# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Mar 20 14:40:41 2022
#   Inital geometry file: a 87 line input string
#   Ligand name: ethyl 2-[4-(6-azanyl-5-cyano-pyrimidin-4-yl)pyrazol-1-yl]ethanoate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCOC(=O)Cn1cc(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
 Q0T  Q0T  'ethyl 2-[4-(6-azanyl-5-cyano-pyrimidin-4-yl)pyrazol-1-yl]ethanoate'  ligand  32  20  .  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_Q0T
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
 Q0T  C10  C  CR6   0   0.336  19.7472  15.1261  32.9842
 Q0T  C17  C  CR16  0   0.070  18.9081  16.2502  31.2018
 Q0T  O01  O  O     0  -0.427  23.5460  14.3422  36.5376
 Q0T  C02  C  C     0   0.597  22.9039  14.1450  37.5334
 Q0T  O03  O  O2    0  -0.451  23.3851  13.7620  38.6992
 Q0T  C04  C  CH2   0  -0.201  24.8033  13.5432  38.8239
 Q0T  C05  C  CH3   0  -0.686  25.5618  14.8329  39.0431
 Q0T  N07  N  NR5   0  -0.271  20.8721  14.8667  36.4078
 Q0T  C08  C  CR15  0   0.045  20.5267  14.2300  35.2848
 Q0T  C09  C  CR5   0  -0.206  20.2079  15.2083  34.3571
 Q0T  C11  C  CR6   0  -0.170  19.7318  13.9546  32.2191
 Q0T  C12  C  CSP   0  -0.017  20.1944  12.7088  32.6989
 Q0T  N13  N  NS    0  -0.241  20.5633  11.6720  33.0473
 Q0T  C14  C  CR6   0   0.550  19.2453  14.0383  30.8863
 Q0T  N15  N  NH2   0  -0.816  19.1860  12.9815  30.0834
 Q0T  N16  N  N     0  -0.448  18.8326  15.2117  30.3963
 Q0T  N18  N  N     0  -0.466  19.3325  16.2797  32.4527
 Q0T  C19  C  CR15  0  -0.032  20.4196  16.4179  35.0612
 Q0T  N20  N  N     0  -0.261  20.8302  16.1969  36.2856
 Q0T  H1   H  HCR6  0   0.267  18.5775  17.1973  30.7876
 Q0T  H2   H  HCH2  0   0.241  25.1738  13.0067  37.9497
 Q0T  H3   H  HCH2  0   0.254  24.9003  12.8873  39.6871
 Q0T  H4   H  HCH3  0   0.244  26.6125  14.5996  39.2163
 Q0T  H5   H  HCH3  0   0.240  25.5051  15.4941  38.1800
 Q0T  H6   H  HCH3  0   0.238  25.1906  15.3657  39.9183
 Q0T  H7   H  HCH2  0   0.321  21.1022  14.8907  38.4602
 Q0T  H8   H  HCH2  0   0.320  20.9521  13.2896  37.7502
 Q0T  H9   H  HCR5  0   0.305  20.5124  13.1539  35.2447
 Q0T  H10  H  HNH2  0   0.414  18.8349  13.0941  29.1468
 Q0T  H11  H  HNH2  0   0.423  19.4590  12.0571  30.3716
 Q0T  H12  H  HCR5  0   0.270  20.2823  17.4237  34.6975
 Q0T  C06  C  CH2   0  -0.442  21.3935  14.2780  37.6072

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
 Q0T  N15  C14  single    1.329  0.020  1.329
 Q0T  N16  C14  aromatic  1.337  0.020  1.337
 Q0T  N16  C17  aromatic  1.316  0.020  1.316
 Q0T  C14  C11  aromatic  1.421  0.020  1.421
 Q0T  C17  N18  aromatic  1.321  0.020  1.321
 Q0T  C11  C12  single    1.413  0.020  1.413
 Q0T  C11  C10  aromatic  1.399  0.020  1.399
 Q0T  N18  C10  aromatic  1.336  0.020  1.336
 Q0T  C12  N13  triple    1.154  0.020  1.154
 Q0T  C10  C09  single    1.450  0.020  1.450
 Q0T  C09  C19  aromatic  1.416  0.020  1.416
 Q0T  C09  C08  aromatic  1.385  0.020  1.385
 Q0T  C19  N20  aromatic  1.310  0.020  1.310
 Q0T  C08  N07  aromatic  1.336  0.020  1.336
 Q0T  N20  N07  aromatic  1.337  0.020  1.337
 Q0T  N07  C06  single    1.434  0.020  1.434
 Q0T  O01  C02  double    1.201  0.020  1.201
 Q0T  C02  C06  single    1.518  0.020  1.518
 Q0T  C02  O03  single    1.318  0.020  1.318
 Q0T  C05  C04  single    1.512  0.020  1.512
 Q0T  C04  O03  single    1.440  0.020  1.440
 Q0T  C17  H1   single    0.930  0.020  1.080
 Q0T  C04  H2   single    0.970  0.020  1.090
 Q0T  C04  H3   single    0.970  0.020  1.090
 Q0T  C05  H4   single    0.970  0.020  1.090
 Q0T  C05  H5   single    0.970  0.020  1.090
 Q0T  C05  H6   single    0.970  0.020  1.090
 Q0T  C06  H7   single    0.970  0.020  1.090
 Q0T  C06  H8   single    0.970  0.020  1.090
 Q0T  C08  H9   single    0.930  0.020  1.080
 Q0T  N15  H10  single    0.860  0.020  1.020
 Q0T  N15  H11  single    0.860  0.020  1.020
 Q0T  C19  H12  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
 Q0T  N18  C10  C11  120.13  3.000
 Q0T  N18  C10  C09  115.22  3.000
 Q0T  C11  C10  C09  124.64  3.000
 Q0T  H1   C17  N18  116.08  3.000
 Q0T  H1   C17  N16  115.94  3.000
 Q0T  N18  C17  N16  127.98  3.000
 Q0T  C06  C02  O03  110.22  3.000
 Q0T  O03  C02  O01  125.86  3.000
 Q0T  C06  C02  O01  123.91  3.000
 Q0T  C04  O03  C02  118.70  3.000
 Q0T  H3   C04  H2   108.00  3.000
 Q0T  H3   C04  C05  110.75  3.000
 Q0T  H2   C04  C05  111.43  3.000
 Q0T  H3   C04  O03  104.36  3.000
 Q0T  H2   C04  O03  109.87  3.000
 Q0T  C05  C04  O03  112.14  3.000
 Q0T  H6   C05  H5   108.79  3.000
 Q0T  H6   C05  H4   107.78  3.000
 Q0T  H5   C05  H4   107.83  3.000
 Q0T  H6   C05  C04  111.25  3.000
 Q0T  H5   C05  C04  112.14  3.000
 Q0T  H4   C05  C04  108.90  3.000
 Q0T  N20  N07  C08  112.91  3.000
 Q0T  N20  N07  C06  119.76  3.000
 Q0T  C08  N07  C06  126.96  3.000
 Q0T  H9   C08  C09  132.66  3.000
 Q0T  H9   C08  N07  120.71  3.000
 Q0T  C09  C08  N07  106.61  3.000
 Q0T  C19  C09  C08  103.64  3.000
 Q0T  C08  C09  C10  131.83  3.000
 Q0T  C19  C09  C10  124.52  3.000
 Q0T  C14  C11  C12  118.84  3.000
 Q0T  C12  C11  C10  123.29  3.000
 Q0T  C14  C11  C10  117.85  3.000
 Q0T  N13  C12  C11  180.00  3.000
 Q0T  N16  C14  N15  117.58  3.000
 Q0T  N16  C14  C11  120.07  3.000
 Q0T  N15  C14  C11  122.36  3.000
 Q0T  H11  N15  H10  117.65  3.000
 Q0T  H11  N15  C14  123.07  3.000
 Q0T  H10  N15  C14  119.27  3.000
 Q0T  C14  N16  C17  116.77  3.000
 Q0T  C17  N18  C10  117.19  3.000
 Q0T  H12  C19  N20  120.82  3.000
 Q0T  H12  C19  C09  127.61  3.000
 Q0T  N20  C19  C09  111.57  3.000
 Q0T  C19  N20  N07  105.25  3.000
 Q0T  H8   C06  H7   107.36  3.000
 Q0T  H8   C06  N07  109.52  3.000
 Q0T  H7   C06  N07  109.07  3.000
 Q0T  H8   C06  C02  109.22  3.000
 Q0T  H7   C06  C02  110.69  3.000
 Q0T  N07  C06  C02  110.91  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
 Q0T  CONST_01  N16  C14  C11  C10    0.00   0.0  0
 Q0T  CONST_02  N16  C17  N18  C10    0.00   0.0  0
 Q0T  CONST_03  N20  C19  C09  C10  180.00   0.0  0
 Q0T  CONST_04  N07  C08  C09  C10  180.00   0.0  0
 Q0T  CONST_05  C11  C14  N16  C17    0.00   0.0  0
 Q0T  CONST_06  C11  C10  N18  C17    0.00   0.0  0
 Q0T  CONST_07  C09  C10  N18  C17  180.00   0.0  0
 Q0T  CONST_08  C19  C09  C08  N07    0.00   0.0  0
 Q0T  CONST_09  C09  C19  N20  N07    0.00   0.0  0
 Q0T  CONST_10  C11  C10  C09  C08    0.00   0.0  0
 Q0T  CONST_11  N18  C10  C09  C08  180.00   0.0  0
 Q0T  CONST_12  N20  C19  C09  C08    0.00   0.0  0
 Q0T  CONST_13  C19  N20  N07  C08    0.00   0.0  0
 Q0T  CONST_14  C14  C11  C10  C09  180.00   0.0  0
 Q0T  CONST_15  N20  N07  C08  C09    0.00   0.0  0
 Q0T  CONST_16  C19  C09  C10  C11  180.00   0.0  0
 Q0T  CONST_17  N18  C17  N16  C14    0.00   0.0  0
 Q0T  CONST_18  N18  C10  C11  C14    0.00   0.0  0
 Q0T  CONST_19  C19  C09  C10  N18    0.00   0.0  0
 Q0T  CONST_20  N15  C14  C11  C10  180.00   0.0  0
 Q0T  CONST_21  N15  C14  N16  C17  180.00   0.0  0
 Q0T  CONST_22  C09  C08  N07  C06  180.00   0.0  0
 Q0T  CONST_23  C19  N20  N07  C06  180.00   0.0  0
 Q0T  CONST_24  C12  C11  C10  C09    0.00   0.0  0
 Q0T  CONST_25  N16  C14  C11  C12  180.00   0.0  0
 Q0T  CONST_26  N18  C10  C11  C12  180.00   0.0  0
 Q0T  CONST_27  H1   C17  N18  C10  180.00   0.0  0
 Q0T  CONST_28  H12  C19  C09  C10    0.00   0.0  0
 Q0T  CONST_29  H9   C08  C09  C10    0.00   0.0  0
 Q0T  CONST_30  H10  N15  C14  C11  180.00   0.0  0
 Q0T  CONST_31  H11  N15  C14  C11    0.00   0.0  0
 Q0T  Var_01    C08  N07  C06  C02   86.93  30.0  2
 Q0T  Var_02    N07  C06  C02  O01   -9.11  30.0  3
 Q0T  Var_03    C05  C04  O03  C02   81.69  30.0  1
 Q0T  Var_04    C06  C02  O03  C04  178.33  30.0  1
 Q0T  Var_05    H4   C05  C04  O03  175.13  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
 Q0T  plan-1  C10  0.020
 Q0T  plan-1  N07  0.020
 Q0T  plan-1  C08  0.020
 Q0T  plan-1  C09  0.020
 Q0T  plan-1  C19  0.020
 Q0T  plan-1  N20  0.020
 Q0T  plan-1  H9   0.020
 Q0T  plan-1  H12  0.020
 Q0T  plan-1  C06  0.020
 Q0T  plan-2  C10  0.020
 Q0T  plan-2  C17  0.020
 Q0T  plan-2  C09  0.020
 Q0T  plan-2  C11  0.020
 Q0T  plan-2  C12  0.020
 Q0T  plan-2  N13  0.020
 Q0T  plan-2  C14  0.020
 Q0T  plan-2  N15  0.020
 Q0T  plan-2  N16  0.020
 Q0T  plan-2  N18  0.020
 Q0T  plan-2  H1   0.020
 Q0T  plan-3  C14  0.020
 Q0T  plan-3  N15  0.020
 Q0T  plan-3  H10  0.020
 Q0T  plan-3  H11  0.020
 Q0T  plan-4  O01  0.020
 Q0T  plan-4  C02  0.020
 Q0T  plan-4  O03  0.020
 Q0T  plan-4  C06  0.020

