# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr 20 16:17:44 2020
#   Inital geometry file: a 108 line input string
#   Ligand name: N-methyl-N-[3-(6-phenyl[1,2,4]triazolo[4,3-b]pyridazin-3-yl)phenyl]acetamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN(C(C)=O)c1cccc(c1)c2nnc3ccc(nn23)c4ccccc4
#
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
 CL3  CL3  N-methyl-N-[3-(6-phenyl[1,2,4]triazolo[4,3-b]pyridazin-3-yl)phenyl]acetamide  ligand  43  26  .  2021-08-07  2021-08-07  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_CL3
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
 CL3  O32   O  O     0  -0.492  -1.2811  -2.0060   4.6505
 CL3  N1    N  N     0  -0.272   0.3155  -0.0081  -1.8714
 CL3  N2    N  N     0  -0.413   1.3256  -0.2204  -1.0331
 CL3  C3    C  CR56  0   0.474   2.6023  -0.5835  -1.3799
 CL3  C4    C  CR16  0  -0.273   2.8857  -0.7481  -2.7518
 CL3  C5    C  CR16  0  -0.282   1.8721  -0.5347  -3.6231
 CL3  C6    C  CR6   0   0.252   0.5751  -0.1602  -3.1361
 CL3  C7    C  CR5   0   0.449   1.3262  -0.1394   0.3277
 CL3  N8    N  N     0  -0.311   2.5357  -0.4399   0.7455
 CL3  N9    N  N     0  -0.324   3.3291  -0.7152  -0.2949
 CL3  C10   C  CR6   0   0.066  -0.5515   0.0570  -4.0627
 CL3  C11   C  CR6   0   0.023   0.2132   0.2060   1.2057
 CL3  C12   C  CR16  0  -0.308   0.3738  -0.0327   2.5732
 CL3  C13   C  CR6   0   0.353  -0.6318   0.2881   3.4668
 CL3  C14   C  CR16  0  -0.270  -1.8143   0.8601   3.0143
 CL3  C15   C  CR16  0  -0.242  -1.9787   1.1004   1.6597
 CL3  C16   C  CR16  0  -0.303  -0.9780   0.7769   0.7545
 CL3  C17   C  CR16  0  -0.305  -0.3248   0.4896  -5.3687
 CL3  C18   C  CR16  0  -0.238  -1.3893   0.7099  -6.2304
 CL3  C19   C  CR16  0  -0.253  -2.6909   0.4946  -5.8001
 CL3  C20   C  CR16  0  -0.240  -2.9242   0.0615  -4.5003
 CL3  C21   C  CR16  0  -0.271  -1.8639  -0.1534  -3.6355
 CL3  N22   N  NT    0  -0.551  -0.4340   0.0620   4.8564
 CL3  C23   C  CH3   0  -0.536   0.1177   1.1753   5.6062
 CL3  C27   C  C     0   0.501  -0.8083  -1.1378   5.3689
 CL3  C28   C  CH3   0  -0.807  -0.6116  -1.3525   6.8486
 CL3  H5    H  HCR6  0   0.295   2.0286  -0.6687  -4.6829
 CL3  H12   H  HCR6  0   0.263   1.2898  -0.4738   2.9437
 CL3  H14   H  HCR6  0   0.267  -2.5982   1.1102   3.7178
 CL3  H15   H  HCR6  0   0.267  -2.8967   1.5442   1.2987
 CL3  H16   H  HCR6  0   0.275  -1.1329   0.9744  -0.2950
 CL3  H17   H  HCR6  0   0.264   0.6810   0.6810  -5.7195
 CL3  H18   H  HCR6  0   0.266  -1.1978   1.0538  -7.2381
 CL3  H19   H  HCR6  0   0.265  -3.5210   0.6617  -6.4739
 CL3  H20   H  HCR6  0   0.265  -3.9360  -0.1138  -4.1597
 CL3  H21   H  HCR6  0   0.262  -2.0552  -0.4988  -2.6282
 CL3  H231  H  HCH3  0   0.269   0.3500   0.8844   6.6251
 CL3  H232  H  HCH3  0   0.254   1.0401   1.5189   5.1380
 CL3  H233  H  HCH3  0   0.248  -0.5833   2.0110   5.6409
 CL3  H281  H  HCH3  0   0.271  -0.9862  -2.3371   7.1155
 CL3  H282  H  HCH3  0   0.269   0.4429  -1.3002   7.1237
 CL3  H283  H  HCH3  0   0.268  -1.1424  -0.6077   7.4420
 CL3  H4    H  HCR6  0   0.309   3.8750  -1.0448  -3.0691

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
 CL3  O32  C27   double    1.222  0.020  1.222
 CL3  N1   N2    aromatic  1.330  0.020  1.330
 CL3  N1   C6    aromatic  1.300  0.020  1.300
 CL3  N2   C3    aromatic  1.372  0.020  1.372
 CL3  N2   C7    aromatic  1.363  0.020  1.363
 CL3  C3   C4    aromatic  1.411  0.020  1.411
 CL3  C3   N9    aromatic  1.313  0.020  1.313
 CL3  C4   C5    aromatic  1.354  0.020  1.354
 CL3  C4   H4    single    0.930  0.020  1.080
 CL3  C5   C6    aromatic  1.435  0.020  1.435
 CL3  C5   H5    single    0.930  0.020  1.080
 CL3  C6   C10   single    1.475  0.020  1.475
 CL3  C7   N8    aromatic  1.314  0.020  1.314
 CL3  C7   C11   single    1.459  0.020  1.459
 CL3  N8   N9    aromatic  1.337  0.020  1.337
 CL3  C10  C17   aromatic  1.394  0.020  1.394
 CL3  C10  C21   aromatic  1.396  0.020  1.396
 CL3  C11  C12   aromatic  1.397  0.020  1.397
 CL3  C11  C16   aromatic  1.396  0.020  1.396
 CL3  C12  C13   aromatic  1.383  0.020  1.383
 CL3  C12  H12   single    0.930  0.020  1.080
 CL3  C13  C14   aromatic  1.389  0.020  1.389
 CL3  C13  N22   single    1.422  0.020  1.422
 CL3  C14  C15   aromatic  1.386  0.020  1.386
 CL3  C14  H14   single    0.930  0.020  1.080
 CL3  C15  C16   aromatic  1.388  0.020  1.388
 CL3  C15  H15   single    0.930  0.020  1.080
 CL3  C16  H16   single    0.930  0.020  1.080
 CL3  C17  C18   aromatic  1.387  0.020  1.387
 CL3  C17  H17   single    0.930  0.020  1.080
 CL3  C18  C19   aromatic  1.388  0.020  1.388
 CL3  C18  H18   single    0.930  0.020  1.080
 CL3  C19  C20   aromatic  1.390  0.020  1.390
 CL3  C19  H19   single    0.930  0.020  1.080
 CL3  C20  C21   aromatic  1.385  0.020  1.385
 CL3  C20  H20   single    0.930  0.020  1.080
 CL3  C21  H21   single    0.930  0.020  1.080
 CL3  N22  C23   single    1.451  0.020  1.451
 CL3  N22  C27   single    1.357  0.020  1.357
 CL3  C23  H231  single    0.970  0.020  1.090
 CL3  C23  H232  single    0.970  0.020  1.090
 CL3  C23  H233  single    0.970  0.020  1.090
 CL3  C27  C28   single    1.508  0.020  1.508
 CL3  C28  H281  single    0.970  0.020  1.090
 CL3  C28  H282  single    0.970  0.020  1.090
 CL3  C28  H283  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
 CL3  C6    N1   N2    116.29  3.000
 CL3  C7    N2   C3    105.53  3.000
 CL3  C7    N2   N1    128.33  3.000
 CL3  C3    N2   N1    126.15  3.000
 CL3  N9    C3   C4    132.92  3.000
 CL3  N9    C3   N2    109.45  3.000
 CL3  C4    C3   N2    117.63  3.000
 CL3  H4    C4   C5    122.68  3.000
 CL3  H4    C4   C3    120.11  3.000
 CL3  C5    C4   C3    117.21  3.000
 CL3  H5    C5   C6    119.77  3.000
 CL3  H5    C5   C4    120.25  3.000
 CL3  C6    C5   C4    119.96  3.000
 CL3  C10   C6   C5    121.04  3.000
 CL3  C10   C6   N1    116.20  3.000
 CL3  C5    C6   N1    122.76  3.000
 CL3  C11   C7   N8    124.38  3.000
 CL3  C11   C7   N2    127.91  3.000
 CL3  N8    C7   N2    107.71  3.000
 CL3  N9    N8   C7    110.23  3.000
 CL3  N8    N9   C3    107.09  3.000
 CL3  C21   C10  C17   119.09  3.000
 CL3  C21   C10  C6    120.24  3.000
 CL3  C17   C10  C6    120.66  3.000
 CL3  C16   C11  C12   118.96  3.000
 CL3  C16   C11  C7    123.59  3.000
 CL3  C12   C11  C7    117.44  3.000
 CL3  H12   C12  C13   119.27  3.000
 CL3  H12   C12  C11   120.12  3.000
 CL3  C13   C12  C11   120.61  3.000
 CL3  N22   C13  C14   120.15  3.000
 CL3  N22   C13  C12   119.57  3.000
 CL3  C14   C13  C12   120.26  3.000
 CL3  H14   C14  C15   120.62  3.000
 CL3  H14   C14  C13   119.99  3.000
 CL3  C15   C14  C13   119.39  3.000
 CL3  H15   C15  C16   119.34  3.000
 CL3  H15   C15  C14   119.88  3.000
 CL3  C16   C15  C14   120.78  3.000
 CL3  H16   C16  C15   119.23  3.000
 CL3  H16   C16  C11   120.78  3.000
 CL3  C15   C16  C11   120.00  3.000
 CL3  H17   C17  C18   118.93  3.000
 CL3  H17   C17  C10   120.64  3.000
 CL3  C18   C17  C10   120.42  3.000
 CL3  H18   C18  C19   120.28  3.000
 CL3  H18   C18  C17   119.55  3.000
 CL3  C19   C18  C17   120.17  3.000
 CL3  H19   C19  C20   120.11  3.000
 CL3  H19   C19  C18   120.17  3.000
 CL3  C20   C19  C18   119.72  3.000
 CL3  H20   C20  C21   119.62  3.000
 CL3  H20   C20  C19   120.12  3.000
 CL3  C21   C20  C19   120.25  3.000
 CL3  H21   C21  C20   119.70  3.000
 CL3  H21   C21  C10   119.95  3.000
 CL3  C20   C21  C10   120.34  3.000
 CL3  C27   N22  C23   126.01  3.000
 CL3  C27   N22  C13   118.12  3.000
 CL3  C23   N22  C13   115.84  3.000
 CL3  H233  C23  H232  108.42  3.000
 CL3  H233  C23  H231  108.24  3.000
 CL3  H232  C23  H231  107.87  3.000
 CL3  H233  C23  N22   111.08  3.000
 CL3  H232  C23  N22   109.97  3.000
 CL3  H231  C23  N22   111.16  3.000
 CL3  C28   C27  N22   117.42  3.000
 CL3  C28   C27  O32   121.74  3.000
 CL3  N22   C27  O32   120.85  3.000
 CL3  H283  C28  H282  107.49  3.000
 CL3  H283  C28  H281  108.51  3.000
 CL3  H282  C28  H281  108.34  3.000
 CL3  H283  C28  C27   111.92  3.000
 CL3  H282  C28  C27   111.50  3.000
 CL3  H281  C28  C27   108.97  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
 CL3  CONST_01  C4    C3   N2   N1      0.00   0.0  0
 CL3  CONST_02  N9    C3   N2   N1    180.00   0.0  0
 CL3  CONST_03  N8    C7   N2   N1    180.00   0.0  0
 CL3  CONST_04  C11   C7   N2   N1      0.00   0.0  0
 CL3  CONST_05  C4    C5   C6   N1      0.00   0.0  0
 CL3  CONST_08  C5    C6   N1   N2      0.00   0.0  0
 CL3  CONST_09  C10   C6   N1   N2    180.00   0.0  0
 CL3  CONST_10  C5    C4   C3   N2      0.00   0.0  0
 CL3  CONST_11  N8    N9   C3   N2      0.00   0.0  0
 CL3  CONST_12  N9    N8   C7   N2      0.00   0.0  0
 CL3  CONST_13  C12   C11  C7   N2    180.00   0.0  0
 CL3  CONST_14  C16   C11  C7   N2      0.00   0.0  0
 CL3  CONST_15  C6    N1   N2   C3      0.00   0.0  0
 CL3  CONST_16  N8    C7   N2   C3      0.00   0.0  0
 CL3  CONST_17  C11   C7   N2   C3    180.00   0.0  0
 CL3  CONST_18  C6    C5   C4   C3      0.00   0.0  0
 CL3  CONST_19  C7    N8   N9   C3      0.00   0.0  0
 CL3  CONST_20  C7    N2   C3   C4    180.00   0.0  0
 CL3  CONST_21  N8    N9   C3   C4    180.00   0.0  0
 CL3  CONST_22  C10   C6   C5   C4    180.00   0.0  0
 CL3  CONST_23  N9    C3   C4   C5    180.00   0.0  0
 CL3  CONST_26  C7    N2   N1   C6    180.00   0.0  0
 CL3  CONST_27  C18   C17  C10  C6    180.00   0.0  0
 CL3  CONST_28  C20   C21  C10  C6    180.00   0.0  0
 CL3  CONST_29  N9    C3   N2   C7      0.00   0.0  0
 CL3  CONST_30  C13   C12  C11  C7    180.00   0.0  0
 CL3  CONST_31  C15   C16  C11  C7    180.00   0.0  0
 CL3  CONST_32  C12   C11  C7   N8      0.00   0.0  0
 CL3  CONST_33  C16   C11  C7   N8    180.00   0.0  0
 CL3  CONST_34  C11   C7   N8   N9    180.00   0.0  0
 CL3  CONST_35  C19   C18  C17  C10     0.00   0.0  0
 CL3  CONST_36  C19   C20  C21  C10     0.00   0.0  0
 CL3  CONST_37  C14   C13  C12  C11     0.00   0.0  0
 CL3  CONST_38  C14   C15  C16  C11     0.00   0.0  0
 CL3  CONST_39  C15   C16  C11  C12     0.00   0.0  0
 CL3  CONST_40  C15   C14  C13  C12     0.00   0.0  0
 CL3  CONST_41  C16   C11  C12  C13     0.00   0.0  0
 CL3  CONST_42  C16   C15  C14  C13     0.00   0.0  0
 CL3  CONST_43  C20   C21  C10  C17     0.00   0.0  0
 CL3  CONST_44  C20   C19  C18  C17     0.00   0.0  0
 CL3  CONST_45  C21   C10  C17  C18     0.00   0.0  0
 CL3  CONST_46  C21   C20  C19  C18     0.00   0.0  0
 CL3  CONST_47  N22   C13  C12  C11   180.00   0.0  0
 CL3  CONST_48  N22   C13  C14  C15   180.00   0.0  0
 CL3  CONST_49  H5    C5   C6   N1    180.00   0.0  0
 CL3  CONST_50  H4    C4   C3   N2    180.00   0.0  0
 CL3  CONST_51  H17   C17  C10  C6      0.00   0.0  0
 CL3  CONST_52  H21   C21  C10  C6      0.00   0.0  0
 CL3  CONST_53  H12   C12  C11  C7      0.00   0.0  0
 CL3  CONST_54  H16   C16  C11  C7      0.00   0.0  0
 CL3  CONST_55  H18   C18  C17  C10   180.00   0.0  0
 CL3  CONST_56  H20   C20  C21  C10   180.00   0.0  0
 CL3  CONST_57  H15   C15  C16  C11   180.00   0.0  0
 CL3  CONST_58  H14   C14  C13  C12   180.00   0.0  0
 CL3  CONST_59  H19   C19  C18  C17   180.00   0.0  0
 CL3  CONST_64  C13   N22  C27  O32     0.00   0.0  0
 CL3  CONST_65  C28   C27  N22  C13   180.00   0.0  0
 CL3  CONST_66  C23   N22  C27  O32   180.00   0.0  0
 CL3  CONST_67  C28   C27  N22  C23     0.00   0.0  0
 CL3  Var_01    H231  C23  N22  C13  -173.06  30.0  3
 CL3  Var_02    H281  C28  C27  O32    -2.20  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
 CL3  plan-1  C6   0.020
 CL3  plan-1  C10  0.020
 CL3  plan-1  C17  0.020
 CL3  plan-1  C18  0.020
 CL3  plan-1  C19  0.020
 CL3  plan-1  C20  0.020
 CL3  plan-1  C21  0.020
 CL3  plan-1  H17  0.020
 CL3  plan-1  H18  0.020
 CL3  plan-1  H19  0.020
 CL3  plan-1  H20  0.020
 CL3  plan-1  H21  0.020
 CL3  plan-2  C7   0.020
 CL3  plan-2  C11  0.020
 CL3  plan-2  C12  0.020
 CL3  plan-2  C13  0.020
 CL3  plan-2  C14  0.020
 CL3  plan-2  C15  0.020
 CL3  plan-2  C16  0.020
 CL3  plan-2  N22  0.020
 CL3  plan-2  H12  0.020
 CL3  plan-2  H14  0.020
 CL3  plan-2  H15  0.020
 CL3  plan-2  H16  0.020
 CL3  plan-3  N1   0.020
 CL3  plan-3  N2   0.020
 CL3  plan-3  C3   0.020
 CL3  plan-3  C4   0.020
 CL3  plan-3  C5   0.020
 CL3  plan-3  C6   0.020
 CL3  plan-3  C7   0.020
 CL3  plan-3  N8   0.020
 CL3  plan-3  N9   0.020
 CL3  plan-3  C10  0.020
 CL3  plan-3  C11  0.020
 CL3  plan-3  H5   0.020
 CL3  plan-3  H4   0.020
 CL3  plan-4  O32  0.020
 CL3  plan-4  C13  0.020
 CL3  plan-4  N22  0.020
 CL3  plan-4  C23  0.020
 CL3  plan-4  C27  0.020
 CL3  plan-4  C28  0.020

