# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 19 11:18:30 2020
#   Inital geometry file: a 121 line input string
#   Ligand name: 3-(phenylmethyl)-5-(2-phenylpyrazol-3-yl)-2~{H}-indazol-6-ol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Oc1cc2n[nH]c(Cc3ccccc3)c2cc1c4ccnn4c5ccccc5
#
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
 C3Z  C3Z  3-(phenylmethyl)-5-(2-phenylpyrazol-3-yl)-2~{H}-indazol-6-ol  ligand  46  28  .  2021-08-07  2021-08-07  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_C3Z
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
 C3Z  C1   C  CR16  0  -0.447   0.4241   2.1666   1.5261
 C3Z  C2   C  CR6   0   0.365   1.0381   0.9462   1.4486
 C3Z  C3   C  CR6   0  -0.110   0.5137  -0.1162   0.6360
 C3Z  C7   C  CR15  0  -0.066   1.8250  -3.5191   0.7129
 C3Z  C10  C  CR6   0   0.342   3.3938  -0.6172  -0.3022
 C3Z  C11  C  CR16  0  -0.275   2.9803   0.3160  -1.2437
 C3Z  C12  C  CR16  0  -0.255   3.8821   1.2637  -1.7074
 C3Z  C13  C  CR16  0  -0.255   5.1920   1.2699  -1.2496
 C3Z  C14  C  CR16  0  -0.259   5.6011   0.3194  -0.3221
 C3Z  C15  C  CR16  0  -0.275   4.7044  -0.6217   0.1587
 C3Z  C19  C  CR5   0   0.432  -2.4709   1.8352  -0.5518
 C3Z  C22  C  CH2   0  -0.627  -3.4822   1.2476  -1.4751
 C3Z  C24  C  CR16  0  -0.291  -4.8406  -0.0348   0.2134
 C3Z  C27  C  CR16  0  -0.241  -5.3584  -1.2164   0.7221
 C3Z  C4   C  CR16  0  -0.335  -0.6528   0.0594  -0.0601
 C3Z  C5   C  CR5   0   0.435   1.2019  -1.4096   0.5864
 C3Z  C6   C  CR15  0  -0.545   0.7380  -2.6590   0.9321
 C3Z  N8   N  N     0  -0.276   2.8750  -2.8623   0.2653
 C3Z  N9   N  NR5   0  -0.446   2.4887  -1.5865   0.1844
 C3Z  O16  O  OH1   0  -0.620   2.1542   0.6406   2.1336
 C3Z  C17  C  CR56  0   0.257  -0.7706   2.3565   0.7945
 C3Z  C18  C  CR56  0  -0.140  -1.3100   1.3004   0.0111
 C3Z  N20  N  NR15  0  -0.480  -2.5287   3.0834  -0.0862
 C3Z  N21  N  N     0  -0.330  -1.5329   3.4474   0.7239
 C3Z  C23  C  CR6   0   0.135  -4.0554  -0.0415  -0.9375
 C3Z  C25  C  CR16  0  -0.269  -5.0942  -2.4250   0.0872
 C3Z  C26  C  CR16  0  -0.240  -4.3137  -2.4403  -1.0594
 C3Z  C28  C  CR16  0  -0.316  -3.7991  -1.2535  -1.5683
 C3Z  H1   H  HCR6  0   0.267   0.8288   2.9595   2.1446
 C3Z  H2   H  HCR5  0   0.265   1.8766  -4.5866   0.8644
 C3Z  H3   H  HCR6  0   0.277   1.9697   0.2984  -1.6279
 C3Z  H4   H  HCR6  0   0.262   3.5585   1.9911  -2.4402
 C3Z  H5   H  HCR6  0   0.260   5.8932   2.0068  -1.6183
 C3Z  H6   H  HCR6  0   0.262   6.6214   0.3161   0.0381
 C3Z  H7   H  HCR6  0   0.267   5.0183  -1.3537   0.8905
 C3Z  H8   H  HCH2  0   0.286  -4.2819   1.9736  -1.6435
 C3Z  H9   H  HCH2  0   0.285  -3.0193   1.0664  -2.4482
 C3Z  H10  H  HCR6  0   0.250  -5.0485   0.9032   0.7154
 C3Z  H11  H  HCR6  0   0.256  -5.9705  -1.1948   1.6146
 C3Z  H12  H  HCR6  0   0.258  -1.0450  -0.7464  -0.6672
 C3Z  H13  H  HCR5  0   0.269  -0.2398  -2.9017   1.3141
 C3Z  H14  H  HOH1  0   0.476   2.4698   1.4087   2.6230
 C3Z  H15  H  HNR5  0   0.424  -3.2499   3.7566  -0.3019
 C3Z  H16  H  HCR6  0   0.256  -5.4958  -3.3479   0.4849
 C3Z  H17  H  HCR6  0   0.255  -4.1040  -3.3762  -1.5612
 C3Z  H18  H  HCR6  0   0.255  -3.1881  -1.2746  -2.4634

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
 C3Z  C7   N8   aromatic  1.317  0.020  1.317
 C3Z  C7   C6   aromatic  1.403  0.020  1.403
 C3Z  N8   N9   aromatic  1.335  0.020  1.335
 C3Z  C6   C5   aromatic  1.377  0.020  1.377
 C3Z  N9   C5   aromatic  1.360  0.020  1.360
 C3Z  N9   C10  single    1.413  0.020  1.413
 C3Z  C5   C3   single    1.466  0.020  1.466
 C3Z  C26  C25  aromatic  1.387  0.020  1.387
 C3Z  C26  C28  aromatic  1.390  0.020  1.390
 C3Z  C11  C10  aromatic  1.389  0.020  1.389
 C3Z  C11  C12  aromatic  1.388  0.020  1.388
 C3Z  C25  C27  aromatic  1.391  0.020  1.391
 C3Z  C10  C15  aromatic  1.389  0.020  1.389
 C3Z  C3   C4   aromatic  1.370  0.020  1.370
 C3Z  C3   C2   aromatic  1.437  0.020  1.437
 C3Z  C28  C23  aromatic  1.390  0.020  1.390
 C3Z  O16  C2   single    1.345  0.020  1.345
 C3Z  C12  C13  aromatic  1.388  0.020  1.388
 C3Z  C27  C24  aromatic  1.387  0.020  1.387
 C3Z  C4   C18  aromatic  1.406  0.020  1.406
 C3Z  C2   C1   aromatic  1.368  0.020  1.368
 C3Z  C15  C14  aromatic  1.386  0.020  1.386
 C3Z  C23  C24  aromatic  1.393  0.020  1.393
 C3Z  C23  C22  single    1.510  0.020  1.510
 C3Z  C13  C14  aromatic  1.390  0.020  1.390
 C3Z  C18  C17  aromatic  1.421  0.020  1.421
 C3Z  C18  C19  aromatic  1.397  0.020  1.397
 C3Z  C1   C17  aromatic  1.414  0.020  1.414
 C3Z  C22  C19  single    1.490  0.020  1.490
 C3Z  C17  N21  aromatic  1.333  0.020  1.333
 C3Z  C19  N20  aromatic  1.334  0.020  1.334
 C3Z  N21  N20  aromatic  1.334  0.020  1.334
 C3Z  C1   H1   single    0.930  0.020  1.080
 C3Z  C7   H2   single    0.930  0.020  1.080
 C3Z  C11  H3   single    0.930  0.020  1.080
 C3Z  C12  H4   single    0.930  0.020  1.080
 C3Z  C13  H5   single    0.930  0.020  1.080
 C3Z  C14  H6   single    0.930  0.020  1.080
 C3Z  C15  H7   single    0.930  0.020  1.080
 C3Z  C22  H8   single    0.970  0.020  1.090
 C3Z  C22  H9   single    0.970  0.020  1.090
 C3Z  C24  H10  single    0.930  0.020  1.080
 C3Z  C27  H11  single    0.930  0.020  1.080
 C3Z  C4   H12  single    0.930  0.020  1.080
 C3Z  C6   H13  single    0.930  0.020  1.080
 C3Z  O16  H14  single    0.850  0.020  0.980
 C3Z  N20  H15  single    0.860  0.020  1.020
 C3Z  C25  H16  single    0.930  0.020  1.080
 C3Z  C26  H17  single    0.930  0.020  1.080
 C3Z  C28  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
 C3Z  H1   C1   C17  120.84  3.000
 C3Z  H1   C1   C2   121.14  3.000
 C3Z  C17  C1   C2   118.01  3.000
 C3Z  O16  C2   C3   115.02  3.000
 C3Z  O16  C2   C1   123.11  3.000
 C3Z  C3   C2   C1   121.86  3.000
 C3Z  C5   C3   C4   119.72  3.000
 C3Z  C4   C3   C2   120.23  3.000
 C3Z  C5   C3   C2   120.01  3.000
 C3Z  H2   C7   N8   120.18  3.000
 C3Z  H2   C7   C6   128.41  3.000
 C3Z  N8   C7   C6   111.41  3.000
 C3Z  N9   C10  C15  119.21  3.000
 C3Z  C15  C10  C11  120.53  3.000
 C3Z  N9   C10  C11  120.26  3.000
 C3Z  H3   C11  C12  119.98  3.000
 C3Z  H3   C11  C10  120.55  3.000
 C3Z  C12  C11  C10  119.47  3.000
 C3Z  H4   C12  C13  120.18  3.000
 C3Z  H4   C12  C11  119.40  3.000
 C3Z  C13  C12  C11  120.41  3.000
 C3Z  H5   C13  C14  120.17  3.000
 C3Z  H5   C13  C12  120.16  3.000
 C3Z  C14  C13  C12  119.67  3.000
 C3Z  H6   C14  C15  119.51  3.000
 C3Z  H6   C14  C13  120.12  3.000
 C3Z  C15  C14  C13  120.37  3.000
 C3Z  H7   C15  C14  120.43  3.000
 C3Z  H7   C15  C10  120.03  3.000
 C3Z  C14  C15  C10  119.54  3.000
 C3Z  N20  C19  C18  104.70  3.000
 C3Z  N20  C19  C22  123.78  3.000
 C3Z  C18  C19  C22  131.52  3.000
 C3Z  H9   C22  H8   106.43  3.000
 C3Z  H9   C22  C23  109.66  3.000
 C3Z  H8   C22  C23  110.14  3.000
 C3Z  H9   C22  C19  109.25  3.000
 C3Z  H8   C22  C19  109.27  3.000
 C3Z  C23  C22  C19  111.94  3.000
 C3Z  H10  C24  C23  119.66  3.000
 C3Z  H10  C24  C27  119.72  3.000
 C3Z  C23  C24  C27  120.62  3.000
 C3Z  H11  C27  C25  120.08  3.000
 C3Z  H11  C27  C24  119.78  3.000
 C3Z  C25  C27  C24  120.14  3.000
 C3Z  H12  C4   C18  121.07  3.000
 C3Z  H12  C4   C3   119.88  3.000
 C3Z  C18  C4   C3   119.04  3.000
 C3Z  N9   C5   C6   105.97  3.000
 C3Z  N9   C5   C3   124.69  3.000
 C3Z  C6   C5   C3   129.34  3.000
 C3Z  H13  C6   C5   126.82  3.000
 C3Z  H13  C6   C7   128.33  3.000
 C3Z  C5   C6   C7   104.83  3.000
 C3Z  N9   N8   C7   105.45  3.000
 C3Z  N8   N9   C5   112.34  3.000
 C3Z  C5   N9   C10  128.24  3.000
 C3Z  N8   N9   C10  119.41  3.000
 C3Z  H14  O16  C2   110.44  3.000
 C3Z  N21  C17  C18  111.22  3.000
 C3Z  N21  C17  C1   128.37  3.000
 C3Z  C18  C17  C1   120.41  3.000
 C3Z  C17  C18  C4   120.43  3.000
 C3Z  C17  C18  C19  104.66  3.000
 C3Z  C4   C18  C19  134.91  3.000
 C3Z  H15  N20  N21  118.74  3.000
 C3Z  H15  N20  C19  125.48  3.000
 C3Z  N21  N20  C19  115.78  3.000
 C3Z  N20  N21  C17  103.64  3.000
 C3Z  C28  C23  C24  118.88  3.000
 C3Z  C24  C23  C22  120.27  3.000
 C3Z  C28  C23  C22  120.85  3.000
 C3Z  H16  C25  C26  120.21  3.000
 C3Z  H16  C25  C27  120.19  3.000
 C3Z  C26  C25  C27  119.60  3.000
 C3Z  H17  C26  C28  119.78  3.000
 C3Z  H17  C26  C25  120.12  3.000
 C3Z  C28  C26  C25  120.10  3.000
 C3Z  H18  C28  C26  119.64  3.000
 C3Z  H18  C28  C23  119.71  3.000
 C3Z  C26  C28  C23  120.66  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
 C3Z  CONST_01  C5   C3   C2   C1    180.00   0.0  0
 C3Z  CONST_02  C4   C3   C2   C1      0.00   0.0  0
 C3Z  CONST_03  C4   C18  C17  C1      0.00   0.0  0
 C3Z  CONST_04  C19  C18  C17  C1    180.00   0.0  0
 C3Z  CONST_05  N20  N21  C17  C1    180.00   0.0  0
 C3Z  CONST_08  C18  C4   C3   C2      0.00   0.0  0
 C3Z  CONST_09  C18  C17  C1   C2      0.00   0.0  0
 C3Z  CONST_10  N21  C17  C1   C2    180.00   0.0  0
 C3Z  CONST_11  C7   C6   C5   C3    180.00   0.0  0
 C3Z  CONST_12  N8   N9   C5   C3    180.00   0.0  0
 C3Z  CONST_13  C10  N9   C5   C3      0.00   0.0  0
 C3Z  CONST_14  C17  C18  C4   C3      0.00   0.0  0
 C3Z  CONST_15  C19  C18  C4   C3    180.00   0.0  0
 C3Z  CONST_16  C17  C1   C2   C3      0.00   0.0  0
 C3Z  CONST_17  C5   N9   N8   C7      0.00   0.0  0
 C3Z  CONST_18  C10  N9   N8   C7    180.00   0.0  0
 C3Z  CONST_19  N9   C5   C6   C7      0.00   0.0  0
 C3Z  CONST_20  C6   C5   N9   C10   180.00   0.0  0
 C3Z  CONST_21  C13  C12  C11  C10     0.00   0.0  0
 C3Z  CONST_22  C13  C14  C15  C10     0.00   0.0  0
 C3Z  CONST_25  C14  C15  C10  C11     0.00   0.0  0
 C3Z  CONST_26  C14  C13  C12  C11     0.00   0.0  0
 C3Z  CONST_27  N9   C10  C11  C12   180.00   0.0  0
 C3Z  CONST_28  C15  C10  C11  C12     0.00   0.0  0
 C3Z  CONST_29  C15  C14  C13  C12     0.00   0.0  0
 C3Z  CONST_30  N9   C10  C15  C14   180.00   0.0  0
 C3Z  CONST_33  N21  C17  C18  C19     0.00   0.0  0
 C3Z  CONST_34  C17  N21  N20  C19     0.00   0.0  0
 C3Z  CONST_35  C26  C25  C27  C24     0.00   0.0  0
 C3Z  CONST_36  C26  C28  C23  C24     0.00   0.0  0
 C3Z  CONST_37  C28  C26  C25  C27     0.00   0.0  0
 C3Z  CONST_38  C28  C23  C24  C27     0.00   0.0  0
 C3Z  CONST_41  N21  C17  C18  C4    180.00   0.0  0
 C3Z  CONST_42  N20  C19  C18  C4    180.00   0.0  0
 C3Z  CONST_43  N8   C7   C6   C5      0.00   0.0  0
 C3Z  CONST_44  C18  C4   C3   C5    180.00   0.0  0
 C3Z  CONST_45  N9   N8   C7   C6      0.00   0.0  0
 C3Z  CONST_46  N8   N9   C5   C6      0.00   0.0  0
 C3Z  CONST_47  N20  C19  C18  C17     0.00   0.0  0
 C3Z  CONST_48  N20  N21  C17  C18     0.00   0.0  0
 C3Z  CONST_49  N21  N20  C19  C18     0.00   0.0  0
 C3Z  CONST_50  C25  C26  C28  C23     0.00   0.0  0
 C3Z  CONST_51  C25  C27  C24  C23     0.00   0.0  0
 C3Z  CONST_52  C26  C28  C23  C22   180.00   0.0  0
 C3Z  CONST_53  C27  C24  C23  C22   180.00   0.0  0
 C3Z  CONST_54  C4   C18  C19  C22     0.00   0.0  0
 C3Z  CONST_55  C17  C18  C19  C22   180.00   0.0  0
 C3Z  CONST_56  N21  N20  C19  C22   180.00   0.0  0
 C3Z  CONST_57  O16  C2   C3   C4    180.00   0.0  0
 C3Z  CONST_58  O16  C2   C3   C5      0.00   0.0  0
 C3Z  CONST_59  C17  C1   C2   O16   180.00   0.0  0
 C3Z  CONST_60  H12  C4   C3   C2    180.00   0.0  0
 C3Z  CONST_61  H13  C6   C5   C3      0.00   0.0  0
 C3Z  CONST_62  H1   C1   C2   C3    180.00   0.0  0
 C3Z  CONST_63  H4   C12  C11  C10   180.00   0.0  0
 C3Z  CONST_64  H6   C14  C15  C10   180.00   0.0  0
 C3Z  CONST_65  H7   C15  C10  C11   180.00   0.0  0
 C3Z  CONST_66  H5   C13  C12  C11   180.00   0.0  0
 C3Z  CONST_67  H3   C11  C12  C13   180.00   0.0  0
 C3Z  CONST_68  H16  C25  C27  C24   180.00   0.0  0
 C3Z  CONST_69  H18  C28  C23  C24   180.00   0.0  0
 C3Z  CONST_70  H17  C26  C25  C27   180.00   0.0  0
 C3Z  CONST_71  H2   C7   C6   C5    180.00   0.0  0
 C3Z  CONST_72  H15  N20  N21  C17   180.00   0.0  0
 C3Z  CONST_73  H11  C27  C24  C23   180.00   0.0  0
 C3Z  CONST_74  H10  C24  C27  C25   180.00   0.0  0
 C3Z  Var_01    C28  C23  C22  C19  -112.77  30.0  2
 C3Z  Var_02    C23  C22  C19  C18    54.57  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
 C3Z  plan-1  C3   0.020
 C3Z  plan-1  C7   0.020
 C3Z  plan-1  C10  0.020
 C3Z  plan-1  C5   0.020
 C3Z  plan-1  C6   0.020
 C3Z  plan-1  N8   0.020
 C3Z  plan-1  N9   0.020
 C3Z  plan-1  H2   0.020
 C3Z  plan-1  H13  0.020
 C3Z  plan-2  C10  0.020
 C3Z  plan-2  C11  0.020
 C3Z  plan-2  C12  0.020
 C3Z  plan-2  C13  0.020
 C3Z  plan-2  C14  0.020
 C3Z  plan-2  C15  0.020
 C3Z  plan-2  N9   0.020
 C3Z  plan-2  H3   0.020
 C3Z  plan-2  H4   0.020
 C3Z  plan-2  H5   0.020
 C3Z  plan-2  H6   0.020
 C3Z  plan-2  H7   0.020
 C3Z  plan-3  C22  0.020
 C3Z  plan-3  C24  0.020
 C3Z  plan-3  C27  0.020
 C3Z  plan-3  C23  0.020
 C3Z  plan-3  C25  0.020
 C3Z  plan-3  C26  0.020
 C3Z  plan-3  C28  0.020
 C3Z  plan-3  H10  0.020
 C3Z  plan-3  H11  0.020
 C3Z  plan-3  H16  0.020
 C3Z  plan-3  H17  0.020
 C3Z  plan-3  H18  0.020
 C3Z  plan-4  C1   0.020
 C3Z  plan-4  C2   0.020
 C3Z  plan-4  C3   0.020
 C3Z  plan-4  C19  0.020
 C3Z  plan-4  C22  0.020
 C3Z  plan-4  C4   0.020
 C3Z  plan-4  C5   0.020
 C3Z  plan-4  O16  0.020
 C3Z  plan-4  C17  0.020
 C3Z  plan-4  C18  0.020
 C3Z  plan-4  N20  0.020
 C3Z  plan-4  N21  0.020
 C3Z  plan-4  H1   0.020
 C3Z  plan-4  H12  0.020
 C3Z  plan-4  H15  0.020

