# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Jul 29 01:17:05 2022
#   Inital geometry file: a 108 line input string
#   Ligand name: ~{N}-[6-(4-hydroxyphenyl)-1~{H}-indazol-3-yl]benzamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Oc1ccc(cc1)c2ccc3c([nH]nc3NC(=O)c4ccccc4)c2
#
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
 42I  42I  "N-[6-(4-hydroxyphenyl)-1H-indazol-3-yl]benzamide"  ligand  40  25  .  2022-09-22  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_42I
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
 42I  O2   O  O     0  -0.451  84.2608   1.8825   8.6938
 42I  C14  C  C     0   0.503  84.8734   1.3558   7.7828
 42I  C18  C  CR6   0  -0.030  84.3471   1.3546   6.3849
 42I  C17  C  CR16  0  -0.267  83.5421   2.4202   5.9857
 42I  C16  C  CR16  0  -0.240  83.0055   2.4508   4.7083
 42I  C19  C  CR16  0  -0.290  84.5833   0.3070   5.4962
 42I  C20  C  CR16  0  -0.238  84.0318   0.3320   4.2235
 42I  C15  C  CR16  0  -0.248  83.2481   1.4060   3.8253
 42I  N3   N  NH1   0  -0.732  86.0741   0.7481   7.9548
 42I  C5   C  CR5   0   0.410  86.6742   0.4848   9.1847
 42I  C6   C  CR56  0  -0.120  86.8041   1.3006  10.3476
 42I  C7   C  CR56  0   0.454  87.5651   0.5051  11.2224
 42I  N2   N  NR15  0  -0.559  87.8273  -0.6432  10.5620
 42I  N1   N  N     0  -0.249  87.2912  -0.6587   9.3410
 42I  C1   C  CR16  0  -0.368  87.9306   0.9246  12.5038
 42I  C4   C  CR16  0  -0.287  86.4244   2.5853  10.7650
 42I  C3   C  CR16  0  -0.322  86.7961   3.0075  12.0172
 42I  C2   C  CR6   0   0.084  87.5424   2.1883  12.9043
 42I  C11  C  CR6   0   0.066  87.9056   2.6905  14.2437
 42I  C10  C  CR16  0  -0.293  89.1327   2.3726  14.8259
 42I  C9   C  CR16  0  -0.367  89.4773   2.8278  16.0878
 42I  C12  C  CR16  0  -0.297  87.0328   3.4954  14.9797
 42I  C13  C  CR16  0  -0.321  87.3619   3.9568  16.2419
 42I  C8   C  CR6   0   0.346  88.5909   3.6247  16.8087
 42I  O1   O  OH1   0  -0.626  88.8653   4.0972  18.0389
 42I  H13  H  HCR6  0   0.262  83.3438   3.2318   6.6730
 42I  H12  H  HCR6  0   0.263  82.3934   3.2891   4.4026
 42I  H14  H  HCR6  0   0.262  85.1711  -0.5541   5.7906
 42I  H15  H  HCR6  0   0.265  84.2105  -0.4919   3.5454
 42I  H11  H  HCR6  0   0.264  82.8219   1.4265   2.8308
 42I  HN3  H  HNH1  0   0.419  86.5242   0.3271   7.1563
 42I  H4   H  HNR5  0   0.417  88.3636  -1.4337  10.8812
 42I  H1   H  HCR6  0   0.267  88.4838   0.2672  13.1624
 42I  H3   H  HCR6  0   0.255  85.8605   3.2400  10.1178
 42I  H2   H  HCR6  0   0.251  86.5260   4.0078  12.3301
 42I  H6   H  HCR6  0   0.256  89.8509   1.7725  14.2809
 42I  H5   H  HCR6  0   0.271  90.4433   2.5676  16.5060
 42I  H7   H  HCR6  0   0.254  86.0630   3.7537  14.5726
 42I  H8   H  HCR6  0   0.263  86.6627   4.5706  16.7957
 42I  H9   H  HOH1  0   0.474  89.7358   3.8004  18.3285

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
 42I  C15  C20  aromatic  1.388  0.020  1.388
 42I  C15  C16  aromatic  1.389  0.020  1.389
 42I  C20  C19  aromatic  1.387  0.020  1.387
 42I  C16  C17  aromatic  1.386  0.020  1.386
 42I  C19  C18  aromatic  1.394  0.020  1.394
 42I  C17  C18  aromatic  1.394  0.020  1.394
 42I  C18  C14  single    1.494  0.020  1.494
 42I  C14  N3   single    1.357  0.020  1.357
 42I  C14  O2   double    1.218  0.020  1.218
 42I  N3   C5   single    1.394  0.020  1.394
 42I  C5   N1   aromatic  1.309  0.020  1.309
 42I  C5   C6   aromatic  1.426  0.020  1.426
 42I  N1   N2   aromatic  1.334  0.020  1.334
 42I  C6   C4   aromatic  1.403  0.020  1.403
 42I  C6   C7   aromatic  1.406  0.020  1.406
 42I  N2   C7   aromatic  1.350  0.020  1.350
 42I  C4   C3   aromatic  1.373  0.020  1.373
 42I  C7   C1   aromatic  1.397  0.020  1.397
 42I  C3   C2   aromatic  1.419  0.020  1.419
 42I  C1   C2   aromatic  1.381  0.020  1.381
 42I  C2   C11  single    1.476  0.020  1.476
 42I  C11  C12  aromatic  1.397  0.020  1.397
 42I  C11  C10  aromatic  1.395  0.020  1.395
 42I  C12  C13  aromatic  1.384  0.020  1.384
 42I  C10  C9   aromatic  1.385  0.020  1.385
 42I  C13  C8   aromatic  1.394  0.020  1.394
 42I  C9   C8   aromatic  1.393  0.020  1.393
 42I  C8   O1   single    1.346  0.020  1.346
 42I  C17  H13  single    0.930  0.020  1.080
 42I  C16  H12  single    0.930  0.020  1.080
 42I  C19  H14  single    0.930  0.020  1.080
 42I  C20  H15  single    0.930  0.020  1.080
 42I  C15  H11  single    0.930  0.020  1.080
 42I  N3   HN3  single    0.860  0.020  1.020
 42I  N2   H4   single    0.860  0.020  1.020
 42I  C1   H1   single    0.930  0.020  1.080
 42I  C4   H3   single    0.930  0.020  1.080
 42I  C3   H2   single    0.930  0.020  1.080
 42I  C10  H6   single    0.930  0.020  1.080
 42I  C9   H5   single    0.930  0.020  1.080
 42I  C12  H7   single    0.930  0.020  1.080
 42I  C13  H8   single    0.930  0.020  1.080
 42I  O1   H9   single    0.850  0.020  0.980

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
 42I  N3   C14  C18  115.48  3.000
 42I  N3   C14  O2   122.97  3.000
 42I  C18  C14  O2   121.55  3.000
 42I  C19  C18  C17  119.33  3.000
 42I  C17  C18  C14  118.10  3.000
 42I  C19  C18  C14  122.51  3.000
 42I  H13  C17  C16  119.87  3.000
 42I  H13  C17  C18  119.83  3.000
 42I  C16  C17  C18  120.30  3.000
 42I  H12  C16  C15  120.12  3.000
 42I  H12  C16  C17  119.78  3.000
 42I  C15  C16  C17  120.10  3.000
 42I  H14  C19  C20  118.64  3.000
 42I  H14  C19  C18  121.07  3.000
 42I  C20  C19  C18  120.26  3.000
 42I  H15  C20  C15  120.19  3.000
 42I  H15  C20  C19  119.70  3.000
 42I  C15  C20  C19  120.11  3.000
 42I  H11  C15  C20  120.05  3.000
 42I  H11  C15  C16  120.07  3.000
 42I  C20  C15  C16  119.88  3.000
 42I  HN3  N3   C5   115.32  3.000
 42I  HN3  N3   C14  118.78  3.000
 42I  C5   N3   C14  125.29  3.000
 42I  N1   C5   C6   111.07  3.000
 42I  C6   C5   N3   130.59  3.000
 42I  N1   C5   N3   118.26  3.000
 42I  C4   C6   C7   118.64  3.000
 42I  C7   C6   C5   103.47  3.000
 42I  C4   C6   C5   137.86  3.000
 42I  C1   C7   N2   130.78  3.000
 42I  C1   C7   C6   122.84  3.000
 42I  N2   C7   C6   106.38  3.000
 42I  H4   N2   N1   119.68  3.000
 42I  H4   N2   C7   128.01  3.000
 42I  N1   N2   C7   112.31  3.000
 42I  N2   N1   C5   106.78  3.000
 42I  H1   C1   C2   121.51  3.000
 42I  H1   C1   C7   120.63  3.000
 42I  C2   C1   C7   117.85  3.000
 42I  H3   C4   C3   120.12  3.000
 42I  H3   C4   C6   121.22  3.000
 42I  C3   C4   C6   118.66  3.000
 42I  H2   C3   C2   118.94  3.000
 42I  H2   C3   C4   118.71  3.000
 42I  C2   C3   C4   122.34  3.000
 42I  C11  C2   C3   120.01  3.000
 42I  C11  C2   C1   120.35  3.000
 42I  C3   C2   C1   119.64  3.000
 42I  C12  C11  C10  117.45  3.000
 42I  C10  C11  C2   121.18  3.000
 42I  C12  C11  C2   121.36  3.000
 42I  H6   C10  C9   118.40  3.000
 42I  H6   C10  C11  119.97  3.000
 42I  C9   C10  C11  121.62  3.000
 42I  H5   C9   C8   120.30  3.000
 42I  H5   C9   C10  119.62  3.000
 42I  C8   C9   C10  120.08  3.000
 42I  H7   C12  C13  118.45  3.000
 42I  H7   C12  C11  119.92  3.000
 42I  C13  C12  C11  121.61  3.000
 42I  H8   C13  C8   119.77  3.000
 42I  H8   C13  C12  120.13  3.000
 42I  C8   C13  C12  120.10  3.000
 42I  O1   C8   C13  117.90  3.000
 42I  O1   C8   C9   122.96  3.000
 42I  C13  C8   C9   119.14  3.000
 42I  H9   O1   C8   110.51  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
 42I  CONST_01  C15  C20  C19  C18     0.00   0.0  0
 42I  CONST_02  C15  C16  C17  C18     0.00   0.0  0
 42I  CONST_03  C20  C15  C16  C17     0.00   0.0  0
 42I  CONST_04  C20  C19  C18  C17     0.00   0.0  0
 42I  CONST_05  C19  C20  C15  C16     0.00   0.0  0
 42I  CONST_06  C19  C18  C17  C16     0.00   0.0  0
 42I  CONST_07  C7   N2   N1   C5      0.00   0.0  0
 42I  CONST_08  C3   C4   C6   C5    180.00   0.0  0
 42I  CONST_09  N2   C7   C6   C5      0.00   0.0  0
 42I  CONST_10  C1   C7   C6   C5    180.00   0.0  0
 42I  CONST_11  N2   N1   C5   C6      0.00   0.0  0
 42I  CONST_12  C2   C3   C4   C6      0.00   0.0  0
 42I  CONST_13  N1   N2   C7   C6      0.00   0.0  0
 42I  CONST_14  C2   C1   C7   C6      0.00   0.0  0
 42I  CONST_15  N1   C5   C6   C7      0.00   0.0  0
 42I  CONST_16  C3   C4   C6   C7      0.00   0.0  0
 42I  CONST_17  C3   C2   C1   C7      0.00   0.0  0
 42I  CONST_18  C11  C2   C1   C7    180.00   0.0  0
 42I  CONST_19  C4   C6   C7   N2    180.00   0.0  0
 42I  CONST_20  C2   C1   C7   N2    180.00   0.0  0
 42I  CONST_21  C4   C6   C5   N1    180.00   0.0  0
 42I  CONST_22  C1   C7   N2   N1    180.00   0.0  0
 42I  CONST_23  C4   C6   C7   C1      0.00   0.0  0
 42I  CONST_24  C4   C3   C2   C1      0.00   0.0  0
 42I  CONST_27  C11  C2   C3   C4    180.00   0.0  0
 42I  CONST_30  C13  C12  C11  C2    180.00   0.0  0
 42I  CONST_31  C9   C10  C11  C2    180.00   0.0  0
 42I  CONST_32  C8   C13  C12  C11     0.00   0.0  0
 42I  CONST_33  C8   C9   C10  C11     0.00   0.0  0
 42I  CONST_34  C13  C12  C11  C10     0.00   0.0  0
 42I  CONST_35  C13  C8   C9   C10     0.00   0.0  0
 42I  CONST_36  C12  C11  C10  C9      0.00   0.0  0
 42I  CONST_37  C12  C13  C8   C9      0.00   0.0  0
 42I  CONST_38  C20  C19  C18  C14   180.00   0.0  0
 42I  CONST_39  C16  C17  C18  C14   180.00   0.0  0
 42I  CONST_40  N2   N1   C5   N3    180.00   0.0  0
 42I  CONST_41  C4   C6   C5   N3      0.00   0.0  0
 42I  CONST_42  C7   C6   C5   N3    180.00   0.0  0
 42I  CONST_43  O1   C8   C9   C10   180.00   0.0  0
 42I  CONST_44  O1   C8   C13  C12   180.00   0.0  0
 42I  CONST_45  H15  C20  C19  C18   180.00   0.0  0
 42I  CONST_46  H12  C16  C17  C18   180.00   0.0  0
 42I  CONST_47  H11  C15  C16  C17   180.00   0.0  0
 42I  CONST_48  H14  C19  C18  C17   180.00   0.0  0
 42I  CONST_49  H15  C20  C15  C16   180.00   0.0  0
 42I  CONST_50  H11  C15  C20  C19   180.00   0.0  0
 42I  CONST_51  H13  C17  C18  C19   180.00   0.0  0
 42I  CONST_52  H12  C16  C15  C20   180.00   0.0  0
 42I  CONST_53  H14  C19  C20  C15   180.00   0.0  0
 42I  CONST_54  H13  C17  C16  C15   180.00   0.0  0
 42I  CONST_55  H4   N2   N1   C5    180.00   0.0  0
 42I  CONST_56  H3   C4   C6   C5      0.00   0.0  0
 42I  CONST_57  H2   C3   C4   C6    180.00   0.0  0
 42I  CONST_58  H4   N2   C7   C6    180.00   0.0  0
 42I  CONST_59  H1   C1   C7   C6    180.00   0.0  0
 42I  CONST_60  H3   C4   C6   C7    180.00   0.0  0
 42I  CONST_61  H1   C1   C7   N2      0.00   0.0  0
 42I  CONST_62  H4   N2   C7   C1      0.00   0.0  0
 42I  CONST_63  H2   C3   C2   C1    180.00   0.0  0
 42I  CONST_64  H1   C1   C2   C3    180.00   0.0  0
 42I  CONST_65  H3   C4   C3   C2    180.00   0.0  0
 42I  CONST_66  H7   C12  C11  C2      0.00   0.0  0
 42I  CONST_67  H6   C10  C11  C2      0.00   0.0  0
 42I  CONST_68  H2   C3   C2   C11     0.00   0.0  0
 42I  CONST_69  H1   C1   C2   C11     0.00   0.0  0
 42I  CONST_70  H8   C13  C12  C11   180.00   0.0  0
 42I  CONST_71  H5   C9   C10  C11   180.00   0.0  0
 42I  CONST_72  H7   C12  C11  C10   180.00   0.0  0
 42I  CONST_73  H8   C13  C8   C9    180.00   0.0  0
 42I  CONST_74  H6   C10  C11  C12   180.00   0.0  0
 42I  CONST_75  H5   C9   C8   C13   180.00   0.0  0
 42I  CONST_76  H7   C12  C13  C8    180.00   0.0  0
 42I  CONST_77  H6   C10  C9   C8    180.00   0.0  0
 42I  CONST_78  C5   N3   C14  C18   180.00   0.0  0
 42I  CONST_83  C5   N3   C14  O2      0.00   0.0  0
 42I  CONST_84  HN3  N3   C14  C18     0.00   0.0  0
 42I  CONST_85  HN3  N3   C14  O2    180.00   0.0  0
 42I  Var_01    C19  C18  C14  O2   -147.50  30.0  2
 42I  Var_02    C17  C18  C14  O2     29.64  30.0  2
 42I  Var_03    N3   C14  C18  C17  -149.66  30.0  2
 42I  Var_04    N3   C14  C18  C19    33.20  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
 42I  plan-1  C14  0.020
 42I  plan-1  C18  0.020
 42I  plan-1  C17  0.020
 42I  plan-1  C16  0.020
 42I  plan-1  C19  0.020
 42I  plan-1  C20  0.020
 42I  plan-1  C15  0.020
 42I  plan-1  H13  0.020
 42I  plan-1  H12  0.020
 42I  plan-1  H14  0.020
 42I  plan-1  H15  0.020
 42I  plan-1  H11  0.020
 42I  plan-2  C2   0.020
 42I  plan-2  C11  0.020
 42I  plan-2  C10  0.020
 42I  plan-2  C9   0.020
 42I  plan-2  C12  0.020
 42I  plan-2  C13  0.020
 42I  plan-2  C8   0.020
 42I  plan-2  O1   0.020
 42I  plan-2  H6   0.020
 42I  plan-2  H5   0.020
 42I  plan-2  H7   0.020
 42I  plan-2  H8   0.020
 42I  plan-3  N3   0.020
 42I  plan-3  C5   0.020
 42I  plan-3  C6   0.020
 42I  plan-3  C7   0.020
 42I  plan-3  N2   0.020
 42I  plan-3  N1   0.020
 42I  plan-3  C1   0.020
 42I  plan-3  C4   0.020
 42I  plan-3  C3   0.020
 42I  plan-3  C2   0.020
 42I  plan-3  C11  0.020
 42I  plan-3  H4   0.020
 42I  plan-3  H1   0.020
 42I  plan-3  H3   0.020
 42I  plan-3  H2   0.020
 42I  plan-4  O2   0.020
 42I  plan-4  C14  0.020
 42I  plan-4  C18  0.020
 42I  plan-4  N3   0.020
 42I  plan-4  C5   0.020
 42I  plan-4  HN3  0.020

