# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Jul 23 13:36:11 2021
#   Inital geometry file: a 101 line input string
#   Ligand name: 5-chloranyl-4-(4-cyclohexyl-3-oxidanylidene-piperazin-1-yl)-1~{H}-pyridazin-6-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: ClC1=C(C=NNC1=O)N2CCN(C3CCCCC3)C(=O)C2
#
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
 SKQ  SKQ  5-chloranyl-4-(4-cyclohexyl-3-oxidanylidene-piperazin-1-yl)-1~{H}-pyridazin-6-one  ligand  40  21  .  2022-03-23  2022-03-23
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_SKQ
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
 SKQ  C13  C   CH2   0  -0.356  129.2230  166.8055  146.1421
 SKQ  C17  C   CH2   0  -0.453  132.1970  166.8445  143.1325
 SKQ  C20  C   CH2   0  -0.447  133.1433  164.2794  142.7461
 SKQ  C21  C   CH2   0  -0.436  131.7128  164.3763  143.2982
 SKQ  C02  C   C     0   0.538  128.8049  166.4229  143.4245
 SKQ  C03  C   CH2   0  -0.425  127.6397  166.7256  144.3567
 SKQ  C05  C   CR6   0   0.468  126.8512  166.2607  146.6104
 SKQ  C06  C   CR6   0  -0.266  126.9086  165.5733  147.7985
 SKQ  C08  C   CR6   0   0.554  125.7753  165.4856  148.6847
 SKQ  C11  C   CR16  0  -0.158  125.5708  166.8390  146.2913
 SKQ  C14  C   CH2   0  -0.272  130.2229  165.9746  145.3813
 SKQ  C16  C   CH1   0  -0.094  131.1143  165.7708  143.0581
 SKQ  C18  C   CH2   0  -0.432  133.1756  166.6729  141.9598
 SKQ  C19  C   CH2   0  -0.453  133.3394  165.2009  141.5488
 SKQ  N04  N   NT    0  -0.524  127.8902  166.3976  145.7394
 SKQ  N09  N   NR16  0  -0.489  124.6582  166.1256  148.2021
 SKQ  N10  N   N     0  -0.179  124.5384  166.7624  147.0561
 SKQ  N15  N   NT    0  -0.474  129.9859  166.0506  143.9464
 SKQ  O01  O   O     0  -0.509  128.5984  166.5532  142.2241
 SKQ  O12  O   O     0  -0.481  125.7531  164.8950  149.7547
 SKQ  CL1  CL  CL    0  -0.066  128.2786  164.6607  148.2864
 SKQ  H1   H   HCH2  0   0.281  129.3756  166.6855  147.2092
 SKQ  H2   H   HCH2  0   0.267  129.3560  167.8710  145.9177
 SKQ  H4   H   HCH2  0   0.243  131.7437  167.8378  143.1046
 SKQ  H5   H   HCH2  0   0.235  133.3642  163.2447  142.4781
 SKQ  H6   H   HCH2  0   0.222  133.8615  164.5499  143.5256
 SKQ  H7   H   HCH2  0   0.239  131.7302  164.1380  144.3637
 SKQ  H8   H   HCH2  0   0.234  131.0703  163.6307  142.8239
 SKQ  H9   H   HCH2  0   0.279  127.4019  167.7883  144.2131
 SKQ  H10  H   HCH2  0   0.301  126.7988  166.1464  143.9773
 SKQ  H11  H   HCR6  0   0.307  125.4268  167.3868  145.3710
 SKQ  H12  H   HCH2  0   0.252  130.1700  164.9393  145.7262
 SKQ  H13  H   HCH2  0   0.260  131.2275  166.3419  145.5922
 SKQ  H14  H   HCH1  0   0.264  130.7064  165.7963  142.0487
 SKQ  H15  H   HCH2  0   0.227  134.1444  167.0902  142.2420
 SKQ  H16  H   HCH2  0   0.228  132.8281  167.2533  141.1021
 SKQ  H17  H   HCH2  0   0.221  132.6117  164.9422  140.7739
 SKQ  H18  H   HCH2  0   0.234  134.3236  165.0448  141.1032
 SKQ  H19  H   HNR6  0   0.432  123.8185  166.0949  148.7654
 SKQ  H3   H   HCH2  0   0.225  132.7369  166.7763  144.0820

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
 SKQ  O01  C02  double  1.225  0.020  1.225
 SKQ  C19  C18  single  1.537  0.020  1.537
 SKQ  C19  C20  single  1.524  0.020  1.524
 SKQ  C18  C17  single  1.537  0.020  1.537
 SKQ  C16  C21  single  1.536  0.020  1.536
 SKQ  C16  C17  single  1.527  0.020  1.527
 SKQ  C16  N15  single  1.463  0.020  1.463
 SKQ  C21  C20  single  1.536  0.020  1.536
 SKQ  C02  N15  single  1.344  0.020  1.344
 SKQ  C02  C03  single  1.523  0.020  1.523
 SKQ  N15  C14  single  1.456  0.020  1.456
 SKQ  C03  N04  single  1.443  0.020  1.443
 SKQ  C14  C13  single  1.506  0.020  1.506
 SKQ  N04  C13  single  1.451  0.020  1.451
 SKQ  N04  C05  single  1.363  0.020  1.363
 SKQ  C11  C05  single  1.441  0.020  1.441
 SKQ  C11  N10  double  1.287  0.020  1.287
 SKQ  C05  C06  double  1.374  0.020  1.374
 SKQ  N10  N09  single  1.317  0.020  1.317
 SKQ  C06  CL1  single  1.717  0.020  1.717
 SKQ  C06  C08  single  1.441  0.020  1.441
 SKQ  N09  C08  single  1.375  0.020  1.375
 SKQ  C08  O12  double  1.222  0.020  1.222
 SKQ  C13  H1   single  0.970  0.020  1.090
 SKQ  C13  H2   single  0.970  0.020  1.090
 SKQ  C17  H3   single  0.970  0.020  1.090
 SKQ  C17  H4   single  0.970  0.020  1.090
 SKQ  C20  H5   single  0.970  0.020  1.090
 SKQ  C20  H6   single  0.970  0.020  1.090
 SKQ  C21  H7   single  0.970  0.020  1.090
 SKQ  C21  H8   single  0.970  0.020  1.090
 SKQ  C03  H9   single  0.970  0.020  1.090
 SKQ  C03  H10  single  0.970  0.020  1.090
 SKQ  C11  H11  single  0.930  0.020  1.080
 SKQ  C14  H12  single  0.970  0.020  1.090
 SKQ  C14  H13  single  0.970  0.020  1.090
 SKQ  C16  H14  single  0.970  0.020  1.090
 SKQ  C18  H15  single  0.970  0.020  1.090
 SKQ  C18  H16  single  0.970  0.020  1.090
 SKQ  C19  H17  single  0.970  0.020  1.090
 SKQ  C19  H18  single  0.970  0.020  1.090
 SKQ  N09  H19  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
 SKQ  H2   C13  H1   106.96  3.000
 SKQ  H2   C13  N04  109.13  3.000
 SKQ  H1   C13  N04  111.79  3.000
 SKQ  H2   C13  C14  110.61  3.000
 SKQ  H1   C13  C14  110.03  3.000
 SKQ  N04  C13  C14  108.33  3.000
 SKQ  H4   C17  H3   106.47  3.000
 SKQ  H4   C17  C18  110.26  3.000
 SKQ  H3   C17  C18  109.93  3.000
 SKQ  H4   C17  C16  110.13  3.000
 SKQ  H3   C17  C16  110.39  3.000
 SKQ  C18  C17  C16  109.62  3.000
 SKQ  H6   C20  H5   106.05  3.000
 SKQ  H6   C20  C19  109.02  3.000
 SKQ  H5   C20  C19  110.75  3.000
 SKQ  H6   C20  C21  109.85  3.000
 SKQ  H5   C20  C21  109.67  3.000
 SKQ  C19  C20  C21  111.35  3.000
 SKQ  H8   C21  H7   106.50  3.000
 SKQ  H8   C21  C16  108.81  3.000
 SKQ  H7   C21  C16  110.90  3.000
 SKQ  H8   C21  C20  110.39  3.000
 SKQ  H7   C21  C20  108.79  3.000
 SKQ  C16  C21  C20  111.34  3.000
 SKQ  O01  C02  N15  123.93  3.000
 SKQ  N15  C02  C03  119.33  3.000
 SKQ  O01  C02  C03  116.73  3.000
 SKQ  H10  C03  H9   107.56  3.000
 SKQ  H10  C03  N04  110.29  3.000
 SKQ  H9   C03  N04  112.50  3.000
 SKQ  H10  C03  C02  105.78  3.000
 SKQ  H9   C03  C02  106.14  3.000
 SKQ  N04  C03  C02  114.12  3.000
 SKQ  N04  C05  C11  119.71  3.000
 SKQ  C11  C05  C06  115.44  3.000
 SKQ  N04  C05  C06  124.84  3.000
 SKQ  CL1  C06  C08  114.85  3.000
 SKQ  C08  C06  C05  121.96  3.000
 SKQ  CL1  C06  C05  123.03  3.000
 SKQ  O12  C08  N09  121.16  3.000
 SKQ  O12  C08  C06  125.59  3.000
 SKQ  N09  C08  C06  113.24  3.000
 SKQ  H11  C11  N10  115.42  3.000
 SKQ  H11  C11  C05  120.70  3.000
 SKQ  N10  C11  C05  123.87  3.000
 SKQ  H13  C14  H12  107.62  3.000
 SKQ  H13  C14  N15  108.84  3.000
 SKQ  H12  C14  N15  110.65  3.000
 SKQ  H13  C14  C13  109.15  3.000
 SKQ  H12  C14  C13  109.33  3.000
 SKQ  N15  C14  C13  111.16  3.000
 SKQ  H14  C16  N15  105.63  3.000
 SKQ  H14  C16  C21  108.18  3.000
 SKQ  N15  C16  C21  112.28  3.000
 SKQ  H14  C16  C17  107.12  3.000
 SKQ  N15  C16  C17  112.51  3.000
 SKQ  C21  C16  C17  110.76  3.000
 SKQ  H16  C18  H15  106.39  3.000
 SKQ  H16  C18  C19  109.44  3.000
 SKQ  H15  C18  C19  109.91  3.000
 SKQ  H16  C18  C17  109.71  3.000
 SKQ  H15  C18  C17  108.97  3.000
 SKQ  C19  C18  C17  112.26  3.000
 SKQ  H18  C19  H17  106.07  3.000
 SKQ  H18  C19  C18  110.01  3.000
 SKQ  H17  C19  C18  110.18  3.000
 SKQ  H18  C19  C20  110.51  3.000
 SKQ  H17  C19  C20  109.14  3.000
 SKQ  C18  C19  C20  110.82  3.000
 SKQ  C05  N04  C03  120.20  3.000
 SKQ  C05  N04  C13  123.45  3.000
 SKQ  C03  N04  C13  111.19  3.000
 SKQ  H19  N09  N10  115.08  3.000
 SKQ  H19  N09  C08  117.70  3.000
 SKQ  N10  N09  C08  127.20  3.000
 SKQ  N09  N10  C11  118.23  3.000
 SKQ  C16  N15  C14  117.56  3.000
 SKQ  C14  N15  C02  122.69  3.000
 SKQ  C16  N15  C02  119.67  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
 SKQ  CONST_01  C16  N15  C02  C03  180.00   0.0  0
 SKQ  CONST_02  C14  N15  C02  C03    0.00   0.0  0
 SKQ  CONST_03  N10  N09  C08  C06    0.00   0.0  0
 SKQ  CONST_04  O01  C02  N15  C14  180.00   0.0  0
 SKQ  CONST_05  O01  C02  N15  C16    0.00   0.0  0
 SKQ  CONST_06  O12  C08  N09  N10  180.00   0.0  0
 SKQ  CONST_07  H19  N09  C08  C06  180.00   0.0  0
 SKQ  Var_01    C16  N15  C14  C13  156.31  30.0  1
 SKQ  Var_02    C02  C03  N04  C13   42.75  30.0  1
 SKQ  Var_03    C11  C05  N04  C13  132.75  30.0  2
 SKQ  Var_04    C20  C19  C18  C17  -30.06  30.0  1
 SKQ  Var_05    C18  C19  C20  C21   63.74  30.0  1
 SKQ  Var_06    C14  C13  N04  C03  -66.20  30.0  1
 SKQ  Var_07    C19  C20  C21  C16  -29.63  30.0  1
 SKQ  Var_08    C19  C18  C17  C16  -32.13  30.0  1
 SKQ  Var_09    N15  C02  C03  N04   -8.04  30.0  1
 SKQ  Var_10    N15  C14  C13  N04   53.88  30.0  1

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
 SKQ  chir_01  C16  C21  C17  N15  positiv

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
 SKQ  plan-1  C05  0.020
 SKQ  plan-1  C06  0.020
 SKQ  plan-1  C08  0.020
 SKQ  plan-1  C11  0.020
 SKQ  plan-1  N04  0.020
 SKQ  plan-1  N09  0.020
 SKQ  plan-1  N10  0.020
 SKQ  plan-1  O12  0.020
 SKQ  plan-1  CL1  0.020
 SKQ  plan-1  H11  0.020
 SKQ  plan-1  H19  0.020
 SKQ  plan-2  C13  0.020
 SKQ  plan-2  C03  0.020
 SKQ  plan-2  C05  0.020
 SKQ  plan-2  N04  0.020
 SKQ  plan-3  C02  0.020
 SKQ  plan-3  C03  0.020
 SKQ  plan-3  C14  0.020
 SKQ  plan-3  C16  0.020
 SKQ  plan-3  N15  0.020
 SKQ  plan-3  O01  0.020

