# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Aug  4 16:10:08 2022
#   Inital geometry file: a 103 line input string
#   Ligand name: 3-(1,3-benzothiazol-5-yl)-7-(1,3-dimethyl-1H-pyrazol-5-yl)thieno[3,2-c]pyridin-4-amine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cn1nc(C)cc1c2cnc(N)c3c2scc3c4ccc5scnc5c4
#
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
 ZOV  ZOV  "3-(1,3-benzothiazol-5-yl)-7-(1,3-dimethyl-1H-pyrazol-5-yl)thieno[3,2-c]pyridin-4-amine"
  ligand  41  26  .  2022-08-11  2022-08-11
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_ZOV
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
 ZOV  C1   C  CR6   0  -0.030  10.3302  21.9966  21.2270
 ZOV  C2   C  CR56  0   0.358  10.6569  23.5176  19.4023
 ZOV  C3   C  CR56  0  -0.243  10.2790  22.5063  18.5062
 ZOV  C4   C  CR15  0  -0.218  10.8592  24.6492  17.5420
 ZOV  C5   C  CR5   0   0.209  10.3026  21.7094  22.6765
 ZOV  C6   C  CR16  0  -0.326  10.6809  23.2560  20.7727
 ZOV  C11  C  CR15  0  -0.541   9.3905  22.2831  23.4979
 ZOV  C12  C  CR6   0   0.383  12.2632  20.0082  22.9534
 ZOV  C13  C  CR16  0  -0.099  12.5265  19.1322  25.0672
 ZOV  C16  C  CR15  0  -0.558  10.6477  18.6842  27.7468
 ZOV  C17  C  CR5   0   0.252  10.4944  19.1464  29.0656
 ZOV  C10  C  CR56  0  -0.134  10.8288  20.7179  24.7447
 ZOV  C14  C  CR6   0  -0.070  11.5121  19.8762  25.6344
 ZOV  C15  C  CR5   0   0.365  11.1589  19.7572  27.0484
 ZOV  C19  C  CH3   0  -0.738   9.9783  18.4003  30.2480
 ZOV  C7   C  CR16  0  -0.254   9.9257  21.2367  18.9529
 ZOV  C8   C  CR16  0  -0.286   9.9567  20.9959  20.3111
 ZOV  C9   C  CR56  0   0.024  11.1618  20.7965  23.3905
 ZOV  N1   N  N     0  -0.375  10.9803  24.7202  18.8181
 ZOV  N2   N  N     0  -0.460  12.8967  19.1951  23.7892
 ZOV  N3   N  NH2   0  -0.829  12.6974  20.0227  21.6735
 ZOV  N4   N  N     0  -0.298  10.8829  20.4067  29.1611
 ZOV  N5   N  NR5   0  -0.320  11.2849  20.7644  27.9441
 ZOV  S1   S  S2    0   0.221  10.3414  23.1240  16.8938
 ZOV  S2   S  S2    0   0.243   9.5025  21.7467  25.1344
 ZOV  H1   H  HCR5  0   0.306  11.0609  25.4755  16.8730
 ZOV  H2   H  HCR6  0   0.266  10.9758  24.0335  21.4658
 ZOV  H3   H  HCR5  0   0.299   8.6214  22.9871  23.2171
 ZOV  H4   H  HCR6  0   0.260  13.0909  18.4472  25.6915
 ZOV  H5   H  HCR5  0   0.259  10.4066  17.7116  27.3494
 ZOV  H6   H  HCH3  0   0.267  12.4834  22.3491  28.5410
 ZOV  H7   H  HCH3  0   0.261  12.3633  22.1164  26.7943
 ZOV  H8   H  HCH3  0   0.254  11.0077  22.8293  27.6814
 ZOV  H9   H  HCH3  0   0.243   9.9441  19.0414  31.1274
 ZOV  H10  H  HCH3  0   0.244   8.9723  18.0196  30.0681
 ZOV  H11  H  HCH3  0   0.244  10.6093  17.5417  30.4821
 ZOV  H12  H  HCR6  0   0.278   9.6300  20.4587  18.2622
 ZOV  H13  H  HCR6  0   0.267   9.6787  20.0176  20.6816
 ZOV  H14  H  HNH2  0   0.393  13.5797  19.5740  21.4891
 ZOV  H15  H  HNH2  0   0.409  12.4622  20.7858  21.0637
 ZOV  C18  C  CH3   0  -0.525  11.8083  22.0918  27.7283

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
 ZOV  S1   C4   aromatic  1.736  0.020  1.736
 ZOV  S1   C3   aromatic  1.728  0.020  1.728
 ZOV  C4   N1   aromatic  1.284  0.020  1.284
 ZOV  C3   C7   aromatic  1.391  0.020  1.391
 ZOV  C3   C2   aromatic  1.403  0.020  1.403
 ZOV  N1   C2   aromatic  1.376  0.020  1.376
 ZOV  C7   C8   aromatic  1.380  0.020  1.380
 ZOV  C2   C6   aromatic  1.395  0.020  1.395
 ZOV  C8   C1   aromatic  1.407  0.020  1.407
 ZOV  C6   C1   aromatic  1.384  0.020  1.384
 ZOV  C1   C5   single    1.478  0.020  1.478
 ZOV  N3   C12  single    1.352  0.020  1.352
 ZOV  C5   C9   aromatic  1.443  0.020  1.443
 ZOV  C5   C11  aromatic  1.355  0.020  1.355
 ZOV  C12  C9   aromatic  1.423  0.020  1.423
 ZOV  C12  N2   aromatic  1.327  0.020  1.327
 ZOV  C9   C10  aromatic  1.397  0.020  1.397
 ZOV  C11  S2   aromatic  1.726  0.020  1.726
 ZOV  N2   C13  aromatic  1.332  0.020  1.332
 ZOV  C10  S2   aromatic  1.723  0.020  1.723
 ZOV  C10  C14  aromatic  1.402  0.020  1.402
 ZOV  C13  C14  aromatic  1.380  0.020  1.380
 ZOV  C14  C15  single    1.462  0.020  1.462
 ZOV  C15  C16  aromatic  1.378  0.020  1.378
 ZOV  C15  N5   aromatic  1.354  0.020  1.354
 ZOV  C16  C17  aromatic  1.406  0.020  1.406
 ZOV  C18  N5   single    1.443  0.020  1.443
 ZOV  N5   N4   aromatic  1.331  0.020  1.331
 ZOV  C17  N4   aromatic  1.322  0.020  1.322
 ZOV  C17  C19  single    1.490  0.020  1.490
 ZOV  C4   H1   single    0.930  0.020  1.080
 ZOV  C6   H2   single    0.930  0.020  1.080
 ZOV  C11  H3   single    0.930  0.020  1.080
 ZOV  C13  H4   single    0.930  0.020  1.080
 ZOV  C16  H5   single    0.930  0.020  1.080
 ZOV  C18  H6   single    0.970  0.020  1.090
 ZOV  C18  H7   single    0.970  0.020  1.090
 ZOV  C18  H8   single    0.970  0.020  1.090
 ZOV  C19  H9   single    0.970  0.020  1.090
 ZOV  C19  H10  single    0.970  0.020  1.090
 ZOV  C19  H11  single    0.970  0.020  1.090
 ZOV  C7   H12  single    0.930  0.020  1.080
 ZOV  C8   H13  single    0.930  0.020  1.080
 ZOV  N3   H14  single    0.890  0.020  1.040
 ZOV  N3   H15  single    0.890  0.020  1.040

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
 ZOV  C8   C1   C6   120.05  3.000
 ZOV  C6   C1   C5   120.23  3.000
 ZOV  C8   C1   C5   119.69  3.000
 ZOV  N1   C2   C6   125.24  3.000
 ZOV  C6   C2   C3   119.79  3.000
 ZOV  N1   C2   C3   114.97  3.000
 ZOV  S1   C3   C7   129.42  3.000
 ZOV  C7   C3   C2   121.40  3.000
 ZOV  S1   C3   C2   109.18  3.000
 ZOV  H1   C4   S1   119.71  3.000
 ZOV  H1   C4   N1   123.69  3.000
 ZOV  S1   C4   N1   116.60  3.000
 ZOV  C9   C5   C11  111.64  3.000
 ZOV  C11  C5   C1   121.66  3.000
 ZOV  C9   C5   C1   126.67  3.000
 ZOV  H2   C6   C2   119.93  3.000
 ZOV  H2   C6   C1   120.83  3.000
 ZOV  C2   C6   C1   119.25  3.000
 ZOV  H3   C11  S2   119.70  3.000
 ZOV  H3   C11  C5   126.72  3.000
 ZOV  S2   C11  C5   113.55  3.000
 ZOV  N3   C12  N2   116.72  3.000
 ZOV  N2   C12  C9   121.02  3.000
 ZOV  N3   C12  C9   122.24  3.000
 ZOV  H4   C13  N2   115.93  3.000
 ZOV  H4   C13  C14  119.09  3.000
 ZOV  N2   C13  C14  124.97  3.000
 ZOV  H5   C16  C15  126.76  3.000
 ZOV  H5   C16  C17  128.17  3.000
 ZOV  C15  C16  C17  105.06  3.000
 ZOV  N4   C17  C19  121.44  3.000
 ZOV  C19  C17  C16  128.13  3.000
 ZOV  N4   C17  C16  110.43  3.000
 ZOV  S2   C10  C9   111.66  3.000
 ZOV  S2   C10  C14  126.15  3.000
 ZOV  C9   C10  C14  122.18  3.000
 ZOV  C15  C14  C10  123.00  3.000
 ZOV  C15  C14  C13  122.08  3.000
 ZOV  C10  C14  C13  114.90  3.000
 ZOV  N5   C15  C14  123.83  3.000
 ZOV  N5   C15  C16  106.17  3.000
 ZOV  C14  C15  C16  130.00  3.000
 ZOV  H11  C19  H10  107.11  3.000
 ZOV  H11  C19  H9   107.95  3.000
 ZOV  H10  C19  H9   108.05  3.000
 ZOV  H11  C19  C17  111.35  3.000
 ZOV  H10  C19  C17  111.30  3.000
 ZOV  H9   C19  C17  110.91  3.000
 ZOV  H12  C7   C8   120.61  3.000
 ZOV  H12  C7   C3   121.38  3.000
 ZOV  C8   C7   C3   118.00  3.000
 ZOV  H13  C8   C7   119.27  3.000
 ZOV  H13  C8   C1   119.22  3.000
 ZOV  C7   C8   C1   121.51  3.000
 ZOV  C10  C9   C12  116.81  3.000
 ZOV  C10  C9   C5   111.93  3.000
 ZOV  C12  C9   C5   131.25  3.000
 ZOV  C4   N1   C2   110.59  3.000
 ZOV  C13  N2   C12  120.04  3.000
 ZOV  H15  N3   H14  115.62  3.000
 ZOV  H15  N3   C12  120.51  3.000
 ZOV  H14  N3   C12  116.76  3.000
 ZOV  N5   N4   C17  106.20  3.000
 ZOV  N4   N5   C18  119.58  3.000
 ZOV  N4   N5   C15  112.14  3.000
 ZOV  C18  N5   C15  128.26  3.000
 ZOV  C4   S1   C3    88.65  3.000
 ZOV  C10  S2   C11   91.21  3.000
 ZOV  H8   C18  H7   108.84  3.000
 ZOV  H8   C18  H6   109.16  3.000
 ZOV  H7   C18  H6   108.66  3.000
 ZOV  H8   C18  N5   111.26  3.000
 ZOV  H7   C18  N5   109.54  3.000
 ZOV  H6   C18  N5   109.33  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
 ZOV  CONST_01  C3   C7   C8   C1      0.00   0.0  0
 ZOV  CONST_02  C3   C2   C6   C1      0.00   0.0  0
 ZOV  CONST_03  N1   C2   C6   C1    180.00   0.0  0
 ZOV  CONST_04  C12  C9   C5   C1      0.00   0.0  0
 ZOV  CONST_05  C10  C9   C5   C1    180.00   0.0  0
 ZOV  CONST_06  S2   C11  C5   C1    180.00   0.0  0
 ZOV  CONST_07  C4   S1   C3   C2      0.00   0.0  0
 ZOV  CONST_08  C8   C7   C3   C2      0.00   0.0  0
 ZOV  CONST_09  S1   C4   N1   C2      0.00   0.0  0
 ZOV  CONST_10  C8   C1   C6   C2      0.00   0.0  0
 ZOV  CONST_11  C5   C1   C6   C2    180.00   0.0  0
 ZOV  CONST_12  N1   C4   S1   C3      0.00   0.0  0
 ZOV  CONST_13  C4   N1   C2   C3      0.00   0.0  0
 ZOV  CONST_14  C7   C3   S1   C4    180.00   0.0  0
 ZOV  CONST_15  C6   C2   N1   C4    180.00   0.0  0
 ZOV  CONST_16  C7   C8   C1   C5    180.00   0.0  0
 ZOV  CONST_17  N2   C12  C9   C5    180.00   0.0  0
 ZOV  CONST_18  S2   C10  C9   C5      0.00   0.0  0
 ZOV  CONST_19  C14  C10  C9   C5    180.00   0.0  0
 ZOV  CONST_20  C10  S2   C11  C5      0.00   0.0  0
 ZOV  CONST_21  S1   C3   C2   C6    180.00   0.0  0
 ZOV  CONST_22  C7   C3   C2   C6      0.00   0.0  0
 ZOV  CONST_23  C7   C8   C1   C6      0.00   0.0  0
 ZOV  CONST_27  C12  C9   C5   C11   180.00   0.0  0
 ZOV  CONST_28  C10  C9   C5   C11     0.00   0.0  0
 ZOV  CONST_29  C9   C10  S2   C11     0.00   0.0  0
 ZOV  CONST_30  C14  C10  S2   C11   180.00   0.0  0
 ZOV  CONST_31  S2   C10  C9   C12   180.00   0.0  0
 ZOV  CONST_32  C14  C10  C9   C12     0.00   0.0  0
 ZOV  CONST_33  C14  C13  N2   C12     0.00   0.0  0
 ZOV  CONST_34  C9   C12  N2   C13     0.00   0.0  0
 ZOV  CONST_35  C9   C10  C14  C13     0.00   0.0  0
 ZOV  CONST_36  S2   C10  C14  C13   180.00   0.0  0
 ZOV  CONST_40  N4   N5   C15  C16     0.00   0.0  0
 ZOV  CONST_41  N5   N4   C17  C16     0.00   0.0  0
 ZOV  CONST_42  C14  C15  C16  C17   180.00   0.0  0
 ZOV  CONST_43  N5   C15  C16  C17     0.00   0.0  0
 ZOV  CONST_44  C15  N5   N4   C17     0.00   0.0  0
 ZOV  CONST_45  N2   C12  C9   C10     0.00   0.0  0
 ZOV  CONST_46  N2   C13  C14  C10     0.00   0.0  0
 ZOV  CONST_48  N4   N5   C15  C14   180.00   0.0  0
 ZOV  CONST_49  C9   C10  C14  C15   180.00   0.0  0
 ZOV  CONST_50  S2   C10  C14  C15     0.00   0.0  0
 ZOV  CONST_51  N2   C13  C14  C15   180.00   0.0  0
 ZOV  CONST_52  N4   C17  C16  C15     0.00   0.0  0
 ZOV  CONST_53  N1   C2   C3   C7    180.00   0.0  0
 ZOV  CONST_54  S1   C3   C7   C8    180.00   0.0  0
 ZOV  CONST_56  S2   C11  C5   C9      0.00   0.0  0
 ZOV  CONST_57  S1   C3   C2   N1      0.00   0.0  0
 ZOV  CONST_58  N3   C12  C9   C5      0.00   0.0  0
 ZOV  CONST_59  N3   C12  N2   C13   180.00   0.0  0
 ZOV  CONST_60  C18  N5   C15  C16   180.00   0.0  0
 ZOV  CONST_61  C18  N5   N4   C17   180.00   0.0  0
 ZOV  CONST_62  N3   C12  C9   C10   180.00   0.0  0
 ZOV  CONST_63  C18  N5   C15  C14     0.00   0.0  0
 ZOV  CONST_64  C19  C17  C16  C15   180.00   0.0  0
 ZOV  CONST_65  N5   N4   C17  C19   180.00   0.0  0
 ZOV  CONST_66  H12  C7   C8   C1    180.00   0.0  0
 ZOV  CONST_67  H3   C11  C5   C1      0.00   0.0  0
 ZOV  CONST_68  H12  C7   C3   C2    180.00   0.0  0
 ZOV  CONST_69  H1   C4   N1   C2    180.00   0.0  0
 ZOV  CONST_70  H1   C4   S1   C3    180.00   0.0  0
 ZOV  CONST_71  H13  C8   C7   C3    180.00   0.0  0
 ZOV  CONST_72  H2   C6   C2   C3    180.00   0.0  0
 ZOV  CONST_73  H13  C8   C1   C5      0.00   0.0  0
 ZOV  CONST_74  H2   C6   C1   C5      0.00   0.0  0
 ZOV  CONST_75  H13  C8   C1   C6    180.00   0.0  0
 ZOV  CONST_76  H4   C13  N2   C12   180.00   0.0  0
 ZOV  CONST_77  H3   C11  S2   C10   180.00   0.0  0
 ZOV  CONST_78  H4   C13  C14  C10   180.00   0.0  0
 ZOV  CONST_79  H5   C16  C15  C14     0.00   0.0  0
 ZOV  CONST_80  H4   C13  C14  C15     0.00   0.0  0
 ZOV  CONST_81  H2   C6   C1   C8    180.00   0.0  0
 ZOV  CONST_82  H3   C11  C5   C9    180.00   0.0  0
 ZOV  CONST_83  H2   C6   C2   N1      0.00   0.0  0
 ZOV  CONST_84  H5   C16  C17  N4    180.00   0.0  0
 ZOV  CONST_85  H5   C16  C15  N5    180.00   0.0  0
 ZOV  CONST_86  H12  C7   C3   S1      0.00   0.0  0
 ZOV  CONST_87  H14  N3   C12  C9    180.00   0.0  0
 ZOV  CONST_89  H14  N3   C12  N2      0.00   0.0  0
 ZOV  Var_01    H9   C19  C17  C16  -177.88  30.0  2
 ZOV  Var_02    H10  C19  C17  C16   -57.55  30.0  2
 ZOV  Var_03    H11  C19  C17  C16    61.89  30.0  2
 ZOV  Var_04    H6   C18  N5   C15  -134.93  30.0  2
 ZOV  Var_05    H7   C18  N5   C15   -15.96  30.0  2
 ZOV  Var_06    H8   C18  N5   C15   104.42  30.0  2
 ZOV  Var_07    H6   C18  N5   N4     43.45  30.0  2
 ZOV  Var_08    H7   C18  N5   N4    162.42  30.0  2
 ZOV  Var_09    H8   C18  N5   N4    -77.20  30.0  2
 ZOV  Var_10    H9   C19  C17  N4      2.09  30.0  2
 ZOV  Var_11    H10  C19  C17  N4    122.42  30.0  2
 ZOV  Var_12    H11  C19  C17  N4   -118.15  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
 ZOV  plan-1  C16  0.020
 ZOV  plan-1  C17  0.020
 ZOV  plan-1  C14  0.020
 ZOV  plan-1  C15  0.020
 ZOV  plan-1  C19  0.020
 ZOV  plan-1  N4   0.020
 ZOV  plan-1  N5   0.020
 ZOV  plan-1  H5   0.020
 ZOV  plan-1  C18  0.020
 ZOV  plan-2  C1   0.020
 ZOV  plan-2  C5   0.020
 ZOV  plan-2  C11  0.020
 ZOV  plan-2  C12  0.020
 ZOV  plan-2  C13  0.020
 ZOV  plan-2  C10  0.020
 ZOV  plan-2  C14  0.020
 ZOV  plan-2  C15  0.020
 ZOV  plan-2  C9   0.020
 ZOV  plan-2  N2   0.020
 ZOV  plan-2  N3   0.020
 ZOV  plan-2  S2   0.020
 ZOV  plan-2  H3   0.020
 ZOV  plan-2  H4   0.020
 ZOV  plan-3  C1   0.020
 ZOV  plan-3  C2   0.020
 ZOV  plan-3  C3   0.020
 ZOV  plan-3  C4   0.020
 ZOV  plan-3  C5   0.020
 ZOV  plan-3  C6   0.020
 ZOV  plan-3  C7   0.020
 ZOV  plan-3  C8   0.020
 ZOV  plan-3  N1   0.020
 ZOV  plan-3  S1   0.020
 ZOV  plan-3  H1   0.020
 ZOV  plan-3  H2   0.020
 ZOV  plan-3  H12  0.020
 ZOV  plan-3  H13  0.020
 ZOV  plan-4  C12  0.020
 ZOV  plan-4  N3   0.020
 ZOV  plan-4  H14  0.020
 ZOV  plan-4  H15  0.020

