# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Mar 20 11:18:29 2022
#   Inital geometry file: a 72 line input string
#   Ligand name: 4-azanyl-6-(1-ethylpyrazol-4-yl)pyrimidine-5-carbonitrile
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCn1cc(cn1)c2ncnc(N)c2C#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
 Q0W  Q0W  4-azanyl-6-(1-ethylpyrazol-4-yl)pyrimidine-5-carbonitrile  ligand  26  16  .  2022-03-23  2022-03-23
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_Q0W
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
 Q0W  C10  C  CR6   0   0.548  19.2195  14.2179  30.9767
 Q0W  C15  C  CR15  0  -0.032  20.5336  16.2195  35.3079
 Q0W  C01  C  CH3   0  -0.660  23.3742  14.2271  37.6306
 Q0W  N03  N  NR5   0  -0.273  21.2614  14.5810  36.4140
 Q0W  C04  C  CR15  0   0.037  20.8903  14.0482  35.2487
 Q0W  C05  C  CR5   0  -0.212  20.3962  15.0876  34.4712
 Q0W  C06  C  CR6   0   0.338  19.8472  15.1183  33.1308
 Q0W  C07  C  CR6   0  -0.173  19.7986  14.0225  32.2600
 Q0W  C08  C  CSP   0  -0.017  20.3065  12.7457  32.5882
 Q0W  N09  N  NS    0  -0.243  20.7095  11.6863  32.8078
 Q0W  N11  N  N     0  -0.450  18.7550  15.4217  30.6263
 Q0W  C12  C  CR16  0   0.069  18.8634  16.3811  31.5216
 Q0W  N13  N  N     0  -0.468  19.3713  16.3047  32.7383
 Q0W  N14  N  NH2   0  -0.817  19.1180  13.2380  30.0848
 Q0W  N16  N  N     0  -0.269  21.0589  15.8996  36.4667
 Q0W  H1   H  HCR5  0   0.267  20.2627  17.2395  35.0865
 Q0W  H2   H  HCH3  0   0.243  23.8078  13.6912  38.4741
 Q0W  H3   H  HCH3  0   0.237  23.9062  13.9281  36.7276
 Q0W  H4   H  HCH3  0   0.238  23.5331  15.2924  37.7906
 Q0W  H5   H  HCH2  0   0.267  21.3679  14.1844  38.4376
 Q0W  H6   H  HCH2  0   0.264  21.7436  12.8323  37.3801
 Q0W  H7   H  HCR5  0   0.300  20.9954  12.9915  35.0710
 Q0W  H8   H  HCR6  0   0.266  18.4874  17.3542  31.2222
 Q0W  H9   H  HNH2  0   0.413  18.7036  13.4314  29.1879
 Q0W  H10  H  HNH2  0   0.422  19.4315  12.2985  30.2600
 Q0W  C02  C  CH2   0  -0.297  21.8957  13.9001  37.5276

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
 Q0W  N14  C10  single    1.329  0.020  1.329
 Q0W  N11  C10  aromatic  1.337  0.020  1.337
 Q0W  N11  C12  aromatic  1.317  0.020  1.317
 Q0W  C10  C07  aromatic  1.421  0.020  1.421
 Q0W  C12  N13  aromatic  1.321  0.020  1.321
 Q0W  C07  C08  single    1.413  0.020  1.413
 Q0W  C07  C06  aromatic  1.401  0.020  1.401
 Q0W  N13  C06  aromatic  1.337  0.020  1.337
 Q0W  C08  N09  triple    1.155  0.020  1.155
 Q0W  C06  C05  single    1.449  0.020  1.449
 Q0W  C05  C04  aromatic  1.389  0.020  1.389
 Q0W  C05  C15  aromatic  1.414  0.020  1.414
 Q0W  C04  N03  aromatic  1.334  0.020  1.334
 Q0W  C15  N16  aromatic  1.312  0.020  1.312
 Q0W  N03  N16  aromatic  1.335  0.020  1.335
 Q0W  N03  C02  single    1.451  0.020  1.451
 Q0W  C01  C02  single    1.518  0.020  1.518
 Q0W  C15  H1   single    0.930  0.020  1.080
 Q0W  C01  H2   single    0.970  0.020  1.090
 Q0W  C01  H3   single    0.970  0.020  1.090
 Q0W  C01  H4   single    0.970  0.020  1.090
 Q0W  C02  H5   single    0.970  0.020  1.090
 Q0W  C02  H6   single    0.970  0.020  1.090
 Q0W  C04  H7   single    0.930  0.020  1.080
 Q0W  C12  H8   single    0.930  0.020  1.080
 Q0W  N14  H9   single    0.860  0.020  1.020
 Q0W  N14  H10  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
 Q0W  N14  C10  N11  117.48  3.000
 Q0W  N11  C10  C07  120.13  3.000
 Q0W  N14  C10  C07  122.39  3.000
 Q0W  H1   C15  N16  120.84  3.000
 Q0W  H1   C15  C05  127.67  3.000
 Q0W  N16  C15  C05  111.49  3.000
 Q0W  H4   C01  H3   108.59  3.000
 Q0W  H4   C01  H2   108.02  3.000
 Q0W  H3   C01  H2   108.19  3.000
 Q0W  H4   C01  C02  111.28  3.000
 Q0W  H3   C01  C02  111.11  3.000
 Q0W  H2   C01  C02  109.53  3.000
 Q0W  N16  N03  C04  112.76  3.000
 Q0W  N16  N03  C02  119.96  3.000
 Q0W  C04  N03  C02  127.19  3.000
 Q0W  H7   C04  C05  132.59  3.000
 Q0W  H7   C04  N03  120.60  3.000
 Q0W  C05  C04  N03  106.80  3.000
 Q0W  C06  C05  C04  131.96  3.000
 Q0W  C04  C05  C15  103.48  3.000
 Q0W  C06  C05  C15  124.56  3.000
 Q0W  N13  C06  C07  119.96  3.000
 Q0W  N13  C06  C05  115.16  3.000
 Q0W  C07  C06  C05  124.88  3.000
 Q0W  C08  C07  C06  123.38  3.000
 Q0W  C06  C07  C10  117.90  3.000
 Q0W  C08  C07  C10  118.72  3.000
 Q0W  N09  C08  C07  180.00  3.000
 Q0W  C12  N11  C10  116.69  3.000
 Q0W  H8   C12  N13  116.06  3.000
 Q0W  H8   C12  N11  115.92  3.000
 Q0W  N13  C12  N11  128.02  3.000
 Q0W  C12  N13  C06  117.30  3.000
 Q0W  H10  N14  H9   117.58  3.000
 Q0W  H10  N14  C10  123.23  3.000
 Q0W  H9   N14  C10  119.19  3.000
 Q0W  N03  N16  C15  105.46  3.000
 Q0W  H6   C02  H5   107.54  3.000
 Q0W  H6   C02  N03  107.17  3.000
 Q0W  H5   C02  N03  107.86  3.000
 Q0W  H6   C02  C01  110.89  3.000
 Q0W  H5   C02  C01  111.03  3.000
 Q0W  N03  C02  C01  112.13  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
 Q0W  CONST_01  N13  C12  N11  C10     0.00   0.0  0
 Q0W  CONST_02  N13  C06  C07  C10     0.00   0.0  0
 Q0W  CONST_03  C05  C06  C07  C10   180.00   0.0  0
 Q0W  CONST_04  C07  C06  C05  C15   180.00   0.0  0
 Q0W  CONST_05  N13  C06  C05  C15     0.00   0.0  0
 Q0W  CONST_06  N03  C04  C05  C15     0.00   0.0  0
 Q0W  CONST_07  C04  N03  N16  C15     0.00   0.0  0
 Q0W  CONST_08  C06  C05  C04  N03   180.00   0.0  0
 Q0W  CONST_09  C05  C15  N16  N03     0.00   0.0  0
 Q0W  CONST_10  C07  C06  C05  C04     0.00   0.0  0
 Q0W  CONST_11  N13  C06  C05  C04   180.00   0.0  0
 Q0W  CONST_12  N16  C15  C05  C04     0.00   0.0  0
 Q0W  CONST_13  C12  N13  C06  C05   180.00   0.0  0
 Q0W  CONST_14  N16  N03  C04  C05     0.00   0.0  0
 Q0W  CONST_15  N11  C10  C07  C06     0.00   0.0  0
 Q0W  CONST_16  N11  C12  N13  C06     0.00   0.0  0
 Q0W  CONST_17  N16  C15  C05  C06   180.00   0.0  0
 Q0W  CONST_18  C12  N11  C10  C07     0.00   0.0  0
 Q0W  CONST_19  C12  N13  C06  C07     0.00   0.0  0
 Q0W  CONST_20  C02  N03  N16  C15   180.00   0.0  0
 Q0W  CONST_21  C05  C04  N03  C02   180.00   0.0  0
 Q0W  CONST_22  C08  C07  C06  C05     0.00   0.0  0
 Q0W  CONST_23  N14  C10  C07  C06   180.00   0.0  0
 Q0W  CONST_24  N11  C10  C07  C08   180.00   0.0  0
 Q0W  CONST_25  N13  C06  C07  C08   180.00   0.0  0
 Q0W  CONST_26  N14  C10  N11  C12   180.00   0.0  0
 Q0W  CONST_27  H8   C12  N11  C10   180.00   0.0  0
 Q0W  CONST_28  H7   C04  C05  C15   180.00   0.0  0
 Q0W  CONST_29  H1   C15  N16  N03   180.00   0.0  0
 Q0W  CONST_30  H9   N14  C10  C07   180.00   0.0  0
 Q0W  CONST_31  H10  N14  C10  C07     0.00   0.0  0
 Q0W  Var_01    C04  N03  C02  C01   104.81  30.0  1
 Q0W  Var_02    H2   C01  C02  N03  -179.68  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
 Q0W  plan-1  C15  0.020
 Q0W  plan-1  N03  0.020
 Q0W  plan-1  C04  0.020
 Q0W  plan-1  C05  0.020
 Q0W  plan-1  C06  0.020
 Q0W  plan-1  N16  0.020
 Q0W  plan-1  H1   0.020
 Q0W  plan-1  H7   0.020
 Q0W  plan-1  C02  0.020
 Q0W  plan-2  C10  0.020
 Q0W  plan-2  C05  0.020
 Q0W  plan-2  C06  0.020
 Q0W  plan-2  C07  0.020
 Q0W  plan-2  C08  0.020
 Q0W  plan-2  N09  0.020
 Q0W  plan-2  N11  0.020
 Q0W  plan-2  C12  0.020
 Q0W  plan-2  N13  0.020
 Q0W  plan-2  N14  0.020
 Q0W  plan-2  H8   0.020
 Q0W  plan-3  C10  0.020
 Q0W  plan-3  N14  0.020
 Q0W  plan-3  H9   0.020
 Q0W  plan-3  H10  0.020

