# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr  9 10:55:28 2020
#   Inital geometry file: a 89 line input string
#   Ligand name: 4-{5-[(4-hydroxyphenyl)amino]-1H-pyrazol-3-yl}phenol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Oc1ccc(Nc2[nH]nc(c2)c3ccc(O)cc3)cc1
#
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
 69T  69T  4-{5-[(4-hydroxyphenyl)amino]-1H-pyrazol-3-yl}phenol  ligand  33  20  .  2022-07-23  2022-07-26
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_69T
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
 69T  C1   C  CR6   0   0.281  -3.0554   0.6786   0.2662
 69T  C2   C  CR16  0  -0.317  -3.3477  -0.4741   0.9962
 69T  C3   C  CR16  0  -0.327  -4.5930  -1.0727   0.9079
 69T  C4   C  CR6   0   0.341  -5.5897  -0.5124   0.1130
 69T  C5   C  CR16  0  -0.374  -5.3135   0.6527  -0.5957
 69T  C6   C  CR16  0  -0.304  -4.0548   1.2309  -0.5292
 69T  C11  C  CR5   0   0.294   1.4971   0.0008  -0.0034
 69T  C12  C  CR15  0  -0.608   0.6837   1.1072   0.3244
 69T  C13  C  CR6   0   0.039   2.9608  -0.0656  -0.0147
 69T  C15  C  CR16  0  -0.365   5.1195   0.9585   0.3990
 69T  C18  C  CR16  0  -0.282   3.6296  -1.2152  -0.4430
 69T  N1   N  NH1   0  -0.778  -1.8000   1.2967   0.3599
 69T  O7   O  OH1   0  -0.635  -6.7893  -1.1299   0.0724
 69T  C8   C  CR5   0   0.627  -0.6094   0.6423   0.1784
 69T  N9   N  NR15  0  -0.498  -0.5043  -0.6445  -0.2038
 69T  N10  N  N     0  -0.326   0.7671  -1.0558  -0.3112
 69T  C14  C  CR16  0  -0.319   3.7345   1.0145   0.4040
 69T  C16  C  CR6   0   0.343   5.7692  -0.1953  -0.0289
 69T  C17  C  CR16  0  -0.321   5.0101  -1.2856  -0.4524
 69T  H1   H  HCR6  0   0.278  -2.6073  -0.9071   1.6575
 69T  H2   H  HCR6  0   0.268  -4.7985  -1.9713   1.4759
 69T  H3   H  HCR6  0   0.275  -6.0739   1.1086  -1.2194
 69T  H4   H  HCR6  0   0.269  -3.8527   2.1266  -1.1038
 69T  H5   H  HCR5  0   0.263   0.9786   2.0996   0.6222
 69T  H6   H  HCR6  0   0.271   5.6905   1.8173   0.7335
 69T  H7   H  HCR6  0   0.251   3.0609  -2.0727  -0.7784
 69T  H8   H  HOH1  0   0.475   7.5246   0.4989   0.2644
 69T  H9   H  HNH1  0   0.405  -1.7721   2.2860   0.1726
 69T  H10  H  HOH1  0   0.474  -7.3901  -0.6585  -0.5150
 69T  H11  H  HNR5  0   0.417  -1.2518  -1.2832  -0.4229
 69T  H12  H  HCR6  0   0.251   3.2602   1.9243   0.7495
 69T  H13  H  HCR6  0   0.263   5.5055  -2.1872  -0.7907
 69T  O19  O  OH1   0  -0.630   7.1112  -0.3113  -0.0545

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
 69T  O19  C16  single    1.347  0.020  1.347
 69T  C15  C16  aromatic  1.392  0.020  1.392
 69T  C15  C14  aromatic  1.386  0.020  1.386
 69T  C16  C17  aromatic  1.394  0.020  1.394
 69T  C14  C13  aromatic  1.393  0.020  1.393
 69T  C17  C18  aromatic  1.382  0.020  1.382
 69T  C13  C18  aromatic  1.397  0.020  1.397
 69T  C13  C11  single    1.465  0.020  1.465
 69T  C11  C12  aromatic  1.412  0.020  1.412
 69T  C11  N10  aromatic  1.321  0.020  1.321
 69T  C12  C8   aromatic  1.382  0.020  1.382
 69T  N10  N9   aromatic  1.341  0.020  1.341
 69T  C8   N9   aromatic  1.346  0.020  1.346
 69T  C8   N1   single    1.371  0.020  1.371
 69T  C2   C3   aromatic  1.385  0.020  1.385
 69T  C2   C1   aromatic  1.395  0.020  1.395
 69T  N1   C1   single    1.402  0.020  1.402
 69T  C3   C4   aromatic  1.393  0.020  1.393
 69T  C1   C6   aromatic  1.392  0.020  1.392
 69T  C4   O7   single    1.350  0.020  1.350
 69T  C4   C5   aromatic  1.391  0.020  1.391
 69T  C6   C5   aromatic  1.387  0.020  1.387
 69T  C2   H1   single    0.930  0.020  1.080
 69T  C3   H2   single    0.930  0.020  1.080
 69T  C5   H3   single    0.930  0.020  1.080
 69T  C6   H4   single    0.930  0.020  1.080
 69T  C12  H5   single    0.930  0.020  1.080
 69T  C15  H6   single    0.930  0.020  1.080
 69T  C18  H7   single    0.930  0.020  1.080
 69T  O19  H8   single    0.850  0.020  0.980
 69T  N1   H9   single    0.890  0.020  1.040
 69T  O7   H10  single    0.850  0.020  0.980
 69T  N9   H11  single    0.860  0.020  1.020
 69T  C14  H12  single    0.930  0.020  1.080
 69T  C17  H13  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
 69T  N1   C1   C6   120.41  3.000
 69T  C6   C1   C2   118.45  3.000
 69T  N1   C1   C2   121.11  3.000
 69T  H1   C2   C3   118.74  3.000
 69T  H1   C2   C1   120.43  3.000
 69T  C3   C2   C1   120.82  3.000
 69T  H2   C3   C4   119.84  3.000
 69T  H2   C3   C2   119.74  3.000
 69T  C4   C3   C2   120.41  3.000
 69T  O7   C4   C5   122.97  3.000
 69T  C5   C4   C3   119.05  3.000
 69T  O7   C4   C3   117.98  3.000
 69T  H3   C5   C6   119.27  3.000
 69T  H3   C5   C4   120.40  3.000
 69T  C6   C5   C4   120.33  3.000
 69T  H4   C6   C5   119.26  3.000
 69T  H4   C6   C1   119.82  3.000
 69T  C5   C6   C1   120.92  3.000
 69T  N10  C11  C13  120.94  3.000
 69T  N10  C11  C12  111.26  3.000
 69T  C13  C11  C12  127.79  3.000
 69T  H5   C12  C8   126.54  3.000
 69T  H5   C12  C11  128.93  3.000
 69T  C8   C12  C11  104.53  3.000
 69T  C14  C13  C18  117.66  3.000
 69T  C18  C13  C11  121.18  3.000
 69T  C14  C13  C11  121.16  3.000
 69T  H6   C15  C16  120.38  3.000
 69T  H6   C15  C14  119.55  3.000
 69T  C16  C15  C14  120.07  3.000
 69T  H7   C18  C17  118.83  3.000
 69T  H7   C18  C13  119.70  3.000
 69T  C17  C18  C13  121.47  3.000
 69T  H9   N1   C8   114.85  3.000
 69T  H9   N1   C1   116.43  3.000
 69T  C8   N1   C1   123.94  3.000
 69T  H10  O7   C4   110.40  3.000
 69T  N9   C8   N1   124.17  3.000
 69T  N1   C8   C12  129.66  3.000
 69T  N9   C8   C12  106.17  3.000
 69T  H11  N9   N10  119.46  3.000
 69T  H11  N9   C8   127.57  3.000
 69T  N10  N9   C8   112.95  3.000
 69T  N9   N10  C11  105.08  3.000
 69T  H12  C14  C15  118.22  3.000
 69T  H12  C14  C13  120.27  3.000
 69T  C15  C14  C13  121.50  3.000
 69T  C17  C16  O19  117.98  3.000
 69T  C17  C16  C15  119.18  3.000
 69T  O19  C16  C15  122.84  3.000
 69T  H13  C17  C16  119.79  3.000
 69T  H13  C17  C18  120.09  3.000
 69T  C16  C17  C18  120.12  3.000
 69T  H8   O19  C16  110.40  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
 69T  CONST_01  C4   C3   C2   C1      0.00   0.0  0
 69T  CONST_02  C4   C5   C6   C1      0.00   0.0  0
 69T  CONST_03  C5   C4   C3   C2      0.00   0.0  0
 69T  CONST_04  C5   C6   C1   C2      0.00   0.0  0
 69T  CONST_05  C6   C1   C2   C3      0.00   0.0  0
 69T  CONST_06  C6   C5   C4   C3      0.00   0.0  0
 69T  CONST_07  C15  C14  C13  C11   180.00   0.0  0
 69T  CONST_08  C17  C18  C13  C11   180.00   0.0  0
 69T  CONST_09  N9   C8   C12  C11     0.00   0.0  0
 69T  CONST_10  C8   N9   N10  C11     0.00   0.0  0
 69T  CONST_11  C14  C13  C11  C12     0.00   0.0  0
 69T  CONST_12  C18  C13  C11  C12   180.00   0.0  0
 69T  CONST_13  N9   N10  C11  C12     0.00   0.0  0
 69T  CONST_14  N10  N9   C8   C12     0.00   0.0  0
 69T  CONST_15  C16  C15  C14  C13     0.00   0.0  0
 69T  CONST_16  C16  C17  C18  C13     0.00   0.0  0
 69T  CONST_17  C8   C12  C11  C13   180.00   0.0  0
 69T  CONST_18  N9   N10  C11  C13   180.00   0.0  0
 69T  CONST_19  C18  C17  C16  C15     0.00   0.0  0
 69T  CONST_20  C18  C13  C14  C15     0.00   0.0  0
 69T  CONST_21  N10  C11  C13  C18     0.00   0.0  0
 69T  CONST_22  N10  C11  C12  C8      0.00   0.0  0
 69T  CONST_23  C14  C13  C11  N10   180.00   0.0  0
 69T  CONST_24  C17  C16  C15  C14     0.00   0.0  0
 69T  CONST_25  C17  C18  C13  C14     0.00   0.0  0
 69T  CONST_26  O7   C4   C3   C2    180.00   0.0  0
 69T  CONST_27  N1   C1   C2   C3    180.00   0.0  0
 69T  CONST_28  N1   C1   C6   C5    180.00   0.0  0
 69T  CONST_29  O7   C4   C5   C6    180.00   0.0  0
 69T  CONST_30  N1   C8   C12  C11   180.00   0.0  0
 69T  CONST_31  O19  C16  C17  C18   180.00   0.0  0
 69T  CONST_32  C14  C15  C16  O19   180.00   0.0  0
 69T  CONST_33  N10  N9   C8   N1    180.00   0.0  0
 69T  CONST_34  H2   C3   C2   C1    180.00   0.0  0
 69T  CONST_35  H3   C5   C6   C1    180.00   0.0  0
 69T  CONST_36  H4   C6   C1   C2    180.00   0.0  0
 69T  CONST_37  H1   C2   C3   C4    180.00   0.0  0
 69T  CONST_38  H12  C14  C13  C11     0.00   0.0  0
 69T  CONST_39  H7   C18  C13  C11     0.00   0.0  0
 69T  CONST_40  H11  N9   N10  C11   180.00   0.0  0
 69T  CONST_41  H6   C15  C14  C13   180.00   0.0  0
 69T  CONST_42  H13  C17  C18  C13   180.00   0.0  0
 69T  CONST_43  H5   C12  C11  C13     0.00   0.0  0
 69T  Var_01    C12  C8   N1   C1   -175.42  30.0  1
 69T  Var_02    C8   N1   C1   C2     52.59  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
 69T  plan-1  C11  0.020
 69T  plan-1  C12  0.020
 69T  plan-1  C13  0.020
 69T  plan-1  N1   0.020
 69T  plan-1  C8   0.020
 69T  plan-1  N9   0.020
 69T  plan-1  N10  0.020
 69T  plan-1  H5   0.020
 69T  plan-1  H11  0.020
 69T  plan-2  C1   0.020
 69T  plan-2  C2   0.020
 69T  plan-2  C3   0.020
 69T  plan-2  C4   0.020
 69T  plan-2  C5   0.020
 69T  plan-2  C6   0.020
 69T  plan-2  N1   0.020
 69T  plan-2  O7   0.020
 69T  plan-2  H1   0.020
 69T  plan-2  H2   0.020
 69T  plan-2  H3   0.020
 69T  plan-2  H4   0.020
 69T  plan-3  C11  0.020
 69T  plan-3  C13  0.020
 69T  plan-3  C15  0.020
 69T  plan-3  C18  0.020
 69T  plan-3  C14  0.020
 69T  plan-3  C16  0.020
 69T  plan-3  C17  0.020
 69T  plan-3  H6   0.020
 69T  plan-3  H7   0.020
 69T  plan-3  H12  0.020
 69T  plan-3  H13  0.020
 69T  plan-3  O19  0.020

