# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 17 04:24:02 2020
#   Inital geometry file: a 120 line input string
#   Ligand name: 4-[2-(2-chlorophenyl)pyrazol-3-yl]-6-(2-pyridin-2-ylethyl)benzene-1,3-diol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Oc1cc(O)c(cc1CCc2ccccn2)c3ccnn3c4ccccc4Cl
#
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
 BA8  BA8  4-[2-(2-chlorophenyl)pyrazol-3-yl]-6-(2-pyridin-2-ylethyl)benzene-1,3-diol  ligand  46  28  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_BA8
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
 BA8  C1   C   CR6   0   0.030  -1.1744   1.2365  -0.3140
 BA8  C2   C   CR6   0   0.340  -1.2175   2.5393  -0.8310
 BA8  C3   C   CR16  0  -0.468  -0.1037   3.3666  -0.7781
 BA8  C8   C   CR5   0   0.363   2.3949   1.1301   0.9167
 BA8  C9   C   CR15  0  -0.559   3.1661   1.6063   1.9565
 BA8  C10  C   CR15  0  -0.060   4.2289   0.6929   2.0632
 BA8  C13  C   CR6   0   0.376   2.6522  -0.8006  -0.6181
 BA8  C14  C   CR6   0  -0.068   2.0932  -2.0569  -0.4103
 BA8  C15  C   CR16  0  -0.226   1.7259  -2.8506  -1.4850
 BA8  C16  C   CR16  0  -0.248   1.9104  -2.3768  -2.7757
 BA8  C21  C   CH2   0  -0.499  -2.3758   0.3350  -0.3275
 BA8  C22  C   CR16  0  -0.152  -5.5892  -2.3004   1.5982
 BA8  C24  C   CR16  0  -0.082  -6.5224  -0.9268  -0.1016
 BA8  N25  N   N     0  -0.419  -5.5053  -0.0749  -0.0550
 BA8  C27  C   CR16  0  -0.345  -4.5246  -1.4155   1.6522
 BA8  C4   C   CR6   0   0.322   1.0807   2.9174  -0.2043
 BA8  C5   C   CR6   0  -0.086   1.1521   1.6259   0.3246
 BA8  C6   C   CR16  0  -0.314   0.0153   0.8205   0.2540
 BA8  O7   O   OH1   0  -0.622  -2.3756   2.9505  -1.3757
 BA8  N11  N   N     0  -0.267   4.1322  -0.2675   1.1689
 BA8  N12  N   NR5   0  -0.432   3.0254   0.0094   0.4771
 BA8  C17  C   CR16  0  -0.253   2.4553  -1.1188  -2.9916
 BA8  C18  C   CR16  0  -0.258   2.8291  -0.3344  -1.9120
 BA8  CL   CL  CL    0  -0.088   1.8143  -2.6127   1.1993
 BA8  O20  O   OH1   0  -0.617   2.1211   3.7701  -0.2027
 BA8  C23  C   CR16  0  -0.330  -6.6171  -2.0538   0.7004
 BA8  C26  C   CR6   0   0.249  -4.5175  -0.3075   0.8081
 BA8  C28  C   CH2   0  -0.487  -3.3658   0.6539   0.8040
 BA8  H1   H   HCR6  0   0.277  -0.1459   4.3703  -1.1876
 BA8  H2   H   HCR5  0   0.286   2.9656   2.4636   2.5783
 BA8  H3   H   HCR5  0   0.270   5.0511   0.7050   2.7620
 BA8  H4   H   HCR6  0   0.288   1.2920  -3.8261  -1.3136
 BA8  H5   H   HCR6  0   0.276   1.6212  -2.9959  -3.6142
 BA8  H6   H   HCH2  0   0.250  -2.8982   0.3891  -1.2852
 BA8  H7   H   HCH2  0   0.249  -2.0368  -0.6982  -0.2197
 BA8  H9   H   HCR6  0   0.259  -7.3083  -0.6990  -0.8139
 BA8  H10  H   HCR6  0   0.263  -3.7072  -1.5764   2.3434
 BA8  H11  H   HCR6  0   0.238   0.0602  -0.1774   0.6761
 BA8  H12  H   HOH1  0   0.478  -2.2933   3.8511  -1.7097
 BA8  H13  H   HCR6  0   0.274   2.5953  -0.7497  -3.9981
 BA8  H14  H   HCR6  0   0.282   3.2611   0.6455  -2.0685
 BA8  H15  H   HOH1  0   0.474   2.9020   3.3598   0.1915
 BA8  H16  H   HCR6  0   0.267  -7.4709  -2.7125   0.6222
 BA8  H17  H   HCH2  0   0.249  -2.8402   0.6122   1.7604
 BA8  H18  H   HCH2  0   0.253  -3.7446   1.6702   0.6839
 BA8  H8   H   HCR6  0   0.271  -5.6170  -3.1663   2.2467

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
 BA8  C10  N11  aromatic  1.316  0.020  1.316
 BA8  C10  C9   aromatic  1.405  0.020  1.405
 BA8  N11  N12  aromatic  1.334  0.020  1.334
 BA8  C9   C8   aromatic  1.379  0.020  1.379
 BA8  C8   N12  aromatic  1.359  0.020  1.359
 BA8  C8   C5   single    1.463  0.020  1.463
 BA8  N12  C13  single    1.412  0.020  1.412
 BA8  CL   C14  single    1.726  0.020  1.726
 BA8  C13  C14  aromatic  1.391  0.020  1.391
 BA8  C13  C18  aromatic  1.387  0.020  1.387
 BA8  C5   C6   aromatic  1.395  0.020  1.395
 BA8  C5   C4   aromatic  1.397  0.020  1.397
 BA8  C14  C15  aromatic  1.386  0.020  1.386
 BA8  O20  C4   single    1.345  0.020  1.345
 BA8  C6   C1   aromatic  1.382  0.020  1.382
 BA8  C4   C3   aromatic  1.391  0.020  1.391
 BA8  C27  C22  aromatic  1.385  0.020  1.385
 BA8  C27  C26  aromatic  1.393  0.020  1.393
 BA8  C28  C26  single    1.500  0.020  1.500
 BA8  C28  C21  single    1.537  0.020  1.537
 BA8  C18  C17  aromatic  1.386  0.020  1.386
 BA8  C22  C23  aromatic  1.387  0.020  1.387
 BA8  C15  C16  aromatic  1.387  0.020  1.387
 BA8  C26  N25  aromatic  1.332  0.020  1.332
 BA8  C23  C24  aromatic  1.387  0.020  1.387
 BA8  C1   C21  single    1.502  0.020  1.502
 BA8  C1   C2   aromatic  1.402  0.020  1.402
 BA8  N25  C24  aromatic  1.328  0.020  1.328
 BA8  C3   C2   aromatic  1.388  0.020  1.388
 BA8  C17  C16  aromatic  1.388  0.020  1.388
 BA8  C2   O7   single    1.344  0.020  1.344
 BA8  C3   H1   single    0.930  0.020  1.080
 BA8  C9   H2   single    0.930  0.020  1.080
 BA8  C10  H3   single    0.930  0.020  1.080
 BA8  C15  H4   single    0.930  0.020  1.080
 BA8  C16  H5   single    0.930  0.020  1.080
 BA8  C21  H6   single    0.970  0.020  1.090
 BA8  C21  H7   single    0.970  0.020  1.090
 BA8  C22  H8   single    0.930  0.020  1.080
 BA8  C24  H9   single    0.930  0.020  1.080
 BA8  C27  H10  single    0.930  0.020  1.080
 BA8  C6   H11  single    0.930  0.020  1.080
 BA8  O7   H12  single    0.850  0.020  0.980
 BA8  C17  H13  single    0.930  0.020  1.080
 BA8  C18  H14  single    0.930  0.020  1.080
 BA8  O20  H15  single    0.850  0.020  0.980
 BA8  C23  H16  single    0.930  0.020  1.080
 BA8  C28  H17  single    0.970  0.020  1.090
 BA8  C28  H18  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
 BA8  C6   C1   C21  120.76  3.000
 BA8  C21  C1   C2   121.99  3.000
 BA8  C6   C1   C2   117.23  3.000
 BA8  O7   C2   C3   121.61  3.000
 BA8  O7   C2   C1   117.39  3.000
 BA8  C3   C2   C1   120.99  3.000
 BA8  H1   C3   C4   119.19  3.000
 BA8  H1   C3   C2   120.38  3.000
 BA8  C4   C3   C2   120.43  3.000
 BA8  N12  C8   C5   122.86  3.000
 BA8  C5   C8   C9   131.52  3.000
 BA8  N12  C8   C9   105.62  3.000
 BA8  H2   C9   C10  127.87  3.000
 BA8  H2   C9   C8   127.26  3.000
 BA8  C10  C9   C8   104.81  3.000
 BA8  H3   C10  N11  120.28  3.000
 BA8  H3   C10  C9   128.17  3.000
 BA8  N11  C10  C9   111.55  3.000
 BA8  C18  C13  N12  119.80  3.000
 BA8  C18  C13  C14  119.63  3.000
 BA8  N12  C13  C14  120.56  3.000
 BA8  CL   C14  C15  119.74  3.000
 BA8  C15  C14  C13  120.54  3.000
 BA8  CL   C14  C13  119.69  3.000
 BA8  H4   C15  C16  120.60  3.000
 BA8  H4   C15  C14  120.01  3.000
 BA8  C16  C15  C14  119.39  3.000
 BA8  H5   C16  C17  120.22  3.000
 BA8  H5   C16  C15  119.35  3.000
 BA8  C17  C16  C15  120.44  3.000
 BA8  H7   C21  H6   106.36  3.000
 BA8  H7   C21  C28  108.86  3.000
 BA8  H6   C21  C28  109.10  3.000
 BA8  H7   C21  C1   108.57  3.000
 BA8  H6   C21  C1   111.14  3.000
 BA8  C28  C21  C1   112.59  3.000
 BA8  H8   C22  C23  120.74  3.000
 BA8  H8   C22  C27  120.49  3.000
 BA8  C23  C22  C27  118.76  3.000
 BA8  H9   C24  C23  120.06  3.000
 BA8  H9   C24  N25  116.32  3.000
 BA8  C23  C24  N25  123.61  3.000
 BA8  C26  N25  C24  118.61  3.000
 BA8  H10  C27  C26  120.09  3.000
 BA8  H10  C27  C22  120.68  3.000
 BA8  C26  C27  C22  119.23  3.000
 BA8  O20  C4   C5   123.08  3.000
 BA8  O20  C4   C3   117.03  3.000
 BA8  C5   C4   C3   119.88  3.000
 BA8  C6   C5   C4   118.22  3.000
 BA8  C4   C5   C8   120.65  3.000
 BA8  C6   C5   C8   121.13  3.000
 BA8  H11  C6   C5   118.54  3.000
 BA8  H11  C6   C1   118.20  3.000
 BA8  C5   C6   C1   123.25  3.000
 BA8  H12  O7   C2   110.65  3.000
 BA8  N12  N11  C10  105.18  3.000
 BA8  N11  N12  C13  120.15  3.000
 BA8  C13  N12  C8   126.96  3.000
 BA8  N11  N12  C8   112.85  3.000
 BA8  H13  C17  C18  119.81  3.000
 BA8  H13  C17  C16  120.34  3.000
 BA8  C18  C17  C16  119.85  3.000
 BA8  H14  C18  C17  120.49  3.000
 BA8  H14  C18  C13  119.36  3.000
 BA8  C17  C18  C13  120.15  3.000
 BA8  H15  O20  C4   110.88  3.000
 BA8  H16  C23  C24  120.49  3.000
 BA8  H16  C23  C22  121.58  3.000
 BA8  C24  C23  C22  117.93  3.000
 BA8  C28  C26  C27  121.02  3.000
 BA8  C28  C26  N25  117.10  3.000
 BA8  C27  C26  N25  121.85  3.000
 BA8  H18  C28  H17  107.40  3.000
 BA8  H18  C28  C26  109.31  3.000
 BA8  H17  C28  C26  110.04  3.000
 BA8  H18  C28  C21  109.62  3.000
 BA8  H17  C28  C21  109.07  3.000
 BA8  C26  C28  C21  111.32  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
 BA8  CONST_01  C8   C5   C6   C1    180.00   0.0  0
 BA8  CONST_02  C4   C5   C6   C1      0.00   0.0  0
 BA8  CONST_03  C4   C3   C2   C1      0.00   0.0  0
 BA8  CONST_04  C5   C6   C1   C2      0.00   0.0  0
 BA8  CONST_05  C5   C4   C3   C2      0.00   0.0  0
 BA8  CONST_06  C8   C5   C4   C3    180.00   0.0  0
 BA8  CONST_07  C6   C5   C4   C3      0.00   0.0  0
 BA8  CONST_08  C6   C1   C2   C3      0.00   0.0  0
 BA8  CONST_09  N11  C10  C9   C8      0.00   0.0  0
 BA8  CONST_10  C10  N11  N12  C8      0.00   0.0  0
 BA8  CONST_13  N12  N11  C10  C9      0.00   0.0  0
 BA8  CONST_14  N11  N12  C8   C9      0.00   0.0  0
 BA8  CONST_15  C13  N12  C8   C9    180.00   0.0  0
 BA8  CONST_18  C13  N12  N11  C10   180.00   0.0  0
 BA8  CONST_19  N12  C8   C9   C10     0.00   0.0  0
 BA8  CONST_20  C5   C8   C9   C10   180.00   0.0  0
 BA8  CONST_21  C5   C8   N12  C13     0.00   0.0  0
 BA8  CONST_22  C16  C15  C14  C13     0.00   0.0  0
 BA8  CONST_23  C16  C17  C18  C13     0.00   0.0  0
 BA8  CONST_25  C17  C18  C13  C14     0.00   0.0  0
 BA8  CONST_26  C17  C16  C15  C14     0.00   0.0  0
 BA8  CONST_27  N12  C13  C14  C15   180.00   0.0  0
 BA8  CONST_28  C18  C13  C14  C15     0.00   0.0  0
 BA8  CONST_29  C18  C17  C16  C15     0.00   0.0  0
 BA8  CONST_30  N25  C26  C27  C22     0.00   0.0  0
 BA8  CONST_31  N25  C24  C23  C22     0.00   0.0  0
 BA8  CONST_32  C27  C22  C23  C24     0.00   0.0  0
 BA8  CONST_33  C27  C26  N25  C24     0.00   0.0  0
 BA8  CONST_35  N11  N12  C8   C5    180.00   0.0  0
 BA8  CONST_38  C17  C18  C13  N12   180.00   0.0  0
 BA8  CONST_39  C26  C27  C22  C23     0.00   0.0  0
 BA8  CONST_40  C26  N25  C24  C23     0.00   0.0  0
 BA8  CONST_41  O20  C4   C3   C2    180.00   0.0  0
 BA8  CONST_42  C21  C1   C2   C3    180.00   0.0  0
 BA8  CONST_43  O20  C4   C5   C8      0.00   0.0  0
 BA8  CONST_44  CL   C14  C15  C16   180.00   0.0  0
 BA8  CONST_45  C5   C6   C1   C21   180.00   0.0  0
 BA8  CONST_46  C28  C26  C27  C22   180.00   0.0  0
 BA8  CONST_47  C28  C26  N25  C24   180.00   0.0  0
 BA8  CONST_48  O7   C2   C3   C4    180.00   0.0  0
 BA8  CONST_49  O20  C4   C5   C6    180.00   0.0  0
 BA8  CONST_50  O7   C2   C1   C6    180.00   0.0  0
 BA8  CONST_51  CL   C14  C13  N12     0.00   0.0  0
 BA8  CONST_52  CL   C14  C13  C18   180.00   0.0  0
 BA8  CONST_53  H1   C3   C2   C1    180.00   0.0  0
 BA8  CONST_54  H11  C6   C1   C2    180.00   0.0  0
 BA8  CONST_55  H3   C10  C9   C8    180.00   0.0  0
 BA8  CONST_56  H4   C15  C14  C13   180.00   0.0  0
 BA8  CONST_57  H13  C17  C18  C13   180.00   0.0  0
 BA8  CONST_58  H14  C18  C13  C14   180.00   0.0  0
 BA8  CONST_59  H5   C16  C15  C14   180.00   0.0  0
 BA8  CONST_60  H9   C24  C23  C22   180.00   0.0  0
 BA8  CONST_61  H8   C22  C23  C24   180.00   0.0  0
 BA8  CONST_62  H10  C27  C26  N25   180.00   0.0  0
 BA8  CONST_63  H16  C23  C24  N25   180.00   0.0  0
 BA8  CONST_64  H2   C9   C8   C5      0.00   0.0  0
 BA8  Var_01    C26  C28  C21  C1   -177.02  30.0  2
 BA8  Var_02    C28  C21  C1   C2    -79.36  30.0  2
 BA8  Var_03    C27  C26  C28  C21    96.98  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
 BA8  plan-1  C8   0.020
 BA8  plan-1  C9   0.020
 BA8  plan-1  C10  0.020
 BA8  plan-1  C13  0.020
 BA8  plan-1  C5   0.020
 BA8  plan-1  N11  0.020
 BA8  plan-1  N12  0.020
 BA8  plan-1  H2   0.020
 BA8  plan-1  H3   0.020
 BA8  plan-2  C13  0.020
 BA8  plan-2  C14  0.020
 BA8  plan-2  C15  0.020
 BA8  plan-2  C16  0.020
 BA8  plan-2  N12  0.020
 BA8  plan-2  C17  0.020
 BA8  plan-2  C18  0.020
 BA8  plan-2  CL   0.020
 BA8  plan-2  H4   0.020
 BA8  plan-2  H5   0.020
 BA8  plan-2  H13  0.020
 BA8  plan-2  H14  0.020
 BA8  plan-3  C22  0.020
 BA8  plan-3  C24  0.020
 BA8  plan-3  N25  0.020
 BA8  plan-3  C27  0.020
 BA8  plan-3  C23  0.020
 BA8  plan-3  C26  0.020
 BA8  plan-3  C28  0.020
 BA8  plan-3  H9   0.020
 BA8  plan-3  H10  0.020
 BA8  plan-3  H16  0.020
 BA8  plan-3  H8   0.020
 BA8  plan-4  C1   0.020
 BA8  plan-4  C2   0.020
 BA8  plan-4  C3   0.020
 BA8  plan-4  C8   0.020
 BA8  plan-4  C21  0.020
 BA8  plan-4  C4   0.020
 BA8  plan-4  C5   0.020
 BA8  plan-4  C6   0.020
 BA8  plan-4  O7   0.020
 BA8  plan-4  O20  0.020
 BA8  plan-4  H1   0.020
 BA8  plan-4  H11  0.020

