# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr  9 12:58:08 2020
#   Inital geometry file: a 119 line input string
#   Ligand name: 3'-amino-5-[5-amino-3-(4-hydroxyphenyl)-1H-pyrazol-4-yl][1,1'-biphenyl]-2-ol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Nc1cccc(c1)c2cc(ccc2O)c3c(N)[nH]nc3c4ccc(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
 69S  69S  3'-amino-5-[5-amino-3-(4-hydroxyphenyl)-1H-pyrazol-4-yl][1,1'-biphenyl]-2-ol  ligand  45  27  .  2021-08-05  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_69S
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
 69S  C2   C  CR6   0   0.019  -3.3585   0.1571  -0.3880
 69S  C3   C  CR16  0  -0.294  -2.5948   1.3083  -0.5745
 69S  C4   C  CR16  0  -0.371  -3.1677   2.5693  -0.5231
 69S  C5   C  CR6   0   0.344  -4.5323   2.7071  -0.2838
 69S  C6   C  CR16  0  -0.327  -5.3121   1.5660  -0.1052
 69S  C7   C  CR16  0  -0.282  -4.7268   0.3134  -0.1575
 69S  C20  C  CR16  0  -0.372   0.9000  -0.8182   0.0530
 69S  C21  C  CR6   0   0.029   3.3003  -0.1553   0.0419
 69S  C24  C  CR16  0  -0.332   5.8405  -0.2249  -1.1051
 69S  C25  C  CR16  0  -0.235   5.2078  -1.3963  -0.7250
 69S  C9   C  CR5   0   0.257  -2.7633  -1.1823  -0.4540
 69S  C10  C  CR5   0  -0.209  -1.4639  -1.5912  -0.0570
 69S  C11  C  CR5   0   0.512  -1.4381  -2.9500  -0.3415
 69S  C15  C  CR6   0   0.049  -0.3883  -0.8251   0.5805
 69S  C16  C  CR16  0  -0.300  -0.6134  -0.0853   1.7432
 69S  C17  C  CR16  0  -0.319   0.4067   0.6242   2.3485
 69S  C19  C  CR6   0  -0.025   1.9480  -0.1151   0.6441
 69S  C22  C  CR16  0  -0.396   3.9324   1.0253  -0.3433
 69S  C23  C  CR6   0   0.333   5.2073   1.0107  -0.9231
 69S  N1   N  NH2   0  -0.861   5.7928   2.1768  -1.3588
 69S  O8   O  OH1   0  -0.631  -5.1438   3.9061  -0.2168
 69S  N12  N  NR15  0  -0.488  -2.6420  -3.2518  -0.8538
 69S  N13  N  N     0  -0.322  -3.4600  -2.1925  -0.9388
 69S  N14  N  NH2   0  -0.853  -0.4824  -3.8987  -0.0784
 69S  C18  C  CR6   0   0.294   1.6927   0.6111   1.8127
 69S  C26  C  CR16  0  -0.327   3.9437  -1.3770  -0.1516
 69S  H1   H  HCR6  0   0.257  -1.5349   1.2285  -0.7760
 69S  H2   H  HCR6  0   0.270  -2.5486   3.4461  -0.6770
 69S  H3   H  HCR6  0   0.262  -6.3748   1.6643   0.0793
 69S  H4   H  HCR6  0   0.248  -5.3459  -0.5618  -0.0079
 69S  H5   H  HCR6  0   0.255   1.1019  -1.3505  -0.8704
 69S  H6   H  HCR6  0   0.258   6.8271  -0.2618  -1.5520
 69S  H7   H  HCR6  0   0.255   5.7139  -2.3418  -0.8742
 69S  H8   H  HCR6  0   0.247  -1.6024  -0.0666   2.1835
 69S  H9   H  HCR6  0   0.262   0.2165   1.1833   3.2564
 69S  H10  H  HCR6  0   0.268   3.4180   1.9746  -0.2341
 69S  H11  H  HNH2  0   0.381   5.4645   3.0251  -0.9263
 69S  H12  H  HNH2  0   0.381   6.7963   2.1609  -1.4440
 69S  H13  H  HOH1  0   0.475   3.5077   1.1754   2.0605
 69S  H14  H  HOH1  0   0.474  -4.5058   4.6165  -0.3468
 69S  H15  H  HNR5  0   0.414  -2.9600  -4.1547  -1.1670
 69S  H16  H  HNH2  0   0.387   0.4334  -3.5142   0.0920
 69S  H17  H  HNH2  0   0.391  -0.4305  -4.6582  -0.7405
 69S  H18  H  HCR6  0   0.245   3.4670  -2.2989   0.1548
 69S  O27  O  OH1   0  -0.622   2.6449   1.2982   2.4765

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
 69S  C17  C16  aromatic  1.382  0.020  1.382
 69S  C17  C18  aromatic  1.393  0.020  1.393
 69S  C16  C15  aromatic  1.396  0.020  1.396
 69S  O27  C18  single    1.349  0.020  1.349
 69S  C18  C19  aromatic  1.399  0.020  1.399
 69S  C15  C10  single    1.466  0.020  1.466
 69S  C15  C20  aromatic  1.392  0.020  1.392
 69S  N14  C11  single    1.372  0.020  1.372
 69S  C10  C11  aromatic  1.388  0.020  1.388
 69S  C10  C9   aromatic  1.419  0.020  1.419
 69S  C11  N12  aromatic  1.343  0.020  1.343
 69S  C9   C2   single    1.467  0.020  1.467
 69S  C9   N13  aromatic  1.319  0.020  1.319
 69S  C19  C20  aromatic  1.394  0.020  1.394
 69S  C19  C21  single    1.481  0.020  1.481
 69S  C2   C3   aromatic  1.394  0.020  1.394
 69S  C2   C7   aromatic  1.396  0.020  1.396
 69S  C3   C4   aromatic  1.386  0.020  1.386
 69S  C7   C6   aromatic  1.384  0.020  1.384
 69S  C4   C5   aromatic  1.392  0.020  1.392
 69S  C6   C5   aromatic  1.394  0.020  1.394
 69S  N12  N13  aromatic  1.341  0.020  1.341
 69S  C5   O8   single    1.348  0.020  1.348
 69S  C21  C26  aromatic  1.394  0.020  1.394
 69S  C21  C22  aromatic  1.393  0.020  1.393
 69S  C26  C25  aromatic  1.388  0.020  1.388
 69S  C22  C23  aromatic  1.401  0.020  1.401
 69S  C25  C24  aromatic  1.385  0.020  1.385
 69S  C23  C24  aromatic  1.400  0.020  1.400
 69S  C23  N1   single    1.376  0.020  1.376
 69S  C3   H1   single    0.930  0.020  1.080
 69S  C4   H2   single    0.930  0.020  1.080
 69S  C6   H3   single    0.930  0.020  1.080
 69S  C7   H4   single    0.930  0.020  1.080
 69S  C20  H5   single    0.930  0.020  1.080
 69S  C24  H6   single    0.930  0.020  1.080
 69S  C25  H7   single    0.930  0.020  1.080
 69S  C16  H8   single    0.930  0.020  1.080
 69S  C17  H9   single    0.930  0.020  1.080
 69S  C22  H10  single    0.930  0.020  1.080
 69S  N1   H11  single    0.890  0.020  1.040
 69S  N1   H12  single    0.890  0.020  1.040
 69S  O27  H13  single    0.850  0.020  0.980
 69S  O8   H14  single    0.850  0.020  0.980
 69S  N12  H15  single    0.860  0.020  1.020
 69S  N14  H16  single    0.890  0.020  1.040
 69S  N14  H17  single    0.890  0.020  1.040
 69S  C26  H18  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
 69S  C9   C2   C7   120.47  3.000
 69S  C7   C2   C3   117.81  3.000
 69S  C9   C2   C3   121.71  3.000
 69S  H1   C3   C4   118.61  3.000
 69S  H1   C3   C2   120.05  3.000
 69S  C4   C3   C2   121.33  3.000
 69S  H2   C4   C5   120.26  3.000
 69S  H2   C4   C3   119.64  3.000
 69S  C5   C4   C3   120.10  3.000
 69S  O8   C5   C6   117.92  3.000
 69S  O8   C5   C4   122.77  3.000
 69S  C6   C5   C4   119.30  3.000
 69S  H3   C6   C7   120.25  3.000
 69S  H3   C6   C5   119.77  3.000
 69S  C7   C6   C5   119.98  3.000
 69S  H4   C7   C6   119.00  3.000
 69S  H4   C7   C2   119.52  3.000
 69S  C6   C7   C2   121.48  3.000
 69S  H5   C20  C19  117.95  3.000
 69S  H5   C20  C15  119.50  3.000
 69S  C19  C20  C15  122.53  3.000
 69S  C26  C21  C22  119.65  3.000
 69S  C22  C21  C19  120.24  3.000
 69S  C26  C21  C19  120.11  3.000
 69S  H6   C24  C23  119.69  3.000
 69S  H6   C24  C25  120.03  3.000
 69S  C23  C24  C25  120.28  3.000
 69S  H7   C25  C26  119.66  3.000
 69S  H7   C25  C24  119.16  3.000
 69S  C26  C25  C24  121.18  3.000
 69S  N13  C9   C10  111.45  3.000
 69S  N13  C9   C2   120.08  3.000
 69S  C10  C9   C2   128.46  3.000
 69S  C15  C10  C11  125.93  3.000
 69S  C11  C10  C9   103.99  3.000
 69S  C15  C10  C9   130.00  3.000
 69S  N14  C11  N12  122.84  3.000
 69S  N12  C11  C10  106.35  3.000
 69S  N14  C11  C10  130.56  3.000
 69S  C16  C15  C10  121.38  3.000
 69S  C10  C15  C20  121.10  3.000
 69S  C16  C15  C20  117.52  3.000
 69S  H8   C16  C17  119.16  3.000
 69S  H8   C16  C15  119.66  3.000
 69S  C17  C16  C15  121.18  3.000
 69S  H9   C17  C18  119.30  3.000
 69S  H9   C17  C16  120.16  3.000
 69S  C18  C17  C16  120.53  3.000
 69S  C18  C19  C21  121.36  3.000
 69S  C21  C19  C20  120.03  3.000
 69S  C18  C19  C20  118.61  3.000
 69S  H10  C22  C23  118.83  3.000
 69S  H10  C22  C21  119.89  3.000
 69S  C23  C22  C21  121.23  3.000
 69S  N1   C23  C22  120.65  3.000
 69S  N1   C23  C24  120.95  3.000
 69S  C22  C23  C24  118.34  3.000
 69S  H12  N1   H11  111.98  3.000
 69S  H12  N1   C23  115.94  3.000
 69S  H11  N1   C23  116.05  3.000
 69S  H14  O8   C5   110.42  3.000
 69S  H15  N12  N13  119.72  3.000
 69S  H15  N12  C11  127.10  3.000
 69S  N13  N12  C11  113.18  3.000
 69S  N12  N13  C9   105.03  3.000
 69S  H17  N14  H16  110.58  3.000
 69S  H17  N14  C11  115.49  3.000
 69S  H16  N14  C11  113.68  3.000
 69S  O27  C18  C19  123.13  3.000
 69S  C19  C18  C17  119.64  3.000
 69S  O27  C18  C17  117.23  3.000
 69S  H18  C26  C25  120.41  3.000
 69S  H18  C26  C21  120.25  3.000
 69S  C25  C26  C21  119.33  3.000
 69S  H13  O27  C18  110.73  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
 69S  CONST_01  C15  C10  C9   C2     0.00  0.0  0
 69S  CONST_02  C11  C10  C9   C2   180.00  0.0  0
 69S  CONST_03  N12  N13  C9   C2   180.00  0.0  0
 69S  CONST_04  C5   C4   C3   C2     0.00  0.0  0
 69S  CONST_05  C5   C6   C7   C2     0.00  0.0  0
 69S  CONST_08  C6   C7   C2   C3     0.00  0.0  0
 69S  CONST_09  C6   C5   C4   C3     0.00  0.0  0
 69S  CONST_10  C9   C2   C3   C4   180.00  0.0  0
 69S  CONST_11  C7   C2   C3   C4     0.00  0.0  0
 69S  CONST_12  C7   C6   C5   C4     0.00  0.0  0
 69S  CONST_13  C9   C2   C7   C6   180.00  0.0  0
 69S  CONST_16  C17  C16  C15  C20    0.00  0.0  0
 69S  CONST_19  C17  C18  C19  C20    0.00  0.0  0
 69S  CONST_22  C17  C18  C19  C21  180.00  0.0  0
 69S  CONST_23  C15  C20  C19  C21  180.00  0.0  0
 69S  CONST_24  C24  C25  C26  C21    0.00  0.0  0
 69S  CONST_25  C24  C23  C22  C21    0.00  0.0  0
 69S  CONST_26  C19  C21  C26  C25  180.00  0.0  0
 69S  CONST_27  C22  C21  C26  C25    0.00  0.0  0
 69S  CONST_28  C22  C23  C24  C25    0.00  0.0  0
 69S  CONST_30  N12  C11  C10  C9     0.00  0.0  0
 69S  CONST_31  C11  N12  N13  C9     0.00  0.0  0
 69S  CONST_32  C17  C16  C15  C10  180.00  0.0  0
 69S  CONST_33  C19  C20  C15  C10  180.00  0.0  0
 69S  CONST_34  N13  N12  C11  C10    0.00  0.0  0
 69S  CONST_35  N12  N13  C9   C10    0.00  0.0  0
 69S  CONST_37  N13  C9   C10  C11    0.00  0.0  0
 69S  CONST_38  C18  C17  C16  C15    0.00  0.0  0
 69S  CONST_39  N12  C11  C10  C15  180.00  0.0  0
 69S  CONST_40  N13  C9   C10  C15  180.00  0.0  0
 69S  CONST_41  C18  C19  C20  C15    0.00  0.0  0
 69S  CONST_42  C19  C18  C17  C16    0.00  0.0  0
 69S  CONST_43  C19  C20  C15  C16    0.00  0.0  0
 69S  CONST_44  C23  C22  C21  C19  180.00  0.0  0
 69S  CONST_46  C26  C21  C22  C23    0.00  0.0  0
 69S  CONST_47  C26  C25  C24  C23    0.00  0.0  0
 69S  CONST_49  O8   C5   C4   C3   180.00  0.0  0
 69S  CONST_50  O8   C5   C6   C7   180.00  0.0  0
 69S  CONST_51  O27  C18  C19  C20  180.00  0.0  0
 69S  CONST_52  O27  C18  C19  C21    0.00  0.0  0
 69S  CONST_53  N1   C23  C22  C21  180.00  0.0  0
 69S  CONST_54  N1   C23  C24  C25  180.00  0.0  0
 69S  CONST_55  N14  C11  C10  C9   180.00  0.0  0
 69S  CONST_56  N14  C11  C10  C15    0.00  0.0  0
 69S  CONST_57  O27  C18  C17  C16  180.00  0.0  0
 69S  CONST_58  N14  C11  N12  N13  180.00  0.0  0
 69S  CONST_59  H2   C4   C3   C2   180.00  0.0  0
 69S  CONST_60  H3   C6   C7   C2   180.00  0.0  0
 69S  CONST_61  H4   C7   C2   C3   180.00  0.0  0
 69S  CONST_62  H1   C3   C4   C5   180.00  0.0  0
 69S  CONST_63  H8   C16  C15  C20  180.00  0.0  0
 69S  CONST_64  H5   C20  C19  C21    0.00  0.0  0
 69S  CONST_65  H7   C25  C26  C21  180.00  0.0  0
 69S  CONST_66  H18  C26  C25  C24  180.00  0.0  0
 69S  CONST_67  H10  C22  C23  C24  180.00  0.0  0
 69S  CONST_68  H15  N12  N13  C9   180.00  0.0  0
 69S  CONST_69  H9   C17  C16  C15  180.00  0.0  0
 69S  CONST_70  H6   C24  C23  C22  180.00  0.0  0

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
 69S  plan-1  C2   0.020
 69S  plan-1  C9   0.020
 69S  plan-1  C10  0.020
 69S  plan-1  C11  0.020
 69S  plan-1  C15  0.020
 69S  plan-1  N12  0.020
 69S  plan-1  N13  0.020
 69S  plan-1  N14  0.020
 69S  plan-1  H15  0.020
 69S  plan-2  C2   0.020
 69S  plan-2  C3   0.020
 69S  plan-2  C4   0.020
 69S  plan-2  C5   0.020
 69S  plan-2  C6   0.020
 69S  plan-2  C7   0.020
 69S  plan-2  C9   0.020
 69S  plan-2  O8   0.020
 69S  plan-2  H1   0.020
 69S  plan-2  H2   0.020
 69S  plan-2  H3   0.020
 69S  plan-2  H4   0.020
 69S  plan-3  C21  0.020
 69S  plan-3  C24  0.020
 69S  plan-3  C25  0.020
 69S  plan-3  C19  0.020
 69S  plan-3  C22  0.020
 69S  plan-3  C23  0.020
 69S  plan-3  N1   0.020
 69S  plan-3  C26  0.020
 69S  plan-3  H6   0.020
 69S  plan-3  H7   0.020
 69S  plan-3  H10  0.020
 69S  plan-3  H18  0.020
 69S  plan-4  C20  0.020
 69S  plan-4  C21  0.020
 69S  plan-4  C10  0.020
 69S  plan-4  C15  0.020
 69S  plan-4  C16  0.020
 69S  plan-4  C17  0.020
 69S  plan-4  C19  0.020
 69S  plan-4  C18  0.020
 69S  plan-4  H5   0.020
 69S  plan-4  H8   0.020
 69S  plan-4  H9   0.020
 69S  plan-4  O27  0.020
 69S  plan-5  C23  0.020
 69S  plan-5  N1   0.020
 69S  plan-5  H11  0.020
 69S  plan-5  H12  0.020
 69S  plan-6  C11  0.020
 69S  plan-6  N14  0.020
 69S  plan-6  H16  0.020
 69S  plan-6  H17  0.020

