# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr  4 01:33:20 2020
#   Inital geometry file: a 140 line input string
#   Ligand name: 3-[3-(2-chloro-6-fluorophenyl)-5-ethyl-6-oxo-5,6-dihydro[1,2,4]triazolo[4,3-b]pyridazin-7-yl]-N-cyclopropyl-4-methylbenzamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCN1n2c(C=C(C1=O)c3cc(ccc3C)C(=O)NC4CC4)nnc2c5c(F)cccc5Cl
#
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
 09J  09J  3-[3-(2-chloro-6-fluorophenyl)-5-ethyl-6-oxo-5,6-dihydro[1,2,4]triazolo[4,3-b]pyridazin-7-yl]-N-cyclopropyl-4-methylbenzamide  ligand  54  33  .  2022-09-22  2023-02-02
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_09J
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
 09J  C23  C   CH2   0  -0.512   -9.1877   0.8774   0.3878
 09J  C24  C   CH2   0  -0.483   -8.4495   1.9974  -0.2785
 09J  C22  C   CH1   0  -0.080   -7.8180   1.2520   0.8530
 09J  N5   N   NH1   0  -0.659   -6.7589   0.3402   0.5717
 09J  C21  C   C     0   0.534   -5.5179   0.7589   0.2599
 09J  O2   O   O     0  -0.481   -5.2153   1.9418   0.2031
 09J  C11  C   CR6   0  -0.035   -4.5146  -0.3134  -0.0153
 09J  C10  C   CR16  0  -0.300   -3.1666  -0.0135   0.1515
 09J  C12  C   CR16  0  -0.283   -4.8635  -1.5837  -0.4620
 09J  C13  C   CR16  0  -0.281   -3.8824  -2.5304  -0.7087
 09J  C14  C   CR6   0   0.089   -2.5322  -2.2475  -0.5288
 09J  C20  C   CH3   0  -0.751   -1.5046  -3.3083  -0.7825
 09J  C9   C   CR6   0   0.098   -2.1823  -0.9609  -0.0972
 09J  C4   C   CR6   0  -0.143   -0.7723  -0.5904   0.1373
 09J  C5   C   CR16  0  -0.301   -0.3184  -0.2485   1.3538
 09J  C3   C   CR6   0   0.592    0.1016  -0.4806  -1.0449
 09J  O1   O   O     0  -0.443   -0.3313  -0.6116  -2.1740
 09J  N4   N   NR6   0  -0.362    1.4336  -0.1669  -0.8463
 09J  C7   C   CH2   0  -0.354    2.2033   0.3891  -1.9628
 09J  C8   C   CH3   0  -0.661    2.0994   1.9010  -2.0438
 09J  N3   N   N     0  -0.366    1.8802   0.0629   0.4260
 09J  C1   C   CR56  0   0.490    1.0560   0.0798   1.5060
 09J  N1   N   N     0  -0.317    1.7533   0.3127   2.5908
 09J  N2   N   N     0  -0.281    3.0304   0.4367   2.2262
 09J  C2   C   CR5   0   0.416    3.1298   0.2706   0.9294
 09J  C6   C   CR6   0  -0.185    4.4096   0.2468   0.2195
 09J  C15  C   CR6   0  -0.036    5.2181   1.3734   0.0747
 09J  CL1  CL  CL    0  -0.086    4.6655   2.8963   0.6632
 09J  C16  C   CR16  0  -0.220    6.4539   1.2968  -0.5459
 09J  C17  C   CR16  0  -0.237    6.9005   0.0718  -1.0189
 09J  C18  C   CR16  0  -0.397    6.1333  -1.0748  -0.8753
 09J  C19  C   CR6   0   0.567    4.9099  -0.9604  -0.2532
 09J  F1   F   F     0  -0.289    4.1441  -2.0443  -0.0989
 09J  H1   H   HCH2  0   0.260  -10.0214   1.1135   1.0355
 09J  H2   H   HCH2  0   0.258   -9.2932  -0.0507  -0.1604
 09J  H3   H   HCH2  0   0.256   -8.0603   1.8218  -1.2729
 09J  H4   H   HCH2  0   0.256   -8.7696   3.0139  -0.0916
 09J  H5   H   HCH1  0   0.268   -7.7435   1.7718   1.8035
 09J  H6   H   HNH1  0   0.406   -6.9117  -0.6321   0.7850
 09J  H7   H   HCR6  0   0.260   -2.8760   0.9758   0.4809
 09J  H8   H   HCR6  0   0.261   -5.8974  -1.8509  -0.6399
 09J  H9   H   HCR6  0   0.261   -4.1752  -3.5164  -1.0472
 09J  H10  H   HCH3  0   0.261   -1.0819  -3.2150  -1.7838
 09J  H11  H   HCH3  0   0.247   -0.6776  -3.2557  -0.0739
 09J  H12  H   HCH3  0   0.259   -1.9449  -4.3014  -0.7075
 09J  H13  H   HCR6  0   0.309   -0.9494  -0.2556   2.2323
 09J  H14  H   HCH2  0   0.278    3.2362   0.0660  -1.8871
 09J  H15  H   HCH2  0   0.300    1.8085  -0.0772  -2.8591
 09J  H16  H   HCH3  0   0.256    2.7093   2.2552  -2.8742
 09J  H17  H   HCH3  0   0.248    1.0716   2.2162  -2.2207
 09J  H18  H   HCH3  0   0.227    2.4575   2.3928  -1.1395
 09J  H19  H   HCR6  0   0.296    7.0617   2.1832  -0.6583
 09J  H20  H   HCR6  0   0.291    7.8641   0.0103  -1.5055
 09J  H21  H   HCR6  0   0.299    6.4789  -2.0349  -1.2330

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
 09J  C8   C7   single    1.518  0.020  1.518
 09J  F1   C19  single    1.336  0.020  1.336
 09J  C18  C19  aromatic  1.377  0.020  1.377
 09J  C18  C17  aromatic  1.387  0.020  1.387
 09J  C19  C6   aromatic  1.390  0.020  1.390
 09J  C17  C16  aromatic  1.387  0.020  1.387
 09J  C20  C14  single    1.498  0.020  1.498
 09J  C7   N4   single    1.466  0.020  1.466
 09J  O1   C3   double    1.216  0.020  1.216
 09J  N4   C3   single    1.383  0.020  1.383
 09J  N4   N3   single    1.368  0.020  1.368
 09J  C6   C2   single    1.464  0.020  1.464
 09J  C6   C15  aromatic  1.394  0.020  1.394
 09J  C16  C15  aromatic  1.385  0.020  1.385
 09J  C3   C4   single    1.474  0.020  1.474
 09J  C14  C13  aromatic  1.391  0.020  1.391
 09J  C14  C9   aromatic  1.401  0.020  1.401
 09J  N3   C2   aromatic  1.363  0.020  1.363
 09J  N3   C1   aromatic  1.359  0.020  1.359
 09J  C2   N2   aromatic  1.311  0.020  1.311
 09J  C13  C12  aromatic  1.385  0.020  1.385
 09J  C15  CL1  single    1.724  0.020  1.724
 09J  C4   C9   single    1.477  0.020  1.477
 09J  C4   C5   double    1.343  0.020  1.343
 09J  C9   C10  aromatic  1.389  0.020  1.389
 09J  C1   C5   single    1.421  0.020  1.421
 09J  C1   N1   aromatic  1.310  0.020  1.310
 09J  N2   N1   aromatic  1.334  0.020  1.334
 09J  C12  C11  aromatic  1.391  0.020  1.391
 09J  C10  C11  aromatic  1.391  0.020  1.391
 09J  C11  C21  single    1.494  0.020  1.494
 09J  C21  N5   single    1.346  0.020  1.346
 09J  C21  O2   double    1.222  0.020  1.222
 09J  N5   C22  single    1.426  0.020  1.426
 09J  C22  C23  single    1.494  0.020  1.494
 09J  C22  C24  single    1.495  0.020  1.495
 09J  C23  C24  single    1.498  0.020  1.498
 09J  C23  H1   single    0.970  0.020  1.090
 09J  C23  H2   single    0.970  0.020  1.090
 09J  C24  H3   single    0.970  0.020  1.090
 09J  C24  H4   single    0.970  0.020  1.090
 09J  C22  H5   single    0.970  0.020  1.090
 09J  N5   H6   single    0.860  0.020  1.020
 09J  C10  H7   single    0.930  0.020  1.080
 09J  C12  H8   single    0.930  0.020  1.080
 09J  C13  H9   single    0.930  0.020  1.080
 09J  C20  H10  single    0.970  0.020  1.090
 09J  C20  H11  single    0.970  0.020  1.090
 09J  C20  H12  single    0.970  0.020  1.090
 09J  C5   H13  single    0.930  0.020  1.080
 09J  C7   H14  single    0.970  0.020  1.090
 09J  C7   H15  single    0.970  0.020  1.090
 09J  C8   H16  single    0.970  0.020  1.090
 09J  C8   H17  single    0.970  0.020  1.090
 09J  C8   H18  single    0.970  0.020  1.090
 09J  C16  H19  single    0.930  0.020  1.080
 09J  C17  H20  single    0.930  0.020  1.080
 09J  C18  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
 09J  H2   C23  H1   114.52  3.000
 09J  H2   C23  C22  117.50  3.000
 09J  H1   C23  C22  117.72  3.000
 09J  H2   C23  C24  117.62  3.000
 09J  H1   C23  C24  118.88  3.000
 09J  C22  C23  C24   59.95  3.000
 09J  H4   C24  H3   114.68  3.000
 09J  H4   C24  C22  117.56  3.000
 09J  H3   C24  C22  117.56  3.000
 09J  H4   C24  C23  118.68  3.000
 09J  H3   C24  C23  117.69  3.000
 09J  C22  C24  C23   59.91  3.000
 09J  H5   C22  N5   115.33  3.000
 09J  H5   C22  C24  116.93  3.000
 09J  N5   C22  C24  118.91  3.000
 09J  H5   C22  C23  117.09  3.000
 09J  C24  C22  C23   60.14  3.000
 09J  N5   C22  C23  117.34  3.000
 09J  H6   N5   C21  119.29  3.000
 09J  H6   N5   C22  117.58  3.000
 09J  C21  N5   C22  122.12  3.000
 09J  C11  C21  O2   121.31  3.000
 09J  O2   C21  N5   122.68  3.000
 09J  C11  C21  N5   116.01  3.000
 09J  C12  C11  C10  118.58  3.000
 09J  C10  C11  C21  118.29  3.000
 09J  C12  C11  C21  123.10  3.000
 09J  H7   C10  C9   119.19  3.000
 09J  H7   C10  C11  119.59  3.000
 09J  C9   C10  C11  121.23  3.000
 09J  H8   C12  C13  118.58  3.000
 09J  H8   C12  C11  121.18  3.000
 09J  C13  C12  C11  120.24  3.000
 09J  H9   C13  C14  119.21  3.000
 09J  H9   C13  C12  119.10  3.000
 09J  C14  C13  C12  121.69  3.000
 09J  C9   C14  C20  122.06  3.000
 09J  C9   C14  C13  117.96  3.000
 09J  C20  C14  C13  119.98  3.000
 09J  H12  C20  H11  107.81  3.000
 09J  H12  C20  H10  107.33  3.000
 09J  H11  C20  H10  107.36  3.000
 09J  H12  C20  C14  110.90  3.000
 09J  H11  C20  C14  112.09  3.000
 09J  H10  C20  C14  111.14  3.000
 09J  C4   C9   C14  121.18  3.000
 09J  C4   C9   C10  118.51  3.000
 09J  C14  C9   C10  120.30  3.000
 09J  C3   C4   C5   120.48  3.000
 09J  C5   C4   C9   122.05  3.000
 09J  C3   C4   C9   117.21  3.000
 09J  H13  C5   C1   118.60  3.000
 09J  H13  C5   C4   122.48  3.000
 09J  C1   C5   C4   118.86  3.000
 09J  N4   C3   O1   120.04  3.000
 09J  N4   C3   C4   118.21  3.000
 09J  O1   C3   C4   121.70  3.000
 09J  N3   N4   C7   118.25  3.000
 09J  N3   N4   C3   119.09  3.000
 09J  C7   N4   C3   118.85  3.000
 09J  H15  C7   H14  106.03  3.000
 09J  H15  C7   C8   111.05  3.000
 09J  H14  C7   C8   111.44  3.000
 09J  H15  C7   N4   105.98  3.000
 09J  H14  C7   N4   109.51  3.000
 09J  C8   C7   N4   112.50  3.000
 09J  H18  C8   H17  108.31  3.000
 09J  H18  C8   H16  107.57  3.000
 09J  H17  C8   H16  108.08  3.000
 09J  H18  C8   C7   112.50  3.000
 09J  H17  C8   C7   111.19  3.000
 09J  H16  C8   C7   109.04  3.000
 09J  C2   N3   C1   105.11  3.000
 09J  C1   N3   N4   122.92  3.000
 09J  C2   N3   N4   131.95  3.000
 09J  N1   C1   N3   109.72  3.000
 09J  N1   C1   C5   130.11  3.000
 09J  N3   C1   C5   119.91  3.000
 09J  N2   N1   C1   107.44  3.000
 09J  C2   N2   N1   109.33  3.000
 09J  C6   C2   N2   123.23  3.000
 09J  N2   C2   N3   108.37  3.000
 09J  C6   C2   N3   128.31  3.000
 09J  C19  C6   C15  117.25  3.000
 09J  C15  C6   C2   122.98  3.000
 09J  C19  C6   C2   119.60  3.000
 09J  C16  C15  CL1  119.20  3.000
 09J  CL1  C15  C6   119.51  3.000
 09J  C16  C15  C6   121.29  3.000
 09J  H19  C16  C17  120.53  3.000
 09J  H19  C16  C15  120.21  3.000
 09J  C17  C16  C15  119.27  3.000
 09J  H20  C17  C18  119.51  3.000
 09J  H20  C17  C16  119.38  3.000
 09J  C18  C17  C16  121.11  3.000
 09J  H21  C18  C19  120.47  3.000
 09J  H21  C18  C17  121.53  3.000
 09J  C19  C18  C17  118.00  3.000
 09J  F1   C19  C18  119.60  3.000
 09J  C18  C19  C6   123.07  3.000
 09J  F1   C19  C6   117.33  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
 09J  CONST_01  C14  C13  C12  C11     0.00   0.0  0
 09J  CONST_02  C14  C9   C10  C11     0.00   0.0  0
 09J  CONST_03  C13  C14  C9   C10     0.00   0.0  0
 09J  CONST_04  C13  C12  C11  C10     0.00   0.0  0
 09J  CONST_05  C9   C14  C13  C12     0.00   0.0  0
 09J  CONST_06  C9   C10  C11  C12     0.00   0.0  0
 09J  CONST_09  N1   N2   C2   N3      0.00   0.0  0
 09J  CONST_10  N2   N1   C1   N3      0.00   0.0  0
 09J  CONST_11  C6   C2   N3   C1    180.00   0.0  0
 09J  CONST_12  N2   C2   N3   C1      0.00   0.0  0
 09J  CONST_13  C2   N2   N1   C1      0.00   0.0  0
 09J  CONST_14  C2   N3   C1   N1      0.00   0.0  0
 09J  CONST_15  C6   C2   N2   N1    180.00   0.0  0
 09J  CONST_18  C18  C19  C6   C2    180.00   0.0  0
 09J  CONST_19  C16  C15  C6   C2    180.00   0.0  0
 09J  CONST_20  C17  C18  C19  C6      0.00   0.0  0
 09J  CONST_21  C17  C16  C15  C6      0.00   0.0  0
 09J  CONST_22  C18  C19  C6   C15     0.00   0.0  0
 09J  CONST_23  C18  C17  C16  C15     0.00   0.0  0
 09J  CONST_24  C19  C18  C17  C16     0.00   0.0  0
 09J  CONST_25  C19  C6   C15  C16     0.00   0.0  0
 09J  CONST_26  C4   C9   C10  C11   180.00   0.0  0
 09J  CONST_27  C4   C9   C14  C13   180.00   0.0  0
 09J  CONST_28  C6   C2   N3   N4      0.00   0.0  0
 09J  CONST_29  N3   N4   C3   C4      0.00   0.0  0
 09J  CONST_30  C13  C12  C11  C21   180.00   0.0  0
 09J  CONST_31  C9   C10  C11  C21   180.00   0.0  0
 09J  CONST_32  C20  C14  C9   C10   180.00   0.0  0
 09J  CONST_33  C20  C14  C13  C12   180.00   0.0  0
 09J  CONST_34  C4   C9   C14  C20     0.00   0.0  0
 09J  CONST_35  F1   C19  C6   C2      0.00   0.0  0
 09J  CONST_36  CL1  C15  C6   C2      0.00   0.0  0
 09J  CONST_37  F1   C19  C6   C15   180.00   0.0  0
 09J  CONST_38  C19  C6   C15  CL1   180.00   0.0  0
 09J  CONST_39  C17  C16  C15  CL1   180.00   0.0  0
 09J  CONST_40  F1   C19  C18  C17   180.00   0.0  0
 09J  CONST_42  N3   N4   C3   O1    180.00   0.0  0
 09J  CONST_43  H9   C13  C12  C11   180.00   0.0  0
 09J  CONST_44  H8   C12  C11  C10   180.00   0.0  0
 09J  CONST_45  H7   C10  C11  C12   180.00   0.0  0
 09J  CONST_46  H21  C18  C19  C6    180.00   0.0  0
 09J  CONST_47  H19  C16  C15  C6    180.00   0.0  0
 09J  CONST_48  H20  C17  C16  C15   180.00   0.0  0
 09J  CONST_49  C11  C21  N5   C22   180.00   0.0  0
 09J  CONST_51  O2   C21  N5   C22     0.00   0.0  0
 09J  CONST_52  H6   N5   C21  C11     0.00   0.0  0
 09J  Var_01    C3   C4   C9   C10  -112.16  30.0  2
 09J  Var_02    N5   C22  C24  C23   106.73  30.0  1
 09J  Var_03    C21  N5   C22  C23   143.73  30.0  1
 09J  Var_04    C12  C11  C21  N5     25.37  30.0  2
 09J  Var_05    C8   C7   N4   C3     87.72  30.0  2
 09J  Var_06    H10  C20  C14  C13    96.73  30.0  2
 09J  Var_07    H16  C8   C7   N4    178.62  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
 09J  chir_01  C22  N5  C23  C24  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
 09J  plan-1  C21  0.020
 09J  plan-1  C11  0.020
 09J  plan-1  C10  0.020
 09J  plan-1  C12  0.020
 09J  plan-1  C13  0.020
 09J  plan-1  C14  0.020
 09J  plan-1  C20  0.020
 09J  plan-1  C9   0.020
 09J  plan-1  C4   0.020
 09J  plan-1  H7   0.020
 09J  plan-1  H8   0.020
 09J  plan-1  H9   0.020
 09J  plan-2  C2   0.020
 09J  plan-2  C6   0.020
 09J  plan-2  C15  0.020
 09J  plan-2  CL1  0.020
 09J  plan-2  C16  0.020
 09J  plan-2  C17  0.020
 09J  plan-2  C18  0.020
 09J  plan-2  C19  0.020
 09J  plan-2  F1   0.020
 09J  plan-2  H19  0.020
 09J  plan-2  H20  0.020
 09J  plan-2  H21  0.020
 09J  plan-3  C9   0.020
 09J  plan-3  C4   0.020
 09J  plan-3  C5   0.020
 09J  plan-3  C3   0.020
 09J  plan-3  O1   0.020
 09J  plan-3  N4   0.020
 09J  plan-3  C7   0.020
 09J  plan-3  N3   0.020
 09J  plan-3  C1   0.020
 09J  plan-3  N1   0.020
 09J  plan-3  N2   0.020
 09J  plan-3  C2   0.020
 09J  plan-3  C6   0.020
 09J  plan-3  H13  0.020
 09J  plan-4  C22  0.020
 09J  plan-4  N5   0.020
 09J  plan-4  C21  0.020
 09J  plan-4  O2   0.020
 09J  plan-4  C11  0.020
 09J  plan-4  H6   0.020

