# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Aug  2 05:45:35 2022
#   Inital geometry file: a 122 line input string
#   Ligand name: 4-[5-(1-methylpyrazol-4-yl)-3-[2-(1-methylpyrazol-4-yl)ethyl]imidazol-4-yl]benzenecarbonitrile
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cn1cc(CCn2cnc(c3cnn(C)c3)c2c4ccc(cc4)C#N)cn1
#
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
 U1Z  U1Z  "4-[5-(1-methylpyrazol-4-yl)-3-[2-(1-methylpyrazol-4-yl)ethyl]imidazol-4-yl]benzenecarbonitrile"
  ligand  46  27  .  2022-08-11  2022-08-11
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_U1Z
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
 U1Z  C01  C  CH3   0  -0.513  -41.7616  36.8318  -23.0455
 U1Z  C03  C  CR15  0   0.030  -41.7244  39.2968  -22.6649
 U1Z  C04  C  CR5   0  -0.129  -41.0074  40.3478  -23.1984
 U1Z  C05  C  CH2   0  -0.522  -41.1249  41.8002  -22.8788
 U1Z  C06  C  CH2   0  -0.328  -40.5536  42.1882  -21.5163
 U1Z  C08  C  CR15  0   0.085  -38.2108  42.9042  -21.8302
 U1Z  C10  C  CR5   0   0.080  -37.0901  41.1819  -21.2726
 U1Z  C11  C  CR5   0  -0.205  -35.9009  40.3927  -21.0038
 U1Z  C12  C  CR15  0  -0.019  -35.7244  39.3158  -20.1551
 U1Z  C16  C  CR15  0  -0.081  -34.6170  40.5959  -21.5475
 U1Z  C17  C  CR5   0   0.290  -38.4166  40.8630  -21.0742
 U1Z  C18  C  CR6   0   0.049  -39.0187  39.6204  -20.5940
 U1Z  C19  C  CR16  0  -0.267  -38.6898  38.4169  -21.2195
 U1Z  C20  C  CR16  0  -0.222  -39.2169  37.2215  -20.7750
 U1Z  C21  C  CR6   0  -0.009  -40.1041  37.2167  -19.6988
 U1Z  C22  C  CSP   0   0.048  -40.6651  35.9848  -19.2493
 U1Z  C24  C  CR16  0  -0.228  -40.4379  38.4096  -19.0591
 U1Z  C25  C  CR16  0  -0.293  -39.8866  39.5981  -19.5005
 U1Z  C26  C  CR15  0  -0.086  -40.1294  39.7211  -24.0973
 U1Z  N02  N  NR5   0  -0.250  -41.2658  38.1718  -23.2384
 U1Z  N07  N  NR5   0  -0.448  -39.1180  41.9949  -21.4217
 U1Z  N09  N  N     0  -0.457  -36.9859  42.4583  -21.7481
 U1Z  N13  N  NR5   0  -0.264  -34.4327  38.9565  -20.2395
 U1Z  N15  N  N     0  -0.282  -33.7459  39.7218  -21.0801
 U1Z  N23  N  NS    0  -0.249  -41.1200  34.9878  -18.8921
 U1Z  N27  N  N     0  -0.290  -40.2983  38.4093  -24.1160
 U1Z  H1   H  HCH3  0   0.257  -40.9302  36.1407  -22.9304
 U1Z  H2   H  HCH3  0   0.257  -42.3686  36.8035  -22.1446
 U1Z  H3   H  HCH3  0   0.260  -42.3707  36.5173  -23.8924
 U1Z  H4   H  HCR5  0   0.283  -42.5100  39.2744  -21.9259
 U1Z  H5   H  HCH2  0   0.255  -40.6316  42.3909  -23.6540
 U1Z  H6   H  HCH2  0   0.258  -42.1736  42.1075  -22.8814
 U1Z  H7   H  HCH2  0   0.279  -40.7495  43.2428  -21.3231
 U1Z  H8   H  HCH2  0   0.271  -41.0452  41.6252  -20.7262
 U1Z  H9   H  HCR5  0   0.282  -38.5064  43.8843  -22.1761
 U1Z  H10  H  HCR5  0   0.286  -36.4082  38.7999  -19.5008
 U1Z  H11  H  HCH3  0   0.260  -32.9199  38.2323  -18.9994
 U1Z  H12  H  HCH3  0   0.259  -34.4852  37.4207  -18.8539
 U1Z  H13  H  HCH3  0   0.258  -33.4582  37.1069  -20.2604
 U1Z  H14  H  HCR5  0   0.250  -34.3118  41.3474  -22.2598
 U1Z  H15  H  HCR6  0   0.269  -38.0225  38.4198  -22.0702
 U1Z  H16  H  HCR6  0   0.284  -38.9534  36.2950  -21.2674
 U1Z  H17  H  HCR6  0   0.280  -41.1137  38.4051  -18.2145
 U1Z  H18  H  HCR6  0   0.273  -40.1241  40.5138  -18.9749
 U1Z  H19  H  HCR5  0   0.250  -39.3833  40.1850  -24.7269
 U1Z  C14  C  CH3   0  -0.506  -33.7830  37.8671  -19.5519

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
 U1Z  N27  C26  aromatic  1.323  0.020  1.323
 U1Z  N27  N02  aromatic  1.328  0.020  1.328
 U1Z  C26  C04  aromatic  1.404  0.020  1.404
 U1Z  N02  C01  single    1.442  0.020  1.442
 U1Z  N02  C03  aromatic  1.343  0.020  1.343
 U1Z  C04  C05  single    1.492  0.020  1.492
 U1Z  C04  C03  aromatic  1.380  0.020  1.380
 U1Z  C05  C06  single    1.528  0.020  1.528
 U1Z  C08  N09  aromatic  1.306  0.020  1.306
 U1Z  C08  N07  aromatic  1.348  0.020  1.348
 U1Z  N09  C10  aromatic  1.366  0.020  1.366
 U1Z  C06  N07  single    1.452  0.020  1.452
 U1Z  N07  C17  aromatic  1.376  0.020  1.376
 U1Z  C16  N15  aromatic  1.320  0.020  1.320
 U1Z  C16  C11  aromatic  1.409  0.020  1.409
 U1Z  C10  C17  aromatic  1.379  0.020  1.379
 U1Z  C10  C11  single    1.452  0.020  1.452
 U1Z  C19  C20  aromatic  1.380  0.020  1.380
 U1Z  C19  C18  aromatic  1.396  0.020  1.396
 U1Z  C17  C18  single    1.462  0.020  1.462
 U1Z  N15  N13  aromatic  1.328  0.020  1.328
 U1Z  C11  C12  aromatic  1.382  0.020  1.382
 U1Z  C20  C21  aromatic  1.395  0.020  1.395
 U1Z  C18  C25  aromatic  1.396  0.020  1.396
 U1Z  N13  C12  aromatic  1.343  0.020  1.343
 U1Z  N13  C14  single    1.443  0.020  1.443
 U1Z  C21  C22  single    1.426  0.020  1.426
 U1Z  C21  C24  aromatic  1.394  0.020  1.394
 U1Z  C25  C24  aromatic  1.382  0.020  1.382
 U1Z  C22  N23  triple    1.153  0.020  1.153
 U1Z  C01  H1   single    0.970  0.020  1.090
 U1Z  C01  H2   single    0.970  0.020  1.090
 U1Z  C01  H3   single    0.970  0.020  1.090
 U1Z  C03  H4   single    0.930  0.020  1.080
 U1Z  C05  H5   single    0.970  0.020  1.090
 U1Z  C05  H6   single    0.970  0.020  1.090
 U1Z  C06  H7   single    0.970  0.020  1.090
 U1Z  C06  H8   single    0.970  0.020  1.090
 U1Z  C08  H9   single    0.930  0.020  1.080
 U1Z  C12  H10  single    0.930  0.020  1.080
 U1Z  C14  H11  single    0.970  0.020  1.090
 U1Z  C14  H12  single    0.970  0.020  1.090
 U1Z  C14  H13  single    0.970  0.020  1.090
 U1Z  C16  H14  single    0.930  0.020  1.080
 U1Z  C19  H15  single    0.930  0.020  1.080
 U1Z  C20  H16  single    0.930  0.020  1.080
 U1Z  C24  H17  single    0.930  0.020  1.080
 U1Z  C25  H18  single    0.930  0.020  1.080
 U1Z  C26  H19  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
 U1Z  H3   C01  H2   108.95  3.000
 U1Z  H3   C01  H1   109.04  3.000
 U1Z  H2   C01  H1   108.83  3.000
 U1Z  H3   C01  N02  110.89  3.000
 U1Z  H2   C01  N02  109.09  3.000
 U1Z  H1   C01  N02  110.00  3.000
 U1Z  H4   C03  N02  121.58  3.000
 U1Z  H4   C03  C04  131.24  3.000
 U1Z  N02  C03  C04  107.18  3.000
 U1Z  C26  C04  C05  128.39  3.000
 U1Z  C05  C04  C03  128.16  3.000
 U1Z  C26  C04  C03  103.45  3.000
 U1Z  H6   C05  H5   106.24  3.000
 U1Z  H6   C05  C06  106.83  3.000
 U1Z  H5   C05  C06  109.07  3.000
 U1Z  H6   C05  C04  110.42  3.000
 U1Z  H5   C05  C04  109.81  3.000
 U1Z  C06  C05  C04  114.14  3.000
 U1Z  H8   C06  H7   106.91  3.000
 U1Z  H8   C06  N07  109.31  3.000
 U1Z  H7   C06  N07  107.16  3.000
 U1Z  H8   C06  C05  110.33  3.000
 U1Z  H7   C06  C05  109.68  3.000
 U1Z  N07  C06  C05  113.22  3.000
 U1Z  H9   C08  N09  125.90  3.000
 U1Z  H9   C08  N07  121.65  3.000
 U1Z  N09  C08  N07  112.45  3.000
 U1Z  N09  C10  C17  109.86  3.000
 U1Z  C17  C10  C11  129.45  3.000
 U1Z  N09  C10  C11  120.64  3.000
 U1Z  C16  C11  C12  103.47  3.000
 U1Z  C12  C11  C10  129.91  3.000
 U1Z  C16  C11  C10  126.60  3.000
 U1Z  H10  C12  N13  121.34  3.000
 U1Z  H10  C12  C11  131.64  3.000
 U1Z  N13  C12  C11  107.01  3.000
 U1Z  H14  C16  N15  120.55  3.000
 U1Z  H14  C16  C11  127.78  3.000
 U1Z  N15  C16  C11  111.67  3.000
 U1Z  N07  C17  C18  124.90  3.000
 U1Z  C18  C17  C10  129.81  3.000
 U1Z  N07  C17  C10  105.29  3.000
 U1Z  C25  C18  C19  118.93  3.000
 U1Z  C25  C18  C17  121.79  3.000
 U1Z  C19  C18  C17  119.25  3.000
 U1Z  H15  C19  C20  119.44  3.000
 U1Z  H15  C19  C18  119.72  3.000
 U1Z  C20  C19  C18  120.83  3.000
 U1Z  H16  C20  C21  120.21  3.000
 U1Z  H16  C20  C19  120.15  3.000
 U1Z  C21  C20  C19  119.64  3.000
 U1Z  C24  C21  C22  120.02  3.000
 U1Z  C24  C21  C20  120.22  3.000
 U1Z  C22  C21  C20  119.76  3.000
 U1Z  N23  C22  C21  180.00  3.000
 U1Z  H17  C24  C25  120.14  3.000
 U1Z  H17  C24  C21  120.28  3.000
 U1Z  C25  C24  C21  119.58  3.000
 U1Z  H18  C25  C24  119.00  3.000
 U1Z  H18  C25  C18  120.22  3.000
 U1Z  C24  C25  C18  120.78  3.000
 U1Z  H19  C26  N27  120.37  3.000
 U1Z  H19  C26  C04  127.80  3.000
 U1Z  N27  C26  C04  111.83  3.000
 U1Z  N27  N02  C03  112.41  3.000
 U1Z  C03  N02  C01  127.14  3.000
 U1Z  N27  N02  C01  120.35  3.000
 U1Z  C17  N07  C08  106.76  3.000
 U1Z  C17  N07  C06  129.05  3.000
 U1Z  C08  N07  C06  123.78  3.000
 U1Z  C10  N09  C08  105.62  3.000
 U1Z  N15  N13  C14  120.25  3.000
 U1Z  C14  N13  C12  127.23  3.000
 U1Z  N15  N13  C12  112.51  3.000
 U1Z  N13  N15  C16  105.34  3.000
 U1Z  N02  N27  C26  105.14  3.000
 U1Z  H13  C14  H12  108.91  3.000
 U1Z  H13  C14  H11  109.16  3.000
 U1Z  H12  C14  H11  108.93  3.000
 U1Z  H13  C14  N13  110.58  3.000
 U1Z  H12  C14  N13  108.99  3.000
 U1Z  H11  C14  N13  110.23  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
 U1Z  CONST_01  C26  N27  N02  C03     0.00   0.0  0
 U1Z  CONST_02  N27  C26  C04  C03     0.00   0.0  0
 U1Z  CONST_03  N02  N27  C26  C04     0.00   0.0  0
 U1Z  CONST_04  N27  N02  C03  C04     0.00   0.0  0
 U1Z  CONST_05  C17  C10  N09  C08     0.00   0.0  0
 U1Z  CONST_06  C11  C10  N09  C08   180.00   0.0  0
 U1Z  CONST_07  C10  C17  N07  C08     0.00   0.0  0
 U1Z  CONST_08  C18  C17  N07  C08   180.00   0.0  0
 U1Z  CONST_09  N07  C08  N09  C10     0.00   0.0  0
 U1Z  CONST_12  N15  C16  C11  C10   180.00   0.0  0
 U1Z  CONST_13  N13  C12  C11  C10   180.00   0.0  0
 U1Z  CONST_14  N13  N15  C16  C11     0.00   0.0  0
 U1Z  CONST_15  N07  C17  C10  C11   180.00   0.0  0
 U1Z  CONST_16  C18  C17  C10  C11     0.00   0.0  0
 U1Z  CONST_17  N15  N13  C12  C11     0.00   0.0  0
 U1Z  CONST_18  N15  C16  C11  C12     0.00   0.0  0
 U1Z  CONST_21  C16  N15  N13  C12     0.00   0.0  0
 U1Z  CONST_24  N13  C12  C11  C16     0.00   0.0  0
 U1Z  CONST_25  N09  C08  N07  C17     0.00   0.0  0
 U1Z  CONST_26  C20  C19  C18  C17   180.00   0.0  0
 U1Z  CONST_27  C24  C25  C18  C17   180.00   0.0  0
 U1Z  CONST_28  C21  C20  C19  C18     0.00   0.0  0
 U1Z  CONST_29  N09  C10  C17  C18   180.00   0.0  0
 U1Z  CONST_30  C21  C24  C25  C18     0.00   0.0  0
 U1Z  CONST_31  C24  C21  C20  C19     0.00   0.0  0
 U1Z  CONST_33  C24  C25  C18  C19     0.00   0.0  0
 U1Z  CONST_34  C25  C18  C19  C20     0.00   0.0  0
 U1Z  CONST_35  C25  C24  C21  C20     0.00   0.0  0
 U1Z  CONST_37  N02  C03  C04  C26     0.00   0.0  0
 U1Z  CONST_38  N09  C10  C17  N07     0.00   0.0  0
 U1Z  CONST_39  C26  N27  N02  C01   180.00   0.0  0
 U1Z  CONST_40  C04  C03  N02  C01   180.00   0.0  0
 U1Z  CONST_41  N27  C26  C04  C05   180.00   0.0  0
 U1Z  CONST_42  N02  C03  C04  C05   180.00   0.0  0
 U1Z  CONST_43  N09  C08  N07  C06   180.00   0.0  0
 U1Z  CONST_44  C10  C17  N07  C06   180.00   0.0  0
 U1Z  CONST_45  C18  C17  N07  C06     0.00   0.0  0
 U1Z  CONST_46  C14  N13  C12  C11   180.00   0.0  0
 U1Z  CONST_47  C16  N15  N13  C14   180.00   0.0  0
 U1Z  CONST_48  C22  C21  C20  C19   180.00   0.0  0
 U1Z  CONST_49  C25  C24  C21  C22   180.00   0.0  0
 U1Z  CONST_50  H19  C26  C04  C03   180.00   0.0  0
 U1Z  CONST_51  H9   C08  N09  C10   180.00   0.0  0
 U1Z  CONST_52  H14  C16  C11  C10     0.00   0.0  0
 U1Z  CONST_53  H10  C12  C11  C10     0.00   0.0  0
 U1Z  CONST_54  H14  C16  C11  C12   180.00   0.0  0
 U1Z  CONST_55  H10  C12  C11  C16   180.00   0.0  0
 U1Z  CONST_56  H9   C08  N07  C17   180.00   0.0  0
 U1Z  CONST_57  H15  C19  C18  C17     0.00   0.0  0
 U1Z  CONST_58  H18  C25  C18  C17     0.00   0.0  0
 U1Z  CONST_59  H16  C20  C19  C18   180.00   0.0  0
 U1Z  CONST_60  H17  C24  C25  C18   180.00   0.0  0
 U1Z  CONST_61  H18  C25  C18  C19   180.00   0.0  0
 U1Z  CONST_62  H17  C24  C21  C20   180.00   0.0  0
 U1Z  CONST_63  H15  C19  C20  C21   180.00   0.0  0
 U1Z  CONST_64  H18  C25  C24  C21   180.00   0.0  0
 U1Z  CONST_65  H16  C20  C21  C24   180.00   0.0  0
 U1Z  CONST_66  H15  C19  C18  C25   180.00   0.0  0
 U1Z  CONST_67  H4   C03  C04  C26   180.00   0.0  0
 U1Z  CONST_68  H19  C26  N27  N02   180.00   0.0  0
 U1Z  CONST_69  H14  C16  N15  N13   180.00   0.0  0
 U1Z  CONST_70  H10  C12  N13  N15   180.00   0.0  0
 U1Z  CONST_71  H4   C03  N02  N27   180.00   0.0  0
 U1Z  Var_01    C06  C05  C04  C03    73.01  30.0  2
 U1Z  Var_02    N07  C06  C05  C04    64.97  30.0  3
 U1Z  Var_03    C08  N07  C06  C05    85.01  30.0  2
 U1Z  Var_04    C17  N07  C06  C05   -86.67  30.0  2
 U1Z  Var_05    C26  C04  C05  C06  -105.95  30.0  3
 U1Z  Var_06    H1   C01  N02  C03  -136.31  30.0  2
 U1Z  Var_07    H2   C01  N02  C03   -17.00  30.0  2
 U1Z  Var_08    H3   C01  N02  C03   103.00  30.0  2
 U1Z  Var_09    H5   C05  C04  C03  -164.18  30.0  2
 U1Z  Var_10    H6   C05  C04  C03   -47.36  30.0  2
 U1Z  Var_11    H7   C06  N07  C08   -36.05  30.0  1
 U1Z  Var_12    H8   C06  N07  C08  -151.56  30.0  1
 U1Z  Var_13    H11  C14  N13  C12  -125.32  30.0  2
 U1Z  Var_14    H12  C14  N13  C12    -5.81  30.0  2
 U1Z  Var_15    H13  C14  N13  C12   113.89  30.0  2
 U1Z  Var_16    H7   C06  N07  C17   152.27  30.0  1
 U1Z  Var_17    H8   C06  N07  C17    36.76  30.0  1
 U1Z  Var_18    H5   C05  C04  C26    16.86  30.0  2
 U1Z  Var_19    H6   C05  C04  C26   133.69  30.0  2
 U1Z  Var_20    H11  C14  N13  N15    55.73  30.0  2
 U1Z  Var_21    H12  C14  N13  N15   175.23  30.0  2
 U1Z  Var_22    H13  C14  N13  N15   -65.07  30.0  2
 U1Z  Var_23    H1   C01  N02  N27    47.64  30.0  2
 U1Z  Var_24    H2   C01  N02  N27   166.95  30.0  2
 U1Z  Var_25    H3   C01  N02  N27   -73.06  30.0  2
 U1Z  Var_26    H7   C06  C05  C04  -175.41  30.0  3
 U1Z  Var_27    H8   C06  C05  C04   -57.90  30.0  3
 U1Z  Var_28    H5   C05  C06  N07   -58.24  30.0  2
 U1Z  Var_29    H6   C05  C06  N07  -172.68  30.0  2

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
 U1Z  plan-1  C06  0.020
 U1Z  plan-1  C08  0.020
 U1Z  plan-1  C10  0.020
 U1Z  plan-1  C11  0.020
 U1Z  plan-1  C17  0.020
 U1Z  plan-1  C18  0.020
 U1Z  plan-1  N07  0.020
 U1Z  plan-1  N09  0.020
 U1Z  plan-1  H9   0.020
 U1Z  plan-2  C10  0.020
 U1Z  plan-2  C11  0.020
 U1Z  plan-2  C12  0.020
 U1Z  plan-2  C16  0.020
 U1Z  plan-2  N13  0.020
 U1Z  plan-2  N15  0.020
 U1Z  plan-2  H10  0.020
 U1Z  plan-2  H14  0.020
 U1Z  plan-2  C14  0.020
 U1Z  plan-3  C01  0.020
 U1Z  plan-3  C03  0.020
 U1Z  plan-3  C04  0.020
 U1Z  plan-3  C05  0.020
 U1Z  plan-3  C26  0.020
 U1Z  plan-3  N02  0.020
 U1Z  plan-3  N27  0.020
 U1Z  plan-3  H4   0.020
 U1Z  plan-3  H19  0.020
 U1Z  plan-4  C17  0.020
 U1Z  plan-4  C18  0.020
 U1Z  plan-4  C19  0.020
 U1Z  plan-4  C20  0.020
 U1Z  plan-4  C21  0.020
 U1Z  plan-4  C22  0.020
 U1Z  plan-4  C24  0.020
 U1Z  plan-4  C25  0.020
 U1Z  plan-4  N23  0.020
 U1Z  plan-4  H15  0.020
 U1Z  plan-4  H16  0.020
 U1Z  plan-4  H17  0.020
 U1Z  plan-4  H18  0.020

