# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr  6 22:45:59 2020
#   Inital geometry file: a 127 line input string
#   Ligand name: 5-[5-ethoxy-6-(1-methyl-1H-pyrazol-4-yl)-1H-indazol-3-yl]-2-methylbenzenesulfonamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCOc1cc2c([nH]nc2c3ccc(C)c(c3)[S](N)(=O)=O)cc1c4cnn(C)c4
#
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
 1O5  1O5  5-[5-ethoxy-6-(1-methyl-1H-pyrazol-4-yl)-1H-indazol-3-yl]-2-methylbenzenesulfonamide  ligand  50  29  .  2022-07-22  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_1O5
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
 1O5  O3   O  OS    0  -0.650   5.3866  -2.1455   1.1004
 1O5  S    S  S     0   1.359   5.7817  -0.8075   0.6938
 1O5  O2   O  OS    0  -0.658   6.3365   0.1005   1.6845
 1O5  N3   N  NC2   0  -0.885   6.9314  -0.9973  -0.4613
 1O5  C12  C  CR6   0  -0.249   4.3565  -0.0316  -0.0482
 1O5  C11  C  CR16  0  -0.281   3.1657  -0.7385   0.0065
 1O5  C13  C  CR6   0   0.157   4.4326   1.2530  -0.6041
 1O5  C14  C  CH3   0  -0.774   5.6974   2.0506  -0.7267
 1O5  C15  C  CR16  0  -0.284   3.2466   1.7829  -1.1014
 1O5  C16  C  CR16  0  -0.299   2.0489   1.0884  -1.0506
 1O5  C10  C  CR6   0   0.075   1.9885  -0.1856  -0.4939
 1O5  C7   C  CR5   0   0.194   0.7373  -0.9402  -0.4334
 1O5  N2   N  N     0  -0.249   0.7423  -2.2563  -0.4976
 1O5  N1   N  NR15  0  -0.550  -0.5168  -2.6591  -0.3975
 1O5  C8   C  CR56  0  -0.072  -0.5978  -0.4616  -0.2801
 1O5  C9   C  CR16  0  -0.509  -1.2111   0.7909  -0.1123
 1O5  C3   C  CR6   0   0.362  -2.5801   0.8397   0.0390
 1O5  O1   O  O2    0  -0.468  -3.2747   1.9825   0.1882
 1O5  C2   C  CH2   0  -0.189  -2.5826   3.2205   0.1748
 1O5  C1   C  CH3   0  -0.679  -3.6015   4.3273   0.3045
 1O5  C6   C  CR56  0   0.429  -1.3794  -1.6217  -0.2666
 1O5  C5   C  CR16  0  -0.370  -2.7653  -1.5798  -0.1048
 1O5  C4   C  CR6   0  -0.046  -3.3756  -0.3505   0.0382
 1O5  C17  C  CR5   0  -0.137  -4.8324  -0.2864   0.1693
 1O5  C20  C  CR15  0  -0.078  -5.6555   0.5671   0.9351
 1O5  N5   N  N     0  -0.284  -6.9291   0.2479   0.8145
 1O5  N4   N  NR5   0  -0.267  -6.9598  -0.7880  -0.0185
 1O5  C19  C  CH3   0  -0.507  -8.2208  -1.3809  -0.3931
 1O5  C18  C  CR15  0   0.030  -5.7356  -1.1466  -0.4296
 1O5  H1   H  HNC2  0   0.421   6.6435  -1.5638  -1.2511
 1O5  H2   H  HNC2  0   0.423   7.3907  -0.1435  -0.7542
 1O5  H3   H  HCR6  0   0.278   3.1371  -1.7232   0.4512
 1O5  H4   H  HCH3  0   0.256   6.3629   1.6228  -1.4797
 1O5  H5   H  HCH3  0   0.270   5.4718   3.0661  -1.0452
 1O5  H6   H  HCH3  0   0.265   6.2473   2.1101   0.2102
 1O5  H7   H  HCR6  0   0.267   3.2639   2.7690  -1.5485
 1O5  H8   H  HCR6  0   0.262   1.1640   1.5427  -1.4766
 1O5  H10  H  HCR6  0   0.274  -0.6124   1.6906  -0.0943
 1O5  H11  H  HCH2  0   0.223  -1.8633   3.2615   1.0002
 1O5  H12  H  HCH2  0   0.221  -2.0189   3.3269  -0.7587
 1O5  H13  H  HCH3  0   0.235  -4.3088   4.3145  -0.5244
 1O5  H14  H  HCH3  0   0.235  -4.1580   4.2500   1.2387
 1O5  H15  H  HCH3  0   0.237  -3.0921   5.2905   0.2973
 1O5  H16  H  HCR6  0   0.269  -3.3514  -2.4891  -0.0715
 1O5  H17  H  HCR5  0   0.252  -5.3640   1.3855   1.5730
 1O5  H18  H  HCH3  0   0.261  -8.8559  -0.6435  -0.8796
 1O5  H19  H  HCH3  0   0.259  -8.0351  -2.1972  -1.0847
 1O5  H20  H  HCH3  0   0.261  -8.7326  -1.7711   0.4844
 1O5  H21  H  HCR5  0   0.293  -5.5856  -1.9596  -1.1225
 1O5  H9   H  HNR5  0   0.419  -0.7323  -3.6417  -0.4423

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
 1O5  C19  N4   single    1.443  0.020  1.443
 1O5  N4   N5   aromatic  1.330  0.020  1.330
 1O5  N4   C18  aromatic  1.340  0.020  1.340
 1O5  N5   C20  aromatic  1.319  0.020  1.319
 1O5  C18  C17  aromatic  1.384  0.020  1.384
 1O5  C20  C17  aromatic  1.411  0.020  1.411
 1O5  C17  C4   single    1.464  0.020  1.464
 1O5  C1   C2   single    1.510  0.020  1.510
 1O5  O1   C2   single    1.418  0.020  1.418
 1O5  O1   C3   single    1.346  0.020  1.346
 1O5  C4   C3   aromatic  1.432  0.020  1.432
 1O5  C4   C5   aromatic  1.380  0.020  1.380
 1O5  C3   C9   aromatic  1.378  0.020  1.378
 1O5  C5   C6   aromatic  1.396  0.020  1.396
 1O5  C9   C8   aromatic  1.405  0.020  1.405
 1O5  C6   C8   aromatic  1.399  0.020  1.399
 1O5  C6   N1   aromatic  1.356  0.020  1.356
 1O5  C8   C7   aromatic  1.427  0.020  1.427
 1O5  N1   N2   aromatic  1.326  0.020  1.326
 1O5  C7   N2   aromatic  1.318  0.020  1.318
 1O5  C7   C10  single    1.462  0.020  1.462
 1O5  C16  C10  aromatic  1.392  0.020  1.392
 1O5  C16  C15  aromatic  1.385  0.020  1.385
 1O5  C10  C11  aromatic  1.394  0.020  1.394
 1O5  C15  C13  aromatic  1.391  0.020  1.391
 1O5  C11  C12  aromatic  1.386  0.020  1.386
 1O5  C13  C12  aromatic  1.402  0.020  1.402
 1O5  C13  C14  single    1.500  0.020  1.500
 1O5  C12  S    single    1.784  0.020  1.784
 1O5  S    O2   double    1.454  0.020  1.454
 1O5  S    N3   single    1.641  0.020  1.641
 1O5  S    O3   double    1.453  0.020  1.453
 1O5  N3   H1   single    0.890  0.020  1.040
 1O5  N3   H2   single    0.890  0.020  1.040
 1O5  C11  H3   single    0.930  0.020  1.080
 1O5  C14  H4   single    0.970  0.020  1.090
 1O5  C14  H5   single    0.970  0.020  1.090
 1O5  C14  H6   single    0.970  0.020  1.090
 1O5  C15  H7   single    0.930  0.020  1.080
 1O5  C16  H8   single    0.930  0.020  1.080
 1O5  C9   H10  single    0.930  0.020  1.080
 1O5  C2   H11  single    0.970  0.020  1.090
 1O5  C2   H12  single    0.970  0.020  1.090
 1O5  C1   H13  single    0.970  0.020  1.090
 1O5  C1   H14  single    0.970  0.020  1.090
 1O5  C1   H15  single    0.970  0.020  1.090
 1O5  C5   H16  single    0.930  0.020  1.080
 1O5  C20  H17  single    0.930  0.020  1.080
 1O5  C19  H18  single    0.970  0.020  1.090
 1O5  C19  H19  single    0.970  0.020  1.090
 1O5  C19  H20  single    0.970  0.020  1.090
 1O5  C18  H21  single    0.930  0.020  1.080
 1O5  N1   H9   single    0.860  0.020  1.020

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
 1O5  C12  S    N3   108.50  3.000
 1O5  N3   S    O2   106.53  3.000
 1O5  C12  S    O2   108.45  3.000
 1O5  N3   S    O3   106.32  3.000
 1O5  O2   S    O3   119.22  3.000
 1O5  C12  S    O3   107.43  3.000
 1O5  H2   N3   H1   112.00  3.000
 1O5  H2   N3   S    115.08  3.000
 1O5  H1   N3   S    114.46  3.000
 1O5  C13  C12  C11  121.99  3.000
 1O5  C13  C12  S    121.34  3.000
 1O5  C11  C12  S    116.62  3.000
 1O5  H3   C11  C10  119.13  3.000
 1O5  H3   C11  C12  120.25  3.000
 1O5  C10  C11  C12  120.62  3.000
 1O5  C15  C13  C14  119.15  3.000
 1O5  C14  C13  C12  124.43  3.000
 1O5  C15  C13  C12  116.40  3.000
 1O5  H6   C14  H5   107.81  3.000
 1O5  H6   C14  H4   107.89  3.000
 1O5  H5   C14  H4   106.87  3.000
 1O5  H6   C14  C13  112.63  3.000
 1O5  H5   C14  C13  110.20  3.000
 1O5  H4   C14  C13  111.21  3.000
 1O5  H7   C15  C16  119.05  3.000
 1O5  H7   C15  C13  118.74  3.000
 1O5  C16  C15  C13  122.21  3.000
 1O5  H8   C16  C10  120.43  3.000
 1O5  H8   C16  C15  118.81  3.000
 1O5  C10  C16  C15  120.74  3.000
 1O5  C7   C10  C16  121.74  3.000
 1O5  C16  C10  C11  118.05  3.000
 1O5  C7   C10  C11  120.21  3.000
 1O5  C8   C7   N2   110.11  3.000
 1O5  N2   C7   C10  120.67  3.000
 1O5  C8   C7   C10  129.20  3.000
 1O5  N1   N2   C7   107.23  3.000
 1O5  H9   N1   C6   127.94  3.000
 1O5  H9   N1   N2   119.76  3.000
 1O5  C6   N1   N2   112.28  3.000
 1O5  C6   C8   C9   119.63  3.000
 1O5  C6   C8   C7   104.23  3.000
 1O5  C9   C8   C7   136.10  3.000
 1O5  H10  C9   C3   121.26  3.000
 1O5  H10  C9   C8   120.16  3.000
 1O5  C3   C9   C8   118.58  3.000
 1O5  C4   C3   O1   114.79  3.000
 1O5  C4   C3   C9   121.50  3.000
 1O5  O1   C3   C9   123.71  3.000
 1O5  C2   O1   C3   119.23  3.000
 1O5  H12  C2   H11  107.49  3.000
 1O5  H12  C2   C1   110.43  3.000
 1O5  H11  C2   C1   110.54  3.000
 1O5  H12  C2   O1   110.11  3.000
 1O5  H11  C2   O1   110.24  3.000
 1O5  C1   C2   O1   108.04  3.000
 1O5  H15  C1   H14  107.88  3.000
 1O5  H15  C1   H13  107.99  3.000
 1O5  H14  C1   H13  108.64  3.000
 1O5  H15  C1   C2   109.39  3.000
 1O5  H14  C1   C2   111.47  3.000
 1O5  H13  C1   C2   111.35  3.000
 1O5  C5   C6   C8   122.07  3.000
 1O5  C8   C6   N1   106.15  3.000
 1O5  C5   C6   N1   131.76  3.000
 1O5  H16  C5   C4   120.38  3.000
 1O5  H16  C5   C6   121.06  3.000
 1O5  C4   C5   C6   118.55  3.000
 1O5  C17  C4   C5   119.23  3.000
 1O5  C5   C4   C3   119.67  3.000
 1O5  C17  C4   C3   121.09  3.000
 1O5  C18  C17  C20  103.31  3.000
 1O5  C20  C17  C4   130.94  3.000
 1O5  C18  C17  C4   125.70  3.000
 1O5  H17  C20  N5   119.95  3.000
 1O5  H17  C20  C17  128.50  3.000
 1O5  N5   C20  C17  111.55  3.000
 1O5  N4   N5   C20  105.56  3.000
 1O5  C18  N4   C19  127.49  3.000
 1O5  C18  N4   N5   112.30  3.000
 1O5  C19  N4   N5   120.20  3.000
 1O5  H20  C19  H19  108.94  3.000
 1O5  H20  C19  H18  109.21  3.000
 1O5  H19  C19  H18  108.94  3.000
 1O5  H20  C19  N4   110.42  3.000
 1O5  H19  C19  N4   108.96  3.000
 1O5  H18  C19  N4   110.35  3.000
 1O5  H21  C18  N4   121.71  3.000
 1O5  H21  C18  C17  130.99  3.000
 1O5  N4   C18  C17  107.29  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
 1O5  CONST_01  C7   C10  C11  C12   180.00   0.0  0
 1O5  CONST_02  C16  C10  C11  C12     0.00   0.0  0
 1O5  CONST_03  C16  C15  C13  C12     0.00   0.0  0
 1O5  CONST_06  C15  C16  C10  C11     0.00   0.0  0
 1O5  CONST_07  C15  C13  C12  C11     0.00   0.0  0
 1O5  CONST_08  C10  C16  C15  C13     0.00   0.0  0
 1O5  CONST_09  C10  C11  C12  C13     0.00   0.0  0
 1O5  CONST_10  C7   C10  C16  C15   180.00   0.0  0
 1O5  CONST_13  C9   C8   C7   C10     0.00   0.0  0
 1O5  CONST_14  C6   C8   C7   C10   180.00   0.0  0
 1O5  CONST_15  N1   N2   C7   C10   180.00   0.0  0
 1O5  CONST_16  C3   C9   C8   C7    180.00   0.0  0
 1O5  CONST_17  C5   C6   C8   C7    180.00   0.0  0
 1O5  CONST_18  N1   C6   C8   C7      0.00   0.0  0
 1O5  CONST_19  C6   N1   N2   C7      0.00   0.0  0
 1O5  CONST_20  C5   C6   N1   N2    180.00   0.0  0
 1O5  CONST_21  C8   C6   N1   N2      0.00   0.0  0
 1O5  CONST_22  C9   C8   C7   N2    180.00   0.0  0
 1O5  CONST_23  C6   C8   C7   N2      0.00   0.0  0
 1O5  CONST_24  C4   C5   C6   N1    180.00   0.0  0
 1O5  CONST_25  C9   C8   C6   N1    180.00   0.0  0
 1O5  CONST_26  C8   C7   N2   N1      0.00   0.0  0
 1O5  CONST_27  C4   C3   C9   C8      0.00   0.0  0
 1O5  CONST_28  C4   C5   C6   C8      0.00   0.0  0
 1O5  CONST_29  C17  C4   C3   C9    180.00   0.0  0
 1O5  CONST_30  C5   C4   C3   C9      0.00   0.0  0
 1O5  CONST_31  C5   C6   C8   C9      0.00   0.0  0
 1O5  CONST_34  C6   C5   C4   C3      0.00   0.0  0
 1O5  CONST_35  C6   C8   C9   C3      0.00   0.0  0
 1O5  CONST_36  C17  C4   C5   C6    180.00   0.0  0
 1O5  CONST_39  N4   C18  C17  C4    180.00   0.0  0
 1O5  CONST_40  N5   C20  C17  C4    180.00   0.0  0
 1O5  CONST_41  N5   N4   C18  C17     0.00   0.0  0
 1O5  CONST_42  N4   N5   C20  C17     0.00   0.0  0
 1O5  CONST_43  C18  N4   N5   C20     0.00   0.0  0
 1O5  CONST_44  N4   C18  C17  C20     0.00   0.0  0
 1O5  CONST_45  C18  C17  C20  N5      0.00   0.0  0
 1O5  CONST_46  C10  C11  C12  S     180.00   0.0  0
 1O5  CONST_47  C15  C13  C12  S     180.00   0.0  0
 1O5  CONST_48  C14  C13  C12  C11   180.00   0.0  0
 1O5  CONST_49  C16  C15  C13  C14   180.00   0.0  0
 1O5  CONST_50  O1   C3   C9   C8    180.00   0.0  0
 1O5  CONST_51  C17  C4   C3   O1      0.00   0.0  0
 1O5  CONST_52  C5   C4   C3   O1    180.00   0.0  0
 1O5  CONST_53  C19  N4   C18  C17   180.00   0.0  0
 1O5  CONST_54  C19  N4   N5   C20   180.00   0.0  0
 1O5  CONST_55  H7   C15  C13  C12   180.00   0.0  0
 1O5  CONST_56  H8   C16  C10  C11   180.00   0.0  0
 1O5  CONST_57  H3   C11  C12  C13   180.00   0.0  0
 1O5  CONST_58  H10  C9   C8   C7      0.00   0.0  0
 1O5  CONST_59  H9   N1   N2   C7    180.00   0.0  0
 1O5  CONST_60  H16  C5   C6   N1      0.00   0.0  0
 1O5  CONST_61  H21  C18  C17  C4      0.00   0.0  0
 1O5  CONST_62  H17  C20  C17  C4      0.00   0.0  0
 1O5  Var_01    C11  C12  S    O3      5.81  30.0  3
 1O5  Var_02    C4   C3   O1   C2   -178.72  30.0  2
 1O5  Var_03    H4   C14  C13  C12    70.48  30.0  2
 1O5  Var_04    H18  C19  N4   N5     59.66  30.0  2
 1O5  Var_05    C1   C2   O1   C3    177.76  30.0  3
 1O5  Var_06    H1   N3   S    C12   -59.42  30.0  3
 1O5  Var_07    H13  C1   C2   O1    -60.76  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
 1O5  plan-1  C4   0.020
 1O5  plan-1  C17  0.020
 1O5  plan-1  C20  0.020
 1O5  plan-1  N5   0.020
 1O5  plan-1  N4   0.020
 1O5  plan-1  C19  0.020
 1O5  plan-1  C18  0.020
 1O5  plan-1  H17  0.020
 1O5  plan-1  H21  0.020
 1O5  plan-2  S    0.020
 1O5  plan-2  C12  0.020
 1O5  plan-2  C11  0.020
 1O5  plan-2  C13  0.020
 1O5  plan-2  C14  0.020
 1O5  plan-2  C15  0.020
 1O5  plan-2  C16  0.020
 1O5  plan-2  C10  0.020
 1O5  plan-2  C7   0.020
 1O5  plan-2  H3   0.020
 1O5  plan-2  H7   0.020
 1O5  plan-2  H8   0.020
 1O5  plan-3  C10  0.020
 1O5  plan-3  C7   0.020
 1O5  plan-3  N2   0.020
 1O5  plan-3  N1   0.020
 1O5  plan-3  C8   0.020
 1O5  plan-3  C9   0.020
 1O5  plan-3  C3   0.020
 1O5  plan-3  O1   0.020
 1O5  plan-3  C6   0.020
 1O5  plan-3  C5   0.020
 1O5  plan-3  C4   0.020
 1O5  plan-3  C17  0.020
 1O5  plan-3  H10  0.020
 1O5  plan-3  H16  0.020
 1O5  plan-3  H9   0.020

