# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Aug  2 14:31:55 2022
#   Inital geometry file: a 121 line input string
#   Ligand name: 4-(6-cyanopyridazin-3-yl)-N-[4-(propan-2-yl)phenyl]-3,4-dihydropyrazine-1(2H)-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)c1ccc(NC(=O)N2CCN(C=C2)c3ccc(nn3)C#N)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
 UOP  UOP  "4-(6-cyanopyridazin-3-yl)-N-[4-(propan-2-yl)phenyl]-3,4-dihydropyrazine-1(2H)-carboxamide"
  ligand  46  26  .  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_UOP
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
 UOP  C01  C  CH3   0  -0.642  -27.6853  18.7317  -17.0760
 UOP  C02  C  CH1   0  -0.324  -28.0117  20.2242  -17.0172
 UOP  C03  C  CH3   0  -0.643  -29.4925  20.4474  -16.7108
 UOP  C04  C  CR6   0   0.161  -27.5903  20.9294  -18.2848
 UOP  C05  C  CR16  0  -0.304  -28.1601  20.6132  -19.5164
 UOP  C06  C  CR16  0  -0.315  -27.7689  21.2598  -20.6767
 UOP  C07  C  CR6   0   0.348  -26.7777  22.2402  -20.6461
 UOP  C09  C  C     0   0.736  -26.0558  24.1379  -22.0238
 UOP  C11  C  C1    0  -0.074  -25.5493  25.8153  -23.6458
 UOP  C12  C  C1    0  -0.107  -25.0838  26.2299  -24.8274
 UOP  C14  C  CR6   0   0.549  -24.2161  25.7289  -27.0153
 UOP  C17  C  CR6   0   0.139  -23.7591  26.6668  -29.4609
 UOP  C18  C  CSP   0   0.074  -23.5770  27.2550  -30.7498
 UOP  C20  C  CR16  0  -0.203  -23.2126  25.4182  -29.1413
 UOP  C21  C  CR16  0  -0.304  -23.4349  24.9378  -27.8851
 UOP  C22  C  CH2   0  -0.322  -24.1918  24.0399  -25.2195
 UOP  C23  C  CH2   0  -0.330  -25.3249  23.5253  -24.3424
 UOP  C25  C  CR16  0  -0.275  -26.1871  22.5559  -19.4262
 UOP  C26  C  CR16  0  -0.330  -26.6035  21.9097  -18.2699
 UOP  N08  N  NH1   0  -0.800  -26.3760  22.8183  -21.8603
 UOP  N10  N  NT    0  -0.541  -25.6214  24.4748  -23.2877
 UOP  N13  N  NT    0  -0.530  -24.5208  25.3473  -25.7528
 UOP  N15  N  N     0  -0.331  -24.6923  26.9243  -27.4038
 UOP  N16  N  N     0  -0.233  -24.4626  27.3793  -28.5952
 UOP  N19  N  NS    0  -0.240  -23.4224  27.7194  -31.7923
 UOP  O24  O  O     0  -0.497  -26.1386  24.9660  -21.1348
 UOP  H1   H  HCH3  0   0.227  -27.9477  18.2436  -16.1358
 UOP  H2   H  HCH3  0   0.219  -28.2437  18.2355  -17.8721
 UOP  H3   H  HCH3  0   0.229  -26.6231  18.5641  -17.2569
 UOP  H4   H  HCH1  0   0.237  -27.4333  20.6588  -16.1959
 UOP  H5   H  HCH3  0   0.228  -29.7646  19.9755  -15.7652
 UOP  H6   H  HCH3  0   0.229  -29.7276  21.5096  -16.6348
 UOP  H7   H  HCH3  0   0.219  -30.1293  20.0188  -17.4871
 UOP  H8   H  HCR6  0   0.249  -28.9299  19.8531  -19.5822
 UOP  H9   H  HCR6  0   0.261  -28.2369  20.9988  -21.6192
 UOP  H10  H  H     0   0.296  -25.9145  26.5342  -22.9308
 UOP  H11  H  H     0   0.295  -25.0929  27.2759  -25.0823
 UOP  H12  H  HCR6  0   0.304  -22.6233  24.8657  -29.8600
 UOP  H13  H  HCR6  0   0.304  -23.0029  23.9959  -27.5835
 UOP  H14  H  HCH2  0   0.284  -24.0551  23.3188  -26.0204
 UOP  H15  H  HCH2  0   0.275  -23.2632  24.0903  -24.6450
 UOP  H16  H  HCH2  0   0.272  -26.2091  23.3375  -24.9585
 UOP  H17  H  HCH2  0   0.280  -24.9950  22.5779  -23.9195
 UOP  H18  H  HCR6  0   0.259  -25.3960  23.2887  -19.3645
 UOP  H19  H  HCR6  0   0.246  -26.1308  22.1730  -17.3305
 UOP  H20  H  HNH1  0   0.423  -26.6040  22.2768  -22.6799

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
 UOP  N19  C18  triple    1.152  0.020  1.152
 UOP  C18  C17  single    1.428  0.020  1.428
 UOP  C17  C20  aromatic  1.400  0.020  1.400
 UOP  C17  N16  aromatic  1.324  0.020  1.324
 UOP  C20  C21  aromatic  1.363  0.020  1.363
 UOP  N16  N15  aromatic  1.296  0.020  1.296
 UOP  C21  C14  aromatic  1.412  0.020  1.412
 UOP  N15  C14  aromatic  1.344  0.020  1.344
 UOP  C14  N13  single    1.354  0.020  1.354
 UOP  N13  C22  single    1.450  0.020  1.450
 UOP  N13  C12  single    1.397  0.020  1.397
 UOP  C22  C23  single    1.523  0.020  1.523
 UOP  C12  C11  double    1.336  0.020  1.336
 UOP  C23  N10  single    1.450  0.020  1.450
 UOP  C11  N10  single    1.389  0.020  1.389
 UOP  N10  C09  single    1.378  0.020  1.378
 UOP  C09  N08  single    1.368  0.020  1.368
 UOP  C09  O24  double    1.218  0.020  1.218
 UOP  N08  C07  single    1.404  0.020  1.404
 UOP  C07  C06  aromatic  1.395  0.020  1.395
 UOP  C07  C25  aromatic  1.392  0.020  1.392
 UOP  C06  C05  aromatic  1.385  0.020  1.385
 UOP  C25  C26  aromatic  1.389  0.020  1.389
 UOP  C05  C04  aromatic  1.393  0.020  1.393
 UOP  C26  C04  aromatic  1.391  0.020  1.391
 UOP  C04  C02  single    1.511  0.020  1.511
 UOP  C01  C02  single    1.529  0.020  1.529
 UOP  C02  C03  single    1.529  0.020  1.529
 UOP  C01  H1   single    0.970  0.020  1.090
 UOP  C01  H2   single    0.970  0.020  1.090
 UOP  C01  H3   single    0.970  0.020  1.090
 UOP  C02  H4   single    0.970  0.020  1.090
 UOP  C03  H5   single    0.970  0.020  1.090
 UOP  C03  H6   single    0.970  0.020  1.090
 UOP  C03  H7   single    0.970  0.020  1.090
 UOP  C05  H8   single    0.930  0.020  1.080
 UOP  C06  H9   single    0.930  0.020  1.080
 UOP  C11  H10  single    0.930  0.020  1.080
 UOP  C12  H11  single    0.930  0.020  1.080
 UOP  C20  H12  single    0.930  0.020  1.080
 UOP  C21  H13  single    0.930  0.020  1.080
 UOP  C22  H14  single    0.970  0.020  1.090
 UOP  C22  H15  single    0.970  0.020  1.090
 UOP  C23  H16  single    0.970  0.020  1.090
 UOP  C23  H17  single    0.970  0.020  1.090
 UOP  C25  H18  single    0.930  0.020  1.080
 UOP  C26  H19  single    0.930  0.020  1.080
 UOP  N08  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
 UOP  H3   C01  H2   107.90  3.000
 UOP  H3   C01  H1   107.96  3.000
 UOP  H2   C01  H1   107.57  3.000
 UOP  H3   C01  C02  111.38  3.000
 UOP  H2   C01  C02  111.26  3.000
 UOP  H1   C01  C02  110.62  3.000
 UOP  H4   C02  C04  107.27  3.000
 UOP  H4   C02  C03  107.67  3.000
 UOP  C04  C02  C03  111.73  3.000
 UOP  H4   C02  C01  107.68  3.000
 UOP  C03  C02  C01  110.92  3.000
 UOP  C04  C02  C01  111.34  3.000
 UOP  H7   C03  H6   107.83  3.000
 UOP  H7   C03  H5   107.51  3.000
 UOP  H6   C03  H5   107.88  3.000
 UOP  H7   C03  C02  111.42  3.000
 UOP  H6   C03  C02  111.41  3.000
 UOP  H5   C03  C02  110.61  3.000
 UOP  C26  C04  C05  117.35  3.000
 UOP  C26  C04  C02  121.19  3.000
 UOP  C05  C04  C02  121.45  3.000
 UOP  H8   C05  C06  118.51  3.000
 UOP  H8   C05  C04  120.22  3.000
 UOP  C06  C05  C04  121.28  3.000
 UOP  H9   C06  C07  119.68  3.000
 UOP  H9   C06  C05  119.61  3.000
 UOP  C07  C06  C05  120.71  3.000
 UOP  N08  C07  C25  122.92  3.000
 UOP  C25  C07  C06  118.71  3.000
 UOP  N08  C07  C06  118.30  3.000
 UOP  O24  C09  N10  121.64  3.000
 UOP  O24  C09  N08  123.57  3.000
 UOP  N10  C09  N08  114.79  3.000
 UOP  H10  C11  N10  117.06  3.000
 UOP  H10  C11  C12  119.86  3.000
 UOP  N10  C11  C12  123.06  3.000
 UOP  H11  C12  N13  117.41  3.000
 UOP  H11  C12  C11  120.53  3.000
 UOP  N13  C12  C11  122.01  3.000
 UOP  N15  C14  N13  116.14  3.000
 UOP  N13  C14  C21  122.77  3.000
 UOP  N15  C14  C21  121.09  3.000
 UOP  N16  C17  C20  122.57  3.000
 UOP  N16  C17  C18  115.86  3.000
 UOP  C20  C17  C18  121.56  3.000
 UOP  N19  C18  C17  180.00  3.000
 UOP  H12  C20  C21  121.42  3.000
 UOP  H12  C20  C17  121.12  3.000
 UOP  C21  C20  C17  117.46  3.000
 UOP  H13  C21  C20  119.99  3.000
 UOP  H13  C21  C14  122.58  3.000
 UOP  C20  C21  C14  117.42  3.000
 UOP  H15  C22  H14  108.13  3.000
 UOP  H15  C22  N13  110.16  3.000
 UOP  H14  C22  N13  110.85  3.000
 UOP  H15  C22  C23  110.18  3.000
 UOP  H14  C22  C23  107.10  3.000
 UOP  N13  C22  C23  110.36  3.000
 UOP  H17  C23  H16  108.32  3.000
 UOP  H17  C23  N10  110.45  3.000
 UOP  H16  C23  N10  110.91  3.000
 UOP  H17  C23  C22  107.00  3.000
 UOP  H16  C23  C22  109.58  3.000
 UOP  N10  C23  C22  110.48  3.000
 UOP  H18  C25  C26  119.20  3.000
 UOP  H18  C25  C07  120.99  3.000
 UOP  C26  C25  C07  119.81  3.000
 UOP  H19  C26  C25  118.54  3.000
 UOP  H19  C26  C04  119.33  3.000
 UOP  C25  C26  C04  122.13  3.000
 UOP  H20  N08  C09  118.29  3.000
 UOP  H20  N08  C07  114.65  3.000
 UOP  C09  N08  C07  124.60  3.000
 UOP  C23  N10  C11  115.71  3.000
 UOP  C11  N10  C09  119.25  3.000
 UOP  C23  N10  C09  124.85  3.000
 UOP  C22  N13  C14  123.11  3.000
 UOP  C22  N13  C12  114.68  3.000
 UOP  C14  N13  C12  122.03  3.000
 UOP  N16  N15  C14  121.01  3.000
 UOP  N15  N16  C17  120.43  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
 UOP  CONST_01  C07  C06  C05  C04     0.00   0.0  0
 UOP  CONST_02  C07  C25  C26  C04     0.00   0.0  0
 UOP  CONST_03  C25  C07  C06  C05     0.00   0.0  0
 UOP  CONST_04  C25  C26  C04  C05     0.00   0.0  0
 UOP  CONST_05  C26  C25  C07  C06     0.00   0.0  0
 UOP  CONST_06  C26  C04  C05  C06     0.00   0.0  0
 UOP  CONST_07  C17  C20  C21  C14     0.00   0.0  0
 UOP  CONST_08  C17  N16  N15  C14     0.00   0.0  0
 UOP  CONST_09  N15  N16  C17  C20     0.00   0.0  0
 UOP  CONST_10  N15  C14  C21  C20     0.00   0.0  0
 UOP  CONST_11  N16  C17  C20  C21     0.00   0.0  0
 UOP  CONST_12  N16  N15  C14  C21     0.00   0.0  0
 UOP  CONST_13  N13  C14  C21  C20   180.00   0.0  0
 UOP  CONST_14  N16  N15  C14  N13   180.00   0.0  0
 UOP  CONST_15  C06  C05  C04  C02   180.00   0.0  0
 UOP  CONST_16  C25  C26  C04  C02   180.00   0.0  0
 UOP  CONST_17  N08  C07  C06  C05   180.00   0.0  0
 UOP  CONST_18  C21  C20  C17  C18   180.00   0.0  0
 UOP  CONST_19  N15  N16  C17  C18   180.00   0.0  0
 UOP  CONST_20  N08  C07  C25  C26   180.00   0.0  0
 UOP  CONST_21  H9   C06  C05  C04   180.00   0.0  0
 UOP  CONST_22  H18  C25  C26  C04   180.00   0.0  0
 UOP  CONST_23  H19  C26  C04  C05   180.00   0.0  0
 UOP  CONST_24  H18  C25  C07  C06   180.00   0.0  0
 UOP  CONST_25  H8   C05  C06  C07   180.00   0.0  0
 UOP  CONST_26  H19  C26  C25  C07   180.00   0.0  0
 UOP  CONST_27  H12  C20  C21  C14   180.00   0.0  0
 UOP  CONST_28  H13  C21  C20  C17   180.00   0.0  0
 UOP  CONST_29  H9   C06  C07  C25   180.00   0.0  0
 UOP  CONST_30  H8   C05  C04  C26   180.00   0.0  0
 UOP  CONST_31  H13  C21  C14  N13     0.00   0.0  0
 UOP  CONST_32  H13  C21  C14  N15   180.00   0.0  0
 UOP  CONST_33  H12  C20  C17  N16   180.00   0.0  0
 UOP  CONST_34  O24  C09  N10  C11     0.00   0.0  0
 UOP  CONST_35  O24  C09  N10  C23   180.00   0.0  0
 UOP  CONST_37  N10  C09  N08  C07   180.00   0.0  0
 UOP  CONST_39  N08  C09  N10  C11   180.00   0.0  0
 UOP  CONST_40  N08  C09  N10  C23     0.00   0.0  0
 UOP  CONST_43  O24  C09  N08  C07     0.00   0.0  0
 UOP  Var_01    C14  N13  C12  C11   170.84  30.0  1
 UOP  Var_02    C22  N13  C12  C11   -14.05  30.0  1
 UOP  Var_03    C22  C23  N10  C11    38.01  30.0  1
 UOP  Var_04    C21  C14  N13  C12   168.29  30.0  3
 UOP  Var_05    N15  C14  N13  C12   -11.15  30.0  3
 UOP  Var_06    C23  C22  N13  C12    43.97  30.0  1
 UOP  Var_07    C23  N10  C11  C12    -7.88  30.0  1
 UOP  Var_08    C23  C22  N13  C14  -140.98  30.0  1
 UOP  Var_09    C22  N13  C14  C21    -6.40  30.0  2
 UOP  Var_10    N15  C14  N13  C22   174.16  30.0  3
 UOP  Var_11    N13  C22  C23  N10   -56.00  30.0  1
 UOP  Var_12    N13  C12  C11  N10    -5.81  30.0  1
 UOP  Var_13    C22  C23  N10  C09  -147.11  30.0  1
 UOP  Var_14    C12  C11  N10  C09   176.94  30.0  1
 UOP  Var_15    H16  C23  N10  C11   -83.70  30.0  1
 UOP  Var_16    H17  C23  N10  C11   156.20  30.0  1
 UOP  Var_17    H14  C22  N13  C12   162.46  30.0  1
 UOP  Var_18    H15  C22  N13  C12   -77.90  30.0  1
 UOP  Var_19    H14  C22  N13  C14   -22.49  30.0  1
 UOP  Var_20    H15  C22  N13  C14    97.14  30.0  1
 UOP  Var_21    H11  C12  N13  C14   -11.74  30.0  1
 UOP  Var_22    H11  C12  N13  C22   163.37  30.0  1
 UOP  Var_23    H10  C11  N10  C23   170.55  30.0  1
 UOP  Var_24    H14  C22  C23  N10  -176.76  30.0  1
 UOP  Var_25    H15  C22  C23  N10    65.87  30.0  1
 UOP  Var_26    H11  C12  C11  N10   176.85  30.0  1
 UOP  Var_27    H16  C23  C22  N13    66.49  30.0  1
 UOP  Var_28    H17  C23  C22  N13  -176.27  30.0  1
 UOP  Var_29    H10  C11  C12  N13   175.81  30.0  1
 UOP  Var_30    C05  C04  C02  C01    63.22  30.0  2
 UOP  Var_31    C26  C04  C02  C01  -115.93  30.0  2
 UOP  Var_32    C05  C04  C02  C03   -61.42  30.0  2
 UOP  Var_33    C26  C04  C02  C03   119.42  30.0  2
 UOP  Var_34    H4   C02  C04  C05  -179.21  30.0  2
 UOP  Var_35    H16  C23  N10  C09    91.18  30.0  1
 UOP  Var_36    H17  C23  N10  C09   -28.92  30.0  1
 UOP  Var_37    H10  C11  N10  C09    -4.63  30.0  1
 UOP  Var_38    H4   C02  C04  C26     1.64  30.0  2
 UOP  Var_39    H1   C01  C02  C04   177.12  30.0  3
 UOP  Var_40    H2   C01  C02  C04   -63.38  30.0  3
 UOP  Var_41    H3   C01  C02  C04    57.05  30.0  3
 UOP  Var_42    H5   C03  C02  C04  -176.98  30.0  3
 UOP  Var_43    H6   C03  C02  C04   -56.98  30.0  3
 UOP  Var_44    H7   C03  C02  C04    63.49  30.0  3
 UOP  Var_45    H5   C03  C02  C01    58.15  30.0  3
 UOP  Var_46    H6   C03  C02  C01   178.15  30.0  3
 UOP  Var_47    H7   C03  C02  C01   -61.38  30.0  3
 UOP  Var_48    H1   C01  C02  C03   -57.79  30.0  3
 UOP  Var_49    H2   C01  C02  C03    61.71  30.0  3
 UOP  Var_50    H3   C01  C02  C03  -177.85  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
 UOP  plan-1  C02  0.020
 UOP  plan-1  C04  0.020
 UOP  plan-1  C05  0.020
 UOP  plan-1  C06  0.020
 UOP  plan-1  C07  0.020
 UOP  plan-1  C25  0.020
 UOP  plan-1  C26  0.020
 UOP  plan-1  N08  0.020
 UOP  plan-1  H8   0.020
 UOP  plan-1  H9   0.020
 UOP  plan-1  H18  0.020
 UOP  plan-1  H19  0.020
 UOP  plan-2  C14  0.020
 UOP  plan-2  C17  0.020
 UOP  plan-2  C18  0.020
 UOP  plan-2  C20  0.020
 UOP  plan-2  C21  0.020
 UOP  plan-2  N13  0.020
 UOP  plan-2  N15  0.020
 UOP  plan-2  N16  0.020
 UOP  plan-2  N19  0.020
 UOP  plan-2  H12  0.020
 UOP  plan-2  H13  0.020
 UOP  plan-3  C07  0.020
 UOP  plan-3  C09  0.020
 UOP  plan-3  C11  0.020
 UOP  plan-3  C23  0.020
 UOP  plan-3  N08  0.020
 UOP  plan-3  N10  0.020
 UOP  plan-3  O24  0.020
 UOP  plan-3  H20  0.020
 UOP  plan-4  C12  0.020
 UOP  plan-4  C14  0.020
 UOP  plan-4  C22  0.020
 UOP  plan-4  N13  0.020

