# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Mar 24 00:31:50 2020
#   Inital geometry file: a 138 line input string
#   Ligand name: 5-(4-methoxyphenyl)-N-[4-(4-methylpiperazin-1-yl)phenyl][1,2,4]triazolo[1,5-a]pyridin-2-amine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1ccc(cc1)c2cccc3nc(Nc4ccc(cc4)N5CCN(C)CC5)nn23
#
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
 1K3  1K3  5-(4-methoxyphenyl)-N-[4-(4-methylpiperazin-1-yl)phenyl][1,2,4]triazolo[1,5-a]pyridin-2-amine  ligand  57  31  .  2021-08-03  2021-08-03  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_1K3
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
 1K3  C24  C  CH3   0  -0.438  -8.8669  -2.6067  -0.6274
 1K3  O1   O  O2    0  -0.465  -7.7134  -2.5995   0.1923
 1K3  C10  C  CR6   0   0.386  -6.8537  -1.5749   0.0885
 1K3  C9   C  CR16  0  -0.335  -5.7308  -1.6238   0.9211
 1K3  C8   C  CR16  0  -0.243  -4.7879  -0.6187   0.8847
 1K3  C11  C  CR16  0  -0.373  -7.0121  -0.4957  -0.7775
 1K3  C12  C  CR16  0  -0.275  -6.0609   0.5150  -0.7963
 1K3  C7   C  CR6   0   0.033  -4.9401   0.4756   0.0262
 1K3  C3   C  CR6   0   0.381  -4.0001   1.6032   0.0180
 1K3  C2   C  CR16  0  -0.430  -4.4026   2.9169   0.0196
 1K3  N1   N  N     0  -0.428  -2.6584   1.3765   0.0159
 1K3  N2   N  N     0  -0.353  -2.0558   0.1774  -0.0235
 1K3  C6   C  CR5   0   0.570  -0.7680   0.5070  -0.0292
 1K3  N3   N  N     0  -0.551  -0.5039   1.8203   0.0028
 1K3  C4   C  CR56  0   0.594  -1.7125   2.3712   0.0262
 1K3  C5   C  CR16  0  -0.432  -2.1233   3.7094   0.0327
 1K3  C1   C  CR16  0  -0.130  -3.4688   3.9672   0.0208
 1K3  N4   N  NH1   0  -0.800   0.1676  -0.4748  -0.0786
 1K3  C13  C  CR6   0   0.332   1.5569  -0.3719  -0.0673
 1K3  C18  C  CR16  0  -0.339   2.2909  -1.5157  -0.3995
 1K3  C17  C  CR16  0  -0.313   3.6702  -1.5107  -0.3966
 1K3  C16  C  CR6   0   0.338   4.3977  -0.3635  -0.0506
 1K3  C15  C  CR16  0  -0.346   3.6574   0.7696   0.2864
 1K3  C14  C  CR16  0  -0.308   2.2662   0.7753   0.2730
 1K3  N5   N  NT    0  -0.513   5.7984  -0.3810  -0.0876
 1K3  C22  C  CH2   0  -0.306   6.4501  -1.4629   0.6384
 1K3  C21  C  CH2   0  -0.283   7.9135  -1.5570   0.2566
 1K3  N6   N  NT    0  -0.412   8.5897  -0.2997   0.4941
 1K3  C23  C  CH3   0  -0.518  10.0016  -0.3874   0.2018
 1K3  C20  C  CH2   0  -0.277   7.9477   0.7547  -0.2609
 1K3  C19  C  CH2   0  -0.313   6.4826   0.8792   0.1149
 1K3  H1   H  HCH3  0   0.262  -9.4215  -3.5055  -0.3702
 1K3  H2   H  HCH3  0   0.232  -9.5022  -1.7365  -0.4454
 1K3  H3   H  HCH3  0   0.232  -8.6107  -2.6429  -1.6891
 1K3  H4   H  HCR6  0   0.268  -5.6075  -2.4584   1.5997
 1K3  H5   H  HCR6  0   0.259  -3.9334  -0.6807   1.5435
 1K3  H6   H  HCR6  0   0.284  -7.8591  -0.4240  -1.4458
 1K3  H7   H  HCR6  0   0.265  -6.1985   1.3418  -1.4817
 1K3  H8   H  HCR6  0   0.281  -5.4609   3.1323   0.0454
 1K3  H9   H  HCR6  0   0.282  -1.3807   4.4937   0.0403
 1K3  H10  H  HCR6  0   0.278  -3.8233   4.9889   0.0256
 1K3  H11  H  HNH1  0   0.407  -0.2053  -1.4038  -0.1964
 1K3  H12  H  HCR6  0   0.262   1.7706  -2.4236  -0.6830
 1K3  H13  H  HCR6  0   0.260   4.1863  -2.4145  -0.6935
 1K3  H14  H  HCR6  0   0.265   4.1529   1.6844   0.5816
 1K3  H15  H  HCR6  0   0.277   1.7469   1.6822   0.5406
 1K3  H16  H  HCH2  0   0.211   6.3635  -1.3120   1.7254
 1K3  H17  H  HCH2  0   0.251   5.9745  -2.4135   0.4039
 1K3  H18  H  HCH2  0   0.239   8.3843  -2.3387   0.8576
 1K3  H19  H  HCH2  0   0.192   7.9918  -1.8696  -0.7998
 1K3  H21  H  HCH3  0   0.192  10.2124  -0.6282  -0.8518
 1K3  H22  H  HCH3  0   0.233  10.4921   0.5595   0.4326
 1K3  H23  H  HCH3  0   0.233  10.4619  -1.1618   0.8175
 1K3  H24  H  HCH2  0   0.239   8.4428   1.7044  -0.0451
 1K3  H25  H  HCH2  0   0.192   8.0284   0.5853  -1.3492
 1K3  H26  H  HCH2  0   0.248   6.0305   1.6446  -0.5179
 1K3  H27  H  HCH2  0   0.207   6.4047   1.2260   1.1573

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
 1K3  C23  N6   single    1.444  0.020  1.444
 1K3  C21  N6   single    1.447  0.020  1.447
 1K3  C21  C22  single    1.515  0.020  1.515
 1K3  O1   C24  single    1.415  0.020  1.415
 1K3  O1   C10  single    1.342  0.020  1.342
 1K3  C11  C10  aromatic  1.393  0.020  1.393
 1K3  C11  C12  aromatic  1.388  0.020  1.388
 1K3  N6   C20  single    1.447  0.020  1.447
 1K3  C20  C19  single    1.518  0.020  1.518
 1K3  C10  C9   aromatic  1.399  0.020  1.399
 1K3  C12  C7   aromatic  1.391  0.020  1.391
 1K3  C22  N5   single    1.457  0.020  1.457
 1K3  C9   C8   aromatic  1.379  0.020  1.379
 1K3  N5   C19  single    1.448  0.020  1.448
 1K3  N5   C16  single    1.401  0.020  1.401
 1K3  C7   C8   aromatic  1.399  0.020  1.399
 1K3  C7   C3   single    1.468  0.020  1.468
 1K3  C17  C16  aromatic  1.402  0.020  1.402
 1K3  C17  C18  aromatic  1.379  0.020  1.379
 1K3  C16  C15  aromatic  1.395  0.020  1.395
 1K3  C18  C13  aromatic  1.399  0.020  1.399
 1K3  C3   C2   aromatic  1.374  0.020  1.374
 1K3  C3   N1   aromatic  1.361  0.020  1.361
 1K3  C2   C1   aromatic  1.405  0.020  1.405
 1K3  C15  C14  aromatic  1.391  0.020  1.391
 1K3  N2   N1   aromatic  1.343  0.020  1.343
 1K3  N2   C6   aromatic  1.329  0.020  1.329
 1K3  N1   C4   aromatic  1.373  0.020  1.373
 1K3  C13  C14  aromatic  1.391  0.020  1.391
 1K3  C13  N4   single    1.393  0.020  1.393
 1K3  C1   C5   aromatic  1.370  0.020  1.370
 1K3  C6   N4   single    1.357  0.020  1.357
 1K3  C6   N3   aromatic  1.340  0.020  1.340
 1K3  C4   C5   aromatic  1.400  0.020  1.400
 1K3  C4   N3   aromatic  1.328  0.020  1.328
 1K3  C24  H1   single    0.970  0.020  1.090
 1K3  C24  H2   single    0.970  0.020  1.090
 1K3  C24  H3   single    0.970  0.020  1.090
 1K3  C9   H4   single    0.930  0.020  1.080
 1K3  C8   H5   single    0.930  0.020  1.080
 1K3  C11  H6   single    0.930  0.020  1.080
 1K3  C12  H7   single    0.930  0.020  1.080
 1K3  C2   H8   single    0.930  0.020  1.080
 1K3  C5   H9   single    0.930  0.020  1.080
 1K3  C1   H10  single    0.930  0.020  1.080
 1K3  N4   H11  single    0.860  0.020  1.020
 1K3  C18  H12  single    0.930  0.020  1.080
 1K3  C17  H13  single    0.930  0.020  1.080
 1K3  C15  H14  single    0.930  0.020  1.080
 1K3  C14  H15  single    0.930  0.020  1.080
 1K3  C22  H16  single    0.970  0.020  1.090
 1K3  C22  H17  single    0.970  0.020  1.090
 1K3  C21  H18  single    0.970  0.020  1.090
 1K3  C21  H19  single    0.970  0.020  1.090
 1K3  C23  H21  single    0.970  0.020  1.090
 1K3  C23  H22  single    0.970  0.020  1.090
 1K3  C23  H23  single    0.970  0.020  1.090
 1K3  C20  H24  single    0.970  0.020  1.090
 1K3  C20  H25  single    0.970  0.020  1.090
 1K3  C19  H26  single    0.970  0.020  1.090
 1K3  C19  H27  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
 1K3  H3   C24  H2   108.93  3.000
 1K3  H3   C24  H1   108.80  3.000
 1K3  H2   C24  H1   108.81  3.000
 1K3  H3   C24  O1   111.83  3.000
 1K3  H2   C24  O1   111.92  3.000
 1K3  H1   C24  O1   106.45  3.000
 1K3  C10  O1   C24  118.78  3.000
 1K3  C11  C10  C9   119.24  3.000
 1K3  C9   C10  O1   116.21  3.000
 1K3  C11  C10  O1   124.54  3.000
 1K3  H4   C9   C8   120.04  3.000
 1K3  H4   C9   C10  119.44  3.000
 1K3  C8   C9   C10  120.53  3.000
 1K3  H5   C8   C7   120.32  3.000
 1K3  H5   C8   C9   118.88  3.000
 1K3  C7   C8   C9   120.79  3.000
 1K3  H6   C11  C12  118.69  3.000
 1K3  H6   C11  C10  121.66  3.000
 1K3  C12  C11  C10  119.65  3.000
 1K3  H7   C12  C7   119.90  3.000
 1K3  H7   C12  C11  118.52  3.000
 1K3  C7   C12  C11  121.58  3.000
 1K3  C3   C7   C12  119.41  3.000
 1K3  C3   C7   C8   122.31  3.000
 1K3  C12  C7   C8   118.21  3.000
 1K3  N1   C3   C2   116.62  3.000
 1K3  N1   C3   C7   120.23  3.000
 1K3  C2   C3   C7   123.15  3.000
 1K3  H8   C2   C1   120.12  3.000
 1K3  H8   C2   C3   118.53  3.000
 1K3  C1   C2   C3   121.33  3.000
 1K3  C4   N1   N2   109.76  3.000
 1K3  C4   N1   C3   123.97  3.000
 1K3  N2   N1   C3   126.25  3.000
 1K3  C6   N2   N1   102.33  3.000
 1K3  N4   C6   N3   125.03  3.000
 1K3  N3   C6   N2   115.71  3.000
 1K3  N4   C6   N2   119.25  3.000
 1K3  C4   N3   C6   103.16  3.000
 1K3  C5   C4   N3   131.57  3.000
 1K3  N3   C4   N1   109.04  3.000
 1K3  C5   C4   N1   119.37  3.000
 1K3  H9   C5   C1   122.59  3.000
 1K3  H9   C5   C4   119.50  3.000
 1K3  C1   C5   C4   117.91  3.000
 1K3  H10  C1   C5   119.98  3.000
 1K3  H10  C1   C2   119.23  3.000
 1K3  C5   C1   C2   120.79  3.000
 1K3  H11  N4   C13  115.97  3.000
 1K3  H11  N4   C6   114.58  3.000
 1K3  C13  N4   C6   129.33  3.000
 1K3  C14  C13  C18  117.69  3.000
 1K3  C14  C13  N4   124.85  3.000
 1K3  C18  C13  N4   117.45  3.000
 1K3  H12  C18  C17  118.92  3.000
 1K3  H12  C18  C13  119.66  3.000
 1K3  C17  C18  C13  121.41  3.000
 1K3  H13  C17  C16  120.24  3.000
 1K3  H13  C17  C18  118.24  3.000
 1K3  C16  C17  C18  121.50  3.000
 1K3  N5   C16  C15  123.16  3.000
 1K3  C15  C16  C17  116.68  3.000
 1K3  N5   C16  C17  120.13  3.000
 1K3  H14  C15  C14  117.22  3.000
 1K3  H14  C15  C16  120.66  3.000
 1K3  C14  C15  C16  122.12  3.000
 1K3  H15  C14  C15  118.84  3.000
 1K3  H15  C14  C13  120.57  3.000
 1K3  C15  C14  C13  120.59  3.000
 1K3  C19  N5   C22  111.42  3.000
 1K3  C19  N5   C16  117.24  3.000
 1K3  C22  N5   C16  116.32  3.000
 1K3  H17  C22  H16  107.34  3.000
 1K3  H17  C22  C21  108.27  3.000
 1K3  H16  C22  C21  109.47  3.000
 1K3  H17  C22  N5   110.23  3.000
 1K3  H16  C22  N5   110.80  3.000
 1K3  C21  C22  N5   110.65  3.000
 1K3  H19  C21  H18  107.05  3.000
 1K3  H19  C21  N6   111.70  3.000
 1K3  H18  C21  N6   109.27  3.000
 1K3  H19  C21  C22  109.09  3.000
 1K3  H18  C21  C22  108.78  3.000
 1K3  N6   C21  C22  110.85  3.000
 1K3  C20  N6   C23  111.86  3.000
 1K3  C20  N6   C21  109.88  3.000
 1K3  C23  N6   C21  111.76  3.000
 1K3  H23  C23  H22  107.87  3.000
 1K3  H23  C23  H21  107.69  3.000
 1K3  H22  C23  H21  107.83  3.000
 1K3  H23  C23  N6   109.95  3.000
 1K3  H22  C23  N6   110.11  3.000
 1K3  H21  C23  N6   113.21  3.000
 1K3  H25  C20  H24  107.15  3.000
 1K3  H25  C20  C19  109.10  3.000
 1K3  H24  C20  C19  108.50  3.000
 1K3  H25  C20  N6   111.71  3.000
 1K3  H24  C20  N6   109.22  3.000
 1K3  C19  C20  N6   111.03  3.000
 1K3  H27  C19  H26  107.38  3.000
 1K3  H27  C19  C20  109.18  3.000
 1K3  H26  C19  C20  108.30  3.000
 1K3  H27  C19  N5   111.89  3.000
 1K3  H26  C19  N5   109.48  3.000
 1K3  C20  C19  N5   110.50  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
 1K3  CONST_01  C7   C12  C11  C10     0.00   0.0  0
 1K3  CONST_02  C7   C8   C9   C10     0.00   0.0  0
 1K3  CONST_03  C12  C11  C10  C9      0.00   0.0  0
 1K3  CONST_04  C12  C7   C8   C9      0.00   0.0  0
 1K3  CONST_05  C3   C7   C8   C9    180.00   0.0  0
 1K3  CONST_06  C11  C10  C9   C8      0.00   0.0  0
 1K3  CONST_07  C11  C12  C7   C8      0.00   0.0  0
 1K3  CONST_10  C3   C7   C12  C11   180.00   0.0  0
 1K3  CONST_13  C1   C2   C3   C7    180.00   0.0  0
 1K3  CONST_14  N2   N1   C3   C7      0.00   0.0  0
 1K3  CONST_15  C4   N1   C3   C7    180.00   0.0  0
 1K3  CONST_16  C5   C1   C2   C3      0.00   0.0  0
 1K3  CONST_17  C6   N2   N1   C3    180.00   0.0  0
 1K3  CONST_18  C5   C4   N1   C3      0.00   0.0  0
 1K3  CONST_19  N3   C4   N1   C3    180.00   0.0  0
 1K3  CONST_20  N2   N1   C3   C2    180.00   0.0  0
 1K3  CONST_21  C4   N1   C3   C2      0.00   0.0  0
 1K3  CONST_22  C4   C5   C1   C2      0.00   0.0  0
 1K3  CONST_23  C1   C2   C3   N1      0.00   0.0  0
 1K3  CONST_24  N3   C6   N2   N1      0.00   0.0  0
 1K3  CONST_25  C1   C5   C4   N1      0.00   0.0  0
 1K3  CONST_26  C6   N3   C4   N1      0.00   0.0  0
 1K3  CONST_27  C5   C4   N1   N2    180.00   0.0  0
 1K3  CONST_28  N3   C4   N1   N2      0.00   0.0  0
 1K3  CONST_29  C4   N3   C6   N2      0.00   0.0  0
 1K3  CONST_30  C4   N1   N2   C6      0.00   0.0  0
 1K3  CONST_31  C5   C4   N3   C6    180.00   0.0  0
 1K3  CONST_32  C1   C5   C4   N3    180.00   0.0  0
 1K3  CONST_33  C16  C17  C18  C13     0.00   0.0  0
 1K3  CONST_34  C16  C15  C14  C13     0.00   0.0  0
 1K3  CONST_35  C15  C16  C17  C18     0.00   0.0  0
 1K3  CONST_36  C15  C14  C13  C18     0.00   0.0  0
 1K3  CONST_37  C14  C15  C16  C17     0.00   0.0  0
 1K3  CONST_38  C14  C13  C18  C17     0.00   0.0  0
 1K3  CONST_39  N5   C16  C17  C18   180.00   0.0  0
 1K3  CONST_40  N5   C16  C15  C14   180.00   0.0  0
 1K3  CONST_41  C12  C11  C10  O1    180.00   0.0  0
 1K3  CONST_42  C8   C9   C10  O1    180.00   0.0  0
 1K3  CONST_43  N4   C6   N2   N1    180.00   0.0  0
 1K3  CONST_44  N4   C6   N3   C4    180.00   0.0  0
 1K3  CONST_45  C17  C18  C13  N4    180.00   0.0  0
 1K3  CONST_46  C15  C14  C13  N4    180.00   0.0  0
 1K3  CONST_47  H7   C12  C11  C10   180.00   0.0  0
 1K3  CONST_48  H5   C8   C9   C10   180.00   0.0  0
 1K3  CONST_49  H6   C11  C10  C9    180.00   0.0  0
 1K3  CONST_50  H4   C9   C10  C11   180.00   0.0  0
 1K3  CONST_51  H8   C2   C3   C7      0.00   0.0  0
 1K3  CONST_52  H10  C1   C2   C3    180.00   0.0  0
 1K3  CONST_53  H9   C5   C1   C2    180.00   0.0  0
 1K3  CONST_54  H13  C17  C18  C13   180.00   0.0  0
 1K3  CONST_55  H14  C15  C14  C13   180.00   0.0  0
 1K3  CONST_56  H15  C14  C13  C18   180.00   0.0  0
 1K3  CONST_57  H12  C18  C17  C16   180.00   0.0  0
 1K3  Var_01    C22  N5   C16  C17   -52.19  30.0  2
 1K3  Var_02    C21  C22  N5   C16   166.74  30.0  1
 1K3  Var_03    C20  C19  N5   C16  -167.24  30.0  1
 1K3  Var_04    N6   C21  C22  N5     56.72  30.0  1
 1K3  Var_05    N6   C20  C19  N5    -56.92  30.0  1
 1K3  Var_06    C20  N6   C21  C22   -58.18  30.0  1
 1K3  Var_07    C19  C20  N6   C21    58.30  30.0  1
 1K3  Var_08    C13  N4   C6   N2   -178.57  30.0  2
 1K3  Var_09    C18  C13  N4   C6   -167.31  30.0  3
 1K3  Var_10    C11  C10  O1   C24     0.15  30.0  2
 1K3  Var_11    H21  C23  N6   C21    61.78  30.0  3
 1K3  Var_12    H1   C24  O1   C10  -179.09  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
 1K3  plan-1  O1   0.020
 1K3  plan-1  C10  0.020
 1K3  plan-1  C9   0.020
 1K3  plan-1  C8   0.020
 1K3  plan-1  C11  0.020
 1K3  plan-1  C12  0.020
 1K3  plan-1  C7   0.020
 1K3  plan-1  C3   0.020
 1K3  plan-1  H4   0.020
 1K3  plan-1  H5   0.020
 1K3  plan-1  H6   0.020
 1K3  plan-1  H7   0.020
 1K3  plan-2  N4   0.020
 1K3  plan-2  C13  0.020
 1K3  plan-2  C18  0.020
 1K3  plan-2  C17  0.020
 1K3  plan-2  C16  0.020
 1K3  plan-2  C15  0.020
 1K3  plan-2  C14  0.020
 1K3  plan-2  N5   0.020
 1K3  plan-2  H12  0.020
 1K3  plan-2  H13  0.020
 1K3  plan-2  H14  0.020
 1K3  plan-2  H15  0.020
 1K3  plan-3  C7   0.020
 1K3  plan-3  C3   0.020
 1K3  plan-3  C2   0.020
 1K3  plan-3  N1   0.020
 1K3  plan-3  N2   0.020
 1K3  plan-3  C6   0.020
 1K3  plan-3  N3   0.020
 1K3  plan-3  C4   0.020
 1K3  plan-3  C5   0.020
 1K3  plan-3  C1   0.020
 1K3  plan-3  N4   0.020
 1K3  plan-3  H8   0.020
 1K3  plan-3  H9   0.020
 1K3  plan-3  H10  0.020

