# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue May 12 03:20:23 2020
#   Inital geometry file: a 123 line input string
#   Ligand name: N-[3-(4-cyclopropyl-4H-1,2,4-triazol-3-yl)phenyl][3,4'-bipyridine]-2'-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: O=C(Nc1cccc(c1)c2nncn2C3CC3)c4cc(ccn4)c5cccnc5
#
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
 KK8  KK8  N-[3-(4-cyclopropyl-4H-1,2,4-triazol-3-yl)phenyl][3,4'-bipyridine]-2'-carboxamide  ligand  47  29  .  2022-09-22  2023-02-15
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_KK8
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
 KK8  N01  N  NH1   0  -0.766  -0.0325  -1.4962  -0.2002
 KK8  C02  C  CR6   0   0.411  -1.4201  -1.4434  -0.3239
 KK8  C03  C  CR16  0  -0.360  -2.1524  -0.2615  -0.3947
 KK8  C04  C  CR6   0   0.061  -3.5434  -0.3064  -0.5060
 KK8  C05  C  CR16  0  -0.312  -4.2048  -1.5296  -0.5549
 KK8  C06  C  CR16  0  -0.230  -3.4686  -2.7035  -0.4814
 KK8  C07  C  CR16  0  -0.349  -2.0927  -2.6681  -0.3638
 KK8  C08  C  CR15  0   0.070  -5.6560   2.5800  -0.3742
 KK8  N09  N  N     0  -0.327  -4.6451   3.0434  -1.0475
 KK8  N10  N  N     0  -0.330  -3.7574   2.0349  -1.1884
 KK8  C11  C  CR5   0   0.402  -4.2491   0.9736  -0.6030
 KK8  N12  N  NR5   0  -0.466  -5.4678   1.2743  -0.0732
 KK8  C13  C  C     0   0.541   0.8652  -0.4897  -0.1813
 KK8  C14  C  CR6   0   0.134   2.2826  -0.9650  -0.0230
 KK8  N15  N  N     0  -0.447   2.4809  -2.2750   0.0658
 KK8  C16  C  CR16  0  -0.357   3.3085  -0.0360   0.0205
 KK8  C17  C  CR6   0   0.197   4.6186  -0.4866   0.1714
 KK8  C18  C  CR16  0  -0.376   4.8183  -1.8610   0.2634
 KK8  C19  C  CR16  0  -0.045   3.7231  -2.7097   0.2034
 KK8  O20  O  O     0  -0.453   0.6056   0.6969  -0.2767
 KK8  C21  C  CH1   0  -0.112  -6.3172   0.4421   0.7291
 KK8  C22  C  CR6   0  -0.007   5.7459   0.4573   0.2338
 KK8  C23  C  CR16  0  -0.092   5.6112   1.6912   0.8698
 KK8  N24  N  N     0  -0.396   6.5858   2.5832   0.9623
 KK8  C25  C  CR16  0  -0.063   7.7589   2.2849   0.4157
 KK8  C26  C  CR16  0  -0.314   8.0075   1.0862  -0.2366
 KK8  C27  C  CR16  0  -0.187   6.9849   0.1583  -0.3273
 KK8  C28  C  CH2   0  -0.517  -7.7506   0.8158   0.9079
 KK8  C29  C  CH2   0  -0.488  -7.3878  -0.3784   0.0824
 KK8  H1   H  HNH1  0   0.423   0.3764  -2.4196  -0.1138
 KK8  H2   H  HCR6  0   0.282  -1.6593   0.6956  -0.3545
 KK8  H3   H  HCR6  0   0.282  -5.2770  -1.5831  -0.6693
 KK8  H4   H  HCR6  0   0.268  -3.9756  -3.6582  -0.5226
 KK8  H5   H  HCR6  0   0.278  -1.5313  -3.5928  -0.3028
 KK8  H7   H  HCR6  0   0.279   3.0896   1.0179  -0.0813
 KK8  H8   H  HCR6  0   0.281   5.8071  -2.2779   0.3999
 KK8  H9   H  HCR6  0   0.280   3.8602  -3.7816   0.2758
 KK8  H10  H  HCH1  0   0.304  -5.8002   0.0188   1.5814
 KK8  H11  H  HCR6  0   0.268   4.6717   1.9582   1.3430
 KK8  H12  H  HCR6  0   0.272   8.5389   3.0326   0.5006
 KK8  H13  H  HCR6  0   0.279   8.9788   0.8897  -0.6686
 KK8  H14  H  HCR6  0   0.277   7.1448  -0.7795  -0.8445
 KK8  H15  H  HCH2  0   0.280  -8.1716   0.6620   1.8921
 KK8  H16  H  HCH2  0   0.274  -8.1378   1.6831   0.3905
 KK8  H17  H  HCH2  0   0.274  -7.4989  -0.2919  -0.9912
 KK8  H18  H  HCH2  0   0.274  -7.5671  -1.3682   0.4809
 KK8  H6   H  HCR5  0   0.304  -6.5284   3.1401  -0.0790

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
 KK8  C25  N24  aromatic  1.328  0.020  1.328
 KK8  C25  C26  aromatic  1.387  0.020  1.387
 KK8  N24  C23  aromatic  1.324  0.020  1.324
 KK8  C26  C27  aromatic  1.384  0.020  1.384
 KK8  C23  C22  aromatic  1.395  0.020  1.395
 KK8  C27  C22  aromatic  1.393  0.020  1.393
 KK8  C22  C17  single    1.472  0.020  1.472
 KK8  C17  C16  aromatic  1.394  0.020  1.394
 KK8  C17  C18  aromatic  1.392  0.020  1.392
 KK8  C16  C14  aromatic  1.385  0.020  1.385
 KK8  C18  C19  aromatic  1.387  0.020  1.387
 KK8  O20  C13  double    1.218  0.020  1.218
 KK8  C14  C13  single    1.503  0.020  1.503
 KK8  C14  N15  aromatic  1.328  0.020  1.328
 KK8  C13  N01  single    1.349  0.020  1.349
 KK8  C19  N15  aromatic  1.323  0.020  1.323
 KK8  C07  C02  aromatic  1.398  0.020  1.398
 KK8  C07  C06  aromatic  1.381  0.020  1.381
 KK8  N01  C02  single    1.394  0.020  1.394
 KK8  C02  C03  aromatic  1.392  0.020  1.392
 KK8  C06  C05  aromatic  1.388  0.020  1.388
 KK8  C03  C04  aromatic  1.396  0.020  1.396
 KK8  C05  C04  aromatic  1.391  0.020  1.391
 KK8  C04  C11  single    1.465  0.020  1.465
 KK8  C28  C21  single    1.492  0.020  1.492
 KK8  C28  C29  single    1.496  0.020  1.496
 KK8  C11  N10  aromatic  1.308  0.020  1.308
 KK8  C11  N12  aromatic  1.362  0.020  1.362
 KK8  C21  N12  single    1.434  0.020  1.434
 KK8  C21  C29  single    1.496  0.020  1.496
 KK8  N10  N09  aromatic  1.351  0.020  1.351
 KK8  N12  C08  aromatic  1.353  0.020  1.353
 KK8  N09  C08  aromatic  1.300  0.020  1.300
 KK8  N01  H1   single    0.860  0.020  1.020
 KK8  C03  H2   single    0.930  0.020  1.080
 KK8  C05  H3   single    0.930  0.020  1.080
 KK8  C06  H4   single    0.930  0.020  1.080
 KK8  C07  H5   single    0.930  0.020  1.080
 KK8  C08  H6   single    0.930  0.020  1.080
 KK8  C16  H7   single    0.930  0.020  1.080
 KK8  C18  H8   single    0.930  0.020  1.080
 KK8  C19  H9   single    0.930  0.020  1.080
 KK8  C21  H10  single    0.970  0.020  1.090
 KK8  C23  H11  single    0.930  0.020  1.080
 KK8  C25  H12  single    0.930  0.020  1.080
 KK8  C26  H13  single    0.930  0.020  1.080
 KK8  C27  H14  single    0.930  0.020  1.080
 KK8  C28  H15  single    0.970  0.020  1.090
 KK8  C28  H16  single    0.970  0.020  1.090
 KK8  C29  H17  single    0.970  0.020  1.090
 KK8  C29  H18  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
 KK8  H1   N01  C13  114.21  3.000
 KK8  H1   N01  C02  116.34  3.000
 KK8  C13  N01  C02  129.45  3.000
 KK8  C07  C02  C03  119.30  3.000
 KK8  C03  C02  N01  124.07  3.000
 KK8  C07  C02  N01  116.63  3.000
 KK8  H2   C03  C04  119.18  3.000
 KK8  H2   C03  C02  120.77  3.000
 KK8  C04  C03  C02  120.05  3.000
 KK8  C11  C04  C05  122.47  3.000
 KK8  C11  C04  C03  117.20  3.000
 KK8  C05  C04  C03  120.31  3.000
 KK8  H3   C05  C06  119.38  3.000
 KK8  H3   C05  C04  121.29  3.000
 KK8  C06  C05  C04  119.32  3.000
 KK8  H4   C06  C07  119.52  3.000
 KK8  H4   C06  C05  119.74  3.000
 KK8  C07  C06  C05  120.74  3.000
 KK8  H5   C07  C06  119.93  3.000
 KK8  H5   C07  C02  119.79  3.000
 KK8  C06  C07  C02  120.28  3.000
 KK8  H6   C08  N12  123.58  3.000
 KK8  H6   C08  N09  125.87  3.000
 KK8  N12  C08  N09  110.55  3.000
 KK8  N10  N09  C08  107.39  3.000
 KK8  C11  N10  N09  108.18  3.000
 KK8  N12  C11  N10  109.34  3.000
 KK8  N12  C11  C04  126.73  3.000
 KK8  N10  C11  C04  123.88  3.000
 KK8  C21  N12  C11  128.25  3.000
 KK8  C21  N12  C08  127.00  3.000
 KK8  C11  N12  C08  104.53  3.000
 KK8  O20  C13  C14  121.14  3.000
 KK8  C14  C13  N01  113.14  3.000
 KK8  O20  C13  N01  125.72  3.000
 KK8  C16  C14  N15  123.30  3.000
 KK8  N15  C14  C13  117.37  3.000
 KK8  C16  C14  C13  119.32  3.000
 KK8  C19  N15  C14  118.11  3.000
 KK8  H7   C16  C17  121.04  3.000
 KK8  H7   C16  C14  120.07  3.000
 KK8  C17  C16  C14  118.88  3.000
 KK8  C22  C17  C18  121.38  3.000
 KK8  C18  C17  C16  117.47  3.000
 KK8  C22  C17  C16  121.15  3.000
 KK8  H8   C18  C19  119.44  3.000
 KK8  H8   C18  C17  121.33  3.000
 KK8  C19  C18  C17  119.22  3.000
 KK8  H9   C19  C18  120.19  3.000
 KK8  H9   C19  N15  116.80  3.000
 KK8  C18  C19  N15  123.01  3.000
 KK8  H10  C21  C29  117.87  3.000
 KK8  H10  C21  C28  117.53  3.000
 KK8  C29  C21  C28   60.10  3.000
 KK8  H10  C21  N12  112.60  3.000
 KK8  C29  C21  N12  120.01  3.000
 KK8  C28  C21  N12  119.38  3.000
 KK8  C27  C22  C23  117.36  3.000
 KK8  C27  C22  C17  121.78  3.000
 KK8  C23  C22  C17  120.85  3.000
 KK8  H11  C23  N24  116.16  3.000
 KK8  H11  C23  C22  120.00  3.000
 KK8  N24  C23  C22  123.82  3.000
 KK8  C25  N24  C23  118.03  3.000
 KK8  H12  C25  C26  120.27  3.000
 KK8  H12  C25  N24  116.64  3.000
 KK8  C26  C25  N24  123.09  3.000
 KK8  H13  C26  C27  121.05  3.000
 KK8  H13  C26  C25  120.40  3.000
 KK8  C27  C26  C25  118.55  3.000
 KK8  H14  C27  C26  120.20  3.000
 KK8  H14  C27  C22  120.65  3.000
 KK8  C26  C27  C22  119.15  3.000
 KK8  H16  C28  H15  114.21  3.000
 KK8  H16  C28  C29  117.57  3.000
 KK8  H15  C28  C29  118.88  3.000
 KK8  H16  C28  C21  119.17  3.000
 KK8  H15  C28  C21  116.58  3.000
 KK8  C29  C28  C21   60.08  3.000
 KK8  H18  C29  H17  114.91  3.000
 KK8  H18  C29  C28  119.13  3.000
 KK8  H17  C29  C28  117.28  3.000
 KK8  H18  C29  C21  117.46  3.000
 KK8  H17  C29  C21  117.28  3.000
 KK8  C28  C29  C21   59.82  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
 KK8  CONST_01  C05  C06  C07  C02     0.00   0.0  0
 KK8  CONST_02  C05  C04  C03  C02     0.00   0.0  0
 KK8  CONST_03  C11  C04  C03  C02   180.00   0.0  0
 KK8  CONST_04  C06  C07  C02  C03     0.00   0.0  0
 KK8  CONST_05  C06  C05  C04  C03     0.00   0.0  0
 KK8  CONST_08  C07  C02  C03  C04     0.00   0.0  0
 KK8  CONST_09  C07  C06  C05  C04     0.00   0.0  0
 KK8  CONST_10  N09  N10  C11  C04   180.00   0.0  0
 KK8  CONST_11  C08  N12  C11  C04   180.00   0.0  0
 KK8  CONST_14  C11  C04  C05  C06   180.00   0.0  0
 KK8  CONST_15  N10  C11  N12  C08     0.00   0.0  0
 KK8  CONST_16  C11  N10  N09  C08     0.00   0.0  0
 KK8  CONST_17  N12  C11  N10  N09     0.00   0.0  0
 KK8  CONST_18  C11  N12  C08  N09     0.00   0.0  0
 KK8  CONST_19  N12  C08  N09  N10     0.00   0.0  0
 KK8  CONST_20  C22  C17  C16  C14   180.00   0.0  0
 KK8  CONST_21  C18  C17  C16  C14     0.00   0.0  0
 KK8  CONST_22  C18  C19  N15  C14     0.00   0.0  0
 KK8  CONST_23  C17  C16  C14  N15     0.00   0.0  0
 KK8  CONST_24  C17  C18  C19  N15     0.00   0.0  0
 KK8  CONST_27  C19  C18  C17  C16     0.00   0.0  0
 KK8  CONST_28  C19  N15  C14  C16     0.00   0.0  0
 KK8  CONST_29  N24  C23  C22  C17   180.00   0.0  0
 KK8  CONST_30  C26  C27  C22  C17   180.00   0.0  0
 KK8  CONST_33  C22  C17  C18  C19   180.00   0.0  0
 KK8  CONST_34  C25  N24  C23  C22     0.00   0.0  0
 KK8  CONST_35  C25  C26  C27  C22     0.00   0.0  0
 KK8  CONST_36  C26  C25  N24  C23     0.00   0.0  0
 KK8  CONST_37  C26  C27  C22  C23     0.00   0.0  0
 KK8  CONST_38  C27  C26  C25  N24     0.00   0.0  0
 KK8  CONST_39  C27  C22  C23  N24     0.00   0.0  0
 KK8  CONST_40  C21  N12  C11  C04     0.00   0.0  0
 KK8  CONST_41  C21  N12  C08  N09   180.00   0.0  0
 KK8  CONST_42  C21  N12  C11  N10   180.00   0.0  0
 KK8  CONST_43  C06  C07  C02  N01   180.00   0.0  0
 KK8  CONST_44  C04  C03  C02  N01   180.00   0.0  0
 KK8  CONST_45  C17  C16  C14  C13   180.00   0.0  0
 KK8  CONST_46  C19  N15  C14  C13   180.00   0.0  0
 KK8  CONST_47  H4   C06  C07  C02   180.00   0.0  0
 KK8  CONST_48  H5   C07  C02  C03   180.00   0.0  0
 KK8  CONST_49  H3   C05  C04  C03   180.00   0.0  0
 KK8  CONST_50  H2   C03  C04  C05   180.00   0.0  0
 KK8  CONST_51  H6   C08  N09  N10   180.00   0.0  0
 KK8  CONST_52  H9   C19  N15  C14   180.00   0.0  0
 KK8  CONST_53  H7   C16  C14  N15   180.00   0.0  0
 KK8  CONST_54  H8   C18  C19  N15   180.00   0.0  0
 KK8  CONST_55  H11  C23  C22  C17     0.00   0.0  0
 KK8  CONST_56  H14  C27  C22  C17     0.00   0.0  0
 KK8  CONST_57  H13  C26  C27  C22   180.00   0.0  0
 KK8  CONST_58  H12  C25  N24  C23   180.00   0.0  0
 KK8  CONST_59  C14  C13  N01  C02   180.00   0.0  0
 KK8  CONST_60  C13  N01  C02  C03     0.00   0.0  0
 KK8  CONST_61  C13  N01  C02  C07   180.00   0.0  0
 KK8  CONST_62  H1   N01  C02  C03   180.00   0.0  0
 KK8  CONST_63  O20  C13  N01  C02     0.00   0.0  0
 KK8  Var_01    C28  C21  N12  C08    22.29  30.0  2
 KK8  Var_02    C29  C28  C21  N12   109.78  30.0  1
 KK8  Var_03    C16  C14  C13  N01  -179.62  30.0  2

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 KK8  chir_01  C21  C28  N12  C29  both

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
 KK8  plan-1  C04  0.020
 KK8  plan-1  C08  0.020
 KK8  plan-1  N09  0.020
 KK8  plan-1  N10  0.020
 KK8  plan-1  C11  0.020
 KK8  plan-1  N12  0.020
 KK8  plan-1  C21  0.020
 KK8  plan-1  H6   0.020
 KK8  plan-2  N01  0.020
 KK8  plan-2  C02  0.020
 KK8  plan-2  C03  0.020
 KK8  plan-2  C04  0.020
 KK8  plan-2  C05  0.020
 KK8  plan-2  C06  0.020
 KK8  plan-2  C07  0.020
 KK8  plan-2  C11  0.020
 KK8  plan-2  H2   0.020
 KK8  plan-2  H3   0.020
 KK8  plan-2  H4   0.020
 KK8  plan-2  H5   0.020
 KK8  plan-3  C13  0.020
 KK8  plan-3  C14  0.020
 KK8  plan-3  N15  0.020
 KK8  plan-3  C16  0.020
 KK8  plan-3  C17  0.020
 KK8  plan-3  C18  0.020
 KK8  plan-3  C19  0.020
 KK8  plan-3  C22  0.020
 KK8  plan-3  H7   0.020
 KK8  plan-3  H8   0.020
 KK8  plan-3  H9   0.020
 KK8  plan-4  C17  0.020
 KK8  plan-4  C22  0.020
 KK8  plan-4  C23  0.020
 KK8  plan-4  N24  0.020
 KK8  plan-4  C25  0.020
 KK8  plan-4  C26  0.020
 KK8  plan-4  C27  0.020
 KK8  plan-4  H11  0.020
 KK8  plan-4  H12  0.020
 KK8  plan-4  H13  0.020
 KK8  plan-4  H14  0.020
 KK8  plan-5  N01  0.020
 KK8  plan-5  C02  0.020
 KK8  plan-5  C13  0.020
 KK8  plan-5  C14  0.020
 KK8  plan-5  O20  0.020
 KK8  plan-5  H1   0.020

