# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed May  6 06:20:49 2020
#   Inital geometry file: a 137 line input string
#   Ligand name: 4'-(6,7-dimethoxyindeno[1,2-c]pyrazol-3-yl)biphenyl-4-ol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COC1=CC2=CC3=C(N=NC3=C2C=C1OC)c4ccc(cc4)c5ccc(O)cc5
#
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
 HK3  HK3  4'-(6,7-dimethoxyindeno[1,2-c]pyrazol-3-yl)biphenyl-4-ol  ligand  47  29  .  2021-08-11  2021-08-11  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_HK3
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
 HK3  O1    O  OH1   0  -0.627  -9.4983   1.0387  -0.0886
 HK3  C1    C  CR6   0   0.349  -8.1821   0.7687  -0.0300
 HK3  C6    C  CR16  0  -0.322  -7.7332  -0.4154  -0.6126
 HK3  C5    C  CR16  0  -0.298  -6.3894  -0.7385  -0.5752
 HK3  C4    C  CR6   0   0.071  -5.4514   0.0992   0.0345
 HK3  C3    C  CR16  0  -0.296  -5.9195   1.2814   0.6094
 HK3  C2    C  CR16  0  -0.369  -7.2628   1.6166   0.5835
 HK3  C7    C  CR6   0   0.093  -4.0228  -0.2545   0.0682
 HK3  C12   C  CR16  0  -0.293  -3.0326   0.7281   0.0031
 HK3  C11   C  CR16  0  -0.321  -1.6908   0.3913   0.0302
 HK3  C10   C  CR6   0   0.034  -1.2886  -0.9411   0.1212
 HK3  C9    C  CR16  0  -0.260  -2.2761  -1.9287   0.1897
 HK3  C8    C  CR16  0  -0.303  -3.6135  -1.5895   0.1650
 HK3  C13   C  CR5   0   0.243   0.1213  -1.2945   0.1444
 HK3  C15   C  CR55  0   0.033   1.2803  -0.4257   0.0717
 HK3  C16   C  CR15  0  -0.364   1.7922   0.8235  -0.0313
 HK3  C17   C  CR56  0   0.078   3.2592   0.7147  -0.0321
 HK3  C24   C  CR56  0   0.104   3.6280  -0.6341   0.0718
 HK3  C14   C  CR55  0   0.174   2.3630  -1.3733   0.1388
 HK3  N2    N  N     0  -0.279   1.9377  -2.5800   0.2343
 HK3  N1    N  N     0  -0.338   0.5325  -2.5278   0.2375
 HK3  C23   C  CR16  0  -0.439   4.9512  -1.0088   0.0919
 HK3  C21   C  CR6   0   0.329   5.9313  -0.0117   0.0080
 HK3  O3    O  O2    0  -0.454   7.2472  -0.2495   0.0197
 HK3  C22   C  CH3   0  -0.445   7.6952  -1.5911   0.0935
 HK3  C19   C  CR6   0   0.321   5.5643   1.3462  -0.0946
 HK3  C18   C  CR16  0  -0.436   4.2175   1.7088  -0.1160
 HK3  O2    O  O2    0  -0.459   6.5861   2.2129  -0.1645
 HK3  C20   C  CH3   0  -0.443   6.2911   3.5937  -0.2478
 HK3  H1    H  HOH1  0   0.476  -9.6915   1.8787   0.3428
 HK3  H2    H  HCR6  0   0.267  -8.4383  -1.0767  -1.1005
 HK3  H3    H  HCR6  0   0.258  -6.0681  -1.6551  -1.0537
 HK3  H4    H  HCR6  0   0.260  -5.2311   1.9504   1.1107
 HK3  H5    H  HCR6  0   0.275  -7.5941   2.5378   1.0490
 HK3  H6    H  HCR6  0   0.259  -3.3075   1.7708  -0.0923
 HK3  H7    H  HCR6  0   0.259  -0.9557   1.1826  -0.0294
 HK3  H8    H  HCR6  0   0.258  -1.9901  -2.9687   0.2715
 HK3  H9    H  HCR6  0   0.259  -4.3524  -2.3763   0.2437
 HK3  H10   H  HCR5  0   0.287   1.2636   1.7649  -0.1035
 HK3  H11   H  HCR6  0   0.293   5.2220  -2.0525   0.1739
 HK3  H222  H  HCH3  0   0.236   7.3513  -2.1794  -0.7604
 HK3  H223  H  HCH3  0   0.268   8.7811  -1.5524   0.0804
 HK3  H221  H  HCH3  0   0.236   7.3695  -2.0774   1.0162
 HK3  H12   H  HCR6  0   0.298   3.9174   2.7453  -0.1960
 HK3  H203  H  HCH3  0   0.266   7.2470   4.1106  -0.2735
 HK3  H201  H  HCH3  0   0.233   5.7345   3.8382  -1.1564
 HK3  H202  H  HCH3  0   0.233   5.7247   3.9419   0.6199

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
 HK3  C22  O3    single    1.416  0.020  1.416
 HK3  O3   C21   single    1.337  0.020  1.337
 HK3  N2   N1    double    1.406  0.020  1.406
 HK3  N2   C14   single    1.283  0.020  1.283
 HK3  C23  C21   double    1.401  0.020  1.401
 HK3  C23  C24   single    1.375  0.020  1.375
 HK3  C21  C19   single    1.410  0.020  1.410
 HK3  N1   C13   single    1.303  0.020  1.303
 HK3  C14  C24   double    1.467  0.020  1.467
 HK3  C14  C15   single    1.440  0.020  1.440
 HK3  C24  C17   single    1.402  0.020  1.402
 HK3  C19  O2    single    1.342  0.020  1.342
 HK3  C19  C18   double    1.395  0.020  1.395
 HK3  C13  C15   double    1.450  0.020  1.450
 HK3  C13  C10   single    1.454  0.020  1.454
 HK3  O2   C20   single    1.414  0.020  1.414
 HK3  C15  C16   single    1.354  0.020  1.354
 HK3  C17  C18   single    1.383  0.020  1.383
 HK3  C17  C16   double    1.471  0.020  1.471
 HK3  C10  C9    aromatic  1.398  0.020  1.398
 HK3  C10  C11   aromatic  1.395  0.020  1.395
 HK3  C9   C8    aromatic  1.380  0.020  1.380
 HK3  C11  C12   aromatic  1.384  0.020  1.384
 HK3  C8   C7    aromatic  1.400  0.020  1.400
 HK3  C12  C7    aromatic  1.397  0.020  1.397
 HK3  C7   C4    single    1.472  0.020  1.472
 HK3  C4   C5    aromatic  1.398  0.020  1.398
 HK3  C4   C3    aromatic  1.395  0.020  1.395
 HK3  C5   C6    aromatic  1.383  0.020  1.383
 HK3  C3   C2    aromatic  1.385  0.020  1.385
 HK3  C6   C1    aromatic  1.394  0.020  1.394
 HK3  C2   C1    aromatic  1.393  0.020  1.393
 HK3  C1   O1    single    1.345  0.020  1.345
 HK3  O1   H1    single    0.850  0.020  0.980
 HK3  C6   H2    single    0.930  0.020  1.080
 HK3  C5   H3    single    0.930  0.020  1.080
 HK3  C3   H4    single    0.930  0.020  1.080
 HK3  C2   H5    single    0.930  0.020  1.080
 HK3  C12  H6    single    0.930  0.020  1.080
 HK3  C11  H7    single    0.930  0.020  1.080
 HK3  C9   H8    single    0.930  0.020  1.080
 HK3  C8   H9    single    0.930  0.020  1.080
 HK3  C16  H10   single    0.930  0.020  1.080
 HK3  C23  H11   single    0.930  0.020  1.080
 HK3  C22  H222  single    0.970  0.020  1.090
 HK3  C22  H223  single    0.970  0.020  1.090
 HK3  C22  H221  single    0.970  0.020  1.090
 HK3  C18  H12   single    0.930  0.020  1.080
 HK3  C20  H203  single    0.970  0.020  1.090
 HK3  C20  H201  single    0.970  0.020  1.090
 HK3  C20  H202  single    0.970  0.020  1.090

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
 HK3  H1    O1   C1    110.59  3.000
 HK3  C2    C1   C6    119.25  3.000
 HK3  C2    C1   O1    122.87  3.000
 HK3  C6    C1   O1    117.87  3.000
 HK3  H2    C6   C5    120.15  3.000
 HK3  H2    C6   C1    119.83  3.000
 HK3  C5    C6   C1    120.01  3.000
 HK3  H3    C5   C4    120.07  3.000
 HK3  H3    C5   C6    118.31  3.000
 HK3  C4    C5   C6    121.60  3.000
 HK3  C7    C4   C3    121.30  3.000
 HK3  C3    C4   C5    117.54  3.000
 HK3  C7    C4   C5    121.15  3.000
 HK3  H4    C3   C2    118.41  3.000
 HK3  H4    C3   C4    120.06  3.000
 HK3  C2    C3   C4    121.52  3.000
 HK3  H5    C2   C3    119.61  3.000
 HK3  H5    C2   C1    120.32  3.000
 HK3  C3    C2   C1    120.07  3.000
 HK3  C8    C7   C12   117.84  3.000
 HK3  C12   C7   C4    121.20  3.000
 HK3  C8    C7   C4    120.96  3.000
 HK3  H6    C12  C11   118.85  3.000
 HK3  H6    C12  C7    120.11  3.000
 HK3  C11   C12  C7    121.03  3.000
 HK3  H7    C11  C10   120.42  3.000
 HK3  H7    C11  C12   118.68  3.000
 HK3  C10   C11  C12   120.89  3.000
 HK3  C13   C10  C9    120.83  3.000
 HK3  C9    C10  C11   118.31  3.000
 HK3  C13   C10  C11   120.86  3.000
 HK3  H8    C9   C8    119.59  3.000
 HK3  H8    C9   C10   119.74  3.000
 HK3  C8    C9   C10   120.66  3.000
 HK3  H9    C8   C9    118.80  3.000
 HK3  H9    C8   C7    119.92  3.000
 HK3  C9    C8   C7    121.27  3.000
 HK3  N1    C13  C15   108.56  3.000
 HK3  C15   C13  C10   128.95  3.000
 HK3  N1    C13  C10   122.49  3.000
 HK3  C14   C15  C16   109.05  3.000
 HK3  C16   C15  C13   149.17  3.000
 HK3  C14   C15  C13   101.79  3.000
 HK3  H10   C16  C17   123.47  3.000
 HK3  H10   C16  C15   128.54  3.000
 HK3  C17   C16  C15   107.99  3.000
 HK3  C18   C17  C24   120.90  3.000
 HK3  C18   C17  C16   129.62  3.000
 HK3  C24   C17  C16   109.47  3.000
 HK3  C23   C24  C14   133.78  3.000
 HK3  C14   C24  C17   105.15  3.000
 HK3  C23   C24  C17   121.07  3.000
 HK3  N2    C14  C24   139.75  3.000
 HK3  C24   C14  C15   108.34  3.000
 HK3  N2    C14  C15   111.90  3.000
 HK3  N1    N2   C14   107.25  3.000
 HK3  N2    N1   C13   110.50  3.000
 HK3  H11   C23  C21   121.09  3.000
 HK3  H11   C23  C24   120.33  3.000
 HK3  C21   C23  C24   118.58  3.000
 HK3  C19   C21  O3    115.34  3.000
 HK3  C19   C21  C23   120.51  3.000
 HK3  O3    C21  C23   124.15  3.000
 HK3  C22   O3   C21   118.69  3.000
 HK3  H221  C22  H223  108.90  3.000
 HK3  H221  C22  H222  109.06  3.000
 HK3  H223  C22  H222  108.92  3.000
 HK3  H221  C22  O3    111.80  3.000
 HK3  H223  C22  O3    106.36  3.000
 HK3  H222  C22  O3    111.70  3.000
 HK3  O2    C19  C18   124.51  3.000
 HK3  C18   C19  C21   120.17  3.000
 HK3  O2    C19  C21   115.31  3.000
 HK3  H12   C18  C19   121.20  3.000
 HK3  H12   C18  C17   120.04  3.000
 HK3  C19   C18  C17   118.76  3.000
 HK3  C20   O2   C19   118.35  3.000
 HK3  H202  C20  H201  108.94  3.000
 HK3  H202  C20  H203  108.84  3.000
 HK3  H201  C20  H203  108.77  3.000
 HK3  H202  C20  O2    111.86  3.000
 HK3  H201  C20  O2    111.93  3.000
 HK3  H203  C20  O2    106.39  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
 HK3  CONST_01  C4    C5   C6   C1      0.00   0.0  0
 HK3  CONST_02  C4    C3   C2   C1      0.00   0.0  0
 HK3  CONST_03  C7    C4   C5   C6    180.00   0.0  0
 HK3  CONST_04  C3    C4   C5   C6      0.00   0.0  0
 HK3  CONST_05  C3    C2   C1   C6      0.00   0.0  0
 HK3  CONST_08  C2    C3   C4   C5      0.00   0.0  0
 HK3  CONST_09  C2    C1   C6   C5      0.00   0.0  0
 HK3  CONST_10  C9    C8   C7   C4    180.00   0.0  0
 HK3  CONST_11  C11   C12  C7   C4    180.00   0.0  0
 HK3  CONST_14  C7    C4   C3   C2    180.00   0.0  0
 HK3  CONST_15  C10   C9   C8   C7      0.00   0.0  0
 HK3  CONST_16  C10   C11  C12  C7      0.00   0.0  0
 HK3  CONST_17  C9    C10  C11  C12     0.00   0.0  0
 HK3  CONST_18  C9    C8   C7   C12     0.00   0.0  0
 HK3  CONST_19  C8    C9   C10  C11     0.00   0.0  0
 HK3  CONST_20  C8    C7   C12  C11     0.00   0.0  0
 HK3  CONST_21  C13   C10  C11  C12   180.00   0.0  0
 HK3  CONST_22  C13   C10  C9   C8    180.00   0.0  0
 HK3  CONST_23  C5    C6   C1   O1    180.00   0.0  0
 HK3  CONST_24  C3    C2   C1   O1    180.00   0.0  0
 HK3  CONST_25  H3    C5   C6   C1    180.00   0.0  0
 HK3  CONST_26  H4    C3   C2   C1    180.00   0.0  0
 HK3  CONST_27  H5    C2   C1   C6    180.00   0.0  0
 HK3  CONST_28  H9    C8   C7   C4      0.00   0.0  0
 HK3  CONST_29  H6    C12  C7   C4      0.00   0.0  0
 HK3  CONST_30  H2    C6   C5   C4    180.00   0.0  0
 HK3  CONST_31  H8    C9   C8   C7    180.00   0.0  0
 HK3  CONST_32  H7    C11  C12  C7    180.00   0.0  0
 HK3  Var_01    N1    C13  C10  C11   179.54  30.0  3
 HK3  Var_02    C19   C21  O3   C22  -178.75  30.0  3
 HK3  Var_03    H222  C22  O3   C21    60.74  30.0  3
 HK3  Var_04    H203  C20  O2   C19   178.84  30.0  3

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
 HK3  plan-1  O1   0.020
 HK3  plan-1  C1   0.020
 HK3  plan-1  C6   0.020
 HK3  plan-1  C5   0.020
 HK3  plan-1  C4   0.020
 HK3  plan-1  C3   0.020
 HK3  plan-1  C2   0.020
 HK3  plan-1  C7   0.020
 HK3  plan-1  H2   0.020
 HK3  plan-1  H3   0.020
 HK3  plan-1  H4   0.020
 HK3  plan-1  H5   0.020
 HK3  plan-2  C4   0.020
 HK3  plan-2  C7   0.020
 HK3  plan-2  C12  0.020
 HK3  plan-2  C11  0.020
 HK3  plan-2  C10  0.020
 HK3  plan-2  C9   0.020
 HK3  plan-2  C8   0.020
 HK3  plan-2  C13  0.020
 HK3  plan-2  H6   0.020
 HK3  plan-2  H7   0.020
 HK3  plan-2  H8   0.020
 HK3  plan-2  H9   0.020
 HK3  plan-3  C10  0.020
 HK3  plan-3  C13  0.020
 HK3  plan-3  C15  0.020
 HK3  plan-3  C16  0.020
 HK3  plan-3  C17  0.020
 HK3  plan-3  C24  0.020
 HK3  plan-3  C14  0.020
 HK3  plan-3  N2   0.020
 HK3  plan-3  N1   0.020
 HK3  plan-3  C23  0.020
 HK3  plan-3  C21  0.020
 HK3  plan-3  O3   0.020
 HK3  plan-3  C19  0.020
 HK3  plan-3  C18  0.020
 HK3  plan-3  O2   0.020
 HK3  plan-3  H10  0.020
 HK3  plan-3  H11  0.020
 HK3  plan-3  H12  0.020

