# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Aug  3 17:21:12 2022
#   Inital geometry file: a 104 line input string
#   Ligand name: 4-chloro-5-{4-[2-(dimethylamino)ethyl]anilino}-2-methylpyridazin-3(2H)-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN(C)CCc1ccc(NC2=C(Cl)C(=O)N(C)N=C2)cc1
#
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
 YOV  YOV  "4-chloro-5-{4-[2-(dimethylamino)ethyl]anilino}-2-methylpyridazin-3(2H)-one"
  ligand  40  21  .  2022-08-11  2022-08-11
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_YOV
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
 YOV  C01   C   CH3   0  -0.525  3.9057  -3.6639  -3.6998
 YOV  C03   C   CH3   0  -0.515  2.4349  -1.8304  -4.0822
 YOV  C04   C   CH2   0  -0.263  4.7835  -1.4979  -4.2805
 YOV  C05   C   CH2   0  -0.552  6.1765  -1.6963  -3.6865
 YOV  C06   C   CR6   0   0.157  6.2625  -1.3798  -2.2193
 YOV  C07   C   CR16  0  -0.319  6.5985  -2.3565  -1.2881
 YOV  C08   C   CR16  0  -0.283  6.7185  -2.0631   0.0630
 YOV  C09   C   CR6   0   0.297  6.4652  -0.7735   0.5187
 YOV  C11   C   CR6   0   0.459  6.2448  -1.1485   2.9489
 YOV  C12   C   CR16  0  -0.151  5.3092  -2.2314   2.8445
 YOV  C16   C   CR6   0   0.599  6.2753  -1.6485   5.3591
 YOV  C18   C   CR6   0  -0.306  6.6876  -0.8802   4.2208
 YOV  C20   C   CR16  0  -0.298  6.1211   0.2147  -0.4013
 YOV  C21   C   CR16  0  -0.299  6.0348  -0.0871  -1.7496
 YOV  N02   N   NT    0  -0.398  3.7378  -2.2313  -3.5967
 YOV  N10   N   NH1   0  -0.778  6.6121  -0.4203   1.8715
 YOV  N13   N   N     0  -0.185  4.9218  -2.9325   3.8524
 YOV  N14   N   NR6   0  -0.340  5.3881  -2.6683   5.0575
 YOV  O17   O   O     0  -0.483  6.6517  -1.4661   6.5087
 YOV  CL19  CL  CL    0  -0.085  7.7929   0.4025   4.5236
 YOV  H1    H   HCH3  0   0.232  3.0882  -4.1690  -3.1836
 YOV  H2    H   HCH3  0   0.190  3.9177  -4.0233  -4.7414
 YOV  H3    H   HCH3  0   0.236  4.8335  -3.9859  -3.2265
 YOV  H4    H   HCH3  0   0.230  1.6512  -2.3387  -3.5181
 YOV  H5    H   HCH3  0   0.230  2.2990  -0.7561  -3.9481
 YOV  H6    H   HCH3  0   0.189  2.2778  -2.0570  -5.1490
 YOV  H7    H   HCH2  0   0.200  4.8268  -1.7522  -5.3544
 YOV  H8    H   HCH2  0   0.230  4.5315  -0.4347  -4.2299
 YOV  H9    H   HCH2  0   0.249  6.5298  -2.7144  -3.8635
 YOV  H10   H   HCH2  0   0.257  6.8573  -1.0456  -4.2425
 YOV  H11   H   HCR6  0   0.252  6.8001  -3.3672  -1.6235
 YOV  H12   H   HCR6  0   0.278  7.0315  -2.8385   0.7511
 YOV  H13   H   HCR6  0   0.303  4.8672  -2.4942   1.8939
 YOV  H14   H   HCH3  0   0.264  4.2020  -4.2193   5.7145
 YOV  H15   H   HCH3  0   0.257  5.7398  -4.0708   6.5840
 YOV  H16   H   HCH3  0   0.257  4.4274  -2.9282   6.9090
 YOV  H17   H   HCR6  0   0.265  5.9289   1.2238  -0.0573
 YOV  H18   H   HCR6  0   0.252  5.7798   0.7019  -2.4476
 YOV  H20   H   HNH1  0   0.406  7.0823   0.4544   2.0545
 YOV  C15   C   CH3   0  -0.510  4.9148  -3.5193   6.1363

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
 YOV  C04  N02   single    1.449  0.020  1.449
 YOV  C04  C05   single    1.527  0.020  1.527
 YOV  C03  N02   single    1.447  0.020  1.447
 YOV  C01  N02   single    1.446  0.020  1.446
 YOV  C05  C06   single    1.503  0.020  1.503
 YOV  C06  C21   aromatic  1.394  0.020  1.394
 YOV  C06  C07   aromatic  1.391  0.020  1.391
 YOV  C21  C20   aromatic  1.384  0.020  1.384
 YOV  C07  C08   aromatic  1.388  0.020  1.388
 YOV  C20  C09   aromatic  1.393  0.020  1.393
 YOV  C08  C09   aromatic  1.391  0.020  1.391
 YOV  C09  N10   single    1.406  0.020  1.406
 YOV  N10  C11   single    1.351  0.020  1.351
 YOV  C12  C11   single    1.435  0.020  1.435
 YOV  C12  N13   double    1.287  0.020  1.287
 YOV  C11  C18   double    1.373  0.020  1.373
 YOV  N13  N14   single    1.319  0.020  1.319
 YOV  C18  CL19  single    1.720  0.020  1.720
 YOV  C18  C16   single    1.434  0.020  1.434
 YOV  N14  C16   single    1.385  0.020  1.385
 YOV  N14  C15   single    1.453  0.020  1.453
 YOV  C16  O17   double    1.223  0.020  1.223
 YOV  C01  H1    single    0.970  0.020  1.090
 YOV  C01  H2    single    0.970  0.020  1.090
 YOV  C01  H3    single    0.970  0.020  1.090
 YOV  C03  H4    single    0.970  0.020  1.090
 YOV  C03  H5    single    0.970  0.020  1.090
 YOV  C03  H6    single    0.970  0.020  1.090
 YOV  C04  H7    single    0.970  0.020  1.090
 YOV  C04  H8    single    0.970  0.020  1.090
 YOV  C05  H9    single    0.970  0.020  1.090
 YOV  C05  H10   single    0.970  0.020  1.090
 YOV  C07  H11   single    0.930  0.020  1.080
 YOV  C08  H12   single    0.930  0.020  1.080
 YOV  C12  H13   single    0.930  0.020  1.080
 YOV  C15  H14   single    0.970  0.020  1.090
 YOV  C15  H15   single    0.970  0.020  1.090
 YOV  C15  H16   single    0.970  0.020  1.090
 YOV  C20  H17   single    0.930  0.020  1.080
 YOV  C21  H18   single    0.930  0.020  1.080
 YOV  N10  H20   single    0.860  0.020  1.020

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
 YOV  H3    C01  H2   107.74  3.000
 YOV  H3    C01  H1   107.20  3.000
 YOV  H2    C01  H1   107.73  3.000
 YOV  H3    C01  N02  111.13  3.000
 YOV  H2    C01  N02  113.06  3.000
 YOV  H1    C01  N02  109.76  3.000
 YOV  H6    C03  H5   107.68  3.000
 YOV  H6    C03  H4   107.60  3.000
 YOV  H5    C03  H4   107.79  3.000
 YOV  H6    C03  N02  113.35  3.000
 YOV  H5    C03  N02  110.10  3.000
 YOV  H4    C03  N02  110.13  3.000
 YOV  H8    C04  H7   106.13  3.000
 YOV  H8    C04  N02  107.69  3.000
 YOV  H7    C04  N02  111.75  3.000
 YOV  H8    C04  C05  108.57  3.000
 YOV  H7    C04  C05  108.21  3.000
 YOV  N02   C04  C05  114.14  3.000
 YOV  H10   C05  H9   105.72  3.000
 YOV  H10   C05  C06  109.59  3.000
 YOV  H9    C05  C06  109.63  3.000
 YOV  H10   C05  C04  107.02  3.000
 YOV  H9    C05  C04  110.68  3.000
 YOV  C06   C05  C04  113.85  3.000
 YOV  C21   C06  C07  117.72  3.000
 YOV  C07   C06  C05  121.29  3.000
 YOV  C21   C06  C05  120.98  3.000
 YOV  H11   C07  C08  118.84  3.000
 YOV  H11   C07  C06  119.52  3.000
 YOV  C08   C07  C06  121.62  3.000
 YOV  H12   C08  C09  120.55  3.000
 YOV  H12   C08  C07  119.49  3.000
 YOV  C09   C08  C07  119.95  3.000
 YOV  N10   C09  C20  118.88  3.000
 YOV  N10   C09  C08  121.95  3.000
 YOV  C20   C09  C08  119.09  3.000
 YOV  N10   C11  C18  123.06  3.000
 YOV  C18   C11  C12  115.16  3.000
 YOV  N10   C11  C12  121.73  3.000
 YOV  H13   C12  N13  115.66  3.000
 YOV  H13   C12  C11  120.94  3.000
 YOV  N13   C12  C11  123.38  3.000
 YOV  O17   C16  N14  120.76  3.000
 YOV  O17   C16  C18  125.28  3.000
 YOV  N14   C16  C18  113.95  3.000
 YOV  CL19  C18  C16  116.40  3.000
 YOV  C16   C18  C11  122.54  3.000
 YOV  CL19  C18  C11  121.06  3.000
 YOV  H17   C20  C21  120.08  3.000
 YOV  H17   C20  C09  119.66  3.000
 YOV  C21   C20  C09  120.26  3.000
 YOV  H18   C21  C20  118.90  3.000
 YOV  H18   C21  C06  119.76  3.000
 YOV  C20   C21  C06  121.34  3.000
 YOV  C04   N02  C03  110.57  3.000
 YOV  C03   N02  C01  110.80  3.000
 YOV  C04   N02  C01  112.59  3.000
 YOV  H20   N10  C11  116.67  3.000
 YOV  H20   N10  C09  116.15  3.000
 YOV  C11   N10  C09  127.12  3.000
 YOV  N14   N13  C12  119.99  3.000
 YOV  N13   N14  C16  124.96  3.000
 YOV  C16   N14  C15  118.56  3.000
 YOV  N13   N14  C15  116.48  3.000
 YOV  H16   C15  H15  108.83  3.000
 YOV  H16   C15  H14  109.41  3.000
 YOV  H15   C15  H14  109.33  3.000
 YOV  H16   C15  N14  110.79  3.000
 YOV  H15   C15  N14  110.80  3.000
 YOV  H14   C15  N14  107.65  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
 YOV  CONST_01  C09   C20  C21  C06     0.00   0.0  0
 YOV  CONST_02  C09   C08  C07  C06     0.00   0.0  0
 YOV  CONST_03  C20   C21  C06  C07     0.00   0.0  0
 YOV  CONST_04  C20   C09  C08  C07     0.00   0.0  0
 YOV  CONST_05  C21   C06  C07  C08     0.00   0.0  0
 YOV  CONST_06  C21   C20  C09  C08     0.00   0.0  0
 YOV  CONST_07  N13   N14  C16  C18     0.00   0.0  0
 YOV  CONST_08  C20   C21  C06  C05   180.00   0.0  0
 YOV  CONST_09  C08   C07  C06  C05   180.00   0.0  0
 YOV  CONST_10  N10   C09  C08  C07   180.00   0.0  0
 YOV  CONST_11  N10   C09  C20  C21   180.00   0.0  0
 YOV  CONST_16  C18   C16  N14  C15   180.00   0.0  0
 YOV  CONST_17  O17   C16  N14  N13   180.00   0.0  0
 YOV  CONST_18  H17   C20  C21  C06   180.00   0.0  0
 YOV  CONST_19  H12   C08  C07  C06   180.00   0.0  0
 YOV  CONST_20  H18   C21  C06  C07   180.00   0.0  0
 YOV  CONST_21  H17   C20  C09  C08   180.00   0.0  0
 YOV  CONST_22  H18   C21  C20  C09   180.00   0.0  0
 YOV  CONST_23  H11   C07  C08  C09   180.00   0.0  0
 YOV  CONST_24  H12   C08  C09  C20   180.00   0.0  0
 YOV  CONST_25  H11   C07  C06  C21   180.00   0.0  0
 YOV  CONST_26  O17   C16  N14  C15     0.00   0.0  0
 YOV  Var_01    N14   N13  C12  C11     0.06  30.0  1
 YOV  Var_02    N14   C16  C18  C11    -0.55  30.0  1
 YOV  Var_03    C16   C18  C11  C12     1.66  30.0  1
 YOV  Var_04    C16   N14  N13  C12     1.28  30.0  1
 YOV  Var_05    N13   C12  C11  C18    -1.46  30.0  1
 YOV  Var_06    O17   C16  C18  C11   178.92  30.0  1
 YOV  Var_07    CL19  C18  C11  C12  -179.03  30.0  1
 YOV  Var_08    C15   N14  N13  C12  -179.13  30.0  1
 YOV  Var_09    N10   C11  C18  C16   179.07  30.0  1
 YOV  Var_10    N13   C12  C11  N10  -178.91  30.0  1
 YOV  Var_11    CL19  C18  C16  N14  -179.89  30.0  1
 YOV  Var_12    H13   C12  C11  C18   177.27  30.0  1
 YOV  Var_13    H13   C12  N13  N14  -178.73  30.0  1
 YOV  Var_14    C21   C06  C05  C04   -63.77  30.0  2
 YOV  Var_15    C07   C06  C05  C04   117.60  30.0  2
 YOV  Var_16    CL19  C18  C11  N10    -1.61  30.0  1
 YOV  Var_17    CL19  C18  C16  O17    -0.42  30.0  1
 YOV  Var_18    H9    C05  C06  C07    -6.99  30.0  2
 YOV  Var_19    H10   C05  C06  C07  -122.60  30.0  2
 YOV  Var_20    H20   N10  C11  C12   165.09  30.0  3
 YOV  Var_21    H14   C15  N14  C16   177.41  30.0  3
 YOV  Var_22    H15   C15  N14  C16   -63.08  30.0  3
 YOV  Var_23    H16   C15  N14  C16    57.82  30.0  3
 YOV  Var_24    H20   N10  C11  C18   -12.16  30.0  3
 YOV  Var_25    H9    C05  C06  C21   171.64  30.0  2
 YOV  Var_26    H10   C05  C06  C21    56.03  30.0  2
 YOV  Var_27    H13   C12  C11  N10    -0.19  30.0  1
 YOV  Var_28    H14   C15  N14  N13    -2.21  30.0  3
 YOV  Var_29    H15   C15  N14  N13   117.30  30.0  3
 YOV  Var_30    H16   C15  N14  N13  -121.81  30.0  3
 YOV  Var_31    N02   C04  C05  C06   -55.05  30.0  1
 YOV  Var_32    H7    C04  C05  C06   179.85  30.0  1
 YOV  Var_33    H8    C04  C05  C06    65.07  30.0  1
 YOV  Var_34    C05   C04  N02  C01   -64.41  30.0  2
 YOV  Var_35    C05   C04  N02  C03   171.07  30.0  2
 YOV  Var_36    H7    C04  N02  C01    58.79  30.0  2
 YOV  Var_37    H8    C04  N02  C01   174.98  30.0  2
 YOV  Var_38    H4    C03  N02  C01    58.13  30.0  3
 YOV  Var_39    H5    C03  N02  C01   176.86  30.0  3
 YOV  Var_40    H6    C03  N02  C01   -62.46  30.0  3
 YOV  Var_41    H7    C04  N02  C03   -65.73  30.0  2
 YOV  Var_42    H8    C04  N02  C03    50.45  30.0  2
 YOV  Var_43    H1    C01  N02  C03   -54.75  30.0  3
 YOV  Var_44    H2    C01  N02  C03    65.55  30.0  3
 YOV  Var_45    H3    C01  N02  C03  -173.15  30.0  3
 YOV  Var_46    H4    C03  N02  C04  -176.32  30.0  3
 YOV  Var_47    H5    C03  N02  C04   -57.60  30.0  3
 YOV  Var_48    H6    C03  N02  C04    63.08  30.0  3
 YOV  Var_49    H1    C01  N02  C04  -179.15  30.0  3
 YOV  Var_50    H2    C01  N02  C04   -58.86  30.0  3
 YOV  Var_51    H3    C01  N02  C04    62.45  30.0  3
 YOV  Var_52    H9    C05  C04  N02    68.97  30.0  3
 YOV  Var_53    H10   C05  C04  N02  -176.30  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
 YOV  plan-1  C05  0.020
 YOV  plan-1  C06  0.020
 YOV  plan-1  C07  0.020
 YOV  plan-1  C08  0.020
 YOV  plan-1  C09  0.020
 YOV  plan-1  C20  0.020
 YOV  plan-1  C21  0.020
 YOV  plan-1  N10  0.020
 YOV  plan-1  H11  0.020
 YOV  plan-1  H12  0.020
 YOV  plan-1  H17  0.020
 YOV  plan-1  H18  0.020
 YOV  plan-2  C09  0.020
 YOV  plan-2  C11  0.020
 YOV  plan-2  N10  0.020
 YOV  plan-2  H20  0.020
 YOV  plan-3  C16  0.020
 YOV  plan-3  C18  0.020
 YOV  plan-3  N13  0.020
 YOV  plan-3  N14  0.020
 YOV  plan-3  O17  0.020
 YOV  plan-3  C15  0.020

