# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Jul 22 04:12:01 2021
#   Inital geometry file: a 119 line input string
#   Ligand name: 6-{4-[(4-cyclopropylphenyl)acetyl]piperazin-1-yl}pyridazine-3-carbonitrile
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: O=C(Cc1ccc(cc1)C2CC2)N3CCN(CC3)c4ccc(nn4)C#N
#
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
 ODG  ODG  6-{4-[(4-cyclopropylphenyl)acetyl]piperazin-1-yl}pyridazine-3-carbonitrile  ligand  47  26  .  2022-07-22  2022-07-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_ODG
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
 ODG  C17  C  CR6   0   0.129  -35.4802   -6.7258  -17.5779
 ODG  C20  C  CR16  0  -0.202  -34.1011   -6.8462  -17.3670
 ODG  C21  C  CR16  0  -0.309  -33.6887   -7.4829  -16.2366
 ODG  C22  C  CH1   0  -0.368  -31.8479  -13.8240   -5.4550
 ODG  C24  C  CH2   0  -0.475  -32.5524  -15.1079   -5.1047
 ODG  C26  C  CR16  0  -0.342  -31.9723  -14.0322   -7.9670
 ODG  C01  C  CH2   0  -0.311  -35.2429  -10.5171  -12.8928
 ODG  C02  C  CH2   0  -0.315  -35.4296   -9.0595  -13.2810
 ODG  C04  C  CR6   0   0.207  -31.9457  -13.2435   -6.8162
 ODG  C05  C  CR16  0  -0.316  -32.0105  -11.8608   -6.9769
 ODG  C06  C  CR16  0  -0.289  -32.1002  -11.2869   -8.2372
 ODG  C07  C  CR6   0   0.156  -32.1281  -12.0753   -9.3808
 ODG  C08  C  CH2   0  -0.723  -32.2331  -11.4591  -10.7432
 ODG  C11  C  CH2   0  -0.310  -32.8799  -10.3431  -13.3406
 ODG  C12  C  CH2   0  -0.306  -33.0557   -8.8819  -13.7326
 ODG  C14  C  CR6   0   0.559  -34.6827   -7.9842  -15.3597
 ODG  C18  C  CSP   0   0.075  -36.0061   -6.0753  -18.7346
 ODG  C23  C  CH2   0  -0.477  -31.0648  -15.0835   -5.1995
 ODG  C25  C  CR16  0  -0.287  -32.0619  -13.4564   -9.2247
 ODG  N10  N  NT    0  -0.467  -33.8999  -10.7459  -12.3967
 ODG  N13  N  NT    0  -0.506  -34.3998   -8.6447  -14.2222
 ODG  N15  N  N     0  -0.343  -35.9893   -7.8087  -15.6436
 ODG  N16  N  N     0  -0.235  -36.3701   -7.2010  -16.7220
 ODG  N19  N  NS    0  -0.248  -36.4140   -5.5477  -19.6740
 ODG  O24  O  O     0  -0.486  -34.6018  -11.5797  -10.4251
 ODG  H1   H  HCR6  0   0.302  -33.3910   -6.4424  -18.0750
 ODG  H2   H  HCR6  0   0.302  -32.6334   -7.5849  -16.0386
 ODG  H3   H  HCH1  0   0.260  -31.8119  -13.0820   -4.6652
 ODG  H4   H  HCH2  0   0.259  -33.0063  -15.1795   -4.1245
 ODG  H5   H  HCH2  0   0.252  -33.1094  -15.6047   -5.8900
 ODG  H6   H  HCR6  0   0.245  -31.9195  -15.1120   -7.8896
 ODG  H7   H  HCH2  0   0.276  -35.9667  -10.7814  -12.1272
 ODG  H8   H  HCH2  0   0.252  -35.4229  -11.1572  -13.7626
 ODG  H9   H  HCH2  0   0.252  -35.3690   -8.4284  -12.3876
 ODG  H10  H  HCH2  0   0.290  -36.4110   -8.9230  -13.7218
 ODG  H11  H  HCR6  0   0.247  -31.9885  -11.2199   -6.1033
 ODG  H12  H  HCR6  0   0.245  -32.1439  -10.2076   -8.3267
 ODG  H13  H  HCH2  0   0.294  -31.7181  -12.0840  -11.4783
 ODG  H14  H  HCH2  0   0.292  -31.7198  -10.4936  -10.7556
 ODG  H15  H  HCH2  0   0.258  -32.9465  -10.9694  -14.2360
 ODG  H16  H  HCH2  0   0.288  -31.8830  -10.4711  -12.9312
 ODG  H17  H  HCH2  0   0.280  -32.3102   -8.6458  -14.4851
 ODG  H18  H  HCH2  0   0.259  -32.8630   -8.2399  -12.8664
 ODG  H19  H  HCH2  0   0.252  -30.5966  -15.5629   -6.0507
 ODG  H20  H  HCH2  0   0.260  -30.4875  -15.1386   -4.2855
 ODG  H21  H  HCR6  0   0.246  -32.0746  -14.0959  -10.0997
 ODG  C09  C  C     0   0.575  -33.6840  -11.2678  -11.1678

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
 ODG  N19  C18  triple    1.152  0.020  1.152
 ODG  C18  C17  single    1.427  0.020  1.427
 ODG  C17  C20  aromatic  1.400  0.020  1.400
 ODG  C17  N16  aromatic  1.323  0.020  1.323
 ODG  C20  C21  aromatic  1.361  0.020  1.361
 ODG  N16  N15  aromatic  1.295  0.020  1.295
 ODG  C21  C14  aromatic  1.417  0.020  1.417
 ODG  N15  C14  aromatic  1.349  0.020  1.349
 ODG  C14  N13  single    1.345  0.020  1.345
 ODG  N13  C12  single    1.450  0.020  1.450
 ODG  N13  C02  single    1.455  0.020  1.455
 ODG  C12  C11  single    1.523  0.020  1.523
 ODG  C02  C01  single    1.520  0.020  1.520
 ODG  C11  N10  single    1.447  0.020  1.447
 ODG  C01  N10  single    1.450  0.020  1.450
 ODG  N10  C09  single    1.352  0.020  1.352
 ODG  C09  C08  single    1.524  0.020  1.524
 ODG  C09  O24  double    1.221  0.020  1.221
 ODG  C08  C07  single    1.499  0.020  1.499
 ODG  C25  C07  aromatic  1.391  0.020  1.391
 ODG  C25  C26  aromatic  1.386  0.020  1.386
 ODG  C07  C06  aromatic  1.389  0.020  1.389
 ODG  C26  C04  aromatic  1.395  0.020  1.395
 ODG  C06  C05  aromatic  1.388  0.020  1.388
 ODG  C04  C05  aromatic  1.393  0.020  1.393
 ODG  C04  C22  single    1.483  0.020  1.483
 ODG  C22  C23  single    1.505  0.020  1.505
 ODG  C22  C24  single    1.506  0.020  1.506
 ODG  C23  C24  single    1.491  0.020  1.491
 ODG  C20  H1   single    0.930  0.020  1.080
 ODG  C21  H2   single    0.930  0.020  1.080
 ODG  C22  H3   single    0.970  0.020  1.090
 ODG  C24  H4   single    0.970  0.020  1.090
 ODG  C24  H5   single    0.970  0.020  1.090
 ODG  C26  H6   single    0.930  0.020  1.080
 ODG  C01  H7   single    0.970  0.020  1.090
 ODG  C01  H8   single    0.970  0.020  1.090
 ODG  C02  H9   single    0.970  0.020  1.090
 ODG  C02  H10  single    0.970  0.020  1.090
 ODG  C05  H11  single    0.930  0.020  1.080
 ODG  C06  H12  single    0.930  0.020  1.080
 ODG  C08  H13  single    0.970  0.020  1.090
 ODG  C08  H14  single    0.970  0.020  1.090
 ODG  C11  H15  single    0.970  0.020  1.090
 ODG  C11  H16  single    0.970  0.020  1.090
 ODG  C12  H17  single    0.970  0.020  1.090
 ODG  C12  H18  single    0.970  0.020  1.090
 ODG  C23  H19  single    0.970  0.020  1.090
 ODG  C23  H20  single    0.970  0.020  1.090
 ODG  C25  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
 ODG  N16  C17  C18  116.11  3.000
 ODG  N16  C17  C20  122.28  3.000
 ODG  C18  C17  C20  121.60  3.000
 ODG  H1   C20  C21  121.31  3.000
 ODG  H1   C20  C17  121.07  3.000
 ODG  C21  C20  C17  117.62  3.000
 ODG  H2   C21  C14  122.64  3.000
 ODG  H2   C21  C20  119.54  3.000
 ODG  C14  C21  C20  117.83  3.000
 ODG  H3   C22  C23  115.58  3.000
 ODG  H3   C22  C04  113.76  3.000
 ODG  C23  C22  C04  121.18  3.000
 ODG  H3   C22  C24  115.44  3.000
 ODG  C23  C22  C24   59.36  3.000
 ODG  C04  C22  C24  121.09  3.000
 ODG  H5   C24  H4   114.23  3.000
 ODG  H5   C24  C23  118.33  3.000
 ODG  H4   C24  C23  118.49  3.000
 ODG  H5   C24  C22  117.57  3.000
 ODG  H4   C24  C22  117.59  3.000
 ODG  C23  C24  C22   60.29  3.000
 ODG  H6   C26  C25  118.81  3.000
 ODG  H6   C26  C04  120.21  3.000
 ODG  C25  C26  C04  120.98  3.000
 ODG  H8   C01  H7   107.95  3.000
 ODG  H8   C01  N10  109.39  3.000
 ODG  H7   C01  N10  109.73  3.000
 ODG  H8   C01  C02  109.73  3.000
 ODG  H7   C01  C02  109.36  3.000
 ODG  N10  C01  C02  110.64  3.000
 ODG  H10  C02  H9   108.00  3.000
 ODG  H10  C02  N13  109.98  3.000
 ODG  H9   C02  N13  108.91  3.000
 ODG  H10  C02  C01  109.61  3.000
 ODG  H9   C02  C01  109.72  3.000
 ODG  N13  C02  C01  110.58  3.000
 ODG  C05  C04  C26  117.70  3.000
 ODG  C05  C04  C22  119.82  3.000
 ODG  C26  C04  C22  122.48  3.000
 ODG  H11  C05  C06  119.26  3.000
 ODG  H11  C05  C04  119.53  3.000
 ODG  C06  C05  C04  121.21  3.000
 ODG  H12  C06  C07  119.76  3.000
 ODG  H12  C06  C05  119.30  3.000
 ODG  C07  C06  C05  120.94  3.000
 ODG  C25  C07  C08  120.89  3.000
 ODG  C25  C07  C06  118.03  3.000
 ODG  C08  C07  C06  121.08  3.000
 ODG  H14  C08  H13  106.01  3.000
 ODG  H14  C08  C09  109.45  3.000
 ODG  H13  C08  C09  109.44  3.000
 ODG  H14  C08  C07  109.90  3.000
 ODG  H13  C08  C07  110.06  3.000
 ODG  C09  C08  C07  111.81  3.000
 ODG  H16  C11  H15  107.28  3.000
 ODG  H16  C11  N10  111.63  3.000
 ODG  H15  C11  N10  109.35  3.000
 ODG  H16  C11  C12  108.43  3.000
 ODG  H15  C11  C12  109.35  3.000
 ODG  N10  C11  C12  110.71  3.000
 ODG  H18  C12  H17  107.46  3.000
 ODG  H18  C12  N13  109.52  3.000
 ODG  H17  C12  N13  111.54  3.000
 ODG  H18  C12  C11  109.79  3.000
 ODG  H17  C12  C11  107.93  3.000
 ODG  N13  C12  C11  110.54  3.000
 ODG  N15  C14  N13  116.46  3.000
 ODG  N13  C14  C21  123.32  3.000
 ODG  N15  C14  C21  120.22  3.000
 ODG  N19  C18  C17  180.00  3.000
 ODG  H20  C23  H19  114.23  3.000
 ODG  H20  C23  C24  118.54  3.000
 ODG  H19  C23  C24  118.29  3.000
 ODG  H20  C23  C22  117.61  3.000
 ODG  H19  C23  C22  117.50  3.000
 ODG  C24  C23  C22   60.35  3.000
 ODG  H21  C25  C07  119.64  3.000
 ODG  H21  C25  C26  119.22  3.000
 ODG  C07  C25  C26  121.14  3.000
 ODG  C11  N10  C09  125.99  3.000
 ODG  C09  N10  C01  121.31  3.000
 ODG  C11  N10  C01  112.69  3.000
 ODG  C14  N13  C12  124.10  3.000
 ODG  C12  N13  C02  113.01  3.000
 ODG  C14  N13  C02  122.54  3.000
 ODG  N16  N15  C14  121.42  3.000
 ODG  N15  N16  C17  120.63  3.000
 ODG  O24  C09  N10  122.09  3.000
 ODG  O24  C09  C08  120.94  3.000
 ODG  N10  C09  C08  116.97  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
 ODG  CONST_01  C14  C21  C20  C17     0.00   0.0  0
 ODG  CONST_02  C14  N15  N16  C17     0.00   0.0  0
 ODG  CONST_03  N15  N16  C17  C20     0.00   0.0  0
 ODG  CONST_04  N15  C14  C21  C20     0.00   0.0  0
 ODG  CONST_05  N16  C17  C20  C21     0.00   0.0  0
 ODG  CONST_06  N16  N15  C14  C21     0.00   0.0  0
 ODG  CONST_07  C06  C07  C25  C26     0.00   0.0  0
 ODG  CONST_08  C06  C05  C04  C26     0.00   0.0  0
 ODG  CONST_09  C07  C25  C26  C04     0.00   0.0  0
 ODG  CONST_10  C07  C06  C05  C04     0.00   0.0  0
 ODG  CONST_11  C25  C07  C06  C05     0.00   0.0  0
 ODG  CONST_12  C25  C26  C04  C05     0.00   0.0  0
 ODG  CONST_13  N13  C14  C21  C20   180.00   0.0  0
 ODG  CONST_14  C25  C26  C04  C22   180.00   0.0  0
 ODG  CONST_15  C06  C05  C04  C22   180.00   0.0  0
 ODG  CONST_16  N16  N15  C14  N13   180.00   0.0  0
 ODG  CONST_17  C18  C17  C20  C21   180.00   0.0  0
 ODG  CONST_18  C08  C07  C25  C26   180.00   0.0  0
 ODG  CONST_19  C08  C07  C06  C05   180.00   0.0  0
 ODG  CONST_20  N15  N16  C17  C18   180.00   0.0  0
 ODG  CONST_21  H2   C21  C20  C17   180.00   0.0  0
 ODG  CONST_22  H6   C26  C04  C22     0.00   0.0  0
 ODG  CONST_23  H11  C05  C04  C22     0.00   0.0  0
 ODG  CONST_24  H21  C25  C26  C04   180.00   0.0  0
 ODG  CONST_25  H12  C06  C05  C04   180.00   0.0  0
 ODG  CONST_26  H1   C20  C21  C14   180.00   0.0  0
 ODG  CONST_27  C08  C09  N10  C01   180.00   0.0  0
 ODG  CONST_28  O24  C09  N10  C01     0.00   0.0  0
 ODG  CONST_29  C11  N10  C09  C08     0.00   0.0  0
 ODG  CONST_30  O24  C09  N10  C11   180.00   0.0  0
 ODG  Var_01    C12  N13  C14  C21     2.28  30.0  2
 ODG  Var_02    C26  C04  C22  C24   -37.08  30.0  2
 ODG  Var_03    C04  C22  C23  C24  -110.06  30.0  1
 ODG  Var_04    C14  N13  C02  C01   131.55  30.0  1
 ODG  Var_05    C12  C11  N10  C01    55.99  30.0  1
 ODG  Var_06    C11  C12  N13  C02    54.93  30.0  1
 ODG  Var_07    C11  N10  C01  C02   -55.99  30.0  1
 ODG  Var_08    N13  C12  C11  N10   -54.26  30.0  1
 ODG  Var_09    N13  C02  C01  N10    54.15  30.0  1
 ODG  Var_10    H4   C24  C23  C22  -107.28  30.0  1
 ODG  Var_11    C09  C08  C07  C06   -88.95  30.0  2
 ODG  Var_12    N10  C09  C08  C07  -178.53  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
 ODG  chir_01  C22  C04  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
 ODG  plan-1  C17  0.020
 ODG  plan-1  C20  0.020
 ODG  plan-1  C21  0.020
 ODG  plan-1  C14  0.020
 ODG  plan-1  C18  0.020
 ODG  plan-1  N13  0.020
 ODG  plan-1  N15  0.020
 ODG  plan-1  N16  0.020
 ODG  plan-1  N19  0.020
 ODG  plan-1  H1   0.020
 ODG  plan-1  H2   0.020
 ODG  plan-2  C22  0.020
 ODG  plan-2  C26  0.020
 ODG  plan-2  C04  0.020
 ODG  plan-2  C05  0.020
 ODG  plan-2  C06  0.020
 ODG  plan-2  C07  0.020
 ODG  plan-2  C08  0.020
 ODG  plan-2  C25  0.020
 ODG  plan-2  H6   0.020
 ODG  plan-2  H11  0.020
 ODG  plan-2  H12  0.020
 ODG  plan-2  H21  0.020
 ODG  plan-3  C01  0.020
 ODG  plan-3  C08  0.020
 ODG  plan-3  C11  0.020
 ODG  plan-3  N10  0.020
 ODG  plan-3  O24  0.020
 ODG  plan-3  C09  0.020

