR6  0   0.270  -5.1194   0.8076   1.0853
 69R  H2   H  HCR6  0   0.262  -5.4999  -2.8184  -1.1719
 69R  H3   H  HCR6  0   0.248  -3.0596  -3.0628  -1.1726
 69R  H4   H  HCR6  0   0.262  -1.6723   3.5181  -1.9187
 69R  H5   H  HCR6  0   0.255   0.7962   1.3269   1.7468
 69R  H6   H  HCH2  0   0.245   3.2378  -1.9439   1.3671
 69R  H7   H  HCH2  0   0.246   3.3375  -2.5245  -0.2934
 69R  H9   H  HNR5  0   0.419   1.2268  -3.2844  -0.0298
 69R  H10  H  HCR6  0   0.257  -2.6954   0.5495   1.0942
 69R  H11  H  HOH1  0   0.474  -7.1176  -0.0992   0.3723
 69R  H12  H  HCR6  0   0.246  -1.4864   1.0720  -1.8617
 69R  H13  H  HCR6  0   0.270   0.6575   3.7669   1.6730
 69R  H14  H  HOH1  0   0.474  -0.2145   5.5761   0.5355
 69R  H15  H  HNH1  0   0.386   2.3822   0.2136   0.1692
 69R  H16  H  HCR5  0   0.289   5.4349  -0.5338   2.2156
 69R  H17  H  HNR5  0   0.422   7.3640   0.4914   0.9155
 69R  H8   H  HCR5  0   0.278   7.0169   0.3196  -1.5756

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
 69R  N25  C26  aromatic  1.347  0.020  1.347
 69R  N25  C24  aromatic  1.362  0.020  1.362
 69R  C26  N27  aromatic  1.308  0.020  1.308
 69R  C24  C23  aromatic  1.367  0.020  1.367
 69R  N27  C23  aromatic  1.368  0.020  1.368
 69R  C23  C22  single    1.488  0.020  1.488
 69R  C22  N21  single    1.455  0.020  1.455
 69R  N21  C4   single    1.366  0.020  1.366
 69R  C4   N5   aromatic  1.344  0.020  1.344
 69R  C4   C3   aromatic  1.391  0.020  1.391
 69R  N5   N6   aromatic  1.343  0.020  1.343
 69R  C15  C16  aromatic  1.383  0.020  1.383
 69R  C15  C14  aromatic  1.397  0.020  1.397
 69R  C3   C14  single    1.467  0.020  1.467
 69R  C3   C2   aromatic  1.418  0.020  1.418
 69R  C16  C17  aromatic  1.394  0.020  1.394
 69R  C14  C19  aromatic  1.394  0.020  1.394
 69R  C17  O20  single    1.349  0.020  1.349
 69R  C17  C18  aromatic  1.391  0.020  1.391
 69R  C19  C18  aromatic  1.388  0.020  1.388
 69R  N6   C2   aromatic  1.320  0.020  1.320
 69R  C2   C7   single    1.467  0.020  1.467
 69R  C8   C7   aromatic  1.394  0.020  1.394
 69R  C8   C9   aromatic  1.386  0.020  1.386
 69R  C7   C12  aromatic  1.397  0.020  1.397
 69R  C9   C10  aromatic  1.392  0.020  1.392
 69R  C12  C11  aromatic  1.383  0.020  1.383
 69R  C10  C11  aromatic  1.394  0.020  1.394
 69R  C10  O13  single    1.347  0.020  1.347
 69R  C9   H1   single    0.930  0.020  1.080
 69R  C11  H2   single    0.930  0.020  1.080
 69R  C12  H3   single    0.930  0.020  1.080
 69R  C16  H4   single    0.930  0.020  1.080
 69R  C19  H5   single    0.930  0.020  1.080
 69R  C22  H6   single    0.970  0.020  1.090
 69R  C22  H7   single    0.970  0.020  1.090
 69R  C26  H8   single    0.930  0.020  1.080
 69R  N5   H9   single    0.860  0.020  1.020
 69R  C8   H10  single    0.930  0.020  1.080
 69R  O13  H11  single    0.850  0.020  0.980
 69R  C15  H12  single    0.930  0.020  1.080
 69R  C18  H13  single    0.930  0.020  1.080
 69R  O20  H14  single    0.850  0.020  0.980
 69R  N21  H15  single    0.890  0.020  1.040
 69R  C24  H16  single    0.930  0.020  1.080
 69R  N25  H17  single    0.860  0.020  1.020

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
 69R  N6   C2   C3   111.53  3.000
 69R  N6   C2   C7   119.91  3.000
 69R  C3   C2   C7   128.55  3.000
 69R  C8   C7   C12  117.74  3.000
 69R  C12  C7   C2   120.42  3.000
 69R  C8   C7   C2   121.83  3.000
 69R  H1   C9   C10  120.26  3.000
 69R  H1   C9   C8   119.59  3.000
 69R  C10  C9   C8   120.14  3.000
 69R  H2   C11  C10  119.82  3.000
 69R  H2   C11  C12  120.19  3.000
 69R  C10  C11  C12  119.99  3.000
 69R  H3   C12  C11  118.99  3.000
 69R  H3   C12  C7   119.47  3.000
 69R  C11  C12  C7   121.53  3.000
 69R  H4   C16  C17  119.70  3.000
 69R  H4   C16  C15  120.25  3.000
 69R  C17  C16  C15  120.05  3.000
 69R  H5   C19  C18  118.72  3.000
 69R  H5   C19  C14  119.64  3.000
 69R  C18  C19  C14  121.63  3.000
 69R  H7   C22  H6   107.10  3.000
 69R  H7   C22  C23  109.04  3.000
 69R  H6   C22  C23  109.40  3.000
 69R  H7   C22  N21  108.68  3.000
 69R  H6   C22  N21  112.04  3.000
 69R  C23  C22  N21  110.49  3.000
 69R  H8   C26  N27  126.10  3.000
 69R  H8   C26  N25  122.36  3.000
 69R  N27  C26  N25  111.54  3.000
 69R  C14  C3   C4   125.76  3.000
 69R  C14  C3   C2   130.19  3.000
 69R  C4   C3   C2   103.99  3.000
 69R  N21  C4   N5   123.57  3.000
 69R  N5   C4   C3   106.34  3.000
 69R  N21  C4   C3   129.95  3.000
 69R  H9   N5   N6   119.23  3.000
 69R  H9   N5   C4   127.68  3.000
 69R  N6   N5   C4   113.09  3.000
 69R  N5   N6   C2   105.06  3.000
 69R  H10  C8   C9   118.50  3.000
 69R  H10  C8   C7   120.16  3.000
 69R  C9   C8   C7   121.34  3.000
 69R  O13  C10  C11  117.90  3.000
 69R  O13  C10  C9   122.85  3.000
 69R  C11  C10  C9   119.26  3.000
 69R  H11  O13  C10  110.49  3.000
 69R  C15  C14  C3   121.36  3.000
 69R  C3   C14  C19  121.14  3.000
 69R  C15  C14  C19  117.51  3.000
 69R  H12  C15  C14  119.44  3.000
 69R  H12  C15  C16  118.98  3.000
 69R  C14  C15  C16  121.58  3.000
 69R  O20  C17  C18  122.82  3.000
 69R  C18  C17  C16  119.30  3.000
 69R  O20  C17  C16  117.88  3.000
 69R  H13  C18  C17  120.42  3.000
 69R  H13  C18  C19  119.64  3.000
 69R  C17  C18  C19  119.94  3.000
 69R  H14  O20  C17  110.40  3.000
 69R  H15  N21  C4   113.54  3.000
 69R  H15  N21  C22  114.10  3.000
 69R  C4   N21  C22  120.13  3.000
 69R  N27  C23  C24  109.98  3.000
 69R  N27  C23  C22  122.48  3.000
 69R  C24  C23  C22  127.54  3.000
 69R  H16  C24  N25  122.73  3.000
 69R  H16  C24  C23  131.93  3.000
 69R  N25  C24  C23  105.33  3.000
 69R  H17  N25  C24  126.26  3.000
 69R  H17  N25  C26  126.16  3.000
 69R  C24  N25  C26  107.59  3.000
 69R  C23  N27  C26  105.56  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
 69R  CONST_01  N5   C4   C3   C2      0.00   0.0  0
 69R  CONST_04  C4   N5   N6   C2      0.00   0.0  0
 69R  CONST_05  C9   C8   C7   C2    180.00   0.0  0
 69R  CONST_06  C11  C12  C7   C2    180.00   0.0  0
 69R  CONST_07  C4   C3   C2   C7    180.00   0.0  0
 69R  CONST_08  C14  C3   C2   C7      0.00   0.0  0
 69R  CONST_09  N5   N6   C2   C7    180.00   0.0  0
 69R  CONST_10  C10  C9   C8   C7      0.00   0.0  0
 69R  CONST_11  C10  C11  C12  C7      0.00   0.0  0
 69R  CONST_12  C12  C7   C8   C9      0.00   0.0  0
 69R  CONST_13  C12  C11  C10  C9      0.00   0.0  0
 69R  CONST_14  C8   C7   C12  C11     0.00   0.0  0
 69R  CONST_15  C8   C9   C10  C11     0.00   0.0  0
 69R  CONST_18  C3   C14  C15  C16   180.00   0.0  0
 69R  CONST_19  C19  C14  C15  C16     0.00   0.0  0
 69R  CONST_20  C19  C18  C17  C16     0.00   0.0  0
 69R  CONST_22  C23  C24  N25  C26     0.00   0.0  0
 69R  CONST_23  C24  C23  N27  C26     0.00   0.0  0
 69R  CONST_24  N6   N5   C4   C3      0.00   0.0  0
 69R  CONST_25  C18  C19  C14  C3    180.00   0.0  0
 69R  CONST_26  N5   N6   C2   C3      0.00   0.0  0
 69R  CONST_29  N6   C2   C3   C4      0.00   0.0  0
 69R  CONST_30  C14  C3   C4   N5    180.00   0.0  0
 69R  CONST_31  C14  C3   C2   N6    180.00   0.0  0
 69R  CONST_33  C17  C16  C15  C14     0.00   0.0  0
 69R  CONST_34  C17  C18  C19  C14     0.00   0.0  0
 69R  CONST_35  C18  C17  C16  C15     0.00   0.0  0
 69R  CONST_36  C18  C19  C14  C15     0.00   0.0  0
 69R  CONST_37  N25  C26  N27  C23     0.00   0.0  0
 69R  CONST_38  N27  C26  N25  C24     0.00   0.0  0
 69R  CONST_39  N27  C23  C24  N25     0.00   0.0  0
 69R  CONST_40  N21  C4   C3   C2    180.00   0.0  0
 69R  CONST_41  O13  C10  C11  C12   180.00   0.0  0
 69R  CONST_42  O20  C17  C18  C19   180.00   0.0  0
 69R  CONST_43  N25  C24  C23  C22   180.00   0.0  0
 69R  CONST_44  C26  N27  C23  C22   180.00   0.0  0
 69R  CONST_45  N21  C4   N5   N6    180.00   0.0  0
 69R  CONST_46  O13  C10  C9   C8    180.00   0.0  0
 69R  CONST_47  N21  C4   C3   C14     0.00   0.0  0
 69R  CONST_48  O20  C17  C16  C15   180.00   0.0  0
 69R  CONST_49  H9   N5   N6   C2    180.00   0.0  0
 69R  CONST_50  H10  C8   C7   C2      0.00   0.0  0
 69R  CONST_51  H3   C12  C7   C2      0.00   0.0  0
 69R  CONST_52  H1   C9   C8   C7    180.00   0.0  0
 69R  CONST_53  H2   C11  C12  C7    180.00   0.0  0
 69R  CONST_54  H13  C18  C17  C16   180.00   0.0  0
 69R  CONST_55  H12  C15  C14  C19   180.00   0.0  0
 69R  CONST_56  H16  C24  N25  C26   180.00   0.0  0
 69R  CONST_57  H5   C19  C14  C3      0.00   0.0  0
 69R  CONST_58  H4   C16  C15  C14   180.00   0.0  0
 69R  CONST_59  H17  N25  C24  C23   180.00   0.0  0
 69R  CONST_60  H8   C26  N27  C23   180.00   0.0  0
 69R  Var_01    C23  C22  N21  C4   -179.86  30.0  1
 69R  Var_02    C24  C23  C22  N21   110.50  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
 69R  plan-1  C2   0.020
 69R  plan-1  C7   0.020
 69R  plan-1  C3   0.020
 69R  plan-1  C4   0.020
 69R  plan-1  N5   0.020
 69R  plan-1  N6   0.020
 69R  plan-1  C14  0.020
 69R  plan-1  N21  0.020
 69R  plan-1  H9   0.020
 69R  plan-2  C22  0.020
 69R  plan-2  C26  0.020
 69R  plan-2  C23  0.020
 69R  plan-2  C24  0.020
 69R  plan-2  N25  0.020
 69R  plan-2  N27  0.020
 69R  plan-2  H16  0.020
 69R  plan-2  H17  0.020
 69R  plan-2  H8   0.020
 69R  plan-3  C2   0.020
 69R  plan-3  C7   0.020
 69R  plan-3  C9   0.020
 69R  plan-3  C11  0.020
 69R  plan-3  C12  0.020
 69R  plan-3  C8   0.020
 69R  plan-3  C10  0.020
 69R  plan-3  O13  0.020
 69R  plan-3  H1   0.020
 69R  plan-3  H2   0.020
 69R  plan-3  H3   0.020
 69R  plan-3  H10  0.020
 69R  plan-4  C16  0.020
 69R  plan-4  C19  0.020
 69R  plan-4  C3   0.020
 69R  plan-4  C14  0.020
 69R  plan-4  C15  0.020
 69R  plan-4  C17  0.020
 69R  plan-4  C18  0.020
 69R  plan-4  O20  0.020
 69R  plan-4  H4   0.020
 69R  plan-4  H5   0.020
 69R  plan-4  H12  0.020
 69R  plan-4  H13  0.020
 69R  plan-5  C22  0.020
 69R  plan-5  C4   0.020
 69R  plan-5  N21  0.020
 69R  plan-5  H15  0.020

