# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue May 12 18:42:56 2020
#   Inital geometry file: a 143 line input string
#   Ligand name: 6-{[1-(4-cyanophenyl)-2-oxo-1,2-dihydropyridin-3-yl]amino}-N-cyclopropyl-8-(methylamino)imidazo[1,2-b]pyridazine-3-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CNc1cc(NC2=CC=CN(C2=O)c3ccc(cc3)C#N)nn4c(cnc14)C(=O)NC5CC5
#
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
 KZJ  KZJ  6-{[1-(4-cyanophenyl)-2-oxo-1,2-dihydropyridin-3-yl]amino}-N-cyclopropyl-8-(methylamino)imidazo[1,2-b]pyridazine-3-carboxamide  ligand  53  33  .  2022-07-25  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_KZJ
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
 KZJ  N14  N  NR6   0  -0.614   2.8835   0.1454   0.5749
 KZJ  C13  C  CR6   0   0.512   1.9161  -0.8051   0.3298
 KZJ  C18  C  CR6   0   0.302   4.2377  -0.1951   0.2845
 KZJ  C17  C  CR16  0  -0.204   0.2896   0.8396   1.1318
 KZJ  C16  C  CR16  0  -0.378   1.3439   1.7631   1.3348
 KZJ  C15  C  CR16  0   0.015   2.6118   1.4031   1.0488
 KZJ  C20  C  CH3   0  -0.534  -3.9893  -4.9838  -0.4327
 KZJ  C24  C  CH1   0  -0.078  -2.2860   3.9653   0.1445
 KZJ  C11  C  C     0   0.516  -4.0648   2.3390  -0.1136
 KZJ  C12  C  CR6   0   0.179   0.5466  -0.3991   0.6220
 KZJ  C27  C  CR16  0  -0.249   4.8905   0.4584  -0.7495
 KZJ  C1   C  CR16  0  -0.493  -2.3914  -2.5631  -0.0400
 KZJ  C2   C  CR6   0   0.562  -1.7093  -1.3330   0.1401
 KZJ  N3   N  N     0  -0.402  -2.2760  -0.1511   0.0967
 KZJ  N4   N  N     0  -0.385  -3.5973  -0.1765  -0.1393
 KZJ  C5   C  CR56  0   0.458  -4.3705  -1.2736  -0.3231
 KZJ  C6   C  CR6   0   0.375  -3.7488  -2.5604  -0.2781
 KZJ  N7   N  NH1   0  -0.770  -0.3635  -1.4045   0.3641
 KZJ  C8   C  CR5   0   0.157  -4.4236   0.9170  -0.2254
 KZJ  C9   C  CR15  0  -0.195  -5.6769   0.3851  -0.4597
 KZJ  N10  N  N     0  -0.455  -5.6393  -0.9570  -0.5208
 KZJ  N19  N  NH1   0  -0.665  -4.5073  -3.6409  -0.4618
 KZJ  O21  O  O     0  -0.492   2.2046  -1.9171  -0.1011
 KZJ  N22  N  NH1   0  -0.682  -2.7568   2.6315  -0.0260
 KZJ  O23  O  O     0  -0.489  -4.9488   3.1867  -0.1107
 KZJ  C25  C  CH2   0  -0.518  -0.9527   4.3063  -0.4351
 KZJ  C26  C  CH2   0  -0.483  -2.1998   4.8808  -1.0362
 KZJ  C28  C  CR16  0  -0.240   6.2147   0.1600  -1.0211
 KZJ  C29  C  CR6   0   0.011   6.8703  -0.8024  -0.2574
 KZJ  C30  C  CR16  0  -0.245   6.2083  -1.4590   0.7807
 KZJ  C31  C  CR16  0  -0.241   4.8886  -1.1516   1.0515
 KZJ  C32  C  CSP   0   0.063   8.2345  -1.1188  -0.5357
 KZJ  N33  N  NS    0  -0.245   9.3327  -1.3820  -0.7626
 KZJ  H39  H  HCR6  0   0.278  -0.7135   1.1279   1.4018
 KZJ  H38  H  HCR6  0   0.281   1.1385   2.7487   1.7238
 KZJ  H37  H  HCR6  0   0.315   3.4626   2.0533   1.1853
 KZJ  H41  H  HCH3  0   0.244  -3.2348  -5.1403  -1.2066
 KZJ  H42  H  HCH3  0   0.244  -3.5424  -5.2236   0.5348
 KZJ  H43  H  HCH3  0   0.270  -4.8079  -5.6739  -0.6111
 KZJ  H45  H  HCH1  0   0.270  -2.5373   4.4192   1.0980
 KZJ  H50  H  HCR6  0   0.292   4.3688   1.1969  -1.3435
 KZJ  H34  H  HCR6  0   0.297  -1.8325  -3.4861   0.0273
 KZJ  H35  H  HNH1  0   0.416   0.0590  -2.3049   0.1889
 KZJ  H36  H  HCR5  0   0.272  -6.5942   0.9384  -0.5904
 KZJ  H40  H  HNH1  0   0.407  -5.4947  -3.5036  -0.6006
 KZJ  H44  H  HNH1  0   0.421  -2.0967   1.8653  -0.0221
 KZJ  H47  H  HCH2  0   0.261  -0.3045   4.9501   0.1440
 KZJ  H46  H  HCH2  0   0.257  -0.4329   3.5377  -0.9940
 KZJ  H48  H  HCH2  0   0.256  -2.5189   4.4905  -1.9937
 KZJ  H49  H  HCH2  0   0.255  -2.4193   5.9284  -0.8780
 KZJ  H51  H  HCR6  0   0.292   6.7318   0.6658  -1.8244
 KZJ  H52  H  HCR6  0   0.291   6.7255  -2.2000   1.3741
 KZJ  H53  H  HCR6  0   0.288   4.3740  -1.6448   1.8644

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
 KZJ  N33  C32  triple    1.152  0.020  1.152
 KZJ  C32  C29  single    1.428  0.020  1.428
 KZJ  C30  C29  aromatic  1.395  0.020  1.395
 KZJ  C30  C31  aromatic  1.382  0.020  1.382
 KZJ  C29  C28  aromatic  1.393  0.020  1.393
 KZJ  C31  C18  aromatic  1.388  0.020  1.388
 KZJ  C28  C27  aromatic  1.384  0.020  1.384
 KZJ  C18  C27  aromatic  1.386  0.020  1.386
 KZJ  C18  N14  single    1.426  0.020  1.426
 KZJ  C15  N14  single    1.371  0.020  1.371
 KZJ  C15  C16  double    1.349  0.020  1.349
 KZJ  N14  C13  single    1.378  0.020  1.378
 KZJ  C25  C26  single    1.499  0.020  1.499
 KZJ  C25  C24  single    1.493  0.020  1.493
 KZJ  C26  C24  single    1.496  0.020  1.496
 KZJ  C16  C17  single    1.416  0.020  1.416
 KZJ  C13  O21  double    1.227  0.020  1.227
 KZJ  C13  C12  single    1.458  0.020  1.458
 KZJ  C24  N22  single    1.425  0.020  1.425
 KZJ  C17  C12  double    1.364  0.020  1.364
 KZJ  C12  N7   single    1.381  0.020  1.381
 KZJ  N22  C11  single    1.343  0.020  1.343
 KZJ  N7   C2   single    1.366  0.020  1.366
 KZJ  N3   C2   aromatic  1.311  0.020  1.311
 KZJ  N3   N4   aromatic  1.342  0.020  1.342
 KZJ  C11  O23  double    1.225  0.020  1.225
 KZJ  C11  C8   single    1.471  0.020  1.471
 KZJ  C2   C1   aromatic  1.418  0.020  1.418
 KZJ  N4   C8   aromatic  1.373  0.020  1.373
 KZJ  N4   C5   aromatic  1.355  0.020  1.355
 KZJ  C8   C9   aromatic  1.382  0.020  1.382
 KZJ  C1   C6   aromatic  1.378  0.020  1.378
 KZJ  C5   C6   aromatic  1.430  0.020  1.430
 KZJ  C5   N10  aromatic  1.322  0.020  1.322
 KZJ  C6   N19  single    1.333  0.020  1.333
 KZJ  C9   N10  aromatic  1.344  0.020  1.344
 KZJ  N19  C20  single    1.440  0.020  1.440
 KZJ  C17  H39  single    0.930  0.020  1.080
 KZJ  C16  H38  single    0.930  0.020  1.080
 KZJ  C15  H37  single    0.930  0.020  1.080
 KZJ  C20  H41  single    0.970  0.020  1.090
 KZJ  C20  H42  single    0.970  0.020  1.090
 KZJ  C20  H43  single    0.970  0.020  1.090
 KZJ  C24  H45  single    0.970  0.020  1.090
 KZJ  C27  H50  single    0.930  0.020  1.080
 KZJ  C1   H34  single    0.930  0.020  1.080
 KZJ  N7   H35  single    0.860  0.020  1.020
 KZJ  C9   H36  single    0.930  0.020  1.080
 KZJ  N19  H40  single    0.860  0.020  1.020
 KZJ  N22  H44  single    0.860  0.020  1.020
 KZJ  C25  H47  single    0.970  0.020  1.090
 KZJ  C25  H46  single    0.970  0.020  1.090
 KZJ  C26  H48  single    0.970  0.020  1.090
 KZJ  C26  H49  single    0.970  0.020  1.090
 KZJ  C28  H51  single    0.930  0.020  1.080
 KZJ  C30  H52  single    0.930  0.020  1.080
 KZJ  C31  H53  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
 KZJ  C15  N14  C18  118.52  3.000
 KZJ  C15  N14  C13  123.71  3.000
 KZJ  C18  N14  C13  117.75  3.000
 KZJ  O21  C13  C12  122.93  3.000
 KZJ  C12  C13  N14  115.57  3.000
 KZJ  O21  C13  N14  121.50  3.000
 KZJ  C31  C18  C27  121.07  3.000
 KZJ  C27  C18  N14  119.10  3.000
 KZJ  C31  C18  N14  119.82  3.000
 KZJ  H39  C17  C12  120.79  3.000
 KZJ  H39  C17  C16  118.84  3.000
 KZJ  C12  C17  C16  120.37  3.000
 KZJ  H38  C16  C15  119.94  3.000
 KZJ  H38  C16  C17  120.36  3.000
 KZJ  C15  C16  C17  119.69  3.000
 KZJ  H37  C15  C16  123.59  3.000
 KZJ  H37  C15  N14  116.11  3.000
 KZJ  C16  C15  N14  120.29  3.000
 KZJ  H43  C20  H42  108.33  3.000
 KZJ  H43  C20  H41  108.27  3.000
 KZJ  H42  C20  H41  108.27  3.000
 KZJ  H43  C20  N19  108.56  3.000
 KZJ  H42  C20  N19  111.71  3.000
 KZJ  H41  C20  N19  111.59  3.000
 KZJ  H45  C24  C26  116.78  3.000
 KZJ  H45  C24  C25  116.88  3.000
 KZJ  C26  C24  C25   60.18  3.000
 KZJ  H45  C24  N22  114.84  3.000
 KZJ  C26  C24  N22  119.82  3.000
 KZJ  C25  C24  N22  117.54  3.000
 KZJ  O23  C11  N22  123.50  3.000
 KZJ  O23  C11  C8   119.56  3.000
 KZJ  N22  C11  C8   116.94  3.000
 KZJ  N7   C12  C17  127.38  3.000
 KZJ  N7   C12  C13  112.27  3.000
 KZJ  C17  C12  C13  120.32  3.000
 KZJ  H50  C27  C28  120.05  3.000
 KZJ  H50  C27  C18  120.27  3.000
 KZJ  C28  C27  C18  119.68  3.000
 KZJ  H34  C1   C6   121.45  3.000
 KZJ  H34  C1   C2   118.94  3.000
 KZJ  C6   C1   C2   119.60  3.000
 KZJ  N7   C2   N3   118.58  3.000
 KZJ  N3   C2   C1   124.73  3.000
 KZJ  N7   C2   C1   116.69  3.000
 KZJ  N4   N3   C2   114.46  3.000
 KZJ  C8   N4   C5   107.03  3.000
 KZJ  C5   N4   N3   126.94  3.000
 KZJ  C8   N4   N3   126.03  3.000
 KZJ  N10  C5   C6   129.59  3.000
 KZJ  N10  C5   N4   111.96  3.000
 KZJ  C6   C5   N4   118.45  3.000
 KZJ  N19  C6   C5   118.54  3.000
 KZJ  N19  C6   C1   125.64  3.000
 KZJ  C5   C6   C1   115.82  3.000
 KZJ  H35  N7   C2   115.49  3.000
 KZJ  H35  N7   C12  113.95  3.000
 KZJ  C2   N7   C12  129.93  3.000
 KZJ  C9   C8   N4   104.47  3.000
 KZJ  C9   C8   C11  127.33  3.000
 KZJ  N4   C8   C11  128.19  3.000
 KZJ  H36  C9   N10  122.02  3.000
 KZJ  H36  C9   C8   126.46  3.000
 KZJ  N10  C9   C8   111.52  3.000
 KZJ  C9   N10  C5   105.02  3.000
 KZJ  H40  N19  C6   117.82  3.000
 KZJ  H40  N19  C20  118.88  3.000
 KZJ  C6   N19  C20  123.27  3.000
 KZJ  H44  N22  C11  118.09  3.000
 KZJ  H44  N22  C24  119.54  3.000
 KZJ  C11  N22  C24  122.24  3.000
 KZJ  H46  C25  H47  114.26  3.000
 KZJ  H46  C25  C26  117.67  3.000
 KZJ  H47  C25  C26  119.02  3.000
 KZJ  H46  C25  C24  117.83  3.000
 KZJ  H47  C25  C24  117.60  3.000
 KZJ  C26  C25  C24   60.02  3.000
 KZJ  H49  C26  H48  114.75  3.000
 KZJ  H49  C26  C25  118.77  3.000
 KZJ  H48  C26  C25  117.51  3.000
 KZJ  H49  C26  C24  117.73  3.000
 KZJ  H48  C26  C24  117.42  3.000
 KZJ  C25  C26  C24   59.80  3.000
 KZJ  H51  C28  C29  120.38  3.000
 KZJ  H51  C28  C27  120.17  3.000
 KZJ  C29  C28  C27  119.45  3.000
 KZJ  C32  C29  C30  119.60  3.000
 KZJ  C30  C29  C28  120.66  3.000
 KZJ  C32  C29  C28  119.74  3.000
 KZJ  H52  C30  C31  120.12  3.000
 KZJ  H52  C30  C29  120.26  3.000
 KZJ  C31  C30  C29  119.62  3.000
 KZJ  H53  C31  C30  120.03  3.000
 KZJ  H53  C31  C18  120.44  3.000
 KZJ  C30  C31  C18  119.53  3.000
 KZJ  N33  C32  C29  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
 KZJ  CONST_01  C29  C30  C31  C18     0.00   0.0  0
 KZJ  CONST_02  C29  C28  C27  C18     0.00   0.0  0
 KZJ  CONST_03  C30  C29  C28  C27     0.00   0.0  0
 KZJ  CONST_04  C30  C31  C18  C27     0.00   0.0  0
 KZJ  CONST_05  N4   N3   C2   C1      0.00   0.0  0
 KZJ  CONST_06  N4   C5   C6   C1      0.00   0.0  0
 KZJ  CONST_07  N10  C5   C6   C1    180.00   0.0  0
 KZJ  CONST_08  C8   N4   N3   C2    180.00   0.0  0
 KZJ  CONST_09  C5   N4   N3   C2      0.00   0.0  0
 KZJ  CONST_10  C5   C6   C1   C2      0.00   0.0  0
 KZJ  CONST_11  C6   C1   C2   N3      0.00   0.0  0
 KZJ  CONST_12  C9   C8   N4   N3    180.00   0.0  0
 KZJ  CONST_13  C6   C5   N4   N3      0.00   0.0  0
 KZJ  CONST_14  N10  C5   N4   N3    180.00   0.0  0
 KZJ  CONST_15  N10  C9   C8   N4      0.00   0.0  0
 KZJ  CONST_16  C9   N10  C5   N4      0.00   0.0  0
 KZJ  CONST_17  C9   C8   N4   C5      0.00   0.0  0
 KZJ  CONST_18  C8   C9   N10  C5      0.00   0.0  0
 KZJ  CONST_19  C8   N4   C5   C6    180.00   0.0  0
 KZJ  CONST_20  C9   N10  C5   C6    180.00   0.0  0
 KZJ  CONST_21  N10  C5   N4   C8      0.00   0.0  0
 KZJ  CONST_22  C31  C30  C29  C28     0.00   0.0  0
 KZJ  CONST_23  C31  C18  C27  C28     0.00   0.0  0
 KZJ  CONST_24  C30  C31  C18  N14   180.00   0.0  0
 KZJ  CONST_25  C28  C27  C18  N14   180.00   0.0  0
 KZJ  CONST_26  C12  C13  N14  C18   180.00   0.0  0
 KZJ  CONST_27  C12  C13  N14  C15     0.00   0.0  0
 KZJ  CONST_28  N3   N4   C8   C11     0.00   0.0  0
 KZJ  CONST_29  C5   N4   C8   C11   180.00   0.0  0
 KZJ  CONST_30  N10  C9   C8   C11   180.00   0.0  0
 KZJ  CONST_31  C32  C29  C28  C27   180.00   0.0  0
 KZJ  CONST_32  N19  C6   C1   C2    180.00   0.0  0
 KZJ  CONST_33  N7   C2   N3   N4    180.00   0.0  0
 KZJ  CONST_34  N19  C6   C5   N4    180.00   0.0  0
 KZJ  CONST_35  N7   C2   C1   C6    180.00   0.0  0
 KZJ  CONST_36  N19  C6   C5   N10     0.00   0.0  0
 KZJ  CONST_37  C32  C29  C30  C31   180.00   0.0  0
 KZJ  CONST_40  N3   C2   N7   C12     0.00   0.0  0
 KZJ  CONST_41  C1   C2   N7   C12   180.00   0.0  0
 KZJ  CONST_42  O21  C13  N14  C18     0.00   0.0  0
 KZJ  CONST_43  O21  C13  N14  C15   180.00   0.0  0
 KZJ  CONST_44  H53  C31  C18  N14     0.00   0.0  0
 KZJ  CONST_45  H50  C27  C18  N14     0.00   0.0  0
 KZJ  CONST_46  H52  C30  C31  C18   180.00   0.0  0
 KZJ  CONST_47  H51  C28  C27  C18   180.00   0.0  0
 KZJ  CONST_48  H34  C1   C2   N3    180.00   0.0  0
 KZJ  CONST_49  H36  C9   C8   N4    180.00   0.0  0
 KZJ  CONST_50  C8   C11  N22  C24   180.00   0.0  0
 KZJ  CONST_51  C1   C6   N19  C20     0.00   0.0  0
 KZJ  CONST_52  C5   C6   N19  C20   180.00   0.0  0
 KZJ  CONST_53  H35  N7   C2   C1      0.00   0.0  0
 KZJ  CONST_54  H40  N19  C6   C1    180.00   0.0  0
 KZJ  CONST_55  O23  C11  N22  C24     0.00   0.0  0
 KZJ  CONST_56  H44  N22  C11  C8      0.00   0.0  0
 KZJ  Var_01    C31  C18  N14  C13   -68.66  30.0  3
 KZJ  Var_02    C26  C25  C24  N22   110.34  30.0  1
 KZJ  Var_03    H48  C26  C25  C24  -107.32  30.0  1
 KZJ  Var_04    C25  C24  N22  C11  -149.66  30.0  1
 KZJ  Var_05    N22  C11  C8   N4      6.05  30.0  1
 KZJ  Var_06    H41  C20  N19  C6    -60.65  30.0  3

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
 KZJ  chir_01  C24  C25  C26  N22  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
 KZJ  plan-1  N14  0.020
 KZJ  plan-1  C13  0.020
 KZJ  plan-1  C18  0.020
 KZJ  plan-1  C17  0.020
 KZJ  plan-1  C16  0.020
 KZJ  plan-1  C15  0.020
 KZJ  plan-1  C12  0.020
 KZJ  plan-1  N7   0.020
 KZJ  plan-1  O21  0.020
 KZJ  plan-1  H39  0.020
 KZJ  plan-1  H38  0.020
 KZJ  plan-1  H37  0.020
 KZJ  plan-2  N14  0.020
 KZJ  plan-2  C18  0.020
 KZJ  plan-2  C27  0.020
 KZJ  plan-2  C28  0.020
 KZJ  plan-2  C29  0.020
 KZJ  plan-2  C30  0.020
 KZJ  plan-2  C31  0.020
 KZJ  plan-2  C32  0.020
 KZJ  plan-2  N33  0.020
 KZJ  plan-2  H50  0.020
 KZJ  plan-2  H51  0.020
 KZJ  plan-2  H52  0.020
 KZJ  plan-2  H53  0.020
 KZJ  plan-3  C11  0.020
 KZJ  plan-3  C1   0.020
 KZJ  plan-3  C2   0.020
 KZJ  plan-3  N3   0.020
 KZJ  plan-3  N4   0.020
 KZJ  plan-3  C5   0.020
 KZJ  plan-3  C6   0.020
 KZJ  plan-3  N7   0.020
 KZJ  plan-3  C8   0.020
 KZJ  plan-3  C9   0.020
 KZJ  plan-3  N10  0.020
 KZJ  plan-3  N19  0.020
 KZJ  plan-3  H34  0.020
 KZJ  plan-3  H36  0.020
 KZJ  plan-4  C12  0.020
 KZJ  plan-4  C2   0.020
 KZJ  plan-4  N7   0.020
 KZJ  plan-4  H35  0.020
 KZJ  plan-5  C20  0.020
 KZJ  plan-5  C6   0.020
 KZJ  plan-5  N19  0.020
 KZJ  plan-5  H40  0.020
 KZJ  plan-6  C24  0.020
 KZJ  plan-6  C11  0.020
 KZJ  plan-6  C8   0.020
 KZJ  plan-6  N22  0.020
 KZJ  plan-6  O23  0.020
 KZJ  plan-6  H44  0.020

