# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Mar 22 05:01:15 2020
#   Inital geometry file: a 123 line input string
#   Ligand name: 2-(1H-indazol-1-yl)-N-[2-(piperazin-1-yl)phenyl]-1,3-thiazole-4-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: O=C(Nc1ccccc1N2CCNCC2)c3csc(n3)n4ncc5ccccc45
#
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
 1AO  1AO  2-(1H-indazol-1-yl)-N-[2-(piperazin-1-yl)phenyl]-1,3-thiazole-4-carboxamide  ligand  49  29  .  2021-08-03  2021-08-03  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_1AO
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
 1AO  C01  C  CR16  0  -0.270   6.2562   0.9224   0.4160
 1AO  C02  C  CR16  0  -0.257   5.7729   2.2195   0.3483
 1AO  C03  C  CR16  0  -0.325   4.4091   2.4683   0.2570
 1AO  C04  C  CR6   0   0.334   3.5152   1.4007   0.2291
 1AO  C05  C  CR6   0   0.234   3.9994   0.0784   0.2783
 1AO  C06  C  CR16  0  -0.289   5.3651  -0.1430   0.3756
 1AO  N07  N  NT    0  -0.527   3.0404  -0.9621   0.2262
 1AO  C08  C  CH2   0  -0.297   3.2467  -2.0674   1.1498
 1AO  C09  C  CH2   0  -0.324   2.0176  -2.9685   1.1411
 1AO  N10  N  NH1   0  -0.575   1.6715  -3.4566  -0.1822
 1AO  C11  C  CH2   0  -0.334   1.5424  -2.3496  -1.1141
 1AO  C12  C  CH2   0  -0.310   2.7543  -1.4275  -1.1302
 1AO  N13  N  NH1   0  -0.753   2.1303   1.5160   0.1837
 1AO  C14  C  C     0   0.505   1.3489   2.5972  -0.0006
 1AO  O15  O  O     0  -0.462   1.7308   3.7449  -0.1584
 1AO  C16  C  CR5   0   0.238  -0.0967   2.2515  -0.0011
 1AO  N17  N  N     0  -0.424  -0.4832   0.9478   0.1106
 1AO  C18  C  CR5   0   0.295  -1.7656   0.8424   0.0798
 1AO  S19  S  S2    0   0.250  -2.6087   2.3505  -0.0808
 1AO  C20  C  CR15  0  -0.507  -1.0991   3.1570  -0.1249
 1AO  N21  N  NR5   0  -0.507  -2.4186  -0.3662   0.1960
 1AO  N22  N  N     0  -0.207  -1.7177  -1.4318   0.6524
 1AO  C23  C  CR15  0  -0.049  -2.5226  -2.4485   0.6306
 1AO  C24  C  CR56  0  -0.124  -3.8138  -2.0826   0.1482
 1AO  C25  C  CR16  0  -0.315  -5.0095  -2.7675  -0.0739
 1AO  C26  C  CR16  0  -0.264  -6.0793  -2.0584  -0.5765
 1AO  C27  C  CR16  0  -0.253  -5.9619  -0.6887  -0.8607
 1AO  C28  C  CR16  0  -0.289  -4.7890   0.0088  -0.6482
 1AO  C29  C  CR56  0   0.462  -3.7117  -0.7122  -0.1308
 1AO  H1   H  HCR6  0   0.255   7.3195   0.7371   0.4905
 1AO  H2   H  HCR6  0   0.257   6.4595   3.0554   0.3746
 1AO  H3   H  HCR6  0   0.274   4.0526   3.4855   0.2208
 1AO  H4   H  HCR6  0   0.258   5.7382  -1.1588   0.4183
 1AO  H5   H  HCH2  0   0.202   4.1317  -2.6687   0.8883
 1AO  H6   H  HCH2  0   0.244   3.4115  -1.6652   2.1513
 1AO  H7   H  HCH2  0   0.236   2.1853  -3.8163   1.8079
 1AO  H8   H  HCH2  0   0.228   1.1616  -2.4091   1.5303
 1AO  H9   H  HNH1  0   0.337   2.4039  -4.0792  -0.5063
 1AO  H11  H  HCH2  0   0.234   1.3726  -2.7420  -2.1188
 1AO  H12  H  HCH2  0   0.242   0.6574  -1.7704  -0.8345
 1AO  H13  H  HCH2  0   0.244   2.5571  -0.5678  -1.7750
 1AO  H14  H  HCH2  0   0.215   3.6217  -1.9572  -1.5548
 1AO  H15  H  HNH1  0   0.427   1.6591   0.6213   0.3053
 1AO  H16  H  HCR5  0   0.323  -1.0392   4.2271  -0.2418
 1AO  H17  H  HCR5  0   0.286  -2.1831  -3.4186   0.9605
 1AO  H18  H  HCR6  0   0.268  -5.0907  -3.8248   0.1415
 1AO  H19  H  HCR6  0   0.266  -7.0210  -2.5573  -0.7613
 1AO  H20  H  HCR6  0   0.272  -6.8161  -0.1592  -1.2610
 1AO  H21  H  HCR6  0   0.279  -4.7421   1.0601  -0.8917

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
 1AO  C23  N22  aromatic  1.297  0.020  1.297
 1AO  C23  C24  aromatic  1.426  0.020  1.426
 1AO  N22  N21  aromatic  1.355  0.020  1.355
 1AO  S19  C18  aromatic  1.735  0.020  1.735
 1AO  S19  C20  aromatic  1.712  0.020  1.712
 1AO  C24  C25  aromatic  1.396  0.020  1.396
 1AO  C24  C29  aromatic  1.402  0.020  1.402
 1AO  N21  C18  single    1.379  0.020  1.379
 1AO  N21  C29  aromatic  1.378  0.020  1.378
 1AO  C25  C26  aromatic  1.378  0.020  1.378
 1AO  C18  N17  aromatic  1.287  0.020  1.287
 1AO  C29  C28  aromatic  1.396  0.020  1.396
 1AO  C20  C16  aromatic  1.357  0.020  1.357
 1AO  C26  C27  aromatic  1.404  0.020  1.404
 1AO  N17  C16  aromatic  1.364  0.020  1.364
 1AO  C28  C27  aromatic  1.381  0.020  1.381
 1AO  C16  C14  single    1.486  0.020  1.486
 1AO  C14  O15  double    1.220  0.020  1.220
 1AO  C14  N13  single    1.347  0.020  1.347
 1AO  N13  C04  single    1.390  0.020  1.390
 1AO  C04  C03  aromatic  1.393  0.020  1.393
 1AO  C04  C05  aromatic  1.409  0.020  1.409
 1AO  C03  C02  aromatic  1.389  0.020  1.389
 1AO  C05  N07  single    1.416  0.020  1.416
 1AO  C05  C06  aromatic  1.387  0.020  1.387
 1AO  N07  C08  single    1.455  0.020  1.455
 1AO  N07  C12  single    1.462  0.020  1.462
 1AO  C02  C01  aromatic  1.386  0.020  1.386
 1AO  C09  C08  single    1.524  0.020  1.524
 1AO  C09  N10  single    1.452  0.020  1.452
 1AO  C01  C06  aromatic  1.390  0.020  1.390
 1AO  C11  C12  single    1.523  0.020  1.523
 1AO  C11  N10  single    1.453  0.020  1.453
 1AO  C01  H1   single    0.930  0.020  1.080
 1AO  C02  H2   single    0.930  0.020  1.080
 1AO  C03  H3   single    0.930  0.020  1.080
 1AO  C06  H4   single    0.930  0.020  1.080
 1AO  C08  H5   single    0.970  0.020  1.090
 1AO  C08  H6   single    0.970  0.020  1.090
 1AO  C09  H7   single    0.970  0.020  1.090
 1AO  C09  H8   single    0.970  0.020  1.090
 1AO  N10  H9   single    0.890  0.020  1.040
 1AO  C11  H11  single    0.970  0.020  1.090
 1AO  C11  H12  single    0.970  0.020  1.090
 1AO  C12  H13  single    0.970  0.020  1.090
 1AO  C12  H14  single    0.970  0.020  1.090
 1AO  N13  H15  single    0.860  0.020  1.020
 1AO  C20  H16  single    0.930  0.020  1.080
 1AO  C23  H17  single    0.930  0.020  1.080
 1AO  C25  H18  single    0.930  0.020  1.080
 1AO  C26  H19  single    0.930  0.020  1.080
 1AO  C27  H20  single    0.930  0.020  1.080
 1AO  C28  H21  single    0.930  0.020  1.080

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
 1AO  H1   C01  C06  120.06  3.000
 1AO  H1   C01  C02  120.42  3.000
 1AO  C06  C01  C02  119.51  3.000
 1AO  H2   C02  C03  119.08  3.000
 1AO  H2   C02  C01  120.04  3.000
 1AO  C03  C02  C01  120.88  3.000
 1AO  H3   C03  C04  120.67  3.000
 1AO  H3   C03  C02  119.71  3.000
 1AO  C04  C03  C02  119.61  3.000
 1AO  N13  C04  C05  114.91  3.000
 1AO  C05  C04  C03  119.88  3.000
 1AO  N13  C04  C03  125.20  3.000
 1AO  N07  C05  C06  123.52  3.000
 1AO  C06  C05  C04  119.38  3.000
 1AO  N07  C05  C04  117.10  3.000
 1AO  H4   C06  C05  119.45  3.000
 1AO  H4   C06  C01  119.81  3.000
 1AO  C05  C06  C01  120.74  3.000
 1AO  C12  N07  C08  112.01  3.000
 1AO  C12  N07  C05  113.61  3.000
 1AO  C08  N07  C05  116.03  3.000
 1AO  H6   C08  H5   107.31  3.000
 1AO  H6   C08  C09  110.16  3.000
 1AO  H5   C08  C09  108.90  3.000
 1AO  H6   C08  N07  108.90  3.000
 1AO  H5   C08  N07  112.21  3.000
 1AO  C09  C08  N07  109.34  3.000
 1AO  H8   C09  H7   107.46  3.000
 1AO  H8   C09  N10  108.03  3.000
 1AO  H7   C09  N10  109.40  3.000
 1AO  H8   C09  C08  109.06  3.000
 1AO  H7   C09  C08  109.39  3.000
 1AO  N10  C09  C08  113.33  3.000
 1AO  H9   N10  C11  109.08  3.000
 1AO  H9   N10  C09  108.99  3.000
 1AO  C11  N10  C09  110.46  3.000
 1AO  H12  C11  H11  107.44  3.000
 1AO  H12  C11  C12  109.01  3.000
 1AO  H11  C11  C12  109.37  3.000
 1AO  H12  C11  N10  108.14  3.000
 1AO  H11  C11  N10  109.29  3.000
 1AO  C12  C11  N10  113.41  3.000
 1AO  H14  C12  H13  107.04  3.000
 1AO  H14  C12  C11  109.84  3.000
 1AO  H13  C12  C11  109.82  3.000
 1AO  H14  C12  N07  110.89  3.000
 1AO  H13  C12  N07  109.41  3.000
 1AO  C11  C12  N07  109.79  3.000
 1AO  H15  N13  C14  116.95  3.000
 1AO  H15  N13  C04  112.59  3.000
 1AO  C14  N13  C04  130.46  3.000
 1AO  C16  C14  O15  121.55  3.000
 1AO  O15  C14  N13  126.26  3.000
 1AO  C16  C14  N13  112.19  3.000
 1AO  C20  C16  N17  115.85  3.000
 1AO  N17  C16  C14  119.85  3.000
 1AO  C20  C16  C14  124.29  3.000
 1AO  C18  N17  C16  111.01  3.000
 1AO  N21  C18  S19  122.66  3.000
 1AO  N21  C18  N17  122.80  3.000
 1AO  S19  C18  N17  114.53  3.000
 1AO  C20  S19  C18   89.05  3.000
 1AO  H16  C20  S19  121.28  3.000
 1AO  H16  C20  C16  129.16  3.000
 1AO  S19  C20  C16  109.55  3.000
 1AO  C29  N21  N22  111.59  3.000
 1AO  C29  N21  C18  130.14  3.000
 1AO  N22  N21  C18  118.22  3.000
 1AO  C23  N22  N21  106.85  3.000
 1AO  H17  C23  C24  128.22  3.000
 1AO  H17  C23  N22  120.28  3.000
 1AO  C24  C23  N22  111.50  3.000
 1AO  C29  C24  C25  120.68  3.000
 1AO  C29  C24  C23  104.60  3.000
 1AO  C25  C24  C23  134.72  3.000
 1AO  H18  C25  C26  121.14  3.000
 1AO  H18  C25  C24  120.80  3.000
 1AO  C26  C25  C24  118.07  3.000
 1AO  H19  C26  C27  119.23  3.000
 1AO  H19  C26  C25  120.05  3.000
 1AO  C27  C26  C25  120.72  3.000
 1AO  H20  C27  C28  118.71  3.000
 1AO  H20  C27  C26  119.11  3.000
 1AO  C28  C27  C26  122.19  3.000
 1AO  H21  C28  C29  123.56  3.000
 1AO  H21  C28  C27  119.59  3.000
 1AO  C29  C28  C27  116.85  3.000
 1AO  C28  C29  C24  121.50  3.000
 1AO  C28  C29  N21  133.04  3.000
 1AO  C24  C29  N21  105.46  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
 1AO  CONST_01  C04  C03  C02  C01     0.00   0.0  0
 1AO  CONST_02  C04  C05  C06  C01     0.00   0.0  0
 1AO  CONST_03  C05  C04  C03  C02     0.00   0.0  0
 1AO  CONST_04  C05  C06  C01  C02     0.00   0.0  0
 1AO  CONST_05  C06  C05  C04  C03     0.00   0.0  0
 1AO  CONST_06  C06  C01  C02  C03     0.00   0.0  0
 1AO  CONST_07  C18  S19  C20  C16     0.00   0.0  0
 1AO  CONST_08  S19  C18  N17  C16     0.00   0.0  0
 1AO  CONST_09  N21  C18  N17  C16   180.00   0.0  0
 1AO  CONST_10  C20  S19  C18  N17     0.00   0.0  0
 1AO  CONST_13  S19  C20  C16  N17     0.00   0.0  0
 1AO  CONST_14  C23  N22  N21  C18   180.00   0.0  0
 1AO  CONST_15  C24  C29  N21  C18   180.00   0.0  0
 1AO  CONST_16  C28  C29  N21  C18     0.00   0.0  0
 1AO  CONST_17  C20  C16  N17  C18     0.00   0.0  0
 1AO  CONST_20  N21  C18  S19  C20   180.00   0.0  0
 1AO  CONST_21  C24  C23  N22  N21     0.00   0.0  0
 1AO  CONST_22  C23  C24  C29  N21     0.00   0.0  0
 1AO  CONST_23  C25  C24  C29  N21   180.00   0.0  0
 1AO  CONST_24  C27  C28  C29  N21   180.00   0.0  0
 1AO  CONST_25  C25  C24  C23  N22   180.00   0.0  0
 1AO  CONST_26  C29  C24  C23  N22     0.00   0.0  0
 1AO  CONST_27  C24  C29  N21  N22     0.00   0.0  0
 1AO  CONST_28  C28  C29  N21  N22   180.00   0.0  0
 1AO  CONST_29  C29  N21  N22  C23     0.00   0.0  0
 1AO  CONST_30  C26  C25  C24  C23   180.00   0.0  0
 1AO  CONST_31  C28  C29  C24  C23   180.00   0.0  0
 1AO  CONST_32  C27  C26  C25  C24     0.00   0.0  0
 1AO  CONST_33  C27  C28  C29  C24     0.00   0.0  0
 1AO  CONST_34  C28  C29  C24  C25     0.00   0.0  0
 1AO  CONST_35  C28  C27  C26  C25     0.00   0.0  0
 1AO  CONST_36  C29  C24  C25  C26     0.00   0.0  0
 1AO  CONST_37  C29  C28  C27  C26     0.00   0.0  0
 1AO  CONST_38  N07  C05  C06  C01   180.00   0.0  0
 1AO  CONST_39  N07  C05  C04  C03   180.00   0.0  0
 1AO  CONST_40  N13  C04  C03  C02   180.00   0.0  0
 1AO  CONST_41  N13  C04  C05  C06   180.00   0.0  0
 1AO  CONST_42  N13  C04  C05  N07     0.00   0.0  0
 1AO  CONST_43  S19  C20  C16  C14   180.00   0.0  0
 1AO  CONST_44  C18  N17  C16  C14   180.00   0.0  0
 1AO  CONST_45  H3   C03  C02  C01   180.00   0.0  0
 1AO  CONST_46  H4   C06  C01  C02   180.00   0.0  0
 1AO  CONST_47  H1   C01  C02  C03   180.00   0.0  0
 1AO  CONST_48  H2   C02  C03  C04   180.00   0.0  0
 1AO  CONST_49  H16  C20  C16  N17   180.00   0.0  0
 1AO  CONST_50  H17  C23  N22  N21   180.00   0.0  0
 1AO  CONST_51  H21  C28  C29  N21     0.00   0.0  0
 1AO  CONST_52  H18  C25  C24  C23     0.00   0.0  0
 1AO  CONST_53  H19  C26  C25  C24   180.00   0.0  0
 1AO  CONST_54  H20  C27  C26  C25   180.00   0.0  0
 1AO  CONST_55  C16  C14  N13  C04   180.00   0.0  0
 1AO  CONST_56  C14  N13  C04  C03     0.00   0.0  0
 1AO  CONST_57  C14  N13  C04  C05   180.00   0.0  0
 1AO  CONST_58  H15  N13  C04  C03   180.00   0.0  0
 1AO  CONST_59  O15  C14  N13  C04     0.00   0.0  0
 1AO  Var_01    C08  N07  C05  C04  -136.88  30.0  2
 1AO  Var_02    C09  C08  N07  C05   170.21  30.0  1
 1AO  Var_03    C11  C12  N07  C05  -169.55  30.0  1
 1AO  Var_04    N10  C09  C08  N07    55.72  30.0  1
 1AO  Var_05    N10  C11  C12  N07   -54.25  30.0  1
 1AO  Var_06    C11  N10  C09  C08   -53.34  30.0  1
 1AO  Var_07    C12  C11  N10  C09    52.58  30.0  1
 1AO  Var_08    C20  C16  C14  N13   177.84  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
 1AO  plan-1  C14  0.020
 1AO  plan-1  C16  0.020
 1AO  plan-1  N17  0.020
 1AO  plan-1  C18  0.020
 1AO  plan-1  S19  0.020
 1AO  plan-1  C20  0.020
 1AO  plan-1  N21  0.020
 1AO  plan-1  H16  0.020
 1AO  plan-2  C01  0.020
 1AO  plan-2  C02  0.020
 1AO  plan-2  C03  0.020
 1AO  plan-2  C04  0.020
 1AO  plan-2  C05  0.020
 1AO  plan-2  C06  0.020
 1AO  plan-2  N07  0.020
 1AO  plan-2  N13  0.020
 1AO  plan-2  H1   0.020
 1AO  plan-2  H2   0.020
 1AO  plan-2  H3   0.020
 1AO  plan-2  H4   0.020
 1AO  plan-3  C18  0.020
 1AO  plan-3  N21  0.020
 1AO  plan-3  N22  0.020
 1AO  plan-3  C23  0.020
 1AO  plan-3  C24  0.020
 1AO  plan-3  C25  0.020
 1AO  plan-3  C26  0.020
 1AO  plan-3  C27  0.020
 1AO  plan-3  C28  0.020
 1AO  plan-3  C29  0.020
 1AO  plan-3  H17  0.020
 1AO  plan-3  H18  0.020
 1AO  plan-3  H19  0.020
 1AO  plan-3  H20  0.020
 1AO  plan-3  H21  0.020
 1AO  plan-4  C04  0.020
 1AO  plan-4  N13  0.020
 1AO  plan-4  C14  0.020
 1AO  plan-4  O15  0.020
 1AO  plan-4  C16  0.020
 1AO  plan-4  H15  0.020

