# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr  5 06:28:21 2020
#   Inital geometry file: a 123 line input string
#   Ligand name: 6-({4-[(4-cyanophenyl)amino]-1,3,5-triazin-2-yl}amino)-5,7-dimethylindolizine-2-carbonitrile
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1cc2cc(cn2c(C)c1Nc3ncnc(Nc4ccc(cc4)C#N)n3)C#N
#
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
 4XO  4XO  6-({4-[(4-cyanophenyl)amino]-1,3,5-triazin-2-yl}amino)-5,7-dimethylindolizine-2-carbonitrile  ligand  45  29  .  2022-07-23  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_4XO
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
 4XO  C10  C  CR15  0  -0.401   6.3290   0.1736  -0.8588
 4XO  C11  C  CR15  0  -0.011   5.3228   0.7153   1.1096
 4XO  C14  C  CR5   0  -0.080   6.4926   0.8251   0.3821
 4XO  C17  C  CR16  0  -0.298  -4.9367   1.1123   0.2711
 4XO  C18  C  CR16  0  -0.229  -6.2488   1.5423   0.3252
 4XO  N2   N  N     0  -0.478  -2.0336   1.0805  -0.0310
 4XO  C9   C  CR16  0   0.110  -0.7860   1.4914  -0.1933
 4XO  N01  N  N     0  -0.447   0.2974   0.7451  -0.2056
 4XO  C04  C  CR6   0   0.595   0.0605  -0.5615  -0.0248
 4XO  N3   N  N     0  -0.497  -1.1433  -1.0989   0.1415
 4XO  C12  C  CR6   0   0.628  -2.1532  -0.2369   0.1268
 4XO  N4   N  NH1   0  -0.766  -3.3780  -0.8025   0.2839
 4XO  C13  C  CR6   0  -0.017  -7.2976   0.6302   0.4292
 4XO  C02  C  CR16  0  -0.229  -7.0141  -0.7363   0.4802
 4XO  C15  C  CR16  0  -0.344  -5.7086  -1.1686   0.4273
 4XO  C01  C  CR6   0   0.388  -4.6483  -0.2563   0.3218
 4XO  N5   N  NS    0  -0.260  -9.7361   1.4561   0.5302
 4XO  N19  N  NS    0  -0.259   8.6074   2.0352   1.1918
 4XO  C16  C  CSP   0   0.006   7.6558   1.4926   0.8311
 4XO  N0W  N  N     0  -0.606   4.4456   0.0117   0.3463
 4XO  C0X  C  CR6   0   0.406   3.1552  -0.3538   0.6674
 4XO  C0V  C  CR56  0   0.449   5.0440  -0.3274  -0.8661
 4XO  C0Y  C  CR6   0   0.079   2.4414  -1.0349  -0.2696
 4XO  C0Z  C  CR6   0   0.216   3.0017  -1.4044  -1.5398
 4XO  C0C  C  CR16  0  -0.466   4.2873  -1.0560  -1.8095
 4XO  C7   C  CH3   0  -0.757   2.6648   0.0424   2.0121
 4XO  C8   C  CH3   0  -0.725   2.1667  -2.1594  -2.5258
 4XO  H1   H  HCR5  0   0.269   7.0558   0.0841  -1.6489
 4XO  H2   H  HCR5  0   0.318   5.0806   1.0930   2.0872
 4XO  H3   H  HCR6  0   0.302  -4.1440   1.8364   0.1911
 4XO  H4   H  HCR6  0   0.282  -6.4556   2.6034   0.2878
 4XO  H5   H  HNH1  0   0.408   0.8839  -2.3877   0.0676
 4XO  H6   H  HCR6  0   0.271  -0.6446   2.5581  -0.3321
 4XO  H7   H  HNH1  0   0.419  -3.3376  -1.8085   0.3679
 4XO  H8   H  HCR6  0   0.284  -7.8149  -1.4583   0.5591
 4XO  H9   H  HCR6  0   0.286  -5.5031  -2.2312   0.4653
 4XO  H10  H  HCR6  0   0.271   4.7529  -1.3168  -2.7506
 4XO  H11  H  HCH3  0   0.270   2.5655   1.1273   2.0907
 4XO  H12  H  HCH3  0   0.280   1.6982  -0.4013   2.2255
 4XO  H13  H  HCH3  0   0.268   3.3598  -0.2831   2.7887
 4XO  H14  H  HCH3  0   0.252   1.2550  -1.6163  -2.7803
 4XO  H15  H  HCH3  0   0.257   2.7206  -2.3329  -3.4464
 4XO  H16  H  HCH3  0   0.252   1.8606  -3.1316  -2.1350
 4XO  N1   N  NH1   0  -0.747   1.1083  -1.4054   0.0033
 4XO  C19  C  CSP   0   0.049  -8.6445   1.0870   0.4846

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
 4XO  N2   C9   aromatic  1.324  0.020  1.324
 4XO  N2   C12  aromatic  1.332  0.020  1.332
 4XO  C15  C02  aromatic  1.376  0.020  1.376
 4XO  C15  C01  aromatic  1.403  0.020  1.403
 4XO  N4   C12  single    1.358  0.020  1.358
 4XO  N4   C01  single    1.383  0.020  1.383
 4XO  C9   N01  aromatic  1.316  0.020  1.316
 4XO  C02  C13  aromatic  1.397  0.020  1.397
 4XO  C12  N3   aromatic  1.328  0.020  1.328
 4XO  C01  C17  aromatic  1.400  0.020  1.400
 4XO  N01  C04  aromatic  1.340  0.020  1.340
 4XO  N3   C04  aromatic  1.329  0.020  1.329
 4XO  C13  C19  single    1.423  0.020  1.423
 4XO  C13  C18  aromatic  1.394  0.020  1.394
 4XO  C17  C18  aromatic  1.382  0.020  1.382
 4XO  C04  N1   single    1.346  0.020  1.346
 4XO  C19  N5   triple    1.153  0.020  1.153
 4XO  N1   C0Y  single    1.410  0.020  1.410
 4XO  C7   C0X  single    1.485  0.020  1.485
 4XO  C0Y  C0X  aromatic  1.361  0.020  1.361
 4XO  C0Y  C0Z  aromatic  1.437  0.020  1.437
 4XO  C8   C0Z  single    1.496  0.020  1.496
 4XO  C0X  N0W  aromatic  1.379  0.020  1.379
 4XO  C0Z  C0C  aromatic  1.359  0.020  1.359
 4XO  N0W  C0V  aromatic  1.394  0.020  1.394
 4XO  N0W  C11  aromatic  1.359  0.020  1.359
 4XO  C0C  C0V  aromatic  1.412  0.020  1.412
 4XO  C0V  C10  aromatic  1.379  0.020  1.379
 4XO  C11  C14  aromatic  1.382  0.020  1.382
 4XO  C10  C14  aromatic  1.411  0.020  1.411
 4XO  C14  C16  single    1.414  0.020  1.414
 4XO  C16  N19  triple    1.153  0.020  1.153
 4XO  C10  H1   single    0.930  0.020  1.080
 4XO  C11  H2   single    0.930  0.020  1.080
 4XO  C17  H3   single    0.930  0.020  1.080
 4XO  C18  H4   single    0.930  0.020  1.080
 4XO  N1   H5   single    0.860  0.020  1.020
 4XO  C9   H6   single    0.930  0.020  1.080
 4XO  N4   H7   single    0.860  0.020  1.020
 4XO  C02  H8   single    0.930  0.020  1.080
 4XO  C15  H9   single    0.930  0.020  1.080
 4XO  C0C  H10  single    0.930  0.020  1.080
 4XO  C7   H11  single    0.970  0.020  1.090
 4XO  C7   H12  single    0.970  0.020  1.090
 4XO  C7   H13  single    0.970  0.020  1.090
 4XO  C8   H14  single    0.970  0.020  1.090
 4XO  C8   H15  single    0.970  0.020  1.090
 4XO  C8   H16  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
 4XO  H1   C10  C0V  126.48  3.000
 4XO  H1   C10  C14  127.24  3.000
 4XO  C0V  C10  C14  106.28  3.000
 4XO  H2   C11  N0W  123.16  3.000
 4XO  H2   C11  C14  129.87  3.000
 4XO  N0W  C11  C14  106.97  3.000
 4XO  C16  C14  C11  124.52  3.000
 4XO  C16  C14  C10  126.33  3.000
 4XO  C11  C14  C10  109.15  3.000
 4XO  H3   C17  C01  120.57  3.000
 4XO  H3   C17  C18  119.52  3.000
 4XO  C01  C17  C18  119.91  3.000
 4XO  H4   C18  C13  120.04  3.000
 4XO  H4   C18  C17  119.04  3.000
 4XO  C13  C18  C17  120.92  3.000
 4XO  C12  N2   C9   113.96  3.000
 4XO  H6   C9   N01  116.69  3.000
 4XO  H6   C9   N2   116.34  3.000
 4XO  N01  C9   N2   126.97  3.000
 4XO  C04  N01  C9   113.97  3.000
 4XO  N3   C04  N01  124.85  3.000
 4XO  N3   C04  N1   116.69  3.000
 4XO  N01  C04  N1   118.46  3.000
 4XO  C12  N3   C04  115.16  3.000
 4XO  N4   C12  N3   114.47  3.000
 4XO  N3   C12  N2   125.10  3.000
 4XO  N4   C12  N2   120.43  3.000
 4XO  H7   N4   C01  115.32  3.000
 4XO  H7   N4   C12  112.84  3.000
 4XO  C01  N4   C12  131.82  3.000
 4XO  C02  C13  C19  120.31  3.000
 4XO  C19  C13  C18  120.33  3.000
 4XO  C02  C13  C18  119.36  3.000
 4XO  H8   C02  C15  119.71  3.000
 4XO  H8   C02  C13  120.38  3.000
 4XO  C15  C02  C13  119.90  3.000
 4XO  H9   C15  C01  119.83  3.000
 4XO  H9   C15  C02  119.13  3.000
 4XO  C01  C15  C02  121.04  3.000
 4XO  C15  C01  N4   116.06  3.000
 4XO  N4   C01  C17  125.06  3.000
 4XO  C15  C01  C17  118.88  3.000
 4XO  N19  C16  C14  180.00  3.000
 4XO  C0V  N0W  C0X  122.66  3.000
 4XO  C0V  N0W  C11  109.72  3.000
 4XO  C0X  N0W  C11  127.61  3.000
 4XO  C7   C0X  C0Y  125.72  3.000
 4XO  C0Y  C0X  N0W  117.59  3.000
 4XO  C7   C0X  N0W  116.68  3.000
 4XO  C0C  C0V  N0W  118.47  3.000
 4XO  C0C  C0V  C10  133.65  3.000
 4XO  N0W  C0V  C10  107.88  3.000
 4XO  C0Z  C0Y  C0X  122.21  3.000
 4XO  C0Z  C0Y  N1   118.18  3.000
 4XO  C0X  C0Y  N1   119.61  3.000
 4XO  C8   C0Z  C0C  121.76  3.000
 4XO  C0C  C0Z  C0Y  118.59  3.000
 4XO  C8   C0Z  C0Y  119.65  3.000
 4XO  H10  C0C  C0Z  121.20  3.000
 4XO  H10  C0C  C0V  118.36  3.000
 4XO  C0Z  C0C  C0V  120.44  3.000
 4XO  H13  C7   H12  107.78  3.000
 4XO  H13  C7   H11  107.63  3.000
 4XO  H12  C7   H11  108.12  3.000
 4XO  H13  C7   C0X  110.75  3.000
 4XO  H12  C7   C0X  111.30  3.000
 4XO  H11  C7   C0X  111.11  3.000
 4XO  H16  C8   H15  107.67  3.000
 4XO  H16  C8   H14  107.00  3.000
 4XO  H15  C8   H14  107.89  3.000
 4XO  H16  C8   C0Z  111.71  3.000
 4XO  H15  C8   C0Z  110.73  3.000
 4XO  H14  C8   C0Z  111.64  3.000
 4XO  H5   N1   C0Y  118.55  3.000
 4XO  H5   N1   C04  116.00  3.000
 4XO  C0Y  N1   C04  124.56  3.000
 4XO  N5   C19  C13  180.00  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
 4XO  CONST_01  C0X  N0W  C0V  C10  180.00   0.0  0
 4XO  CONST_02  C11  N0W  C0V  C10    0.00   0.0  0
 4XO  CONST_03  C0Z  C0C  C0V  C10  180.00   0.0  0
 4XO  CONST_04  N0W  C11  C14  C10    0.00   0.0  0
 4XO  CONST_05  C0Y  C0X  N0W  C11  180.00   0.0  0
 4XO  CONST_06  C0C  C0V  N0W  C11  180.00   0.0  0
 4XO  CONST_07  C0V  C10  C14  C11    0.00   0.0  0
 4XO  CONST_08  C0X  N0W  C11  C14  180.00   0.0  0
 4XO  CONST_09  C0V  N0W  C11  C14    0.00   0.0  0
 4XO  CONST_10  N0W  C0V  C10  C14    0.00   0.0  0
 4XO  CONST_11  C0C  C0V  C10  C14  180.00   0.0  0
 4XO  CONST_12  C02  C15  C01  C17    0.00   0.0  0
 4XO  CONST_13  C02  C13  C18  C17    0.00   0.0  0
 4XO  CONST_14  C15  C02  C13  C18    0.00   0.0  0
 4XO  CONST_15  C15  C01  C17  C18    0.00   0.0  0
 4XO  CONST_16  C04  N01  C9   N2     0.00   0.0  0
 4XO  CONST_17  C04  N3   C12  N2     0.00   0.0  0
 4XO  CONST_18  N3   C12  N2   C9     0.00   0.0  0
 4XO  CONST_19  N3   C04  N01  C9     0.00   0.0  0
 4XO  CONST_20  C12  N2   C9   N01    0.00   0.0  0
 4XO  CONST_21  C12  N3   C04  N01    0.00   0.0  0
 4XO  CONST_22  C01  C15  C02  C13    0.00   0.0  0
 4XO  CONST_23  C01  C17  C18  C13    0.00   0.0  0
 4XO  CONST_24  C0Z  C0Y  C0X  N0W    0.00   0.0  0
 4XO  CONST_25  C0Z  C0C  C0V  N0W    0.00   0.0  0
 4XO  CONST_26  C0C  C0Z  C0Y  C0X    0.00   0.0  0
 4XO  CONST_27  C0C  C0V  N0W  C0X    0.00   0.0  0
 4XO  CONST_28  C0Y  C0X  N0W  C0V    0.00   0.0  0
 4XO  CONST_29  C0Y  C0Z  C0C  C0V    0.00   0.0  0
 4XO  CONST_30  C7   C0X  N0W  C11    0.00   0.0  0
 4XO  CONST_31  C19  C13  C18  C17  180.00   0.0  0
 4XO  CONST_32  N4   C01  C17  C18  180.00   0.0  0
 4XO  CONST_33  C15  C02  C13  C19  180.00   0.0  0
 4XO  CONST_34  C9   N01  C04  N1   180.00   0.0  0
 4XO  CONST_35  C12  N3   C04  N1   180.00   0.0  0
 4XO  CONST_36  N0W  C0X  C0Y  N1   180.00   0.0  0
 4XO  CONST_37  C0C  C0Z  C0Y  N1   180.00   0.0  0
 4XO  CONST_38  N4   C12  N2   C9   180.00   0.0  0
 4XO  CONST_39  N4   C12  N3   C04  180.00   0.0  0
 4XO  CONST_40  C02  C15  C01  N4   180.00   0.0  0
 4XO  CONST_41  N0W  C11  C14  C16  180.00   0.0  0
 4XO  CONST_42  C0V  C10  C14  C16  180.00   0.0  0
 4XO  CONST_43  C8   C0Z  C0Y  C0X  180.00   0.0  0
 4XO  CONST_44  C7   C0X  N0W  C0V  180.00   0.0  0
 4XO  CONST_45  C8   C0Z  C0C  C0V  180.00   0.0  0
 4XO  CONST_46  C7   C0X  C0Y  C0Z  180.00   0.0  0
 4XO  CONST_47  H10  C0C  C0V  C10    0.00   0.0  0
 4XO  CONST_48  H2   C11  C14  C10  180.00   0.0  0
 4XO  CONST_49  H1   C10  C14  C11  180.00   0.0  0
 4XO  CONST_50  H9   C15  C01  C17  180.00   0.0  0
 4XO  CONST_51  H8   C02  C13  C18  180.00   0.0  0
 4XO  CONST_52  H6   C9   N01  C04  180.00   0.0  0
 4XO  CONST_53  H3   C17  C18  C13  180.00   0.0  0
 4XO  CONST_54  H4   C18  C13  C02  180.00   0.0  0
 4XO  Var_01    C12  N4   C01  C17   -3.86  30.0  3
 4XO  Var_02    C01  N4   C12  N2    -0.16  30.0  1
 4XO  Var_03    C0Y  N1   C04  N01   -6.27  30.0  2
 4XO  Var_04    C0X  C0Y  N1   C04   76.15  30.0  2
 4XO  Var_05    H11  C7   C0X  N0W   67.20  30.0  2
 4XO  Var_06    H14  C8   C0Z  C0Y   57.83  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
 4XO  plan-1  N2   0.020
 4XO  plan-1  C9   0.020
 4XO  plan-1  N01  0.020
 4XO  plan-1  C04  0.020
 4XO  plan-1  N3   0.020
 4XO  plan-1  C12  0.020
 4XO  plan-1  N4   0.020
 4XO  plan-1  H6   0.020
 4XO  plan-1  N1   0.020
 4XO  plan-2  C17  0.020
 4XO  plan-2  C18  0.020
 4XO  plan-2  N4   0.020
 4XO  plan-2  C13  0.020
 4XO  plan-2  C02  0.020
 4XO  plan-2  C15  0.020
 4XO  plan-2  C01  0.020
 4XO  plan-2  N5   0.020
 4XO  plan-2  H3   0.020
 4XO  plan-2  H4   0.020
 4XO  plan-2  H8   0.020
 4XO  plan-2  H9   0.020
 4XO  plan-2  C19  0.020
 4XO  plan-3  C10  0.020
 4XO  plan-3  C11  0.020
 4XO  plan-3  C14  0.020
 4XO  plan-3  N19  0.020
 4XO  plan-3  C16  0.020
 4XO  plan-3  N0W  0.020
 4XO  plan-3  C0X  0.020
 4XO  plan-3  C0V  0.020
 4XO  plan-3  C0Y  0.020
 4XO  plan-3  C0Z  0.020
 4XO  plan-3  C0C  0.020
 4XO  plan-3  C7   0.020
 4XO  plan-3  C8   0.020
 4XO  plan-3  H1   0.020
 4XO  plan-3  H2   0.020
 4XO  plan-3  H10  0.020
 4XO  plan-3  N1   0.020

